Homes for Sale Near Lake Mary High in Longwood - 35 homes

Remarks: Under contract-accepting backup offers. Three bedrooms, two baths, a pool, and no HOA in one of Longwood's most convenient corridors. Walk in and the vaulted ceilings, skylights, and triple sliding doors do the talking. Open those doors up and the line between the family room and the screened lanai basically disappears. The wood-burning fireplace anchors the main living area with a custom indigenous stone mantle that has some real character to it. Ceramic tile runs through all the main living areas, and every bedroom has enough room to actually breathe with closet space to match. The primary suite has a walk-in closet and a remodeled en suite bath; the guest bath was redone at the same time in 2020. The kitchen was refreshed in 2021 with a new dishwasher, sink, and garbage disposal, and a new refrigerator was added in 2024. Out back, the fully fenced yard keeps the pool area private, and the covered lanai is built wide enough for a serious outdoor setup with multiple seating areas, a grill zone, and a pool bath. The pool cage was refreshed with new screens and hardware (March 2025) and the pool pump and filter housing were replaced (May 2025). Additional highlights include: new AC (2021), new water softener (September 2025), and septic tank serviced and fitted with a new cover in February 2025. Zoned for Lake Mary High and Greenwood Lakes Middle, with the YMCA and Seminole Trail walkable from your front door. Enzo's on the Lake, the Melting Pot, 4 Rivers Smokehouse, Bonefish Grill, and Wekiva Island are all within a short drive, along with everyday shopping and easy access to I-4.

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Brad Young (407-897-5400)

Remarks: Under contract-accepting backup offers. Expect to be impressed with this fantastic renovation in the desirable Myrtle Lake Hills in Longwood. Completely transformed in 2023 with every detail accounted for. This modern layout provides incredible function with a three-way split bedroom plan and generous open living space. On a large shady lot, there is plenty of room to grow and expand the footprint. Warm wood floors invite you into this stylish space, ideal for entertaining. Light and bright and clean lined the design is timeless and ready for you to make it your own. Kitchen overlooks backyard and features shaker style white cabinets, a large working island with bar seating, quartz counters with subway tile backsplash and stainless appliances with a WOLF range. Primary suite has double doors inviting you and doors out to patio, with large walk-in closet and beautiful bath retreat with double sinks and a walk-in shower with seamless glass. One bedroom is off on its own and used as an office and other two bedrooms enjoy a separate wing with a shared renovated bath. Kitchen opens to covered screened porch and then out to backyard with is spacious and shady. Shed in the back provides terrific storage. All major systems updated roof (2018), HVAC and ducts (2023), Replumbed (2023), electrical panel (2023). This one is turnkey and move-in ready. So close to all Longwood offers. This charming home won’t last long. See for yourself.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Alison Mosley (407-304-6458)

Remarks: Welcome to this beautiful 1-story townhouse nestled in the much desired community of Danbury Mill. This charming home offers you the privacy of only one attached wall and a backyard that offers you peace. Relax on your screened patio with no neighbors behind you. High ceilings add to the spacious feel of this home. Three bedrooms and two baths make this a very comfortable and cozy residence. The location is perfect. close to shopping, restaurants, entertainment and community centers. Please click on attachments to see all the upgrades included.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P (407-774-9858)

Listing Agent: Mia Halkis (407-252-3403)

