Longwood Homes under $500,000

Longwood Homes under $500,000

Welcome to Longwood, Florida – a hidden gem nestled in the heart of Seminole County. With its picturesque landscapes, vibrant community, and a blend of suburban charm and urban convenience, Longwood is the perfect place to call home. This delightful city is known for its lush parks, scenic lakes, and a rich history that adds character to its inviting neighborhoods.

Longwood boasts a diverse array of amenities, from boutique shops and local eateries to larger retail centers, ensuring that residents have everything they need right at their fingertips. Families will appreciate the highly-rated schools and safe, friendly atmosphere that make this city an ideal choice for raising children. Outdoor enthusiasts can enjoy the beautiful parks, walking trails, and recreational facilities that promote an active lifestyle.

For those seeking affordable housing options, Longwood offers a fantastic selection of homes under $500,000. Whether you’re a first-time homebuyer, looking to downsize, or searching for an investment opportunity, you’ll find a variety of charming properties that cater to your needs. From cozy single-family homes with spacious yards to modern townhouses in well-maintained communities, there’s something for everyone in this flourishing market.

Longwood’s strategic location also means easy access to major highways, making it a breeze to commute to nearby Orlando, where you can enjoy world-class entertainment, dining, and employment opportunities. With its unique blend of tranquility and convenience, Longwood is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting city today!

Newest Longwood Homes under $500,000

950 Lake Lane, Longwood
$450,000
3 Beds ⋅ 3 Baths ⋅ Longwood Park SubDv. ⋅ 32750 Zip Code
Corner-lot 3-bedroom, 3-bathroom home in Longwood with extensive recent upgrades! Features include a new central A/C, new windows throughout, new alarm system, and new solar panels. Enjoy the added privacy and spacious feel of a desirable corner lot. Move-in ready and ideally suited for buyers seeking a well-updated home with energy-efficient improvements. Buyer must assume the existing solar panels and/or continue payments on the remaining balance owed. Buyer and buyer’s agent to verify all solar terms, remaining balance, and payment obligations during due diligence. Don’t miss this opportunity to own an upgraded Longwood home!

950 Lake Lane, Longwood
7102 Olympia Court Unit 7102, Longwood
$250,000
2 Beds ⋅ 3 Baths ⋅ Clubside At Sabal Point A Condo SubDv. ⋅ 32779 Zip Code
Welcome to Clubside at Sabal Point, where contemporary style and thoughtful design come together in this completely renovated 2-bedroom, 2.5-bathroom condo offering 1,365 square feet of beautifully refreshed living space. The home can also be sold furnished, offering a convenient option for buyers seeking a move-in-ready opportunity. Brand-new laminate flooring, premium stainless steel appliances, and high-end finishes create a cohesive, modern feel throughout. The open floor plan brings the living and dining areas together in one inviting space, while a built-in coffee bar adds a distinctive touch, perfect for your morning routine or entertaining guests. A standout feature of this home is its two spacious primary suites, each offering a beautifully renovated en-suite bathroom with a walk-in shower and elegant finishes. A convenient half bathroom adds extra functionality for guests. Just beyond the living area, the covered, screened-in lanai extends the living space outdoors, creating a relaxing setting to enjoy the surrounding greenery. Beyond the home, Clubside at Sabal Point offers access to a community pool, fitness center, and tennis courts. Set within the scenic Sabal Point community, mature trees, sidewalks, and green spaces contribute to the neighborhood's inviting atmosphere. Shopping, dining, parks, and I-4 are all conveniently accessible, making it easy to enjoy everything the surrounding area has to offer. With its complete renovation, dual primary suites, and stylish details, this condo delivers a fresh take on comfortable, modern living. Mortgage savings may be available for buyers of this listing.

7102 Olympia Court Unit 7102, Longwood
190 W Sabal Palm Place Unit 190, Longwood
$284,900
2 Beds ⋅ 2 Baths ⋅ San Marco Villas A Condo SubDv. ⋅ 32779 Zip Code
Virtually Staged. Some pictures are virtually staged. Welcome home to this beautifully renovated, light-filled condo featuring soaring ceilings, an inviting wood-burning fireplace, and luxury vinyl flooring throughout! The stunning open-concept kitchen boasts quartz countertops, shaker cabinetry, and a breakfast bar overlooking spacious living and dining areas, perfect for entertaining. Enjoy a first-floor primary suite with double vanities, walk-in closet, and convenient desk nook. Relax on your private paved patio. Ideally located with easy access to SR 434, SR 436, and I-4, connecting you to Lake Mary, Downtown Orlando, international airports, AdventHealth hospitals, beaches, and world-famous theme parks. Make this exceptional condo your new home!

