32751 Zip Code FL 3+ Acre Real Estate, Homes for Sale

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

Experience the ultimate in lake lifestyle living with this beautifully renovated four-bedroom, three-bath home located on the canal to Lake Maitland — one of the most desirable lakes on the Winter Park Chain-of-Lakes. Tucked away on a quiet cul-de-sac just one house from open water, this home offers the perfect blend of waterfront serenity and access to vibrant city amenities. Inside, the residence has been thoughtfully updated over the past six years, preserving its character while incorporating modern finishes. Refinished original hardwood floors flow through the main living areas, and the remodeled kitchen features quartz countertops, a glass backsplash, a Wolf gas cooktop, and opens to a bright, sunlit family room with three sets of French doors that lead to the pool, side deck, and expansive outdoor living areas. The spacious living room and a stylish media/den with a striking marble accent wall provide comfortable spaces to relax or entertain. The primary suite features French doors to the pool and a luxurious en-suite bath with a soaking tub, large glass shower, dual sinks, and a showstopping glass walk-in closet. Two additional bedrooms share a Jack-and-Jill bath, and a fourth bedroom with a full bath adds flexibility. Outdoor living takes center stage with a completely renovated pool featuring a HeatWave heating and cooling system and a sand-blasted marble deck. A generous covered lanai offers plenty of space to relax, grill, and entertain, and includes a 20x15-foot SunSetter motorized awning with LED lighting for shade and ambiance. Enjoy canal-front lounging on the WearDeck composite deck, or hop on your boat or Jet Ski from the covered boathouse with hoist lift and floating dock. Recent upgrades include a new Bosch A/C system (2024) with 10-year warranty and a new roof (2019) with transferrable warranty. Located minutes from Park Avenue in downtown Winter Park, this home also offers quick access to Maitland’s cultural corridor with its growing list of restaurants, Lake Lily Park, the Maitland Public Library, and the popular Lake Lily Farmers’ Market. This is a rare opportunity to enjoy the best of waterfront living in an unbeatable Central Florida location.

210 Shell Point W, Maitland

$580,000

4 Beds ⋅ 3 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. You know it is your house as you walk on your brick pavers to your front porch. As you enter the wide double doors they beckon you inside. This is your Rutenberg style floorplan home which is designed for both comfort and style. Heart of the Home: The Kitchen is at the center of the home and has been thoughtfully updated with solid wood cabinets, a functional working island, ample drawer space, and a spacious pantry. The cozy eat-in nook overlooks your brick paver-surrounded, screened-in pool, creating a perfect spot for morning coffee or casual meals. Living Spaces: The family room opens easily, featuring a charming brick fireplace with an electric crackle for ambiance. Three additional bedrooms are thoughtfully arranged, including a pool-planned bathroom and a secondary ensuite bath for guests or family. Formal Living & Dining An L-shaped formal living and dining room divides the home, offering elegant spaces for entertaining or relaxing. Primary Suite Retreat The updated primary suite is a true retreat, featuring a private water closet, step-in shower, double sinks, and double closets. Wide doors throughout make movement easy and accessible. Convenience & Extras Laundry facilities are conveniently located on the way to the two-car garage, where you’ll also find a carbonated water filter just outside the door for fresh, sparkling water. Outdoor Living For those who love the outdoors, the large cobblestone deck wraps around the screened-in pool, providing plenty of space for entertaining year-round. There’s a fire pit in the backyard to enjoy. We are proud to offer reality staging and reality renovations with stage, style & design by dakini.

2318 Castlewood Road, Maitland

$250,000

Clark Add To Maitland SubDv. ⋅ 32751 Zip Code

Over 1/2 an acre cleared corner commercial lot located in heart of The Historic Town of Eatonville. Is nearby all the major highways. The area is going through redevelopment, which is a great opportunity for a new business in the that area. Zoned C-3 for commercial mixed usage. The front of lot is on People St. There is rear access also on S W St.

20 E People Street, Maitland

$525,000

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

Welcome to 503 Lake Shore Drive in beautiful Maitland – where charm meets modern updates in a prime central location! This beautifully updated home is nestled across the street from scenic Lake Faith and offers a rare combination of character, functionality, and thoughtful renovations — all with no HOA. Step inside to discover an inviting open-concept floor plan featuring luxury vinyl plank floors throughout, a wood-burning fireplace with a brick mantle in the Living room, and built-in shelving in the family room & office that adds both charm and endless storage AND decor options. The versatile bonus room overlooks the expansive backyard and is perfect as a home office, playroom, or hobby space. A breakfast bar off the dining room makes entertaining easy, and the kitchen, remodeled in 2023, showcases modern finishes and plenty of cabinet space. Both bathrooms have been tastefully updated (master bath in 2020, hall bath in 2023) and the home’s major systems are already taken care of, including HVAC & ductwork (~2016), plumbing (2019), windows (2014), hot water heater (2024), roof (2023), and a newer electrical panel — offering peace of mind for years to come. The 2-car garage is more like a tandem 3-car, it is so large! Outdoor living is equally impressive with a charming front porch and a large screened back porch with beautiful wood ceilings, perfect for relaxing or hosting gatherings. The huge, fully fenced backyard features an irrigation system and fire pit, providing endless space for play, pets, or even a future pool. An oversized garage adds extra storage and parking flexibility. Situated in a sought-after Maitland location close to major highways, shopping, dining, and top-rated schools, this home offers the best of convenience and comfort — don't miss out!

503 Lake Shore Drive, 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

$200,000

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

SOLD

350 Lime Street, Maitland

$2,650,000

5 Beds ⋅ 5 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code

Stunning waterfront residence on Lake Minnehaha, part of the celebrated Winter Park Chain of Lakes! This spacious 5-bedroom, 4.5-bath home is designed for luxurious lakefront living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring a Thermador 6-burner gas range, GE Monogram side-by-side refrigerator and freezer, Bosch dishwasher, wine refrigerator, and a separate prep area with additional GE oven and dishwasher. The expansive first-floor primary suite offers lake views, a spa-style bath with custom cabinetry, an oversized shower, and a dedicated shoe closet. An additional first-floor bedroom with a private ensuite bath is ideal for guests or in-laws. Upstairs, you’ll find three additional bedrooms, two full baths, and a private office with serene views. Enjoy Florida living year-round with a resort-style outdoor space that includes a covered lanai, sparkling pool and spa, fire pit, and a covered boat dock. Bring your ski boat and jet skis — your backyard is a waterfront playground. Plantation shutters throughout add a classic touch to the interior. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Rare opportunity to live on the water in one of Central Florida’s most sought-after communities!

591 Dommerich Drive, 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

$525,000

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

One or more photo(s) has been virtually staged. Welcome home to this well outfitted 4 Bed 2.5 Bath home in sought after Maitland. Tastefully upgraded home on a generous lot, with in ground pool. Great upgraded kitchen with custom cabinets for extra storage complemented with upgraded Stainless Appliances and granite counters. Thoughtful upgrades at every turn. Currently zoned for Winter Park HS. Close to everything that Maitland and Winter Park known for, shopping dining and more. Don’t wait, come see today.

1024 Kewannee 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

$3,500,000

Coopers Sub SubDv. ⋅ 32751 Zip Code

Prime mixed-use commercial property perfectly situated between the vibrant cities of Maitland and Winter Park. This centrally located asset offers both visibility and versatility. The listing encompasses a 29-unit multifamily building, adjacent commercial building 429 E. Kennedy Blvd, and a commercial lot 34 N. West St —offering incredible potential for future development, expansion, or mixed-use revitalization. Whether you’re an investor or developer, this is a rare opportunity to be part of a growing community with active revitalization efforts. New roof installed in 2023.