Remarks: Under contract-accepting backup offers. Welcome to a home where comfort, connection, and everyday living come together beautifully. From the moment you walk in, you’re greeted by an open, light-filled space that invites you to slow down and feel at home. The front living and dining areas create the perfect setting for everything from holiday gatherings to quiet evenings in. As you move through the home, the kitchen becomes the true heart of it all—featuring granite countertops, modern finishes, stainless steel appliances, and double ovens that make hosting holidays and entertaining effortless. Whether you’re preparing weeknight dinners or large family meals, the seamless flow into the family room keeps everyone connected. Natural light pours in through surrounding windows, creating a bright and uplifting atmosphere throughout the day. The split floor plan is designed with real life in mind—offering both togetherness and privacy. The primary suite is your personal retreat, with direct access to the pool so you can start your mornings with coffee outside or wind down in the evening with a peaceful swim. With dual walk-in closets, a walk-in shower, and double vanities, it’s a space designed to recharge. The additional bedrooms offer flexibility for whatever stage of life you’re in—whether it’s growing kids, visiting guests, or creating a home office or fitness space that fits your routine. Upstairs, the private loft suite opens up even more possibilities. Complete with its own bedroom, living space, and bathroom, it’s ideal for a teen retreat, in-law suite, or a quiet escape for work or relaxation. Step outside and enjoy your own Florida lifestyle. The screened-in pool creates the perfect space for weekend barbecues, relaxing afternoons, and year-round outdoor living. Location truly elevates this home. With schools within walking distance, daily routines become easier and more connected to the community. You’re also just moments from the Seminole Wekiva Trail—perfect for morning walks, bike rides, and enjoying the outdoors. Convenient access to I-4 puts you within easy reach of the beaches, theme parks, shopping, dining, and everything Central Florida has to offer. Additional peace of mind comes with a brand new roof (2025). This isn’t just a place to live—it’s a place to create memories, unwind, and enjoy the lifestyle you’ve been looking for. Schedule your private showing today.

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

Listing Agent: David Miller (321-236-6761)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1833 Crowley Circle, a beautifully maintained POOL home offering comfort, freedom, and an unbeatable location — with NO HOA! This inviting property features a private backyard oasis with a lovely pool, perfect for Florida living and entertaining year-round. Enjoy peace of mind knowing the home has been thoughtfully updated, including a full replumb completed 4 years ago, new breaker boxes 4 years, a new pool pump 4 years, and an AC compressor replaced approximately 5 years ago. Stunning fireplace featured in living room to keep the whole family cozy. Enjoy the amazing kitchen in the heart of the home with serving window, breakfast bar area, and extra pull out pantry space! Ideally situated just one mile from the Seminole Wekiva Trail, this home is perfect for outdoor enthusiasts who love biking, walking, and nature, while still being close to everyday conveniences. Near major roadways including I4 making commute to theme parks, downtown, Orlando or Sandford International airports, beaches, and so much more! Whether you’re relaxing poolside, hosting friends, or enjoying nearby trails, 1833 Crowley Circle delivers the perfect blend of lifestyle, location, and long-term value. Don’t miss this opportunity to own a move-in-ready pool home! Easy to show so come see today!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Christina Rampersad (407-995-6788)

Remarks: Under contract-accepting backup offers. *** MULTIPLE OFFERS **** RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Christine Smith (407-972-0404)

Remarks: Best value on prestigious Markham Wood Road — this stunning 5 bed | 4 bath | 3 car garage home has been completely renovated from top to bottom, including a brand new AC system, and is truly move-in ready. From the moment you arrive, a lovely enclosed front courtyard with iron fencing and double front doors sets the tone for what awaits inside: a spacious foyer opening to a grand formal living room with a dramatic rock wood-burning fireplace, a private office with French doors overlooking the courtyard, and a large family/dining room flowing seamlessly into a chef's kitchen featuring all-new cabinetry, countertops, stainless steel appliances, and an oversized bar seating 4+. The home offers incredible flexibility with a dedicated in-law suite (private bedroom, bath, and living area), a shared Florida room, an additional guest room with private entry and its own bath, a home office, a formal dining room, and an oversized inside utility room — all finished with porcelain tile floors throughout and fresh interior paint. The primary suite features a walk-in closet, while two additional bedrooms are privately situated on their own wing. Outside, enjoy a freshly power-washed exterior, mature landscaping, and over an acre of land with an oversized 3-car garage and ample parking — all within the sought-after Seminole County school district and an unbeatable location.

