Homes For Sale in Longwood 32750 - 99 homes

Remarks: Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!

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

Listing Agent: Jesse Sutton, Jr (321-805-7530)

Remarks: An ideal blank canvas for those seeking top-rated schools and a fantastic neighborhood! This 4-bedroom, 2.5 bath home features a screened-in pool, a cozy family room with beamed ceilings, and tile flooring throughout. The expansive sunroom, complete with a kitchen service window, is perfect for relaxing or entertaining. The large primary suite includes a spacious closet and an en suite bathroom. With a 2-car garage,this home sits on a desirable corner lot with mature tree coverage, a lovely manicured lawn in the highly sought after North Cove community.

Listing is courtesy of: MOREHOUSE REALTY INC (407-331-4444)

Listing Agent: Alvin Moore (407-331-4444)

Remarks: Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1402 Meadowlark St in Longwood, a charming single-family home located in the established Sky Lark community in Seminole County. This 3-bedroom, 2-bath residence offers approximately 1,702 square feet of living space and sits on a generous 7,753-square-foot lot, providing both comfort and room to enjoy Florida living. Step inside to a spacious layout with multiple living areas ideal for relaxing or entertaining. The home features a functional kitchen that flows into the main living spaces, creating a welcoming atmosphere for gatherings with family and friends. Large windows and sliding doors bring in natural light and connect the interior to the outdoor space. The property includes a garage, central cooling, and durable masonry construction with a composition roof, offering both convenience and long-term reliability. Outside, the sizeable backyard provides plenty of room for outdoor entertaining, gardening, or simply enjoying the Florida sunshine. Located in a quiet residential neighborhood, the home is just minutes from local parks, shopping, dining, and major roadways for easy commuting. Whether you're a first-time homebuyer or growing family, this Longwood property offers great potential in a desirable location. Remodeled kitchens and bathrooms, huge back yard. Close to highly rated schools and close to historic downtown Longwood and Sunrail. Close to Candyland Park and dog park

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: One or more photo(s) has been virtually staged. Welcome to your dream home! This 2,166 square foot home is nestled on nearly half an acre overlooking New Rolling Hills Park. Several rooms were recently renovated, including the kitchen and primary bathroom, both with granite countertops. There is an open floor plan and a large garage with a rear workshop. Some additional amenities are a large screened porch and a cozy fireplace. This property has no HOA! Some images in this listing have been virtually staged.

Listing is courtesy of: ELITE REAL ESTATE & FINANCE LLC (904-510-1608)

Listing Agent: Brice Gill (904-510-1608)

Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!

Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)

Listing Agent: Nehad Darwish (813-401-1851)

Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience.  There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property.  The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.

Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)

Listing Agent: Christy Fauquher (407-310-3878)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Elegantly renovated single-family residence offering 4 bedrooms and 3.5 bathrooms in the sought-after Longwood area, conveniently located near I-4, premier shopping, and dining. This home has been thoughtfully updated throughout, featuring a new roof, updated AC and electrical systems, fresh interior and exterior paint, and enhanced landscaping with irrigation. The custom kitchen showcases solid wood cabinetry, stone countertops, and stainless steel appliances, complemented by beautifully renovated bathrooms with updated lighting and fixtures throughout the property. A spacious screened-in pool with a new enclosure creates a private outdoor retreat, while a large exterior shed provides additional storage. The impressive bonus great room features refinished wood flooring and a wet bar, creating an exceptional space for entertaining. A rare opportunity to own a move-in-ready home with extensive upgrades!

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

Listing Agent: Blake Bolton (407-318-0361)

Remarks: **Seller is offering a $5,000 buyer closing cost credit.** Welcome home to this beautifully maintained 3-bedroom split floorplan residence offering privacy, space, and modern comfort—all with NO HOA. Situated on a nearly ¼-acre fully fenced lot, this property is a rare find both inside and out. Step inside to discover all solid-surface flooring throughout—no carpet, complemented by fresh, updated interior paint and two fully renovated bathrooms. The galley-style kitchen features granite countertops, stainless steel appliance package, and efficient design, perfect for everyday living and entertaining alike. Outdoors is where this home truly shines. The gorgeous backyard oasis includes a gazebo, fire pit, pavered walkways, storage shed, and even a chicken run, offering endless possibilities for relaxation, hobbies, or entertaining guests. Ideally located near historic Longwood, Orlando Health, shopping, and dining, this home blends convenience with charm. Reiter Park—with its splash pad, playground, food trucks, and vibrant community events—is just a pleasant walk or bike ride away. This move-in-ready home delivers space, upgrades, and a lifestyle you’ll love—schedule your showing today.

