32751 Zip Code FL Real Estate, Homes with Open Floorplan for Sale

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Virtually Staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer kitchen with quartz countertops, brand-new soft-close cabinetry, and a sleek, open layout that flows seamlessly into the main living and dining areas. All three bathrooms have been completely updated with modern finishes and a comfortable feel. The flexible floor plan offers four spacious bedrooms, perfect for families, guests, or a home office. Step outside to your private backyard retreat and enjoy the freshly refinished pool and shaded yard perfect for relaxing or hosting year-round in the Florida sun. Don't miss out on the chance of making this house your home!

2570 Derbyshire Boulevard, Maitland

$2,850,000

5 Beds ⋅ 5 Baths ⋅ Lake Maitland Owl Preserve SubDv. ⋅ 32751 Zip Code

Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

$580,000

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom cabinetry, quartz waterfall countertops, and an oversized island that anchors the space. Engineered hardwood floors run throughout, complemented by abundant natural light from new windows and sliding glass doors. Major upgrades include a new electrical panel, new AC, new water heater, new insulation, and full re-piping—giving peace of mind along with style. The spacious primary suite offers a private en-suite bath and walk-in closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a sparkling pool and fully fenced yard—perfect for entertaining, pets, or relaxing Florida evenings. Ideally located near Maitland’s shopping, dining, parks, and top commuter routes, this move-in-ready home delivers quality, comfort, and location all in one.

1917 Hewett Lane, Maitland

$618,000

5 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Perfectly positioned in the highly sought-after Maitland community, this beautifully updated home offers an exceptional blend of space, style, and functionality designed for everyday comfort and effortless entertaining. With 2,376 square feet of living space, the split-level floor plan provides flexibility and privacy, featuring five bedrooms, three full bathrooms, and multiple living areas that easily adapt to family life, work-from-home needs, or hosting guests. Wood laminate flooring flows through the main living areas and is complemented by recessed lighting, ceiling fans throughout, and blinds on all windows. The lower level of the home offers excellent separation of space, featuring a spacious family room or den, two additional bedrooms, and a brand-new full bathroom (2026). This level is ideal for guests, extended family, or a private home office setup, allowing everyone to enjoy their own comfortable living area. At the heart of the home, the open kitchen, dining, and living area creates a natural gathering place. Fully renovated in 2020, the kitchen showcases gray shaker-style cabinetry, quartz countertops, a white tile backsplash, and a large island with seating for three. Stainless steel appliances, a white ceramic farmhouse sink, and recessed lighting complete the space, making it equally suited for casual meals or larger-scale entertaining. The open layout allows the cook to stay connected with guests while enjoying views of the dining, living and outdoor living areas. Down the hall you will pass two bedrooms. The primary suite is located to the end of the hall and offers a peaceful retreat with a beautifully renovated ensuite bathroom completed in 2021. This bathroom features a striking royal blue double vanity topped with quartz countertops, a fully tiled wall and shower with a frameless glass enclosure, and upgraded gold-toned lighting and bath fixtures that add a refined touch of luxury. Step outside to a backyard designed for true Florida living and unforgettable entertaining. The salt-generated pool, resurfaced in 2022, features a new sun shelf, elegant fountains, and heating for year-round enjoyment. New pavers installed in 2022 surround the pool and connect the outdoor living spaces, including a recently extended screened deck and a covered patio ideal for outdoor dining or relaxing in the shade. The fully fenced yard is finished with low-maintenance artificial turf and a grand privacy hedge, creating a clean, polished look while maximizing usable outdoor space. The home’s prime location further enhances its appeal, just minutes from Maitland Community Park offering playgrounds, tennis, basketball and racquetball courts, walking trails, and picnic pavilions. The Lake Maitland Boat Ramp is 13 minutes away, and nearby restaurants and shopping provide everyday convenience. This is a rare opportunity to own a move-in-ready home with thoughtful updates, exceptional outdoor living, and a highly desirable Maitland address. ROOF - 2023 HVAC - 2010 Water Heater - 2025 Pool Pump - 2025

1933 South Boulevard, Maitland

$749,900

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the Winter Park Chain of Lakes. The primary suite offers a spacious bath with an oversized walk-in shower and walk-in closet. The second bedroom includes guest bath access and a 6-ft soaking tub. Interior features include engineered wood flooring, plantation shutters, grand crown molding, and custom built-ins, display areas and doors. Three sets of French doors open to two balconies overlooking the lake. Balcony features electric hurricane shutters and a private 6’x5’ storage closet. A place of serenity, peace and beauty; with an energy of quiet, expansiveness and closeness to nature. Community amenities include resort-style pool and spa, boat docks, kayak racks, fitness center, clubhouse, and on-site management. Walk to Enzian Theater, Lake Lily Park, community center, library, dining, farmers market; minutes to Park Ave, Whole Foods, Winter Park Village, and major roads.

1100 S Orlando Avenue Unit 956, Maitland

$399,000

3 Beds ⋅ 4 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code

Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents

1994 Kenaston Road Unit 1994, Maitland

$840,000

4 Beds ⋅ 4 Baths ⋅ Maitland Grove Unit 1 SubDv. ⋅ 32751 Zip Code

Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.

310 White Oak Circle, Maitland

$315,000

3 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Wake up to water views, an abundance of natural light, and tropical serenity in this beautifully appointed, private ground-floor residence. Embrace a calm, relaxing lifestyle in this light-filled, ground-floor condo surrounded by lush tropical landscaping, located in Maitland’s popular gated community of Sun Bay Club. Designed for effortless living, this spacious 3-bedroom, 2-bath residence offers a rare no-stairs layout and exceptional privacy, set on a desirable lot with no direct rear neighbors and tranquil pond views both behind and to the side. The elegant living area is anchored by a wood-burning fireplace, and flows through French doors into a sunlit, enclosed Florida room, with expansive windows and sliding glass doors—perfect for morning coffee, evening relaxation, or entertaining while enjoying serene, tropical surroundings. Sliding glass doors in the primary bedroom and kitchen open directly to the Florida room, enhancing the indoor-outdoor lifestyle. The kitchen features beautiful quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the pond, creating an inviting space to start each day. The second bedroom opens to a private patio with peaceful water views, while the third bedroom faces the front and offers flexibility as a home office, playroom, or guest retreat. LVP and ceramic tile flooring, abundant storage, and a thoughtfully designed layout provide both comfort and sophistication. Meticulously maintained with evident pride of ownership throughout. Recent upgrades include a newer A/C (2022) and a brand-new hot water heater (2025), newly painted areas interior. Enjoy the ease of walking to the community pool, lakes, and tennis courts, while coming home to a quiet, private setting. Centrally located just minutes from I-4, Winter Park, the beaches, the parks, hotels, dining, and shopping. Call today for your showing appointment!

1000 Winderley Place Unit 142, Maitland

$443,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Beautifully renovated and move-in ready, this 3-bedroom, 2-bath home offers modern design in a .24 acre lots, solid upgrades, and comfortable living in a prime Maitland location. Featuring an open-concept layout filled with abundant natural light, the home delivers a warm and inviting atmosphere from the moment you enter. The updated kitchen serves as the heart of the home, showcasing sleek cabinetry, a spacious island, and a full suite of stainless steel appliances, including refrigerator, stove, microwave, dishwasher, washer, dryer, and range hood—ideal for both everyday living and entertaining. Contemporary flooring flows seamlessly throughout, enhancing the home’s clean and modern aesthetic. Major systems have been thoughtfully updated, providing peace of mind to the next owner: roof replaced in 2021, A/C updated in 2019, and water heater installed in 2020. The home features copper electrical wiring and durable plumbing with cross-linked polyethylene inside walls and PVC piping beneath, reflecting quality construction and modernization. Spacious living areas delivers comfort and functionality, while the backyard provides a versatile outdoor space ready for relaxation, entertaining, or personalization. The property includes a 2-car garage and is located in a community with NO HOA and NO CDD, offering flexibility and lower ownership costs. Conveniently situated near major roads, shopping, dining, and everyday amenities, this home presents an excellent opportunity for buyers seeking style, reliability, and location in one complete package.

2065 Derbyshire Road, Maitland

$1,025,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

On a quiet street in one of Maitland's desirable neighborhoods, this home blends timeless elegance with modern comfort. This stunning residence offers a combination of sophistication and functionality, making it the ideal place to call home. Boasting four bedrooms, 3.5 baths and plenty of flex space, this residence spans over 2,600 square feet and sits on a generous .33-acre lot. Natural light draws you into the entry with views of the backyard oasis. The abundance of outdoor living that includes a covered porch with vaulted ceilings, private pool, two separate sitting areas with composite decking and garden areas, provide the backdrop for hosting family and friends. The kitchen is outfitted with stainless appliances (2025), ample cabinetry, a large walk-in pantry and granite/butcher block countertops. This split plan offers three bedrooms and two baths on the second level, one bedroom is complete with an en-suite bath. The peaceful owner's retreat is on the lower ground floor and is completely private from the rest of the living areas. It features a flex space/office as you enter the primary bedroom with a set of solid double doors. Once inside, you will notice two walk-in closets, an en-suite bath with a jacuzzi tub and separate shower, along with a walkout to a private courtyard area. Updates include roof in 2025, exterior paint in 2025, new wood fence in 2024, one HVAC in 2024 and solid wood doors with Baldwin hardware. Other features of the home include optional access to the Lake Minnehaha boat ramp, which leads to the exclusive Chain of Lakes. With easy access to downtown Maitland, Interstate 4, Maitland Community Park, Dommerich Elementary and Maitland Middle Schools, this home is a must-see!

798 Sequoia Trail, Maitland

$525,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.

1220 Winston Road, Maitland

$254,000

3 Beds ⋅ 3 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

VISCONTI - It doesn't feel like a "home" - you'll feel like you're checking into a RESORT! This gated, spacious three-story condominium offers an oversized double car garage. Venture upstairs to an open concept layout for living-kitchen-dining area. This home has been updated with all NEW wood floors, freshly painted with lovely crown and base molding and ALL new fans. The kitchen has ALL new stainless steel appliances and a Moen Farmhouse sink. Small side pantry for your storage needs. All bedrooms feature huge walk-in closets. The updated bathrooms include new toilets, sinks and lighting adorned with gold toned fixtures. Windows above the staircase envelope natural lighting and nook style storage to showcase your artwork. Laundry area is upstairs for your convenience. Primary BR offers dual closets with naturally light in the bathroom with a privacy window. Second BR is also ensuite. Visconti offers lakeside dual swimming pools; Fitness Center, Tennis, Basketball and pickleball courts; Clubhouse and a fenced playground - all surrounded with beautifully maintained landscaped grounds. HOA fee covers water, sewer, pest control and valet trash service. Trash receptacle cleverly disguised by the front door as a bench. Conveniently located to I-4, Rollins College, UCF, Full Sail University and Downtown Orlando. 30 minutes to all major theme parks, Orlando International Airport and Sanford International Airport. MOVE in ready with new updates - just unload your furnishings and hang your "Home Sweet Home" banner! Call today for your private showing.

2824 Shadow View Circle Unit 2824, Maitland

$595,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Beautiful move-in ready home in the highly sought-after gated community of Montacino, located in the heart of Maitland. This single-story Mediterranean inspired home boasts three spacious bedrooms, including the grand Primary bedroom suite with its private spa-inspired bathroom with a jacuzzi tub, another inviting full bathroom, a convenient half bath, and a separate office or den great for remote work or hobbies. The split plan allows for plenty of privacy and includes a formal dining room, a chef's kitchen with a spacious eat-in area overlooking the gorgeous family room with a gas-ready fireplace, which leads to the peaceful screened-in back porch. Elegant Tray ceilings, eight-foot doors, charming archways and recessed lighting add to the allure of this home. With an oversized two-car garage and a nicely appointed interior laundry room, this low-maintenance home offers plenty of storage, and carefree living. The affordable HOA fee provides privacy and security with the gated entrance, access to the sparkling community pool, professional maintenance of all the lush landscaping, and scenic paved paths overlooking tranquil Lake Charity. Don't miss your chance to live in this elegant community, which is zoned for top-rated schools, and is perfectly located near Interstate 4, the Maitland Town Center and popular downtown Winter Park. Schedule your private showing today!

1447 Caring Court, Maitland

$130,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Discover your dream condo in the tranquil Carrington Park neighborhood of Maitland! This charming 2-bedroom, 2-bathroom residence is perfect as your smart investment. Enjoy an open living area, a spacious Owner's Suite with an ensuite bathroom, and a generous closet. The community offers fantastic amenities, including a lovely pool, gym, and playground, providing endless opportunities for relaxation and recreation. Conveniently located near 436 and I-4, you’ll be just minutes away from shopping, dining, entertainment, hospitals, and the Altamonte Mall. Don't miss out on this incredible opportunity! Schedule your viewing today and start picturing a life of comfort and serenity in your new condo.

420 Banyon Tree Circle Unit 102, Maitland

$1,798,999

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversized walk-in pantry elevate culinary experiences to a professional standard. The primary suite is a private sanctuary intentionally crafted to evoke a spa-like retreat. A stunning bathroom showcases a freestanding tub, an expansive walk-in shower, dual vanities, and exquisite finishes, while a large boutique-style closet with custom built-ins ensures every piece has its place. The upstairs level offers a generous loft and beautifully appointed secondary bedrooms, creating the ideal separation of space for family or guests. Outdoor living is nothing short of extraordinary, featuring a huge covered lanai with a full summer kitchen overlooking a shimmering pool and expansive, fully fenced backyard. Situated in the sought-after Hollieanna Shores neighborhood, this residence places you moments from Maitland City Centre, local parks, the iconic Enzian Theatre, and Park Ave. shopping and dining. If you’re seeking a home that feels both artful and effortless, this is where elevated living becomes reality.

105 Tangelo Court, Maitland

$820,000

4 Beds ⋅ 2 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code

This beautifully updated 4-bedroom, 2-bath pool home offers 2,000 square feet of inviting living space on a spacious corner lot in highly desirable Maitland. The open living, kitchen, and dining area features a striking limestone fireplace, crown molding, custom built-ins, laminate wood flooring, and abundant natural light through French doors and skylights. The designer kitchen includes white and espresso cabinetry, white café appliances with antique brass accents, quartz countertops, a Venetian plaster–wrapped hood, a pot filler, a generous island with seating for four, and charming antique pantry doors. The primary suite offers a private retreat with direct access to the pool and a recently renovated ensuite bathroom with a quartz and wood vanity, a beautifully tiled shower with frameless glass doors, and dual shower heads. Additional interior highlights include a renovated hall bathroom, blinds and ceiling fans throughout, and a well-appointed laundry/mud room with floor-to-ceiling cabinetry offering tons of storage, a stainless sink, and included washer and dryer. The outdoor living space is exceptional! Start your day with a cup of coffee within the sanctuary of your ivy-lined courtyard with the serene sounds of the custom water feature. Finish the day with friends and family in your screened-in pool. Many other thoughtful outdoor details such as low-maintenance turf, paver walkway areas and front porch - perfect for relaxing, entertaining and enjoying year-round outdoor living. A side-entry two-car garage provides both convenience and curb appeal. Located within minutes of shopping, dining, and local parks, this home is zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High School, and offers quick access to I-4, Maitland Community Park, and Lake Lily Park. This is the perfect blend of style, comfort, and unbeatable location. ROOF - 2025 HVAC - 2020 WATER HEATER - 2021 POOL HEATER & PUMP - 2023

2270 Deloraine Trail, Maitland

$520,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Don’t miss this beautifully updated 3-bedroom, 2-bathroom English Estates pool home with a versatile bonus room that can serve as a 4th bedroom, office, gym, or playroom—complete with its own private entrance. Priced below appraised value, this home is packed with thoughtful upgrades and modern conveniences. The exterior boasts fresh paint, updated lighting, and a charming covered front patio with classic brick accents, offering great curb appeal. Inside, you'll find new interior paint, crown molding, plantation shutters, floating wood floors, and newer windows throughout, creating a bright, welcoming space. The updated kitchen is both functional and stylish, featuring stainless steel appliances, granite countertops, decorative tile backsplash, a built-in desk, and an open layout that flows seamlessly into the family and dining rooms. French doors lead you out to a spacious screened-in pool area, perfect for entertaining or relaxing, with adjacent patio perfect for grilling and enjoying the Florida lifestyle. Smart home features include: smart interior lighting to control ceiling lights/fans, etc., from your phone; a smart thermostat; doorbell; smart locks; smart garage door; smart remote blinds in kitchen & office; wired security cameras; and a Tesla EV charger in the attached garage. Additional upgrades include a new pool pump, new window blinds, new light fixtures, a tankless hot water heater, updated electrical, PVC plumbing, 2017 roof and 2022 HVAC system. The garage also offers a storage closet and a climate-controlled laundry room. With a fenced side yard and dedicated dog run, as well as fiber internet availability for those working from home, this property combines style, function, and unbeatable value in one exceptional package. Convenient location in the heart of Maitland, with easy access to Maitland Community Park, Maitland City Centre, the SunRail, and minutes to I-4.

