Longwood Real Estate

Homes for Sale in Longwood, FL Between $400,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $400,000 to $500,000 in Longwood, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Longwood, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $400,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Longwood, FL Homes for Sale Between $400,000 to $500,000

$500,000
4 Beds ⋅ 2 Baths ⋅ Sweetwater Oaks Sec 06 SubDv. ⋅ 32779 Zip Code
Virtually Staged. Buyer's financing fell through...their loss is your opportunity to live in this sought after community and make this house your home! Welcome Home to Sweetwater Oaks – Where Family Memories Are Made. Nestled in the heart of Longwood's beloved Sweetwater Oaks community, this 4-bedroom, 2-bathroom home gives your family 2,033 square feet of comfortable living space. With no rear neighbors and a peaceful conservation area just beyond the fence line, you'll enjoy privacy and quiet mornings. The screened-in pool means safe, bug-free fun all year long — perfect for weekend swim days, birthday parties, or just cooling off after school. And with a functional 4-bedroom floor plan, there's room for everyone to spread out. What truly makes this neighborhood special is the lifestyle it offers growing families: A private boat ramp on Lake Brantley – perfect for family boat days, fishing trips, or teaching the kids to water ski Canoe and kayak access to the Wekiva River – explore one of Florida's most beautiful natural waterways together as a family Community parks – close by for playdates, picnics, and evening walks Tennis courts – get the whole family active without leaving the neighborhood Sweetwater Oaks isn't just a place to live — it's a community where kids grow up making memories on the water, in the parks, and in each other's backyards. It's the kind of neighborhood families put down roots in for good. Come see for yourself why so many Sweetwater Oaks families never leave. Schedule your private showing today.

211 Hickory Drive, Longwood
$500,000
3 Beds ⋅ 2 Baths ⋅ Cutler Cove SubDv. ⋅ 32779 Zip Code
Pull over HONEY! This home is move it ready. Roof. 2023. AC 1 2020, AC 2 2022. Look at the cute swing in the front yard. That looks like a great home to relax in. Let's take a look. As you walk up to the home you are greeted by double doors making it feel like a grand entrance. Enchanted ivy grows to the left of the entrance. Immediately upon entering the home you can access the updated kitchen. To the right of the entry you have the huge living room which can take you to the laundry room and garage. The living room features a wood burning fireplace as well as being open to the kitchen. There is a nice spot for stools so you can eat a quick breakfast without going to the dining room. The kitchen is nicely appointed with white shaker cabinets and subway tile. Also off of the living room is a HUGE family room with vaulted ceilings and plenty of natural light from large sliding doors that leads to the back yard. Off of the family room is a nice area that would make a great little office space. Back through the kitchen and down the hall you will find all three bedrooms. The master is plenty spacious and the ensuite bathroom has lots of space. There is currently a nice long double vanity and large shower. The master bath has been updated! Quartz counters, double vanity with a spot for a stool to do you facial maintenance regimen. There is a door that leads to the back yard making it easy to clean up after playing or working in the back yard. The home has fresh paint inside and out. Luxury vinyl plank throughout the home makes maintenance a breeze. Come add your personal touches to really make this home shine! Lake Brantley Beach park with all amenities including boat ramp, volleyball sand court, playground, grills, basketball court and ability to rent pavilion. The same for Riverside park which also has tennis courts, ball fields, larger covered pavilion and nature trails. The clubhouse playground and tennis courts across Wekiva Springs Rd. Maintenance of all common areas including the path to the beach by our house. Several family events throughout the yr incl Halloween costume parade, egg hunts, Christmas parade, and parties with games, bounce houses, etc. Don't miss out. Contact us today!

901 Cutler Road, Longwood
$499,000
4 Beds ⋅ 2 Baths ⋅ Crystal Creek Unit 1 SubDv. ⋅ 32750 Zip Code
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
$499,000
4 Beds ⋅ 2 Baths ⋅ Sleepy Hollow 1st Add SubDv. ⋅ 32750 Zip Code
Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed, new plumbing, with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.

