Longwood Homes for Sale

Longwood Homes for Sale

Longwood, located in Seminole County, Florida, is a vibrant city with a rich history and a promising future. Nestled in the heart of the Sunshine State, Longwood offers a perfect blend of suburban tranquility and urban convenience.

Known for its lush greenery and picturesque landscapes, Longwood is a haven for nature lovers. The city boasts numerous parks and recreational areas, providing residents with ample opportunities for outdoor activities such as hiking, biking, and fishing. The iconic Wekiva River runs through Longwood, offering stunning views and a peaceful retreat from the hustle and bustle of everyday life.

In addition to its natural beauty, Longwood is also home to a diverse range of housing options. Whether you are looking for a cozy single-family home, a spacious townhouse, or a luxurious estate, Longwood has it all. The real estate market in Longwood is thriving, with a wide variety of homes for sale to suit every budget and lifestyle.

Longwood is not only a great place to live but also offers excellent amenities and services. The city is home to top-rated schools, shopping centers, restaurants, and entertainment venues, ensuring that residents have everything they need within easy reach.

If you are considering a move to Florida, Longwood is definitely worth exploring. With its beautiful surroundings, diverse housing options, and convenient location, Longwood offers the perfect balance between suburban tranquility and urban convenience.

Newest Longwood Homes for Sale

$750,000
1 Beds ⋅ 1 Baths ⋅ O6432809 MLS
Welcome to 250 Longwood Hills Road in Longwood! Situated on a spacious property with an expansive yard and mature trees, this unique home offers plenty of room to enjoy the outdoors and make the property your own. A long driveway provides generous space for parking, while the large open grounds offer flexibility for outdoor activities, recreation, gardening, or future possibilities. Inside, the home features an open living area with wood-look flooring, recessed lighting, and abundant natural light. The kitchen is efficiently designed with cabinetry, countertop workspace, a range, refrigerator, and views of the surrounding property. The bathroom features a walk-in shower with tiled walls, a built-in niche, and decorative shower flooring. Outside is where this property truly stands apart. The expansive grounds feature beautiful mature trees, wide-open green space, additional structures, and plenty of room to spread out. Conveniently located in Longwood with access to nearby shopping, dining, major roadways, and everything Central Florida has to offer. A property with this much usable outdoor space presents a unique opportunity for buyers looking for privacy, flexibility, and room to create their own vision.

250 Longwood Hills Road, Longwood
$549,990
4 Beds ⋅ 3 Baths ⋅ O6434529 MLS
NEW ROOF TO BE INSTALLED BEFORE CLOSING! Paid off solar panels may also be available for purchase at an additional premium. Welcome to this beautifully established Longwood home, nestled in the desirable Moorings community just east of I-4. With mature trees, lush landscaping, no HOA, and distinctive architectural details throughout, this home offers a unique combination of character, comfort, and convenience. As you enter through the solid walnut front door featuring beautiful varicolored fused glass, you'll immediately appreciate the home's thoughtful design and timeless finishes. Jerusalem slate flooring, a charming Franklin stove, and floor-to-ceiling windows create a warm and inviting atmosphere while providing stunning views of the sparkling pool and private backyard oasis. The open concept kitchen is designed for both everyday living and entertaining, featuring quartz countertops and stainless steel appliances. The split bedroom floor plan provides privacy and flexibility, including two spacious owner's suites. The primary owner's suite features a walk-in closet and beautifully updated bathroom with a travertine shower and striking Onyx accent walls. The secondary owner's suite includes its own updated full bathroom with convenient access for guests. Numerous recent updates provide added peace of mind, including a new roof scheduled for installation in September 2026, new AC systems installed in 2022 and 2024, updated pool pump and filter, new cork-backed LVP flooring in the bedrooms, five new windows, and a mini-split AC system added to the sunroom. The property also features fresh sod surrounding the pool area. Step outside to your private backyard retreat, complete with a stunning Cobalt blue-tiled pool, updated pool equipment, fully fenced yard, and an expansive paver patio, perfect for relaxing, entertaining, or enjoying Florida's year round outdoor lifestyle. Located in the heart of Longwood, the Moorings community offers easy access to I-4 and State Road 434 and is conveniently located near shopping, dining, SunRail, walking distance to Rock Lake Middle, and more. With its spacious layout, thoughtful updates, private pool, and desirable location, this home is a rare opportunity to enjoy the best of Longwood living.

120 Slade Drive, Longwood
$795,000
5 Beds ⋅ 3 Baths ⋅ O6434405 MLS
Welcome to this luxurious Sweetwater Cove 5 bedroom, 3 bath pool home in the desirable Wekiva area of Longwood.