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

Listing Agent: Anne Hall (407-748-6789)

Remarks: 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 an exceptional opportunity in Longwood’s highly sought-after Bay Lagoon community—where charm, comfort, and convenience come together seamlessly. This immaculate 1984-built residence showcases a unique and thoughtfully designed split floor plan, highlighted by soaring ceilings and an abundance of natural light that create a warm, inviting atmosphere throughout. At the heart of the home, the eat-in kitchen flows effortlessly into a spacious family room featuring a cozy fireplace and double doors that open to a screened-in porch—perfect for embracing Florida’s indoor-outdoor lifestyle. The private primary suite offers a tranquil retreat with generous space, and a well-appointed ensuite bath. Outdoors, the large yard provides endless possibilities for entertaining, gardening, or simply relaxing in the sunshine. Additional features include a 2-car garage and rain gutters, all contributing to the home’s impeccable presentation. Ideally located just minutes from shopping, dining, I-4, Seminole Wekiva Trail, and top-rated Seminole County schools—this home truly offers a refined blend of lifestyle, location, and livability. Call today to schedule your private showing before this one is GONE!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Renee Holt (407-474-5552)

Remarks: It’s all about location! Welcome to Northridge, a charming and highly sought-after community in the heart of Central Florida. This spacious two-story, 4-bedroom, 2.5-bath Pool home is ideally situated on an oversized .36-acre Corner Lot. Bonus! The Primary Suite is conveniently located on the FIRST FLOOR LEVEL and features a beautiful Tray Ceiling that adds architectural elegance and dimension. The recently remodeled custom ensuite is truly stunning—complete with a Frameless Glass Shower, Spa-inspired Rainfall Shower, Dual Vanities, and a Private Water Closet, all complemented by an expansive walk-in closet to create a luxurious private retreat. Newer Double-Pane Sliding Glass Door provides direct access to the patio while filling the space with natural light. Upstairs, you’ll find three additional bedrooms offering comfort and flexibility for family or guests. Recent updates include luxury vinyl flooring and new carpet in Bedroom 3 and the upstairs hallway. Step through the double front doors into a welcoming foyer, where soaring Vaulted Ceilings and abundant natural light enhance the formal living and dining areas, creating an immediate “WOW” factor. The home features a generous Open-Concept Kitchen with a Breakfast Nook, Quartz countertops, newer appliances, and updated Recessed and Pendant Lighting—all seamlessly connected to the family room. This inviting space is highlighted by a Tray Ceiling, new ceiling fan, and BOSE surround sound system. During cooler months, enjoy the warmth of the cozy wood-burning fireplace. Newer double-pane sliding glass door opens from the family room to a large Screened-In Patio overlooking the sparkling Pool and expansive backyard—perfect for entertaining or relaxing. The tiled, screened patio creates an ideal indoor-outdoor living experience, while the fully fenced backyard—with a combination of 6-ft vinyl fencing and block wall—offers privacy and beautifully landscaped surroundings. Additional highlights include an oversized 506 sq ft two-car garage and an indoor full-size laundry room. Northridge offers tree-lined streets, sidewalks, mature landscaping, and community amenities including a playground, basketball court, tennis and pickleball courts—exclusively for residents. Enjoy the convenience of a private back entrance to Woodlands Elementary School, located within the community. Ideally positioned near shopping, dining, and entertainment, with easy access to major highways and zoned for top-rated schools including Lake Mary High, Rock Lake Middle, and Woodlands Elementary—this neighborhood truly has it all. This meticulously maintained, move-in-ready home showcases numerous upgrades and exceptional features—ready for its next owner to enjoy.

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

Listing Agent: Deborah Perry, Pa (407-310-3015)

