Longwood Homes For Sale & Real Estate - 254 homes

Remarks: Tear down property located on a major road in an actively developng area. Included in the price is an additional lot that makes this property almost .40 of an acre. Surrounded by new development, including a new school. High-visibility location ideal for recevelopment, long term investment or future commercial potential (subject to city/county approvals).

Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)

Listing Agent: Viv Lehman (407-733-4700)

Remarks: Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin with breathtaking sunrises over the water, often accompanied by birds and deer just beyond your backyard, creating a peaceful, almost retreat-like setting. From the moment you arrive, the home’s presence is felt. Lush, mature landscaping, a welcoming approach, and a quiet street that reflects the character and pride of this established community. Inside, the layout strikes a thoughtful balance between openness and defined spaces, ideal for both entertaining and everyday living. Tile flooring flows throughout, including Italian porcelain driftwood tile in all bedrooms, offering both durability and a cohesive, elevated aesthetic. At the heart of the home, the kitchen is designed to gather, featuring granite countertops, stainless steel appliances, a breakfast bar, and a dedicated wine bar with refrigerator. It seamlessly connects to both formal and casual living spaces, as well as an enclosed Florida room lined with glass doors that open to the pool and patio, allowing for effortless indoor-outdoor living. The family room is warm and inviting, highlighted by soaring ceilings with exposed beams and a striking coral rock wood burning fireplace with a granite hearth that echoes the kitchen finishes, creating a cohesive and comfortable space for relaxing or hosting. The primary suite offers a true retreat, with direct access to the screened pool deck and tranquil water views. The en suite bath is well appointed with tiled walls, a glass enclosed shower, and convenient pool access, while the custom walk in closet provides both function and organization. Three additional bedrooms are generously sized and share a well designed bath with dual sinks and a tub. Step outside to your private backyard oasis. The screened pool and expansive patio provide ample space for entertaining, while a separate pavered fire pit area invites evenings under the stars. The canal backdrop adds a rare sense of calm and connection to nature. A fully fenced dog run with direct access from the pool area, additional paver paths, citrus trees, and thoughtfully placed seating areas complete the outdoor experience. Beyond the property itself, Sweetwater Oaks offers a lifestyle that is hard to replicate, private access to Lake Brantley with a resident only beach and boat ramp, tennis and pickleball courts, parks and playgrounds, a community center, and direct access to the Wekiva River for kayaking and outdoor adventure. All of this is paired with top rated Seminole County schools and a location that keeps you close to everything while still feeling tucked away. This is more than a home. It is a setting, a lifestyle, and an opportunity to live in one of Longwood’s most sought after communities. Schedule your private viewing today.

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

Listing Agent: Tiffany Yates (321-684-2399)

Remarks: Short Sale. Move-in ready and thoughtfully updated! Inside, you’ll find newer laminate flooring throughout, granite counter tops, and stainless steel appliances that create a clean, modern feel. Step out onto your private balcony- ideal for morning coffee or unwinding at the end of the day. A brand new [2026] hot water heater adds additional value and peace of mind. The community offers a full suite of amenities including two pools, a clubhouse, fitness center, tennis courts, and even a car wash area! Ideally situated near I-4, making commuting a breeze. Spend your weekends exploring nearby parks, local hot spots, and everything Central Florida has to offer! Whether you’re looking for a full-time residence or a solid investment opportunity, this one checks all the boxes. Schedule your tour today.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PR (386-427-2622)

Listing Agent: Michael Beck (904-237-2244)

Remarks: This cozy ground-floor apartment is located in a quiet and desirable area of ??Longwood, offering comfort, convenience, and an excellent location. The unit features 2 bedrooms, 2 full bathrooms, and 1 powder room, as well as a pleasant living area with integrated living and dining rooms, creating a spacious and welcoming environment for everyday life or for entertaining guests. The property has laminate flooring in the main rooms, bringing elegance and ease of maintenance. The kitchen is functional and well-equipped, with wooden cabinets, granite countertops, stainless steel appliances, and a pantry, offering ample storage space. At the rear, a private balcony provides a perfect space to relax and enjoy quiet moments outdoors. The condominium offers excellent amenities for residents, including a clubhouse, a fully equipped gym, and a beautiful swimming pool, ideal for leisure and well-being. The location is a major advantage, with easy access to the main roads in the region and proximity to several points of interest, such as the Altamonte Mall, Wekiwa Springs State Park, and quick access to Interstate 4. The area also has supermarkets, restaurants, schools, and various service options that make daily life easier. An excellent opportunity for those seeking quality of life, convenience, and a great location in Longwood.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Rodrigo Santos De Alvarenga (347-484-7460)

