Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Beds: 5 to 5
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Longwood - 29 properties found
375 BRENTWOOD CLUB CV, LONGWOOD, FL 32750
$705,00029 Days on yellowkey MLS ID: O6396065
REDUCED by $29,900 (4.1%) on 04/18/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2997 Built: 2006Monthly Fee: $148 Tax: $4,171 (2024)Community: Brentwood ClubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,171
Elementary School: Longwood Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Greenwood Lakes Middle
Remarks: 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.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Mel Bernstein (407-810-4726)
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000230 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965 Tax: $7,520 (2024)Community: Sanlando SpgsSingle Family
Taxes:$7,520
Elementary School: Altamonte Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
262 OAKMONT RESERVE DR, LONGWOOD, FL 32750
$769,90077 Days on yellowkey MLS ID: O6382404
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3430 Built: 2018Monthly Fee: $120 Tax: $7,565 (2025)Community: Lot 39 Oakmont Reserve Pb 81 Pgs 60-61Spa: YesSingle Family
Taxes:$7,565
Tax Year: 2025
Remarks: SELLERS OFFERING $5,000 CLOSING COST CREDIT TO BUYER! Welcome to Oakmont Reserve, a gated community in the heart of Longwood. This spacious five-bedroom, 3.5-bath home offers a flexible, light-filled floor plan designed for everyday living and entertaining. The primary suite is conveniently on the first floor, while additional bedrooms provide ample space for family or guests. Kitchen boasts 42-inch cabinetry, oversized quartz island and stainless steel appliances and two walk-in pantries. Upstairs features four bedrooms plus dedicated office with double doors, and a dedicated theatre room with built-in surround sound speakers! Enjoy entertaining via the Florida lifestyle with a 40-foot covered lanai overlooking a screened-in Holland saltwater, heated pool and Jacuzzi with waterfall feature and LED light system. Enjoy a 2.5-car garage with extra storage space and custom overhead shelving. As a bonus, this home is upgraded with a solar panel system that makes the electric bill almost obsolete. Zoned for desirable Seminole County Schools, close to shopping, entertainment and world-renowned healthcare providers, and less than a one-hour drive to airports, beaches and Orlando's theme parks, this is your forever home!
Listing Agent: Kristen Wenderfer (973-868-9745)
1950 ELKHORN CT, LONGWOOD, FL 32750
$849,90058 Days on yellowkey MLS ID: TB8482417
REDUCED by $25,000 (2.9%) on 04/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3422 Built: 2001Monthly Fee: $120 Tax: $5,359 (2024)Community: Hidden CoveSingle Family
Taxes:$5,359
Elementary School: Woodlands Elementary
Middle School: Markham Woods Middle
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)
1700 ALVARADO CT, LONGWOOD, FL 32779
$1,450,00069 Days on yellowkey MLS ID: O6385125
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6348 Built: 2002Monthly Fee: $85 Tax: $13,583 (2025)Community: Wingfield Reserve Ph 1Single Family
Taxes:$13,583
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)
990 BURLWOOD CT, LONGWOOD, FL 32750
$749,000110 Days on yellowkey MLS ID: O6371683
5 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3184 Built: 2000Monthly Fee: $112 Tax: $4,216 (2025)Community: Longwood Club Ph 2Single Family
Taxes:$4,216
Remarks: Under contract-accepting backup offers. ***Buyer home sale contingency fell through. Property appraised & passed inspection*** Welcome to refined elegance in the gated Longwood Club community with the GRAND entrance you've been searching for! From the moment you step inside, this home makes a statement, with your eyes immediately drawn to the architecturally striking double staircases accented by sleek iron railings and rich wood treads, creating a breathtaking focal point that sets the tone for the rest of the home. High-gloss hard-surface flooring flows seamlessly throughout the main living areas, reflecting natural light and enhancing the home’s bright, airy feel, while soaring ceilings and an open-concept layout create a sense of scale and sophistication perfect for both everyday living and entertaining. This stunning residence offers 5 spacious bedrooms and 4 full bathrooms across 3,184 square feet of thoughtfully designed living space. The chef’s kitchen is both stylish and functional, featuring propane GAS cooking, granite countertops, stainless steel appliances, and ample prep space & cabintry with a closet pantry as well. The primary suite and a secondary bedroom with a full bath are conveniently located on the first floor, offering flexibility for guests or multi-generational living. Upstairs, you’ll find a full in-law or guest suite with a private bathroom, along with a spacious loft ideal for a media room or additional living area. Step outside to a private backyard oasis featuring a BRAND NEW CUSTOM pool with a tranquil waterfall, built-in in-pool seating.. perfect for Florida living and outdoor entertaining. Additional highlights include a brand-new roof installed in November 2024, a 2-car garage, a gated community offering privacy and security, and elegant architectural details throughout. Located in the charming city of Longwood, this home offers the perfect blend of luxury, comfort, and convenience, close to top-rated schools, Wekiva Spring, parks, dining, and shopping.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeavanna Lanza Pa (585-313-3408)
3345 PARK GROVE CT, LONGWOOD, FL 32779
$1,235,00045 Days on yellowkey MLS ID: O6391386
2 Days Off yellowkey (back on 3/27/2026)
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3488 Built: 2000Monthly Fee: $353 Tax: $7,311 (2024)Community: Alaqua Lakes Ph 2Single Family
Taxes:$7,311
Elementary School: Heathrow Elementary
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)
2151 JUDITH PL, LONGWOOD, FL 32779
$799,000182 Days on yellowkey MLS ID: FC313733
1 Days Off yellowkey (back on 2/1/2026)
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 2800 Built: 1988Community: Mandarin Sec 8Single Family
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Under contract-accepting backup offers. Your dream home just hit the market! Tucked away at the end of a quiet cul-de-sac, this stunning 5-bedroom, 3-bath retreat sits on an incredible 1.5+ acre lot—one of the most unique in the area! With a new roof and gutters (2025), HVAC (2023), and fully paid-off solar panels, this home blends comfort, efficiency, and peace of mind. Step inside to a freshly painted exterior, a cozy wood-burning fireplace, and a recently renovated owner's suite designed for pure relaxation. The open, light-filled layout invites connection and comfort, while the sprawling lot offers endless possibilities—build a second home, garden, or create your private backyard paradise. Plus, with no mandatory HOA, you have the freedom to make it truly yours. Enjoy the perfect blend of modern updates, space, and serenity—a one-of-a-kind Florida retreat ready to welcome you home.
Listing is courtesy of: WATSON REALTY CORP (904-285-6300)
Listing Agent: Sherron Skibo (301-526-1772)
1805 MEADOWBEND DR, LONGWOOD, FL 32750
$1,400,00042 Days on yellowkey MLS ID: O6392482
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1985Community: Meadowlands 5 Acre DevSingle Family
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)
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