Maitland FL Single Family Homes for Sale

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

Welcome to 1913 Hibiscus Ln! This home offers true peace of mind, with major systems and finishes thoughtfully updated throughout. Key updates include the roof (2018), A/C (2021), and water heater (2026). Inside, you'll find luxury vinyl plank flooring throughout the entire home (2025) and a beautifully renovated kitchen (2022) with updated countertops and backsplash, plus a newer refrigerator (2025), stove (2024), and microwave (2022). A custom coffee and wine bar, added in 2026, is perfect for your morning routine or entertaining guests. Both bathrooms have been tastefully renovated: the primary in 2022 and the guest bath in 2024. The dedicated office features custom built-ins (2025), ideal for working from home. Additional improvements include fresh exterior paint, a new front door and garage side door, and a back porch door replaced in 2022. Step outside and discover even more to love! Enjoy a newly tiled back porch (2026), all-new landscaping and fresh sod in the side and backyard (2026), and a fire pit (2023) enclosed by a private vinyl fence (2023), the perfect setting for relaxing evenings and weekend gatherings. Conveniently located with easy access to Maitland Avenue and I-4, just a short drive to Downtown Maitland and Park Avenue. With extensive updates, inviting outdoor spaces, and a great location, 1913 Hibiscus Ln is ready to welcome you home. Schedule your showing today!

1913 Hibiscus Lane, Maitland

$519,900

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

Welcome to this beautifully updated, single-story pool home in the established, non-HOA Indian Hills neighborhood of Maitland! The updated kitchen features Carrara quartz countertops, an undermount sink with a pull-down faucet, and a new stainless steel appliance package. Both bathrooms have been tastefully renovated with shaker-style vanities topped with quartz, dual undermount sinks, framed mirrors, new toilets, and modern fixtures. Additional interior updates include new luxury vinyl plank flooring, new carpet, and fresh two-tone interior paint. Outside, enjoy fresh exterior paint and a private in-ground pool with a newly sealed and painted pool deck. The rear porch also features new carriage-style lighting. Conveniently located near SR-436 and US-17/92, this home offers easy access to Maitland, Winter Park, Altamonte Springs, and downtown Orlando.

2607 Derbyshire 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

$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

$515,000

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

This residence exemplifies pride of ownership, boasting a beautifully appointed kitchen with high-quality, updated cabinetry and granite countertops, complemented by upper-end stainless steel appliances, Upon arrival, the exceptional workmanship evident in the pavers driveway is immediately apparent, and this attention to detail extends to the nicely landscaped backyard. complete with a paver patio. Home has fresh paint inside and out. New carpet in the bedrooms. The roof was installed in September 2020. Prospective buyers may be interested in assuming the seller's 2.76% interest loan.

356 Croton Drive, 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

$525,000

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

Welcome home! Check out this beautiful three-bedroom, two-bath single-family home with a beautiful pool in a no HOA neighborhood. Take advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened-in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors. As soon as you walk up, you'll notice the archway that is covered in beautiful flowers when in season. As soon as you go into the foyer, you'll notice the massive open living area with a great kitchen, living room and dining room combo. The kitchen is sure to bring out your inner chef. Features plenty of lighting, a massive kitchen island, and ample countertop and cabinet space. This home is ideal for entertaining, with French doors out to your beautiful screened in patio and backyard nearby. The main bedroom features updated flooring, a spacious walk in closet and private primary bath. This home is an amazing canvas for you to come in and make it your own. Reach out to the listing agent today to schedule your showing. Roof, HVAC and water heater in 2021.

623 Green Meadow Avenue, 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

$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

$485,000

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

Welcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in the heart of Maitland. Thoughtfully renovated in 2016, this inviting residence offers a wonderful blend of character, comfort, and modern finishes. Step inside to discover updated wood flooring, fresh interior paint, and a completely renovated kitchen featuring stainless steel appliances and stone countertops. The two generously sized bedrooms provide a comfortable living space, while both bathrooms have been tastefully renovated. Stone countertops can be found throughout the home, adding a cohesive and timeless touch. Peaceful water views of Lake Seminary, create a lovely backdrop for morning coffee, entertaining, or simply relaxing at home. Additional highlights include a new well installed 2022, a new septic tank installed in 2024, and a new grey water tank in 2026. The backyard was also freshly resodded, providing a beautiful outdoor space to enjoy Florida's year-round sunshine. Located in desirable Maitland, the home is close to shopping, dining, parks, Winter Park, and major roadways, making it easy to enjoy everything Central Florida has to offer.

