Refine Search
Sort by
$535,000
3 Beds 3 Baths Northgate SubDv. 32751 Zip Code
***UNDER CONTRACT - ACCEPTING BACKUP OFFERS*** Welcome to this stunning 3-bedroom home offering modern upgrades, thoughtful design, and exceptional indoor-outdoor living.Extensively remodeled in 2021, the interior of this home was thoughtfully updated to create a modern and inviting space. The highly desirable open floor plan seamlessly connects the kitchen and living room—perfect for hosting gatherings and enjoying everyday life with ease. Major system updates include a new roof (2023), new AC unit (2023), and ductwork balancing completed in 2025 for improved airflow and comfort. The home also features energy-efficient double pane windows for added comfort and efficiency year-round. Crown molding throughout adds an elegant touch, while the interior was freshly painted in 2023. This home is fully smart-home capable, allowing you to control nearly all lighting and the AC with your voice or through the wall-mounted tablet.The kitchen is equipped with amazing features for any home chef such as a gas range, prep sink and new app-controlled smart appliances installed in 2023. There is an abundance of cabinet storage and countertop space, providing plenty of room for entertaining and everyday organization.The spacious primary suite is thoughtfully separated from the additional bedrooms, offering privacy and a peaceful retreat. The luxurious primary bathroom features dual shower heads, a freestanding soaking tub, and a generous walk-in closet—creating a true spa-like experience at home.Two spare bedrooms feature brand-new carpet (2025), and a dedicated den provides the perfect space for a home office, study, or flex room to fit your needs.Enjoy a spacious yard with plenty of room for pets, complete with a pool (2019), a cozy wood-burning fire pit, a shed, and a patio area with propane hookups ready for your grill.With extensive updates, smart-home features, and exceptional outdoor living space, this home is ready to impress. Schedule your showing today!

1531 Glastonberry Road, Maitland

$504,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

206 Quayside Circle Unit 302, Maitland

$850,000
4 Beds 2 Baths Maitland Grove SubDv. 32751 Zip Code
Welcome to 351 White Oak Drive in Maitland, a beautifully reimagined residence where modern elegance meets everyday comfort. This completely renovated 4-bedroom, 2-bath home is essentially brand new, showcasing refined finishes and thoughtful upgrades throughout. The heart of the home is a gourmet kitchen designed to impress, featuring sleek cabinetry, premium surfaces, and an open layout perfect for entertaining and daily living. The spa-like primary bathroom offers a serene retreat with luxurious finishes that evoke a high-end resort experience. Enjoy seamless indoor-outdoor living with a private pool that has been completely done including new tile and new pool equipment , ideal for relaxing weekends or hosting guests. Generously sized bedrooms, updated baths, and a functional floor plan provide comfort, style, and flexibility for families or professionals alike. This home has been completely redone with elegance and quality in mind—delivering the look, feel, with everything feeling new and fresh in an established Maitland neighborhood. Move-in ready and truly turn-key, this is a rare opportunity to own a fully updated home with timeless appeal. Roofs updated in 2022 and 2021, updated Electrical and Plumbing. One of a kind set appointment for viewing before it gone!

351 White Oak Circle, Maitland

$599,900
4 Beds 3 Baths Stonewood SubDv. 32751 Zip Code
Virtually Staged. Short Sale. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????

448 Stonewood Lane, Maitland

$1,825,000
4 Beds 4 Baths Maitland Cove SubDv. 32751 Zip Code
Welcome to a rare opportunity on the shores of Lake Sybelia, one of Maitland’s most desirable recreational lakes. This custom, one-owner home offers 3,754 square feet of thoughtfully designed living space that has been well-maintained with potential for cosmetic enhancements. A brick-paved horseshoe driveway and inviting front porch set the tone. Inside, rich wood floors, vaulted wood ceilings in the living and family rooms, two fireplaces, and custom built-ins showcase quality rarely found today. The spacious layout features four bedrooms and 3.5 baths, including two primary suites ideal for multi-generational living. Generous walk-in closets and a blend of wood, tile, and carpet add comfort and function. A new A/C (Oct 2025) and a 6.5-year-old roof provide peace of mind. Living areas open to a bright rear sunroom with tranquil lake views. Whether you’re entertaining by the fire, enjoying coffee on the porch, or heading out onto the lake, this property delivers the Florida lifestyle at its finest.

