Longwood Homes for Sale in Longwood - 13 homes

Remarks: Welcome to this well-maintained property located in the heart of Longwood! This home offers a functional layout with comfortable living spaces, ideal for a variety of lifestyles. Conveniently situated near SunRail, major shopping centers, hospitals, and with easy access to Orlando International Airport, making daily commuting and travel simple and efficient. Enjoy the benefit of no HOA and low annual property taxes. Whether you're looking for a primary residence or a property with great long-term potential, this home is a must-see. Schedule your private showing today!

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Celines Pomales (407-373-8250)

Remarks: Welcome home to this beautifully maintained 4-bedroom, 3-bathroom pool home located in the highly desirable gated community of Longwood Club! Perfectly positioned on a quiet cul-de-sac next to a vacant HOA-owned lot, this property offers added privacy and a peaceful setting. From the moment you enter through the stunning large double doors, you are greeted by views of the solar-heated saltwater pool through the expansive living room windows, truly capturing Florida living. Laminate and tile flooring run throughout the home with no carpet in sight. The spacious kitchen features appliances updated in 2020, 42-inch wood cabinetry, a breakfast bar, center island, and abundant counter space, all opening to the family room with a built-in entertainment center. Triple stacking sliding glass doors lead to the spacious covered patio and pool area, creating the perfect indoor-outdoor entertaining space. The primary suite offers a relaxing sitting area along with an updated en suite bath featuring dual vanities, a garden tub, walk-in shower, and two large walk-in closets. Two additional bedrooms are tucked away down their own private hallway. A separate en suite with a bedroom and bathroom is off the living area with both space and privacy for guests, multigenerational living, or even potential rental opportunities, complete with its own access door to the patio and pool. Additional highlights include surround sound speakers throughout the home and patio ready to be wired and re-activated, a newly rebuilt pool pump, freshly installed garage door springs, AC less than 2 years old, water heater replaced in November 2020, and a storage shed, ideal for storing pool and lawn equipment. Conveniently located with easy access to I-4, nearby hospitals, shopping, dining, and just minutes from Reiter Park, this home has comfort, functionality, and an unbeatable location wrapped in one exceptional package.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Welcome to a truly unique opportunity in the heart of Historic Downtown Longwood, where charm, flexibility, and location come together in one exceptional property. Whether you're seeking a distinctive residence, a live/work lifestyle, or an investment with future potential, this historically designated property offers endless possibilities. Situated on an oversized lot with ample private parking, the property features four spacious rooms that can function as bedrooms, offices, creative studios, or flex spaces, along with a convenient kitchenette, half bath, handicap-accessible ramp, and excellent visibility near a prominent corner location. Recent improvements include a newer roof, newer HVAC system, and a transferable termite protection plan for added peace of mind. Zoned for residential, commercial, or mixed-use applications—including offices, boutique retail, bed and breakfast, professional services, and more—this property offers rare versatility in one of Seminole County's most desirable downtown districts. Enjoy a vibrant, walkable lifestyle just steps from Reiter Park, SunRail, local restaurants, shops, community events, and municipal buildings. With no HOA, potential for expansion, and a location rich in history and community character, this is a rare opportunity to live, work, invest, or create something truly special in Historic Longwood. Schedule your private showing today and discover the possibilities.

Listing is courtesy of: WATSON REALTY CORP (407-332-6000)

Listing Agent: Sarita Cabrera (321-438-4479)

Remarks: Set on an oversized lot with Water VIEWS in the desirable Longwood Plantation community, 470 Freeman Street offers a rare combination of privacy, functionality, and scenic backyard views with no rear neighbors, a peaceful conservation backdrop, and a pond just beyond your fence line. This single-story 4-bedroom, 2-bath home features an open, light-filled layout with high ceilings and seamless flow between the main living spaces, creating an ideal setup for both everyday living and entertaining. The kitchen is well-appointed with granite countertops, wood cabinetry, stainless steel appliances, and an island with additional seating, all overlooking the main living areas and backyard. The spacious primary suite includes dual vanities, a soaking tub, and a separate shower, while the additional bedrooms offer flexibility for guests, family, or a home office. Step outside to a large covered and screened lanai that extends your living space year-round, opening to a fully fenced backyard with plenty of room to add a pool, a storage shed for added convenience, and unobstructed views that are hard to find at this price point. With a 2017 roof, 2020 HVAC system, and an updated electrical panel already in place, this home delivers both comfort and long-term peace of mind, all within a well-maintained neighborhood with low HOA fees and access to top-rated Seminole County schools, shopping, dining, and major roadways.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Chase Tate, Pllc (217-899-2619)

