Location: Longwood
Keyword(s): Lake Mary High
Keyword(s) High School: Lake Mary High
Do Not Show Listings
3711 N RONALD REAGAN BLVD, LONGWOOD, FL 32750
$360,00024 Days on yellowkey MLS ID: O6419002
REDUCED by $15,000 (4.0%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 960 Built: 1969 Tax: $2,043 (2024)Community: NaSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,043
Elementary School: Highlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: Prime Investment Opportunity – 3711 N Ronald Reagan Blvd, Longwood, FL 32750! This versatile .65-acre property (including an adjacent parcel) offers outstanding potential for residential use, commercial redevelopment, or a developer seeking to build or operate a business in a rapidly growing Central Florida location. Featuring a solid 960 sqft block-construction building (built 1969) with a strong foundation that can be renovated for immediate use or easily torn down for new construction, the site is high and dry with electricity and water already connected. Tucked behind a thick layer of trees for natural privacy yet enjoying excellent frontage on highly trafficked N Ronald Reagan Blvd (CR 427), the property sits just minutes from Seminole State College, approximately 10 minutes from SR 417, and centrally located with quick access to I-4, US 17-92, and abundant local amenities including shopping, dining, and parks. Currently zoned R-1 and positioned in an area of strong growth and infrastructure improvements, this ready-to-go infill site delivers flexibility for rental income, owner-occupied use, or mixed-use development in one of Seminole County's most convenient corridors. Don't miss this high-potential opportunity—contact us today for details or to discuss redevelopment possibilities!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Christopher Lyons (407-230-2210)
1319 SUMMERTREE CT, LONGWOOD, FL 32750
$479,90029 Days on yellowkey MLS ID: O6408309
4 Days Off yellowkey (back on 7/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 1984Monthly Fee: $14 Tax: $4,883 (2025)Community: Bay Lagoon Unit 1Single Family
Taxes:$4,883
Elementary School: Woodlands Elementary
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Under contract-accepting backup offers. Welcome to 1319 Summertree Ct, a move-in ready home tucked away on a cul-de-sac in the desirable Bay Lagoon community of Longwood. Offering 2,133 square feet of living space under A/C, this versatile property combines flexible indoor living, exceptional outdoor entertaining, smart-home conveniences, and a large private backyard rarely found in today's market. Major updates provide tremendous value and peace of mind, including a NEW ROOF (2022), replaced and sealed EXTERIOR SIDING (2022), LOW E & HURRICANE-RATED impact windows and doors with transferable WARRANTY (2024), THREE multi-zone MINI-SPLIT A/C systems (2024), a 6-FOOT VINYL privacy FENCE (2024), NEW GUTTERS with LeafBlaster Pro aluminum gutter GUARDS (2024), PEX and PVC plumbing. The split-bedroom floor plan provides both privacy and functionality, while the open living areas create a comfortable setting for everyday living and memorable gatherings. Designed for entertaining, the kitchen opens to the Sunroom and adjoining bar area, creating a bright and welcoming space where family and friends naturally gather. The spacious living room seamlessly transitions into the climate-controlled, versatile 432-square-foot Florida/Sunroom, creating an expansive indoor-outdoor living experience rarely found in this price range. Filled with natural light, this exceptional space features its own dedicated mini-split A/C system, energy-efficient hurricane-rated impact windows, and SMART PHONE-controlled CUSTOM SHADES. These features provide comfort, storm protection, energy efficiency, and smart-home convenience while allowing you to enjoy the Florida lifestyle year-round. Sliding glass doors provide easy access to the backyard. Step outside and experience another standout feature: the fully fenced, nearly 10,000-square-foot backyard offers exceptional outdoor living and privacy rarely found in today's market. With three separate outdoor entertaining areas, there is plenty of room for hosting family and friends, creating a future pool oasis, adding an outdoor kitchen, or simply enjoying the tranquility of your own backyard retreat. Pet lovers will appreciate the expansive fenced yard with plenty of room for four-legged family members to run and enjoy endless "zoomies." The property also provides space for boat storage, jet skis, and recreational vehicles. Located within walking distance of Woodland Elementary School and zoned for highly rated Seminole County schools, this home offers an exceptional combination of comfort, convenience, and lifestyle. Outdoor enthusiasts will love being just minutes from Wekiwa Springs State Park, where crystal-clear natural springs, kayaking, and hiking. Explore the nearby Cross Seminole Trail, a 28-mile paved trail perfect for cycling, running, and walking. Visit Longwood Nature Park, discover the historic Senator Tree at Big Tree Park, spend the day at the Longwood Sports Complex, or tee off at several nearby golf courses. Conveniently located near shopping, dining, entertainment, and major highways, with easy access to Lake Mary, Winter Park, Downtown Orlando, Central Florida's world-famous theme parks, Atlantic Coast beaches, and Florida's Gulf Coast. Be sure to view the 3D tour and floor plan, better yet, schedule your private showing.