1111 Audubon Way, Maitland

$448,500
2 Beds 2 Baths Moorings On Lake Maitland Condo SubDv. 32751 Zip Code
Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.

204 Quayside Circle Unit 504, Maitland

$1,090,000
5 Beds 5 Baths Wellington SubDv. 32751 Zip Code
HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!

1256 Wellington Terrace, Maitland

$647,000
3 Beds 2 Baths Dommerich Hills First Add SubDv. 32751 Zip Code
WELCOME TO YOUR DOMMERICH HOME - This tastefully updated Mid Century ranch is perfectly positioned on a gentle rise above the tree lined streets of Dommerich, offering both charm and modern functionality. As you enter the foyer, you are immediately welcomed by the clean lines and modern touches of the decor. The imported Italian tile and Terrazzo floors flow throughout this open floor plan and its' volume ceilings. The Curava countertops and subway tile backsplash perfectly frame the deep stainless sink and the crisp white cabinets in the bright eat-in kitchen. Just beyond the breakfast bar, the space opens to a generous dining room anchored by a striking fireplace - perfect for everyday meals or entertaining. Multiple living spaces provide incredible versatility, including a spacious family room, a cozy den ideal for relaxing or reading, and a bright Florida room that overlooks the backyard. These areas offer flexible options for work, play, or additional entertaining space. The primary suite offers a comfortable retreat with an en-suite bathroom and walk-in closet, while the additional bedrooms are well-sized and filled with natural light. Both bathrooms have been thoughtfully remodeled with a clean, modern design. Step outside to your shady private backyard where a brick paver terrace and mature trees create the perfect setting for outdoor living, dining, and relaxation. Recent upgrades include: all new LED light fixtures throughout, Energy Star double-pane windows and doors(214), new A/C system (2020), new water heater (2023), new gutters (2026), New Vinyl Fence (2019), Designer remodel in both bathrooms (2017), along with the recent public sewer connection—providing peace of mind for years to come. Located in the highly desirable Dommerich school district and convenient to shopping, dining, and major roadways, this move-in ready home combines classic style, modern updates, and an exceptional location. Don’t miss your opportunity to make this Dommerich home your own—schedule your private showing today.

1000 Kewannee Trail, Maitland

$1,000,000
5 Beds 4 Baths Maitland Club SubDv. 32751 Zip Code
Discover this beautifully staged expansive Florida residence offering timeless architecture and more than 3,500 square feet of thoughtfully designed living space. This exceptional 5-bedroom, 4-bath POOL home includes a spacious 3-car garage and is perfectly positioned on over a third-acre cul-de-sac lot. Designed for both comfort and flexibility, the 1st floor contains the primary bdrm, 3 additional bdrms plus kitchen, family room, formal living room and dining room. Upstairs features a private in-law, teen or guest suite complete with its own bonus/sitting room, bedroom, and full bath—an ideal private retreat for extended family or visitors. The split floor plan provides privacy for everyone, while the expansive living areas create a warm and inviting atmosphere for gathering and entertaining. The newer open kitchen flows seamlessly into the family room, making it the heart of the home. Downstairs, you’ll also find a dedicated home office, as well as an exercise room and full bath, perfect for an active lifestyle. Major updates include HVAC systems replaced in 2015 and 2016, and the entire home was fully replumbed in 2026 for added peace of mind. Enjoy Florida living at its best with your oversized private pool/spa and generous lanai and outdoor space. (Pool heater and pool light are being sold as-is.) This elegant home combines classic charm, thoughtful updates, and incredible space—ready to welcome its next owner. The Maitland Club is a 24 hour upscale guard gated community- Only 10 minutes to Winter Park, Whole Foods, Trader Joe’s, the Altamonte mall and easy access to I-4.

