Homes for Sale Near Lake Mary High in Longwood - 33 homes

Remarks: PRICE REDUCED! Welcome to Alaqua Drive, Luxurious Upgraded Excutive Home Reflects Timeless Appeal **Sprawling Over An Acre of Tropical Green & Fresh Landscape**Enclaved in the Estate Gates of Alaqua- the Areas Most Respected Gold Gated Communities**Features Include:Sun-filled Home**Natural Stone &Hardwood Floors on a spectacular Open Space that Boasts **5 Bedrooms* & *a Family Lounge. Large cathedral ceilings** Expansive Gourment Chef Kitchen w/ Large Island & State of the Art Applliances**Walk-in Pantry **Three-Car Garage**Large sparkling Heated Pool w/ Screen Enclosure**Oversized Lanai Built In-Stainless Steel Summer Kitchen Grill**Abundant Storager & Large Closets to be Found Everywhere** Make this well-maintained Spectacular Home Your Own. Located just North of Downtown Orlando**Very Desirable Lake Mary School District**This Residence is 50 minutes from Both Attractions and Beaches**Convenient to Fine Dining**Shopping & All of the Amenities Seminole County Has to Offer*- call for more information**TANKLESS water heater**Solar heated Pool**Both Air Conditiong Units 5 Years Old**Water Heater 5 Years Old**Generator 5 Years Old**All Bathrooms And Kitchen Fully renovated.**House has been updated with newer pipes and so on.

Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)

Listing Agent: Louis Joachim (407-333-0711)

Remarks: "Rare find! Premier corner lot location, last home on a dead end street with no rear neighbors. This home is uniquely positioned with a wooded buffer on the side and a completely clear, quiet park-like view behind you. A rare opportunity to enjoy nature's beauty from your own home! With an open-concept kitchen, dining and living space , this home offers the best of both worlds: a tranquil retreat and a top-notch location.The GATED Hanover Pointe community is ideally situated in Longwood, just minutes from Lake Mary. The interior has been meticulously maintained and features UPGRADED HERRINGBONE-PATTERN CARPET on the stairs and throughout the upper level. All three bedrooms are located upstairs, including the spacious primary suite. One secondary bedroom is currently used as an office and includes built-in shelving that will remain. Newer washer and dryer are included, surround sound wiring is installed (not currently in use), and the kitchen is enhanced with new LED light fixture and stainless steel appliances, granite countertops, an under mount sink, and a side-by-side refrigerator. The HOA provides exceptional peace of mind with termite bonds, roof replacement coordination, exterior painting, and full landscaping services, along with access to the community pool and common areas. Conveniently located near I-4, 17-92, SR 434, Ronald Reagan Blvd, Lake Mary Blvd, the Cross Seminole Trail, and both the Lake Mary and Longwood SunRail stations. Zoned for Greenwood Lakes Middle School and Lake Mary High School , all SEMINOLE COUNTY Schools!. This townhome combines low-maintenance living, privacy, and an unbeatable location—truly move-in ready.

Listing is courtesy of: RED BIRD REALTY OF FLORIDA INC (407-222-8339)

Listing Agent: Marion Thacker (321-662-7550)

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: Welcome to this 2-bedroom, 2½-bath townhome in the gated community of Hanover Pointe. This townhome offers a light and bright open floor with elevated finishes throughout. Upstairs you’ll find a generous sized guest bedrooms, guest bathrooms and laundry closet for ultimate convenience. The Primary Suite offers a beautiful trey ceiling, walk-in closet, and ensuite bathroom featuring dual vanities and an oversized tub/shower combo. Downstairs, the kitchen anchors the living space with a breakfast bar overlooking the living room, 36-inch cabinets, and stainless-steel appliances. Neutral ceramic tile flows through the kitchen, foyer, baths and laundry, while a spacious living room and open floor plan works seamlessly for entertaining. Step outside to an open-air patio overlooking a lush green space and brick privacy wall—no rear neighbors! The property also boasts a stone-paver driveway, stone exterior accents and a vibrant color palette that adds to the curb appeal. This townhome is in an unbeatable location near downtown Longwood’s restaurants and shops, the Sun Rail station, major hospitals and I-4 access, and top-rated Seminole County schools.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-585-0500)

Listing Agent: Tiffany Vazquez (407-720-7490)

Remarks: Under contract-accepting backup offers. Expect to be impressed with this beautiful 3-bedroom, 2-bathroom home featuring stunning upgrades throughout. As soon as you walk in, you’re greeted by a spacious living and dining room combination, perfect for both entertaining and everyday living. The home boasts a gorgeous kitchen that opens to a cozy family room, complete with a stylish bar area that is ideal for hosting guests or relaxing at the end of the day. Step outside and discover your own backyard oasis, featuring an above-ground spa, perfect for unwinding and enjoying Florida living year-round. Conveniently located near major highways, shopping, and highly sought after schools, this home offers both comfort and convenience. This one won’t last long, so schedule your showing today!