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Nadja Mcmillan, Pa (407-538-6275)
2228 EARLEAF CT, LONGWOOD, FL 32779
$2,785,00091 Days on yellowkey MLS ID: O6399964
0 Days Off yellowkey (back on 7/4/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7696 Built: 1990Monthly Fee: $104 Tax: $11,667 (2024)Community: Wingfield Reserve Ph 3Spa: YesSingle Family
Taxes:$11,667
Middle School: Markham Woods Middle
Remarks: Under contract-accepting backup offers. 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)
3358 HORSESHOE BEND CT, LONGWOOD, FL 32779
$1,415,00031 Days on yellowkey MLS ID: O6417480
0 Days Off yellowkey (back on 6/25/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3870 Built: 2002Monthly Fee: $353 Tax: $9,571 (2025)Community: Alaqua Lakes Ph 3Spa: YesSingle Family
Taxes:$9,571
Elementary School: Heathrow Elementary
Remarks: Under contract-accepting backup offers. Professional Photos Coming! Welcome to the coveted gated community of Alaqua Lakes, one of Central Florida's most sought-after luxury neighborhoods, perfectly positioned within the highly acclaimed Lake Mary school district. This home is situated on an oversized homesite backing to serene conservation and cul-de-sac street, this exceptional residence offers the privacy, tranquility, and outdoor entertaining that is Florida Living. Inside, you'll find a thoughtfully designed floor plan featuring four bedrooms, a dedicated office, and a spacious bonus room, providing flexibility for work, play, and entertaining. Elegant plantation shutters throughout and wide-plank wood flooring in the primary suite and two secondary bedrooms add warmth and timeless appeal. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, a gas cooktop, abundant cabinetry, and a convenient built-in desk area. Open living spaces flow seamlessly to the outdoor oasis, where a stunning saltwater pool and spa with PebbleTec finish (2009), paver deck, and expansive views of the private backyard create the perfect setting for relaxation and gatherings year-round. Major updates provide peace of mind, including a NEW ROOF (2020) and WATER HEATER (2021). Residents of Alaqua Lakes enjoy an unparalleled lifestyle with a 24-hour manned gated entrance, championship golf course setting, community pool, playground, multipurpose athletic fields, and five lighted Har-Tru tennis courts with a full-time tennis professional, along with pickleball courts for active living. Easy access to I4, the 417, 429 and the Orlando Sanford International Airport (SFB). You are minutes away from the Heathrow Business District and approximately 30 minutes to Downtown Orlando. Cyclist will enjoy the access to Seminole Cross Trail and there are plenty of parks and recreation nearby. This is a rare opportunity to own a beautifully maintained home in one of the premier communities in the Markham Woods Corridor. Schedule your private showing today.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Crystal Grohowski, Llc (407-462-7736)
1954 ELKHORN CT, LONGWOOD, FL 32750
$789,90021 Days on yellowkey MLS ID: O6419859
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3009 Built: 2001Monthly Fee: $120 Tax: $5,562 (2025)Community: Hidden CoveSpa: YesSingle Family
Taxes:$5,562
Remarks: Welcome to this exceptional residence in the prestigious gated community of Hidden Cove, where timeless elegance, modern luxury, and exceptional craftsmanship combine to create an extraordinary place to call home. Perfectly situated on a beautifully landscaped 0.26-acre homesite, this meticulously maintained home offers 3,009 square feet of thoughtfully designed living space featuring four bedrooms, four full bathrooms, a dedicated home theater, an expansive bonus room, and spectacular resort-style outdoor living. Built in 2000 and extensively updated, the home showcases quality finishes and an impressive list of improvements, including double-pane windows, extensive crown molding, whole-home automation, a comprehensive security system, fresh interior and exterior paint, replacement of all HVAC systems, two 80-gallon water heaters, complete house replumbing, spray-foam insulation above the garage, and numerous additional enhancements that provide exceptional