984 Brightwater Circle, Maitland

$820,000
5 Beds 3 Baths Maitland Highlands Dommerich SubDv. 32751 Zip Code
Rare Dommerich Opportunity - 5 Bedrooms | 3 Baths + Office with a Pool on an Oversized Lot! Finding a true 5-bedroom, 3-bath home with a dedicated office in Dommerich is incredibly rare—and this one delivers, beautifully. Tucked away on a quiet cul-de-sac and set on over 1/3 acre, 781 Goldwater Ct offers space, privacy, and a lifestyle that’s hard to match. From the moment you arrive, the home’s charm stands out—featuring a welcoming front courtyard perfect for morning coffee or a peaceful garden retreat. Inside, a flexible and functional layout is designed for both everyday living and entertaining. Formal living and dining rooms pair seamlessly with a warm, inviting family room complete with a fireplace and built-ins. The kitchen is both stylish and practical, with granite countertops, stainless steel appliances, bar seating, and a sunny breakfast nook—all opening to the main living areas. Durable wood-look tile flows throughout for easy maintenance and modern appeal. The split-bedroom floor plan provides ideal privacy, with a spacious primary suite in its own wing featuring a renovated bath, dual sinks, and a large walk-in closet. On the opposite side, four generously sized secondary bedrooms include extra storage (two with walk-in closets!) and beautifully updated bathrooms—including a convenient pool bath. Step outside to enjoy true Florida living: a sparkling 20,000+ gallon pool surrounded by an expansive paver deck, offering plenty of room to entertain or unwind. A separate green space adds flexibility for play or pets, while maintaining a low-maintenance yard. An added surprise - this extra-large homesite and unique street allows for a rear entry garage. Not only does that add charm and curb appeal to the front of the home, but if you are a car lover or just need extra parking space, this is the home for you! The lengthy driveway and oversized garage can accommodate multiple vehicles or even a boat! Additional highlights include abundant storage, indoor laundry, enhanced insulation, and major system updates: Roof (2023), AC (2021), PEX replumb, sewer connection (no assessment), and fresh exterior paint. No HOA or community fees! Located just steps from Dommerich Elementary and Maitland Middle, with easy access to parks, dining, Park Avenue, and I-4—this is location and lifestyle in one. Plus, this home is zoned for Winter Park High School! Opportunities like this in Dommerich don’t come often—this is one worth seeing today!

781 Goldwater Court, Maitland

$600,000
4 Beds 2 Baths English Estates Unit 3 SubDv. 32751 Zip Code
Conveniently located in the established subdivision of English Estates, this updated and upgraded 4 bed, 2 Bath pool home is sure to please. From the moment you drive down the tree lined street you will sense the pride in this charming neighborhood. Come home and relax in the fully fenced in back yard that was transformed into a personal outdoor haven complete with a sparkling 33 x 13.5 ft pool, freshly painted pool deck, new pool pump, recently installed artificial green spaces/ dog run, stone pavers, fire pit, hot tub and golf putting green. Whether you're relaxing by yourself or entertaining guest for a BBQ this outdoor oasis is in a class above the rest. Inside you will immediately be greeted by a transitional modern foyer highlighted by exposed brick with visible mortar joints; stunning. New energy efficient windows were installed throughout as well as tasteful LVP flooring. The living floor-plan has very functional spaces, so no guessing where everything goes. Those rooms include a living room, family room, kitchen, and off kitchen dining area. The kitchen was fully renovated recently with plumbing, shaker style cabinets, quarts counter tops, appliances and a backsplash. The kitchen also boast a dry bar for versatility. The family room is highlighted by high ceilings, a custom wood accent wall that really draws all eyes to it, 2 ceiling fans, sky lights, and the perfect amount of natural light coming through the French doors leading to the patio. The living room is a perfect spot for some extra couches and chairs and a coffee table. Ideal for hosting additional guest, reading a book, etc. The master quarters is the largest bedroom in the home and has high ceilings, double French door to the Florida room, 2 closets (1 walk in and one built in), ensuite bathroom, dual sink stone counter top vanity, separate make-up vanity with stone countertop, and a walk in shower. Bedroom 2, 3, and 4 gives homeowners many possibilities of their choosing. Bathroom 2 boast a bath with shower head, dual sink vanity, and extra storage cabinets. Transitioning between the main home and the outdoor retreat you will find a long versatile 40 x 10 Florida room under air (wall unit) that is completely covered, enclosed, new luxury laminate flooring, and complete with all new windows. An additional storage area was built for the pool equipment and outdoor necessities. Major system updates are as follows: Roof: 2021. HVAC: 2015 Plumbing: Partially re-plumbed in 2022. Electrical: New panel added in 2022 (in addition to the older one). English Estates is a very popular and convenient location close to a lot of popular areas. Commute quickly to areas such as Winter Park, Baldwin Park, Audubon Park, Oviedo, Casselberry, Altamonte Springs, Full Sail University, UCF, I-4, 417, 429, Shopping, restaurants, and more. A hidden gem in the area is Kewannee Park; home to Kewannee trail a 1.9 mile paved 2 lane loop. Amenities include a basketball court, pond, pier, and playground. Schedule your showing today before it's too late. Don't let this home pass you by.

