Longwood Homes For Sale & Real Estate - 234 homes

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: Under contract-accepting backup offers. This is a one-of-a-kind serene, beautifully landscaped property in a gated community situated off Markham Woods Road in the exclusive Longwood-Lake Mary area. The community is comprised of only eight residents with each having 1 to 3 acres enjoying much privacy. Owned by the original owners, custom built with many upgrades. This home is immaculate, no pets or kids over the years, and very diligently maintained. There is a new roof (installed within the last two years.) There is a whole house generator. The property is next to the community tennis court, that has two parking spaces. The photos shown do not portray what incredible landscaping is here, because of the recent freeze. Many details such as built in medicine cabinets to 5 skylights, etc. The 2nd bedroom is an office with beautiful built-in bookshelves with sweeping wrap windows. Security system is hardwired and very sophisticated. Garage is 34x24 can be considered as a 3 car garage. There is also a free standing building called the "boathouse" that could house a trailer with boat, concrete floor with electric. The pool porch has 2 fans.

Listing is courtesy of: LRC REALTY (407-733-4424)

Listing Agent: Lisa Corkery (407-733-4424)

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: Under contract-accepting backup offers. **Seller extremely movtivated** Some homes offer space. Few offer presence. This timeless Spanish Mediterranean estate in Sweetwater Club delivers both, an acre of privacy, refined architecture and a setting designed for a life well lived. Ideally in the prestigious, gated community and enhanced by its own private estate entrance, the residence rests on a rare, just over one-acre home site surrounded by approximately 46 mature live oak trees. The result is an atmosphere of natural beauty, tranquility and seclusion that feels worlds away while remaining effortlessly connected. From the moment you arrive, the home’s classic design and serene setting create a lasting impression. Inside, a grand foyer opens to a thoughtfully designed interior with an expansive, versatile layout suited for elegant entertaining and everyday living. Formal living and family rooms are anchored by a wood-burning fireplace, while a traditional dining room provides an inviting setting for gatherings. The newly updated kitchen features beautiful stone countertops, generous cabinetry and refined modern finishes that balance style with function. The primary suite is a retreat, offering generous proportions and a peaceful ambiance designed for restoration. Its en-suite bath features dual vanities and a spa-like atmosphere. A second primary suite also awaits, including an updated bath, ideal for guests or multigenerational living. Both offer direct lanai access. Upstairs, three additional bedrooms and two full baths provide flexible space for family, work or evolving lifestyle needs. A private guesthouse with its bath adds exceptional versatility for extended family, visitors or a secluded studio. Expansive interior living spaces transition effortlessly outdoors, embracing Florida’s signature indoor-outdoor lifestyle. Beneath a canopy of mature oaks, the grounds offer open space, privacy and the rare sense of calm that defines estate living. Sweetwater Club is among Central Florida’s sought-after communities, known for its serenity, exclusivity and proximity to country clubs, Wekiwa Springs State Park, Wekiva Island, top-rated schools, and premier shopping plus dining. Blending privacy, scale and location, this remarkable property presents a rare opportunity to own a private sanctuary.

Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)

Listing Agent: Colin Kennedy (727-677-9777)