Remarks: A rare opportunity to own in Hidden Cove, an intimate gated community of just 37 homes where privacy and exclusivity meet refined living. This beautifully maintained 5-bedroom (or 4-bedroom and study) plus upstairs bonus room, 4 full bathrooms and a 3-car garage home offers an impressive blend of comfort, thoughtful upgrades, and resort-style outdoor living. Set on a fully fenced lot, the home welcomes you with elegant interior finishes including a custom-built entertainment center in the family room with TV, plantation shutters, crown moulding, French doors, custom drapes, blinds, built-in speakers, and California Closets in every bedroom, creating a seamless balance of sophistication and functionality throughout. The spacious primary suite serves as a private retreat featuring an ensuite bath with a relaxing whirpool tub. Designed for both everyday comfort and entertaining, the home features a whole-house water filtration and softener system, generator hookup, and convenient attic ladder access. Professional outdoor lighting in both the front and back yard enhance the look of the home in the evenings. Step outside to your private backyard oasis. The beautifully designed saltwater pool and spa are enhanced by solar pool panels, a pool cover, and a safety alarm, offering both efficiency and peace of mind. A poolside kitchen setup makes outdoor entertaining effortless, while mature fruit trees bring a touch of tropical Florida living to your backyard. Recent updates add even more value, including a newer Lennox Elite series AC system (2022) and a separate Mitsubishi mini-split unit for the bonus room (2023). Ideally located, the home is zoned for highly rated Seminole County schools and offers convenient access to grocery shopping, restaurants and close proximity to world-famous amusement parks. This home is a short commute to Lake Mary, Orlando International Airport and Downtown Orlando, making both travel and entertainment easily accessible. Do not miss the opportunity to own this home, make an appointment today. All information and measurements deemed reliable, buyer to verify.

Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)

Listing Agent: Marie Tomlinson (727-771-3609)

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)

Remarks: Welcome to this EXQUISITE, one-of-a-kind estate nestled within the highly regarded community of WINGFIELD RESERVE. Set on a sprawling 1.4-ACRE LOT in one of Longwood’s most sought-after enclaves, this STELLAR 6,300+ SQ. FT. home offers unparalleled grandeur and privacy. The journey begins as you traverse a FULLY PAVED CIRCULAR DRIVEWAY, framed by towering mature trees and meticulously manicured landscaping that creates a STUNNING approach to the home’s entryway. With a NEW ROOF INSTALLED IN 2019, this property seamlessly blends timeless elegance with modern peace of mind. **The wonderful property has been recently improved with a RAPID ELECTRIC CAR CHARGER, NEW POOL HEATER, NEW BURIED PROPANE TANK, and LANDSCAPE IMPROVEMENTS!** You’ll also love the PICTURESQUE WATER VIEWS from your backyard! Upon entering through the grand DOUBLE GLASS DOORS, you are greeted by an OVERSIZED FOYER that showcases PRISTINE MARBLE AND TRAVERTINE flooring. The WINDOWS HAVE BEEN REPLACED WITH ENERGY-SAVING VINYL FRAMED WINDOWS. A magnificent HARDWOOD STAIRCASE, accented by BLACK WROUGHT IRON BALUSTERS, leads you to the sanctuary of the PRIMARY BEDROOM SUITE. This private retreat is a masterclass in luxury, featuring HARDWOOD FLOORS, HIGH CEILINGS with CRISP RECESSED LIGHTING, and a cozy GAS FIREPLACE for quiet evenings. The PRIMARY BATH offers a true spa experience with a SPA SOAKING TUB and an OVERSIZED STEAM SHOWER with FRAMELESS GLASS DOORS, leading to a LARGE WALK-IN CLOSET with CUSTOM CABINETRY and a convenient LAUNDRY CHUTE. The heart of the home is a GOURMET KITCHEN designed for the culinary enthusiast. It features a massive 8-FOOT GRANITE KITCHEN ISLAND with integrated storage, CUSTOM CABINETS WITH GLASS INSERTS, and a suite of professional-grade STAINLESS STEEL APPLIANCES, including a SUB-ZERO REFRIGERATOR, 2 BOSCH DISHWASHERS, and a 5-BURNER GAS STOVE. Adjacent to the kitchen, a substantial WALK-IN PANTRY provides a STAND-UP FREEZER and additional granite workspace. For entertaining, the opposite wing of the house boasts a SUBSTANTIAL GAME AND ENTERTAINING ROOM complete with a WET BAR, BAR FRIDGE, and fireplace, while the upstairs offers a LARGE EXERCISE ROOM and an OVERSIZED MULTI-PURPOSE ROOM featuring a VERY INTERESTING FEATURE that must be seen in person to be fully appreciated. The luxury extends to the outdoor oasis, where a SALTWATER POOL AND SPA serve as the centerpiece of a LARGE AREA LANAI. Hosting is made effortless by the INCREDIBLE RUSTIC STONED OUTDOOR GOURMET KITCHEN, equipped with a high-performance SOLAIRE INFRARED GRILL. Residents of WINGFIELD RESERVE also benefit from the community's reputation for privacy and its proximity to the natural beauty of the WEKIVA RIVER buffer and TOP-RATED SEMINOLE COUNTY SCHOOLS. 1700 ALVARADO is an EXCEPTIONAL property and a true must-see. Call today to schedule a visit!