1231 Glastonberry Road, Maitland

$458,000

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Discover this move-in ready gem in the heart of Maitland! This home offers a stylish open floorplan with VAULTED CEILINGS, abundant natural light, and thoughtfully updated finishes throughout. The RENOVATED KITCHEN features new stainless steel appliances, a deep farmhouse sink, white subway tile backsplash, and modern fixtures. Both bathrooms have also been recently renovated, giving the home a fresh, elevated feel. The spacious primary suite includes a true WALK-IN CLOSET with custom built-ins and a luxurious en-suite bath complete with a double vanity, oversized glass-enclosed shower, and dual showerheads. Both the living area and bedroom open directly onto the outdoor deck, creating a seamless indoor-outdoor flow. Step outside to your FULLY FENCED backyard—perfect for entertaining or relaxing. The yard features BRICK PAVERS, a custom FIREPIT, and a full IRRIGATION SYSTEM for easy maintenance. Located in one of Central Florida’s most desirable areas, this home offers top-rated schools, boutique shopping, and local dining just minutes away. Enjoy quick access to Maitland City Centre, Lake Sybelia, Winter Park, downtown Orlando, and major roadways including I-4, 434, and 414. This one checks every box—don’t miss it & schedule a private showing today!

2133 Falkner Road, Maitland

$835,000

4 Beds ⋅ 2 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Stately brick home in a premier Maitland neighborhood—set beneath a canopy of mature oaks on a lush 1/3-acre lot, this 4-bedroom, 2-bathroom home offers just under 2,500 SF of timeless elegance and modern comfort. A covered front porch perfect for rocking chairs, brick-paver walkway, double entry doors, and side-entry garage create an inviting first impression. The open layout makes everyday living and entertaining effortless. The heart of the home is the remodeled kitchen, featuring a large floating island with seating, pendant lighting, custom cabinetry, granite countertops, stainless steel appliances—including a built-in oven and 6-burner propane cooktop—and a coffee/beverage bar. Sunlight pours through the home, illuminating engineered hardwood floors, crown molding, built-ins, and a stacked-stone wood-burning fireplace, all adding warmth and character. The split-floor plan offers privacy and functionality. The spacious primary suite provides a serene retreat with a remodeled bathroom featuring a seamless-glass walk-in shower, private water closet, marble countertops, custom cabinetry, and a jetted/heated tub with brand-new pump and heater (2025). Guest bedrooms are generously sized, including one with a huge walk-in closet providing ample storage, while the remodeled guest bath features dual sinks, granite countertops, and custom cabinetry, with direct pool access. An indoor laundry room adds convenience. Step outside to a private backyard oasis: a fully fenced paradise with a large saltwater pool, water feature, expansive brick-covered patio with bar, mini-fridge, hot/cold sink, stub-out for future grill, cypress tongue & groove ceilings, lighting, fans, and retractable screens. Enjoy an outdoor hot/cold shower, wood deck, gazebo, mature landscaping with avocado, lemon, and lime trees, two sheds, and an 8x12 greenhouse with power and irrigation. Meticulous care is evident with upgrades including a new roof with hurricane straps (2021), AC ductwork (2022), electrical panels (2023), on-demand tankless water heaters (<5 years), full spray-foam insulation, high-wind-rated double-pane windows, whole-house water softener (2025), and fresh exterior (2023) and interior paint (2025). Perfectly positioned across from Orangewood School (K–12) and minutes from Lake Sybelia Elementary, enjoy peaceful walks around the shores of Lake Sybelia, visit the lakeside park, or bike to Independence Lane and Lake Lily for farmers markets, dining, and community events. Quick access to I-4 keeps the city within reach while preserving the tranquility of a quiet, tree-lined enclave. A rare combination of style, upgrades, and lifestyle—this home is ready for your next chapter.

221 White Oak Circle, Maitland

$975,000

4 Beds ⋅ 3 Baths ⋅ Maitland Park South SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Priced below appraised value for a limited opportunity to capture instant equity. Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready residence features thoughtfully designed indoor and outdoor living spaces and is zoned for the top-rated Dommerich Elementary School. From the moment you arrive, manicured landscaping and an inviting covered front porch create a warm first impression. Inside, natural light fills the home through skylights and bay windows, highlighting hardwood floors and a wood-burning fireplace. The open layout provides a seamless flow between living spaces, ideal for everyday living and entertaining. The chef’s kitchen serves as the heart of the home and features custom hardwood cabinetry, granite countertops, stainless steel appliances, a wine chiller, and a spacious breakfast island with ample seating. The kitchen opens to the main living areas, creating a functional and welcoming space. The primary suite offers a private retreat with wood floors and French doors leading directly to the porch. The ensuite bathroom includes an oversized shower with spa-style jets and customized storage. Three additional bedrooms and a full bathroom are located down a terrazzo-finished hallway and include custom upgrades. The dining area captures beautiful morning light through the bay window, while the living room features French doors that open to the outdoor living space. The private backyard oasis is designed for year-round enjoyment and includes a heated pool enclosed by a full screened deck and patio, creating a true indoor-outdoor lifestyle. Additional features include a custom built-in home office with abundant storage, a freshly refinished two-car garage, and an oversized driveway with a 30-amp electrical hookup for an RV or boat. The home has been freshly painted inside and out, includes new carpet, and reflects quality craftsmanship throughout. Enjoy quick access to Winter Park’s shops, dining, parks, and cultural offerings, along with the conveniences of Maitland living, making this home an exceptional opportunity in a highly desirable Central Florida location.

1421 Sunnyside Drive, Maitland

$4,999,000

5 Beds ⋅ 8 Baths ⋅ Floridahaven SubDv. ⋅ 32751 Zip Code

Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.

360 Lake Seminary Circle, Maitland

$243,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs Ph 02 SubDv. ⋅ 32751 Zip Code

Experience lakeside living in this elegant 3-bed, 3-bath townhome in the heart of Maitland! This 1,575 sq ft residence offers refined, comfortable living with tranquil lake views. The townhome features two upstairs ensuite bedrooms—one with a private balcony overlooking the lake, a perfect spot to enjoy your morning coffee—and a convenient first-floor bedroom that provides space and ease. Enjoy a large patio ideal for entertaining, plus community amenities including a pool and park. Prime Maitland location near Maitland City Centre, SunRail, I-4, and upscale dining and shops. Currently leased through 2/2026, this serene lakeside townhome offers the rare flexibility of a strong investment today and a sophisticated primary home tomorrow. Experience the beauty and convenience of Maitland living—book your private tour today!

806 Town Circle Unit 156, Maitland

$415,000

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The modern kitchen shines with new cabinets, stone countertops, and stainless-steel appliances, while both bathrooms have been beautifully remodeled with contemporary finishes. Fresh interior and exterior paint, new lighting and ceiling fans throughout, and lush new landscaping make this home truly move-in ready. Enjoy the best of Central Florida living—just steps from Maitland’s shops and restaurants and minutes from charming downtown Winter Park

6 Barnard Court, Maitland

$350,000

3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code

This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's world-renowned theme parks. This 1,146 square foot home features an open-concept floor plan. Primary suite includes a walk-in closet and a private suite bathroom, plus two additional bedrooms that provide flexibility for guests, family or a home office. 1 car garage with a large driveway that accommodates 2 more cars. The property's best feature is solar panels owned outright! With an average monthly bill of $35.00!!! Don't miss your chance to make it yours - schedule a private showing today!

1033 Hamlet Drive, Maitland

$540,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings, a rarely available lakeside community perfectly positioned across from beautiful Lake Lily. This fully renovated 4th-floor condo combines modern elegance with stunning water views of Lake Maitland, visible right from your living room and screened-in balcony. Inside, you’ll find an open, light-filled layout with white-oak luxury vinyl flooring that sets a clean, contemporary tone. The kitchen has been completely updated with premium appliances, quartz countertops, and brass fixtures, creating a space that’s both stylish and functional. The primary bedroom suite features a spacious walk-in closet and a beautifully finished en-suite bathroom with a large walk-in shower. A second bedroom and full bath offer plenty of room for guests or a home office. Additional conveniences include an in-unit laundry room with washer and dryer, plus elevator access for easy entry. Residents of The Moorings enjoy a host of amenities, including a sparkling community pool, private boat docks, a scenic pier with seating area, a fitness center, and a clubhouse for gatherings. Located just minutes from top-rated restaurants, shopping, and entertainment in Maitland and Winter Park, this condo offers the ideal blend of tranquility and city convenience. Come experience lakefront living at its finest.

206 Quayside Circle Unit 404, Maitland

$1,425,000

3 Beds ⋅ 3 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Sophisticated and timeless, this stunning one-story home was completely reimagined in 2019 by multi-award-winning builder and design through Z-Properties. Taken down to the studs and rebuilt with the finest materials, this split-plan three-bedroom, three-bath residence blends modern design with an inviting, incredible design feel. Gorgeous high grade wood flooring throughout along with expansive windows and walls of glass flood the interiors with natural light, taking advantage of picturesque views! The backyard is a sanctuary setting with Signature Landscape mature landscaping and sparkling pool and separate spa. The open concept design is ideal for daily living and entertaining, with a seamless flow extremely well thought-out living areas. A designer-inspired gas fireplace in the dining area creates a sophisticated and welcoming ambiance, while two sets of glass doors in the living room open to the inviting outdoor living spaces. The stately kitchen is a showpiece, featuring Thermador Pro Series appliances, a Sub-Zero wine tower, and elegant counters that elevate form and function. The primary suite offers a private retreat with a generous walk-in closet and a spa like well-appointed bath. Two additional bedroom suites are equally refined, each with custom closets for optimal storage and organization. Outside, every detail has been thoughtfully curated. The private front courtyard, centered around a tranquil Zen fountain private courtyard, sets the tone for the home's refined elegance. The rear outdoor living area features Brazilian IPE wood decking surrounding the heated saltwater pool, alongside lush landscaping, complete with sculpted hedges and tropical palms, creates a resort-like ambiance. A built-in summer kitchen includes a gas grill and green egg off the kitchen, and flex space is framed by a beautiful bougainvillea hedge for added serenity, ideal for effortless outdoor entertaining. Lastly there is a fully finished garage with indoor/outdoor carpeting and is temperature controlled with its mini-split AC unit. Residents of Hollieanna Shores enjoy deeded lake access to Lake Maitland, part of the prestigious Winter Park Chain-of-Lakes, via a private community boat ramp. Ideally with convenient access to major roadways, this exceptional home offers easy commutes to downtown Winter Park, Orlando and area airports, a sophisticated retreat in one of Central Florida's desirable Maitland/Winter Park hidden gem neighborhoods!

123 Hollie Court, Maitland

$330,000

2 Beds ⋅ 1 Baths ⋅ Greenwood Gardens Rep SubDv. ⋅ 32751 Zip Code

COZY, 2 bedroom, 1 bath, 1 car garage home with a HUGE lot in a central location is ready for its new owners! As you enter, you will notice the OPEN living room and kitchen. The kitchen has custom wood cabinets, tile counters and backsplash. A large breakfast bar and eat-in nook area for your comfort. The bathroom is modern and sleek. Outside in the backyard, your OASIS awaits! There are fruit trees, areas for relaxing and a shed for storage. This home is in a NO HORN area of the railroad tracks that service the Sunrail and Amtrak. The Sunrail Station is within walking distance to the home for an easy work commute. NEWER ROOF, NEWER WINDOWS, updated electrical panel, tankless water heater, GAS stove, surround sound throughout as well. NO HOA. 30 minutes to downtown Orlando, 15 minutes to I-4 interstate and 5 minutes to 17-92. Whether you are looking for a great starter home, investment property or want to start from scratch and build your dream home, this one could be yours!!

735 Gamewell Avenue, Maitland

$613,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Elegant lakefront on the shores of Lake Maitland! Experience timeless refinement in this exquisitely renovated lakefront condominium, where bespoke craftmanship meets modern luxury. Every detail has been thoughtfully curated - from the custom millworker and intricate moldings to the tailored built-ins that evoke charm of a grand London flat. Light filled living spaces open to serene lake views, creating an atmosphere of both grace and tranquility. The gourmet kitchen is a study in elegance and function, featuring hand finished cabinetry, premium appliances, and stone surfaces. Gracious living room flows seamlessly into a charming sunroom, featuring French doors and classic brick flooring. The primary suite offers a peaceful, retreat with lake views, spa-inspired finishes and impeccable attention to detail. With rich textures, layered lighting, and designer finishes throughout, this home balances sophistication and warmth in perfect measure. Located in an exclusive building with exceptional amenities including pool, spa, clubhouse, a BOAT SLIP and 1 covered carport space. This residence embodies elevated lakefront living, with distinctive character. Call today for your private viewing of this exquisite condo. Please note there is a $640 transfer fee for boat slip paid at closing by Buyer.

204 Quayside Circle Unit 202, Maitland

$583,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully appointed single-story, single-family home located in one of Maitland’s most exclusive gated communities. Nestled on the tranquil shores of Howell Creek and overlooking protected conservation land in the front, this residence offers a rare combination of privacy, natural beauty, and refined living. Step inside to an open and airy layout filled with natural light and serene water views. This residence features a split floor plan with 3 Bedrooms and 2 Full Bathrooms. The Floor Plan includes a Foyer, Formal Dining room with architectural designs, spacious living room with a gas fireplace, Open concept kitchen with generous cabinetry and countertop space, and a cozy dinette. The living spaces are thoughtfully designed for both relaxation and entertaining, featuring new vinyl plank flooring throughout the home. The primary suite offers a tranquil retreat with its own en-suite bath, while the additional bedrooms are ideal for family, guests, or a home office. Enjoy the outdoors in your private backyard oasis, where mature landscaping and direct frontage to Howell Creek create a serene setting for morning coffee or evening sunsets on the tiled screened porch or extended tile patio. The gated community provides added security all within a quiet, well-maintained environment. Just minutes to Park Avenue in Winter Park, Maitland Social, City Centre and Lake Lilly where you can enjoy Local Dining, Kelly's Ice Cream, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

2634 Ultra Vista Drive, Maitland

$228,000

2 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. **2024 ROOF, 2025 HVAC** FULLY RENOVATED TOP TO BOTTOM. Discover this stunning, newly renovated one story end unit boasting over 1,000 sq ft of modern living space. This spacious 2 bedroom, 2 bath condo features luxury vinyl plank flooring throughout, a stylish new kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus all new light fixtures and fresh interior and exterior paint. Both bathrooms have been tastefully updated, including a stand up shower with designer finishes. Additional upgrades include a newer water heater, 2024 exterior paint, new attic insulation and more. Enjoy outdoor living on the private fenced patio, perfect for relaxing or entertaining. With the HOA maintaining the exterior, roof, and landscaping, you’ll enjoy truly worry free living. Conveniently located just steps from the community pool and minutes from shopping, dining, the Maitland Farmers Market, SunRail, Park Avenue, Winter Park Village, and I4. Schedule your showing today!

