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$755,000
3 Beds 3 Baths Sybelia Place SubDv. 32751 Zip Code
NEW ROOF, NEWER AC, and NO HOA—this beautifully maintained home on a quiet cul-de-sac offers comfort, charm, and an unbeatable location. Nestled just steps from Lake Sybelia. This property provides a peaceful, scenic setting while still being close to all that Maitland has to offer, including popular local restaurants, shops, and community spots. A short drive takes you to the vibrant dining, shopping, and cultural scene of Park Avenue, making this home perfectly positioned for both relaxation and convenience. Inside, the home features a bright and inviting open floor plan, ideal for entertaining and everyday living. The seamless flow between the living, dining, and kitchen areas creates a spacious feel filled with natural light. Step outside to a large backyard that offers plenty of room for outdoor enjoyment, gardening, or entertainment. With its mature landscaping and charming appeal, this property is a true garden oasis with central living at its best. A fantastic opportunity in a highly desirable Maitland neighborhood—don’t miss your chance to make this home your own.

312 Macarthur Place, Maitland

$370,000
3 Beds 3 Baths Druid Hills Park SubDv. 32751 Zip Code
Unlock the potential of 370 Sultana Lane located in the heart of Maitland, Florida! This block-constructed home is a renovation-in-progress, ready for a visionary buyer to bring their dream design to life. Offered at an attractive 'as-is' price, this property provides the perfect canvas to create something truly special. Key updates already in place include a 2020 roof, energy-efficient solar panels, modern vinyl windows, and upgraded PEX plumbing—giving you a solid foundation to build upon. The home also boasts a spacious two-car garage, a versatile bonus room, and charming crown molding that adds a touch of character. Situated in an unbeatable location, you'll enjoy easy access to express lane ramps, making commuting a breeze. Plus, you're just minutes from local eateries, beautiful parks, and top-rated public and private schools. Whether you're looking for convenience, potential, or a rewarding project, this property delivers. Bring your creativity, materials, and plans—370 Sultana Lane is ready for your finishing touch. Seize this opportunity to design a home perfectly tailored to your taste and lifestyle! Schedule your private viewing today.

370 Sultana Lane, Maitland

$692,000
3 Beds 2 Baths Oakland Shores SubDv. 32751 Zip Code
Welcome to this beautifully remodeled single-story home in a perfect location---offering no stairs and effortless open living. This truly move-in ready residence features soaring ceilings and beautiful custom energy-efficient windows allowing an abundance of natural light. The modern chef's kitchen is the heart of the home with its bright eat-in area, built-in pantry, high-end cabinets and plenty of gorgeous counter space. This home boasts three spacious bedrooms with huge custom closets, two completely renovated bathrooms, a dedicated office space and an additional expansive family room---ideal for entertaining or flexible living. Step outside to your private backyard oasis with a sparkling pool, lush landscaping, and a brick privacy fence creating a peaceful resort-style setting. Through the Primary suite's door, there's another separate outside retreat with a charming peek at the lake. For extra peace of mind, all of the important big-ticket items of this immaculate home have already been updated or replaced---roof(2021), dual A/C system(2021), pool re-surfaced and painted(2021), pool pump(2025), new septic system(2022), irrigation(2022), landscaping(2022), a hot water heater(2025), and a security system(2022). Also, a nice two-car garage with epoxy flooring includes a renovated garage door opener, additional storage, a hard-wired outlet for charging electrical vehicles, and a new exterior door for added convenience. Don't miss your chance to own this dream home, ideally located in one of Maitland's most sought-after neighborhoods. Schedule your private Showing today!

