Location: Longwood
Keyword(s): Lake Brantley High
Keyword(s) High School: Lake Brantley High
Do Not Show Listings
3946 VILLAS GREEN CIR, LONGWOOD, FL 32779
$430,00072 Days on yellowkey MLS ID: O6402630
0 Days Off yellowkey (back on 6/28/2026)
REDUCED by $4,500 (1.0%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1967 Built: 1993Monthly Fee: $175 Tax: $2,296 (2025)Community: Wekiva VillasSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,296
Elementary School: Wekiva Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. Seminole County, where "Old Florida" charm mixes with modern suburban convenience, and this Wekiva golf course home on the 9th hole is no exception. This beautiful Wekiva area is away from the hustle, but minutes to grocery stores, restaurants & home improvement options. Well cared for throughout the years with only one owner. The home underwent a 2020 makeover that included the kitchen & appliances, all 3 bathrooms, and the water heater. The roof was replaced in 2022 and reinspected this year. Wekiva offers some of the best schools in Seminole County, with "The Natural Choice" being one of the best Counties to live in the state of Florida. Convenient to all the expressways to get around Central Florida. Do not miss the amenities that Weikva offers: the continual sidewalks, local playground, tennis courts & pickleball courts, and a community center. 3946 Villas Green Cir is your next stop to homeownership!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Karen Pfannerstill (407-947-5717)
201 S SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$930,000288 Days on yellowkey MLS ID: O6349070
Bed: 5 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 6396 Built: 1976Monthly Fee: $54 Tax: $13,593 (2024)Community: Sweetwater Oaks Sec 07Spa: NoSingle Family
Taxes:$13,593
Elementary School: Sabal Point Elementary
Tax Year: 2024
Middle School: Rock Lake Middle
Remarks: Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with BRAND NEW ROOF and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
207 LONESOME PINE DR, LONGWOOD, FL 32779
$559,90035 Days on yellowkey MLS ID: O6416580
0 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1908 Built: 1977Monthly Fee: $54 Tax: $5,568 (2025)Community: Sweetwater Oaks Sec 08Spa: NoSingle Family
Taxes:$5,568
Remarks: Under contract-accepting backup offers. FANTASTIC OPPORTUNITY IN SWEETWATER OAKS! Nestled under a canopy of mature trees in one of Longwood’s premier neighborhoods, this pristine 4-bedroom, 2-bathroom pool residence flawlessly showcases true pride of ownership! Exceptionally maintained: ROOF 2016, REPIPED w/PEX, NEWER ELECTRICAL PANEL & OUTLETS, REMODELED KITCHEN AND BATHS, NEWER GARAGE DOOR and Freshly Painted Pool Decking! PERFECT for both everyday living and grand-scale entertaining, the traditional floor plan offers a seamless flow, featuring spacious living areas, neutral decor throughout, soaring ceilings, a welcoming atmosphere, inviting wood burning fireplace and beautiful architectural touches! GOURMET kitchen with granite counters, convenient pass through window to patio, ample cabinets and SS appliance package (3 yrs new!). The heart of the home effortlessly transitions to a private backyard oasis with spacious covered patio and sparkling screen-enclosed pool serving as your personal Florida retreat. Enjoy the fenced in dog run/pet area with your 4 leg best friend(s). Home boasts a generous size corner lot at .32 acres with definite curb appeal along with convenient side facing garage and utility door access to garage! Beyond the property line lies the unparalleled lifestyle of Sweetwater Oaks, giving you exclusive access to the private Sweetwater Beach on Lake Brantley (for boating and skiing), tennis, playground/picnic area and Riverbend Park’s kayak launches onto the Wekiva River. Complete with top-tier Seminole County schools including Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High, this MOVE-IN-READY gem offers the ultimate blend of timeless comfort and luxury community living. Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, shopping, dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