2 Hudson Cove, Longwood
$495,000
3 Beds ⋅ 2 Baths ⋅ Sabal Point At Sabal Green SubDv. ⋅ 32779 Zip Code
Welcome to effortless Florida living in the highly sought-after Sabal Green at Sabal Point, where beautiful homes, mature landscaping, and low-maintenance living come together in one of Longwood's most desirable communities. This beautifully maintained 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of thoughtfully designed living space with a split-bedroom floor plan that perfectly balances everyday comfort and privacy. At the heart of the home is a beautifully renovated kitchen featuring rich wood cabinetry, custom granite countertops, under-cabinet lighting, stainless steel appliances, and a sunny breakfast nook overlooking the backyard. The kitchen opens seamlessly to the spacious family room, where soaring ceilings, transom windows, and a striking double-sided wood-burning fireplace create a warm and inviting space for gathering with family and friends. Sliding glass doors lead to your own private outdoor retreat, complete with a screened-in swimming pool and covered lanai—perfect for enjoying morning coffee, weekend barbecues, or relaxing after a long day while taking advantage of Florida's year-round sunshine. The spacious primary suite offers direct access to the pool, a generous walk-in closet, and a beautifully updated ensuite bath featuring matching wood cabinetry, granite countertops, a soaking tub, separate shower, and a peaceful private courtyard that fills the space with natural light. Two additional bedrooms and an updated guest bathroom provide flexibility for family, guests, or a home office, while the formal dining room offers the perfect setting for entertaining or can easily serve as a formal living room to suit your lifestyle. Notable updates include a new roof (2022) and HVAC system (2019), providing peace of mind for years to come. One of the most desirable features of Sabal Green is its maintenance-free lifestyle, with the HOA taking care of front lawn maintenance, allowing homeowners more time to enjoy everything this wonderful community has to offer. Residents are also zoned for highly rated Seminole County schools and enjoy easy access to shopping, dining, major highways, downtown Orlando, area attractions, beaches, and airports. This is more than just a home, it's an opportunity to enjoy the comfort, convenience, and lifestyle that make Sabal Point one of Central Florida's most cherished communities. Schedule your private showing today!

2538 Long Iron Court, Longwood
$478,000
3 Beds ⋅ 3 Baths ⋅ Na SubDv. ⋅ 32779 Zip Code
Location, Location! This is the most desirable location in Longwood. Large 2.69 acre lot, home needs complete rehab and is price accordingly. But it can be a good home again, or tear down and build your dream home. Seller is motivated but not taking low offers as it is priced at a good value for even just the land.

155 Parsons Road, Longwood
$475,000
4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 04 SubDv. ⋅ 32779 Zip Code
LIVE WHERE LIFE FEELS A LITTLE BETTER! Welcome to 1111 W Wekiva Trail, nestled in the desirable Wekiva Hunt Club, where space, comfort, and the easygoing Florida lifestyle come together. Step through the welcoming foyer and into a bright, light-filled home featuring four sliding glass doors that bring the outdoors in. This well-loved home is ready for its next chapter! And the possibilities are exciting! The thoughtful split-bedroom floor plan offers privacy, with a spacious primary suite featuring a large accessible shower, while three additional bedrooms are located on the opposite side of the home. Enjoy a separate dining room, separate living room, and inviting family room with a fireplace, perfect for cozy evenings or gathering with friends. The kitchen features a charming sit-in dinette, ideal for morning coffee and casual meals. Step outside to the enclosed screened patio and oversized lot, offering plenty of room to create your dream outdoor retreat. The existing pool is ready for restoration, and the seller is willing to provide a credit toward pool restoration, giving the next owner the opportunity to bring this outdoor space back to life. And then there’s the Wekiva Hunt Club lifestyle! With a low HOA of approximately $20/month, residents enjoy an abundance of community amenities, including multiple neighborhood parks, lighted tennis and pickleball courts, basketball courts, soccer fields, playgrounds, walking and biking trails, lake areas, picnic spaces, a community center, and community events. Enjoy the tranquility of an established, tree-lined community while staying conveniently close to shopping, dining, nature, and everything Central Florida has to offer. Don’t just dream about the Florida lifestyle, come experience it! Schedule your private showing today, explore the possibilities, and see why 1111 W Wekiva Trail could be the perfect place for your next chapter. Your Wekiva adventure starts here!

