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Maitland FL Homes for Sale

$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

$108,000
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

$799,000
3 Beds 5 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

233 Flame Avenue, 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

$825,000
3 Beds 3 Baths Oakland Shores SubDv. 32751 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this gorgeous, move-in-ready 3-bedroom, 2.5-bath POOL home in the desirable Oakland Shores neighborhood of Maitland! Situated on an oversized, beautifully landscaped lot, this exceptional home welcomes you with mature landscaping, a large circular driveway, and additional side parking ideal for a boat or RV. Inside, you’ll immediately appreciate the light and bright open feel, luxury vinyl flooring, and crown molding throughout the main living areas. The formal living room flows seamlessly into the dining and family rooms, all overlooking the spectacular resort-style pool and backyard. The expansive sparkling pool is surrounded by a custom pavered patio with multiple spaces for lounging, dining, and entertaining, while the generous green space and privacy create your own backyard retreat. The beautifully appointed kitchen features quartz countertops, white shaker cabinetry, stainless steel appliances, a center island with sink, walk-in pantry, and a charming dining nook with custom seating. The spacious primary suite offers direct pool access, a huge walk-in closet with a custom organizing system, and a spa-like ensuite bath complete with dual sinks, vanity, garden tub, and separate glass-enclosed shower. Two generously sized secondary bedrooms share an upgraded full bath, while an additional upgraded half bath provides convenience for guests. A well-designed interior laundry room includes built-in cabinetry and direct access to the backyard. One of the home’s most versatile features is the large bonus room, complete with a spacious walk-in, air-conditioned storage room. Whether you envision a home gym, classroom, office, creative space, or potential mother-in-law suite, the possibilities are endless. Recent updates provide additional peace of mind, including a roof and septic system replaced in 2017. The septic was recently cleaned in 2025 with the filter replaced. Additional upgrades include electrical, fencing, water heater, pool pump, interior paint, brand new Carrier HVAC system, irrigation pump, plumbing, and windows. Oakland Shores offers a wonderful neighborhood setting for walking and includes deeded access to Lake Faith, a non-motorized lake great for paddle boarding and kayaking, with a community access point on Lake Shore Drive. Conveniently located near shopping, dining, major roadways, and within a mile of the newly planned Maitland Trader Joe’s, this home combines comfort, versatility, privacy, and an ideal Maitland location. With its beautiful pool, oversized lot, extensive updates, and flexible living spaces, this is one you won’t want to miss!

505 Oak Lane, Maitland

$979,000
4 Beds 3 Baths Wellington SubDv. 32751 Zip Code
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

$340,000
3 Beds 2 Baths Sierra Condo Ph 2 SubDv. 32751 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo with private garage in the desirable Sierra Condominium Association, offering a comfortable split-bedroom floor plan, exceptional curb appeal, and a serene outdoor setting. The meticulously maintained landscaping features a stunning bougainvillea plant, adding vibrant color and charm to the home's inviting exterior. Inside, wood flooring extends through the family room, hallway, and primary bedroom, adding warmth and character to the living spaces. The spacious family room features a wood-burning fireplace and additional storage closet space, providing both a cozy gathering area and convenient functionality. The kitchen offers 42-inch wood cabinetry with ample storage and provides a functional space for everyday cooking and entertaining. The open flow into the main living areas makes it easy to stay connected with family and guests. The split-bedroom floor plan provides added privacy, with the spacious primary suite thoughtfully separated from the additional bedrooms. The primary bedroom features wood flooring, while both full bathrooms are equipped with walk-in showers and porcelain tile flooring, adding a clean, durable, and stylish finish. The HVAC system was replaced in 2020 and has been routinely serviced for added peace of mind. Enjoy the tranquility of your private outdoor space with a paver patio and covered pergola overlooking a peaceful creek—an ideal spot for morning coffee, outdoor dining, or unwinding at the end of the day. The property also includes a private attached one-car garage, providing convenient parking and additional storage. Residents of the Sierra Condominium Association enjoy desirable community amenities, including a community swimming pool and tennis courts, with cable and internet included in the association fees for added convenience and value. Conveniently located near shopping, dining, entertainment, and major roadways, this home provides easy access to Orlando and surrounding communities while offering a peaceful retreat to call home. Combining low-maintenance living, beautiful landscaping, thoughtful storage, desirable amenities, and a tranquil creekside setting, this Sierra condo is an opportunity you won't want to miss.