378 WINCHESTER PL, LONGWOOD, FL 32779
$282,00036 Days on yellowkey MLS ID: O6414495
0 Days Off yellowkey (back on 6/24/2026)
REDUCED by $12,000 (4.1%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1006 Built: 1983Monthly Fee: $510 Tax: $2,906 (2025)Community: Governors Point Ph 2Townhouse
Taxes:$2,906
Remarks: Nestled in the desirable Governors Point community of Longwood, this BEAUTIFULLY UPDATED 2-bedroom, 2-bath home offers the perfect blend of comfort, style, and low-maintenance living. Thoughtfully enhanced throughout, the home features luxury vinyl flooring, fresh interior paint, smooth ceilings with popcorn texture removed, updated six-panel doors, modern lighting and fixtures, and an inviting living area centered around a beautifully renovated fireplace with tongue-and-groove detailing. The remodeled kitchen shines with newer appliances, updated cabinetry, stylish backsplash, upgraded pantry storage, and abundant organization features. Both indoor and outdoor spaces have been meticulously improved, including refreshed landscaping, new outdoor lighting, a charming front courtyard gate, premium turf and paver accents, and a rear screened porch that creates an ideal setting for relaxing or entertaining. MAJOR SYSTEM UPDATES INCLUDE a 2020 roof, Trane XR HVAC system, updated electrical panels, and updated breaker panel in the garage, plus a ONE YEAR 2-10 BUYERS HOME WARRANTY PAID FOR BY THE SELLER providing added peace of mind. Don't miss this opportunity to own a beautifully maintained home in one of Longwood's most sought-after communities. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, playgrounds, parks and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF!
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Sherre Fatula (407-375-7721)
378 FOREST PARK CIR, LONGWOOD, FL 32779
$554,90067 Days on yellowkey MLS ID: O6401867
REDUCED by $14,100 (2.5%) on 06/10/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2524 Built: 1980Monthly Fee: $21 Tax: $3,258 (2024)Community: Forest Park Estates Sec 2Single Family
Taxes:$3,258
Remarks: Under contract-accepting backup offers. Welcome to this beautiful four bedroom two bath split plan pool home in one of the most sought-after neighborhoods in the Lake Brantley school district. With over 2500 sq ft of thoughtfully designed living space, this property welcomes you with an open floor plan featuring vaulted ceilings, skylights, plenty of natural light and beautiful pool views. The kitchen, with gas range, overlooks the dining and living rooms, making it perfect for gatherings. The primary suite offers a private retreat with a spacious layout, walk-in closet and en-suite bathroom with separate tub and shower. The three additional bedrooms provide flexibility for guests, a home office or hobbies, all bright with ample storage. Outside, enjoy a fully fenced backyard with a screened in pool and covered patio. This well cared-for home is also equipped with a 20kW generator with transfer switch. Additional highlights include a large dedicated laundry/mud room, an updated electrical panel, irrigation system, new roof 2015, re-plumb 2022. This home is spacious with funcionality. Don't miss it! Buyer to verify measurements. This home is being sold AS-IS.