107 Elderberry Lane, Longwood
$649,900
4 Beds ⋅ 3 Baths ⋅ O6429571 MLS
Welcome to 401 Woodview Drive, a spacious 4-bedroom, 2.5-bath home nestled in the desirable Sabal Point area of Longwood. Situated on an oversized corner lot, this two-story residence offers an inviting floor plan with soaring ceilings, abundant living space, and a cozy wood-burning fireplace that creates a natural focal point for gatherings. The home features approximately 2,392 square feet of living space, a two-car garage, balcony/deck areas, and a screened porch overlooking the private yard. The kitchen offers ample cabinetry and counter space, while the generously sized bedrooms provide flexibility for family, guests, a home office, or additional living needs. Conveniently located near parks, shopping, dining, major roadways, and highly regarded Seminole County schools, this home combines space, comfort, and an excellent Longwood location. A wonderful opportunity to make this established Sabal Point property your own. Home features a 2020 ROOF and 2020 WATER HEATER.

401 Woodview Drive, Longwood
$395,000
3 Beds ⋅ 2 Baths ⋅ V4950755 MLS
Welcome to this spacious 3-bedroom, 1.5 bath pool home in Longwood, FL, offering comfortable single-story living, an oversized screened outdoor area, and a large backyard with plenty of room to enjoy the Florida lifestyle. Major updates add extra peace of mind, including a brand-new roof that is less than a year old, newer HVAC system, and newer water heater. Inside, the home features a bright, functional layout with wood-look flooring throughout the main living areas, a spacious living room, dedicated dining space, and an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, abundant storage, and a breakfast bar with additional seating. The flexible floor plan offers three comfortable bedrooms, including a generously sized primary bedroom, plus additional space that works well as a home office, playroom, workout area, or flex space. Step outside to one of the home's standout features: the screened-in swimming pool and expansive screened patio area. With approximately 23' x 35' of screened outdoor space, there's plenty of room for lounging, entertaining, grilling, and enjoying the pool while taking advantage of Central Florida's year-round outdoor lifestyle. The property also offers an attached garage, interior laundry area with washer and dryer, additional storage space, a backyard shed, and a large fenced yard. The spacious lot provides room for outdoor activities, pets, gardening, or simply relaxing at home. Conveniently located in Longwood, Seminole County, this home offers easy access to shopping, dining, parks, schools, major roadways, and surrounding Central Florida communities. Whether you're searching for a Longwood pool home, single-family home with a fenced backyard, one-story home, or an updated Central Florida home with a newer roof, HVAC, and water heater, this property delivers a great combination of space, functionality, major updates, and Florida living.

880 Seminole Avenue, Longwood
$800,000
5 Beds ⋅ 2 Baths ⋅ O6433556 MLS
SWEETWATER OAKS — this is the kind of home that makes you want to stay awhile. Beautifully updated, warm and inviting, it combines an easy one-story floor plan with exceptional outdoor living and the lifestyle that makes this neighborhood so special. Rich wood flooring flows through the main living areas, while walls of glass fill the home with natural light and create a seamless connection to the pool and lanai. The heart of the home is the DESIGNER KITCHEN WITH OVERSIZED CONTRASTING ISLAND, where everyone will naturally gather. Crisp white cabinetry, abundant seating, stainless steel appliances, beautiful stone countertops, generous prep space and extensive storage make it as functional as it is beautiful. The kitchen opens effortlessly to the dining and family rooms, where custom built-ins, a painted brick fireplace and dry bar create a comfortable space for everything from quiet evenings to a house full of friends. The spacious PRIMARY SUITE feels like a true retreat, with a tray ceiling, plantation shutters and an updated bath featuring dual vanities, a soaking tub and oversized walk-in shower. Additional bedrooms offer flexibility for family and guests, while a separate office provides a dedicated work-from-home space. Even the OVERSIZED LAUNDRY/UTILITY ROOM impresses, with extensive cabinetry, long counters, a utility sink, built-in shelving, hanging space and abundant storage — one of those practical luxuries you quickly wonder how you ever lived without. Then step outside, because this is where the Florida lifestyle really comes alive. Multiple sliding doors open to an EXPANSIVE SCREENED LANAI with separate dining and conversation areas, ceiling fans, built-in cabinetry and sink. Morning coffee, weekend dinners, football games with friends or simply relaxing at the end of the day — there is room for it all. Beyond the lanai, a freeform pool and expansive paver deck create your own backyard retreat, with additional fenced green space and mature landscaping. And then there is SWEETWATER OAKS itself. Enjoy a lakefront beach on Lake Brantley, river access with canoe and kayak storage, tennis courts, basketball courts, playgrounds, athletic fields, picnic areas and recreation spaces — all surrounded by the mature trees and natural beauty that give this neighborhood its unmistakable character. Additional improvements include ROOF 2020, updated windows and sliding doors, and FENCE 2024. Beautiful inside, fun outside and surrounded by amenities you will actually use, this is more than a home — it is a place to settle in, gather together and enjoy the Central Florida lifestyle. More pictures and floor plan are coming tomorrow. Check out the Matterport tour!!!