Listing is courtesy of: LEGENDS REALTY (407-333-1010)

Listing Agent: Maria Stinson (407-802-7595)

Remarks: Under contract-accepting backup offers. Welcome to 2113 Silverleaf Court! This is a once in a lifetime opportunity to own this Custom, Private Luxury Estate in Longwood’s Wingfield Reserve community, an upscale community of over 180 homes on oversized lots of at least 1 acre located inside the Prestigious Markham Woods Corridor! This one-of-a-kind custom luxury estate residence offers 7 oversized bedrooms, 5 full bathrooms, 7,793 square feet of living space which includes an 800 square foot indoor sports court, a 600 square foot home second floor bonus room with multi-use capabilities & includes a sauna, a primary suite that totals over 1,500 square feet & has direct elevator access. There is also an additional 600 square foot loft, a 3-car attached garage and the kind of architectural presence and resort style outdoor living that is one of a kind! The outdoor pool and entertainment area itself is approximately 3,000 sqft & can accommodate as many guests as you would like to host! Every inch of this home was imagined, designed and built to perfection. From the moment you arrive, the grand porte cochere entrance, paver circular driveway, and stately front elevation create a true estate feel. All of your family, friends and guests are sure to be impressed from the moment they arrive. Inside, the home opens to a massive and luxurious foyer with soaring ceilings, large but comfortable main living spaces, abundant natural light, and an unforgettable sense of scale throughout. This is an entertainer’s dream, designed for both impressive gatherings and comfortable everyday living. Outside, the property transforms into a private resort. The entire outdoor entertainment area was renovated recently, creating a spectacular setting for gatherings and relaxation alike. The 52,000-gallon saltwater pool features a waterfall, two fountains, and a heated spa, & a 9.5-foot-deep end, while the backyard is fully enclosed by concrete block and stucco wall fencing for a rare level of privacy. One of the home’s most unique features is the indoor sports court, accessible from the outdoor pool and entertainment area and currently equipped with a basketball hoop while also offering flexibility for volleyball, pickleball, handball or other recreational uses. Back inside, the chef’s kitchen is as functional as it is beautiful, featuring custom cabinetry, stone countertops, a custom cooktop installed in 2026, & all the space you need! The kitchen flows seamlessly into the home’s expansive gathering spaces, making it ideal for hosting on any scale. The primary suite includes 3 balconies, 3 closets and a second laundry room totaling close to 1500 square feet by itself! The remodeled primary bathroom was updated recently & features dual vanities, a sky light, a freestanding soaking tub, a private balcony and 3 closets! This home also offers the peace of mind with major updates, including 5 HVAC systems including one recently installed in 2026, updated electrical panels, Aqua Ox whole house water filtration system installed in 2024, several windows & doors replaced in 2021, interior painting completed in 2025 & 2026 and an artesian well for irrigation! We have also completed a 4-Point Inspection and Wind Mitigation report for your peace of mind. Zoned for Woodlands Elementary, Markham Woods Middle, and Lake Mary High School, 2113 Silverleaf Court is a once in a lifetime opportunity to own an unforgettable estate where architectural grandeur, privacy, and luxury lifestyle come together in spectacular fashion.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated six-bedroom, five-and-a-half-bathroom resort-style home offering 4,221 square feet of thoughtfully designed living space on an expansive 1.36-acre lot in the highly desirable Markham Woods area of Longwood. From the moment you enter, the split floor plan, abundant natural light, and wood-grain tile flooring throughout create an open and inviting atmosphere. The flexible layout offers exceptional versatility with three additional bonus rooms ideal for a home office, playroom, fitness space, or creative studio. Recessed lighting and ceiling fans throughout enhance both comfort and style, while the main living area is anchored by a stunning electric fireplace with decorative shiplap trim and brand-new sliding glass doors that open seamlessly to the outdoor living spaces. Significant upgrades provide peace of mind and modern efficiency, including a whole-house solar panel system installed in 2025, updated electrical and plumbing systems, a new roof in 2022, HVAC replaced in 2021, mini-split systems added to the in-law suite in 2025, and a water heater installed in 2023. Fully renovated bathrooms throughout the home add a fresh, contemporary feel. The beautifully updated kitchen blends modern style with everyday functionality, featuring white shaker-style cabinetry, granite countertops, stainless steel appliances including double ovens, a wine refrigerator, and a dramatic waterfall granite island that provides both workspace and seating. The kitchen flows seamlessly into the surrounding living and dining areas, making it ideal for both entertaining and daily living. The primary suite serves as a private retreat, complete with a spacious walk-in closet and a beautifully appointed ensuite bathroom featuring separate quartzite vanities and a large walk-in tiled shower. French doors provide direct access to the pool area, creating a seamless indoor-outdoor lifestyle. A recently renovated in-law suite offers outstanding flexibility for multigenerational living, guests, or potential rental opportunities. The suite features a private entrance and parking area, its own kitchen with stainless steel appliances, washer and dryer, walk-in closet, tiled shower with single vanity, and a dedicated screened lanai. Outdoor living truly shines with a resort-style backyard designed for relaxation and entertaining. The screened saltwater pool and spa are complemented by a cold plunge, summer kitchen with beverage refrigerator, and multiple screened outdoor living spaces perfect for gatherings. The property also includes garden irrigation, a hydroponic garden, and mature pine, oak, and fruit trees that enhance the tranquil natural setting. Additional highlights include a tandem three-car garage and a private setting on over an acre with ample space for recreation, gardening, or outdoor enjoyment. Ideally located, this home is just minutes from top-rated Seminole County schools, six minutes to the Jones Trailhead of the Seminole Wekiva Trail, 14 minutes to Sylvan Lake Park, and 17 minutes to Wekiwa Springs State Park. With easy access to Interstate 4 and close proximity to restaurants, grocery stores, and retail, this exceptional property offers the perfect balance of privacy, convenience, and resort-style living. Roof – 2022 | HVAC – 2021 | Mini Splits – 2025 | Water Heater – 2023 | Solar System – 2025 | Electrical – Updated | Plumbing – Updated