1601 Grove Street Unit 552, Maitland

$770,000

4 Beds ⋅ 5 Baths ⋅ Oakleigh 3rd Add SubDv. ⋅ 32751 Zip Code

In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home **For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefront estates on an oversized lot, this expansive 4,200 sq ft traditional ranch sits on over one-third of an acre and is filled with natural light. The great room overlooks a private outdoor oasis with a pool, mature landscaping, and a brick-paved patio—perfect for entertaining. The chef’s kitchen features a commercial gas range, double ovens, built-in refrigerator, and a cozy dinette with a wood-burning fireplace—ready for your modern touch. A flexible double-primary split floor plan includes 4 bedrooms, 5 baths, and multiple living spaces, offering endless potential for customization. The primary suite showcases wood beams, hardwood floors, and a sitting area with pool views. The spacious en-suite includes dual showers, walk-in closets, and a skylit garden tub awaiting your personal style. Just minutes from Downtown Maitland, Minnehaha Park, and Lake Maitland, with easy I-4 access, this property offers both prime location and unmatched potential. Whether you’re an investor, designer, or homeowner ready to create your dream home, **51 Oakleigh Lane** is ready to become a masterpiece.

51 Oakleigh Lane, Maitland

$792,150

3 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code

Perfectly positioned on the tranquil shores of Lake Seminary, this beautiful home offers the ultimate lakefront lifestyle in the heart of Maitland. From the moment you arrive, the home’s refreshed landscaping and elegant façade set the tone for what awaits inside. Step through the doors and you’re greeted by open living spaces accented by engineered hardwood floors, stylish finishes, and large windows that frame breathtaking views of the lake. The kitchen is a showcase of both function and design, featuring stainless steel appliances, generous counter space, and an open layout perfect for both entertaining and everyday living. The living room takes full advantage of the home’s lakefront setting, offering panoramic water views. The primary suite serves as a private retreat, featuring a large bathroom with dual vanities, a walk-in shower, and a spacious closet. Outdoors, the expansive backyard offers endless possibilities, whether you envision a custom pool, extended patio, or simply space to unwind and entertain with stunning lake views. An above-ground hot tub and patio overlook the glistening lake, creating the perfect setting to unwind while enjoying kayaking, boating, and fishing right from your own backyard. Set on nearly an acre of pristine land, the property features a rare combination of privacy, space, and stunning water views all just minutes from Maitland’s vibrant dining scene and major roadways, this home offers the perfect blend of lakeside tranquility and everyday convenience.

195 E Faith Terrace, Maitland

$779,500

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Welcome to this charming, move-in ready home nestled in the desirable, family-friendly Dommerich neighborhood. Featuring 3 bedrooms, 2 full bathrooms, and an open-concept living area filled with natural light, this home has the perfect blend of comfort and style. Featuring 2 additional dedicated office rooms, ideal for remote work or creative space, this home is ideal for modern living. The updated kitchen boasts stainless steel appliances, marble countertops, and ample cabinet space. Step into an open, light-filled interior with brand new flooring throughout and breathtaking floor-to-ceiling windows that has panoramic views of the sparkling saltwater pool. In the cooler months enjoy your own wood burning fireplace. Outside, enjoy a spacious paver driveway, a large 2-car garage, and a private backyard oasis. Major upgrades include a brand new roof (2025), ensuring peace of mind for years to come. Additional upgrades include recessed lighting, new flooring throughout, marble bathroom tiling, energy-efficient windows, new paver driveway and fresh interior/exterior paint. Enjoy private boat ramp access to the Winter Park Chain of Lakes. Zoned for A-rated Dommerich Elementary, Maitland Middle School and Winter Park High School. Walking distance to the Maitland Community Park, Maitland Social and the Maitland City Center. Minutes from Winter Park’s Park Avenue, known for its exquisite shopping and dining. Don’t miss out on this opportunity!

421 Arapaho Trail, Maitland

$680,000

3 Beds ⋅ 4 Baths ⋅ Orangedale Park SubDv. ⋅ 32751 Zip Code

HUGE Price Reduction!! There is simply nothing that compares to this deal! This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant natural light, and premium finishes throughout. The chef’s kitchen is a showpiece sleek cabinetry, stone countertops, and top-tier appliances. Entertain effortlessly with open living spaces that flow seamlessly to relaxing patios or balconies. With 3 bedrooms and 3½ baths, each space is a sanctuary. The primary suite impresses with its spa-style bath and custom closets. Upstairs, the laundry is tucked neatly beside the bedrooms for ease and efficiency. Thoughtfully designed storage niches and built-ins complete the picture. The real magic is the location. You’re only 5 minutes from Winter Park’s world-class dining, boutique shops, cultural venues, riverside parks, and Sunday farmer’s market. Stroll through cobbled streets, enjoy al fresco cafés, or catch live music on Park Avenue this home gives you that full lifestyle. Live luxuriously in a community where neighbors share the same roof and an unspoken sense of sophistication reigns. While it feels like condominium living, this is fee simple ownership in a four-unit enclave with NO HOA fees. You get the benefits without the burden. This is more than just a home it’s a statement. Don’t miss your opportunity to own a residence that’s as beautiful as it is brilliantly located.

183 Orange Place, Maitland

$400,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland

$545,000

3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code

Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light. The heart of the home is the stunning kitchen, showcasing white cabinetry, quartz countertops, stainless steel appliances, a decorative hood above the cooktop, and a classic subway tile backsplash. A charming bay window creates the perfect breakfast nook, while the open-concept living and dining areas provide ideal space for entertaining and everyday living. A wood-burning fireplace adds warmth and ambiance to the living room, creating a cozy focal point. Step through French doors into a sun-drenched sunroom with walls of windows overlooking tranquil community green space – your own private retreat for morning coffee or evening relaxation. Luxury vinyl plank flooring flows throughout the main level, complemented by plantation shutters and fresh paint. The second floor houses all three generously sized bedrooms, including a serene primary suite with a completely renovated en suite bathroom featuring a double sink vanity, walk-in shower, and spacious walk-in closet with custom built-ins. The updated hall bath offers a tub/shower combo and single-sink vanity. The second bedroom also features custom built-in closet organizers for added storage and convenience. Additional features include ceiling fans, interior laundry, and an attached one-car garage. Living in The Moorings means enjoying exclusive amenities, including a community dock on Lake Maitland, sparkling pool, and clubhouse. The location is unbeatable – just moments from Maitland's charming Lake Lily Park and its popular weekly farmer's market, five minutes from the upscale shops and dining of Park Avenue, and surrounded by the best of Central Florida's shopping, restaurants, and entertainment.

225 Quayside Circle, Maitland

$251,500

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Live on Lake Maitland, part of the Winter Park Chain of Lakes, for just $250,000! This 2-bedroom, 1.5-bath condo in Lake Maitland Terrace is one of the most desirable units in the community, offering 816 square feet and a prime second-floor corner location with a screened-in front porch. Inside, you’ll find spacious living areas with bamboo flooring, plantation shutters, and abundant natural light. The porch extends your living space and is the perfect spot to quietly sip your morning coffee. Thoughtful upgrades set this home apart. The washer and dryer are conveniently located in the hallway, preserving closet space in both bedrooms. The primary bedroom features a true walk-in closet, and both bedrooms include custom closet systems that maximize storage and style. Opportunities to live on the Winter Park Chain of Lakes at this price point are incredibly rare. With its generous layout, upgraded features, and unbeatable location, this condo is a standout that won’t last long.

1140 S Orlando Avenue Unit F9, Maitland

$255,000

1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Step inside this beautifully reimagined Lake Maitland Terrace condo, where every detail has been thoughtfully updated for style and function. Renovated in 2021, this spacious one-bedroom residence embraces a modern design with clean lines, custom finishes, and a touch of industrial character from the exposed ceiling piping. The open layout features a bright great room that flows seamlessly into the kitchen, designed with both cooking and entertaining in mind. Highlights include Caesarstone quartz countertops, a mirrored backsplash, a farmhouse sink, KraftMaid soft-close cabinetry, and an oversized island with seating. Premium appliances such as a KitchenAid convection oven with induction cooktop, Bosch dishwasher, French-door refrigerator, and in-unit washer and dryer add convenience and sophistication. Originally configured as a two-bedroom, the condo has been transformed into a larger one-bedroom retreat but can easily be converted back if desired. The bathroom offers a tub/shower combination and an extra-wide pedestal sink. Enjoy a low-maintenance lifestyle with resort-style amenities, including a community pool, shuffleboard courts, fishing pier, and access to Lake Maitland and the Chain of Lakes. The unbeatable location puts you within walking distance of the Enzian Theater and Lake Lily, while Winter Park Village, Park Avenue, and A-rated schools are just minutes away.

1140 S Orlando Avenue Unit J2, Maitland

$475,000

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Charming and Spacious Townhome in Maitland! Welcome to 1938 Michael Tiago a beautifully maintained 4-bedroom, 2.5 bathroom home located in the desirable Maitland Village Community with a POND VIEW and END UNIT. This stunning property offers a perfect blend of classic charm and modern convenience, making it an ideal place to call home. As you approach this inviting residence, you’ll notice the lush landscaping and curb appeal that instantly sets the tone for what’s inside. Step into the spacious living area, where natural light pours in through large windows, creating a warm and inviting atmosphere. The open-concept floor plan seamlessly flows into the dining area and kitchen, making this space perfect for both everyday living and entertaining guests. Crown molding enhances the rooms adding just that right touch! Custom Plantation Shutters adorn all the windows downstairs & upstairs. The kitchen is a chef's dream, featuring stainless steel appliances, granite countertops, and ample cabinet space for all your culinary needs. A walk in panty is another feature of the kitchen. Whether you're preparing a weeknight meal or hosting a dinner party, this kitchen will exceed your expectations. The primary suite is generously sized and offers a peaceful retreat, complete with a private en-suite bathroom featuring a dual vanity, soaking tub, and a separate walk-in shower. Two additional well-appointed bedrooms provide plenty of space for family. The fourth bedroom featuring French Doors is located downsttairs...it can also be used as an office if needed. The Loft upstairs is light & bright and would make a great office or home school area. The Tile Roof brings long lasting peace of mind. This is an End Unit which allows for more light to filter thru from outside. Hot Water Heater is new. New Stainless Steel Dishwasher & Disposal are being installed. HOA fees cover exterior maintenance, 500 Mbps internet, 250 channel cable, water, sewer, trash, lawn care, sprinklers, streetlights, community pool, clubhouse, gate access and management services. Your low HOA fee takes care of all the yard work so you can enjoy the Community Pool. This makes living here "totally carefree living at its best". Other highlights include tile & engineered wood flooring throughout downstairs, a covered porch with a pond view, no neighbor on one side and a 2-car garage that has 2-car EV-ready. Located just minutes from shopping, dining, and major roadways, this home offers the convenience of being close to everything while providing a quiet, serene neighborhood feel. Don't miss your chance to own this charming Maitland home. Schedule a showing today and make 1938 Michael Tioga your new address!

1938 Michael Tiago Court, Maitland

$647,000

3 Beds ⋅ 3 Baths ⋅ Greenwood Gardens Sec 02 Rep 01 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Welcome to one of Maitland’s best-kept secrets! Tucked away in a peaceful, no-through street with Maitland Park right across the way, this charming corner-lot home offers the perfect balance of privacy, comfort, and convenience. From your doorstep, you can walk to favorite restaurants, coffee shops, and the Brightline station, while Lake Lily Farmers Market, Downtown Maitland, and vibrant Winter Park are only minutes away. Step inside and you’ll be greeted by a spacious open layout, filled with natural light and designed for easy living. Wood-look tile flows seamlessly throughout, offering both style and low maintenance. The large living room centers around a cozy wood-burning fireplace, creating the perfect gathering spot for family and friends. The kitchen is a true standout with warm wood cabinetry, granite countertops, stainless steel appliances, and a sleek tile backsplash. Just off the kitchen, an enormous bonus room adds incredible flexibility—use it as a second living area, playroom, home gym, theater, or anything your lifestyle requires. The split floor plan ensures privacy for the oversized primary suite, which includes ample space for a sitting area or home office, a huge walk-in closet, and a spa-inspired bath with dual sinks and a glass-enclosed tile shower. Two additional generously sized bedrooms share a full bath with a tub/shower combo, while a third full bath with a walk-in shower provides added convenience for family or guests. Practicality meets comfort with a large indoor laundry room complete with folding space, plus a two-car side-entry garage with an epoxy floor. Sliding doors open to the fenced backyard with a covered patio—ideal for entertaining or enjoying Florida’s sunshine in peace. Recent updates include a new roof (2023), fresh interior paint, and a newer AC system, giving you peace of mind for years to come. All of this is in a prime Maitland location with quick access to I-4, highly rated schools (both public and private), and endless parks, trails, and activities. This home offers the lifestyle you’ve been waiting for—don’t miss the opportunity to make it yours!

955 Gamewell Avenue, Maitland

$395,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

204 Quayside Circle Unit 304, Maitland

$899,000

4 Beds ⋅ 3 Baths ⋅ Maitland Isle SubDv. ⋅ 32751 Zip Code

This beautifully updated residence, nestled on a desirable corner lot in the tranquil Maitland Isle Subdivision, offers nearly 2,900 square feet of refined living with four bedrooms and two and a half baths. The home enjoys private lake access to Lake Maitland on the Winter Park Chain of Lakes, combining natural beauty with everyday convenience. Designed with a split, open floor plan filled with abundant natural light, it showcases a completely renovated kitchen (2020) featuring a large island with granite countertops, wood cabinetry and stainless steel appliances. Upstairs, the spacious primary suite is a private retreat with its own balcony overlooking the pool and backyard, while the lushly landscaped grounds include mango, avocado and tangerine trees, creating a serene tropical escape. Recent updates elevate this home’s appeal, including new carpet (2025), a pool cleaner (2025), one A/C unit (2025), plantation shutters (2025), dishwasher (2025), new windows (2024), a car charger installation (2024), washing machine (2024) and attic insulation (2022). Additional enhancements include renovated baths, luxury vinyl plank flooring, updated exterior doors, outdoor fencing and energy-efficient solar panels (2018) that provide approximately $250 per month in electricity savings. The roof, pool equipment, and more have also been thoughtfully upgraded for peace of mind. Perfectly positioned within an excellent school district—Lake Sybelia Elementary, Maitland Middle and Winter Park High—this home is close to Maitland City Center, Park Avenue, and local dining, parks and recreation. Combining comfort, modern updates and an exceptional location, this Maitland Isle property is an outstanding opportunity in one of the area’s most sought-after neighborhoods.

121 Mariner Way, Maitland

$285,000

3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code

Welcome to 1073 Hamlet Drive—an updated 3-bedroom, 2-bathroom block home with over 1,000 square feet of comfortable living space, a 1-car garage, and a prime location in the highly sought-after community of Hamlet at Maitland. From the moment you step inside, you'll be greeted by vaulted ceilings, an abundance of natural light, and an open floor plan that’s ideal for entertaining. The spacious living room flows effortlessly to a sliding glass door that leads out to a cozy patio—perfect for summer BBQs and enjoying the Florida sunshine. The kitchen is well-appointed with stainless steel appliances, granite countertops, shaker-style cabinetry, and a dedicated food pantry for extra storage. The large owner’s suite offers a true retreat with its walk-in closet and en-suite bathroom featuring a dual-sink vanity with granite countertops, an oversized, well-lit mirror, and a garden tub with shower—perfect for soaking the day away. The home also includes a full guest bathroom and two additional guest bedrooms, one of which includes a walk-in closet. Situated in a friendly, owner-occupied community with a low HOA fee, Hamlet at Maitland places you near top-rated schools like Dommerich Elementary and Maitland Middle and just minutes from the best dining, shopping, and amenities of both Maitland and Winter Park. Schedule your private showing today—this one won't last!