190 W Sabal Palm Place Unit 190, Longwood
720 Georgia Avenue, Longwood
$350,000
3 Beds ⋅ 2 Baths ⋅ Lake Wayman Heights Lake Add SubDv. ⋅ 32750 Zip Code
Virtually Staged. NO HOA! BEAUTIFULLY REIMAGINED! ¼-ACRE LOT! NEW ROOF, A/C & WATER HEATER (2026)! DESIGNER KITCHEN! RV ACCESS! 1% LENDER CREDIT! BEAUTIFULLY REIMAGINED, MOVE-IN READY, AND LOADED WITH UPGRADES! Welcome to 720 Georgia Avenue, where modern elegance meets exceptional value! Situated on a spacious ¼-ACRE LOT, this stunning 3-bedroom, 2-bathroom home offers over 1,100 square feet of beautifully transformed living space in the heart of Longwood. BEST OF ALL — NO HOA! Step inside and discover an impressive transformation featuring gorgeous new flooring, fresh interior and exterior paint, contemporary lighting, and thoughtfully selected designer finishes throughout. THE KITCHEN IS A TRUE SHOWSTOPPER! Featuring custom solid-wood cabinetry, elegant quartz countertops, brand-new stainless steel appliances, a convenient pot filler, and a spacious center island complete with a built-in wine cooler! Stylish pendant lighting, recessed LEDs, and a beautiful backsplash create the perfect setting for everyday living and entertaining. SPA-INSPIRED BATHROOMS! Both bathrooms have been beautifully redesigned with custom rainfall showers, elegant tile finishes, illuminated LED vanity mirrors, and matching cabinetry with quartz countertops. The coordinated finishes throughout the home create a sophisticated, cohesive design. MAJOR 2026 UPGRADES — BIG-TICKET ITEMS ALREADY DONE! Enjoy a BRAND-NEW ROOF (2026), NEW A/C SYSTEM (2026), NEW WATER HEATER (2026), AND UPDATED PLUMBING! Combined with the extensive interior improvements, this home offers modern comfort and exceptional convenience. SPACE, PRIVACY & FREEDOM! Situated on approximately ¼ ACRE, the generous backyard offers endless possibilities for entertaining, outdoor gatherings, gardening, or creating your own private retreat. Additional highlights include a charming porch, RV ACCESS, and a delightful small water view toward the front of the property. NO HOA means no monthly association fees! PRIME LONGWOOD LOCATION! Conveniently located near shopping, dining, parks, and major roadways, with easy access to everything Central Florida has to offer. SPECIAL BUYER INCENTIVE! The seller's preferred lender is offering eligible buyers a 1% LENDER CREDIT based on the loan amount, which may be applied toward allowable closing costs or an interest-rate buydown. This incentive is provided by the lender, not the seller, and is subject to lender approval, loan-program guidelines, and applicable terms and conditions. NO HOA! ¼-ACRE LOT! MAJOR 2026 UPGRADES! CUSTOM DESIGNER KITCHEN! SPA-INSPIRED BATHROOMS! RV ACCESS! MOVE-IN READY! DON'T JUST BUY A HOUSE — FALL IN LOVE WITH YOUR NEXT HOME! SCHEDULE YOUR PRIVATE SHOWING TODAY!

720 Georgia Avenue, Longwood
259 W Sabal Palm Place, Longwood
$460,000
3 Beds ⋅ 2 Baths ⋅ Sabal Point Sabal Fairway Villas At SubDv. ⋅ 32779 Zip Code
Welcome home to 259 W Sabal Palm Pl, a truly inviting residence nestled in the desirable Wekiwa Springs area, boasting **recent upgrades that enhance comfort and efficiency**. This charming 1,869 square foot home offers three bedrooms and two full bathrooms, thoughtfully designed to provide comfort and functionality for everyday living and entertaining. Step inside and discover a balanced, flowing layout, where every space feels warm and welcoming. The heart of the home features a **well-configured kitchen with modern appliances**, perfect for preparing meals, and inviting living areas that encourage relaxation and gathering. Each of the three bedrooms offers a private retreat, including a primary suite with its own dedicated bathroom for your convenience. A second full bathroom serves the additional bedrooms and guests, maintaining a consistent sense of ease throughout. **Key updates include a new roof installed in 2021, and a new AC system from 2026 ensuring peace of mind for years to come.** Beyond the threshold, you'll adore the serene Wekiwa Springs community, celebrated for its established charm and lush, mature landscaping. Enjoy the tranquility of the neighborhood while appreciating convenient access to a host of local amenities that enrich daily life. Families will appreciate the excellent educational opportunities nearby, including Ladybird Academy of Wekiva Springs and The Learning Experience - Longwood (both PK-5), as well as Mathnasium (3rd-12th) for academic support. The Wekiwa Springs area itself is rich with recreational and practical amenities, fostering a vibrant and fulfilling lifestyle. This delightful residence beautifully combines thoughtful design with the undeniable appeal of a sought-after community, offering a truly special place to call home.