514 W Faith Terrace, Maitland

$735,000
3 Beds 3 Baths Minnehaha Shores SubDv. 32751 Zip Code
RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is thoughtfully landscaped with rare tropical plants, rose gardens, and a peaceful front courtyard complete with a bubbling fountain. Ample driveway and garage space accommodate boat or vehicle storage, ideal for enjoying skiable Lake Minnehaha. Inside, this 3 bedroom, 2.5 bath home offers 2,249 square feet of living space in a split floorplan. A unique highlight of the floorplan is the dual primary suites, each with private access to the screened pool, making the home ideal for multi-generational living. Equally beautiful pool views are also visible from the kitchen, breakfast nook, and spacious family room. If you are staying inside, the family room features a large fireplace that creates a cozy focal point. Just off the family room is the remodeled kitchen that is both bright and functional with abundant cabinetry, granite counters, stainless steel appliances, breakfast bar seating, a built-in desk, and a breakfast nook with patio access. Beauty abounds from the patio with a resort-style screened pool, complete with decorative palms surrounding the pool. Steps from the pool begin the meandering gardens with colorful blooms. To aid the avid gardener is a covered and secure garden shed. With such an expansive homesite - more than 15,000 square feet - possibilities for adding a full workshop or even an Accessory Dwelling Unit/ADU could be explored. Adjacent to this estate is Minnehaha Park, a 7.5-acre City of Maitland park offering multiple tennis courts, pickleball courts, walking trails, picnic pavilions, and playgrounds. While the setting of this property is quiet and serene, the home is minutes from Winter Park shopping and dining; downtown Maitland and Maitland City Centre; I-4 access; and zoned Winter Park High School. Additional home updates include a full roof replacement and AC replacement in 2021, making move-in and insurance smooth and easy. Don't miss this chance to get Winter Park Chain of Lakes access for yourself at this exceptional price!

109 Minnehaha Circle, Maitland

$385,000
3 Beds 2 Baths Maitland House SubDv. 32751 Zip Code
RARE 3-BEDROOM GROUND FLOOR UNIT IN MAITLAND HOUSE. Enter this unit just steps from the assigned covered parking space to find a comfortable three bedroom unit that looks out to the tranquil pool area. The great room focus is the wood burning fireplace, and it has plenty of space for your dining table and living room furniture. The bright, well-equipped kitchen has a full complement of appliances, granite counters and a closet pantry. Down the hall you'll find three bedrooms. The primary bedroom features a custom-built wall of closet storage, plenty of room for your king-size bed, and a designer bath with spa-like shower, quartz-topped vanity and fixtures. The two additional bedrooms share the hall bathroom with tub and shower. You'll spend lots of time on the screened, private porch, overlooking the sparkling pool and garden. The condo fee includes high speed internet, cable with DVR, water, sewer, garbage, exterior pest control, grounds maintenance. Dedicated exterior storage room for this unit. The community also has a convenient and spacious laundry room, club house and covered dog walk. Maitland House is one of Maitland's treasures, convenient to everything, its located directly across the street from Enzian and Eden Bar, a quick five minutes to stylish Park Avenue, Winter Park, and nearby to so much including the restaurants and shopping of Winter Park Village, Maitland City Centre, five minutes to I-4 and the 414, yet nestled in a cozy neighborhood. Schedule your showing today! This unit won't last.

210 Magnolia Road Unit 106, Maitland

$799,000
3 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
Expect to be impressed with this stylish renovation on a cozy quiet street in the desirable neighborhood of Dommerich in Maitland. This three-bedroom, two-bath home is 2,216 square feet with a separate flex space, ideal for a home office, studio or transform it into guest suite. A modern layout with generous spaces and consistent neutral finishes make it feel expansive and it beams with light. Kitchen is sleek with white clean lined 42-inch cabinetry, subway tile backsplash, quartz counters, center island that seats four and is a great workspace, stainless appliances with gold accents making it shine. Kitchen also features a built-in dining nook adding to the charm. Custom-designed built-ins add storage to living room and electric fireplace is the showstopper with slatted wood warming the additional family room. Baths are completely renovated with fresh appointments and timeless selections. So many updates to this home which include luxury vinyl plank flooring in 2024, 2022 new windows, 2022 new roof, 2022 new HVAC and ducts, custom closet systems, plantation shutters, white vinyl fence 2023, mini-split in flex space, new sod and landscaping 2025, pool deposit is paid and permit acquired, new owner can assume contract and start right away if they wish. Every detail is accounted for in this incredible move-in-ready home. Zoned for fantastic schools Dommerich Elementary, Maitland Middle and Winter Park High.