peace of mind. The luxurious first-floor owner's suite serves as a private retreat with a beautifully renovated spa-inspired bathroom, while the professionally designed home theater delivers an unforgettable cinematic experience featuring tiered reclining theater seating, a Sony 4K projector, premium receiver, custom lighting, and automated blackout shades, all controlled effortlessly at the touch of a button. Designed for both everyday living and elegant entertaining, the gourmet chef's kitchen features a large center island, breakfast bar, cooktop, built-in ovens, stainless steel appliances, an oversized pantry, and abundant preparation space while opening seamlessly to the spacious family room highlighted by a custom-built entertainment center and dramatic corner sliding glass doors that fully retract to create a true indoor-outdoor living experience. Step outside to your private backyard retreat where the expansive screened lanai showcases a sparkling heated pool, heated whirlpool spa, fully equipped summer kitchen, generous covered entertaining areas, and multiple spaces for relaxing or hosting family and friends in complete privacy. Upstairs, the oversized bonus room with a full bathroom offers incredible flexibility as a guest suite, game room, media room, fitness studio, executive office, or additional living space. Electric vehicle owners will appreciate the integrated high-speed Bluetooth-enabled smart charging station, while the insulated, air-conditioned attic and additional storage areas provide approximately 400 square feet of climate-controlled space beyond the listed living area—a rare and valuable feature. Ideally located near major highways, premier shopping, fine dining, and Seminole County's highly rated schools, this exceptional Hidden Cove residence offers the perfect blend of luxury, privacy, convenience, and resort-style living, presenting a rare opportunity to own one of the community's most impressive homes.
Listing is courtesy of: ASSIST 2 SELL FOUTZ REALTY (407-330-4343)
Listing Agent: Robert Foutz (407-227-0321)
1566 REBECCA PL, LONGWOOD, FL 32779
$915,00029 Days on yellowkey MLS ID: O6417307
1 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3365 Built: 2000Monthly Fee: $98 Tax: $6,682 (2025)Community: Cedar CoveSpa: YesSingle Family
Taxes:$6,682
Remarks: Under contract-accepting backup offers. Rare opportunity in Cedar Cove! Homes in this sought-after enclave of custom homes on one-acre lots rarely become available, with very limited turnover over the past several years. This well-maintained pool home reflects years of thoughtful ownership and care, with updates and improvements that provide peace of mind for the next owner. The spacious floor plan offers soaring ceilings, generous living areas, a private office, bonus room (optional 4th bedroom with closet space on 2nd level) and a desirable split-bedroom layout. Enjoy Florida living from the screened pool, covered lanai, summer kitchen, and expansive backyard. The three-car side-entry garage, circular drive, and beautiful homesite add to the property's appeal. Significant recent improvements include a remodeled kitchen, updated flooring and bath enhancements, a living room renovation, new carpet, LED recessed lighting throughout, attic sanitization and sealing improvements, and a recent pool leak inspection and repair. Major system updates include a 2023 downstairs HVAC system, 2026 upstairs HVAC system, 2015 roof, updated pool and spa heaters, and a variable-speed pool pump with automation system. Technology-minded buyers will appreciate the smart home features, including Google Nest security cameras, WiFi-enabled door locks and switches and GE Profile smart appliances, including an induction cooktop and smart oven with air fry capabilities. Additional highlights include public water service, irrigation system, owned propane tank, and the confidence that comes from years of proactive maintenance and investment by the current owners. Zoned for top-rated Seminole County schools and conveniently located near shopping, dining, trails, major highways, and Orlando attractions, this is a unique opportunity to own in one of Longwood's most desirable custom home communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kara Grebler (321-696-9943)
1837 WINGFIELD DR, LONGWOOD, FL 32779
$899,00091 Days on yellowkey MLS ID: O6398952
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $26,000 (2.8%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1982Monthly Fee: $104 Tax: $9,687 (2025)Community: Wingfield Reserve Ph 1Spa: YesSingle Family
Taxes:$9,687