Listing is courtesy of: EXP REALTY LLC (407-706-5000)

Listing Agent: Daniel Betancourt (407-375-9142)

Remarks: Welcome to your own private oasis in the highly desirable Longwood area! This beautifully maintained home is nestled in a great neighborhood and offers the perfect blend of comfort, style, and outdoor living. Step outside to a backyard designed for entertaining and relaxation. Enjoy the sparkling pool, ideal for cooling off on warm Florida days, or unwind at the charming tiki bar that brings a true resort-style feel to your home. Gather with family and friends around the cozy fire pit, creating the perfect setting for evening conversations and lasting memories. The fully equipped outdoor kitchen makes hosting effortless, providing the perfect space for grilling, dining, and enjoying the Florida lifestyle year-round. With its inviting atmosphere and exceptional outdoor features, this home is perfect for those who love to entertain or simply relax in their own private retreat. Don’t miss the opportunity to own a slice of paradise in one of Longwood’s most sought-after communities!

Listing is courtesy of: VYLLA HOME (407-377-5900)

Listing Agent: Amanda Lindsey (407-617-0067)

Remarks: Under contract-accepting backup offers. Welcome to 3345 Park Grove Court, an extraordinary estate nestled within the guard-gated golf community of Alaqua Lakes. Perfectly positioned on a private, wooded homesite with no rear and only one side neighbor, this residence offers a rare sense of serenity paired with refined luxury and an active Florida lifestyle. Meticulously maintained by its owners, this stunning 5-bedroom, 4-bathroom home showcases exceptional craftsmanship, soaring ceilings, and elegant architectural details throughout. Rich finishes, plantation shutters, and expansive windows create a light-filled interior that feels both refined and inviting. Designed with both privacy and functionality in mind, the split floor plan offers generous living spaces ideal for everyday comfort and effortless entertaining. At the heart of the home, the kitchen features a center island, abundant cabinetry, and seamless flow into the main living and gathering areas—perfect for hosting everything from intimate dinners to large celebrations. The primary suite is a private retreat, beautifully situated to overlook the pool and lush landscape. The primary bathroom has been tastefully updated and features dual vanities, a soaking tub, and a separate walk-in shower, along with a spacious, thoughtfully divided closet. Three additional bedrooms are conveniently located on the first floor, while the second level offers a versatile fifth bedroom or bonus suite complete with a full bath with shower—ideal for guests, a media room, or multigenerational living. Step outside to experience true Florida luxury living. The expansive screened lanai is designed for year-round enjoyment and features a large saltwater pool and spa, paver decking, a sunning area, and generous covered seating spaces—perfect for relaxing or entertaining against a peaceful, wooded backdrop. A dedicated office with a closet adds flexibility and can easily function as a sixth bedroom, playroom, or private study. Located just steps from the community’s exceptional amenities, residents of Alaqua Lakes enjoy access to a pavilion, 7-acre park, junior Olympic pool, Har-Tru tennis courts, beach volleyball, basketball courts, multipurpose fields, playground, and social events all within a natural gas community known for its exclusivity and lifestyle. Located in highly sought-after Seminole County, this home benefits from a top-rated school system, an abundance of scenic walking and biking trails, and easy access to some of Central Florida’s most beautiful natural springs, offering a lifestyle rich in both education and outdoor recreation. 3345 Park Grove Court offers convenient access to major highways providing an easy commute to downtown Orlando and surrounding business hubs. World-class destinations such as Walt Disney World, Universal Orlando Resort and SeaWorld Orlando are just 30–45 minutes away, while the beautiful Atlantic beaches, including New Smyrna Beach and Daytona Beach are approximately an hour drive.

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

Listing Agent: Kathy Stoner (407-312-9672)