Listing is courtesy of: CARDI REALTY INC (321-263-5834)
Listing Agent: Diana Ardolina (407-448-9953)
247 N MOUNTS BAY CT, LONGWOOD, FL 32779
$560,00067 Days on yellowkey MLS ID: O6405504
1 Days Off yellowkey (back on 6/23/2026)
REDUCED by $15,000 (2.6%) on 05/28/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2287 Built: 1989Monthly Fee: $23 Tax: $3,159 (2024)Community: Wekiva Hills Sec 10Spa: NoSingle Family
Taxes:$3,159
Remarks: Under contract-accepting backup offers. Spacious Pool Home on a Private Corner Lot - Perfect for Entertaining!! Welcome to this beautifully maintained 4-bedroom, 2.5 bath home offering the perfect blend of space, comfort, and Florida-style living. Situated on a private corner lot, this property provides added privacy, a fully usable yard, and excellent curb appeal in a highly desirable setting. Inside, you'll find a bright and open floor plan filled with natural light-perfect for entertaining. The home features formal living and dining rooms for hosting guests, along with a welcoming family room and kitchen combination with a cozy fireplace, creating an inviting space for both everyday living and gatherings. The kitchen offers ample cabinetry and generous counter space, designed for both functionality and ease of use. The single-story layout provides convenience and accessibility, with four spacious bedrooms, including a relaxing primary suite complete with a private en-suite bath and plenty of closet space. Additional bedrooms offer flexibility for family, guests, or a home office. Step outside to your own private retreat - a large, screened lanai with a sparkling pool, perfect for entertaining or enjoying Florida's year-round outdoor lifestyle. The yard is fully fenced (2019), offering added privacy, security, and space for pets or play. Additional highlights include: - Rood replaced in 2020 - Partial window replacement 2018 for improved efficiency - 2-car steel hurricane-rated garage door - Steel entry door into the home from the garage Ideally located close to golf courses, shopping, and dining, this home offers the perfect combination of lifestyle, convenience, and location. Don't miss your opportunity to own this exceptional single-story pool home - schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: James Begor (407-221-9134)
358 BRANTLEY CLUB PL, LONGWOOD, FL 32779
$679,00029 Days on yellowkey MLS ID: O6418032
1 Days Off yellowkey (back on 6/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2657 Built: 1985Monthly Fee: $75 Tax: $7,101 (2025)Community: Lake Brantley Club Ph 1Single Family
Taxes:$7,101
Elementary School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 358 Brantley Club Place, a beautifully updated 4-bedroom, 3-bathroom pool home offering 2,657 square feet of thoughtfully designed living space in one of Longwood's most desirable communities. With deeded access to Lake Brantley and the convenience of being within walking distance to Lake Brantley High School, this home offers the ideal blend of lifestyle, location, and peace of mind for families looking to put down roots and enjoy all that Central Florida has to offer. Step inside and you're immediately greeted by soaring ceilings, abundant natural light, and beautifully refinished hardwood floors that create a warm and welcoming atmosphere throughout. The spacious open floor plan is centered around a charming brick fireplace, creating the perfect gathering place for family and friends. The kitchen seamlessly flows into the living room and features a cozy breakfast nook overlooking the backyard, while a separate dining room offers additional space for entertaining and hosting holidays. The home's split-bedroom floor plan provides privacy and functionality, with the spacious primary suite tucked away on one side of the home. The completely remodeled primary bathroom is a true retreat, showcasing a beautifully tiled walk-in shower, elegant brass fixtures, modern finishes, and thoughtfully designed built-in closet storage. The remaining three bedrooms are generously sized and located on the opposite side of the home, making this layout ideal for growing families, guests, or home office needs. Step outside and discover your own private oasis. The large, fully fenced backyard surrounds a beautifully resurfaced swimming pool, offering endless opportunities for entertaining, playing, or simply relaxing under the Florida sun. Updated landscaping and mature surroundings create a serene setting, while the spacious outdoor area offers plenty of room for pets, gardening, and future memories. This home has undergone extensive recent improvements, allowing buyers to move in with confidence. Major updates include a new roof (2025), new windows, full exterior paint, HVAC (2024), water heater (2022), electrical panel (2025), updated plumbing, and updated fencing. The hard work has already been done, leaving nothing for the next owners to do except unpack and enjoy. Beyond the home itself, residents enjoy easy access to Lake Brantley for boating and watersports, nearby Wekiwa Springs State Park, the Seminole Wekiva Trail, premier shopping and dining in Heathrow, Lake Mary, and Altamonte Springs, and convenient access to I-4 and SR-429. This is a rare opportunity to own a move-in ready pool home with lake access in one of Seminole County's most sought-after locations.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