Remarks: Under contract-accepting backup offers. Welcome to 1837 Wingfield Drive, a rare opportunity to own a private ranch-style retreat in the highly sought-after Markham Woods corridor. Perfectly situated on a sprawling 1.5-acre homesite, this property offers an exceptional blend of space, privacy, and natural beauty. The oversized backyard showcases wooded & pond water views, while the neighboring community tennis courts provide an added buffer—creating a uniquely secluded setting where you can relax and enjoy the peaceful sights and sounds of local wildlife. Inside, the home has been thoughtfully updated with modern touches and major system upgrades, including new windows throughout, a high-efficiency 18 SEER HVAC system, and a new water heater—offering both style and peace of mind. The expansive, open-concept family room flows effortlessly into an extended dining area, creating an ideal layout for entertaining and everyday living. A stunning sunroom and solarium feature bring the outdoors in, offering panoramic views of the pool area and tranquil pond beyond. The split floor plan provides both comfort and functionality. The primary suite is generously sized and privately positioned, while two additional bedrooms share a convenient Jack-and-Jill bathroom. On the opposite side of the home, a junior suite with its own full bath offers the perfect setup for guests, multigenerational living, or older children seeking additional privacy. Wood flooring runs throughout the main living spaces, enhancing the home’s warm and inviting feel. Located just minutes from top-rated schools, premier shopping, dining, and only a few blocks from the Seminole Trail, this home delivers the perfect combination of location, lifestyle, and livability. This is a rare chance to enjoy estate-style living in one of Central Florida’s most desirable areas—schedule your private showing today.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2160 MARKHAM WOODS RD, LONGWOOD, FL 32779
$1,990,00037 Days on yellowkey MLS ID: O6415194
0 Days Off yellowkey (back on 6/21/2026)
Bed: 4 Bath: 6.0 Gar: 12 Liv Area Sq Ft: 6546 Built: 1997 Tax: $12,937 (2025)Community: Hopkins EstatesSpa: YesSingle Family
Taxes:$12,937
Remarks: Under contract-accepting backup offers. Welcome to an extraordinary custom-built estate where exceptional craftsmanship, privacy, and luxury come together on 2.5 gated and fully fenced acres in the heart of Longwood. Designed and constructed with meticulous attention to detail by builder Neil Hughes, this remarkable residence showcases superior quality throughout, from the grand entryway and soaring ceilings to the intricate custom tilework and thoughtfully designed living spaces. The impressive foyer opens to elegant formal living and dining rooms, while the expansive family room features custom built-ins, a beautiful wood-burning fireplace, and seamless access to the heart of the home. Designed for both everyday living and grand-scale entertaining, the chef's kitchen boasts dual sinks, two dishwashers, stunning emerald pearl granite countertops throughout the kitchen, a six-burner cooktop with commercial-grade ventilation, double ovens, extensive custom cabinetry, under-cabinet lighting, pull-out pantry systems, and an abundance of storage. Nearby, a custom dry bar adds both style and convenience for entertaining guests. The luxurious primary suite is a private retreat featuring its own sitting room, expansive bedroom, two walk-in closets with custom his-and-hers closet systems and dedicated dressing areas, and a spa-inspired bath complete with dual vanities, dual water closets, linen storage, granite countertops, and generous space throughout. A secondary en-suite bedroom is conveniently located on the first floor, along with a dedicated office, spacious game room with adjoining equipment room and sink, pool bath, a formal living room, and a large laundry room with utility sink. Upstairs, you'll find a fully equipped theater room with sink and beverage area, additional bedrooms and baths, walk-in closets, extra-wide hallways, 9-foot ceilings, oversized 6-foot-8-inch doors, and exceptional storage throughout. Bedroom #2 on the second level features two closets. Granite countertops continue throughout every bathroom in the home. Step outside to your private resort-style oasis featuring a spacious lanai, sparkling pool and spa, and peaceful natural surroundings that create an incredible sense of privacy and tranquility. Modern conveniences include a whole-home Lutron lighting system, a new pool heater, new water softener, multiple air-conditioning systems, interior air handlers, high-capacity septic system pumps, well-fed irrigation for the sprinkler system, and a brand-new roof with a transferable warranty. A transferable termite bond provides additional peace of mind for the next owner. Car enthusiasts will appreciate the attached air-conditioned two-car garage as well as the impressive 1,605-square-foot air-conditioned workshop/garage featuring multiple bays, lifts, pull-through access, an interior wash bay, and space for up to 12 vehicles when utilizing the two vehicle lifts (10 spaces not including the lifts), with potential for future conversion to additional living space if desired. The home's floor coverings consist of carpet and tile throughout. Exterior construction includes a frame-built second level. Hurricane-impact doors and windows, along with garage doors rated for 100 MPH winds, provide additional durability and peace of mind. Offering an unmatched combination of luxury, functionality, privacy, and craftsmanship, this one-of-a-kind estate delivers a lifestyle rarely found in Central Florida.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
