Longwood Real Estate

Homes for Sale in Longwood, FL Between $300,000 to $400,000

Welcome to your dedicated resource for Homes for Sale Between $300,000 to $400,000 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 $300,000 to $400,000 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 $300,000 to $400,000

453 Wilford Avenue, Longwood
$400,000
3 Beds ⋅ 2 Baths ⋅ Sanlando Spgs SubDv. ⋅ 32750 Zip Code
Welcome to Your Own Private Yoga Retreat! Discover this charming 3-bedroom, 2-bathroom home nestled in the sought-after Rolling Hills area of Longwood. Set on a spacious ¼-acre lot and surrounded by mature trees, this unique property offers a peaceful country-living atmosphere while keeping you conveniently close to everyday essentials. Inside, the home’s character and warmth immediately stand out, featuring beautiful living room with wood-beam ceilings, oversized windows that bring in an abundance of natural light, and a cozy fireplace that creates the inviting feel of a cabin tucked away in the woods. The updated kitchen features a single-basin stainless steel sink, a beautiful glass range hood, ample countertop space, a touch-screen refrigerator and a convenient pantry closet. Just off the kitchen is a versatile bonus/office space complete with a closet. Step outside to the screened-in back porch and discover your own private oasis. A thoughtfully designed yoga deck provides the perfect space to stretch, meditate, or simply unwind while surrounded by nature and enjoy the peaceful views of your very own working pond—a serene backdrop that makes this property truly special. The property features a Mr. Cool AC unit installed in 2024 that is energy-efficient and operates more quietly than other models on the market. Additionally, with a competitive offer, the seller is willing to replace the shingle roof prior to closing. Ideally located near I-4 and 434, top-rated schools and just minutes from the area’s finest shopping, dining, and everyday conveniences. Whether you’re looking for a tranquil retreat, a place to practice and recharge, or simply a home surrounded by nature, this Longwood gem offers a lifestyle that feels like a getaway every day.

453 Wilford Avenue, Longwood
746 Markham Woods Road, Longwood
$400,000
Springs Landing The Estates At SubDv. ⋅ 32779 Zip Code
DON'T JUST BUY LAND—CREATE THE HOME AND LIFESTYLE YOU'VE ALWAYS DREAMED OF! Welcome to 746 Markham Woods Road, a rare opportunity to create your own private custom estate on approximately 1.36 acres in one of Longwood's most desirable residential corridors. Tucked away at the end of a peaceful cul-de-sac and surrounded by mature trees and established estate-style homes, this unique property offers something increasingly difficult to find in Central Florida: privacy, character and room to create something truly your own while remaining remarkably close to everything. Even better, a tremendous amount of preliminary work has previously been completed for this property. Available documentation includes a boundary, topographic and tree survey, wetland information and an impressive set of site-specific architectural plans prepared for a substantial custom two-story residence, including floor plans, exterior elevations and a site plan illustrating how a luxury home could be positioned on the property. Bring those plans to your architect and builder for inspiration or start fresh and create a residence designed entirely around your own vision. Imagine a spectacular custom home nestled among the trees, expansive indoor and outdoor entertaining spaces, a beautiful pool and your own private retreat—all just minutes from the conveniences of Longwood and surrounding communities. Enjoy easy access to I-4, shopping, dining, entertainment, Altamonte Springs and the greater Orlando area, along with the advantages of highly regarded Seminole County schools. Opportunities to create a custom estate in an established location like the Markham Woods corridor are increasingly rare. THIS ISN'T SIMPLY 1.36 ACRES OF VACANT LAND—IT'S 1.36 ACRES OF POSSIBILITY. BRING YOUR ARCHITECT, BRING YOUR BUILDER AND MOST IMPORTANTLY, BRING YOUR DREAMS.

746 Markham Woods Road, Longwood
114 Hidden Oak Drive, Longwood
$400,000
4 Beds ⋅ 3 Baths ⋅ The Spgs Glenwood Village Sec 2 SubDv. ⋅ 32779 Zip Code
Blank Canvas in The Springs waiting for you to bring your vision and ideas to reality! Rarely available, this spacious two story 4-bedroom, 2.5-bathroom townhome offers a blank canvas. You can create your dream space in this Longwood community. This property has tremendous upside and immediate equity. This house has a functional floor plan, great for families. Contact listing agent today to schedule your private tour!

