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Maitland FL Homes for Sale

1553 Glastonberry Road, Maitland
$369,999
3 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code
A private Maitland retreat with nearly half an acre of possibilities! Set on a lush, fully fenced 0.46-ACRE-LOT with mature landscaping and exceptional privacy, this unique 3-bedroom, 2-bath home offers expansive indoor and outdoor spaces designed for relaxing and entertaining. Inside, recessed halogen lighting is featured throughout, along with a separate flex/game room approximately the size of a bedroom. The flex room includes a television and foosball table. A large garage provides generous parking and bonus storage cabinets. The backyard is the true showpiece. A 500-square-foot covered and screened porch features a built-in 14-foot slate bar with cabinets plus a full wet bar behind it. Lighted paved walkways lead to a 400-square-foot wood deck with a roof covering, built-in stainless-steel grilling area, and extra-large hot tub. A built-in firepit and three-tiered garden area complete this private outdoor oasis. With no neighboring homes visible from the backyard, the property offers a rare sense of seclusion. Gated access provides space to park multiple boats, trailers, or other recreational vehicles. The expansive yard may also offer room for a swimming pool and potential additional residential development, subject to county approval. Featuring a long driveway, generous outdoor space, and a private setting that is increasingly difficult to find, this Maitland property presents an exciting opportunity to create something special. Bring your vision and make this remarkable backyard retreat your own!

1553 Glastonberry Road, Maitland

389 Sultana Lane, Maitland
$769,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully renovated 3-bedroom Maitland pool home, featuring a spacious additional room ideal for a large 4th bedroom, home office, or bonus room, along with an expansive backyard perfect for outdoor living and entertaining. Blending timeless charm with modern sophistication, this thoughtfully updated, move-in-ready residence showcases designer finishes and the perfect balance of character, comfort, and contemporary style. Step inside to discover stunning original hardwood floors that have been meticulously refinished, complemented by updated flooring, interior doors, baseboards, and modern hardware. The beautifully renovated kitchen showcases a hand-assembled Italian luxury gas range with custom plaster hood, stylish finishes, and thoughtful upgrades, while the remodeled primary bathroom offers a fresh, elevated design. Extensive improvements provide both style and peace of mind, including new windows (2025), fresh exterior paint (2026), new gutters (2026), and updated plumbing, electrical, and much more. The exterior has been equally transformed with refreshed landscaping, new sod (2026), a newly installed driveway and walkway, and a new storage shed. The expansive backyard offers an inviting setting for entertaining, relaxing by the pool, gardening, or creating your own private outdoor retreat. With its extensive renovations, designer details, flexible living spaces, and exceptional outdoor setting, this Maitland property offers a rare opportunity to enjoy the charm of an established home with the convenience of modern updates. Schedule your private showing today!

389 Sultana Lane, Maitland

2365 Sierra Lane Unit 2365, Maitland
$339,500
2 Beds ⋅ 3 Baths ⋅ Sierra Condo Ph 1 SubDv. ⋅ 32751 Zip Code
Hidden Gem! This small community is quiet, independent, extremely well maintained and one of Maitland's most desirable communities. This unit is a spacious with two bedroom suites each with its own connected bathroom and an additional 1/2 bath four guest. Home is arranged with a separate dining room or office space, living room, kitchen and breakfast room. The kitchen is fully equipped with all appliances. There's also plenty of room with the breakfast nook which looks out onto the pool and tennis courts. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. An additional Florida room adds a great peaceful reading room. All the of the main rooms have tall ceiling which provide open feel and lots of natural lite from the upper windows. Bedrooms are spilt plan, main bedroom is on ground floor with 10 ft ceiling. Great location.. this lot, offers a generous outdoor area where you can relax and take in the lush landscaping front and back The attached private one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Home offers gas water heater and gas heater. Community offers amenities including the pool and tennis courts, enhancing your lifestyle. Sellers offer possible concessions for loan buy-down or closing costs. See today! Seller offering possible concessions for closing costs and/or interest rate buy downs,