Remarks: Welcome to 401 Blue Lake Drive, this is an amazing Sweetwater Oaks home that has a great location, great floorplan and tons of potential! - - This home has a very functional 4 bedroom, 2-and-a-half-bathroom split bedroom floorplan! The kitchen is large with a huge center island and stainless-steel appliances. The great room has a nice and vaulted ceiling with wonderful beams and a unique stone wood burning fireplace for those cooler days! Wood floors, french doors, huge property, privacy, this full half acre property offers many opportunities, the private fenced backyard is shaded and ready for relaxing, the giant 897 square foot side entry garage is ready for your projects/toys/cars and garage fun!! The screened pool is inviting, the 747 square foot back porch is one of the largest you will see, this is perfect for multiple televisions, game tables and football season and more!! The roof is from 2023, nearly new! The AC is a year old!! Come home and enjoy all the unique and wonderful Sweetwater Oaks amenities all with low annual HOA dues!! These amenities include access to Sweetwater Beach at Lake Brantley which offers a beautiful park and beach as well as a covered pavilion for gatherings, boating, water skiing, fishing, sailing, kayaking and fun! Eight tennis courts, 8 pickle ball courts, sand volleyball at Sweetwater Beach (right around the corner), many parks, multiple playgrounds, a beautiful community center and many community events for everyone!! Access to the Wekiva River is right down the street at Riverbend Park, enjoy soccer, baseball, kayaking, canoeing, fishing, the picnic and party pavilion, or nature walks and much more! The schools are the best in the area; Sabal Point Elementary School, Rock Lake Middle School and nationally ranked and highly regarded Lake Brantley High School!! The location, quality and condition are right, call today to see this great home!!

Listing is courtesy of: RE/MAX ASSURED (800-393-8600)

Listing Agent: Mark Humphreys (407-310-5765)

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: Under contract-accepting backup offers. Now is your chance to discover this exceptional one-level custom home nestled adjacent to a serene conservation lot in Seminole County’s premier 24-HOUR GUARD-GATED luxury community—Alaqua Lakes. Situated on an OVERSIZED 2/3 of an acre PRIVATE homesite, this residence embodies high-end living in the largest single-story estate residence currently available in the community. Thoughtfully designed and thoroughly updated, this one-story home features soaring 14-foot ceilings upon entry, 4 bedrooms, a dedicated office, a spacious bonus/game room, and 4.5 newly updated baths—offering incredible flexibility for any lifestyle. Step through elegant double glass front doors into a bright, open floor plan with dramatic 14' ceilings and panoramic views of lush landscaping and a sparkling-salt-converted and newly resurfaced pool, all set beneath an expansive covered and screened lanai. Newly installed large-format polished porcelain flooring can be admired in the living room, kitchen, family room, laundry room, and bathrooms, while elegant wood flooring adds a touch of warmth and refinement to the game room and office, and secondary bedrooms.  All living spaces boast impressive 12' ceilings. The recently renovated gourmet kitchen is a chef’s dream, complete with luxurious new countertops, a stylish bar area, and top-of-the-line appliances—including Wolf double ovens, a Wolf induction cooktop, Sub-Zero built-in refrigerator, and Cove dishwasher. Each bedroom boasts its own ensuite, newly updated bath with top-line Kohler products, and oversized walk-in closet, providing comfort and privacy for family and guests. The owner's suite is a private retreat, featuring a generous sitting area, dual walk-in closets, and a spa-inspired bath with a privacy wall for added seclusion. The versatile game room includes a built-in bar, with sink and wine cooler, as well as display case, along with its very own closet; ideal for entertaining friends and family alike! Outdoors, the resurfaced saltwater pool is a true showstopper—perfect for unwinding in your own private oasis. Additional upgrades include newer AC units and water heaters, a replaced outdoor Lynx grill, updated landscaping and outdoor lighting, and more—offering peace of mind and modern efficiency. As a resident of Alaqua Lakes, you'll have access to a unique 7-acre community park with an open-air pavilion, multipurpose field, tennis courts, and more—all just minutes from top-rated schools, upscale shopping, dining, business centers, and major highways. 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: 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: Charming one-story townhome located on a quiet cul-de-sac, offering extra privacy and minimal traffic. The home is nestled in a well-maintained community with mature landscaping and features a relaxing screened-in porch, perfect for enjoying the outdoors year-round. Situated in a desirable area with shopping, dining, and everyday conveniences just minutes away, plus easy access to major roads for effortless commuting and travel. A perfect blend of comfort, convenience, and location.

Listing is courtesy of: ELITE PERFORMANCE REALTY (407-694-3748)

Listing Agent: Pamela Ortiz (407-953-0214)

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)

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)