2214 EARLEAF CT, LONGWOOD, FL 32779
$1,450,00027 Days on yellowkey MLS ID: O6418668
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3955 Built: 1989Monthly Fee: $76 Tax: $13,699 (2025)Community: Wingfield ReserveSpa: YesSingle Family
Taxes:$13,699
Remarks: This stunning 4-bedroom, 3-bathroom home is nestled in a highly sought-after neighborhood, offering the perfect blend of luxury, comfort, and entertainment. Designed with modern elegance, the residence boasts a gourmet kitchen that serves as the heart of the home. Equipped with top-of-the-line appliances, custom cabinetry, and a spacious island, it's ideal for both casual meals and elaborate dinner parties.The open-concept layout seamlessly connects the kitchen to the expansive living and dining areas, creating a welcoming environment for gatherings. Large windows throughout the home flood the space with natural light, enhancing the airy ambiance. Step outside to discover a private oasis featuring a sparkling pool, perfect for relaxation or entertaining guests. Adjacent to the pool, the outdoor kitchen is fully equipped with a built-in grill, refrigerator, and ample counter space, making alfresco dining a breeze. Whether hosting summer barbecues or enjoying quiet evenings by the pool, this backyard retreat offers unparalleled comfort and style. Each of the four bedrooms is generously sized, providing personal sanctuaries for rest and rejuvenation. The master suite is particularly noteworthy, offering a spa-like bathroom with dual vanities, a soaking tub, and a walk-in shower. Additional features of the home include a three-car garage with a charge for electric cars and a dedicated laundry room. Located in a desirable area, this home is close to top-rated schools, shopping centers, dining establishments, and recreational facilities, ensuring a lifestyle of both luxury and convenience. With its exquisite design and exceptional amenities, this residence is truly a dream home.
Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)
Listing Agent: Valentina Vakhova (407-406-3176)
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$668,000103 Days on yellowkey MLS ID: O6396065
1 Days Off yellowkey (back on 6/18/2026)
INCREASED by $19,000 (2.9%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Taxes:$4,171
Elementary School: Longwood Elementary
Remarks: Under contract-accepting backup offers. Price REDUCED for a quick sale! Welcome to 375 Brentwood Club Cove, a beautifully maintained residence tucked within the gated community of Brentwood Cove in desirable Longwood. This immaculate five-bedroom (one is an ideal office), three-bath home offers 3,000 square feet of thoughtfully designed living space, blending comfort, style, and true move in readiness. From the moment you arrive, the home makes a striking impression with its brick paver driveway and pristine presentation. Every detail has been meticulously cared for, with the exterior freshly pressure washed and the carpets professionally cleaned, the space is spotless and inviting. Inside, expansive living areas flow effortlessly, offering both functionality and elegance for everyday living and entertaining. Outside is your private outdoor retreat, where a sparkling blue pool is surrounded by a beautiful brick paver deck and enclosed within a screened lanai, delivering the ultimate Florida lifestyle. The large yard with perimeter vinyl fencing provides exceptional space for recreation, pets and outdoor enjoyment. Additional highlights include a spacious two car garage, a newer roof installed in 2019, kitchen exhaust to exterior behind microwave, fans and light fixtures in all rooms including garage, blinds for all windows and sliding doors, separate irrigation line and faucets in front and rear, plus a termite bond already paid for the year, offering valuable peace of mind. Ideally located, Brentwood Cove places you just moments from major highways, premier shopping, dining and leading regional hospitals. The property is also zoned for some of the most sought-after schools serving both Longwood and nearby Lake Mary, adding exceptional long-term value and appeal. This is a turnkey opportunity to enjoy refined Florida living in a home that is as impressive as it is welcoming.