1111 W Wekiva Trail, Longwood
$475,000
4 Beds ⋅ 2 Baths ⋅ Devonshire SubDv. ⋅ 32750 Zip Code
Virtually Staged. Welcome to 580 Devonshire Boulevard, a beautifully updated four-bedroom, two-bath pool home located in the Devonshire community of Longwood. The welcoming single-story exterior features a modern neutral color palette, covered two-car carport, fresh landscaping, updated exterior lighting, mature trees, and clean architectural lines. A private gated entry leads to the front entrance, creating a secure and inviting arrival. Access to the spacious courtyard patio from the carport features freshly finished concrete, decorative rock landscaping, privacy walls, and expansive sliding glass doors that create a seamless indoor-outdoor connection. Inside, the bright foyer opens into an airy living room featuring wide-plank wood-look flooring, recessed lighting, neutral finishes, overhead skylights, and abundant natural light. The updated kitchen showcases bright shaker cabinetry, quartz-style countertops, a full subway tile backsplash, stainless steel appliances, sleek hardware, and an oversized center island with pendant lighting, storage, prep space, and casual seating. The adjoining dining area features a modern statement light fixture and sliding glass doors overlooking the courtyard, creating an ideal setting for everyday meals and entertaining. The spacious primary bedroom offers wood-look flooring, neutral finishes, expansive sliding glass doors, courtyard views, and convenient access to the private en-suite bathroom. The updated primary bath features shaker-style vanity, solid-surface countertop, modern fixtures, a framed mirror, and a walk-in shower with marble-look tile, rainfall showerhead, built-in shelving, and contemporary accents. Bedrooms two through four feature wood-look flooring, modern lighting, ample closet space, and natural light. One secondary bedroom also provides sliding glass doors with direct access to the outdoor living area, offering flexible use as a guest room, office, or additional living space. The updated guest bathroom includes a spacious dual-sink vanity, solid-surface countertops, modern fixtures, an oversized mirror, and a tub-and-shower combination surrounded by full-height subway tile. Step outside to the spacious screened pool area featuring a covered patio, expansive deck space, privacy walls, and a refreshing in-ground pool. This enclosed outdoor retreat offers plenty of room for lounging, dining, and entertaining while enjoying Florida living throughout the year. A functional laundry and storage room provides washer and dryer connections, a utility sink, built-in shelving, and generous space for household supplies, tools, and additional storage. Conveniently located near shopping, dining, parks, schools, and major roadways, this thoughtfully updated Devonshire home combines modern finishes, flexible living spaces, private outdoor areas, and an exceptional Longwood lifestyle.

580 Devonshire Boulevard, Longwood
$475,000
3 Beds ⋅ 3 Baths ⋅ Palm Spgs Sub SubDv. ⋅ 32779 Zip Code
Updated Well Appointed Home located next to the park, playground and pool. Gated Community, Walk to the Residents Only Park with a Spring Fed Lake, Community Pool, Clubhouse, Gazebo, Tennis Courts, Basketball Court and Playground. Beautiful Oak Trees are all over the Neighborhood, Truly a Special Place to Live. Engineered Hardwood Flooring throughout the downstairs, Kitchen has Shaker Cabinetry, Stainless Steel Appliances, The Floor Plan is Open Concept with the Great Room, Kitchen and Dining Room all Open. Great Room has a 20' Ceiling with a Balcony open from the upstairs. The Primary Suite is Spacious with a Whirlpool Tub, Separate Shower and Walk in Closet. Bed Room 2 and 3 have Large Windows and Generous Closets. The Inside Downstairs Laundry Room has built in Cabinets and Storage. Roof 6/2021. Equestrian Community Offering Horse Stables with Paddock, Tack Room, Feed Room, Exercise and Obstacle Course. Close Proximity to I-4, Shopping, Sanford, New Smyrna Beach, Theme Parks and Hospitals and Airports. A beautiful Home ready for a new family.

1931 Lost Spring Court, Longwood
$474,900
4 Beds ⋅ 2 Baths ⋅ Northridge SubDv. ⋅ 32750 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 1341 S Ridge Lake Circle, a beautifully maintained 4 bedroom, 2 bathroom home offering nearly 2,000 square feet of comfortable living space in the heart of Longwood. Thoughtfully designed with a spacious and functional layout, this home provides the perfect balance of comfort, style, and versatility for both everyday living and entertaining. Natural light fills the inviting living areas, creating a bright and welcoming atmosphere throughout. The kitchen features real wood custom cabinetry, an extra large center island, bar cabinetry, a built in wine holder, a cast iron sink, granite countertops, and generous workspace. Matching cabinetry and granite countertops continue into the bathrooms, creating a cohesive and upgraded look throughout the home. The family room features a working fireplace, adding warmth and character to the main living area. The four bedroom layout provides flexibility for guests, a home office, hobbies, or additional storage, with ample closet space and garage shelving. Outdoor living is equally inviting with an extra large screened patio and a private backyard with no rear neighbors. Additional outdoor features include a community wall, newly planted fruit trees, spray sprinklers, solar lighting, and a solar illuminated house number sign. Additional highlights include exterior paint completed approximately two years ago, new gutters, a generator hookup, two attic access points, laundry room cabinetry, and recently replaced garage door springs. The HVAC system is in excellent working condition, with major components including the compressor and blower motor replaced approximately two years ago. At the same time, the control boards and relays were also replaced, enhancing the system's reliability and helping provide years of dependable, efficient performance. Perfectly situated in one of Longwood's most desirable areas, this home is just minutes from I-4, State Road 434, and Lake Emma Road, making commuting throughout Central Florida a breeze. Enjoy easy access to the shopping, dining, and entertainment options at Longwood Village, Longwood Hills Market, and Colonial TownPark in Lake Mary, all within approximately 5 to 10 minutes. Seminole Towne Center is also just 15 minutes away, while downtown Orlando can be reached in about 25 minutes. Zoned for highly regarded Seminole County schools, this home offers the added convenience of a private community access entrance to the school located just a few doors down, making the walk to school quick and easy. Parks, recreation, and everyday conveniences are also just moments away. Offering the perfect combination of space, comfort, thoughtful updates, and an unbeatable location, 1341 S Ridge Lake Circle is ready to welcome you home. Schedule your private showing today.