2411 Mcintosh Way, 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

$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

$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

$235,000
3 Beds 2 Baths Park Lake Villas Condo SubDv. 32751 Zip Code
Come to your new home centrally located between Downtown Maitland and Winter Park. Close to the conveniences of retail shopping, restaurants, the Sunrail Station and I-4 to get you around Central Florida quickly. Enter into your one story condo to an open living, dining and kitchen floorplan for lots of space and flexibility. Ceramic tile throughout, 5" base molding, 6 panel doors and updated hardware, energy efficient, double paned front windows (2018), granite counter tops in the kitchen with wood cabinets that have upper and under cabinet lighting (2017), pendant island lighting and a NEW stainless steel refrigerator. The kitchen peninsula provides extra seating for bar stool, causal eating. Hot water heater was changed to tankless (2018)to open up more space in the closet to use as a pantry. Enter the front bedroom that can also be used as an office through FRENCH DOORS. This room also has a large walk in closet for lots of storage. Down the hallway, there is an inside laundry closet with a NEW washer and dryer and a folding station for convenience. Both bathrooms were renovated with granite counters in 2017. Walk further down the hall to the two back bedrooms that each have their own sliding glass doors to the private back screened in porch with tile floors. Attic access in the hallway provides extra storage. Roof and exterior paint 2024, interior paint 2025, A/C 2020, plumbing 2018, electrical 2005.

613 Orange Tree Court Unit 507, 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

$600,000
3 Beds 2 Baths Dommerich Hills SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Celebrate the holidays in this charming 3 bedroom, 2 bath home nestled in one of Maitland’s most sought-after communities. As you step onto the inviting front porch and enter the foyer, you’re greeted by a sense of home, a perfect ambiance for festive celebrations and cherished family moments. This traditional residence features a spacious kitchen adorned with solid wood cabinetry, complemented by a cozy dining area that seamlessly opens to the inviting family room with a classic brick wood-burning fireplace–perfect for creating warm memories. The layout includes both a formal dining room and a formal living room, providing ample space for entertaining and family gatherings. The original fourth bedroom of the home was transformed into a generous master suite, featuring an en suite bath for added privacy and comfort. The two additional bedrooms share a conveniently located hallway bath, making this home ideal for families. Step outside to the screened porch, where you can relax and enjoy views of the fenced yard, offering plenty of space for gardening or play–design it to your liking! Recent updates include a new roof (2025), freshly painted interior walls (2025), public sewer upgrade (2025), a hot water heater (2024), ensuring peace of mind for years to come. Location is key, and this home is just a short walk away from the highly-rated Dommerich Elementary School. Transferable roof warranty and termite bond! No HOA fees! Don’t miss your chance to make this lovely home yours and create lasting holiday memories!

2167 Mohawk Trail, Maitland

$345,000
3 Beds 2 Baths Oakland Shores SubDv. 32751 Zip Code
Welcome to this Maitland 3-bedroom, 2-bath pool home offering incredible potential on a desirable corner lot. Featuring hardwood floors, a metal roof, and a pool and spa, this property is perfect for buyers looking to renovate or investors seeking a value-add opportunity. The fully fenced yard, along with a front and back sprinkler system, provides both convenience and privacy. While the home needs some TLC, the spacious lot and solid features create a fantastic foundation for updates and personalization. Located in a sought-after area close to shopping, dining, parks, Lake Orienta Elementary school and major roadways, this property is ready to be transformed into your ideal retreat or next investment.