2462 Markingham Road, Maitland

$212,000
2 Beds 2 Baths Visconti East SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. LIMITED TIME ONLY THROUGH MAY 11! Seller is offering a $5,000 contribution towards buyer’s closing costs. Move-In Ready Maitland Condo with Rare 2-Car Garage & Flexible Work-From-Home Layout Welcome to this beautifully updated three-level condo in a gated Maitland community—offering the space, flexibility, and low-maintenance lifestyle today’s buyers are looking for. This 2-bedroom, 2-bath home features a versatile office/flex room, ideal for working from home, a guest space, gym, or creative studio. Soaring ceilings, abundant natural light, and a smart multi-level layout create a bright and open feel throughout. Recent 2026 upgrades include fresh interior paint, brand-new carpet, updated bathrooms, new window blinds, and stainless steel appliances (refrigerator 2024), along with a full-size in-unit washer and dryer—making this home truly move-in ready. One of the standout features is the rare 2-car garage—hard to find in this area—offering added convenience and storage. Enjoy a low-maintenance lifestyle with HOA coverage that includes exterior maintenance, landscaping, valet trash, water, sewer, and pest control. The community offers resort-style amenities including two pools, fitness center, clubhouse, tennis and basketball courts, and playground. Ideally located just minutes from I-4, shopping, dining, and daily conveniences, this home offers both comfort and connectivity. Home includes a warranty and is available for immediate occupancy.

2837 Shadow View Circle Unit 2837, Maitland

$700,000
4 Beds 2 Baths Dommerich SubDv. 32751 Zip Code
A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This four-bedroom, two-bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile and some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The backyard and side yard are spacious and possibilities endless. The fourth bedroom or home office is separate and off the family room while other three bedrooms are banked down another hallway. Baths are fully updated with timeless appointments. A spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. In the heart of Dommerich, this location allows you to enjoy an easy distance to schools, the Quad and close to the boardwalk to Maitland Community Park. Maitland is full of life, home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.

814 N Thistle Lane, Maitland

$420,000
3 Beds 3 Baths Maitland Village SubDv. 32751 Zip Code
Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

2004 Michael Tiago Circle, Maitland

$689,000
4 Beds 3 Baths Dommerich Hills 2 Nd Add SubDv. 32751 Zip Code
Under contract-accepting backup offers. Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool (Resurface 2025) and generous outdoor living area with a lake backdrop that makes every evening feel like a retreat. The big-ticket items are already handled: 7-year roof, 7-year AC, updated plumbing, and a fully paid-off solar system that virtually eliminates your monthly electric bill — and under Florida law, it won't raise your property taxes. Zoned for top-rated schools and just minutes to Winter Park's dining, shopping, and culture. This is a home with more value than the price tag suggests. Motivated seller. Bring your

2514 Tuscarora Trail, Maitland

$2,150,000
5 Beds 5 Baths Hollieanna Shores 1st Add SubDv. 32751 Zip Code
Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