1341 S Ridge Lake Circle, Longwood
$469,900
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 09 SubDv. ⋅ 32779 Zip Code
Wekiva Hills - 4 Bedroom (split plan), 2 baths, Kitchen, Baths and Laundry (with sink) have all been updated and upgraded with solid wood cabinets, granite countertops. All windows replaced with double pane and under warranty and newer French Doors with built-in blinds. Water Heater is also newer. Flooring includes upgraded Laminate in main areas and Primary Bedroom, tile in Kitchen, Primary Bath, Laundry Room and 3 bedrooms . Guest/Hall Bath has upgraded nonslip tile Flooring, slate flooring in shower and is ADA compliant. All electric outlets updated. Roof approximately 5 years old. HVAC system is 4 years old. Primary Bathtub is jetted. Attic insulation upgraded to R-40! Garage Door upgraded to meet Hurricane standards (110 mph). Oversized 30x15 Covered and Screened Porch overlooks Wood Deck and Fenced private Back Yard. Yard has Irrigation System. MOVE IN READY!!•The backyard is a gardener’s delight with mature fruit and nut trees producing seasonal harvests. You can harvest rare Chinquapin chestnuts, Beautyberries, Mulberries, Blueberries, Surinam Cherries, Peaches, Plums, Pears, Java Blue Bananas, Yellow Cavendish Bananas, Bermuda Apples, Figs, Rosemary and even eatable Cactus!! This neighborhood is an amazing place!! It includes an Elementary School, a Library, tennis courts (small yearly fee), 26 miles of walking and bike paths, golf course (pay to play), playgrounds and close proximity to LOTS of shopping.

211 Stevenage Drive, Longwood
$469,000
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 3 Fox Hunt Sec 3 SubDv. ⋅ 32779 Zip Code
Discover this 3-bedroom, 2-bath pool home offering 2,061 square feet of cooled living space in the highly desirable Wekiva Hunt Club community. Lovingly maintained for over three decades, this home offers timeless character, thoughtful updates, and the peace of mind that comes from exceptional care. At the heart of the home, the updated kitchen features granite countertops, stainless steel appliances, and a generous breakfast bar overlooking the family room, air-conditioned Florida room, pool, and backyard—creating the perfect setting for everyday living and entertaining. Filled with natural light, the air-conditioned Florida room is the perfect place to begin your morning with coffee or unwind at the end of the day while overlooking the tropical backyard and sparkling pool. The inviting family room features a classic brick wood-burning fireplace, while formal living and dining rooms provide flexible space for family gatherings, celebrations, or quiet evenings at home. Beyond the Florida room, your private backyard retreat features a sparkling pool, mature tropical landscaping, fruit trees, and a newer privacy fence—creating an inviting space to relax, entertain, and enjoy Florida living year-round. One of this home's greatest values is what you won't have to replace. Recent improvements include a 2023 roof, 2025 HVAC, updated electrical, re-piping, 2023 water heater, newer windows and blinds, 2025 smart irrigation system, 2026 water backflow prevention system, resurfaced pool, newer refrigerator, washer, garage door, and more. Overlooking a large neighborhood green space with a nearby play area and conveniently located near parks, shopping, dining, pickleball, tennis, and top-rated Seminole County schools, this home offers an exceptional lifestyle in one of Central Florida's most established communities. Move right in and enjoy it today while making it uniquely your own over time. Some homes simply feel cared for the moment you walk through the front door. This is one of them.

116 Beaufort Drive, Longwood
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