Listing is courtesy of: WATSON REALTY CORP (407-359-2300)

Listing Agent: Virginia Bellhorn (407-580-7235)

Remarks: Welcome to your FLORIDA dream oasis in the heart of Longwood where comfort meets leisure in a single-family residence nestled on a generous .40-acre lot. VIEW VIRTUAL WALK THRU TOUR. This charming 3/2 POOL home is designed for both everyday living with entertainment options for everyday or just the weekends. Make everyday a holiday with a HUGE screened porch/pool area. Incredible lifestyle opportunities with this home that has so much potential. As you approach the property, the beautifully oversized lot greets you with a circular driveway, providing ample parking for up to 6 vehicles. The absence of an HOA means you can bring your RV, boat, and all your toys, enjoying the unlimited parking space and the convenience of a double gate leading to a fully fenced backyard. Step inside to find an updated kitchen boasting modern appliances, perfect for crafting delicious meals for family and friends. The all-tile flooring throughout the home ensures easy maintenance and a timeless appeal. Enjoy the luxury of an in-ground swimming pool, where you can take a refreshing dip or simply lounge by the water on sunny Florida days. Entertain in style within the large screened area, ideal for hosting gatherings or simply relaxing in the serene outdoor environment. Even has a dart board for fun! The single-car garage, upgraded electrical system, and outdoor shower add to the practicality and charm of this delightful home. Perfect for all lifestyle and family needs with the entire home on ONE FLOOR. Located in the highly sought-after Seminole County School district and conveniently close to shopping, restaurants, and I-4, 821 Raven provides the perfect blend of tranquility and accessibility. Make this your new haven for family fun and a relaxing new lifestyle in your own home! Why rent when you can own your own FLORIDA home. This one is about the pool and the fenced large yard with no HOA! Make it your own! Won't last long so don't wait.

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

Listing Agent: Laurie Cain (407-484-9944)

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: Welcome to Columbus Harbour and this charming 3-bedroom, 2-bathroom home offering 1,667 sf of comfortable living space on a spacious .25 acre lot. Nestled in a tranquil neighborhood, this property combines privacy, convenience and lifestyle amenities. Enjoy peace of mind with a brand new roof and new driveway (2025), along with a fully fenced yard-perfect for outdoor entertaining, pets or gardening. The thoughtfully designed floor plan provides generous living areas and well sized bedrooms, ideal for both everyday living and hosting guests. Residents have exclusive access to a private boat ramp and tennis courts, making it easy to enjoy an active, outdoor lifestyle. Whether you're relaxing at home or taking advantage of the community amenities, this property offers the perfect balance of comfort and recreation. DON'T MISS THIS OPPORTUNITY to own a beautifully kept home in a serene setting with sought after amenities! *Information contained is deemed to be correct. All information to be confirmed by buyer and buyer's representative.

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

Listing Agent: Kenneth Hearn (407-383-5261)

Remarks: Under contract-accepting backup offers. Once in a life time opportunity to own this amazing home in Longwoods' Rolling Hills nieghborhood. This large spaceous 14,000+ sf ft lot boast numerous mature hardwood trees and looks out over the Rolling Hills park that will both inspire and demand that you make this house your home. From the exceptional views off the 2nd Floor master bedroom nook to the 18' high valauted ceiling and fireplace in the living room, this home has it all. The large master suit has 3 large walking master bedroom closets, large master bathroom and lots of windows for cool Springs Florida nights. The features a 3 car attached garage, wrap-around front porch, office or 4th Bedroom and best of all NO HOA! Recent upgrades include: new roof in 2025, new well head in 2024, and new zoned HVAC in 2024. Note: County has the home as a 4 bedroom, which could be the either a 4th bedroom, den or office. Nearby attractions include: Altamonte Mall. Cranes Roost Farm and Art Market, Sanlando Bike Trails and I4 just minutes away. Hurry, this listing is not expected to last and Sellers are motivated!

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

Listing Agent: Tim Malone (407-765-6987)

Remarks: Under contract-accepting backup offers. Welcome to 1689 Torrington Circle, located in the highly desirable Danbury Mill community in Longwood! This charming 2-bedroom, 2-bath home offers comfort, convenience, and an exceptional location—all at a price point that’s increasingly hard to find. This is a great opportunity to update this property and make it your own or purchase it as your next investment. Step inside to a bright and inviting layout featuring a spacious great room that flows effortlessly into a well-appointed kitchen with a cozy dining nook—perfect for casual meals or enjoying your morning coffee. Both bedrooms have generous closet space, including a walk-in closet with plenty of storage. Additional features include an interior laundry room and a two-car garage, adding convenience to everyday living. Out back, enjoy Florida’s beautiful weather year-round on the covered and screened porch, which overlooks a private, fenced backyard—ideal for relaxing, entertaining guests, or letting pets play safely. Residents of Danbury Mill enjoy low HOA fees and access to wonderful community amenities, including a clubhouse, a sparkling community pool, and tennis courts. The neighborhood’s prime location places you just minutes from shopping, dining, parks, and major roadways, making commuting and daily errands quick and easy. Homes in this sought-after community don’t stay on the market long. Schedule your showing today and discover the opportunity that awaits at 1689 Torrington Circle!