718 Fox Valley Drive, Longwood
$1,300,000
4 Beds ⋅ 4 Baths ⋅ O6431642 MLS
The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, half-acre lot with a dock and boathouse (with lift) Step into the wide-open floor plan with soaring tongue and groove ceilings, dramatic transom windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously sized primary bath has a large jetted tub, dual vanities, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood
$795,000
5 Beds ⋅ 4 Baths ⋅ O6430546 MLS
Welcome to 351 E Wildmere Ave, a brand-new construction home in one of Longwood, Florida's established legacy neighborhoods where new builds are still the exception, not the rule. This is a rare chance to get in early as this pocket of Longwood redevelops, without sacrificing the mature trees, larger lots, and settled character that new subdivisions can't offer. You also have the benefit of no HOA, saving you hundreds. Everything about this home is new — the roof, systems, finishes, and fixtures giving buyers the peace of mind of a builder-fresh home with none of the deferred maintenance of an older property. Inside, the home offers just under 3,000 square feet of living space across 5 bedrooms and 4 full bathrooms, filled throughout with an abundance of natural light that gives every room an open, airy feel. Highlights include a bonus loft ideal for a second living area, playroom, or media space, and a large walk-in pantry built for real-life kitchen storage. The primary suite is designed to feel like a private spa retreat. It features a modern, open-concept bathroom layout with a freestanding soaking tub and walk-in shower positioned together for a serene, resort-style feel, along with an oversized walk-in closet with room to spare. It's the kind of end-of-day escape that's hard to find in this price range. One of the home's biggest differentiators is the attached in-law suite with its own private entrance, a flexible space suited to multigenerational households, adult children, long-term guests, a private home office, or even rental income potential, all without sacrificing privacy for either party. Outside, the home sits on an oversized lot with ample green space and room for a pool, a garden, play space, or simply more breathing room between neighbors, which is increasingly hard to find in new construction. Zoned for Lyman High School, a well-regarded school in the area, this location is a strong fit for families prioritizing both a brand-new home and school quality. Priced below $800,000, this home offers new-construction quality at a price point that's competitive with resale homes in the area, in a neighborhood that's just beginning its redevelopment story.

351 E Wildmere Avenue, Longwood
$859,000
4 Beds ⋅ 3 Baths ⋅ O6432700 MLS
1150 Markham Woods description Welcome to 1150 Markham Woods Road, offering 4 bedrooms, 2.5 baths and 3,145 square feet on a beautiful 1.53-acre homesite in the desirable Markham Woods area—with NO HOA. The classic brick exterior, metal roof and expansive covered front entrance create a welcoming first impression. Inside, the kitchen and flooring have been updated within approximately the last three years. White cabinetry, granite countertops and a breakfast bar complement the open kitchen and living area, creating an easy flow for everyday living and entertaining. The charming Florida room, with exposed brick and distinctive windows overlooking the greenery, adds character and another inviting space to relax. Outdoors, enjoy an expansive yard and exceptional privacy with no rear neighbors and no neighbors along one side. A spacious primary suite plus three additional bedrooms provide plenty of flexibility for family, guests or a home office. All this in a sought-after location with top-rated schools, minutes from state parks and Wekiva Island, and convenient to local restaurants and freeway access. Space, privacy and character—all in the heart of Markham Woods.

1150 Markham Woods Road, Longwood
$549,900
6 Beds ⋅ 4 Baths ⋅ O6433179 MLS
Your chance to own a 2.25 acre property well under market value. The house needs TLC but bones are in great shape. The main house features 5 bedrooms and 3 bathrooms, and the in-law suite is 1 bedroom 1 bathroom. A large pool awaits it's new owner to bring it back to its former glory. The home features a brand new water filtration system. Bring your toys, your cars, your plants, your animals, and your creative eye and make this property yours. Cash-only offers unless your lender will finance a home that needs some TLC. Buyer to verify square footage and leasing restrictions.