101 Whitecaps Circle, Maitland

$239,000
3 Beds 2 Baths Park Lake Villas Condo SubDv. 32751 Zip Code
Experience the pinnacle of worry-free living in this stunningly renovated, single-story villa located in the highly desirable Park Lake community of Maitland. This home has been meticulously updated with a focus on efficiency and modern luxury, featuring brand-new energy-efficient sliding glass doors (2025), new Roof, new solid wood bedroom and closet doors, New plantation shutters (2024), new AC unit, new energy efficient windows and attic insulation, new hot water heater installed, new electrical panel (2023) for maximum peace of mind. Every detail has been considered. (2021) interior overhaul, which introduced gorgeous new tile flooring, knockdown ceilings, updated lighting, designer ceiling fans, new Kitchen and baths fully renovated. The heart of the home is a chef-inspired kitchen—fully renovated from top to bottom with premium appliances—overlooking a spacious, light-filled living area. The Primary Suite serves as a private sanctuary with a fully renovated en suite bathroom and direct access to a charming private patio, also accessible from the second bedroom. Both bathrooms have been completely modernized with contemporary finishes, and the outdoor tiled patio offers the perfect space for morning coffee. Enjoy a truly maintenance-free lifestyle as the HOA handles the exterior and landscaping. Located just steps from the community pool and minutes from the Maitland Farmers Market, SunRail, and the world-class dining and shopping of Park Avenue and Winter Park Village, this move-in-ready gem offers unparalleled convenience. With dedicated parking and easy access to I-4, Altamonte Springs, and Downtown Orlando, this villa perfectly blends modern style with a prime Central Florida location.

602 Villa Circle Unit 543, Maitland

$1,800,000
4 Beds 5 Baths Woodbridge SubDv. 32751 Zip Code
Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland. This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre cleared lot surrounded by majestic oak trees, the home offers a rare sense of privacy and tranquility while still enjoying all the conveniences of city living. Designed for both comfort and entertaining, the home will include spacious living and dining areas, a gourmet kitchen, and generously sized bedrooms, plus a luxurious primary suite retreat. The outdoor space provides ample room to create your ideal backyard oasis, perfectly complementing the home’s modern design. Located less than a mile from Maitland Community Park, you’ll enjoy nearby sports courts, scenic trails, picnic pavilions, and playgrounds. Just a short walk away are Seminary Lake and the SunRail Maitland station, offering effortless access to recreation and commuting alike. This pre-construction opportunity is a rare chance to own a brand-new custom-style home in one of Maitland’s most desirable and well-connected neighborhoods.

1130 Mechanic Street, Maitland

$690,000
2 Beds 2 Baths Moorings On Lake Maitland Condo Bldg 03 SubDv. 32751 Zip Code
Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes. Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy flooring throughout the main living areas and luxury statement lighting that elevates the space with warmth and style. The living room invites relaxation with a sleek electric fireplace and expansive glass sliders that open to an extra-large lanai overlooking Lake Maitland—an ideal setting for morning coffee, evening sunsets, or effortless entertaining. The state-of-the-art chef’s kitchen is a true showpiece, thoughtfully designed for both beauty and function. It includes modern quartz countertops, a smart refrigerator with TV, with AI vision that updates your shopping list, planning and interactive features, a wine refrigerator, new stainless steel appliances, a vented hood, cooktop with pot filler, Bosch dishwasher, and a double oven with convection microwave combination and convection oven—perfect for hosting and everyday luxury. A discreet pantry closet houses a stackable washer and dryer, seamlessly integrating convenience into the design. The primary suite is a tranquil retreat with stunning lake views and a custom walk-in closet system complete with jewelry drawer, laundry bins, and generous storage. The spa-inspired primary bath features dual quartz vanities, a frameless glass shower, and a luxurious rain shower head, while the high-end bidet toilet automatically opens upon entry for an added touch of modern indulgence. The guest suite is equally impressive, featuring a custom Murphy bed with integrated storage and desk, dresser, television, and elegant glass closet doors. The adjacent guest bath has been fully reimagined as a spa sanctuary with a jetted soaking tub, designer tile, a custom light-up mirror, and new quartz top vanity. Storage is abundant throughout the home, including a coat closet, a hidden hideaway closet concealed behind a custom bookcase, and thoughtfully designed built-ins that maximize space without sacrificing style. Residents of "The Moorings" enjoy exceptional community amenities, including a resort-style pool with spa and a clubhouse ideal for private parties and social gatherings. The community is impeccably maintained, featuring new exterior paint and seal, a newer roof, and beautifully maintained landscaping, reflecting true pride of ownership. Additional features include a security system, smart thermostat, newer AC, and newer appliances, offering peace of mind and energy efficiency. For outdoor enthusiasts, the community allows storage for kayaks and paddleboards, with boat slip #16 available for rent, providing direct access to the Chain of Lakes lifestyle. Ideally located near Lake Lily’s Farmers Market, popular restaurants, extensive shopping, bus routes, and with easy access to I-4, this home is also zoned for top-rated A+ schools—blending luxury, convenience, and lifestyle into one exceptional offering. This is more than a home—it’s a refined lakeside retreat where comfort, design, and location come together beautifully.