Remarks: Just reduced!!! Charming and beautifully maintained 4-bedroom, 3-bath home offering both comfort and efficiency. Enjoy significant energy savings with a fully installed solar system, while major upgrades—including a complete home re-pipe and conversion from septic to city sewer—provide peace of mind for years to come. The property features a spacious corner lot with a partially fenced backyard, perfect for both privacy and outdoor enjoyment. A well-maintained irrigation system keeps the yard lush and green, and a large, high-quality shed offers excellent additional storage. Relax year-round on the inviting screened porch, ideal for entertaining or unwinding in comfort. This thoughtfully updated, move-in-ready home combines modern improvements with everyday convenience—an exceptional opportunity you won’t want to miss.

Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)

Listing Agent: Pat Glenn (407-504-1110)

Remarks: Step into the timeless elegance of this beautifully crafted Victorian Home, newer construction home, perfectly nestled near the charming Historic District of Longwood. Designed to capture the character and warmth of a vintage Southern residence while offering the comfort and peace of mind of modern construction, this exceptional home was built in 2018 and showcases the best of both worlds. From the moment you arrive, you are welcomed by gorgeous, lush landscaping and an inviting front porch made for rocking chairs, morning coffee, and enjoying the gentle Florida breeze. The curb appeal radiates classic historic charm while the newer construction offers the efficiency, quality, and low-maintenance lifestyle today’s buyer’s desire. Inside, the open-concept great room is filled with natural light enhanced by beautiful Plantation shutters, decorative lighting fixtures, and rich wood-look flooring that flows throughout the living spaces. The kitchen is truly the heart of the home and a dream for the chef of the family, featuring bright white cabinetry, stunning Cecilia Luxe granite countertops, a designer backsplash with the perfect pop of color, and a stainless-steel appliance package. The thoughtfully designed first floor also offers a convenient half bath for guests and a spacious laundry room complete with a folding station. Upstairs, the elegant wood-lined staircase leads to the private owner’s retreat featuring abundant windows, beautiful flooring, and a spa-inspired bath with ivory cabinetry, dual sinks wrapped in rich granite, framed mirrors, charming farmhouse-style lighting, and an oversized walk-in shower accented with stone-style subway tile and thick glass enclosure. The secondary bedrooms are also located upstairs and feature stylish flooring and generous space. Additional highlights include a spacious two-car garage and an easily accessible shared driveway design. Electric Car Charger in the back of the home. Enjoy the rare opportunity to live close to Historic Downtown Longwood, boutique shopping, restaurants, Judy’s Dolls Shop, specialty stores, hospitals, and community conveniences. Ideally located just minutes from SR 434, US 17-92, I-4, Altamonte Mall, Whole Foods Market, and more, this central location makes commuting to Orlando attractions, airports, and Florida’s beautiful beaches incredibly convenient. If you are searching for a home that blends historic-inspired charm with modern luxury and peace of mind, this one-of-a-kind residence is where your dreams become reality.

Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)

Listing Agent: Karen Arbutine (407-928-3788)

