Longwood Single Family Homes For Sale - 189 homes

Remarks: SELLER'S MOTIVATED! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Kristen Wenderfer (973-868-9745)

Remarks: One or more photo(s) has been virtually staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

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

Listing Agent: Matthew Mckee (407-948-0658)

Remarks: **** Price Reduction*** Floor Plan: Excellent layout with the master bedroom downstairs and a large upstairs loft that can serve as a second master suite. Amenities: Screened private swimming pool with convenient access from three rooms (living room, master bath, guest bath). Interior Highlights: Vaulted ceilings, abundant natural light via skylights and transom windows, ceramic tile throughout, grand living room with fireplace, and a large dining room. Updates & Maintenance: Features a brand new AC (2020) and a replumbed system. The home also includes an inside laundry room, a 2-car garage with a generator hookup panel, and workbench space. Community Amenities (The Springs): Enjoy exclusive access to Seminole County's "best kept secret," which includes: 100 acres on the Little Wekiva River Sandy beach and crystal clear swimming area Clubhouse and community pool Sports courts (basketball, tennis, pickleball) Playground, nature trails, and horse stables

Listing is courtesy of: STARLINK REALTY (239-693-7263)

Listing Agent: Dr April Joh Johnson (813-545-9218)

Remarks: Roof only one year old, Freshly Painted,All Tiled Floors,Electrical Updated,New Microwave,Some windows updated,Huge Back Yard,Great Location,Great Value

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

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

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: 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: 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: 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)