421 E Kennedy Boulevard, Maitland

$524,900

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

Welcome to 2621 Queen Mary Place where charm, comfort, and location come together in one perfect Maitland home. Tucked at the end of a quiet cul-de-sac in the gated Brittany Gardens community, this beautifully maintained 3-bedroom, 2-bath home offers over 2,100 sq ft of thoughtfully designed living space. Freshly updated and move-in ready, the home features brand-new flooring, abundant natural light, and elegant touches throughout from crown molding and recessed lighting to custom built-ins. The kitchen is a true standout, with Silestone countertops, modern appliances, generous cabinetry, a functional island, and a sunny bay window breakfast nook. The private primary suite includes a walk-in closet, dual sinks, and a spacious walk-in shower. A smart split-bedroom layout ensures added privacy, with two guest bedrooms and a full bath on the opposite side of the home. Additional highlights include: Laundry room conveniently located off the primary bath 2-car garage with 20 ft ceilings and extra storage. Manicured neighborhood with mature trees and gated access Community access to Howell Creek, Lake Waumpi, and scenic green spaces All just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer. This is more than a home, it’s a lifestyle. Come see it in person to truly appreciate what makes it special.

2621 Queen Mary Place, 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

$1,350,000

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

The home you’ve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior with its striking curb appeal will immediately draw you in before you even set foot inside. Entering through the foyer, you will feel a welcoming ambiance being flanked by a home office on one side and a multi purpose room on the other, flowing right into the wide open living spaces straight ahead. The family room features a brick fireplace, high cathedral ceilings and so much natural light seamlessly connecting to the kitchen, which has been updated to perfection. The large island has a beautiful stainless farmhouse sink and the cooktop encompassed inside the whitewashed brick nook will tempt even the most novice chef into whipping up an extravagant meal. The abundant natural light reflects off the stunning countertops and decorative mirrored backsplash adorning additional countertop space and even more cabinet storage for all of your culinary supplies. The dining area sits right next to the kitchen, centered around a beautiful bay window and wooden beamed ceiling with an artistically designed chandelier. The split floor plan is tastefully done with the master off to one side featuring a large ensuite bathroom with dual closets, a seating area, a large tub and walk in shower. To the other side of the living space is a hallway with the additional three bedrooms, a bathroom, the indoor laundry room with garage access and a flight of stairs leading up to the loft overlooking the downstairs that can be used in a number of creative ways. Exiting through either the main living area or the dining room, you will walk out onto a beautifully redone patio featuring marble tile under cover with a large ceiling fan. The backyard of this home is something out of your imagination, fully encompassed by a newer wood fence and featuring a fire pit and a hand constructed tree house with ninja warrior vibes, not to mention the newly installed heated pool featuring a sizeable sun shelf and color-changing lights to keep the fun going well into the evening hours. The sheer size of the backyard alone will have you continuously coming up with ways to take the fun outdoors. With neighborhood lake access, zoning for top rated schools and close proximity to everything the cities of Maitland and Winter Park have to offer, this is the one you won’t want to miss. Schedule your life-changing showing today!

2047 Howell Branch Road, 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

$410,000

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

Welcome to this beautifully maintained 4-bedroom, 2-bath gem nestled in the heart of Maitland! Thoughtfully designed with both style and functionality in mind, this home offers a versatile floor plan featuring vaulted high ceilings, split bedrooms, both formal living and family rooms, perfect for entertaining or quiet evenings at home. The fourth bedroom, adorned with elegant French doors, makes an ideal home office or creative studio space. Step inside to discover warm engineered wood floors in the main living spaces, creating a cozy and inviting ambiance. The kitchen overlooks the family room, with it's own eating area, making it the true heart of the home . Enjoy year-round comfort with a 2021 A/C system, a new roof 2017, new water heater 2025 and the peace of mind that comes with new windows and sliding door to large lanai. The brick paver driveway adds charm and curb appeal to this well-maintained property. The backyard is fully fenced, ideal for pets, play, or weekend gatherings. As a bonus, the garage refrigerator conveys with the home! Conveniently located near RDV Sportsplex/Genesis Health Club, I-4, Winter Park, Trader Joes, Whole Foods and a variety of great shopping and dining options.

2132 Tortoise Shell Drive, Maitland

$575,000

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

Nestled on a spacious corner lot in the highly sought-after Dommerich/Highland Park neighborhood, this distinctive two-story Mid-Century home offers both character and flexibility. With 5 bedrooms and 3 full baths, the layout is ideal for multigenerational living or accommodating guests with ease. Upstairs, the 5th bedroom serves as a private in-law suite, complete with a walk-in closet, full bath with shower, and ample room for a cozy sitting area or studio-style setup. On the main floor, the primary suite features its own bathroom and a generous walk-in closet, offering comfort and privacy. The heart of the home is a beautifully renovated kitchen with timeless shaker-style cabinets, granite countertops, soft-close drawers, stainless steel appliances, and a charming island perfect for casual meals or morning coffee. Adjacent to the kitchen is a built-in workspace, ideal for a home office or study station. Just off the kitchen, the family room invites relaxation with it's wood burning fireplace, beamed ceiling, and seamless access to the outdoor living area. Step through the sliding doors to your private screened-in pool oasis, complete with updated pool equipment and a spacious backyard ideal for entertaining or gardening. Located just minutes from top-rated Maitland schools, well known restaurants, boutique shopping, scenic lakefront parks, and major highways. Popular Winter Park, downtown Orlando, and area attractions are all within reach. Don't miss the opportunity to make this one-of-a-kind property your forever home.

2491 Lauder Drive, Maitland

$476,500

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

“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland

$150,000

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

Be the first to explore this brand new to the market, first time available in years. Discover the perfect blend of comfort, convenience and charm in this unit waiting for your personal touches. With some tlc you will enjoy a great first floor unit in a desirable location. Whether you are a first time buyer or looking to downsize, unit I5 offers an exceptional opportunity to your own space in a sought-after community. Enjoy the close proximity to shopping, dining and scenic outdoor.

1140 S Orlando Avenue Unit I-5, Maitland

$614,900

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

This 4-bedroom, 2-bath corner-lot home in the sought-after Dommerich neighborhood blends mid-century charm with thoughtful updates and room to grow. Set on a .27-acre lot with mature landscaping, a brick-paved walkway, and an oversized driveway, this home offers easy curb appeal and a warm welcome. Inside, vaulted ceilings, exposed beams, and large windows fill the living spaces with natural light. A cozy family room with a fireplace and built-ins opens to a flexible layout, perfect for both everyday living and entertaining. The kitchen features solid-wood Amish cabinetry, quartz countertops, a built-in island cooktop, and new kitchen appliances. Step through the screened-in porch into a private backyard retreat. You’ll find a large open-air pool, a covered patio for grilling and relaxing, and a concrete sports pad ideal for basketball, scooters, or even a future pickleball court. There’s space to stretch out, play, and host — whether it’s a quiet evening at home or a weekend gathering. Recent upgrades include a 2019 roof, PEX plumbing, newer AC, new pool equipment (2022), updated plank flooring, and fresh paint inside and out — the big-ticket items are already handled. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and just minutes from parks, trails, and the dining and shops of Downtown Winter Park. This neighborhood is known for its friendly community, walkable streets, and long-term value. If you’re looking for a home where your family can settle in, grow up, and make memories — 2400 Deloraine Trail is ready to welcome you. Step outside through the screened sunroom to your private backyard oasis, complete with a sparkling swimming pool, expansive patio seating, and a large patio perfect for the grill and lounging, an entertainer’s delight. The home also includes a generous attached 2-car garage with laundry hookups and extra storage. Located just minutes from A-rated Dommerich Elementary, Maitland Middle, and Winter Park High, and close to Downtown Winter Park’s shops, restaurants, and cultural attractions, this home offers an exceptional lifestyle in a coveted neighborhood.