114 Hidden Oak Drive, Longwood
103 Bilsdale Court, Longwood
$399,900
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 1 Fox Hunt Sec 1 SubDv. ⋅ 32779 Zip Code
Welcome home to the highly desirable Wekiva Hunt Club! Nestled on a quiet, peaceful cul-de-sac, this charming 3-bedroom, 2-bathroom single-story residence offers 1655 square feet of well maintained living space. Along with curb-appeal, the home has been freshly painted inside and out, showcasing a bright, move-in ready aesthetic. The home is highlighted by a spacious family room complete with a cozy wood-burning fireplace and sliding glass doors that frame your view of the private fenced-in backyard. The fully equipped kitchen includes an eat-in space and an adjacent dining area. An attached, extra-deep 2-car garage delivers premium storage and convenient laundry hook-ups. Enjoy neighborhood amenities including a golf course, tennis courts, pickleball and basketball courts, playgrounds and miles of walking trails. Perfectly positioned within walking distance of Wekiva Elementary School, this home is zoned for the highly regarded Seminole County schools. Don't miss the opportunity to plant your roots in one of Longwood's premier communities!

103 Bilsdale Court, Longwood
209 Jasmine Lane, Longwood
$399,900
The Springs SubDv. ⋅ 32779 Zip Code
HIGH AND DRY BUILDABLE LOT in THE SPRINGS! A true Hidden Gem! Located in a Col-de-sac, the pie-shaped lot fans out in rear, allowing fore a HUGE back yard. Geotechnical report completed, confirming the dirt is good to go! Survey available includes boundary, topo and trees. Preliminary site work should be minimal. A few trees may need to go for building, but otherwise the lot is mostly clear. Purchase the lot as-is or discuss a build-to-suit with the owner, who is a locally established, award-winning custom-home builder. Great fortunes come to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Come

209 Jasmine Lane, Longwood
428 Ruth St, Longwood
$399,900
3 Beds ⋅ 2 Baths ⋅ West Brantley Lake Road Heights SubDv. ⋅ 32779 Zip Code
Exceptional value paired with an INCREDIBLY LOW INTEREST ASSUMABALE MORTGAGE OPPORTUNITY! Now more than ever, owning a home brings peace of mind. This updated mid-century modern home sits on a spacious, elevated corner lot nearly half an acre in size, located within a top rated Seminole County school district. The open concept living area features abundant natural light, a focal fireplace, and a custom kitchen seamless for entertaining. A oversized primary suite offers a private exterior entrance alongside a flexible space perfect for an office, lounge, or guest suite. Complete with key structural updates, including a 2017 roof, 2021 windows, updated electrical, and concrete block construction, plus a fenced backyard with no HOA restrictions. This home blends suburban charm with easy access to Orlando’s world famous entertainment hub. Take advantage of nearby I-4 to arrive at Universal Orlando Resort in just 30 minutes, SeaWorld in 35 minutes, or Walt Disney World in under an hour. It is the ideal home base for park enthusiasts looking to trade tourist corridor congestion for tranquil surroundings!

428 Ruth St, Longwood
530 Georgia Avenue, Longwood
$399,500
4 Beds ⋅ 2 Baths ⋅ Longwood Pine SubDv. ⋅ 32750 Zip Code
Fully renovated 4BR/2BA in Longwood with no HOA. Updated roof, electrical, plumbing and windows. Every major system has been handled. The open layout has luxury vinyl floors, recessed lighting and lots of natural light. The kitchen has 42" shaker cabinets with soft-close doors, quartz counters, matte black fixtures and stainless appliances. Both baths are fully redone, and the primary has a frameless glass walk-in shower with floor-to-ceiling tile and a rainfall head. You also get an attached garage, a fenced yard, mature trees and sidewalks. Nothing to fix, just move in. Schedule your showing today.

530 Georgia Avenue, Longwood
110 Holderness Drive, Longwood
$399,500
3 Beds ⋅ 2 Baths ⋅ Wekiva Hunt Club 2 Fox Hunt Sec 2 SubDv. ⋅ 32779 Zip Code
Best priced 3 bedroom 2 bath home in wonderful Wekiva ! Light and bright three bedroom, two bath home offering a wonderful blend of comfort and functionality. Step inside to find brand new luxury vinyl flooring throughout, freshly painted inside and out, a new garage door, with a spacious layout. Featuring a formal living room, separate dining room and kitchen that opens to the family room which is perfect for every day living and entertaining. The back yard overlooks a greenbelt area and has a walking path that is through out the Wekiva neighborhood . This highly desirable community has A rated schools and amenities including bike trails, parks and playgrounds, community center, tennis and pickleball courts-providing something for everyone to enjoy. Call today for your private showing and don't miss this opportunity to make it Yours!

110 Holderness Drive, Longwood
252 W Palmetto Avenue, Longwood
$399,000
4 Beds ⋅ 2 Baths ⋅ Longwood SubDv. ⋅ 32750 Zip Code
Charming 4-bedroom, 2-bath home with a 2-car garage in Historic Longwood! This inviting home features an updated kitchen, refreshed flooring and paint, a 2020 roof, newer A/C, and a cozy brick fireplace that adds warmth and character to the living space. Enjoy the spacious screened-in back porch overlooking the open backyard—perfect for relaxing or entertaining family and friends. Tucked away on a quiet dead-end street, this home is walking distance of Reiter Park, home to community events including the Farmers Market, food trucks, Concerts, and Movies in the Park. Conveniently located near shopping, dining, and the Longwood SunRail station, with easy access to I-4 and US-17-92. No HOA! Don’t miss this opportunity to enjoy the charm and convenience of Historic Longwood. Come see this fantastic home!