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

Listing Agent: Jeff Singletary (407-383-1933)

Remarks: One or more photo(s) has been virtually staged. Discover the perfect downstairs one bedroom, one bath condo conveniently located in Longwood, Florida. Just a short stroll from your favorite dining spots like Starbucks, Bonefish Grill, Pickles Authentic, Chianti's Pizza and near Longwood Farmers Market and quick access to Altamonte Mall, Uptown Altamonte, hospital, beaches, attractions and I-4. This charming condo with new AC 5/25 & a new electric panel 10/25, new water heater 11/25 & offers a spacious living room, dining area, kitchen with refrigerator, dishwasher, range, a back splash & pantry. The large master bedroom has a large walk-in closet. The building sits on the east side of the complex, has a newer roof and there’s lots of parking for guest. Association dues pay for water, sewer, garbage, security, along with exterior maintenance of the building and grounds all for only $370 per month. The condominium has night-time security on premises, you can have peace of mind while enjoying the amenities, including two sparkling pools, tennis and basketball courts, a fitness room, a clubhouse, on-site laundry, and a car wash station with vacuum. Springwood Village offers sturdy all block and stucco construction. Property may be under video/audio surveillance.

Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)

Listing Agent: John Herndon (407-252-5736)

Remarks: Unique Large Duplex, 1 unit faces Highland St and 1 unit faces Pasadena Ave,Large Corner Lot, Brand New Roof just installed,Electrical Updated,Fenced Yard, Great Value

Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)

Listing Agent: Frank Filippelli (407-448-1042)

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)

Remarks: Under contract-accepting backup offers. Tucked away on a quiet street in the gated community of Oakmont Reserve, this stunning 4-bedroom pool home offers the perfect blend of luxury, privacy, and resort-style living in the heart of Longwood. Just minutes from historic downtown Longwood, SunRail, boutique shopping, the Seminole Wekiva Trail, and scenic parks, the home also benefits from access to highly regarded Seminole County schools. Thoughtfully designed for effortless single-level living, this ENERGY STAR* certified energy efficient home blends modern elegance with everyday comfort while enjoying rare privacy with tranquil wooded views. The desirable three-way split floor plan offers versatility, including a private bedroom and bath ideal for guests, multi-generational living, or a home office. Inside, soaring 10-foot ceilings, 8-foot doors, and luxury vinyl flooring create a bright and expansive atmosphere. The heart of the home is the impressive island kitchen, designed for both entertaining and daily living, featuring quartz countertops, 42-inch cabinetry, a spacious walk-in pantry, and premium Whirlpool appliances including built-in double ovens and a sleek glass cooktop. The kitchen seamlessly opens to the great room and dining space, creating an inviting setting for gatherings. The owner’s retreat offers a peaceful sanctuary, complete with a spa-inspired bath featuring dual vanities and an oversized walk-in closet. Beyond the interior, outdoor living takes center stage. The covered lanai overlooks a stunning $100,000 resort-style heated pool, fully automated and equipped with a self-cleaning system and a sun shelf with bubbler — the perfect place to unwind while surrounded by serene natural views. Residents of Oakmont Reserve also enjoy a community playground and the privacy of gated living, all within easy reach of Central Florida’s top conveniences. Elegant, private, and ideally located, this remarkable home offers the perfect balance of luxury, comfort, and lifestyle. WELCOME HOME!!

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Rob Breese, Iii (321-436-8813)

Remarks: One or more photo(s) has been virtually staged. Beautifully Updated Longwood Home with No HOA! Welcome home to this beautifully upgraded property offering exceptional curb appeal and a central Longwood location. Step inside to a bright, spacious living room that flows seamlessly into a stunning chef’s kitchen, fully upgraded with LG stainless steel appliances, gas stove, granite countertops, modern cabinetry, and sleek finishes. Wood-like tile flooring extends throughout the entire home—no carpet to maintain! The split floor plan provides privacy, with the generous owner’s suite situated on the right side of the home. The suite features a gorgeous walk-in shower and offers direct access to a versatile flex space—perfect as a massive walk-in closet, storage room, home office, or easily converted back into a garage. Two additional bedrooms are located on the opposite side of the home and share an upgraded bathroom showcasing a Jacuzzi jetted tub. The living room opens to a large family room at the rear of the home, offering even more living space and easy access to the expansive backyard—ideal for kids, pets, and outdoor fun. Located in a quiet neighborhood in the charming city of Longwood, this home is zoned for top-rated Seminole County schools and is just minutes from shopping, dining, parks, and more. Major updates include a NEW ROOF (2022) and new water heater (2022). No HOA adds even more flexibility. Don’t miss this move-in ready gem!

Listing is courtesy of: INVESTOR'S REAL ESTATE LLC (407-688-4355)

Listing Agent: Freddie Crespo (407-687-0634)

Remarks: Income-producing duplex in the heart of Longwood—ready for your investment portfolio! Both units are tenant-occupied with long-term leases recently renewed, offering reliable income from day one. Enjoy peace of mind with a newer roof, no HOA fees, and easy maintenance. Each unit features 2 bedrooms, 1 bathroom, tile flooring throughout, and spacious backyards. Centrally located near Downtown Longwood with convenient access to major highways, shopping, and dining.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Teresa Idaspe-Yovaish (321-277-1931)