2400 Deloraine Trail, 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

$550,000

3 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Welcome to the highly sought after subdivision of Stonewood where this beautiful home is ready for new owners! This home has been well maintained and meticulously cared for with pride for the past 30 years by the same owner. As you pull up, you'll notice the stunning curb appeal complete with colorful landscaping, fresh exterior paint, mature oak trees, and brand new roof (2025)! As you step inside, you'll be greeted by an abundance of natural light and an inviting floor plan perfect for any family. The interior has been updated with brand new carpet and vinyl flooring in all of the living areas, fresh paint throughout, and new light fixtures! The kitchen is at the heart of the home and is bright, spacious, and connects to the living room, which is perfect for entertaining! The bedrooms are on a split floor plan ideal for quiet and privacy. The primary bedroom is large and fully equipped with multiple walk in closets and a spacious en suite. Step outside through the french doors into your large screened-in porch so you can enjoy all that Florida has to offer. The backyard is fenced and shaded by the mature oak trees, perfect for a swing set or enjoying time with friends and family. Stonewood is a beautiful, established neighborhood in the heart of Maitland. It has great school options nearby and is also conveniently located near shopping, dining, and major roads allowing for easy commute around town. Don't wait on this one; schedule your showing today!

444 Stonewood Lane, Maitland

$249,000

32751 Zip Code

* ELEVATED completely Move-in Ready Medical Office Suite in Maitland Exchange * Maximum Exposure -Private façade Signage Opportunity directly on N Orlando Ave. Perfectly located in a strong Maitland/Winter Park submarket, near I-4 and Advent Health Orlando and Winter Park. HIGH END 2024 Renovation- Two built-out exam rooms, Physician’s office, reception, break-room & private restroom. New- LED lighting, raised ceiling, high-end cabinetry. High traffic count w/ direct frontage on N Orlando Ave (17-92)· Downtown Maitland zoning – Medical Offices, Professional Offices, Retail.

670 Orlando Avenue Unit 201, Maitland

$550,000

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

Welcome to your beautifully renovated corner-lot oasis in the desirable English Estates community of Maitland! This stunning 3-bedroom, 2-bathroom POOL home offers the perfect blend of modern upgrades, indoor-outdoor living, and an unbeatable location. Step inside and be greeted by an abundance of natural light and a spacious, comfortable floor plan. The upgraded kitchen features sleek GRANITE countertops, modern cabinetry with GOLD hardware, and a striking TILE fireplace—perfect for cozy evenings and stylish entertaining. Relax or entertain year-round in the screened-in porch overlooking your private backyard retreat. Take a refreshing dip in the sparkling POOL, or unwind under the GAZEBO—ideal for gatherings or peaceful mornings with coffee. Major updates include:NEW plumbing, NEW HVAC & A/C, 2023 Roof, and a Smart thermostat. Both bathrooms have been completely RENOVATED with elegant finishes. Location is key—just a short walk or BIKE ride to the scenic Kewannee Trail, and only 4 miles to Altamonte Mall. Here you will be moments from great schools, dining, shopping, and you'll have convenient access to I-4, making it easy for commuting. This home is truly a MUST-SEE. Schedule your private showing today.

2201 Sunderland Road, Maitland

$275,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph B SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and style in mind. Step into the gorgeous NEW kitchen featuring custom NEW cabinetry, sleek granite countertops, and a full set of brand-NEW stainless steel appliances, making it as functional as it is beautiful. The kitchen flows seamlessly into the living space, where premium luxury laminate flooring offers a sophisticated look with superior durability and comfort. The main level includes a convenient guest room with sliding doors that opens to a private, tiled courtyard with a quaint garden area—perfect for relaxing or entertaining and a fully renovated bathroom . No front-facing neighbors provide enhanced privacy while enjoying the serene front patio and upstairs balcony, offering peaceful wooded views. Upstairs, you’ll find TWO oversized PRIMARY SUITES EACH WITH IT'S PRIVATE BATHROOM, each designed as a personal retreat. The front-facing suite features a private balcony, ideal for morning coffee or unwinding in the evenings. Additional highlights include: Brand New tankless water heater, New AC system, New washer and dryer included in a spacious laundry room with ample storage, Fresh interior paint, fully renovated kitchen and bathrooms! Located in the highly desirable Park Lake Grove community in Maitland, close to Winter Park's best dining, shopping, and cultural attractions. The HOA includes exterior building maintenance, landscaping, a community pool, and access to a private dock on Park Lake—perfect for relaxing by the water. This is truly a move-in-ready home offering worry-free homeownership and luxury living in one of Central Florida’s most sought-after areas. Don’t miss out—schedule your private showing today!

1618 Gulfview Drive Unit 417, 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

$369,000

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

Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are well-proportioned and offer flexible space for guests or a home office. Incredible potential for a primary residence, second home, or investment property! Situated just minutes from Winter Park, schools, shopping, dining, and beautiful local parks, this location can’t be beat. Enjoy the peace of a gated community with the convenience of everything Central Florida has to offer right nearby. All information recorded in the MLS is intended to be accurate but cannot be guaranteed, buyer advised to verify.

2625 Queen Mary Place, Maitland

$825,000

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

One or more photo(s) has been virtually staged. Welcome to 125 White Oak Circle—a rare opportunity to own a beautifully renovated 4-bedroom, 2.5-bath home offering 2,524 square feet of refined living space in one of Maitland’s most peaceful and desirable neighborhoods. Tucked near the tranquil shores of Lake Sybelia, this meticulously maintained 1/3-ACRE CORNER-LOT residence combines timeless charm with modern luxury. The lot is thoughtfully balanced, offering generous space in both the front and fully fenced backyard. From the moment you arrive, the pride of ownership is unmistakable. Extensive updates offer peace of mind and lasting value: NEW ROOF (2019), NEW PELLA WINDOWS with hurricane-rated frames (2022), new garage door (2022), NEW ELECTRICAL PANELS (2022), exterior paint (2019), FULL REPIPE (2019), all new electrical outlets and rocker-style switches, added attic insulation, updated irrigation and Provista St. Augustine sod (2022), epoxy garage floor, and upgraded laundry with LG front-load washer and dryer set on pedestals for convenient storage. The garage also includes a full-size refrigerator. The home’s stately brick façade, double entry doors, and paver walkway are framed by lush landscaping—including magnolia trees, a mature oak, Japanese blueberry, pygmy palms, pines, and more. Curb appeal is just the beginning. Inside, you’ll find wide luxury vinyl plank flooring throughout, 5" baseboards, 4" door casings, crown molding, and solid cedar interior doors. The spacious bedrooms offer comfort, and the home provides abundant closet storage throughout—perfect for keeping everything organized and out of sight. The gourmet kitchen is a showstopper—fully remodeled with custom cabinetry to the ceiling, quartz countertops, a designer backsplash, matte black hardware, and high-end Bosch appliances (including refrigerator, dishwasher, and range hood), plus a GE induction cooktop and oven. The bathrooms have been completely updated with stylish vanities, new fixtures, tile, and toilets. The primary suite includes an oversized walk-in shower, offering a spa-like experience. The family room features a cozy brick wood-burning fireplace, while the formal living and dining rooms provide the perfect space to gather. A light-filled enclosed Florida room adds flexibility—ideal for a home office, playroom, or additional lounge space. Step outside to your private, fenced backyard oasis—perfect for relaxing under swaying trees and blue skies, or entertaining on the paver patio. Located just across the street from Orangewood K–12 private school and near the neighborhood’s Lake Sybelia Elementary, this home is a dream for families. Enjoy serene walks to Lake Sybelia’s park—complete with a playground and fishing dock—or take a quick bike ride to Independence Lane and Lake Lily for Sunday farmers markets, community events, and local dining. With quick access to I-4, you’re just minutes from everything Central Florida has to offer—yet nestled in a quiet, tree-lined enclave that feels worlds away. This turnkey residence blends thoughtful design, quality craftsmanship, and a prime location for a truly exceptional lifestyle. Don’t miss this opportunity—schedule a showing today!