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Amy Turner (407-803-3885)

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. Updated and fully renovated four-bedroom, three-bathroom home has a three-car garage, large paver driveway, and 3,510 square feet of living space. 427 Brentwood Club Cove is located in a small gated community off Lake Emma Road in Longwood, FL. This unique home features multiple flex spaces: a private office with French doors, a large private loft upstairs, a home gym, a living room, a formal dining room, AND a great room. The office and loft could easily be modified to create bedrooms five and six, and the gym room could double as a nursery, attached to the primary bedroom! All bedrooms are on the first floor. The thoughtfully designed split-bedroom floor plan places the primary suite in its own private wing, creating a true retreat with new wood flooring, double closets, a spa-style bathroom with soaking tub and separate shower, and a dedicated workout room featuring a Tonal wall fitness system. The heart of the home is the beautifully renovated kitchen with new cabinetry, countertops, ambient cabinet lighting, and new appliances. The kitchen has a large dining space and overlooks the great room—perfect for entertaining and everyday living. A hallway off the main living area leads to three additional bedrooms and two large bathrooms. Step outside to enjoy Florida living at its best with a newly built 15×32 custom pool, hot tub, and screened enclosure, plus a covered patio. There is plenty of parking, including a three-car garage and a large paver driveway that accommodates up to six vehicles. Recent improvements provide peace of mind, including a roof replacement in October 2021, both HVAC systems replaced less than five years ago, a new water heater, a fully renovated kitchen, new whole-house flooring, a new pool/pool deck/screen enclosure, a fenced backyard, and a beautiful paver patio in the backyard for cookouts and stargazing. This move-in-ready home combines space, modern updates, a convenient location, and top-rated Seminole County schools. Schedule your viewing today!

Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)

Listing Agent: Laura Diss (407-388-4103)

Remarks: Your Longwood Dream Home Awaits! This beautifully maintained, custom built 5-bedroom, 3-bath pool home was freshly painted and is set on a one-third acre cul-de-sac lot offering peaceful conservation views and a seamless blend of elegance, modern upgrades, and resort-style living. From the moment you arrive, the striking curb appeal, mature landscaping, and quiet setting create a warm welcome that continues throughout the home. Inside, you are greeted by soaring ceilings and brand new luxury vinyl plank flooring throughout the living areas of this inviting open layout. You are bathed in natural light from the wall of windows in the spacious living room, flowing effortlessly into the dining area, making it ideal for gatherings and entertaining. The updated chef’s kitchen showcases custom cabinetry and sleek quartz countertops and opens directly to the family room featuring a cozy fireplace, creating a comfortable and connected space for everyday living. There is also a bedroom and full bathroom downstairs making the perfect in-law suite! Upstairs, the expansive primary suite provides a true retreat with tranquil views, generous space, and a beautifully updated en-suite bath with modern fixtures and oversized custom walk-in closet. All additional bedrooms are bright and generously sized, offering flexibility for family, guests, or work-from-home needs. Step outside to your private backyard oasis, where the screened-in pool area is pristine and ready for year-round enjoyment. Surrounded by lush greenery and serene conservation views, it’s the perfect place to relax or entertain. This home is served by top A-rated Seminole County schools. Major updates include a roof replacement (2015), downstairs A/C (2025), upstairs A/C (2022), exterior paint (2025) and luxury vinyl plank flooring (2026). Located in Bolling Farms, one of Longwood’s most desirable established neighborhoods, the community is known for its spacious custom homes, mature landscaping, and strong sense of community. Its convenient location offers easy access to boutique shopping, dining, hospitals, major highways, downtown Orlando, world-renowned attractions, and even the beaches. A rare opportunity to own a beautifully cared-for home in a highly sought-after Longwood setting. **Multiple offers have been received. Highest and best offer deadline is Sunday at 6 pm.**