2365 Sierra Lane Unit 2365, Maitland

2312 Sierra Lane Unit 2312, Maitland
$349,600
2 Beds ⋅ 3 Baths ⋅ Sierra Condo Ph 1 SubDv. ⋅ 32751 Zip Code
Hidden Gem! This small community is quiet, independent, extremely well maintained and one of Maitland's most desirable communities. This unit is a spacious with two bedroom suites each with its own connected bathroom and an additional 1/2 bath four guest. Home is arranged with a separate dining room or office space, living room, kitchen and breakfast room. The kitchen is fully equipped with all appliances including a gas stove. There's also plenty of room with the breakfast nook which looks out onto the wooded back area. A wood-burning fireplace creates a warm, welcoming atmosphere that links the living room, kitchen, and dining room. An additional Florida room adds a great peaceful reading room .All the of the main rooms have tall ceiling which provide open feel and lots of natural lite from the upper windows. Bedrooms are spilt plan, main bedroom is on ground floor with 10 ft ceiling. Great location.. this lot, offers a generous outdoor area where you can relax and take in the lush landscaping front and back The attached private one-car garage provides ample storage space, with easy access to the washer and dryer for added convenience. Home offers gas stove, gas water heater and gas heater. Community offers amenities including the pool and tennis courts, enhancing your lifestyle. Sellers offer possible concessions for loan buy-down or closing costs. See today! New plumbing re-piped 2018, new roof 2018 new windows 2023, new Ac 2024 Cable and WIF provided by HOA.

2312 Sierra Lane Unit 2312, Maitland

616 Lake Howell Road, Maitland
$550,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook 2nd Sec SubDv. ⋅ 32751 Zip Code
Welcome to modern elegance in the heart of Maitland! This beautifully renovated home offers the perfect blend of timeless charm, contemporary finishes, and inviting living spaces. From the moment you arrive, you’ll be welcomed by a charming covered entryway featuring warm wood ceiling accents, and a beautiful sage green front door. Step inside to discover a bright, open atmosphere with gorgeous light wood flooring, fresh neutral tones, recessed lighting, and thoughtfully selected designer finishes throughout. The beautifully updated kitchen is a true showstopper, featuring warm wood cabinetry, Taj Mahal quartz countertops, elegant brass hardware, stainless steel appliances, a custom range hood, and a spacious peninsula with bar seating. Designed with both style and functionality in mind, this kitchen is perfect for entertaining and everyday living. The inviting living area features a stunning brick fireplace that adds warmth and character, while the beautifully updated bathrooms showcase modern vanities, stylish tile work, and sophisticated fixtures. The spacious bedrooms offer comfort and natural light, creating peaceful retreats throughout the home. Outside, enjoy a welcoming exterior, a spacious front yard, and an attached two car garage. Location, Location, Location! Ideally situated in the highly desirable Maitland area, this home offers convenient access to Winter Park, Downtown Orlando, shopping, dining, parks, and major roadways. With its beautiful renovations, modern finishes, and prime Central Florida location, this home is truly a must-see! Schedule your private showing today and experience everything this Maitland gem has to offer!