125 White Oak Circle, Maitland

$230,000

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

Welcome to your resort-style retreat in the highly sought-after Visconti East community of Maitland, Florida! This spacious three-story condominium perfectly blends comfort, convenience, and resort-style living. Step inside to discover a thoughtfully designed layout ideal for modern living. The main level features a kitchen ready for all your culinary adventures, offering ample counter space and a layout that opens to the dining and living areas—perfect for entertaining while staying connected with your guests. The open-concept living and dining rooms are filled with natural light, enhanced by a neutral color palette that creates a warm and inviting atmosphere. Upstairs, the expansive primary suite serves as a private sanctuary, complete with a well-appointed en-suite bathroom featuring a shower/tub combination and dual-sink vanity. A second bedroom and another full bathroom with a tub/shower combo provide comfort and flexibility. For added convenience, an interior laundry area is located in the hallway, and the washer and dryer are included! You'll also find a versatile office/den—or potential third bedroom—perfect for remote work, hobbies, or hosting overnight guests. The two-car garage offers both convenience and security, with additional storage space to keep your home organized. Enjoy a wealth of resort-style amenities just steps from your door, including: • Two sparkling swimming pools • 24-hour fitness center • Tennis, basketball, and pickleball courts • Clubhouse • Beautifully maintained, landscaped grounds Water, sewer, pest control, and valet trash service are included in the HOA dues. A secure trash receptacle is conveniently located by your front door. Whether you're searching for your next home or a strong investment opportunity with excellent rental potential (minimum one-year lease), this property has it all. Visconti East offers gated security and is centrally located near top shopping, dining, and entertainment. With easy access to major highways, downtown Orlando, Winter Park, and the area's world-famous attractions are all within reach. Don’t miss your chance to own a piece of paradise in one of Maitland’s most desirable communities. Schedule your private showing today and envision yourself living the resort lifestyle you deserve!

1825 Shadow View Circle Unit 1825, Maitland

$319,900

3 Beds ⋅ 3 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code

Welcome to 479 Citrus Lane in beautiful Maitland, Florida—a rare find at an incredible price! This spacious half-duplex offers just under 1,500 square feet of comfortable living with 3 bedrooms and 2 bathrooms, including a convenient first-floor master bedroom. Enjoy the peace of mind that comes with a recently installed HVAC system and the bonus of a 2-car garage. Step outside to a screened-in patio overlooking a fully fenced backyard—perfect for relaxing or entertaining. Located in a well-maintained community just minutes from downtown Winter Park, this home combines unbeatable location with SUPER LOW HOA fees. It’s clean, move-in ready, and waiting for its new owners to make it their own!

479 Citrus Lane, 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

$170,000

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

PRICE REDUCTION! LOCATION! LOCATION! LOCATION! INVESTOR SPECIAL! This 3-bedroom, 2.5-bath condo in the heart of Maitland offers unbeatable convenience, just minutes from shopping, dining, and easy access to I-4. BRAND NEW AC! All bedrooms are located upstairs, with spacious layouts. The garage has been converted into a bonus room with A/C, perfect for a home office, gym, or additional living space. Enjoy your own private, fenced patio, and take advantage of the community amenities including a sparkling pool, a dock on Lake Gem, and beautifully maintained landscaping with mature trees. Zoned for top-rated schools. This is a prime opportunity for investors or anyone ready to unlock this home’s full potential. Don’t miss it! Call today for your private showing.

860 Park Lake Circle Unit 53, 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

$650,000

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

sold data entry

1055 Thunder Trail, 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

$343,500

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

Beautifully renovated and ideally located on the Maitland/Winter Park border, this 3-bedroom, 2-bath oasis is ready to welcome you home. Spacious rooms meet modern styling throughout the nearly 1,300-square-foot space, which boasts a desirable split layout, luxury vinyl plank flooring, and a host of upgrades, including a new roof, water heater, garbage disposal, and AC. The expansive living area features vaulted ceilings with artfully designed skylights and a white-brick fireplace, while a fully remodeled kitchen beckons home chefs and entertainers alike with all new stainless-steel appliances, ample countertop space, and generous cabinetry. Featuring two large custom-designed closets, the primary suite opens into an ensuite bath and walk-in shower. Two more bedrooms—one of which is perfectly suited as an office—plus a modern guest bath with classic subway tile round out the inviting home. A new washer and dryer are located inside the spacious one-car garage. Enclosed with new fencing, the backyard is your blank canvas—a swath of land just awaiting the right touch. Put in that pool you’ve always dreamed of or design a sprawling garden to rival Martha Stewart’s—whatever your vision, this sprawling space can bring it to life. Whether you’re relaxing in the spacious living area, whipping up your favorite dinner in the new kitchen, or retreating for a quiet night in the primary suite, your new home offers a living experience that maximizes comfort and exudes style.

1980 Water Lane, Maitland

$6,650,000

4 Beds ⋅ 6 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Sold data entry.

119 Whitecaps Circle, Maitland

$599,000

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

Welcome to this beautifully renovated 3 bedroom, 2 bathroom pool home, nestled in the prestigious Dommerich Estates neighborhood in Maitland. This home combines classic midcentury charm with modern updates, offering the perfect balance of comfort and easy living. As you enter the home, you will find an updated kitchen with quartz counters, wood cabinets, stainless steel appliances. stone flooring and an in room dining area. The bright and open living room, dining room, and adjacent bonus room/office are a perfect space for entertaining and have exquisite, recently refinished wood floors. The large primary bedroom has a beautifully refinished wood floor, a walk in closet and it's own adjoining bath room with pedestal sink and shower. The 2 additional bedrooms share an updated bathroom with 2 sinks, bath/ shower combo and ample storage in the updated cabinetry. Plantation shutters are installed on all bedroom windows. The property is beautifully landscaped, and the backyard is a personal oasis, complete with oversized screened in porch covering a gorgeous saltwater pool, hot tub and outdoor dining/lounging area surrounded by beautiful brick pavers. Meticulously maintained and renovated over the years, this home has thoughtful updates throughout, including a newer roof, modern finishes, and updated hvac system. Located within the fantastic Dommerich Estates community, the home is benefitted by deeded lake access to Lake Minnehaha and the community's lake lot and boat ramp. Located within the highly rated Dommerich Elementary, Maitland Middle, and Winter Park High School zones, the home is just a short walk to the Maitland Community Park and the many other amenities this wonderful community offers. Bring your own boat or your kayak and enjoy the best that Dommerich Estates living has to offer.

1639 Choctaw Trail, Maitland

$510,000

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

Welcome to 2220 Derbyshire Road, located in the highly desirable English Estates neighborhood. This spacious residence offers nearly 2,200 square feet of living space with four bedrooms, two bathrooms, and a quarter-acre lot complete with a large Florida-style pool and spa. This home has been maintained and thoughtfully upgraded, and now features a brand-new roof, a new HVAC system, updated fencing, and added gutters. From the moment you step through the glass front door, you'll be greeted by a large foyer with high ceilings and wood flooring that flows through the main living spaces. The oversized formal dining room, complete with crown molding and wainscoting, is perfect for hosting gatherings. The formal living area transitions seamlessly into a family room with built-ins and space overlooking the kitchen and the covered patio. This set up creates an easy and inviting layout for both everyday living and entertaining. The kitchen boasts solid wood cabinetry, stone countertops, stainless steel appliances, and a tile flooring. A large eat-in area and breakfast nook complete the space. The glass sliding doors open to a spacious covered patio with vaulted ceilings and fans, overlooking the expansive backyard pool and spa. Inside, the home offers three bedrooms plus a versatile fourth room, which functions well as a guest room, home office, home gym or playroom. The primary bedroom is situated at the back right of the home, with its own sliding glass door out to the backyard and pool area. Situated in the heart of Seminole County and zoned for some of Central Florida’s top-rated schools, this home is just minutes from Maitland City Center, Kewannee Park, SunRail, and major roadways including 436, 414, and I-4—putting Winter Park, Casselberry, and downtown Orlando all within easy reach. This home offers location, space, and upgrades. Call today to schedule a private tour.