252 W Palmetto Avenue, Longwood
1970 W Lake Brantley Road, Longwood
$395,000
3 Beds ⋅ 2 Baths ⋅ Brantley Shores SubDv. ⋅ 32779 Zip Code
BEAUTIFULLY UPDATED 3-BEDROOM, 2-BATH Classic RANCH-STYLE HOME LOCATED NEAR LAKE BRANTLEY, situated on nearly a 1/3 acre lot! This charming, move-in-ready home features a remodeled kitchen (2020), updated flooring (2022), a beautifully renovated primary bathroom (2024) and a whole-house water softener and filtration system. Major improvements include a roof replacement (2019), new A/C system and ductwork (2018), new windows (2019), New Front Door (2021) and new sliders and exterior back door (2026). LOCATION, LOCATION, LOCATION! Access to Lake Brantley through the community boat ramp. Community Association is optional for an annual fee of $339 and includes access to the boat ramp and community beach with pavilion & playground. Zoned for top-rated schools, conveniently located near Wekiwa Springs, Rock Springs, shopping, dining, and major highways! Less than an hour from Central Florida's world-famous theme parks! The seller has also completed a pre-listing home inspection for added peace of mind. Don't miss your opportunity to see this beautifully updated home. Schedule your private showing today!

1970 W Lake Brantley Road, Longwood
1051 Alameda Drive, Longwood
$394,900
3 Beds ⋅ 2 Baths ⋅ Windtree West Unit 2 SubDv. ⋅ 32750 Zip Code
WELCOME to this beautiful maintained 3 Bedroom and 2 Bathroom single -story home in the highly desired Windtree West subdivision! Enjoy SOARING HIGH CEILINGS in the living room, a COZY FIREPLACE, and a spacious KITCHEN ISLAND. The entire home features beautiful tile flooring throughout no carpet to replace, offering clean, low maintenance and move in ready feel. Major upgrades include a NEWER 2024 AC, 2018 WINDOWS, STAINLESS STEEL APPLIANCES plus a dedicated laundry room with modern washer and dryer, the home also offers a 2 CAR GARAGE with wide driveway for extra parking. Sitting on a 0.21 ACRE LOT, this property has a generous backyard and plenty of side space perfect for outdoor activities, gardening or creating your own relaxing retreat. Located close to TOP RATED SCHOOLS, parks, shopping, and dining AND have quick access to I-4 for easy commuting. Downtown Orlando, major employers, and popular attractions are all a short drive away, giving you convenience without sacrificing that peaceful Longwood feel. Make your appointment today!

1051 Alameda Drive, Longwood
990 Waverly Drive, Longwood
$390,000
3 Beds ⋅ 2 Baths ⋅ Windtree West Unit 2 SubDv. ⋅ 32750 Zip Code
WELCOME HOME! Don’t miss this beautifully maintained 3-bedroom, 2-bath home featuring a renovated kitchen, spacious living areas, and a large fully fenced backyard with NO REAR NEIGHBORS! 2022 ROOF, 2022 A/C, 2022 GAS WATER HEATER. Step through the inviting foyer into the comfortable living room, where a central wood-burning fireplace creates a warm and welcoming focal point. A separate dining area provides the perfect space for entertaining. Upgraded tile flooring flows throughout the main living areas, offering both style and easy maintenance. The spacious family room is filled with natural light and opens through sliding glass doors to the expansive backyard, creating an ideal indoor-outdoor living space. The renovated kitchen features newer cabinetry, granite countertops, stainless steel appliances, a generous eat-in area, and its own sliding glass doors leading directly to the backyard. The convenient laundry area is located just off the kitchen and leads to the oversized 2-car garage, providing plenty of storage and parking space. OTHER UPDATES include 2022 stove, microwave, & dishwasher, offering valuable peace of mind for the next owner. Outside, the large fully fenced backyard provides plenty of room for barbecues, gatherings, pets, play, or simply relaxing and enjoying your own private outdoor space. With its inviting layout, renovated kitchen, numerous 2022 updates, oversized garage, and private backyard, this home offers the space, comfort, and convenience you’ve been looking for. Located between I-4 and U.S. Highway 17-92, with SunRail service from its Historic District, Longwood offers easy access to surrounding cities while maintaining a relaxed pace. Explore its 190-acre Historic District and 19th-century architecture, enjoy events and the farmers market at Reiter Park, or visit nearby Wekiva Island, the Cross Seminole Trail, and Lake Concord Park. With welcoming neighborhoods, year-round recreation, and everyday conveniences nearby, Longwood is an inviting place to call home

990 Waverly Drive, Longwood
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