1890 LONG POND DR, LONGWOOD, FL 32779
$615,00036 Days on yellowkey MLS ID: O6415503
0 Days Off yellowkey (back on 6/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2448 Built: 1987 Tax: $6,777 (2025)Community: Mandarin Sec 7Spa: NoSingle Family
Taxes:$6,777
Remarks: Move-In Ready 4 Bedroom 3 Bathroom Pool Home Located on an Oversized 1 Acre Corner Lot in the Quiet Mandarin Community with NO HOA. Home has a wonderful open floorplan with a formal living room, a separate dining room plus a family room with a wood burning fireplace as the centerpiece. The kitchen has plenty of countertop and cabinet space with a full set of stainless-steel appliances and features a breakfast room. Primary bedroom suite features a walk-in closet with a private bathroom. Home also features 3 additional bedrooms, a 2-car side entry garage, an interior laundry room w/washer & dryer, ceiling fans, blinds, plenty of storage, and pool views throughout the home. Exterior has a screened in pool with baby safety fence, covered lanai area perfect for cookouts or entertaining family and friends while the backyard is fenced perfect for the pets to play. Location is excellent just minutes from all daily necessities including shopping, grocery, restaurants, entertainment, excellent schools, SR-436, I-4 and 429. Please call to schedule a showing today!
Listing is courtesy of: MIGHTY REALTY INC (407-403-6540)
Listing Agent: Joann Bonilla (317-435-5235)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,000116 Days on yellowkey MLS ID: O6392482
0 Days Off yellowkey (back on 6/4/2026)
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4000 Built: 1985Monthly Fee: $25 Tax: $7,684 (2024)Community: Meadowlands 5 Acre DevSpa: YesSingle Family
Taxes:$7,684
Remarks: Priced below appraisal. Welcome to 1805 Meadowbend Dr, a small gated enclave of 6 estate homes. This impressive property offers a unique blend of country living within city limits. Spanning over 4,000 sq ft on a sprawling 5-acre lot, this residence is priced at $1,400,000. The home showcases a downstairs master bedroom complete with a sitting area. The master suite features double California closets and an ensuite bath equipped with a soaking tub, separate shower and vanity with double sinks. Additionally, it provides direct access to the pool area for added convenience. There are 4 additonal bedrooms and 3 additional baths with one recently updated to be ADA compliant. The common areas are designed for comfort and entertaining. A combined living-dining room boasts a gas fireplace and large sliders providing picturesque views of the pool. The light-filled chef's kitchen is fitted with double ovens and extensive counters, opening up to the breakfast nook and family room. More than just functional spaces, these rooms exude charm through details such as built-in bookshelves, big screen TV and surround sound system in the family room. A large bonus room offers further flexibility while leading out to the pool and outdoor covered patio featuring a built-in grill. Outdoor amenities include a screened pool, spa and porch overlooking the lovely yard and stables. Equine enthusiasts will appreciate the five-stall stable with tack room, corral, and pasture. Additional structures include multiple sheds and outbuildings spread across the property. The garage features a sleek look with cabinets for storage and parking that can accommodate four cars. Sports lovers can enjoy their own lighted tennis court that also includes a basketball hoop. The entire compound benefits from dusk-to-dawn lighting along with an extensive sprinkler system for easy maintenance. Efficiency has been prioritized in this home’s design with minimal running costs ensured by an installed $30k 11.7 KW peak solar system controlled by an app. Other recent updates include new doors & windows (2020) and metal roof installation (2020). Water heater exchange system. Water supply comes from a well equipped with water softener, chlorinator and carbon filter ensuring quality supply throughout the house. Safety is prioritized with a monitored security system and a gated community setting. Longwood, FL offers a plethora of amenities. Enjoy easy access to quality schools, shopping centers, health facilities, recreational parks, and dining options. Its location also provides convenient commute times to nearby cities. Every aspect of this home has been thoughtfully designed and meticulously maintained to create a truly unique living experience. You are invited to step into this world of comfort and luxury at 1805 Meadowbend Dr. Termite Bond in effect. Items that do not convey: Big Cranes and Bear in Garden and Tesla Charger in Garage.