2220 Derbyshire Road, Maitland

$425,000

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

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. 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 Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland

$689,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 4th Add SubDv. ⋅ 32751 Zip Code

Welcome to 1850 Geronimo Trail, a well-maintained, mid-century gem on one of the best and quietest streets of Maitland’s coveted Dommerich Estates. This updated 3-bedroom, 2-bath home blends timeless style with contemporary comforts, all nestled in a quiet and safe community served by top-rated schools. Inside, you’ll find wood-look tile flooring throughout the main living areas, a classic brick fireplace, large bright windows, and a modern kitchen with a massive island that flows effortlessly into the dining room—perfect for entertaining or everyday living. The spacious primary suite features an ensuite bath, and the layout offers an easy indoor-outdoor lifestyle. Step outside to enjoy the private screened-in pool, a large insulated covered porch added in 2023, and custom-designed landscaping framed by a vinyl fence. Additional updates include a new shingle roof (2023), light and bright stucco finish and exterior paint (2023), and a new A/C system (2025). The side-entry two-car garage provides plenty of parking and curb appeal. As a bonus, homeowners enjoy optional access to Lake Minnehaha and the Winter Park Chain of Lakes via the neighborhood boat ramp and private park. Dommerich Estates is a beloved waterfront neighborhood just 6 miles north of downtown Orlando, with walkable access to Maitland Community Park’s tennis courts, boardwalk, playground, bike trails and more. Seller is ready to start their next chapter they are motivated! Don’t miss your opportunity to live in one of Central Florida’s most established and desirable communities!

1850 Geronimo Trail, Maitland

$186,000

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

Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the Realtors remarks below. A technology fee will apply to the buyers agent upon consummation of a sale. The property is under Highest and & Best with a current due date of 9/29/2025 11:59:00 PM Mountain Time.

1960 Legacy Cove Drive Unit 1960, 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

$290,000

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

This impeccable first-floor corner unit features an abundance of natural lighting that creates a warm and inviting atmosphere throughout. Upon entry, you are welcomed by a spacious living room that offers picturesque views of a beautiful courtyard, perfect for relaxing evenings. The adjacent dining room, situated conveniently next to the kitchen, boasts elegance and comfort. This meticulously maintained property showcases numerous upscale amenities, including a ***NEW AC UNIT INSTALLED June 10, 2025***, granite countertops in the kitchen, a large volume single-basin kitchen sink, modern appliances, as well as recessed lighting in the kitchen, dining, living areas, and owner suite. The interior is adorned with contemporary light fixtures and modern color palettes, creating a stylish and serene ambiance. Step outside to enjoy the serene surroundings from the screen-enclosed front patio or the rear lanai overlooking a peaceful garden courtyard. Residents also have access to a range of community amenities, including a swimming pool, clubhouse, and a scenic lake to enhance the overall living experience. Conveniently situated in the desirable West Lake Faith community near the intersection of Maitland Boulevard and Maitland Avenue, with easy access to I-4 and 1792, this property provides a prime location near various shops, restaurants, and hospitals. This beautifully maintained condo is perfectly suited for a range of lifestyles. Don't miss the opportunity to make this exceptional property your own!

305 West Lake Faith Drive Unit 139, 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

$425,000

Bel Air Estates SubDv. ⋅ 32751 Zip Code

Don't miss this opportunity to purchase a 6-bedroom, 2 and a half bath duplex right next to downtown Maitland, FL. This home was converted into a duplex, making it a great investment property. The rooms are large with an open layout, and several updates have been made to the property. Enjoy having a low energy bill with newly installed solar panels that sit on a two-year-old roof, making insurance easy to obtain and affordable. Call to schedule a showing or for more information.

14 Bel Air Street, 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

$550,000

3 Beds ⋅ 2 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

This beautiful 3/2 Maitland home has been meticulously cared for. It boast original hardwood floors in the living room and bedrooms, and travertine in kitchen and dining room. Bathrooms have been renovated, windows replaced 2021, roof 2018 and A/C in 2018. Big fenced in yard. The home is in a great location close to Park Avenue, downtown Maitland, lots of great restaurants and shopping. Zoned for Dommerich elementary and Maitland middle school.

162 Orange Place, Maitland

$220,000

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

Located in the heart of Maitland, this cozy, two-story townhouse features a practical layout with double ensuites and a stair lift, allowing full accessibility. Its inviting open floor plan and private courtyard are designed for everyday functionality and enjoyment. The main living space features a living-dining combination that is open to the kitchen, which boasts stainless-steel appliances and offers direct access to the courtyard, making it an ideal space for daily living and entertaining guests. This three-bedroom, three-bathroom split floor plan design offers privacy and enhances functionality; use the downstairs bedroom with its full private bathroom for guests, or as a media room, game room, hobby room, or however you see fit! Upstairs, the roomy primary suite includes a spacious corner closet for maximum storage and a private screened balcony to unwind at the end of the day. The screened balcony offers protected outdoor relaxation, while the courtyard provides a versatile private outdoor space. Recent updates include a new electric panel in 2022, and the HOA installed a new roof in 2018, ensuring peace of mind for years to come. For those hot Florida days, the community offers residents a well-maintained pool to cool off and relax. Its location is another key element. Convenient access to I-4 and Orange Avenue makes commuting and adventuring across Central Florida straightforward. Schools are just minutes away, and Downtown Orlando is easily accessible. Cultural attractions, including the Orlando Science Center and the Museum of Art, are nearby, offering fantastic entertainment and educational opportunities. Healthcare needs are well-served with hospitals close by. Schedule your showing today to experience this well-maintained townhouse firsthand with modern amenities, a convenient location, and comfortable living spaces that are perfect for your next home.

818 Park Lake Circle Unit 10, 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

$170,000

1 Beds ⋅ 1 Baths ⋅ Visconti West Bldg 5 SubDv. ⋅ 32751 Zip Code

Welcome to easy living in this beautifully maintained first-floor, one-bedroom, one-bathroom condo, offering comfort, convenience, and resort-style amenities. Step inside to discover high ceilings, an abundance of natural light, and durable, stylish vinyl flooring throughout. The spacious bedroom includes a walk-in closet, and the oversized indoor laundry room provides plenty of space for storage and organization. Just outside your door, enjoy a wide array of community features designed for both relaxation and recreation. These include a resort-style swimming pool, clubhouse, fitness center, tennis and basketball courts, a car wash area, and daily valet trash service for added ease. Take in the serene surroundings with a peaceful pond, dock, and gazebo, all professionally maintained and surrounded by lush landscaping. Conveniently located near Maitland Blvd. and I-4 , this community offers quick access to dining, shopping, and entertainment, making it an ideal choice for anyone seeking a low-maintenance lifestyle with upscale amenities.