1073 Hamlet Drive, Maitland

$825,000

4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstairs also includes a bedroom and bathroom perfect for in laws to stay the weekend! The upstairs includes the master suite, 2 additional bedrooms, another bathroom, a multi-function room perfect for movie night or workouts, and a well appointed laundry room. The master suite is a true retreat, showcasing a walk-in closet and a spa-like ensuite with a deep soaking tub and a spacious walk-in shower. It also features a large walk in closet, and an extra nook area for an office or nursery. Enjoy evenings on the sprawling patio, or cozy up by the fireplace indoors. Your outdoor oasis features a saltwater heated pool, a covered entertainment area, and a fire pit for memorable nights under the stars. The lush yard provides plenty of space for gardening and outdoor activities. Located near Kewannee Park, enjoy nature trails, playgrounds, and more, all within a quick bike ride. The nearby downtown Winter Park offers delightful dining and shopping. With easy access to I-4 and local attractions, this home is perfectly positioned for convenience. This family-friendly property includes SMART home features, energy-efficient windows, solar panels, and ample parking for your boat or RV. Come see how this spacious home can elevate your lifestyle.

1888 Derbyshire Road, Maitland

$310,000

3 Beds ⋅ 2 Baths ⋅ Thompson Sub SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully renovated 3 bedroom, 2 bathroom home with 1,306 square feet of living space, perfectly situated on a spacious .15-acre lot in Maitland. From the moment you arrive, you’ll love the gorgeous curb appeal, manicured landscaping, and two-car garage. Step inside to find brand-new luxury vinyl plank flooring flowing throughout. The modern kitchen boasts stainless steel appliances, quartz countertops, and sleek finishes, making it the perfect space to gather and entertain. Each bedroom offers large windows, ceiling fans, and abundant natural light, while the updated bathrooms feature contemporary vanities and tile-lined showers for a spa-like feel. Enjoy the Florida lifestyle on the covered back porch overlooking the spacious backyard, ideal for hosting gatherings or simply relaxing at sunset. Living in Maitland means access to top-rated schools, beautiful parks, a vibrant dining scene, cultural attractions, and convenient proximity to Winter Park and downtown Orlando.

840 Mulberry Street, Maitland

$375,125

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland

$230,000

4 Beds ⋅ 2 Baths ⋅ Visconti West Condominium SubDv. ⋅ 32751 Zip Code

This rare 4-bedroom, 2-bath first-floor end-unit condo presents an exceptional opportunity in the gated community of Visconti West in Maitland, Florida—perfect timing for holiday-season buyers. Offering true resort-style living with the convenience of ground-floor access, this light-filled home features an open, functional floor plan designed for comfort and flexibility. Inside, you’ll find luxury vinyl plank flooring, 5-inch baseboards, and freshly painted interiors that create a clean, modern feel throughout. The updated kitchen includes newer countertops, sink, and disposal, while the primary bathroom has been tastefully refreshed with a modern vanity, classic subway tile, updated lighting, and a new toilet—making this condo truly move-in ready. Enjoy low-maintenance living with outstanding community amenities just steps away, including a resort-style swimming pool, scenic walking paths with tranquil lake views, a fully equipped fitness center, tennis courts, and basketball courts. Whether you’re starting your day with a walk by the water or unwinding poolside, Visconti West offers a lifestyle that feels like a vacation year-round. Ideally located in Maitland, this condo is minutes from shopping, dining, major roadways, and everything Central Florida has to offer. With its rare 4-bedroom layout, first-floor end-unit location, recent upgrades, and new attractive price, this home is an excellent option for a primary residence, second home, or investment property. Schedule your private showing today and take advantage of this value-packed opportunity before the holidays pass.

1460 Lake Shadow Circle Unit 7107, Maitland

$765,000

4 Beds ⋅ 3 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code

A fantastic 4-bedroom, 2.5-bath home with an office/flex space, located on a prime interior lot in the established Maitland Groves neighborhood. Major systems updated with a 40-year architectural roof (2013), Plumbing Re-pipe (2019); New windows and sliding doors (2023); Newer carpet in bedrooms; HVAC/AC (2006 with New Air Handler Blower Motor (Sept. 2025)), water heater (2008), and a whole-house generator (2008). Highlights include an open floorplan, cathedral ceilings, a cozy fireplace, and a spacious, updated island kitchen, white cabinetry with a breakfast nook. The large laundry/mudroom conveniently connects to an oversized side-entry 2-car garage, perfect for groceries and kids. A flex space overlooking the backyard offers great potential as an office, fitness area, or playroom. Both bathrooms feature double sink vanities, and the primary suite has sliding door access and views of the backyard. The property is landscaped for privacy, featuring a partially covered front entry courtyard and both open and covered patios in the backyard. Located in a top school district near Lake Sybelia Elementary, with easy access to parks, sport courts, bike paths, shopping, restaurants, a hospital, and the I-4 corridor.

380 White Oak Cir, Maitland

$400,000

3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code

Charming 3BR/2BA Home with Updated Interior This move-in ready home features 3 bedrooms, 2 bathrooms, and a bright open layout with stylish updates throughout. Enjoy fresh interior paint, updated flooring, and modern touches in both the kitchen and baths. The timeless exterior offers great curb appeal with fresh paint, dark shutters, and stone accents. A spacious backyard provides plenty of room for entertaining, gardening, or play, while the oversized driveway and attached two-car garage add convenience. Ideally located near schools, shopping, and local amenities, this home is perfect for first-time buyers or those looking to downsize but still want their privacy.

380 Banyan Drive, Maitland

$220,000

2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

GATED RESORT STYLE LIVING AT ITS BEST ~ MOVE IN READY ~ NO NEED TO LOOK FURTHER. THIS CONDO IS READY FOR ITS NEW OWNER. IMMACULATE TWO BEDROOM TWO BATH WITH OFFICE/DEN AND FULL TWO CAR GARAGE! THIS CONDO UNIT FEELS MUCH BIGGER THAN ITS 1280 SQ FT OF LIVING SPACE. OPEN FLOOR CONCEPT ON MAIN LEVEL. NEW TILE ROOF, WINDOW SCREENS, FLOORING, QUARTZ COUNTERTOPS, SUBWAY BACKSPLASH, STAINLESS STEEL KITCHEN SINK, UNDER COUNTER LIGHTING, MICROWAVE (2024), UPDATED BATHROOMS WITH NEW KOHLER TOILETS, VANITIES/FAUCETS/SHOWER FIXTURES, UPDATED BLACK HARDWARE ON DOORS, NEW CEILING AIR VENTS. LIVE LIKE YOU'RE ON VACATION IN THIS BEAUTIFUL RESORT STYLE CONDO COMMUNITY. STATE OF THE ART CLUBHOUSE AND POOL, FITNESS CENTER, PLAYGROUND, PARK, TENNIS COURTS, PEST CONTROL, CAR WASHING STATION, HOA INCLUDES DAILY TRASH PICK UP, WATER/SEWER, SECURITY AND GATED ACCESS. ~ON SITE MANAGEMENT~ DON'T WAIT, CALL FOR YOUR PRIVATE TOUR TODAY!

3006 Legacy Villas Drive Unit 3006, Maitland

$529,900

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Zero maintenance with a gated community for peace of mind when traveling, enjoying your friends, hobbies and family! This open plan home with 3 bedrooms plus office is immaculately cared for and ready for a new owner! The home’s foyer welcomes everyone with high ceilings, crown molding, Brazilian oak flooring and an abundance of natural lighting plus window coverings throughout. The updated chef kitchen has an eat-in area with picturesque views, granite counters, extensive custom cabinetry and a bar for sitting and observing the chef! Newer appliances include Bosch dishwasher and natural gas for cooking! This open plan is ideal for living and entertaining as the kitchen overlooks the dining and the family room beyond! Bedrooms have privacy off the family room and enjoy updated baths. The spacious primary bedroom has a walk-in closet, dual vanities, garden tub, large glass shower and separate toilet area. additional bedrooms have landscaped views, ceiling fans and large closets. An additional den, office or flex space with a French door leads outside to the extended, covered, paver patio overlooking the green space- perfect spot to relax with your favorite beverage or fire up the grill! A large laundry room with Samsung washer/dryer is near the oversized 2-car garage with additional shelving and refrigerator/freezer. Roof-2015, Trane 4 ton HVAC 4-2023, Gas Water Heater-2017 and Termite Bond. Ideal location just minutes from downtown Winter Park, Maitland, 2 Publix's nearby and more! Plus easy access to 436, 408, 417 and I-4! Best location for enjoying Central Orlando and beyond.

2636 Queen Mary Place, Maitland

$2,475,000

6 Beds ⋅ 6 Baths ⋅ Packwoods Plan/Maitland SubDv. ⋅ 32751 Zip Code

The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, Maitland

$160,500

1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Wake up to views of the gentle shimmer of Lake Shadow in this beautifully refreshed 1-bedroom, 1-bath top-floor condominium in the desirable GATED COMMUNITY of Visconti West. Tucked away on the 3rd (top) floor, this home offers a PEACEFUL RETREAT with no neighbors above and sweeping water views from both the bedroom and your PRIVATE BALCONY. Step inside to a fresh, airy interior with BRAND NEW CARPET and an open floor plan designed for both relaxation and entertaining. The Kitchen is a modern delight, featuring STAINLESS STEEL APPLIANCES, solid surface countertops, a sleek backsplash, and a breakfast bar—perfect for lingering over morning coffee or casual meals with friends. Just off the Kitchen, a separate Laundry Room with washer and dryer adds convenience. The Living Room flows naturally to the COVERED, SCREENED-IN BALCONY, where the lake provides a tranquil backdrop to your morning routine or evening unwind. Enjoy the added bonus of a STORAGE CLOSET on the balcony, perfect for keeping seasonal decor or outdoor gear. The spacious Bedroom with a generous WALK-IN CLOSET, feels like a personal sanctuary with a large window framing the water and soft natural light filling the space. Life at Visconti West means RESORT-STYLE AMENITIES at your doorstep—swim in the sparkling pool, stay active in the fitness center, meet friends at the clubhouse, or enjoy the playground and sports courts. Water service and VALET TRASH are included in your HOA, giving you more time to enjoy the things you love. Perfectly situated near I-4 and SR-414, you’re minutes from DOWNTOWN MAITLAND, the charm of WINTER PARK VILLAGE, scenic CRANES ROOST PARK, and the dining and shopping of UPTOWN ALTAMONTE. With Downtown Orlando just 15 minutes away, you’ll have the best of both worlds—serene lakefront living and vibrant city access. Don’t miss this opportunity for TOP-FLOOR PRIVACY, gorgeous lake views, and a vibrant community—schedule your private showing today!

1400 Lake Shadow Circle Unit 10306, Maitland

$569,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

***PRIVATE COMMUNITY BOAT RAMP with Access to the Maitland & Winter Park CHAIN-OF-LAKES!*** Don’t miss this opportunity to own this beautifully renovated 3-bedroom, 2-bath home in highly desirable DOMMERICH ESTATES. Enjoy the waterfront lifestyle just steps away from your front door offering a private community boat ramp, fishing pier, picnic tables, built-in grills, social events and endless sunset views from the shoreline of Lake Minneola. Just outside the community amenities you are sure to enjoy and explore the multiple resident parks with canopied tree walking/biking trails, playgrounds, tennis courts, lush gardens and so much more. As you step into the foyer, you’re welcomed by a bright, open-concept floor plan with a tranquil ambiance. Expansive NEW WINDOWS and SLIDING GLASS DOORS throughout the main living areas flood the home with natural light and offer stunning panoramic views. Seamless indoor/outdoor living is made easy with direct access to the private patio from both the dining room and Florida room—perfect for entertaining family and friends. The bedroom quarters are tucked away down a private hallway off the living room. Newly renovated bathroom features timeless white subway tile, a quartz countertop vanity, and an oversized storage closet of the hallway. The owner’s suite, located at the end of the hall, offers a peaceful retreat with a walk-in closet and private patio access through sliding glass doors—creating your own personal oasis. ***UPGRADES INCLUDE: New Roof & Gutters 2025, Water Heater 2025, Interior & Exterior Paint 2025, Updated Landscaping 2025, Windows & Doors 2025, Newly Renovated Kitchen with New Appliances, Underground Public Utilities and so much more!*** Come experience the active lifestyle and charm of one of Maitland’s most sought-after neighborhoods!

555 Arapaho Trail, Maitland

$2,770,000

5 Beds ⋅ 6 Baths ⋅ Poors Add SubDv. ⋅ 32751 Zip Code

Exquisite Lakeview pool home, built in 2021, combines modern elegance and timeless style. Located in the heart of Maitland, with front-row seats to unforgettable sunsets over Lake Sybelia! This Five bedroom, Five and a half bath residence boasts 4,697 square feet of tastefully designed living space. Inside you’re met by a grand foyer and airy layout flooded with natural light, soaring ceilings, wide-plank hardwood floors, custom window treatments, and designer finishes throughout. The gourmet kitchen is an entertainer's delight-equipped with top-of-the-line Wolf and Sub-zero appliances, Taj Mahal quartzite, stunning 12-foot waterfall island, 48” 8 burner gas range with pot filler, large walk-in pantry, with butler’s pantry adjoining the kitchen and dining— the open concept design is perfect for both entertaining and every day living. The living room’s quartz-accented fireplace and sleek glass folding doors provide a seamless flow between indoor and outdoor living. Retreat to the primary suite's spa-inspired bathroom with custom designed walk-in closet, dual vanities, soaking tub and double walk-through shower. A sleek cable railing staircase leads to four generously sized Bedrooms-three with ensuite baths, four bathrooms, a designated Office and versatile Loft/Flex space. Enjoy breathtaking lake views whether working or unwinding! Equally impressive is the beautifully landscaped outdoor living space, with expansive covered lanai, multiple lounge areas, fully equipped summer kitchen, gas fire pit and luxurious salt-water pool and spa. Property features smart home technology, custom closets systems, remote controlled window treatments, surround sound, full-house generator, 500 lb propane tank, 3 car garage with epoxy flooring and so much more! A short walk to Lake Lily and the Maitland Farmers Market, and minutes to Winter Park and I-4. This exceptional home combines refined luxury with an unbeatable location. Don’t miss out on this rare find!

216 N Lake Sybelia Drive, Maitland

$1,153,000

4 Beds ⋅ 3 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

Welcome to this custom-built 4 bedroom, 3 bathroom home located in the gated community of Lake Colony Estates. This beautifully remodeled property includes an enclosed private mother-in-law suite or office, perfect for extended family, guests, or remote work. Enjoy a breathtaking courtyard view from the expansive formal living area, featuring an open and airy layout surrounded by manicured landscaping for total privacy and tranquility. This meticulously maintained home includes numerous recent upgrades which include a newer tile roof (2019), two replaced AC units, two replaced water heaters, newer double pane windows, triple-stranded bamboo flooring, newer screened in pool enclosure, brand-new above ground spa, a private putting course and more. The gourmet kitchen is outfitted with updated GE Monogram appliances, a new Bosch dishwasher, and opens seamlessly to a brand-new outdoor kitchen and grilling area. A new Samsung washer and dryer are also included for added convenience. This home is being offered furnished aside from a few personal items and a couple items with sentimental value —just bring your suitcase and move right in. This home is rare find in one of the area’s most exclusive communities. Schedule your private showing today!