259 W Sabal Palm Place, Longwood
569 Darby Way, Longwood
$320,000
3 Beds ⋅ 3 Baths ⋅ Governors Point Ph 1 SubDv. ⋅ 32779 Zip Code
Welcome to this charming 3-bedroom, 2-bath, single-story home nestled in the highly desirable Governors Point community in Longwood’s sought-after Wekiva area. Offering 1,682 square feet of living space, this home presents an exciting opportunity to add your personal style and transform it into the home of your dreams. The inviting floor plan features a spacious kitchen that flows seamlessly into the living areas, creating a comfortable setting for everyday living and entertaining. Step outside to the screened-in back patio, where peaceful backyard views provide the perfect backdrop for enjoying your morning coffee or unwinding at the end of the day. With a welcoming layout and great potential, this home is ready for your vision and creative touch. Enjoy the convenience of low-maintenance living with an HOA that includes exterior maintenance, lawn and grounds care, irrigation, a termite bond, and a Spectrum TV and internet package. Residents also enjoy an array of community amenities, including a swimming pool, tennis courts, pickleball courts, and more! The location is just as appealing, with convenient access to top-rated schools, shopping, dining, major roadways, and popular local destinations such as Wekiva Golf Club, Wekiva Island, and the breathtaking Wekiwa Springs State Park. Spend your weekends swimming in crystal-clear springs, canoeing, kayaking, or exploring scenic nature trails just a short trip away.

569 Darby Way, 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
3967 Oakington Place, Longwood
$375,000
3 Beds ⋅ 3 Baths ⋅ Wekiva Landings SubDv. ⋅ 32779 Zip Code
Welcome to Wekiva Landings, where this spacious 3-bedroom, 2.5-bath, two-story townhome offers an open layout and beautiful views overlooking the 17th Tee of Wekiva Golf Club. Step inside to a dramatic two-story living room filled with natural light, featuring wood-look flooring and sliding glass doors that frame the golf course views. The kitchen features granite countertops, wood cabinetry, stainless steel appliances, a breakfast bar, and opens to the dining and main living areas for easy everyday living and entertaining. The primary suite is conveniently located on the first floor and includes wood-look flooring, a large walk-in closet, dual-sink granite vanity, and a walk-in shower. Upstairs, you'll find two additional bedrooms, a full bath, laundry room, and versatile loft area overlooking the main living space—ideal for a home office, reading area, or additional flex space. One of the home's standout features is the screened patio overlooking the 17th Tee Box with stunning views of the golf course and pond, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Additional highlights include an attached two-car garage, tile flooring throughout the main living areas, high ceilings, and plenty of storage. Enjoy low-maintenance townhome living with a scenic golf course backdrop in an established Longwood location. Enjoy outstanding proximity to Wekiva Golf Club, Wekiva Island, and Wekiwa Springs State Park, along with convenient access to Publix, local parks, dining, shopping, and major roadways. The Wekiva community also offers two parks, a community center, and approximately 26 miles of walking trails surrounding the Wekiva Golf Course—putting recreation, nature, and everyday conveniences close to home.

3967 Oakington Place, Longwood
919 Lewis Place, Longwood
$470,000
4 Beds ⋅ 2 Baths ⋅ Chelsea Place SubDv. ⋅ 32750 Zip Code
Come home to Chelsea Place, one of Longwood’s most desirable and convenient locations. This upgraded 4-bedroom, 2-bath home offers an inviting blend of warmth and functionality. You’ll be captivated by the open, light-filled design featuring soaring high ceilings, elegant architectural details, decorative arches, and built-ins. Opportunities like this in Chelsea Place don’t come along often. Come experience all that this Longwood gem has to provide and imagine yourself at home.

919 Lewis Place, Longwood
269 Crown Oaks Way Unit 202, Longwood
$190,000
2 Beds ⋅ 2 Baths ⋅ Crown Oaks 1st Add SubDv. ⋅ 32779 Zip Code
Welcome to this beautifully updated condominium, featuring modern finishes and a thoughtfully designed layout. Enjoy stylish vinyl plank flooring throughout, an upgraded kitchen, and renovated bathrooms that add a fresh, contemporary feel. The second-floor location offers added privacy, while vaulted ceilings enhance the open, airy atmosphere of the living space. A separate laundry room provides extra convenience and functionality. Additional updates include a new A/C system in 2021, a new refrigerator and microwave in 2019, and a new dishwasher in 2026. With its appealing upgrades and inviting design, this condo is a wonderful place to call home!

269 Crown Oaks Way Unit 202, 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! Don't miss your opportunity to see this beautifully updated home. Schedule your private showing today!

1970 W Lake Brantley Road, 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
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