1125 Lake Shadow Circle Unit 5109, Maitland

$225,000

2 Beds ⋅ 1 Baths ⋅ Eatonville SubDv. ⋅ 32751 Zip Code

Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy efficiency, a fully remodeled kitchen with new cabinets, countertops, and stainless-steel appliances, and updated bathrooms including a walk-in shower. Interior enhancements include new bedroom flooring, modern ceiling fans, new doors, outlets, and switches, plus a new water heater for peace of mind. A versatile den provides flexible space for a home office, guest room, or creative studio. Conveniently located near the Enzian Theater, Art & History Museums of Maitland, Lake Lily Park, local dining, and community events. Easy access to the SunRail makes commuting to downtown Orlando simple. Seller is motivated—buyers bring offers! Schedule your showing today!

320 Eaton Street, Maitland

$270,000

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

Seller will assist with closing costs. Come see your dream home in the Maitland area! This beautifully maintained residence at 531 Wigman Drive offers the perfect combination of comfort, style, and location. This home boasts four bedrooms and one and a half bathrooms, ideal for families or those seeking space to live and entertain. Live minutes away from Winter Park without paying Winter Park prices. Enjoy having all tile flooring and modern finishes throughout. The comfortable living and dining areas flow seamlessly, perfect for hosting gatherings or cozy nights in. Enjoy Florida living year-round in your private backyard oasis, complete with a screened-in patio. The property also includes a two-car carport. With fast and easy access to I-4, this home provides convenience and tranquility all in one. Whether you're a first-time homebuyer, growing family, or looking for an investment, this gem won’t last long. Schedule your private showing today.

531 Wigman Drive, 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

$769,000

4 Beds ⋅ 3 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. The existing home is a charming 3-bedroom, 1.5-bath residence featuring beautiful hardwood floors, a fireplace and timeless built-ins. It has a lovely porch that overlooks the street yet feels like your own personal oasis. The roof was put on in 2022. In the backyard there is a block constructed mother-in-law suite with its own kitchen and bath and a spare bedroom/workspace in the back. The home is a historical gem. It does need some work but is a rare opportunity for the right person / family / builder. Don't miss the chance to secure a valuable piece of land in a premier setting.

1621 Sunnyside Drive, 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

$800,000

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

SDEO - May 2025 (FSBO)

2031 Dyan Way, Maitland

$765,000

4 Beds ⋅ 2 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

Welcome to your serene sanctuary nestled in the highly sought-after Dommerich neighborhood! This stunning house offers the perfect blend of comfort and elegance, boasting a large open-air plan that is ideal for both relaxation and entertainment. As you step inside, you will be greeted by an abundance of natural light that flows effortlessly through the spacious living areas, creating a warm and inviting atmosphere. The heart of this home is the gourmet kitchen, complete with modern appliances and ample counter space, perfect for culinary enthusiasts and family gatherings alike. Step outside to your own private paradise! The expansive backyard is a true highlight, featuring a beautifully landscaped space that is perfect for summer barbecues, family gatherings, or simply enjoying the tranquility of nature. Imagine sipping your morning coffee on the charming porch while taking in the scenic views. For those who love the outdoors, this property offers exclusive lake access, allowing you to enjoy fishing, kayaking, and water skiing. Embrace the lifestyle of lakeside living while being just a stone's throw away from the vibrant community activities that is Dommerich

1770 Chinook Trail, 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

$320,000

3 Beds ⋅ 2 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code

Back to Market -This is a three-bedroom two-bathroom pool house well located that needs some tender love and care (TLC). This is an opportunity to exert the buyer’s creativity to update it. Great neighborhood, low HOA, close to Geminis sport and health facilities, Seminole Community College, the I-4, 15 minutes away from downtown Orlando, main grocery chains in less than two miles. Make your appointment now.

2155 Fennell Street, Maitland

$390,000

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

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$110,000

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Charming 1 bed, 1 bath condo in Carrington Park! Located on the 2nd floor, this unit features vinyl floor recently upgraded from carpet, a private balcony with north-facing exposure, open parking, and access to on-site laundry. Enjoy community amenities including a pool, fitness center, and playground. Low $235/month HOA covers water, trash, exterior maintenance, and more. Please note: the updated photos are shown last in the MLS gallery. Prime Maitland location near shopping, dining, and highways. Great for first-time buyers or investors!

2520 Caper Lane Unit 206, 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

$830,000

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 3rd Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Step into this stunning, fully renovated 4-bed, 2.5-bath Dommerich Estates gem (2,431 sq ft) just steps from top-rated Dommerich Elementary and Maitland Middle—nearest home not on a main road and includes lake access. Everything is updated: roof, electrical, exterior/interior paint, lighting, fencing, irrigation, pool screening and pump, and a resealed pool deck and garage. Inside you are greeted with marble tile, refinished hardwood, polished terrazzo, designer lighting, sleek new hardware, and custom touches throughout. The chef’s kitchen wows with quartz counters, soft-close solid wood cabinetry, and brand-new Samsung appliances. Spa-worthy baths include a show-stopping marble primary suite with dual vanities and an oversized walk-in shower. Two expansive living areas feature built-ins, French doors, and a cozy brick fireplace. With indoor laundry, bonus storage, a 2-car garage, and walkability to schools, parks, and shops, this home blends luxury, location, and lifestyle—all in one unforgettable package.

1850 Shawnee Trail, Maitland

$678,500

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

This beautifully maintained 4-bedroom, 3-bath home offers a timeless layout with a rare and convenient pool bath, perfect for indoor-outdoor living. Bright and airy throughout, the home boasts generously sized rooms, including a spacious 16x12 primary suite with a well-appointed ensuite bath. The thoughtfully designed kitchen opens seamlessly into an expansive 28x13 family room—ideal for both relaxed everyday living and effortless entertaining. Additional highlights include an indoor laundry room and a large screened-in porch that overlooks the deep 80x130 lot, offering plenty of room to enjoy the outdoors. Located on a quiet, low-traffic street and zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a rare opportunity to own in one of Maitland’s most sought-after neighborhoods!

1921 Geronimo Trail, 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

$490,000

4 Beds ⋅ 2 Baths ⋅ Maitland Woods Second Add SubDv. ⋅ 32751 Zip Code

Well maintained 4 bedroom, 2 bath home is situated on a gorgeous lot with mature landscaping. Tucked away deep in the established highly sought after neighborhood of Maitland Woods on a tree-lined street. Separate living, dining and great room with wood-burning fireplace and large glass doors with lots of great light overlooking pool and patio area. This home makes outdoor living easy with covered lanai. Ideally located to downtown Maitland, nearby Winter Park, a 5-minute walk to stroll around the park or Lake Sybelia, and minutes to the Farmer's Market, Lake Lily, shops, and restaurants. Close to Maitland amenities and easy access to major roads.

1171 Covewood Trail, Maitland

$191,000

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

Imagine stepping into a piece of Eatonville’s history and making it your own. 39 S College Ave is a fixer-upper listed at $219,900, offering a rare blend of vintage charm and untapped potential. As a potential homebuyer, you can envision transforming this humble 1960s bungalow into the home of your dreams. Nestled on a quiet street in one of Florida’s most culturally rich towns, this property invites you to bring your vision, tools, and TLC. While it does need work, the upside is undeniable – from the cozy layout to the great location, this house could become a personalized gem. Let’s walk through the details of this opportunity in a friendly, conversational way, highlighting all the reasons you might fall in love with the prospect of making 39 S College Ave your own.