616 Lake Howell Road, Maitland

1310 Winston Road, Maitland
$625,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to this exceptional four-bedroom, two-and-a-half-bathroom pool home in the heart of Maitland, offering an ideal blend of comfort, privacy, and Florida-style living. Situated in an established neighborhood near Kewannee Park, this beautifully maintained residence welcomes you with a long driveway, side-entry two-car garage, manicured landscaping, and a charming paver walkway leading to an elegant double-door entry. Step inside to a light, bright, and spacious open-concept floor plan featuring tile flooring throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich cherry wood cabinetry, stainless-steel appliances, a center island with cooktop, and a stylish vent hood. The adjacent dining area provides an inviting space for gatherings, while the expansive living room features an impressive 72-inch ceiling fan and abundant natural light. A comfortable family room creates the perfect gathering space and features a wood-burning fireplace, adding warmth and character to the home. French doors open to your private outdoor oasis—an impressive screened-in lanai featuring a sparkling swimming pool, spacious sundeck, relaxing spa, and attractive water feature. Whether you’re enjoying your morning coffee, soaking up the Florida sunshine, or entertaining family and friends, this exceptional outdoor living space is designed to be enjoyed year-round. Beyond the pool area, the property offers a peaceful conservation view with no rear neighbors, creating an enhanced sense of privacy and a serene natural backdrop rarely found in such a convenient location. The spacious primary suite provides a private retreat with a generous walk-in closet and an ensuite bathroom featuring dual vanities, granite countertops, and a beautifully tiled walk-in shower. Three additional generously sized bedrooms offer flexibility for family, guests, a home office, or a hobby room. A secondary bathroom features a granite vanity and convenient shower/tub combination. Additional highlights include a roof replaced in 2019, AC 2024, water heater 2025, ceiling fans throughout, spacious living areas, a side-load two-car garage, and a desirable established-community setting. Location is another standout feature. Enjoy easy access to SR 17-92, SR 436, and I-4, providing convenient connectivity throughout Central Florida. You’re just a short drive from Orlando, Winter Park, Casselberry, and Altamonte Springs, as well as shopping, dining, fitness centers, banks, supermarkets, Lowe’s, Home Depot, parks, and everyday conveniences. With its private pool, screened lanai, conservation setting, no rear neighbors, spacious open floor plan, updated kitchen features, primary suite, and highly convenient Maitland location, this home offers the perfect opportunity to enjoy the best of the Central Florida lifestyle.

1310 Winston Road, Maitland

1060 Gregory Drive, Maitland
$529,000
3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code
Some homes have a character that simply cannot be recreated—and 1060 Gregory Drive is one of them. Built in 1962 and tucked beneath mature oaks draped in Spanish moss, this three-bedroom, two-bath Maitland home celebrates its original charm while offering the updates today’s buyers appreciate. Warm hardwood floors flow through the home, while a dramatic brick feature wall separates the living and family rooms, with a fireplace facing each space. It is a memorable architectural detail that makes both rooms feel welcoming and distinct. The updated kitchen pairs shaker-style cabinetry with granite countertops and stainless steel appliances, while plantation shutters and ceiling fans add comfort and classic style throughout. The primary bedroom features dual closets. The guest bathroom also benefits from a new vanity. Step outside to an expansive backyard deck with plenty of room for dining, entertaining and lingering beneath the trees on beautiful Florida evenings. Major improvements include an ELECTRICAL UPDATE 2026, ALL NEW DUCTWORK 2026, HVAC and REROOF 2020, WATER HEATER 2022, a NEW FENCE installed in 2023 and REPIPED 2009. Set in an established Maitland neighborhood with quick access to Winter Park, Maitland and Interstate 4, this is a home with a story, a setting and a style all its own. Come experience the character, comfort and tree-lined charm that make 1060 Gregory Drive feel like home from the moment you arrive.

1060 Gregory Drive, Maitland

508 Banyon Tree Circle Unit 200, Maitland
$149,900
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
MUST SEE! Well-maintained and move-in-ready 2-bedroom, 2-bath second-floor condo in the desirable Carrington Park community of Maitland. Offering 1,200+ square feet, this spacious split-bedroom floor plan features generously sized bedrooms, an open living/dining area, and a private screened balcony—perfect for enjoying the Florida lifestyle. The unit also includes a private washer/dryer hookup for added convenience. Enjoy an exceptional location near the intersection of Howell Branch Road and SR-436, with Publix, Starbucks, shopping, dining, and everyday conveniences just minutes away. Full Sail University is approximately 10 minutes away, UCF is nearby, and Orlando’s major attractions are easily accessible. Carrington Park offers two swimming pools, a large fitness center, playground, and beautifully maintained green spaces. The HOA provides excellent value by including water, sewer, trash, building insurance, roof, grounds maintenance, and community pool maintenance. Currently leased through December 31, 2026 at $1,700/month, providing immediate rental income for an investor while preserving future flexibility for an owner occupant. Seller financing may be available with $50,000 down and acceptable terms. A great opportunity for an owner occupant or investor looking for space, location, amenities, and value in a desirable Maitland area. Come see it in person—this is one you won’t want to overlook. Schedule your showing today and bring your offer!