633 Magnolia Drive, Maitland

$359,706
3 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland

$340,000
3 Beds 2 Baths Sierra Condo Ph 2 SubDv. 32751 Zip Code
Experience the comfort and convenience of living in one of Maitland's most desirable communities. This meticulously maintained home is designed to offer a harmonious balance of functionality, style, and adaptability, ensuring it meets your unique lifestyle requirements. Choose the layout that best suits your needs, whether it's a spacious three-bedroom, two-bathroom arrangement or a two-bedroom configuration complemented by a dedicated office space. Bathe in natural light in the inviting sunroom, an ideal spot to unwind with your favorite book or nurture a thriving indoor garden, no matter the season. The kitchen is equipped with abundant updated cabinetry and expansive granite countertops, providing ample storage and workspace. There's also plenty of room for a kitchen table, making mealtime both comfortable and convenient. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. This open flow is perfect for hosting gatherings or enjoying everyday moments with family and friends. Situated on a corner lot, the home offers a generous outdoor area where you can relax and take in the lush landscaping from the comfort of your paver back patio. The attached one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Enjoy the practicality of a community mailbox and extra guest parking spaces just steps from your front door. Take advantage of nearby amenities including the pool and tennis courts, enhancing your lifestyle with recreation and relaxation options. Rest easy knowing the home has been well cared for, with the HOA replacing the roof, gutters, skylights, and exterior paint in 2021. Additional improvements include a new garbage disposal, garage door opener, and screen front door. 2016 air conditioning system and PEX plumbing. Don't miss this opportunity to own a fantastic home in Maitland. With its exceptional features and thoughtful updates, you are sure to be impressed!

2352 Sierra Lane Unit 2352, 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

$279,000
3 Beds 3 Baths Park Lake Twnhs SubDv. 32751 Zip Code
Welcome to 920 Park Lake Circle in charming Maitland, FL — a beautifully updated 3 bedroom, 2 bath condo offering style, warmth, and unbeatable location. Step into a bright, open living space with an upgraded kitchen featuring shaker cabinetry, quartz countertops, stainless steel appliances, and designer lighting. Wood laminate flooring runs throughout all living areas, with the exception of the stairs, offering a clean and low maintenance feel. This peaceful lakefront community offers a sparkling pool and private lake access, perfect for Florida weekends. HOA covers all exterior maintenance, so you will never need to worry about lawn care or tree work. The garage door has also been recently replaced, offering added convenience and curb appeal. You’re just minutes from Maitland Community Park, with scenic walking trails, tennis courts, and playgrounds. Explore the nearby Art and History Museums Maitland, local cafés, boutiques, and downtown Maitland’s farmers market. Zoned for top rated Domerich Elementary and Maitland Middle School, and just a short drive to Winter Park and downtown Orlando, this condo blends lifestyle and location like few others.

920 Park Lake Circle Unit 36, Maitland

$225,000
3 Beds 3 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome home to 1514 Legacy Club Drive, nestled in the highly sought-after Visconti East community. Live the true Florida lifestyle in this resort-style, gated neighborhood where affordable and quality living are still a reality. This stunning three-story condo with attached 2 car garage home has just been enhanced with a freshly painted interior and a brand-new tile roof currently being installed, hot water heater was replaced in 2025, and the AC replaced in 2018. The property is a perfect blend of style, comfort, and peace of mind. As you arrive, you’ll be greeted by a spacious two-car garage on the first floor, providing ample room for parking and storage. The second floor opens to a bright and airy open-concept living area, ideal for relaxing or entertaining. The well-appointed kitchen includes a full appliance package, and a convenient closet pantry for additional storage. Adjacent to the kitchen is a versatile third bedroom that can easily serve as a private den or home office, along with a half bath for guests. On the third floor, you’ll find two generous bedrooms, two full bathrooms, and a conveniently located laundry closet. Gated Visconti East community offers an impressive array of resort-style amenities, including two sparkling pools, a dock and gazebo overlooking beautiful Lake Shadow, a 24-hour fitness center, a playground, tennis, pickleball and basketball courts. Whether you prefer an active lifestyle or simply want to unwind in a peaceful setting, this community has it all. Water, sewer, pest control, and valet trash services are included in your HOA dues. Ideally located just 15 minutes from downtown Winter Park and downtown Orlando, and only about 30 minutes from the world-famous theme parks, this home provides unbeatable convenience. It’s close to the RDV Sportsplex, and the Maitland Exchange business center, and top rated schools—making it an excellent choice for both professionals and families. Easy access to I-4 and the 414/429 expressways ensures seamless commuting and travel. With excellent rental potential and a minimum one-year lease, this townhome is not only a wonderful place to live but also a smart investment opportunity. Don’t miss your chance to make this beautiful home yours—schedule your showing today before it’s gone!