39 S College Avenue, Maitland

$950,000

4 Beds ⋅ 3 Baths ⋅ Druid Hills Estates SubDv. ⋅ 32751 Zip Code

Sold Data Only

9021 Lake Hope Drive, Maitland

$3,500,000

Adams Grove SubDv. ⋅ 32751 Zip Code

An exclusive opportunity to own a lakefront parcel on the shimmering shores of Lake Maitland, part of the sought-after Winter Park Chain of Lakes. Encompassing approximately 1.45 acres, this estate site boasts over 100 waterfront feet, offering unmatched views, serenity, and potential for a truly custom dream home. Positioned on the northern banks of Lake Maitland in the heart of Adams Grove, this estate site is a rare jewel. Enjoy proximity to downtown Winter Park's Park Avenue, renowned for its boutiques, galleries, fine dining and cultural experiences. With direct frontage on Lake Maitland, your future home can enjoy luxury boating, sunset cruises, paddle boarding and kayaking. The tranquil waters create a captivating backdrop for everyday living and grand entertaining as well as postcard-worthy sunsets. This expansive lot invites architectural brilliance, design your custom sanctuary that reflects your personal lifestyle and aesthetic. Whether you're seeking an extraordinary primary residence or a signature second home, 1770 East Adams Drive presents a rare blend of privacy, elegance and natural splendor in one of Central Florida's desirable settings.

1770 E Adams Drive, Maitland

$609,900

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

One or more photo(s) has been virtually staged. NEWLY sanded and stained Hardwood flooring, New Kitchen Flooring, freshly painted and ready to Welcome you to 2020 Geronimo Trail—an inviting 3-bedroom, 2.5-bath mid-century ranch-style pool home nestled in one of Maitland’s most beloved neighborhoods. Built in 1961, this home has been lovingly cared for by just three owners in its entire lifetime—a true testament to pride of ownership. Set on a .22-acre lot with mature trees and a spacious backyard, the home is ideally located just blocks from A-rated Dommerich Elementary and Maitland Middle, and zoned for Winter Park High School. A covered front porch welcomes you with classic charm, perfect for morning coffee or evening conversations in rocking chairs. Inside, you’ll find original hardwood floors, a bright living room with wainscoting, a dining room with French doors that open to the backyard, and an eat-in kitchen featuring solid wood Amish cabinetry—handcrafted in Indiana with extra-deep storage. A spacious laundry room with a half bath and backyard access makes for an ideal pool bath setup. The oversized garage offers high ceilings and attic storage, adding everyday functionality. The primary suite includes dual closets and an ensuite bath, while two additional bedrooms and a full hallway bath complete the thoughtfully designed floor plan. Additional features include multiple storage closets, a sparkling swimming pool, and a host of recent upgrades: new electrical panel, new plumbing, upgraded AC duct insulation, and a newer HVAC system. Located just minutes from the shops, dining, and cultural scene of downtown Winter Park, this home blends timeless architecture with modern comforts in a location that continues to grow in value and desirability. Don’t miss this rare opportunity to own a piece of Maitland history on a great street. Schedule your showing today!

2020 Geronimo Trail, 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

$630,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

Charming 3-Bedroom, 2-Bath Pool Home – Your Private Oasis Awaits! Welcome to this beautifully maintained home, offering the perfect blend of comfort and functionality. Nestled in a quiet, desirable neighborhood, this property boasts an updated kitchen with stainless steel appliances, white plantation shutters, lush landscaping, and spacious living areas filled with natural light. Step outside to your private backyard retreat featuring an expansive sparkling inground pool—ideal for relaxing or entertaining guests. The primary suite includes a walk-in closet, updated bath, and a private door leading to the pool area. Additional highlights include a connection to public sewer system, roof and water heater were replaced in 2020, 2-car garage, new luxury laminate flooring, beautiful French doors, and a fully fenced yard. Conveniently located near top-rated schools- zoned for Winter Park Highschool! Walk to Kewannee park to enjoy fishing, the children’s playground, basketball courts, or a bike ride on the trail. If you are interested in high end shopping and dining, this home is 5 miles away from Park Ave or Winter Park Village. No HOA!

2318 Mohawk Trail, Maitland

$400,000

3 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 9 SubDv. ⋅ 32751 Zip Code

Classic Indian Hills Florida ranch pool home now available for your personal touches! Handsome exterior with towering oaks and traditional foyer welcome you to formal LR/DR, with built in shelving. Split plan, primary suite with vanity plus private shower/toilet, dual closets. Kitchen at the heart of the home, wood cabinetry. 2 sunny bedrooms with ample closets and hall bath with tub/shower. Large enclosed Florida/bonus room overlooking sparking pool and large backyard. 2 car garage with workspace and utility area. Laminate floors, 2023 roof. Top location at the quiet east end of Derbyshire, centrally located for quick access to 436, Horatio, 17-92. Make this your forever home!

2666 Derbyshire Road, 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

$550,000

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Located in sought- after Dommerich Hills neighborhood, this classic ranch home offers endless possibilities.The ideal layout includes large living room with wood burning fireplace, spacious bedrooms with generous closets and an abundant amount of natural light throughout. The home has been well cared for by same owner for 50 years with recent updates including 2019 roof and newer HVAC. The sunny all white eat-in kitchen offers great views of back yard. There is a whole house gas generator- just in time for summer storms!! Large fenced backyard with plenty of room for pool or future expansion. Terrazzo floors under carpet. Walk to highly rated Dommerich elementary and Maitland Middle school. Exceedingly well priced, this is an excellent opportunity for buyers looking for a solid, immaculate, well located home with tremendous opportunity to make the most of this special property.

2040 Mohawk Trail, 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

$610,000

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

NEW PRICE!!! Stunning home in Maitland's English Estates neighborhood! PRE-INSPECTED - MOVE IN READY - HOME WARRANTY INCLUDED!!! Completely remodeled by Maru Design Studio, this beautiful 3-bedroom, 2 bath home features an open layout with high-end designer finishes throughout. Luxury vinyl plank flooring has been installed in every room of the home to create seamless transitions into each living space. The kitchen is absolutely gorgeous and features custom solid wood cabinetry, an island, brand-new stainless-steel appliances, and bright white Quartz countertops. A large living/dining room with decorative fireplace is adjacent to the kitchen and there’s a lovely multi-purpose room with built-in floor to ceiling shelving just off the foyer with French doors that open to the screened patio. Down the hall are two comfortably sized bedrooms and a gorgeous hall bath with a double sink vanity and optimum storage. The primary bedroom is spacious with a large walk-in closet and private en suite with shower. Each bathroom has been completely redone and include all new tile work, vanities, brass plumbing fixtures, new tub (hall bath), new toilets, and mirrors. Interior mudroom/laundry room off the 2-car garage has a new utility sink and room for additional storage. The backyard is a true oasis perfect for cookouts with family and friends or relaxing by the fire pit. New landscaping, including fresh sod and flowered garden beds complement the private backyard which showcases an array of pineapples, banana trees, and citrus trees. A large gazebo houses an all-new outdoor grill and is adorned with market lights and ceiling fan to keep you cool during the summer months. Other notable improvements include all new windows (2025), new roof (2021), new electrical panel (2021), water heater (2017), and copper plumbing. Located in the desirable English Estates neighborhood, residents enjoy quiet, walkable streets, close proximity to Kewannee Park with its waterfront boardwalk, playground, and wooded trails, and close proximity to major roadways, shops and dining. Homes in this neighborhood are zoned for English Estates Elementary, South Seminole Middle School, and Lake Howell High.

2460 Worthington Road, Maitland

$1,200,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with fireplace, and a modern kitchen that showcases high-end black appliances, contrasting cabinets and bright white Quartz countertops, brass hardware, and a herringbone backsplash. French doors off the living, family, and primary bedroom open to the covered lanai and provide pool views from every angle within the home. The first-floor primary bedrooms is generously sized and has a gorgeous en suite that's been updated with a new double-sink vanity, new lighting, new soaking tub, and new walk-in shower with elevated subway tiling. Upstairs are 3 additional bedrooms each with ample closet space and a hall bath. You'll enjoy spending time underneath the covered lanai and taking advantage of the beautiful pool during Florida's summer months. This home offers a quiet backyard wtih a brick wall for extra privacy. Located in Maitland Club residents of this community enjoy 24-hour guard gate access, quiet streets with sidewalks for walkability, and community tennis courts. Zoned for Lake Sybelia Elementary, Maitland Middle, and Edgewater High and within minutes of highly-rated private schools there are plenty of A-rated schools just around the corner. Showings are by appointment only, schedule yours today.