508 Banyon Tree Circle Unit 200, Maitland

190 E Faith Terrace, Maitland
$1,225,000
4 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32751 Zip Code
Extremely rare opportunity to own an exceptional lakefront property in the heart of Maitland. This four bedroom, two bathroom residence has been tastefully renovated and is set on 1.07 acres of land along the sandy beach shores of Lake Seminary. It offers the combination of privacy, land, water access and beautiful renovations. The heart of the property is the spring fed lake known for recreational boating and water activities. The private sandy beach leads to a new 90 x 4 ft dock with a 12 x 12 ft recreational pad and bench. It's made of Trex composite decking and features an electric boat lift and cold water hose, making it easy to enjoy everything the lake has to offer. The property also boasts of a concrete block boathouse with electricity, adding valuable storage and functionality for lake life. Inside, the home has been completely renovated with an emphasis on quality, comfort and everyday living. The kitchen has been beautifully updated with stainless steel appliances, new cabinets, stone counters and a large island with seating for four. It has a panoramic view of the lake as it opens seamlessly to the dining/family room which highlights expansive sliding glass doors that lead directly out to the deck and backyard oasis. The extensive improvements continue throughout the property with renovated bathrooms, new vinyl wood flooring, fresh interior/exterior paint, new doors, new windows, new electrical, a new roof (2019), new skylights, two new air conditioning systems with new ductwork (2020), a new water softener and a commercial grade propane powered on demand tankless water heater. There's a separate indoor laundry room which provides generous space for folding and a 319 sqft bonus room with private access to the exterior. Outside, the new wood deck overlooks the lake and includes a mosquito prevention system, an outdoor shower and plumbing already in place for a sink. There's also new seamless gutters and a concrete security wall that surrounds the perimeter of the property with an electric access gate. This rare lakefront property offers the ultimate Central Florida lifestyle with private lake access and recreation at home, while being just minutes from exceptional dining, boutique shopping, Lake Lily, vibrant downtown Maitland, Winter Park’s renowned Park Avenue, and major roadways.

190 E Faith Terrace, Maitland

559 Flemming Way Unit 203, Maitland
$103,000
1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this well-maintained and move-in-ready second-floor condo, offering comfort, convenience, and a great location! This charming 1-bedroom, 1-bathroom unit features a spacious layout, a large walk-in closet, and a private outdoor patio where you can enjoy your morning coffee or relax after a long day. The property is currently vacant and ready to show, making it an excellent opportunity for a first-time homebuyer, seasonal resident, or investor looking for a low-maintenance property. The community offers a variety of desirable amenities, including a beautiful swimming pool, playground, and green spaces, and a great fitness/exercise room for residents to enjoy. The low HOA fee makes this property even more attractive for those looking for an affordable and convenient lifestyle. Laundry facilities are conveniently located outside across from the building. Located in a convenient area close to public transportation, stores, shops, restaurants, and everyday necessities, this condo provides easy access to everything you need. Whether you are looking for a comfortable place to call home or a great investment opportunity, this property offers an excellent combination of location, amenities, affordability, and convenience. Don't miss the opportunity to see this beautiful second-floor condo. The unit is vacant, in good condition, and ready for its new owner. Schedule your showing today!

559 Flemming Way Unit 203, Maitland

1501 Oranole Road, Maitland
$650,000
3 Beds ⋅ 4 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code
Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle.