2362 Sierra Lane, Maitland

$559,000
4 Beds 2 Baths English Estates Unit 2 SubDv. 32751 Zip Code
Seller concessions or a mortgage rate buy-down are available. 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

$949,000
4 Beds 4 Baths Wellington SubDv. 32751 Zip Code
Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways.

1889 Berkeley Court, 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

$725,000
6 Beds 3 Baths English Estates Unit 3 SubDv. 32751 Zip Code
HONEY STOP THE CAR! This Maitland POOL home has EVERYTHING you need and MORE under one roof! Welcome to one of Maitland's most desirable neighborhoods English Estates. This 6 Bedroom, 3 Bathroom estate offers over 2,600 square feet of living space with a Split Bedroom Floor Plan and a Private Pool. This home is Move-In ready and provides comfort with modern style and top of the line updates by offering the perfect combination of luxury and space which is ideal for Large Families, Multi-Generational households, and working professionals seeking a premium residence. Once you step inside, you'll find an Open Concept showcasing the Kitchen, Living Room, and Dining Room with lots of natural light down to the fine details of Wainscoting and Crown Molding. The Kitchen is the Heart of the Home and this Kitchen is surely that! Great space for the whole family to enjoy and gather around the Extra Large Island. The Kitchen comes equipped with Real Wood Cabinets, Granite Countertops, and all major Stainless Steel Appliances including a Gas Stove with Hood Vent, Dishwasher, Fridge, and Microwave. Located off the Kitchen, the Living Room opens up to the Florida Room that leads out to your own Private Pool with Screen Enclosure. The Split Bedroom Floor Plan in this home features 3 Bedrooms on each side of the home, a true even split, giving you a thoughtful layout for everyday living, entertaining, and working from home. The ROOF and AC by Trane with Nest Thermostat are all from 2021. This home comes with Natural Gas at the Stove, Tankless Water Heater, and Dryer. The Extra Long Driveway with Additional Parking on the side provides ample parking for all your vehicles, boats, RV's and toys. Residents enjoy access to A-Rated Schools and a voluntary low-cost HOA. This location is ideal and conveniently located near 1792 which is a short distance to Maitland Community Park and Maitland City Centre where there are local dining spots and recreation activities. This home is also close to Winter Park, Rollins College, AdventHealth, and 10 minutes to Downtown Orlando. Whether you're looking for more space or a new lifestyle, this home delivers! Come enjoy one of Maitland's most established sought-after neighborhoods.

2462 Carolton Road, Maitland

$979,000
4 Beds 4 Baths Hidden Estates Unit 3 SubDv. 32751 Zip Code
LOWER YOUR RATE FOR THE FIRST 2 YEARS! SPECIAL FINANCING INCENTIVE! Seller will contribute toward a temporary mortgage rate buydown for a qualified buyer, potentially providing reduced monthly mortgage payments during the first two years. Contact listing agent for additional details. 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