Listing is courtesy of: PERFECT FIT PROPERTIES (407-310-3878)
Listing Agent: Christy Fauquher (407-310-3878)
1735 TIMOCUAN WAY, LONGWOOD, FL 32750
$550,00062 Days on yellowkey MLS ID: S5150078
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1708 Built: 1982 Tax: $4,446 (2025)Community: Spring HammockSpa: NoApartment
Taxes:$4,446
Middle School: Milwee Middle
Remarks: Rare 3.39-Acre Income-Producing Estate in Sought-After Seminole County Discover an exceptional opportunity where wide-open freedom meets unbeatable value on this 3.39-acre property in one of Central Florida's most desirable locations. Built in 1982, this versatile estate seamlessly blends modern comfort with rural charm — providing a lifestyle that's increasingly hard to find. Turnkey Income Generation This is more than a home — it's a smart investment. The property generates $3,200 monthly in rental income from a fully tenanted duplex featuring a 2-bedroom unit and a 1-bedroom unit, both with a newly renovated kitchen and modern appliances. With financials already in place, buyers need only a down payment — the rental income takes care of the rest. (Detailed financial analytics available upon request.) Endless Possibilities Zoned with flexibility in mind, this property is a rare blank canvas: Homestead your dream lifestyle with room to grow Launch a boutique farm — farm animals are welcome Develop commercially — strong rezoning potential for industrial or office use Open a Farm to Table Gourmet Restaurant Location That Has It All Nestled alongside the iconic Big Tree Park, you'll enjoy the tranquility of nature while remaining moments from city conveniences. Just minutes to Ronald Reagan Boulevard and Lake Mary Boulevard, with quick access to: Longwood SunRail Station — 4 min Lake Mary SunRail Station — 7 min Altamonte Springs — 10 min Orlando Sanford International Airport — 16 min Orlando International Airport — 39 min Lake Mary and Altamonte Springs Shopping Malls — 7-10 minutes away A Lifestyle, Not Just a Listing Owners are relocating, creating a rare window of opportunity for the right buyer. Whether you're an investor, entrepreneur, homesteader, or developer — opportunities of this caliber rarely come to market. How to Submit Your Interest With strong interest anticipated, buyers are encouraged to submit their highest and best interest using an escalation addendum. All interests will be reviewed no later than May 30th, 2026. Serene country living. Strong rental income. Commercial upside. All just minutes from the heart of the city.
Listing is courtesy of: AVANTI WAY REALTY LLC (305-229-1146)
Listing Agent: Sukumar Haldar (516-508-0791)
3545 LEGACY HILLS CT, LONGWOOD, FL 32779
$4,800,00098 Days on yellowkey MLS ID: O6396829
REDUCED by $400,000 (7.7%) on 05/12/2026
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 10684 Built: 2002Monthly Fee: $885 Tax: $43,088 (2024)Community: Alaqua LakesSpa: YesSingle Family
Taxes:$43,088
Remarks: Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.
Listing Agent: Ellen Bessette (407-496-0076)
1469 GRACE LAKE CIR, LONGWOOD, FL 32750
$560,000263 Days on yellowkey MLS ID: O6355680
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1982Monthly Fee: $40 Tax: $5,031 (2025)Community: North CoveSingle Family
Taxes:$5,031
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)
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