1501 Oranole Road, Maitland

1281 Wellington Terrace, Maitland
$949,000
4 Beds ⋅ 3 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
OWNER FINANCING AVAILABLE. Seller will consider owner financing for a qualified buyer with a substantial down payment and favorable terms. Contact listing agent for details. Welcome to 1281 Wellington Terrace, a beautifully maintained 4-bedroom, 3-bath home offering 2,931 square feet in one of Maitland’s most desirable and established neighborhoods. With spacious interiors, thoughtful updates, and deeded access to Lake of the Woods, this home offers an exceptional combination of comfort, versatility, and location. One of the home’s most distinctive features is its rare split floor plan with two private primary suites positioned on opposite sides of the home. The second primary suite also features its own separate entrance, offering exceptional flexibility for multigenerational living, extended family, guests, a private home office, or an independent retreat—all while maintaining privacy within the main residence. Inside, soaring beamed ceilings and skylights fill the home with natural light, while a beautiful statement fireplace anchors the main living area. The open kitchen flows effortlessly into the gathering spaces and is complemented by a separate butler’s pantry and spacious laundry room, providing the extra storage, functionality, and convenience that make everyday living and entertaining effortless. Recent improvements include new windows throughout and a three year old roof, adding comfort, efficiency, and peace of mind. An expansive Florida room opens the home to the private, low-maintenance backyard, creating a wonderful extension of the living space and an inviting setting for entertaining, morning coffee, or simply relaxing and enjoying Florida living year-round. Ideally located in Maitland’s sought-after Wellington community, residents enjoy deeded lake access, highly rated Seminole County schools, and convenient access to Winter Park’s Park Avenue, with its renowned restaurants, boutiques, museums, and cultural attractions. Nearly 3,000 square feet, two private primary suites, generous living spaces, beautiful architectural character, and an outstanding Maitland location—1281 Wellington Terrace offers the space, privacy, and flexibility to live beautifully at every stage of life.

1281 Wellington Terrace, Maitland

1241 Manchester Road, Maitland
$535,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Prince Improvement. An absolutely stunning one-story home, ready for immediate occupancy as a primary residence or as a rental investment. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand.

1241 Manchester Road, Maitland

2464 Hunterfield Road, Maitland
$490,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented by TIMELESS TERRAZZO and luxury vinyl flooring throughout. The open floor plan creates a seamless flow from the NEWLY RENOVATED KITCHEN to the spacious family room, making it the perfect place to gather with family and friends or entertain guests. Need room for everyone? You'll love the separate living, dining, and family rooms, giving you plenty of flexible space for relaxing, hosting holidays, or creating the perfect home office or playroom. On cooler Florida evenings, cozy up around the WOOD-BURNING FIREPLACE and enjoy the warmth and charm it brings to the home. French doors open to a spacious SCREENED PORCH, creating an ideal indoor-outdoor living experience. Step outside to the LARGE FENCED BACKYARD, where there's plenty of room for kids, pets, gardening, or even adding your dream pool. Additional features include a 2-CAR GARAGE, large FENCED YARD, ceiling fans in all bedrooms and much more. Home RECENTLY REPLUMBED and with the right offer Sellers willing to replace the roof and septic so your worries of big ticket items repairs goes away. Located in a wonderful Maitland neighborhood and zoned for highly sought-after Seminole County Schools, this home offers not only beautiful living spaces but also an exceptional location close to shopping, dining, parks, and major roadways. This is MORE than just a house... it's a place you'll love coming home to. Schedule your private showing today and see why this could be the perfect place to call home!

