Longwood Homes under $500,000

Longwood Homes under $500,000

Welcome to Longwood, Florida – a charming city nestled in the heart of Seminole County, where suburban tranquility meets vibrant community living. Known for its lush landscapes and friendly atmosphere, Longwood offers residents a delightful blend of natural beauty and modern conveniences. With its rich history, picturesque parks, and an array of local shops and restaurants, this city is perfect for families, young professionals, and retirees alike.

One of the standout features of Longwood is its diverse real estate market, particularly for those seeking homes under $500,000. The area boasts a variety of properties, from cozy single-family homes to spacious townhouses, making it an ideal place for first-time homebuyers or those looking to downsize. With a strong emphasis on community and quality of life, Longwood offers an array of amenities, including excellent schools, recreational facilities, and beautiful parks like the scenic Candyland Park and the expansive Wekiva Springs State Park, perfect for outdoor enthusiasts.

Living in Longwood means enjoying a peaceful suburban lifestyle while being just a short drive away from the bustling city of Orlando. Residents can easily access major highways, making it convenient for commuting or weekend adventures to theme parks and attractions.

If you're looking for a welcoming community with affordable housing options, Longwood is the perfect destination. Explore our listings today and discover your dream home in this enchanting Florida city!

Newest Longwood Homes under $500,000

206 Harrogate Place, Longwood
$475,000
4 Beds ⋅ 2 Baths ⋅ Wekiva Hills Sec 01 SubDv. ⋅ 32779 Zip Code
Welcome to Wekiva Hills, an established Longwood community known for its mature trees, neighborhood amenities, and convenient location! Situated on a spacious .27 ACRE ~ CORNER LOT, this 4-bedroom, 2-bath POOL HOME offers a versatile single-story floor plan, a large SCREENED LANAI, and a fully FENCED BACKYARD. Notable updates include a BOSCH DISHWASHER (2023), DUAL CONVENTION OVEN/RANGE (2022), UPDATED A/C (2020), HYBRID WATER HEATER (2020), and electrical updates (2018). Inside, PLANTATION SHUTTERS, TILE & WOOD FLOORING, and CALIFORNIA CLOSET SYSTEMS add comfort and functionality throughout. Formal living and dining spaces welcome you at the front of the home, offering flexibility for entertaining, a home office, or additional living space. At the heart of the home, the family room features a cozy WOOD BURNING FIREPLACE and flows naturally into the kitchen and casual breakfast nook. The kitchen is equipped with STAINLESS STEEL APPLIANCES, including the updated dual convection oven and Bosch dishwasher. Step outside to enjoy your own private retreat! The screened lanai overlooks the open-air pool and fenced backyard, with plenty of room to relax, entertain, or enjoy Florida's year-round sunshine. The generous corner lot provides additional outdoor space, while the OVERSIZED 2-CAR GARAGE offers extra room for parking and storage. Beyond the property, Wekiva Hills delivers a fantastic neighborhood lifestyle with a LOW HOA that includes access to tennis and pickleball courts, miles of nearby biking trails, and two parks within a 10-minute walk. Golf enthusiasts will appreciate the proximity to Wekiva Golf Course, and the home is conveniently located near TOP-RATED SCHOOLS - Wekiva Elementary, Teague Middle, and Lake Brantley High School. With easy access to SR 436, SR 434, US 441, and I-4, shopping, dining, parks, lakes, and everything Central Florida has to offer are within easy reach. A private pool, spacious corner lot, and an established Longwood community – come discover everything this Wekiva Hills home has to offer!

206 Harrogate Place, Longwood
396 Tullis Avenue, Longwood
$319,000
3 Beds ⋅ 2 Baths ⋅ West Wildmere SubDv. ⋅ 32750 Zip Code
Virtually Staged. Comfortable 3 bedroom 2 bath home with large corner lot in established Longwood neighborhood. Home has new interior paint and new LVP floors throughout. In addition to a front porch and carport, the side of the property offers a 2 car garage, additional 2 car carport and screened covered patio off the living area. No HOA so boat/camper parking allowed. Attached garage has been used as a workshop and has storage area as well as 2 overhead doors for drive-thru convenience. Close to Orlando Health South Seminole, Northland Church, Lyman HS, Reiter Park, Big Tree Park, I-4 and Advent Health Altamonte.

396 Tullis Avenue, Longwood
143 Crown Point Circle Unit 143, Longwood
$210,000
2 Beds ⋅ 2 Baths ⋅ Crown Point By The Springs SubDv. ⋅ 32779 Zip Code
GROUND FLOOR, CORNER UNIT Nestled in the desirable CROWN POINT community of LONGWOOD, FL (32779), this charming 2-bedroom, 2-bathroom condo offers an inviting blend of comfort, style, and effortless living. Step inside to an bright OPEN-CONCEPT floor plan with natural light, and a seamless flow between the living, dining, and kitchen areas. Newly UPGRADED KITCHEN features ample counter space and storage, perfect for daily meals or entertaining guests. Unwind in the spacious primary suite, complete with a RENOVATED PRIVATE ON SUITE bathroom and generous closet space. Enjoy warm Florida breezes from your PRIVATE SCREENED PORCH, ideal for morning coffee or relaxing evenings. Residents enjoy access to COMMUNITY amenities, including a refreshing POOL and clubhouse, all while being zoned for top-rated SEMINOLE COUNTY schools and just minutes from shopping, dining, parks, and major highways. TWO ASSIGNED PARKING SPACES, One under CARPORT with EXTRA STORAGE CLOSET. Request your showing today!

143 Crown Point Circle Unit 143, Longwood
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
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