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Ken Dalton (407-928-8587)

Remarks: At the end of a quiet cul-de-sac and backing to the protected beauty of Wekiwa Springs State Park, this extraordinary waterfront estate offers a rare blend of privacy, scale and natural serenity in the desired Markham Woods Corridor. Fully fenced and positioned to capture sweeping conservation and water views, the setting alone places this residence in a category few can match. Impressive private gates and a brick paver circular drive introduce a dramatic arrival, where a grand porte-cochere and expansive six-car motor court set the tone. Inside, the home has been completely reimagined through a comprehensive renovation, unveiling soaring ceilings, walls of glass and abundant natural light. A striking 5-by-8-foot pivot door opens to a refined foyer with porcelain tile and white oak flooring, immediately drawing the eye to the shimmering pool and tranquil pond beyond. Designed for grand entertaining and effortless living, the main areas unfold in a seamless open-concept layout. With 14-foot ceilings and expansive living, dining, family and kitchen spaces flowing together, the home offers impressive volume and connectivity. Anchoring the heart of the home, a dramatic double-sided wood-burning fireplace creates a warm focal point between kitchen and family room. The chef’s kitchen is a showpiece, featuring Wolf appliances, built-in refrigeration and an oversized island with seating for six, finished with elegant waterfall-edge countertops. Outdoor living is equally captivating. A vast travertine lanai transitions to an oversized resort-style pool, all set against a breathtaking backdrop of water and untouched conservation. Nearly every room is oriented to capture these remarkable views, creating a constant connection to the landscape. The primary suite is a sanctuary of grand scale, offering serene water and wooded vistas. Its bespoke bath features leather-finished stone countertops, dual vanities, a soaking tub, and picture windows framing the natural setting. A spa-inspired steam shower with multiple shower heads and a built-in bench completes the experience. Dual custom walk-in closets elevate functionality, one with a center island and scenic window, the other concealing a hidden safe room. Versatility defines the additional spaces. A dedicated office with walk-in closet and direct bath access can serve as an additional bedroom. A generously sized bonus room is ideal for a home theater, library or lounge, while a separate gym with luxury vinyl flooring can easily function as a second office. A thoughtfully positioned flex space between the main residence and guest quarters opens to the lanai and pool bath, ideal for a cabana lounge or wellness retreat. The guest quarters is a residence unto itself, featuring two bedrooms, two baths, a spacious great room, full kitchen with center island, separate motor court access, and its laundry, offering exceptional accommodations for guests or multigenerational living. Homes of this caliber rarely come to market. The extensive renovation, remarkable scale, and exceptional attention to detail are paired with Seminole County’s desirable locations. Zoned for top-rated schools and ideally positioned near Longwood and Lake Mary, with convenient access to major highways, regional hospitals, airports, beaches and Central Florida’s world-renowned attractions, this is a legacy property that defines elevated Florida living.

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

Listing Agent: Mel Bernstein (407-810-4726)

Remarks: Short Sale. Welcome to your peacefull oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms creates flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home .

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

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

Remarks: Opportunity awaits in this 3 bedroom, 2 bath home offering 1,399 SF home. Featuring an open layout with neutral tile flooring throughout the main living areas, this home provides a solid foundation for buyers looking to personalize and add value. The kitchen offers white cabinetry, new countertops, subway tile backsplash, and a functional layout overlooking the main living space — a great starting point for your finishing touches. The spacious living and dining areas flow to French doors leading to the backyard, allowing for natural light and indoor-outdoor potential. The primary bedroom offers a comfortable retreat with natural light and a private en suite bath. The bathroom features a nice size walk-in closet, walk-in shower with clean white tile surround, updated vanity, and a window that allows for beautiful natural light. The garage has been converted into additional living space and includes a designated laundry area; however, this conversion is not fully complete and will require finishing work. This property still needs cosmetic updates and finishing touches, making it ideal for investors, renovators, or buyers with the right vision to make it their prefect home!

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Gwyn Clark (407-616-9051)