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: Completely remodeled and move-in ready, this impressive residence at 672 Mossy Branch Ct, Longwood redefines comfort and elegance in Central Florida. Every detail has been carefully updated — from finishes and lighting to the brand-new stainless-steel appliances, bringing convenience and modern living to your daily life. Located in an area with top-rated schools (rated 10/10 in Seminole County), this home is perfect for families seeking quality of life, safety, and convenience. Nestled at the end of a private cul-de-sac on a spacious 0.36-acre lot, the property offers peace, privacy, and a welcoming atmosphere surrounded by mature and well-maintained landscaping. With nearly 4,000 sq ft of living space, the open single-story layout provides excellent flow between rooms, featuring bright, spacious, and connected living areas — perfect for entertaining family and friends. The fully renovated kitchen is the heart of the home, equipped with modern cabinetry, built-in pantry cabinets, new stainless-steel appliances, stone countertops, and plenty of workspace for cooking and gathering. The dining room adds an extra layer of functionality and sophistication, featuring a built-in bar area complete with sink and dishwasher, ideal for hosting and entertaining guests. The primary suite is a true retreat, offering an additional sitting or office area and a spacious bathroom with contemporary finishes. The other bedrooms provide comfort and flexibility — ideal for large families, a home office, or guest accommodations. The exterior is equally charming — the generous, flat lot offers ample space to build a pool, outdoor kitchen, or playground, all while enjoying the privacy that only a cul-de-sac can provide. The location is another highlight: close to major roads, restaurants, parks, and some of the best shopping destinations in the area, yet tucked away in a quiet, refined residential neighborhood. If you’re looking for a modern, spacious, single-story home in one of Longwood’s most desirable areas, this is your opportunity. Fully remodeled, featuring built-in upgrades, new appliances, and located within one of Florida’s top school districts, 672 Mossy Branch Ct offers the perfect balance of style, comfort, and lasting value.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Luanna Maia (407-360-8056)

Remarks: Lakefront pool home on nearly 2 private acres in the established Ravensbrook community. This 4,225-square-foot residence features 6 bedrooms, 4 full and 2 half baths, a spacious multi-level layout, and oversized windows showcasing scenic lake views. Major updates include whole-house replumbing 2022, electrical panels updated, a water filtration and softener system, and new HVAC air handlers (2025). The pool was resurfaced in 2023, and the property offers approximately 190 feet of shoreline with a private dock and expansive grounds for recreation and privacy. The home presents an opportunity for cosmetic updates, allowing buyers to personalize finishes. Ravensbrook is known for large estate lots, architectural variety, and a quiet setting close to shopping, dining, parks, and major roadways. The voluntary HOA is $200 annually. A rare opportunity to own a substantial lakefront property in one of Central Florida’s most desirable neighborhoods.

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

Listing Agent: Jim Ruddy (407-718-0984)

Remarks: DOWNSIZING! Almost empty nesters! Expansive one-level executive home of 4200+ sf nestled on an unbelievable 1+ ACRES in highly desirable Markham Meadows; MINIMAL HOA FEE of only $780/yr!! This beautiful home offers an ideal blend of comfort and style. Boasting 4 spacious bedrooms (incl second master suite or in-law suite) and 5 full baths, this residence provides ample room for both relaxation and entertainment. A separate office with built-ins offers the perfect environment for working from home or pursuing personal projects. The Primary master suite is privately situated to itself and showcases a sitting area overlooking the pool, a large walk-in closet, and an ensuite bath complete with an oversized hydro-massage bath and separate shower stall. The sparkling screened-in pool/spa with travertine deck, waterfall, and covered lanai is ideal for enjoying the ultimate Florida lifestyle. The property provides plenty of outdoor space to enjoy, with room for gardening, outdoor activities, or simply unwinding in the serene setting. The home's location is ideal for those seeking both privacy and proximity to essential amenities such as great schools, world-class attractions, shopping, dining, and business districts. With its mix of functionality and charm, this property offers an exceptional living experience. It should be noted that the listing price reflects that the owner had a sinkhole insurance claim in 2009 that was successfully resolved.

Listing is courtesy of: PREFER 1 REAL ESTATE, INC. (321-303-1706)

Listing Agent: J Robert Brown (321-303-1706)

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: This home has a brand new roof being installed, and has been re-plumbed. Ideally nestled within the established Wingfield Reserve community of Longwood, this stunning ONE LEVEL 4-bedroom, 4-bath home sits on a private one-acre lot and combines timeless elegance with modern updates; NO CARPET ANYWHERE. Calacatta Gold marble flooring flows through the main living areas, while luxury vinyl plank adds warmth to the bedrooms. The chef-inspired kitchen features Black Galaxy granite countertops, crisp white cabinetry, Avsiiile faucets, and a KitchenAid Pro Series stainless steel appliance suite. Designed for both comfort and style, the family room showcases a vaulted wood-beam ceiling and a custom fireplace feature wall. The primary suite offers a custom walk-in closet and a spa-inspired bath, while a separate in-law suite with a private entrance provides added flexibility. French doors open to a screened lanai with travertine tile decking, a summer kitchen and bar, and a sparkling pool surrounded by lush landscaping for a true resort-like retreat. Additional updates include a new irrigation system, newer A/C and water heater, and two septic tanks replaced three years ago. Ideally located off Markham Woods Road with easy access to I-4, shopping, dining, and Wekiwa Springs State Park, this home offers the perfect balance of privacy, natural beauty, and convenience in one of Longwood’s most sought-after communities. This property may be under audio/visual surveillance.