1353 W Lake Colony Drive, Maitland

$508,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Prepare to be captivated by this fully renovated gem located in the highly sought after English Estates neighborhood. Offering 1,798 square feet of meticulously designed living space, this three bedroom, two bathroom home blends timeless charm with modern luxury. Every inch has been thoughtfully updated, including a brand new air conditioning system, new thermostat, and a newer roof. The home features an open layout with custom details such as designer sconces, a fluted accent wall, and an abundance of natural light throughout. The spacious primary suite includes a spa inspired bathroom designed to feel like a private retreat. Step outside to a fully fenced backyard oasis complete with a sparkling pool and outdoor shower, perfect for entertaining or relaxing in total privacy. Located in a no flood zone, this property offers peace of mind and lifestyle convenience. Just minutes from I-4, the Altamonte Mall, and a short walk or bike ride to the scenic Kawannee Trail, this location provides easy access to everything Orlando has to offer. This is a rare opportunity to own a stunning home in a well established neighborhood. Schedule your private showing today.

1231 Sidcup Road, Maitland

$285,000

3 Beds ⋅ 1 Baths ⋅ Thompson Sub SubDv. ⋅ 32751 Zip Code

Come see this beautifully remodeled 3-bedroom, 1-bath home near the heart of Maitland! This home features a New roof, New a/c, New luxury vinyl plank flooring throughout, New granite countertops, New cabinets, New appliances, New bathroom vanites, fresh interior and exterior paint, and more! The sizable fenced backyard is ideal for cookouts and entertaining, or just letting the pets roam! Situated near the end of the street in a secluded section of the neighborhood across from the lakes, with no neighbors to the rear or right side of the home. Close to I-4 access, and within minutes of all that downtown Maitland has to offer ... including shops and dining! This truly home is a gem! See it while it lasts!

711 Thompson Avenue, Maitland

$450,000

4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an inviting layout with large windows that bathe the interior in natural light throughout the day. The kitchen is open and functional, seamlessly flowing into the dining and living areas—ideal for entertaining or simply enjoying everyday life. With ample cabinetry and sleek stainless steel appliances, it’s both stylish and practical for modern living. Each of the four bedrooms offers comfort, flexibility, and generous space. The primary suite is a private retreat, complete with its own spa-like bathroom featuring dual vanities, a soaking tub, and a walk-in shower. The remaining three bedrooms are equally spacious and well-lit, perfect for guest accommodations, children’s rooms, or home offices—offering a layout that easily adapts to your lifestyle needs. Step outside to your own private oasis, where a sparkling pool and expansive backyard provide the perfect setting for relaxing weekends, gatherings, or outdoor fun. Located just minutes from top-rated schools, parks, shopping, and dining, this home blends comfort, convenience, and Florida charm. Don’t miss this opportunity to make it yours!

736 Forest Glen Court, Maitland

$555,000

2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland

$275,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Stunning first-floor 2-bedroom, 2-bathroom condo with lake view in Maitland! Fully renovated and upgraded, this unit also includes a dedicated carport space. Located in the beautiful, gated community of Visconti West, this open floor plan features a modern kitchen seamlessly connected to the great room, split bedrooms, an interior laundry closet, and a screened-in patio overlooking Lake Shadow. Enjoy an abundance of natural light, stylish shutters, new ceiling fans, and wood-look porcelain plank tile flooring throughout. Additional upgrades include all new stainless-steel appliances, granite countertops, new soft close cabinets, a new AC unit, a new water heater, updated bathroom tub tile, new toilets, new lighting, and fresh paint. This like-new condo is ideally situated with access to fantastic community amenities, including a community pool, walking trail, clubhouse, picnic areas, playground and more! Move-in ready and waiting for you!

1440 Lake Shadow Circle Unit 8102, Maitland

$1,110,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Woods SubDv. ⋅ 32751 Zip Code

This Is It – The Dommerich Gem You've Been Waiting For! Nestled on a beautiful corner lot in one of Maitland's most desirable neighborhoods, this completely renovated 4-bedroom, 3.5-bath pool home is truly a showstopper! From the moment you enter the foyer, you’ll be captivated by gorgeous hardwood floors, plantation shutters throughout, and an abundance of natural light that fills every corner of the home. The open-concept layout is perfect for every day living, featuring custom built-ins and a welcoming family room that flows seamlessly into a cozy bench-style dining area. The heart of the home is the chef-inspired kitchen, boasting a large island with seating for six, gas range, farmhouse sink, ample storage with a built-in desk space. Adjacent to the kitchen is a flexible formal living space—ideal for a home office, playroom, or second entertainment area. Step outside to your private backyard oasis, complete with a covered porch with tongue-and-groove ceilings, sparkling pool, lush tropical landscaping, and your very own putting green! Inside, two secondary bedrooms share a full bath, while a third features a private ensuite that was added during the renovation. The primary suite is a retreat in itself, offering dual custom closets, French doors leading to the backyard, and a luxurious bathroom with a massive marble shower, freestanding soaking tub, and double vanities. As a bonus, a small, climate-controlled office space was added in the garage—perfect for working from home. Located in the heart of Dommerich, you’re just minutes from Park Avenue’s renowned shopping and dining, top-rated schools, and everything that makes this community so special. Don’t miss this rare opportunity to make this home yours!

791 Arapaho Trail, Maitland

$1,399,900

4 Beds ⋅ 5 Baths ⋅ Beg 635 Ft E & 430 Ft N Of Sw Cor Of Sw1/4 Of Ne1/ SubDv. ⋅ 32751 Zip Code

Under Construction. Exquisite One-Story Pool Home with Summer Kitchen | Over 3,200 SF of Luxury Living in beautiful Maitland on an oversized lot! Impeccably designed and ideally located, this stunning single-story estate offers luxurious and refined living space with 4 bedrooms, 3 full baths, 2 half baths, and a private study. The open floor plan showcases rich wood flooring throughout, soaring ceilings, and quartz countertops for a seamless blend of comfort and sophistication. The gourmet kitchen boasts Bosch appliances and quartz counters and flows effortlessly into the spacious great room and dining area—perfect for entertaining. The luxurious owner’s suite features a spa-like bath and generous, dual walk-in closets. Step outside to a true Florida oasis: a resort-style pool and spa, covered lanai, and a fully equipped summer kitchen designed for indoor-outdoor living year-round. Additional highlights include: Designer-appointed finishes Oversized 2-car garage Prime location near top restaurants, shopping, and I-4 access This rare, one-level luxury residence offers timeless design and modern convenience in one of Central Florida’s most desirable locations. Close to endless dining and shopping options, come see this and make it yours today. rendering is an artist's conception and may be subject to change

850 Hillcrest Avenue, Maitland

$224,500

2 Beds ⋅ 3 Baths ⋅ Park Lake Woods Condo SubDv. ⋅ 32751 Zip Code

HUGE SAVINGS: Seller will pay ONE YEAR of HOA dues for new owner!! One or more photos have been virtually staged. Talk about an incredible deal... this 2-story townhouse offers the perfect blend of low-maintenance living and urban convenience! With all major updates already taken care of, you can simply move in and start enjoying your new home. Inside, you’ll find a spacious 2-bedroom, 2.5-bath layout featuring an updated kitchen, recently remodeled bathrooms, and fresh interior paint. There’s not a stitch of carpet either... just beautiful ceramic tile and luxury vinyl plank flooring - including the stairs! Decorative lighting, updated fixtures, recently replaced HVAC (2019) and a new privacy fence add peace of mind and modern touches throughout. The open-concept living and dining space flows seamlessly to a private patio and fenced backyard, perfect for relaxing, entertaining, or working from home with a view. Upstairs, both bedrooms are generously sized with two full baths, while the oversized one-car garage offers a FULL SIZE washer/dryer, attic access, and extra storage. What truly sets this property apart is the proactive, well-managed HOA that takes care of ALL the big stuff like: roof maintenance, repairs, and full replacement (replaced in 2018), property fence, exterior pest control, and all common areas. This resident-focused, well-funded community makes ownership easy and stress-free. Tucked away on a quiet dead-end street, yet just minutes from Maitland’s shopping, dining, and parks-and only a short drive to Winter Park and Downtown Orlando-this home delivers the ideal balance of comfort, convenience, and long-term value.

832 Park Lake Pl Unit 6A, Maitland

$550,000

3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code

Immaculate three bedroom, two bathroom home located in the highly desirable Druid Hills neighborhood. This home boasts warmth and charm. Impeccably designed, this home offers the farmhouse style you have been searching for. From the custom kitchen cabinetry to the roof, no detail has been left unattended. Upon entering through the front door you are immediately immersed by the charm of this home. The centerpiece, the kitchen, opens itself to all living areas of the home. The kitchen features custom concrete countertops, classic farmhouse sink, gas range (propane), dual pantries, custom solid wood cabinetry accompanied by upgraded appliances that blend perfectly into the cabinetry setting, all brought together by a vast 9 foot center island featuring a custom made butcher block counter top. Lying just off the kitchen is a cozy, yet elegant dining room accompanied by a quaint dry bar with a beautiful cedar board backdrop. Venturing down the hallway, extended from the main living areas, rests the master suite. Featuring vinyl flooring, the master suite offers a peaceful retreat. The home features a mudroom, including washer and dryer connections and a custom built shoe cubby and coat rack. Some of the newer updates include Low-E Windows 2021, new AC and Ductwork 2022, new Electric Hot Water Heater 2022, a new Vinyl Fence 2022, and new Roof 2024. Enjoy the peaceful sights and sounds of the majestic live oaks that surround this beautiful home, while relaxing on the back patio. Convenience cannot be overstated, located within close proximity and access to Downtown Maitland, I-4 (with quick access to I-4 Express West Bound), superb Seminole County schools, and many local restaurants and establishments.

1004 Gregory Drive, Maitland

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer & this property qualifies for a credit up to $17,250 through the seller's preferred lender | Welcome to Versailles, where timeless style meets a top to bottom 2025 RENOVATION that redefines luxury living! Taken down to the studs and rebuilt with intention, this private POOL HOME is the one you have been waiting for. Major mechanical updates include: FULL REWIRE & ELECTRICAL (2025) | ALL NEW PLUMBING (2025) | WATER HEATER (2025) | Most windows replaced with HIGH END SLIDING GLASS DOORS (2025) | FRESH EXTERIOR PAINT (2025) | NEW ROOF (2023) | A/C (2014). Inside, the layout is bright, open and effortlessly liveable evidenced in the soaring ceilings and architectural details – including wood beam accents, a dramatic floor to ceiling fireplace, and a catwalk style second floor that creates an elevated yet inviting vibe. The great room connects the family room, kitchen, and dining areas, all with views to the pool and backyard thanks to an entire back wall of windows and sliding doors. OPTIONAL 4TH BEDROOM IS THE FORMAL LIVING ROOM AND CAN BE ENCLOSED AS THE BUYER DESIRES FOR OFFICE/ 4TH BEDROOM NEEDS. The magazine worthy kitchen is equal parts chic and functional featuring solid wood two-tone cabinetry, an OVERSIZED ISLAND WITH BAR SEATING, high end appliances (including an INDUCTION COOKTOP!), and a CUSTOM WALK-IN PANTRY for all your storage needs. Just off the dining area, a cozy sunken living room adds additional versatile space for everyday living or entertaining. Your MAIN FLOOR OWNER’S SUITE is a spectacular retreat; light filled and spacious with a CUSTOM DESIGNED WALK-IN CLOSET and spa-caliber bathroom delivering ZERO ENTRY DUAL MOEN SHOWERS with digital temperature and pressure controls, and sleek finishes throughout. Upstairs, two generous bedrooms and a large guest bath with a free standing acrylic soaking tub and separate shower offer comfort and style for family or guests. Also noteworthy; your laundry room is outfitted with smart, space saving solutions that include a state of the art combination washer/dryer and abundant storage. Outside, your PRIVATE BACKYARD OASIS awaits – a large open air pool with brand new pavers and lush landscaping, all fully fenced on a .30 ACRE LOT with a covered lanai – plus mature trees, a convenient circular driveway and endless curb appeal to round out the exterior. Additional highlights; light-toned ENGINEERED HARDWARD FLOORS and UPGRADED TILE THROUGHOUT, ideal split bedroom layout, attic storage in the garage, an optional HOA and you are ZONED FOR TOP-RATED SCHOOLS. Lake Minnehaha is visible just across the street and you are only minutes from Maitland Blvd, I-4, 436 and the area’s best shopping, dining, several parks and tons of recreation. Style, substance and location, this home is the total package. Schedule your tour today and come experience quiet luxury with a modern edge in your new Maitland pool home!

941 Versailles Circle, Maitland

$500,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 1st Add SubDv. ⋅ 32751 Zip Code

Step into this meticulously maintained, move-in ready mid-century modern beauty, nestled in the heart of the higly sought-after Oakland Shores neighborhood in Maitland, Florida. Situated on an elevated lot, this home boasts all new landscaping, a newly painted exterior, and exceptional curb appeal. The solid block construction offers both durability and timeless style, with three spacious bedrooms and two full bathrooms Enjoy vaulted ceilings and a cozy brick wood-burning fireplace in the spacious living room, with elevated windows that flood the space with natural light. The seamless flow from living to dining creates a perfect setting for both everyday living and entertaining. The kitchen featuring sleek granite countertops, stainless steel appliances, and pull-out storage in the cabinets and pantry. A large window above the sink offers a view of the lush backyard, while the adjacent eat-in nook provides a charming spot for casual meals. Newer laminate flooring flows throughout the home, with tile accents in the kitchen, dining room, nook, and bathrooms. Both bathrooms have been thoughtfully updated, with the primary bath receiving a luxurious remodel in 2022—complete with a thermostat-controlled floor warming system for extra comfort. The primary bedroom is a true retreat, filled with natural light and featuring a custom walk-in closet. The secondary bedrooms are generously sized, with one offering two large closets, providing ample storage space. Recent Upgrades: This home has received over $30K in all new landscaping both in the front as well as the backyard. New walkways have been added, all new irrigation, and PVC fencing in the backyard. Other updates include a new garage door, exterior paint, shutters, and fresh hardware on interior doors. HVAC air handler (2022), and a new septic tank and drain field (2022). Home has double pained windows and Aug 2025 new tankless water heater. Relax and unwind on the large 33’ screened porch, perfect for enjoying the Florida weather at any time of day. The beautifully landscaped backyard is complete with a fire pit, ideal for cozy evenings with family and friends. This home’s location couldn’t be better—close to shopping, restaurants, grocery stores, and with easy access to I-4. Plus, there’s no HOA to worry about! Whether you’re commuting or enjoying local amenities, this property offers the best of both worlds. This is a rare opportunity to own a beautifully updated mid-century home in one of Maitland's most desirable neighborhoods. Schedule your showing today and start imagining your new life here!

632 Magnolia Drive, Maitland

$575,000

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Exclusive Offer: 1% of loan amount toward closing costs or rate buy-down. Inquire today! Welcome to this one-of-a-kind gem in the Maitland neighborhood of English Estates. Originally built in 1961 as the builder's model home, this sprawling 2,649-square-foot ranch-style home has been tastefully and thoughtfully updated, offering a seamless blend of mid-century charm and modern convenience. Situated on a beautifully landscaped CORNER .31 ACRE LOT, this property boasts a functional CIRCULAR DRIVEWAY and 2 CAR SIDE ENTRY GARAGE. Step inside and be captivated by the natural light that pours through the abundance of windows. The large dining room at the front of the home offers views of the front yard, setting the stage for memorable gatherings. The open-concept kitchen has been updated with GRANITE countertops, MODERN cabinets, and REFINISHED TERRAZZO flooring, which flows effortlessly into the inviting family room. From here, sliding doors lead to a spacious screened patio and a FULLY ENCLOSED backyard. Walk through the family room into the living area that features a DOUBLE SIDED FIREPLACE and backyard views. The primary suite features dual closets, backyard views, and an updated en-suite bathroom with a walk-in shower. The secondary bedrooms are generously sized and share a stylish bathroom complete with a double vanity and a tub/shower combination. Additionally, the OVERSIZED INDOOR LAUNDRY ROOM, which once served as the builder's office, offers ample space and includes a convenient nearby half-bath. Significant UPDATES include a BRAND NEW ROOF currently being installed, modern WINDOWS, updated ELECTRICAL AND PLUMBING systems, new interior and exterior PAINT, upgraded ATTIC INSULATION, beautifully refinished terrazzo floors, well for irrigation, A/C UNIT 2019, and WATER HEATER 2017. Enjoy the unbeatable location just minutes from downtown Winter Park, major expressways, shopping, dining, Kewannee Park, and the nearby bike trail. Don't miss your chance to experience this extraordinary home! Schedule a private tour today and see firsthand why this property truly sets the bar in English Estates.