230 Bay Meadow Road, Longwood
$798,000
4 Beds ⋅ 2 Baths ⋅ O6432919 MLS
A RARE WATERFRONT GEM IN SWEETWATER! Completely renovated and beautifully appointed, this exceptional canal-front residence offers a rare combination of luxury, privacy, recreation and an enviable waterfront lifestyle. Nestled in one of Longwood’s most highly sought-after neighborhoods and zoned for A-rated schools, this remarkable corner-lot home is truly one of those special properties that rarely comes to market. From the moment you enter, the home’s architectural character is unmistakable. Soaring cathedral/vaulted ceilings, beautiful wood beams, a brick fireplace and skylights throughout create an inviting sense of volume and fill the living spaces with natural light. Expansive sliding glass doors from both the living room and primary suite open to the pool and tranquil canal beyond, creating effortless indoor-outdoor living and beautiful water views. The completely renovated interior showcases a sophisticated blend of quality finishes and timeless design. The gourmet kitchen features quartz countertops, upgraded cabinetry with detailed molding and glass-front accents, complemented by beautiful wood-look tile flooring and crown molding throughout the home. The luxurious primary suite features a beautifully renovated bathroom with granite double vanities, a tasteful glass-enclosed shower with a rain showerhead, and a separate jacuzzi-style garden tub, creating a relaxing private retreat. The lifestyle extends well beyond the property. Residents enjoy private, neighborhood access to Riverbend Park, the Wekiva River, offering opportunities for kayaking, fishing and other outdoor recreation, along with access to Sweetwater Beach and Lake Brantley for boating, fishing, swimming and water activities. Completely renovated. Canal front. Private pool. Exceptional architectural character. Luxury finishes. A-rated schools. Unparalleled recreational access. This is far more than a home—it is a rare opportunity to experience an exceptional waterfront lifestyle in one of Longwood’s most desirable communities. Schedule a private showing!

807 Riverbend Boulevard, Longwood
$525,000
4 Beds ⋅ 2 Baths ⋅ O6430428 MLS
Welcome home to Crystal Creek in Longwood and this BEAUTIFULLY MAINTAINED 4-Bedroom, 2-Bath, single-story POOL HOME offering an inviting blend of comfort, functionality and Florida outdoor living! From the manicured lawn and thoughtful landscaping to the SPACIOUS LOT and 2-CAR GARAGE, the curb appeal makes a wonderful first impression. Step inside to LAMINATE WOOD FLOORING and a light, open layout designed for both everyday living and entertaining. At the heart of the home, a stunning TWO-SIDED TILED FIREPLACE with built-in shelving creates a beautiful focal point between the Living Room and Family Room. Both spaces enjoy sliding glass doors to the SCREENED LANAI, allowing NATURAL LIGHT to pour inside while making it easy to move the party outdoors. The separate Dining Room is tucked just off the foyer and features a CHARMING ARCHED front-facing window. The Kitchen overlooks the Family Room and is ready for the home chef with NEW STAINLESS STEEL APPLIANCES, granite countertops, an abundance of wood cabinetry, BREAKFAST BAR and closet pantry. The open floorplan keeps the Kitchen connected to the main living spaces, making casual mornings and weekend gatherings equally enjoyable. The Primary Suite offers a PEACEFUL RETREAT with its own sliding glass doors opening directly to the patio and pool. It also boasts DUAL CLOSETS, including a WALK-IN, along with a private en-suite bath featuring dual vanities, GARDEN TUB and step-in shower. Three additional Bedrooms provide plenty of room for family, guests, a home office or flex space, while the second full bath has been RECENTLY REMODELED. And then there is the backyard! Step through the sliders into your own PRIVATE OUTDOOR OASIS where a screened lanai, IN-GROUND POOL, SPA and PATIO AREA create the perfect setting for morning coffee, afternoon swims or entertaining under the Florida sunshine. The generous lot, manicured landscaping and inviting outdoor space make this a home you will want to enjoy year-round. Recent major updates include a NEW WATER HEATER (2022) and A/C (2018). Crystal Creek adds even more appeal with a LOW HOA and community park and playground, while the Longwood location puts you close to shopping, dining, recreation and everyday conveniences. Longwood is also home to a CHARMING HISTORIC DISTRICT, while nearby outdoor destinations provide opportunities for hiking, paddling and enjoying Central Florida's natural beauty. Adding to the appeal, this home is located in the desirable SEMINOLE COUNTY SCHOOL DISTRICT. With Convenient access to I-4 and the greater Orlando area, this home offers that wonderful combination of QUIET NEIGHBORHOOD LIVING with everything you need close by. MOVE-IN READY, beautifully maintained and packed with the features buyers are looking for—Crystal Creek is ready to welcome its newest neighbor! Call today to schedule your private showing and fall in love with your new HOME SWEET HOME!

259 Silk Bay Place, Longwood
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