960 Brightwater Circle, Maitland

$435,000

4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 1 Rep SubDv. ⋅ 32751 Zip Code

This your opportunity to move into the charming neighborhood of "Indian Hills" in Maitland. It is a 4 bedroom 2 bath home with a screened-in pool and is on a corner lot. The home has been freshly painted inside and out. New kitchen cabinets, countertops with a chef's sink. The roof was replaced in 2023, A/C unit replaced in 2022, Replumbed 10 yrs ago. This home is conveniently located near SR 436 and 17/92, close to restaurants and shopping in a verity of local businesses. The Altamonte Mall and Advent Health Hospital/Medical center is just minutes away. If you're not familiar with the neighborhood, this is your chance to discover this established, tranquil area.

2632 Derbyshire Road, Maitland

$905,000

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

Amazing opportunity to live in a ONE STORY home nestled between Winter Park and Maitland. This 4/2.5 is located in one of the best neighborhoods and just off of Park Avenue. Tons of natural light flows throughout the entire home. The cozy family room with beautiful built-ins opens up to the kitchen featuring light and bright cabinetry, granite countertops and a center island with room for barstools. Separate living room and dining room with wall to wall seagrass carpeting and a gorgeous brick wall plus an enclosed sunroom allows plenty of space to entertain. The split bedroom floor plan makes this the perfect place for any family with 3 bedrooms and 1.5 bathrooms separated from the primary bedroom. New windows throughout. Situated on a 0.30 acre lot, there is plenty of room to expand. Just a quick bike ride to Park Avenue and easy access to Winter Park Village and Downtown Maitland. Fantastic location right by The Enzian theater & Park Maitland school. Zoned for the highly coveted Dommerich Elementary, Maitland Middle and Winter Park High School! Welcome Home!

1441 Sunnyside Drive, 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

$145,000

2 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code

Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this price—gives you room to expand, garden, or simply enjoy the outdoors, all without monthly HOA fees. Whether you’re a first-time buyer looking to build sweat-equity, a downsizer eager to customize a manageable space, or an investor hunting for a high-demand rental, this property delivers. Commuting is effortless: five minutes to I-4 and Maitland Blvd, about 15 minutes to downtown Orlando, or hop the SunRail just two miles away. Walk or bike to Lake Lily Park’s Sunday market, the Enzian Theater, and dozens of cafés, groceries, and boutiques along 17-92. Zoned for respected Orange County schools, this affordable gem offers the perfect canvas—bring your toolbox, your imagination, and start crafting your future in one of Central Florida’s most sought-after suburbs.

2031 Warrens Avenue, 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

$935,000

4 Beds ⋅ 4 Baths ⋅ Dommerich/Cove Colony SubDv. ⋅ 32751 Zip Code

Nestled on a quiet, tree-lined cul-de-sac and a short walk to A rated Dommerich Elementary school, this well-maintained 4 bedroom, 3.5 bath pool home in the desired neighborhood of Cove Colony offers 3,115 sq ft of well-designed living space on a spacious .41-acre lot. From the moment you arrive, you are greeted by a vaulted entrance and sparkling fountain that sets a tone of elegance and tranquility. Ideal for entertaining, the backyard features a summer kitchen with sink and refrigerator, a covered patio and lighted pergola - all overlooking the expansive resurfaced 20x60 pool. Inside, the kitchen boasts granite counters, stainless appliances and opens to a versatile bonus room perfect for a children's play area or family gathering space. A breakfast bar and dinette provide additional dining seating options. The main level also includes formal living and dining rooms, a family room with fireplace, and a private in-law suite complete with its own bedroom bathroom and office, perfect for a multi-generational living. Upstairs, the spacious primary suite includes a sitting area and a newly renovated (2025) bath with dual sinks, a soaking tub and large walk-in shower. Two additional bedrooms share a generous hall bath with dual sinks and a tub/shower combo. Additional features include a two-car garage, extensive professional landscaping highlighted by front and back landscape lighting, a custom-crafted wooden privacy fence and an enclosed concrete pad-perfect for storage or an extra play space. Conveniently located close to I-4, 436, downtown Winter Park, restaurants and parks. Tremendous upward potential with this property. Waiting for the next owner to put their personal touch. Welcome home!

1905 Old Club Point, 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

$865,000

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

(Price drop by $236,000) Welcome to Your New Home in Dommerich Estates, Maitland, FL Nestled in the sought-after, no-HOA community of Dommerich Estates, this beautifully custom-built 4-bedroom, 3.5-bath home offers an exceptional blend of comfort, style, and functionality. From the moment you arrive, the inviting curb appeal, side-entry garage, and 8-foot front and rear doors set the tone for the elegance found throughout. Step inside to discover a spacious open-concept living and dining area, enhanced by upgraded flooring, fresh paint, and plush new carpet. Plantation shutters throughout add a timeless touch, while the cozy fireplace in the family room creates a perfect gathering space. The chef’s kitchen features a large walk-in pantry, new appliances, and is ready for your dream summer kitchen—fully pre-wired and pre-plumbed. Retreat to the expansive master suite offering dual walk-in closets and a luxurious en-suite bath. Entertain with ease under the impressive 12x50 covered lanai overlooking the private backyard and sparkling pool—ideal for Florida living. The oversized 2.5-car garage and central vacuum system add everyday convenience. Located minutes from top-rated schools, scenic parks, walking trails, and just a short drive to Park Avenue, downtown Orlando, I-4, and Maitland’s vibrant dining, shopping, and cultural events including the Sunday farmers market and seasonal art festivals. This home offers the perfect blend of lifestyle and location—schedule your private tour today!

141 Dommerich Drive, Maitland

$425,000

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

One or more photo(s) has been virtually staged. Step into timeless style and everyday comfort in this lovingly maintained mid-century charmer, nestled on a generous 0.27-acre lot in the heart of Maitland. With 3 spacious bedrooms, 2 full baths, and a light-filled floor plan, this home blends classic character with smart updates ideal for today’s stylish professional. Inside, you’ll find original hardwood floors, a freshly painted interior, and artful touches like an original screen door and deco-inspired built-in shelving. The updated kitchen comes fully equipped with stainless steel appliances, while the spacious indoor laundry room adds daily convenience. A Nest thermostat system and ADT security bring peace of mind and modern control. Step outside into your private backyard oasis—complete with new wood fencing, fresh landscaping, paver patio, and a charming brick firepit—perfect for outdoor dining, relaxing, or entertaining under the stars. The sleek mid-century elevation is framed by a 2-car carport and mature trees, offering both curb appeal and practicality. Located just minutes from the lakes, parks, top-rated schools, shopping, dining, and with easy access to I-4, this home offers a true blend of character, convenience, and community. Don’t miss this rare Maitland gem!

504 W Faith Terrace, Maitland

$221,000

2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are located upstairs and share an updated bath with dual sinks and tiled shower. Beautiful tile and laminate flooring throughout! No carpet! Private fenced patio and one car garage! Zoned for sought-after schools, Dommerich Elementary, Maitland Middle, and Winter Park High. The neighborhood features a community pool, dock on Lake Gem and gorgeous landscaping and trees.

1020 Grove Street Unit 29, Maitland

$8,925,000

5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code

Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland

32751 Zip Code 3+ Acre Real Estate & Homes

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