2344 Derbyshire Road, Maitland

$385,900

3 Beds ⋅ 2 Baths ⋅ Oakland Shores 3rd Add Rep SubDv. ⋅ 32751 Zip Code

Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.

601 Oranole Road, Maitland

$447,000

4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

Discover your ideal residence at 1941 South St. in charming Maitland! This meticulously maintained four-bedroom, two-bathroom pool home is ready for you to move in and enjoy. Upon entry, you'll be greeted by a spacious split floor plan that balances privacy with openness. The kitchen stands out, boasting modern granite countertops, recessed lighting, an elegant backsplash, and sleek stainless steel appliances. Its design flows effortlessly into the family room, making it an excellent space for hosting gatherings. Each of the 3 bedrooms features fresh new carpeting, contributing to a warm and inviting ambiance throughout the home. Master bedroom includes hardwood flooring. Both the interior and exterior have been recently refreshed with new paint, enhancing its visual appeal. Step out to the back screened in patio, where new carpeting awaits, along with a sparkling pool that was resurfaced in 2025—ideal for relaxing on warm days. The patio roof was replaced in 2024, adding to the home's charm. The backyard is surrounded by vinyl fencing, providing a secluded area for kids and pets to play safely. Additionally, the air conditioning unit and roof were installed in 2016, ensuring durability and comfort for years ahead. Located in a desirable neighborhood, this home not only offers a wonderful living space but also a vibrant community. Don't let this opportunity pass you by—book your viewing today and explore everything this remarkable property has to offer!

1941 South Boulevard, Maitland

$970,000

4 Beds ⋅ 2 Baths ⋅ Minnehaha Shores SubDv. ⋅ 32751 Zip Code

An exceptional four-bedroom two-bath home rests on over 1/3 of an acre, corner lot, in the established community of Minnehaha Shores in Maitland. Lake views and across from the private deeded neighborhood lake lot which provides access to Lake Minnehaha and the Winter Park Chain of Lakes. This home offers generous living spaces spanning over 2,826 square feet with open kitchen into family room, dedicated dining and sitting rooms, Florida room and bonus/office space that transitions through seamless sliding glass doors to backyard that brings in the outside. Neutral finishes endure with gorgeous blonde oak wood floors throughout, custom kitchen that showcases custom cabinetry, stainless appliances, marble counters, a large center island with bar seating, and a peek through opening over an undermount sink to the greenery of the outside landscape. Additionally, home highlights include vaulted ceilings in living and flex room. The Florida room is flanked with windows allowing soft natural light into the space. A back flex space has tongue and groove ceiling detail and vaulted, all overlooking back paved patio ideal for entertaining with room to grow. The primary suite is spacious with a large walk-in closet and bath includes modern style with floating cabinetry, double sinks, and walk-in shower with seamless glass enclosure and chic tile selections. The secondary bath is fully renovated with stylish marble graphic tile, double herringbone subway tile and double sinks. The three secondary bedrooms feature recessed lights and ceiling fans, spacious walk-in closets with organization systems and plush carpet. Home includes the function of a large indoor laundry with ample storage and drop zone from oversized two-car garage. Every detail accounted for, improvements include new exterior and interior paint, refinished front door, HVAC with whole house dehumidifier (2024), HVAC ducts and seven returns replaced (2019), foam insulation, water heater (2024), plumbing (2020), electrical panel (2019) generator plug installed, roof (2015) and RO filter system under kitchen sink. Professional landscaping package includes lighting, zoned irrigation well system, designer window treatments, exterior driveway and patio pavers, epoxy floor in garage, EV charger plug ready, designer lighting and electrical fixtures, windows and doors replaced (2015), recessed lighting and more. Minnehaha Shores is pristine with access to Maitland Social, and Minnehaha Park connects to the community with tennis courts and playground, and a deeded lake lot includes fishing pier and boat ramp. Schools are fantastic, zoned for Lake Sybelia, Maitland Middle and Winter Park High School. Maitland is home to the Enzian, Lake Lily, fantastic restaurants and shopping, and close to all major roadways. This home is a rare find, meticulously renovated.

91 Minnehaha Circle, Maitland

$505,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

Meticulously renovated in 2025 with an emphasis on luxury design and detail. Set on nearly a third of an acre in Maitland, offering a seamless turnkey home with elegance from the moment you arrive. Inside, open-concept spaces feel bright and welcoming, anchored by luxury vinyl flooring and natural light streaming through brand-new double-pane windows. A floor-to-ceiling fireplace creates a striking focal point. The kitchen is designed for everyday ease, featuring an oversized quartz island, custom shaker cabinetry, a built-in microwave drawer, and a complete suite of stainless steel appliances ideal for preparing meals or hosting gatherings. Four spacious bedrooms provide flexibility for any lifestyle. The primary suite is a peaceful retreat, offering plenty of room to unwind, with an en suite bathroom that feels spa-like and sophisticated. Highlights include a dual-sink Carrera marble vanity, a walk-in shower, and contemporary fixtures that elevate the experience. A second bath continues the clean aesthetic with thoughtful design and luxury. Extensive upgrades ensure lasting peace of mind, including a new roof, updated HVAC with all-new ductwork, CPVC plumbing, electrical, blown-in insulation, and a WiFi-controlled sprinkler system. Even the garage door and motor, soffits, and front entry have been completely renewed. Step outside into a backyard oasis enclosed by fencing and framed by mature trees. A large patio shaded by a graceful palm creates the perfect spot for morning coffee or outdoor dining. The location blends tranquility with convenience—less than 10 minutes to Park Avenue’s boutiques and restaurants, just over 5 miles to Winter Park Village’s movie theater and dining, and approximately 15 minutes to downtown Orlando. For those seeking a move-in ready home that feels brand new while offering the comfort of an established neighborhood, Schedule your showing today.

2089 Sunderland Road, Maitland

$338,000

4 Beds ⋅ 2 Baths ⋅ Eaton Estates SubDv. ⋅ 32751 Zip Code

Beautiful corner lot home in the growing Maitland community - sitting on an over 9000 square-foot lot!! This home has been elegantly designed, with modern finishes! Upon arrival, you will find an ample corner lot with plenty of space, and a 2 car garage off to the side. Upon entry, you will see a truly spacious open floor plan, with the view of the new kitchen, separate dining area, and ample sized living room. The kitchen features new cabinets, stainless steel appliances, new quartz, and a spacious bar, perfect for a quick meal or a work from home space. Past the kitchen is the laundry room and pantry area. Back out past the kitchen is the separate dining room, huge living, perfect for entertaining, featuring a fireplace, and an additional office space/flex space with its own entry to the backyard. Past the living room to your left is the newly done hallway bath, featuring beautiful vanities, double sinks, newly tiled shower, commode, and fixtures throughout. On the right of this hallway are three perfectly sized bedrooms, and towards the end of the hallway is the truly massive ensuite master bedroom. The ensuite master bedroom is large enough to put a cozy loveseat, as well as a king sized bed, and features a beautiful ensuite master bath. The master bath features a new vanity, tile throughout, commode, and fixtures. This home features updated light fixtures and fans throughout. Heading to the backyard, you will find plenty of space for those summer nights to have friends and family for a BBQ and a great time. Come see this one-of-a-kind spacious corner home today which is minutes from Winter Park Village and Maitland Farmers Market! (ROOF PERMIT PENDING, NEW ROOF TO BE INSTALLED UPON CLOSING)

500 Vereen Drive, Maitland

$980,000

4 Beds ⋅ 3 Baths ⋅ Maitland Woods Third Add SubDv. ⋅ 32751 Zip Code

HIGHEST AND BEST BY SUNDAY 6.29.25 12:00 PM …..Welcome to this stunning, fully upgraded 4-bedroom, 3-bathroom home with a versatile bonus room/den—perfect for a home office, playroom, or guest space. Tucked away in one of Maitland’s most desirable neighborhoods, this home blends upscale finishes with effortless comfort. Step inside and immediately feel the difference. The open-concept layout features wide luxury vinyl plank flooring throughout the main living areas, a custom-lit built-in bookshelf for your favorite reads or collectibles, and an oversized Pella sliding door that fills the space with natural light and invites you to the backyard retreat. The chef’s kitchen is a true centerpiece—designed to impress and built to perform. It boasts a large quartz island, custom white oak shaker cabinetry, sleek new high-end appliances, and an oversized walk-in pantry ready to accommodate all your storage needs. The private primary suite offers a true escape, with a spa-inspired en suite bathroom featuring dual quartz vanities, a soaking tub, dual showerheads, and beautiful white oak cabinetry—every detail designed with relaxation in mind. Step outside to your very own resort-style backyard oasis. Mature Sylvester palm trees sway over lush landscaping, beach-entry garden boxes surround a sparkling pool, and a custom garden fountain adds the perfect serene touch. The PVC privacy fencing ensures seclusion while you unwind or entertain. Every inch of this home has been thoughtfully curated with timeless finishes, quality craftsmanship, and modern design. A rare opportunity to own a turn-key luxury residence in one of Central Florida’s most established communities.

1191 Banbury Trail, Maitland

$590,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

There’s a quiet confidence to this one. The kind of home that feels like it was meant to last. This isn’t a teardown. It’s something better — a full reinvention that preserves what made Maitland homes timeless: solid block construction, a low-pitched roofline, a footprint that flows. The painted white brick, black shutters, and wide front porch hold onto that mid-century integrity without feeling frozen in time. Inside, the renovation doesn’t overreach. Instead, it refines. The living areas are open, but grounded. Spaces connect, not collide. Craftsman-style baseboards, framed openings, and wide-plank flooring bring a clean, structured look to every room. Crisp white walls and soft natural light give the space quiet presence. The kitchen walks the line between classic and current: professional-grade appliances, navy and white cabinetry, quartz counters, matte gold hardware. It’s thoughtful and modern without shouting. The oversized island isn’t just for prep — it’s where everything happens: gathering, eating, homework — all flowing into the living room with its brick fireplace and big, bright windows. Bedrooms run along one wing, separated just enough from the living spaces. The primary suite is generously sized, with space for a full sitting area and transom-style windows that let in filtered light while keeping privacy intact. Both bathrooms strike the right balance: vintage-inspired tile, modern fixtures, and a palette that feels calm, clean, and considered. Oversized sliders open onto a wide pool deck, where the lines between inside and out disappear. True to its Maitland roots, the backyard is anchored by a full-size pool—an honest nod to an era when outdoor living wasn’t an afterthought, but a priority. It's the kind of space made for slow mornings, unhurried weekends, and summer evenings that last a little longer than planned. Just a few blocks away, a shaded boardwalk leads into Maitland Community Park—tennis courts, trails, and playgrounds tucked beneath the trees. This pocket of Maitland stays quiet but connected, close to local favorites and major roads, with an optional HOA and a pace that feels just right. This home doesn’t try too hard. It honors its roots—and lives like it’s ready for what’s next. In a city built on mid-century pride, this one simply does it better.

2350 Derbyshire Road, Maitland

$185,000

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to a meticulously maintained Mid-century style home, offering modern comforts on an expansive, fenced lot. The private rear yard, featuring established mature trees, provides a tranquil setting perfect for leisure and enjoyment. Access through the covered carport leads directly into an interior distinguished by pristine terrazzo floors and elegant high ceilings. The living spaces are bathed in abundant natural light, creating an inviting and warm ambiance throughout the home. Substantial improvements have been made, enhancing both aesthetics and functionality. These include a new roof (2017), a high-efficiency A/C system installed in 2018, exterior painting completed in 2022, and fully renovated bathrooms and kitchen in 2022, complete with new essential appliances. as well as, windows, electrical, and plumbing systems were updated in 2018. This property is perfectly located 10 minutes from schools, including elementary, middle, and high schools, and the Valencia Winter Park campus. also 10 minutes from the Altamonte business district, Altamonte Mall, AMC movie theater, and a diverse array of dining establishments are all within a 10-minute commute. Outdoor recreational opportunities at Wekiva Springs are also easily accessible, approximately 20 minutes away.

518 Oranole Road, Maitland

$632,000

3 Beds ⋅ 2 Baths ⋅ Brittany Gardens SubDv. ⋅ 32751 Zip Code

Presenting 489 Penny Lane located in the sought after Gated Community known as Brittany Gardens. Upon arrival you will be impressed with the front yard garden featuring landscape lighting, flagstone accents, lush landscaping and a paver driveway. The inviting front porch offers a welcoming and visually appealing space where you will transition from outdoors into modern luxury in this beautifully renovated home. This unique single story residence offers a split floor plan with 3 Bedrooms, 2 Full Bathrooms, Foyer, Office / Den/ Flex Room, Formal Dining Room, Open Concept Kitchen, Family Room, Laundry Room and Two Car Garage. Tiled Flooring throughout the home creates a seamless flow, Natural Light and Colors create a tranquil atmosphere. Private Backyard with No rear neighbors and a Vinyl Fence. The design flow continues with a tiled and screened Lanai, In-ground spa, paver deck, outdoor lighting, gorgeous landscaping with flagstone accents. Also included in the sale is a Kohler whole home natural gas generator. Tree-Lined Streets and Neighborly Residents make Brittany Gardens an optimal environment to grow and thrive. Just minutes to Park Avenue in Winter Park, Maitland Social featuring Brunos Pizza, The Wave, Foxtail an Packwoods, Maitland City Centre and Lake Lily where you can enjoy Local Dining, Boutique Shopping, Farmer's Markets and Parks. Interlachen Country Club, The Racquet Club, WP9 are easily accessible. I-4, 417, Maitland Exchange and all the daily living needs such as Publix, Walgreens and CVS are within reach. Brittany Gardens Residents enjoy beautiful Common Areas that include Access to Howell Creek from the shore for fishing or non motor boat adventures and Brittany Park.

489 Penny Lane, Maitland

$1,075,000

5 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 01 Rep SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Accepted offer with home sale contingency. Seller will consider backup offers. Nestled in the heart of gated, sought-after Lake Colony Estates, this luxurious 5-bedroom, 5-bathroom pool home offers unparalleled elegance, space, and resort-style living. Meticulously crafted with custom designer details, this property boasts soaring 14’ ceilings, coffered and crown molding, wainscoting, and maple cabinetry—blending timeless sophistication with modern comfort. Exquisite Interior Features: Sprawling open floor plan with oversized rooms, perfect for grand-scale entertaining and everyday living. Gourmet kitchen with solid-surface counters, premium appliances, and abundant custom cabinetry. Grand family room with custom built-ins and a fireplace, bathed in natural light. Downstairs primary retreat featuring dual vanities, a soaking tub, walk-in closets, and a lavish shower. First-floor guest suite plus three additional bedrooms upstairs, including a huge bonus room ideal for a media lounge or playroom. Elegant office/den with custom built-in shelving, perfect for remote work or a private library. Outdoor Oasis & Location Perks: Sparkling pool surrounded by a paver deck and lush, mature landscaping—your private sanctuary for relaxation. Tree-lined streets with sidewalks in a premier gated community, just minutes to top-rated schools, shopping, and dining. Unbeatable convenience: Close to everything that you would need including restaurants, shops, highways and minutes to Park Avenue. Walkable to Orangewood School, 5 min to Maitland Blvd & I-4 Express Lanes (20 min to downtown Orlando, 30 min to airports) <1 hour to Florida’s beaches. Why This Home Stands Out: Lowest-priced estate in Lake Colony Estates—offering exceptional value for a custom-built luxury home. Prime interior lot on a quiet, desirable street in the middle of the block. Don’t miss this rare opportunity to own one of Lake Colony’s finest properties—a perfect blend of luxury, location, and lifestyle.