206 Quayside Circle Unit 103, Maitland

$545,000
4 Beds 3 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Virtually Staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer kitchen with quartz countertops, brand-new soft-close cabinetry, and a sleek, open layout that flows seamlessly into the main living and dining areas. All three bathrooms have been completely updated with modern finishes and a comfortable feel. The flexible floor plan offers four spacious bedrooms, perfect for families, guests, or a home office. Step outside to your private backyard retreat and enjoy the freshly refinished pool and shaded yard perfect for relaxing or hosting year-round in the Florida sun. Don't miss out on the chance of making this house your home!

2570 Derbyshire Boulevard, Maitland

$2,850,000
5 Beds 5 Baths Lake Maitland Owl Preserve SubDv. 32751 Zip Code
Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

$996,000
2 Beds 3 Baths Isaac Vanderpools Addition To Mailand SubDv. 32751 Zip Code
Maitland Architectural Gem - History Meets Modern Luxury. Step into over a century of charm in this extraordinary Victorian-inspired home, originally built in 1901, which was updated with Hardi-plank concrete siding. The great room and end suite expansion was completed in 2000 and has 3,474 Sq ft of living space. Nestled on Maitland’s Historical Trail (#31), this distinguished home has been featured in leading design and lifestyle magazines and blends historic character with thoughtful enhancements, including stained-glass windows, beamed cathedral ceilings, and sweeping wood floors throughout. 2025 new installation of wood floors in the Library, Bonus room, Great-room, upstairs hall, and main suite. The spacious great room with soaring ceilings and a dramatic wood-burning/gas fireplace sets the tone for entertaining, while the formal dining room with magnolia wood walls and vintage built-ins offers elegance for gatherings. The eat-in kitchen is a chef’s dream with a 2nd food prep sink and a wine/entertaining bar. A new stainless gas stove top and a new stainless dishwasher were added in 2025. Three new disposals were added in 2024. Retreat to the master suite, complete with tongue-and-groove wood ceilings, magnolia wood walls, and an ornate wood-burning fireplace! Newly tiled shower (12/2023), dual walk-in closets, and a cozy reading nook. An upstairs balcony overlooks the great room, providing a serene vantage point. The guest wing offers a large separate suite for visitors, with a full bath including a tub and a shower. Thoughtfully designed spaces for comfort and convenience. Outside, a Louisiana-style courtyard with hand-laid brick, mosaic waterfall fountain, and lush landscaping creates an inviting space for relaxation and entertaining. Enjoy the large, newly screened front porch with a ceiling fan for extra breezy comfort. Perfect for morning coffee or sunsets. (re-screen 10/2024) Every detail has been maintained and thoughtfully enhanced, ensuring peace of mind while preserving the home’s historic essence. New Washer hookups converted from gas to electrical (2025). NEW ROOF (2/2024). The newly installed A/C Unit is a Bosch 5 Ton 15-seer, including a new electrical breaker box and a new Tankless water heater installed (8/2024). Updated Balcony (7/2024). Newly recessed lighting in the library and hall (10/2024). All garden lighting installed (10/2024). All new gas lines and valves installed (7/2024). The entire home was re-plumbed (12/2023). Conveniently located, you’re just minutes from Winter Park’s dining, shopping, and cultural scene, and nearby Lake Sybelia and Lake Lily Park. Combine history, luxury, and lifestyle in a home where every corner tells a story and where yours is yet to unfold.