2464 Hunterfield Road, Maitland

229 Flame Avenue, Maitland
$969,000
4 Beds ⋅ 4 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code
NEW PRICE + HOME WARRANTY! Seller is offering a one-year home warranty valued up to $810 for added peace of mind! Now priced at an exceptional value compared to recent comparable sales in the area. Seller welcomes offers—bring yours today! Welcome to Hidden Estates, where luxury, space, and flexibility come together in one of Maitland's most sought-after neighborhoods. Nestled on a quiet cul-de-sac, this rare single-story custom residence offers over 4,000 square feet of thoughtfully designed living space on an expansive three-quarter-acre lot. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized driveway, and exceptional parking with plenty of room for multiple vehicles, boats, RVs, trailers, and recreational equipment. Inside, the home's spacious open layout is designed for both everyday living and entertaining, featuring soaring ceilings, hardwood flooring, crown molding, skylights, custom built-ins, plantation shutters, and a wood-burning fireplace. At the center of the home is a beautifully appointed chef's kitchen with custom mahogany cabinetry, granite countertops, a Thermador refrigerator, six-burner gas cooktop, double ovens, an oversized island with bar seating, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat with its own sitting area, walk-in closet, heated bathroom floors, dual vanities, oversized walk-in shower, and freestanding soaking tub. One of the home's most unique features is its flexible layout, including a private guest suite situated on the opposite side of the home and a separate office overlooking a tranquil atrium, offering endless possibilities for guests, multigenerational living, a home office, or creative space. Step outside to your own private backyard oasis featuring a screened saltwater pool and spa with waterfall, an expansive covered lanai, and abundant outdoor living space designed for year-round Florida enjoyment. The oversized lot provides exceptional privacy while offering ample room to relax, entertain, or personalize the outdoor space. Additional highlights include a metal roof with copper fascia (2018), new septic drain field, and an unbeatable Maitland location convenient to shopping, dining, parks, major roadways, and everyday conveniences. This is a rare opportunity to experience the space, privacy, and versatility that define luxury living in Maitland.

229 Flame Avenue, Maitland

1994 Kenaston Road Unit 1994, Maitland
$389,000
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

360 Lake Seminary Circle, Maitland
$4,999,000
5 Beds ⋅ 8 Baths ⋅ Floridahaven SubDv. ⋅ 32751 Zip Code
Under Construction. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.

360 Lake Seminary Circle, Maitland

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Maitland Address, Seminole County: Homes for Sale

There are 32 homes for sale in Maitland, Florida as of 2026-11-05, at a median list price of $487,500 and a median of 57 days on market. Every active Maitland listing is above, newest first. What follows is what those listings add up to.

Maitland market at a glance

Active listings32
Median list price$487,500
Median price per square foot$239
Median size1,781 square feet
Median year built1973
Median days on market57
On market 60+ days15 (46.88%)
Priced below original asking11 (34.38%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-11-05. Updated weekly.

What the numbers say for Maitland buyers

11 of the 32 Maitland homes on the market (34%) are asking less than they did on day one, and 15 (47%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 60 or more days in who has already cut once is a different negotiation than one of the 17 listings still inside its first 60 days.

Across the 11 Maitland listings that have already come down, the typical reduction is 5.22% off the original asking price. That is the size of a first concession, not a final one.

Maitland homes by price range

Under $250,0001031.2%
$250,000 to $400,000515.6%
$400,000 to $600,000928.1%
$600,000 and up825.0%

Maitland homes by feature

FeatureActiveShareMedian list price
Private pool928.1%$650,000
No HOA1650.0%$540,000
New construction13.1%$4,999,000*
Waterfront26.2%$3,112,000*
In a 55+ community00.0%none listed

Features as the listing agent entered them in Stellar MLS, as of 2026-11-05. No HOA means no association fee is required and the listing shows no monthly HOA or condo fee. 55+ leaves out manufactured, mobile, modular and condo-hotel listings. A home can carry more than one feature. Each feature opens the live listings. The No HOA search shows houses with no association, so it can run a little under the count above. * Medians on rows with fewer than 4 listings are indicative only.

Property types in Maitland

Single Family Residence18
Condominium14

Neighborhoods and subdivisions in Maitland

Every Maitland subdivision with an active listing or its own page here, ranked by inventory. A subdivision showing 0 still appears: this is a live MLS feed and inventory changes daily. Every one of the 32 Maitland listings carries a subdivision name.