307 Running Wind Lane, Maitland

$1,525,000

4 Beds ⋅ 6 Baths ⋅ Maitland Forest SubDv. ⋅ 32751 Zip Code

Private Maitland Estate | Grand Living on 1.47 Acres. Welcome to 685 Mayo Avenue—an exceptional private estate nestled in one of Maitland’s most coveted neighborhoods. Set on expansive, lush, well-maintained grounds, this 4-bedroom, 4-bathroom, and 2 half bath home offers the perfect blend of refined elegance, modern comfort, and resort-style amenities across nearly 4,000 square feet of living space. From the moment you arrive, the long, private 375-foot paver driveway, mature oak trees, and tropical landscaping create an unforgettable sense of arrival. Inside, a gracious foyer welcomes you into an open-concept layout, thoughtfully designed for both everyday living and upscale entertaining. The gourmet kitchen is a chef’s dream—granite countertops, stainless steel appliances, gas cooktop, and custom cabinetry—all overlooking the spacious family room. French doors on all the first-floor living areas leading directly to a resort-style pool and patio, offering the perfect indoor-outdoor flow for relaxing or hosting guests. The primary suite is a serene escape with dual walk-in closets and a spa-like bath featuring travertine floors, dual vanities, a Jacuzzi tub, and a walk-in shower. Upstairs, three generously sized bedrooms include a Jack-and-Jill bath and a private bath off the third bedroom. A built-in desk area and laundry room complete the second floor. Need space for guests or extended family? The third floor of the home offers a unique flex space for movies, a pool table or a man cave. Plus, nearly 1,100 sqft of living space boasting a one-bedroom, one-bath, guest apartment above the garage that has been beautifully updated and offers complete privacy. Additional highlights include: Dedicated home office on the main level | Third-floor bonus room | Two half-baths, including a dedicated pool bath | Resort sized patio & pool | Three newer HVAC systems | Oversized 3-car garage | 1 bed/ 1 bath, 1000sqft, ADU above the garage that is not included in MLS. Perfectly positioned just minutes from top-rated schools, Lake Maitland, Park Avenue, and downtown Orlando, this estate offers the rare opportunity to own a one-of-a-kind property in an unbeatable location. Schedule your private tour today and discover what makes this Maitland estate truly exceptional.

685 Mayo Avenue, Maitland

$1,220,000

6 Beds ⋅ 4 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code

Rare opportunity to own a beautifully maintained pool home in Dommerich Estates with lake access to Lake Minnehaha and the Winter Park Chain of Lakes. This spacious and versatile 6 bedrooms, 4 bathrooms home features a split floor plan, a two-car garage, and a generous bonus room, making it ideal for families of all sizes. The interior offers an inviting layout, including a large primary suite with dual walk-in closets, a soaking tub, double vanity, separate shower, and an attached study that adjoins another bedroom—perfect for a nursery or home office. The open-concept living room flows seamlessly into a gourmet kitchen, creating an ideal space for entertaining. Additional highlights include a gas fireplace, wood floors, crown molding, a wine cellar for the enthusiast, and thoughtful bedroom arrangements including a Jack and Jill bath and another ensuite. The home also features a convenient laundry room with direct access to the pool deck, as well as an upstairs bonus room with ample storage. Above the garage, you’ll find a secondary primary ensuite with a walk-in closet—ideal for guests, in-laws, or older children seeking privacy. Situated on an oversized, fenced lot, the backyard is a tranquil retreat with a saltwater pool, pavered lanai, fire pit, outdoor shower, and space for a dog run or additional storage for a boat, golf cart, or other recreational vehicles. There's also extra parking available next to the driveway. Located in the highly sought-after Dommerich Elementary and Winter Park High school zone, and with no HOA, this home offers comfort, convenience, and community in one of Maitland’s most established neighborhoods.

1653 Cheyenne Trail, Maitland

$515,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$971,000

5 Beds ⋅ 4 Baths ⋅ Woodstream SubDv. ⋅ 32751 Zip Code

Welcome to 111 Woodstream Court, an impeccably maintained 5-bedroom, 4-bathroom pool home tucked away on a quiet cul-de-sac in the heart of Maitland. This spacious single-story residence offers nearly 3,000 square feet of thoughtfully designed living space and is situated on a beautifully landscaped 0.29-acre lot. The newly upgraded kitchen features a large center island, walk in pantry, and premium appliances including a built-in double oven, electric cooktop, wine refrigerator, and remote activated cabinet lighting. The expansive primary bedroom offers over 500 square feet of space, complete with two walk-in closets and a luxurious ensuite bath featuring dual vanities, a hydro massage tub, separate shower, and a private toilet room with a lockable door. Four additional bedrooms are generously sized, making them ideal for family, guests, or home office use. The elegant joint dining and living room serves as a great entertaining space, highlighted by dimmable lighting fixtures and a cozy fireplace. The fireplace connects to the impressive family room, which boasts vaulted wood ceilings, skylights, and ample space for relaxation and gatherings. Step outside to your private backyard sanctuary, where a 37,000-gallon saltwater pool awaits. This outdoor oasis also features a removable child safety fence, extra-large ceiling fans, an outdoor kitchen, and a covered screened patio—perfect for Florida living. Additional exterior highlights include French doors, a brick façade, rain gutters, and a vinyl fenced backyard. The home also offers a two-car garage, ample driveway parking, and no HOA. Zoned for top rated Orange County schools and conveniently located just minutes from downtown Maitland, Winter Park, and major highways, this home is the perfect combination of comfort, style, and location.

111 Woodstream Ct Court, Maitland

$3,950,000

5 Beds ⋅ 5 Baths ⋅ Maitland Shores SubDv. ⋅ 32751 Zip Code

Exquisite contemporary waterfront retreat in Maitland. Experience modern luxury and serene waterfront living in this breathtaking five-bedroom, 5.5-bath canal-front home, newly built in 2024. Positioned on a quiet dead-end street in Maitland, this architectural masterpiece offers an unparalleled lifestyle on the Winter Park Chain of Lakes. Enter through the stunning 10-foot glass pivot door into a soaring foyer where a floating wood and glass staircase sets a dramatic tone. The expansive great room boasts a two-story ceiling and a wall of glass doors that seamlessly blend indoor and outdoor living. Go outside to your private oasis featuring a covered lanai with remote-controlled screens, a summer kitchen, gas fireplace, resort-style pool and spa, putting green, and a covered boat dock with a lift and jet ski platform, all overlooking tranquil Howell Branch Creek with direct access to Lake Maitland. The heart of the home is the chef-inspired kitchen, complete with dual oversized islands, sleek high-gloss custom cabinetry, integrated refrigerator and freezer columns, a wine refrigerator, built-in coffee maker, and a striking hood vent above a six-burner gas range. Adjacent is a stylish dining room framed by a floor-to-ceiling glass wall offering captivating water views. The main-level primary suite is a sanctuary with a private sitting area, dual walk-in closets, and a spa-style marble wet room with combined soaking tub and rainfall shower. A home office with lush front yard views, an elegant guest suite, a full bath, and the first of two laundry rooms complete the first floor. Take the elevator or statement staircase to the second level, where you'll find two additional bedrooms with en suites and walk-in closets, a fifth bedroom, a full bath, a second laundry room, and a 24-by-14-foot game room with wet bar, ideal for entertaining. Additional highlights include a three-car side-entry garage, an outdoor shower, a storage room, and verdant landscaping adorned with majestic cypress and oak trees draped in Spanish moss. Just minutes from the boutiques and fine dining of Winter Park’s Park Avenue, with easy access to major highways, hospitals, and both international and executive airports. This is Florida luxury redefined, private, peaceful and perfectly appointed.

33 Eastwind Lane, Maitland

$435,000

4 Beds ⋅ 2 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Opportunity is knocking in the heart of Maitland’s sought-after English Estates community! This 4-bedroom, 2-bath POOL HOME sits on a spacious .24 ACRE LOT and offers the perfect combination of space, convenience and potential. With an OPEN FLOOR PLAN and two versatile living areas that flow seamlessly into the dining area and large kitchen, there is room for everyone to spread out and settle in. The comfortable kitchen features desirable STAINLESS STEEL APPLIANCES – GRANITE COUNTERTOPS – a LARGE ISLAND with wrap around breakfast bar seating and pantry storage – ready for everyday meals or entertaining friends and family. Step outside to the expansive SCREENED LANAI and enjoy indoor/outdoor Florida living year round by your open air pool. The VINYL PRIVACY FENCE (new in 2024!) with DUAL ACCESS GATES surrounds the backyard, making it ideal for relaxing or hosting weekend cookouts. This BLOCK CONSTRUCTION home with a classic stone exterior also boasts a large covered front entry and with a little TLC the curb appeal will shine. Recent updates include a NEW POOL PUMP (2023), roof and A/C in 2016 and double pane windows, also 2016, offering added value and peace of mind. Located near major roadways—436, 414, I-4, and Red Bug Lake Road—you will enjoy easy access to neighboring Winter Park, Casselberry, and beyond. Shopping, dining, and daily conveniences are also just minutes away. With a low/optional HOA and situated in Seminole County, this home is a rare find! Whether you are looking to move right in or update and personalize, there is endless potential to make this home your own – call today to schedule a tour!

1470 Winston Road, Maitland

$315,000

2 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch, ideal for relaxing outdoors, and a fully fenced backyard—perfect for pets or gardening. Don’t miss this opportunity to own a home that combines comfort, privacy, and an unbeatable location!

410 Citrus Lane, Maitland

$810,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code

Come look at this beautifully remodeled pool home in the highly sought-after Dommerich Hills neighborhood in Maitland. The kitchen is a chef's dream, with high-end appliances, plenty of cabinet space, a custom corner seating area, a massive 9 ft center island, and so much more. As you enter through your custom French front doors, you are welcomed by a pleasant seating/reading room that looks into your main living area. Enjoy your cool and quiet home with a newer air conditioner, updated double-pane windows, and sliding glass doors along with plantation shutters. This home offers four bedrooms and two bathrooms, a large in-ground pool with paver decking, and a nice grassy area for your little ones or your 4-legged friends to play. As you enter your backyard, you have a large enclosed screen patio with a stunning custom wood-burning BBQ area, perfect to unwind or for gatherings. The completely fenced backyard provides a lovely space for outdoor activities and plenty of privacy as well. You’ll be within the top-rated school district, which includes Dommerich Elementary, Maitland Middle, and Winter Park High. Schedule your private showing today.

2520 Chanute Trail, Maitland

$465,000

4 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Luxury Townhome located in Maitland within the gated community of Maitland Village Townhomes. This 4 Bedroom 2.5 Bath two story Townhome is original owner since built in 2012. This Townhome features Granite counters throughout to include the spacious kitchen and in all baths, Crown Molding throughout, inside laundry room and has a first floor Primary Bedroom with Primary bath and a private Lanai. For guests, the first floor also includes a half bath for convenience. The second floor includes 3 additional bedrooms, a full bath and a spacious loft. Off to the side of the loft is a small private office to maintain your personal bill paying and record keeping. Beautiful paver driveway and a 2 car garage. HOA Fee includes 250-channel cable television, 500 Mbps internet, water, sewer, trash, recycling, landscaping, streetlights, community pool, clubhouse, gate access and management services. Call today to and not miss this great opportunity to own a maintenance free living Townhome in a quiet area of Maitland!

1970 Michael Tiago Circle, Maitland

$218,000

2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new. Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite counter tops, stainless appliances. Spacious Master Bedroom, and Second Bedroom walk-in closet with garden tub and shower. Roof is being replaced by the HOA. Regularly maintained, ready to move-in, in Excellent Condition. Seller offering $4500 towards buyer's closing cost. Call now.

1810 Shadow View Circle Unit 1810, Maitland

$530,000

3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Completely transformed with intention and precision, 1201 Manchester Road is a rare offering where style meets substance in one of Maitland’s most desirable residential pockets. Set on an oversized corner lot .26 Acres, just minutes from Lake Lily Park, Park Avenue in Winter Park, and the Enzian Theater, the location blends quiet neighborhood living with prime access to the city’s best. Step inside and experience a layout that feels natural, open, and deeply considered. Oak-toned luxury plank flooring flows throughout, anchored by smooth-finished walls, modern three-panel doors, custom trim work, and warm LED recessed lighting. The spaces feel bright but grounded, open yet purposeful. At the center, the kitchen stuns with a bold 8-foot quartz island, solid wood soft-close cabinetry, a custom-crafted blue range hood, marble backsplash, brushed brass finishes, and premium stainless appliances including a microwave drawer. The primary suite is private and polished, with detailed wall molding, a generous walk-in closet, and a spa-like bath featuring a 72-inch dual-sink vanity, marble-tiled walk-in shower, and matte black fixtures. Two additional bedrooms—each with new ceiling fans and built-in closets—share a second designer bath finished with striking tilework and wood vanity. Step outside through the French doors and into a backyard designed for both calm and celebration. The grand-size lap pool has been fully resurfaced and retiled, powered by a brand-new pump, and flanked by a custom Bali-style outdoor shower—a standout detail that elevates the space. The grounds have been completely overhauled with new sod, irrigation, sculpted landscaping, privacy fencing, and custom wood accents that give the exterior both structure and softness. The garage door and opener are brand new, and the driveway has been resurfaced for a clean, cohesive finish. 1201 Manchester isn’t just renovated—it’s meticulously refined. Turn the key and live well—your new home awaits. Schedule your tour today.

1201 Manchester Road, Maitland

$526,000

3 Beds ⋅ 2 Baths ⋅ Lake Eulalia Heights SubDv. ⋅ 32751 Zip Code

Lakefront Maitland Home in the Desirable Lake Eulalia Heights Community! Experience lakefront living at its finest in this charming home located in a peaceful and sought-after Maitland neighborhood. Recent upgrades include a new roof and a new dock ideal for relaxing or entertaining by the water. Enjoy serene lake views from the spacious, open porch perfect for your morning coffee or evening unwind. This home offers a tranquil setting while still being incredibly convenient for I-4 commuters and just minutes from grocery stores, downtown Maitland retail centers, Winter Park, and downtown Orlando. This is one you do not want to miss!