1514 Legacy Club Drive Unit 1514, 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

$379,000
3 Beds 3 Baths Oakland Shores SubDv. 32751 Zip Code
Welcome to 518 Oak Lane — a bright and spacious 3-bedroom, 3-bath home with 1,999 sq ft on a 0.33-acre lot in one of Maitland’s most desirable neighborhoods. On the market for the first time in nearly 50 years, this well-maintained property offers timeless charm, modern updates, and strong potential. Each bedroom features a walk-in closet, and all three bathrooms are designed for comfort and privacy. The home includes a large laundry room, built-in storage, and an open, light-filled layout with potential to connect the kitchen and living areas. Recent upgrades include a new roof (2024), new hot water tanks (2025), and replumb (2025), making it move-in ready. The oversized driveway offers ample parking, and with no HOA, you have freedom to personalize. Located near top-rated schools, parks, shopping, dining, and major highways — just minutes from downtown Maitland and Winter Park. Whether you're looking to renovate or invest, this home is a rare find with lasting value. This home may be under audio/visual surveillance.

518 Oak Lane, Maitland

$385,000
3 Beds 2 Baths Druid Hills Park SubDv. 32751 Zip Code
Experience Modern Florida Living at Its Finest Step inside this fully remodeled 3-bedroom, 2-bathroom residence and discover a seamless blend of sophistication, comfort, and everyday functionality. With a spacious 2-car garage, a welcoming front porch, and a large screened-in patio, this home offers the ideal balance of indoor elegance and outdoor tranquility. From the moment you enter, natural light fills the open-concept living and dining areas, highlighting the exquisite craftsmanship and premium finishes throughout. The gourmet chef’s kitchen is the true centerpiece — boasting custom cabinetry, sleek quartz countertops, a designer tile backsplash, and top-of-the-line stainless steel appliances. Whether you’re preparing weekday meals or hosting a dinner party, this kitchen delivers style and performance in perfect harmony. The home’s layout is thoughtfully designed for both comfort and connection. The living spaces flow effortlessly toward the screened-in patio, creating an inviting atmosphere for entertaining, relaxing, or enjoying quiet evenings in your own private retreat. Each of the two spa-inspired bathrooms has been completely transformed with luxury tile, contemporary vanities, and premium fixtures — evoking the serenity of a high-end resort. The primary suite serves as a peaceful haven, featuring generous space, soft natural light, and a modern ensuite designed for relaxation and rejuvenation. Step outside and enjoy the Florida lifestyle from your oversized screened patio, ideal for morning coffee, weekend gatherings, or simply unwinding under the stars. The 2-car garage provides plenty of room for vehicles and storage, adding convenience to your daily routine. Perfectly situated with easy access to major highways, this home offers unbeatable proximity to fine dining, upscale shopping, and world-famous theme parks. Whether you’re commuting, exploring, or entertaining, you’ll find yourself at the center of it all — without sacrificing peace and privacy at home. Every element of this remodel has been thoughtfully chosen to create a residence that feels brand new, yet instantly welcoming. From the modern finishes to the open layout and outdoor living space, this property captures the essence of effortless Florida living. Come experience the perfect combination of design, comfort, and location — and fall in love with the home you’ve been waiting for.

314 Banyan Drive, Maitland