Longwood Single Family Homes For Sale in Longwood - 9 homes

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: 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: 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: MULTIPLE OFFERS- Highest and Best Offers due by 7pm Sunday 3/29. Tucked away in a desirable Longwood location, 255 Blackwater Place offers a perfect blend of comfort, style, and unique architectural charm. This 2-bedroom, 2-bath home features an updated kitchen with crisp white cabinetry, sleek quartz countertops, and a clean, modern feel that flows effortlessly into the main living areas. Luxury vinyl flooring runs throughout the main areas, complemented by elegant archways and a cozy fireplace that creates a warm, inviting atmosphere. The spacious primary suite with beautiful wood floors opens to a bright sunroom—ideal for a home office, reading nook, or private retreat filled with natural light. The second bedroom offers a distinctive loft space, perfect for extra storage, a creative studio, or a fun elevated sleeping area. With thoughtful upgrades and character throughout, this home is as functional as it is charming—ready to fit a variety of lifestyles. Recent updates include 4 yr old roof, 1 yr old high efficiency HVAC with warranty, brand new water heater, new attic insulation, 2 yr old dryer. Also included is landscaping and mowing equipment.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Brad Bolton, Llc (407-797-8875)

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: Charming and beautifully maintained 3-bedroom, 2-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: Welcome to 428 Longwood Circle in Longwood, a true slice of paradise tucked away on a spacious 0.36-acre lot in highly desirable Seminole County. This 4-bedroom home with a pool offers incredible outdoor living, beautiful mature landscaping, and a private backyard retreat that makes everyday living feel like a vacation. As you arrive, you're welcomed by a charming covered front patio, the perfect place to sit and enjoy the quiet neighborhood. Step inside into the living room where your eyes are immediately drawn through the doors to the sparkling blue pool and lush backyard. The updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, and a dining area, creating a bright and functional space for both everyday living and entertaining. The layout offers three bedrooms and a full bathroom on one side of the home, including the primary bedroom with its own half bathroom, while the fourth bedroom is located near the kitchen and dining area next to the inside laundry room, making it a great option for guests, a home office, or flexible living space. The backyard is truly the star of the show, offering a peaceful and private setting surrounded by a fully fenced yard with gates. The property features beautiful landscaping and fruit trees including bamboo along the fence line for added privacy, cherry bushes, a peach tree, and loquat trees. Enjoy Florida living year-round with a large covered lanai, a freshly stained pergola and pool deck, all overlooking the inviting pool and spacious yard. Additional highlights include a detached 400 sq ft garage and a 10x18 shed for extra storage. The home has also seen several important updates, including AC and electrical updated in 2019, water heater replaced, and all kitchen appliances updated in 2022 and refrigerator 2025, along with recently updated bathrooms. Located in a great school district and close to shopping, dining, and major roadways, this property offers the perfect balance of convenience and privacy. With its beautiful outdoor living spaces, oversized lot, and pool, this home is an exceptional opportunity offered at $439,000.

Listing is courtesy of: REALTY EXCHANGE, LLC (386-446-0017)

Listing Agent: Anna Dicrescenzo (386-316-8824)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Imagine coming home to a space that feels comfortable, welcoming, and easy to enjoy every day. Step into a bright kitchen featuring sleek stainless steel appliances—perfect for preparing your favorite meals or hosting a casual dinner with friends. Just beyond, the spacious family room with beautiful laminate floors and a cozy fireplace creates the perfect setting to relax, unwind, and enjoy those cooler Florida winter evenings. The home offers a nicely updated guest bathroom and a peaceful primary suite with extra room for an office desk—ideal for working from home, managing daily tasks, or simply creating your own private retreat. One of the best features of this home is the screened-in back patio with a lovely tiled floor. It’s the perfect place to start your morning with a cup of coffee, enjoy the afternoon breeze, or unwind in the evening without worrying about bugs. And the lifestyle doesn’t stop at the front door. Located just around the corner is Historic Downtown Longwood, you’ll enjoy easy access to charming local shops, restaurants, community events, and the character that makes this area so special. Plus, the Longwood SunRail Station is nearby, making commuting into downtown Orlando or exploring Central Florida even more convenient. Whether you’re purchasing your first home or looking to downsize into something comfortable and manageable, this charming property offers the perfect blend of convenience, comfort, and lifestyle.

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

Listing Agent: David Miller (321-236-6761)

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)