Maitland

$960,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Welcome to your dream oasis in Dommerich Hills, one of Central Florida's most sought-after neighborhoods. This meticulously maintained 4-bedroom, 3-bathroom pool home sits on a generous 127' x 89' corner lot, embraced by lush landscaping that evokes a serene park-like setting. As you approach, you'll admire the impressive circular paver driveway and motor court, offering plenty of parking for friends and family. The oversized covered front entry, adorned with a beautiful tongue-and-groove wood ceiling, warmly invites you inside. Step through the door and be welcomed by a spacious open floor plan that effortlessly connects the kitchen, dinette, family room, and living room—perfect for comfortable living and entertaining. The updated kitchen is a chef's delight, featuring expansive granite countertops and custom cabinetry that combine style with functionality. A convenient window lets you serve guests in the vibrant outdoor lanai and pool area. Adjacent to the kitchen, the informal dining area, with its stylish lighting and contrasting cabinetry, creates an inviting atmosphere perfect for casual meals. The generously sized family room is designed for relaxation and entertainment, flowing seamlessly into the living room, where a cozy wood-burning brick fireplace adds a touch of warmth and charm. You'll fall in love with the luxurious primary suite—a spacious retreat that boasts stunning multicolored wood flooring, creating a comfortable ambiance. This suite includes dual closets—one cleverly designed to house a full-sized front-load washer and dryer, offering both convenience and ample storage. The spa-like primary bathroom serves as your personal sanctuary, featuring a double-sink vanity and a spacious walk-in shower complete with a built-in bench. In addition to the primary suite, the home includes two more bedrooms and a second primary suite—ideal for guests, home offices, or hobbies. A centrally located bathroom adds to the convenience for family and visitors alike. A highlight of this home is the expansive bonus room—a versatile space perfect for entertaining, gaming, or enjoying a leisurely bar night. With walls of glass overlooking the pool and yard, this area can easily be tailored to fit your lifestyle, whether you envision a media room or a lively gathering spot. Step outside to find a sparkling saltwater pool, perfect for cooling off on those warm summer days, along with a covered patio that sets the scene for alfresco dining and entertaining. This refined ranch-style home features a desirable single-story layout, a spacious outdoor area, and the benefit of a corner lot, blending comfort and practicality. Additional highlights include a 3-year-old roof, a newer water heater, and a 5-year-old HVAC system. Completing the appeal is an oversized 2-car garage with an epoxy-painted floor—truly adding to the charm of this property. Located in Maitland, you’ll relish easy access to a variety of dining options, unique shopping experiences, grocery stores, Lake Lilly Park, the Sunday Farmer's Market, Winter Park, and major roadways. Don't miss out on the chance to make this exceptional home yours, where elegance and a vibrant lifestyle come together beautifully.

2106 Tuscarora Trail, Maitland

$200,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new vanities, new toilets, and updated fixtures and additional upgrades include a 2022 water heater, 2021 HVAC system, newer bedroom windows, and newer lighting fixtures in the kitchen, dining area, entryway, bedrooms, and living room—creating a bright and inviting space throughout. There’s also a balcony to enjoy quiet evenings on! The community features tennis courts, dog walking stations, lakeside walking paths, car wash stations and two shimmering pools overlooking Lake Shadow. You ’re also minutes to I-4 and 429 connecting you to anywhere in Central Florida and less than 15 minutes to downtown Orlando, Target , Publix, Costco and the Orlando Sportsplex (Formerly RDV) which houses Genesis Health Club, an aquatics center, and multiple sports courts. Currently tenant-occupied, the Visconti community welcomes primary owners and long-term tenants.

1325 Lake Shadow Circle Unit 12303, Maitland

$2,250,000

6 Beds ⋅ 8 Baths ⋅ Terra Place SubDv. ⋅ 32751 Zip Code

Presenting a stunning new construction residence located on a quiet cul-de-sac offering a seamless blend of luxury, functionality and modern design. The main home features four spacious bedroom suites, a dedicated office and a bonus/flex area, 4 full baths and 2 half baths, while the property also includes a rare-to-find one-level detached 1,143 sf 2BE/2BA guest house that includes a kitchen and a living area... *** ideal for for multi-generational living, spacious home office, live-ins or long term guests… Beautiful wood floors extend throughout the main house living spaces, complemented by designer porcelain tile in all baths. The open floor plan showcases soaring 21-foot ceilings in the great room and dining area, anchored by a beautiful chef’s kitchen complete with a dual-fuel range, quartz waterfall island, custom blended cabinetry and an adjacent walk-in pantry. A wall of sliding glass doors in the great room opens to the expansive covered lanai and new Pebble Tec pool with autofill and auto-drain features, all surrounded by travertine decking and a masonry and aluminum privacy fence. The first-floor primary suite offers a serene retreat with private pool courtyard views, a custom walk-in closet and a spa-inspired bath with marble floors, a spacious walk-in shower and a separate soaking tub. Upstairs, there are three additional bedroom suites and a versatile loft to provide ideal space for relaxation lounge area. The side-entry two-car garage includes epoxy floors, EV charging readiness and direct access to the mudroom, laundry, pantry and kitchen for everyday convenience. Designed for year-round entertainment, the covered lanai is stubbed and ready for a summer kitchen, with additional outdoor space available for expanded amenities. Both main and guest houses are bathed in natural light thanks to generous architecturally enhancing windows and glass doors. Modern comforts include smart lighting, exterior security cameras and a built-in audio system. On a quiet cul-de-sac, this property is within visiting or biking distance to Maitland Community Park, a 25-acre wooded park with tennis courts, basketball, playgrounds, trails and pavilions! Enjoy easy access to other downtown Maitland amenities, 7-10 minute drive to Park Avenue in downtown Winter Park, quick access to major roadways & I-4, downtown Orlando, area hospitals, and both executive and international airports... Zoned for regarded Lake Sybelia Elementary, Maitland Middle and Winter Park High School, this exceptional home is a rare offering in a secluded, wonderful neighborhood.

734 Terra Place, Maitland

$977,500

5 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Situated on one of the most desirable streets in Dommerich is this magnificent 5 Bed|3 Bath estate updated to offer the perfect blend of space & style! A gracious front porch accented with soft blue shutters against fresh paint provides a peek of what a treasure this home is. The foyer opens to 2 functional, yet distinct living areas. At the front is the living & dining combo that features handscraped hardwood floors, plantation shutters on new windows, recessed lighting, and best of all, an open flow into the kitchen featuring a renovated footprint. Connecting the entertaining & cooking spaces is a massive island with a bar sink, built-in seating, & additional meal prep areas! The kitchen flows seamlessly into the back family room that is anchored by a cozy fireplace flanked by built-in shelving. Because this home is a true 3-way split plan, each wing is genuinely private! The primary suite has an elegant feel with wood floors plus new plantation shutters that open to the meditation garden, but be prepared to be amazed at the luxuriousness. Enormous walk-in dual closets are the first surprise. At the rear of the primary suite, overlooking the tropical gardens of the backyard, is the renovated bathroom featuring a double vanity, walk-in shower, soaking tub, added storage with built-in cabinetry, & a private water closet. The beauty of this home continues in the front wing, which features 2 generously sized guest bedrooms plus a spacious bathroom and more storage in the hall closet. At the rear of the home is the final wing, again featuring 2 spacious bedrooms, storage closets, plus a large bathroom with dual sinks that cleverly serves as a pool bath. Even more living space is found in the Bonus Room! The most impressive area of this property is the magic the owner created through years of lovingly expanding the multiple garden areas of the backyard. In addition to the mediation garden, there are 4 separate gardens to be discovered. The focal point is the sparkling 20,000-gallon pool that has been resurfaced & updated with a new paver patio. Enjoy a dip in the cooling waters and then use the outdoor shower before grabbing a beverage at the new Tiki Bar! Just beyond the pool is a garden of native plants that create beauty with ease since they are drought-tolerant & low-maintenance. When fall arrives, this is the house to retreat to! Tucked behind the Florida garden is a newly constructed fire pit hideaway with seating encased by reclaimed wood & covered with a charming metal roof, plus electric hookup. This area must be experienced to be appreciated! Additional gardens include a pineapple grove & an enclosed garden with raised beds ready to produce crops of herbs, vegetables, or beautiful bouquets. The backyard is so spacious that a double gate was added off the driveway to provide additional parking for an RV or boat! This meticulous homeowner added peace of mind with New Windows & Doors in 2025; New Roof 2022; updated Plumbing and Electrical Systems; a new HVAC system in 2018; fresh paint; new landscaping, & more! Although you might never want to leave home, this retreat is walking distance to Dommerich Elementary & Maitland Middle via new sidewalks and minutes from exciting dining and entertainment venues at Maitland Social & Maitland City Centre. The zoned high school, WPHS, is easily accessible, as well as the celebrated shopping & dining of neighboring Winter Park. Don’t miss your chance to create your dream Maitland home!

2450 Mcintosh Way, Maitland

$740,000

4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Welcome Home to the sought-after Stonewood Community of Maitland, FL! This beautifully modernized 4-bedroom, 2.5-bathroom residence boasts 2,200 square feet of living space on a spacious 15,000 square foot lot. Recent upgrades include interior renovation in 2015. New Custom Salt Pool with oversized sun-shelf, deck jets and bubbler, and paver patio in 2016. Two System HVAC's 2015. New Roof in 2020. New aluminum screen porch 2023. New water heater 2025. Rest and relax in the tropical oasis backyard with mature palms and landscaping and patio/deck. Enjoy the comfort of modern features like high ceilings, recessed lighting, oversized bedrooms, interior laundry, and versatile floor plan. Conveniently located near Winter Park and Maitland's top-tier amenities, public parks, restaurants, and shops. Zoned for Seminole County Public Schools and close proximity to Orangewood Christian School and other top rated school options. Schedule your private viewing today!

986 Stonewood Lane, Maitland

$870,000

3 Beds ⋅ 3 Baths ⋅ Maitland Manor Subdivision SubDv. ⋅ 32751 Zip Code

This beautiful home on a corner lot in Maitland features a new pool and a large backyard. Inside and out, it’s the perfect home to entertain friends and family. The home’s split floor plan and design maximize functionality. The living room, dining room and kitchen are all large spaces, and so are the three bedrooms. An extra room serves as a perfect office or nursery space. The primary suite boasts a huge closet and bathroom. Two driveways, and plenty of room for boat or RV parking add convenience. The meticulously designed landscaping adds beauty. Recent updates throughout, including a new roof, make this home move-in ready with flexible living and extra space inside and out. And it’s desirable, convenient location in a friendly, no HOA neighborhood make it the perfect place to call home.

446 Piney Croft Lane, Maitland

$275,000

4 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning coffee on the screened-in balcony patio, perfect for relaxing with breezes from the lake. Convenient perfect sized storage closet located in the patio area. A NEWER HVAC INSTALLED 2021, BRAND NEW SLIDING DOOR, BRAND NEW WINDOWS and A BRAND NEW ROOF! Dive into a lifestyle of comfort and convenience with resort-style amenities that make every day feel like a getaway. Enjoy the sparkling community pool, a welcoming clubhouse, perfect for social gatherings and community events, challenge friends on the tennis courts, stay active in the fully equipped fitness center, take in the tranquility sound of the private lake, or unwind along the walking trails. Additional perks include a termite bond and pest control for the homeowners peace of mind! The community has the convenience a car wash station for easy upkeep. Located within minutes to I-4 making commuting to downtown and turnpike easy, shopping and restaurants ! Schedule your showing today!!

1460 Lake Shadow Circle Unit 7102, Maitland

$2,535,000

5 Beds ⋅ 4 Baths ⋅ Sybelia Shores Second Add SubDv. ⋅ 32751 Zip Code

Completed New Construction 2024 | Lakefront Luxury | Below Appraised Value: This extraordinary custom lakefront residence was built by Dave Konkol & is elevated on a 0.56-acre corner lot w/ approximately 112’ of lake frontage. Featuring a crisp stucco exterior, impact windows & remote-operated screened porches, the home is surrounded by professionally designed native landscaping & butterfly gardens which set the stage for a lifestyle defined by natural beauty, enduring materials, timeless design & everyday comfort. Once inside, the open floor plan showcases wide-plank, white oak engineered wood flooring & is filled w/ natural light from the large format windows that frame views of the backyard pool & serene Lake Sybelia out front. A formal dining space connects to a wet bar & opens to a functional yet casually elegant kitchen. Quartz countertops, custom soft-close cabinetry with pull-outs & a full suite of premium appliances lend functionality & refinement to the kitchen. A large walk-in pantry & adjacent drop zone add quality of life to the beautifully tailored design. The main-level primary suite is a sanctuary w/ lake views, remote-controlled blackout shades, decorative wood ceiling beams, a customized walk-in closet & a spa-like bathroom featuring Frank Lloyd Wright Brizo plumbing fixtures, a long vanity stained to match the fixtures, dual sinks, an oversized glass-enclosed shower with 21” rainhead, soaking tub & private water closet. A guest bedroom w/ adjacent full bath also functions as a pool and powder bath. The large laundry room w/ quartz countertops, GE Profile front-loading washer and dryer & a Laundry Jet Swift pneumatic laundry chute—connected to the primary suite & upstairs bedrooms and complete the main floor. Upstairs, two additional bedrooms with wide water views include customized closets & designer baths. The cozy loft and Bonus spaces flex easily for work, wellness, or play. Other interior features include built-in speakers, custom millwork, motorized blinds & smart-home wiring to enhance comfort and livability. Seamless indoor-outdoor transitions define the rear living experience, where a deep covered lanai includes recessed lighting, fans, speakers & motorized screens opening to a 7’ deep, heated, saltwater pool w/ sunshelf, outdoor shower & direct access to a full bathroom. The fenced backyard offers ample space for play, relaxation & a dog run. A custom dock w/ composite decking & covered boat lift sits on Lake Sybelia—offering year-round opportunities for boating, paddle-boarding, swimming & fishing on waters with no public access. Efficiency abounds thanks to a PES Solar system featuring 58 REC panels, four Enphase battery backups & real-time energy monitoring. Additional features include Trane HVAC systems, a commercial-grade water heater w/ recirculating pump & a new irrigation system w/ pump fed by lake water. The three-car garage includes modern paneled doors w/ openers and extra storage. Now unexpectedly available due to a change in the owners’ plans, this is a rare opportunity to purchase an almost-new custom home—combining advanced systems with timeless design—in one of Maitland’s most beloved neighborhoods, just minutes from Lake Lily Park, downtown Maitland, major thoroughfares and Winter Park’s shops and restaurants.

705 N Lake Sybelia Drive, Maitland

$545,000

4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

This 4-bedroom, 3-bathroom home is packed with smart updates and sits in a prime Maitland location, close to shopping, dining, and quick access to the interstate for an easy commute to Orlando and beyond. Inside, you'll love the vaulted ceilings, new luxury vinyl flooring, and a clean, modern aesthetic throughout. The home has been freshly painted and features all-new lighting and fixtures, and a newer HVAC system, offering both comfort and peace of mind. The open kitchen flows seamlessly into the main living space, creating an ideal setup for entertaining or everyday living. A downstairs guest wing offers privacy and flexibility, while upstairs you'll find three bedrooms, including a spacious primary suite with two closets and a large ensuite bathroom. Step outside to enjoy the screened back porch and private pool—perfect for relaxing weekends or hosting friends and family. With its updated condition, great layout, and convenient location, this home is ready to welcome its next owner—no updates needed, just unpack and enjoy. Don't hesitate. Schedule a showing today!

1758 Bobtail Drive, Maitland

$380,000

3 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code

Welcome to your NEW CONSTRUCTION HOME! NO HOA, no CDD! This brand-new 3-bedroom, 2.5-bathroom home unfolds its modern elegance and spacious charm as you step inside. Three inviting bedrooms await, offering comfort and room to retreat. The master bathroom is a sanctuary with double sinks, a separate shower, and a luxurious bathtub for relaxation. In the kitchen, discover a gourmet haven with brand new stainless steel appliances - perfect for culinary adventures. On the main level, relish in the absence of carpet, replaced by beautiful, low-maintenance flooring. The open layout seamlessly connects the kitchen, dining area, and living room - an entertainer's dream. Park with ease on the expansive driveway, a welcome convenience for multiple vehicles or guests. Embrace the potential of a spacious backyard for gardening, grilling, or simply enjoying the Florida sunshine. This property is in close proximity to Downtown Winter Park, restaurants and convenience stores. Don't miss the opportunity to make this stunning new construction home yours. Contact us today for a viewing and experience the beauty and comfort of this exceptional property!

2041 Warrens Avenue, Maitland

32751 Zip Code Real Estate & Homes with Open Floorplan

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