$595,000
4 Beds 2 Baths Forest Brook 5th Sec SubDv. 32751 Zip Code
Welcome to 741 Brookside Road in the heart of Maitland! This beautifully updated 4-bedroom, 2-bath pool home offers the perfect blend of modern upgrades, spacious living, and an unbeatable location. No expense was spared during the home's extensive renovations, creating a truly move-in-ready property that combines quality craftsmanship with timeless style. The recently remodeled kitchen is a true showpiece, featuring solid wood cabinetry, elegant Taj Majal granite countertops, upgraded appliances, and abundant workspace for cooking and entertaining. Recent improvements throughout the home include fresh interior paint, a newly renovated guest bathroom, updated plumbing, and a new roof installed in 2024, providing peace of mind for years to come. At the heart of the home is an enormous Florida Room, offering exceptional space for gathering with family and friends while overlooking the tropical backyard retreat. Step outside to your private oasis, complete with a sparkling pool and fountain surrounded by lush landscaping that creates a serene, resort-style atmosphere. Situated on a large fenced corner lot with no HOA, this property offers both privacy and freedom. Its fantastic Maitland location places you just minutes from shopping, dining, parks, and major roadways, making everyday living both convenient and enjoyable. You will be hard-pressed to find another property in this location and price range that offers this level of attention to detail, quality of construction, and thoughtful upgrades throughout. Every improvement has been carefully selected to create a home that is as functional as it is beautiful. Move-in ready and loaded with updates, this rare opportunity combines comfort, style, and outdoor living in one exceptional package. Schedule your private showing today and discover everything this beautiful Maitland home has to offer! Square footage includes Florida Room of 336 square feet not included on tax records.

741 Brookside Road, Maitland

$610,000
5 Beds 2 Baths Forest Brook 3rd Sec SubDv. 32751 Zip Code
Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes.

2642 Brookside Court, Maitland

$925,000
3 Beds 3 Baths Forest Brook 5th Sec SubDv. 32751 Zip Code
NEWLY PRICED TO SELL, UNDER APPRAISED VALUE, DO NOT MISS THIS OPPORTUNITY!! SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection and just minutes from Winter Park. Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car garage on a .31 ACRE LOT is effortless Florida living.**SOLAR PANELS-(Avg. utilities $40/MONTH) From the moment you arrive you will be impressed with the mature, manicured landscaping and architectural features that sets the tone for the quality you will find inside. The EXPANSIVE OPEN FLOOR PLAN draws you in with an effortless flow between living, dining, and entertaining spaces. SLEEK MODERN CABINETRY, MARBLE FLOORING and DESIGNER FIXTURES elevate every room. The chef-inspired kitchen features a LARGE CENTER ISLAND perfect for casual dining, meal prep or gathering with guests. A stylish PASS THROUG BAR connects seamlessly to the Florida Room making entertaining a breeze. The OVERSIZED PRIMARY SUITE is a true retreat with MARBLE FLOORING, an abundance of natural light and CUSTOM SLIDING GLASS DOORS leading to the expansive pool deck. The en-suite bathroom features FLOATING VANITIES, MARBLE FLOORING and a SEAMLESS GLASS ENCLOSED SHOWER and STAND ALONE TUB that continues the modern aesthetic that feels like a five star hotel everyday. Laundry with sink and overhead cabinets is centrally located near the kitchen and primary suite. The focal point of the family room is the stunning MARBLE FACED FIREPLACE. Two generously sized secondary bedrooms are located off the family room, sharing a beautiful bathroom featuring marble floors, floating dual sink vanity and walk-in shower-consistent with the finishes throughout. The Florida Room is where the fun truly begins. Currently set up as the ultimate entertainment space, this incredible space offers endless possibilities- playroom, game room, movie room or the perfect indoor/outdoor lounge for hosting family and friends.NEW OVERSIZED WINDOWS frame spectacular views of the pool, floods the space with natural light and seamlessly connect the indoors to the out. The THIRD FULL BATH located off the Florida Room serves as the POOL BATH with walk-in shower, Jacuzzi, floating vanity and premium finishes. This homes outdoor spaces provide something for everyone. The large, screened-in pool deck features a Tiki Bar and dedicated PROJECTOR SCREEN AREA (Screen & Tiki Bar CONVEY IN THE SALE) perfect for entertaining pool side.The side yard with artificial turf is clean, low maintenance, and pet friendly. A charming brick paver seating area creates as cozy spot to relax, unwind or let the pets roam freely. Enjoy the tranquility of this homes beautiful backyard. ADDITIONAL LIST OF UPGRADES: 2020 HARDSCAPE & LANDSCAPING, 2021 NEW WATER HEATER & POOL PUMP, 2024/2025 REPLACED LARGE AC AND DUCTWORK, AC PRIMARY SIDE UNIT, 2025 NEW FLORIDA ROOM WINDOWS, ADDED RID-O-RUST SYSTEM TO WELL FOR IRRIGATION, SCREENED IN POOL/DECK, SOLAR PANELS (to be paid off at closing) ADDED DRY BAR WITH UPPER AND LOWER CABINETS IN DINING AREA. Conveniently located minutes away from boutique shopping, acclaimed dining and vibrant entertainment of the beautiful city of Winter Park with easy access to Orlando and surrounding communities. This home won't last long. Call your Agent to schedule a showing today!