Carrington Park A Condo11 active$130,000
English Estates3 active$535,000*
Druid Hills Park2 active$642,000*
Forest Brook2 active$537,500*
Sierra Condos2 active$344,550*
Ultra Vista Condos1 active$389,000*
Acreage & Unrec1 active$1,225,000*
Northwood Heights1 active$485,000*
Floridahaven1 active$4,999,000*
English Woods1 active$545,000*
Dommerich Hills1 active$824,900*
Wellington1 active$949,000*
Hidden Estates1 active$969,000*
Bretton Woods1 active$650,000*
Northgate1 active$369,999*
Druid Hills Estates1 active$529,000*
Indian Hills Unit 1 Rep1 active$519,900*

Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-11-05. * Medians on rows with fewer than 4 listings are indicative only. Open a subdivision for days on market, price per square foot and sales history.

More Maitland subdivisions

No active listing today. Each page keeps its sales history and refills as inventory changes.

About Maitland

These are homes on the Seminole County side of the line carrying a Maitland mailing address. Maitland itself is a suburban city in Orange County with 19,543 residents at the 2020 census.

It is one of the oldest incorporated suburban municipalities in central Florida. The name comes from Fort Maitland, in turn from Captain William Seton Maitland, who fought in the Second Seminole War and was killed at the Battle of Wahoo Swamp. A military outpost was built in 1838 on the western shore of what became Lake Maitland.

A SunRail station sits on Highway 17-92, and the city runs a cluster of museums including the Maitland Art Center with its Mayan Revival and Fantasy architecture, the Maitland Historical Museum, the Telephone Museum and the William H. Waterhouse House Museum.

Maitland zip codes

32751 (32 listings)

Why Maitland shows up under two counties

A Maitland mailing address does not tell you which county the house is in. Homes addressed Maitland sit in both Orange County and Seminole County, and the county line, not the address, is what sets the property tax rate, the school district and which county government issues permits. Two houses can share a Maitland address and answer to different governments.

This page shows the Seminole County side: 32 active listings. For the other side, see Maitland homes in Orange County.

Check the county on the specific parcel before you assume the tax bill or the school zone. The address will not tell you.

More Seminole County searches

Frequently asked questions

How many homes are for sale in Maitland, FL?

There were 32 active residential listings in Maitland as of 2026-11-05, at a median list price of $487,500. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median home price in Maitland, FL?

The median list price in Maitland was $487,500 as of 2026-11-05, or about $239 per square foot. The median home on the market is 1,781 square feet and was built in 1973.

How long do homes take to sell in Maitland?

Median days on market was 57 as of 2026-11-05. 15 of the 32 listings, 47% of the Maitland market, have been listed 60 days or longer, and that is where most of the negotiating room sits.

Are Maitland sellers reducing their prices?

11 Maitland listings, 34.38% of the market, are now asking less than they did originally, at a median reduction of 5.22%. That is the size of a typical first concession here, and it is usually not the last one.

What neighborhoods are in Maitland, FL?

17 named subdivisions had at least one active listing in Maitland as of 2026-11-05, and every one is listed above with its active count and median list price. Carrington Park A Condo led with 11 active listings at a median of $130,000.

How many homes for sale in Maitland are under $250,000?

10 of the 32 active listings in Maitland, 31%, were listed under $250,000 as of 2026-11-05. Another 5 (16%) were listed between $250,000 and $400,000. Each price range above opens its listings.

How many Maitland homes for sale have a pool or no HOA?

Of the 32 active listings in Maitland as of 2026-11-05, 9 listings (28%) have a private pool at a median list price of $650,000; 16 listings (50%) have no HOA at a median list price of $540,000; 1 listing (3%) is new construction at $4,999,000. The counts are the listing agents' own MLS entries.

Is Maitland a buyer's or seller's market?

By our local two-factor read, Maitland is a balanced market as of November 2026: 3.4 months of supply against 4.3 across the four counties, and sellers closing at 96.0 percent of original asking price against 96.0 percent regionally.

The Homes In Orlando Team at NextHome Neighborhood Realty works with buyers and sellers across six Central Florida counties and publishes market data for Orange, Seminole, Lake, and Volusia. Call or text 407-616-9019 to see any Maitland listing on this page.

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