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

Listing Agent: Frank Benevento (407-492-5153)

Remarks: Welcome home! Discover a beautifully remodeled condominium in one of Longwood’s most desirable communities. Renovated from top to bottom with quality materials and thoughtful details, this home offers both style and comfort. FURNITURE ARE INCLUDED! With 2 generous master suit bedrooms, 2 full bathrooms, and an additional guest bath, the layout is spacious and convenient. The owner updated the home with care and love, but after relocating, this wonderful space is now ready for its next chapter—with you. Step inside and you’ll instantly feel the charm and warmth this condo offers. Located in Clubside at Sabal Point, you’ll enjoy access to fantastic amenities including a pool, tennis courts, and a fitness center. The community is clean, quiet, well maintained, and known for its peaceful atmosphere. Plus, it’s zoned for top-rated schools, making it an ideal place to live. Don’t miss your chance—contact your realtor to schedule a showing today! Property might be under surveillance cameras.

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

Listing Agent: Miriam Miranda (386-235-9985)

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. Experience the epitome of luxury living at 2405 Alaqua Drive, an extraordinary estate situated on a rare 2.31-acre double lot in the exclusive, guard-gated community of Alaqua. Offering sweeping golf and water views, this residence exudes elegance, privacy, and refined craftsmanship. The stately porte-cochère creates a grand first impression, leading you to the impressive entry where soaring ceilings, intricate millwork, and a breathtaking grand staircase set the tone for the home’s architectural grandeur. The formal living room serves as the centerpiece of the home, with high coffered ceilings, expansive windows, and a custom fireplace that adds warmth and sophistication. Rich custom built-ins and a grand piano lend the room both function and beauty, while an open flow to the adjoining spaces creates an ideal environment for both intimate gatherings and large celebrations. The home is flooded with natural light, enhancing its sense of openness and grandeur. The gourmet kitchen is a chef’s dream, featuring high-end appliances, a large center island perfect for meal preparation, and beautiful custom cabinetry with elegant hardware. The design seamlessly connects to the spacious family room, creating a welcoming space for relaxation and entertainment. An expansive formal dining area offers a perfect setting for hosting dinner parties, complete with refined lighting and ample space for a large dining table. On the upper level, the primary suite serves as a tranquil retreat, offering breathtaking views of the golf course and water. This suite features custom walk-in closets designed with luxurious finishes and ample storage. The adjoining spa-like ensuite bathroom is a sanctuary, with dual vanities, a massive walk-in shower with frameless glass doors, a freestanding soaking tub, and polished marble finishes. The suite also boasts a private kitchenette and laundry, adding unparalleled convenience and comfort. Adjacent to the master suite is a glass-enclosed room, offering panoramic views of the formal living area below. This versatile space could easily be used as a private office, home gym, or an additional sitting area, providing both privacy and stunning appeal. This home includes multiple ensuite bedrooms, each featuring high-end finishes, ample closet space, and natural light. The movie theater is designed to provide the ultimate cinematic experience, with plush seating, custom wood paneling, and an immersive surround sound system for an unparalleled viewing experience. Stepping outside, the estate unfolds into a resort-style backyard designed for ultimate relaxation and entertainment. The pool area commands attention with its raised spa, dramatic fountain features, and lush tropical landscaping that ensures privacy. The outdoor kitchen, complete with a built-in grill, hood, generous prep areas, and service space, is ideal for hosting guests year-round. Expansive deck areas provide ample space for lounging and sunbathing, while the covered lanai, adorned with decorative beams and multiple ceiling fans, offers comfort and elegance. Beyond the lanai, you’re greeted by stunning views of the golf course and water, creating a sense of serenity and seclusion. This outdoor retreat provides an ideal setting for enjoying quiet mornings or hosting large-scale gatherings, with space that flows seamlessly from the indoors to the outdoors. Whether you're enjoying a sunrise coffee or hosting an evening soiree, this estate offers the perfect backdrop.

Listing is courtesy of: ALPHA EQUITY REALTY & MANAGEMENT INC (407-789-1002)

Listing Agent: Abbas Sultanali (407-435-9596)