180 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

$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

$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

$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

$394,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Back on Market, Buyer had a family situation and could no longer move forward. Opportunity awaits in the established English Woods community! This 3-bedroom, 2-bath pool home is full of potential and ready for its next owner to bring it back to life. Originally designed as a 4-bedroom, the home can easily be converted back, offering added flexibility and living space. Featuring a spacious floor plan, private pool, and hot tub, this property is an excellent opportunity for investors, renovators, or buyers looking to customize a home to fit their vision. Roof is 2006, water heater is 2015, and A/C is 2001. Conveniently located near shopping, dining, schools, and major roadways, this is your chance to create your dream home or add a promising investment property to your portfolio. Bring your ideas and unlock the potential this home has to offer! HUD Case #:094-528168 A Property is HUD owned & subject to HUD rules. FHA eligibility-Insured With Escrow. Sold As-Is, no post-contract repairs or credits. Buyer to independently verify square footage and all measurements, condition, and HOA information if any. The buyer is responsible for activating utilities for inspection. Investors must complete inspections prior to bidding. USE American Title Corp when submitting offers - Title work has already been completed!

2467 Fieldingwood Road, 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

$545,000

4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code

Virtually Staged. Owner welcomes all offers! Seller is motivated and open to considering all reasonable offers. Schedule your showing today! Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms, modern fixtures, quartz countertops, and custom cabinetry. The spacious primary suite includes a walk-in closet and renovated en-suite bath, while the additional bedrooms provide flexibility for family, guests, or a home office. A large screened Florida room overlooks the backyard and creates the perfect space for year-round entertaining. Outside, enjoy the oversized swimming pool, expansive patio deck, fully fenced yard, and storage shed, offering plenty of room for recreation and outdoor living. Conveniently located just minutes from Downtown Maitland, Winter Park, Park Avenue, AdventHealth, shopping, dining, and major roadways including I-4, this home combines modern updates, energy-efficient features, and an exceptional location in the heart of Central Florida.

2494 Castlewood Road, Maitland

$824,900

5 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code

Welcome to Dommerich Hills, where modern style meets everyday comfort. This beautifully renovated home offers the freedom of **NO HOA** and has been thoughtfully updated from top to bottom. From the paver driveway and elegant double-door entry to the bright, open-concept interior, every detail has been designed to make you feel at home. The heart of the home is a stunning chef-inspired kitchen featuring sleek custom cabinetry, stainless steel appliances, and a striking waterfall island with custom wood accents,perfect for entertaining family and friends. The spa like bathrooms has glass-enclosed showers, contemporary fixtures, and designer finishes that create a relaxing retreat. Step outside and discover your own private Florida oasis. A covered lanai overlooks the sparkling pool and expansive paver patio, creating the ideal space for outdoor dining, weekend gatherings, or simply unwinding in the sunshine. Conveniently located just minutes from major highways, shopping, dining, and entertainment, this beautifully renovated home combines modern design with everyday functionality. Schedule your private showing today and experience everything this exceptional property.

2801 Waumpi Trail, 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 FL Single Family Homes for Sale

There are 18 single family homes for sale in Maitland, Florida as of 2026-11-05, at a median list price of $547,500 and a median of 53 days on market. Detached homes, which make up most of what is for sale here.

Maitland single family homes for sale at a glance

Active single family homes	18
Share of the Maitland market	56.2% of 32 listings
Median list price	$547,500
Median price per square foot	$280
Median size	2,228 square feet
Median year built	1965
Median days on market	53
On market 60+ days	8 (44.44%)

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

How Maitland single family homes compare to the rest of the city

The median single family home in Maitland asks $547,500 against $487,500 for the city as a whole, and $280 per square foot against $239. Single Family Homes make up 56.2% of everything on the market here.

6 of them, 33.33%, are asking less than they did originally, at a median reduction of 5.27%. That is the size of a first concession, not a final one.

Maitland single family homes by price range

Under $250,000	0	0.0%
$250,000 to $400,000	1	5.6%
$400,000 to $600,000	9	50.0%
$600,000 and up	8	44.4%

Maitland single family homes by bedroom count

2 bedrooms	1
3 bedrooms	5
4 bedrooms	10
5 bedrooms+	2

Zip codes

32751 (18)

Frequently asked questions

How many single family homes are for sale in Maitland, FL?

There were 18 active single family homes listed in Maitland as of 2026-11-05, 56.2% of the 32 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a single family home in Maitland, FL?

The median asking price was $547,500 as of 2026-11-05, or about $280 per square foot. The median single family home on the market is 2,228 square feet and was built in 1965.

How long do single family homes take to sell in Maitland?

Median days on market was 53 as of 2026-11-05. 8 of the 18 active single family homes, 44.44%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Maitland single family homes cheaper than houses in Maitland?

The median single family home asks $547,500 against $487,500 for all Maitland listings, and $280 per square foot against $239 citywide. Price per square foot is the fairer comparison.

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.