755 Woodside Road, 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

$4,999,000
5 Beds 8 Baths Floridahaven SubDv. 32751 Zip Code
Pre-Construction. To be built. 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 36 homes for sale in Maitland, Florida as of 2026-09-19, at a median list price of $487,500 and a median of 31 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 listings36
Median list price$487,500
Median price per square foot$244
Median size1,958 square feet
Median year built1973
Median days on market31
On market 60+ days15 (41.67%)
Priced below original asking20 (55.56%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-09-19. Updated weekly.

What the numbers say for Maitland buyers

20 of the 36 Maitland homes on the market (56%) are asking less than they did on day one, and 15 (42%) have been listed 60 days or longer. Those two figures are the practical case for making an offer here. A seller 31 days in who has already cut once is a different negotiation than one of the 21 listings still inside its first 60 days.

Across the 20 Maitland listings that have already come down, the typical reduction is 5.48% off the original asking price. That is the size of a first concession, not a final one.

Maitland homes by price range

Under $250,0001027.8%
$250,000 to $400,000513.9%
$400,000 to $600,000925.0%
$600,000 and up1233.3%

Property types in Maitland

Single Family Residence22
Condominium13
1/2 Duplex1

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. The 36 homes in named subdivisions are 100% of the Maitland market; the rest are on unplatted land or were listed without a subdivision name.

Carrington Park A Condo11 active$130,000
Forest Brook4 active$602,500
Oakland Shores3 active$578,000*
English Estates3 active$559,000*
Wellington2 active$964,000*
Hidden Estates2 active$889,000*
Floridahaven1 active$4,999,000*
Ultra Vista Condos1 active$389,000*
Druid Hills Estates1 active$404,800*
Lakewood Shores1 active$465,000*
Sierra Condos1 active$340,000*
English Woods1 active$565,000*
Bretton Woods1 active$650,000*
Branch Tree1 active$355,000*
Acreage & Unrec1 active$1,225,000*
Northwood Heights1 active$485,000*
Dommerich Hills1 active$824,900*

Subdivision names come from the MLS as agents entered them. Active count and median list price as of 2026-09-19. * 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 (36 listings)

Maitland homes by property type

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: 36 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 36 active residential listings in Maitland as of 2026-09-19, 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 2026-09-19, or about $244 per square foot. The median home on the market is 1,958 square feet and was built in 1973.

How long do homes take to sell in Maitland?

Median days on market was 31 as of 2026-09-19. 15 of the 36 listings, 42% 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?

20 Maitland listings, 55.56% of the market, are now asking less than they did originally, at a median reduction of 5.48%. 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 2026-09-19, and every one is listed above with its own median price and days on market. Carrington Park A Condo led with 11 active listings at a median of $130,000.

What zip codes cover Maitland, FL?

Maitland listings sat in 1 zip code as of 2026-09-19: 32751 with 36 active listings.

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Maitland listing on this page.