Remarks: Welcome! This three-bedroom, two-bathroom home sits in one of Longwood's most connected neighborhoods, offering genuine potential for buyers ready to personalize and update. The functional layout provides ample living space, anchored by solid bones and a location that delivers exceptional convenience and lifestyle access. What truly sets this property apart is its proximity to Longwood's vibrant amenities and transit options. Within a few blocks, you will find the Longwood SunRail station, connecting you with much of Central Florida without the need to drive, the Candyland sports facility and park, offering recreation activities within easy reach, and the Arbor Dog Park, perfect for pet owners. Healthcare facilities are conveniently located, while minutes to Downtown Longwood put shops, dining, and entertainment at your doorstep. Moments to major throughfares and highways ensure seamless commuting and regional connectivity without sacrificing the neighborhood feel. This is the perfect opportunity to reimagine a home where access to transit, recreation, healthcare, and local amenities all converge. Schedule your showing today and discover the charm of this connected neighborhood.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated home in the charming neighborhood of Longwood Green, zoned for the highly rated Lake Mary High School. This property perfectly blends comfort, modern design, and Florida living with its screen-enclosed pool, covered lanai, and fully fenced backyard, creating a private outdoor retreat ideal for relaxation and entertaining. Inside, you’ll find a completely remodeled kitchen showcasing solid wood, soft-close cabinets, quartz countertops, a stylish tiled backsplash, new sink & faucet, and sleek stainless and black appliances. The kitchen also features a breakfast bar, dinette space, and recessed lighting, making it both functional and inviting. The open living and dining area is warm and welcoming with engineered hardwood flooring, updated lighting and fans, and a brick wood-burning fireplace as the centerpiece. Triple sliding doors lead to the covered lanai and pool area, while skylights and a large fixed window fill the room with natural light. The split-floor plan provides privacy, with the primary suite located at the back of the home and direct access to the pool. The remodeled primary bathroom impresses with a dual-sink vanity topped with granite counters, a large tiled shower with a glass enclosure, and a luxury automatic toilet. The walk-in closet, lined with aromatic cedar, adds a touch of character and practicality. Three spacious secondary bedrooms each feature large built-in closets and share a beautiful full bath with a tub/shower combo, newer toilet, wainscoting, and painted cabinets. A sizable hallway closet offers ample storage and there's a door close by with convenient access to the pool area. The inside laundry room has built-in cabinetry, a countertop for folding, and comes complete with washer and dryer. Additional updates include fresh interior and exterior paint, new lighting and ceiling fans throughout, Water Heater (2026) and a brand-new roof (2024) for peace of mind. This home combines modern updates with timeless charm, all in a well-established community close to parks, dining, shopping, and top-rated schools. It’s the perfect place to call home.

Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)

Listing Agent: Tara Haefner (407-416-6077)

Remarks: Located in the heart of Historic Longwood, partially remodeled.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Saima Kutik (407-925-3952)

Remarks: Under contract-accepting backup offers. This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Rick Brown (407-393-5901)

Remarks: Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Ryan Minadie (407-765-9990)

Remarks: Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by sleek iron railings and rich wood treads, creating a breathtaking focal point that sets the tone for the rest of the home. High-gloss hard-surface flooring flows seamlessly throughout the main living areas, reflecting natural light and enhancing the home’s bright, airy feel, while soaring ceilings and an open-concept layout create a sense of scale and sophistication perfect for both everyday living and entertaining. This stunning residence offers 5 spacious bedrooms and 4 full bathrooms across 3,184 square feet of thoughtfully designed living space. The chef’s kitchen is both stylish and functional, featuring propane GAS cooking, granite countertops, stainless steel appliances, and ample prep space & cabintry with a closet pantry as well. The primary suite and a secondary bedroom with a full bath are conveniently located on the first floor, offering flexibility for guests or multi-generational living. Upstairs, you’ll find a full in-law or guest suite with a private bathroom, along with a spacious loft ideal for a media room or additional living area. Step outside to a private backyard oasis featuring a BRAND NEW CUSTOM pool with a tranquil waterfall, built-in in-pool seating.. perfect for Florida living and outdoor entertaining. Additional highlights include a brand-new roof installed in November 2024, a 2-car garage, a gated community offering privacy and security, and elegant architectural details throughout. Located in the charming city of Longwood, this home offers the perfect blend of luxury, comfort, and convenience, close to top-rated schools, Wekiva Spring, parks, dining, and shopping.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Jeavanna Lanza Pa (585-313-3408)

Remarks: Turn-Key Short-Term Rental Opportunity in Longwood!This updated, smaller home is an excellent opportunity for Airbnb or investment use. Recent upgrades include a new paver driveway and fresh exterior paint, adding strong curb appeal and low maintenance for future owners. The efficient layout maximizes space and comfort, making it ideal for short-term guests. Conveniently located near shopping, dining, and major roads with easy access to I-4, offering quick connections to Orlando, Lake Mary, and surrounding areas. A great option for investors or owner-occupants looking for rental income potential.

Listing is courtesy of: CENTURY 21 EDGE (321-351-2121)

Listing Agent: Bill Martinez (305-890-9603)