251 W Ventris, Maitland

$580,000
4 Beds 2 Baths Northgate SubDv. 32751 Zip Code
Welcome to this stunning, fully renovated single-story block home in the heart of Maitland, offering the perfect blend of modern design and everyday comfort. This 4-bedroom, 2-bath residence features a desirable split layout and open floor plan, creating an ideal space for both entertaining and family living. The brand-new kitchen is a true showpiece, complete with KitchenAid appliances, custom cabinetry, quartz waterfall countertops, and an oversized island that anchors the space. Engineered hardwood floors run throughout, complemented by abundant natural light from new windows and sliding glass doors. Major upgrades include a new electrical panel, new AC, new water heater, new insulation, and full re-piping—giving peace of mind along with style. The spacious primary suite offers a private en-suite bath and walk-in closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your private backyard oasis featuring a sparkling pool and fully fenced yard—perfect for entertaining, pets, or relaxing Florida evenings. Ideally located near Maitland’s shopping, dining, parks, and top commuter routes, this move-in-ready home delivers quality, comfort, and location all in one.

1917 Hewett Lane, Maitland

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

109 Minnehaha Circle, Maitland

$1,199,500
5 Beds 4 Baths Wellington SubDv. 32751 Zip Code
Welcome home to one of the best-kept Maitland secrets, the neighborhood of Wellington. This lakefront home enjoys over 125 feet of linear frontage on Lake of Woods, a spring-fed skiable lake. Home is nearly 3,200 square feet, four bedrooms, three baths with incredible sunset views. Home is spacious with a first-floor primary suite and other bedrooms upstairs with generous flex space. Living space features a wood-burning fireplace with a vaulted ceiling and wood beam architectural accents. Two separate covered porches and screened pool make entertaining a breeze. Other features include solar power energy system (paid in full), newer roof, 2024 air conditioner, updated Hardie board siding, new windows, leaf guard gutter system, replumbed and more. This location is pristine close to many amenities and major roadways. This is a unique opportunity to enjoy lake life at its best.

1232 Wellington Terrace, Maitland

$749,900
2 Beds 2 Baths West Cove SubDv. 32751 Zip Code
LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the Winter Park Chain of Lakes. The primary suite offers a spacious bath with an oversized walk-in shower and walk-in closet. The second bedroom includes guest bath access and a 6-ft soaking tub. Interior features include engineered wood flooring, plantation shutters, grand crown molding, and custom built-ins, display areas and doors. Three sets of French doors open to two balconies overlooking the lake. Balcony features electric hurricane shutters and a private 6’x5’ storage closet. A place of serenity, peace and beauty; with an energy of quiet, expansiveness and closeness to nature. Community amenities include resort-style pool and spa, boat docks, kayak racks, fitness center, clubhouse, and on-site management. Walk to Enzian Theater, Lake Lily Park, community center, library, dining, farmers market; minutes to Park Ave, Whole Foods, Winter Park Village, and major roads.

1100 S Orlando Avenue Unit 956, Maitland

$717,000
4 Beds 2 Baths Dommerich/Maitland Highlands SubDv. 32751 Zip Code
Fantastic opportunity in a sought-after neighborhood near top-rated Dommerich Elementary and Maitland Middle schools. Located on a cul-de-sac, this 4 bedroom, 2 bath, 2,274 sq foot split plan home is walking distance to the schools. This well-maintained home is ready for your personal touch and offers solid bones, a functional floor plan and a .22-acre lot - perfect for buyers looking to renovate and create their dream home. With a large formal living room and dining room there is plenty of space for entertaining and family time. The galley kitchen has real wood cabinets, an eat-in space, and a breakfast bar. The updated primary bedroom has access to the screened patio and a spacious walk-in closet. The primary bath has dual sinks and a large walk-in shower. The 3 additional bedrooms are anchored by the secondary bath with a tub and dual sinks and functions as a pool bath too. Inside laundry with an adjoining storage room. Enjoy the back yard view of the mature landscaping and the sparkling pool from the comfort of the screened patio. A/C and hot water heater were replaced in February 2026. Roof was replaced in 2023. Located on a quiet street with sidewalks, nearby parks and easy access to shopping and dining. Welcome home!

761 Goldwater Court, Maitland

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

2411 Mcintosh Way, Maitland

$399,000
3 Beds 4 Baths Ultra Vista Condo SubDv. 32751 Zip Code
Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents

1994 Kenaston Road Unit 1994, Maitland

$840,000
4 Beds 4 Baths Maitland Grove Unit 1 SubDv. 32751 Zip Code
Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.

310 White Oak Circle, Maitland