910 BEARDED OAKS TER, LONGWOOD, FL 32779
$799,00036 Days on yellowkey MLS ID: O6416276
0 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2516 Built: 1987Monthly Fee: $205 Tax: $3,455 (2025)Community: Sweetwater SpringsSpa: NoSingle Family
Taxes:$3,455
Remarks: Welcome to an exceptional residence in the highly sought-after gated community of Sweetwater Springs, where luxury living meets an unparalleled outdoor lifestyle. Residents enjoy exclusive access to the pristine, spring-fed waters of Lake Brantley, complete with a private beach, park, basketball court, pavilion, and a residents-only concrete boat launch. Outdoor enthusiasts will also appreciate the community's riverfront park on the Wekiva River, featuring kayak and canoe storage just steps from the water and private launch access. Additional neighborhood amenities include a clubhouse, recently renovated tennis and pickleball courts, parks and playgrounds. Exquisitely maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath residence showcases timeless elegance, exceptional craftsmanship, and bespoke finishes throughout. The desirable split-bedroom floor plan offers privacy and functionality, while soaring ceilings and abundant natural light create an inviting atmosphere. At the heart of the home, the spacious family room features dramatic volume ceilings and a striking double-sided wood-burning fireplace that creates a warm ambiance in both the family and dining rooms. The beautifully remodeled eat-in kitchen is a chef's dream, boasting granite countertops, quality cabinetry, and stylish finishes. The expanded primary suite serves as a true retreat, enhanced by a sun-filled sitting room complete with an electric fireplace and French doors opening to the screened lanai and heated pool. The luxurious primary bath has been fully renovated with elegant marble tile, a frameless glass shower enclosure, and dual shower heads for a spa-like experience. Quality details abound throughout the home, including plantation shutters, crown molding, custom built-ins, and beautifully remodeled bathrooms. Recent improvements provide peace of mind and modern efficiency, including a new HVAC system installed in March 2025, a new heat-pump pool heater, and an impressive $65,000 solar energy system designed to significantly reduce utility costs. Step outside to your private screened pool oasis, perfect for entertaining or relaxing year-round. The cul-de-sac location and large .29-acre lot make this a prime location within the community. The new irrigation system keeps the finely manicured lawn and hedges looking "yard of the month" perfect! Combining refined elegance, thoughtful upgrades, and access to some of Central Florida's most coveted recreational amenities, this extraordinary Sweetwater Springs home offers a lifestyle that is truly second to none.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Kelly Hildebrand (407-310-5035)
811 GREENSHIRE CT, LONGWOOD, FL 32779
$1,349,00091 Days on yellowkey MLS ID: O6399384
1 Days Off yellowkey (back on 6/18/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4293 Built: 1989Monthly Fee: $367 Tax: $7,316 (2025)Community: Sweetwater Club Unit 7Spa: YesSingle Family
Taxes:$7,316
Remarks: Under contract-accepting backup offers. Welcome to 811 Greenshire Ct, a rare opportunity to own a fully renovated private estate in the heart of Longwood, FL, where luxury, space, and multigenerational living come together on nearly 2 acres. Ideally located just minutes from Wekiva Island, Publix at Shoppes of Sweetwater, and top-rated Seminole County schools, this exceptional 5-bedroom, 4-bath residence offers 4,293 square feet of thoughtfully designed living space with no carpet throughout and a true move-in-ready feel. Designed for today’s lifestyle, this home delivers exactly what buyers are searching for—privacy, flexibility, and high-end upgrades—making it ideal for multigenerational living, extended stays, or long-term value. The standout feature is the approximately 800-square-foot attached multigenerational suite built in 2022, offering complete independence with its own full kitchen, living area, spacious bedroom, additional enclosed flex space with Murphy bed, ADA-compliant bathroom, wheelchair-accessible doors, separate septic system, private propane generator, and a dedicated washer and dryer—perfect for in-laws, guests, or private living quarters. Inside the main home, refinished travertine floors and new wood flooring in every bedroom create a seamless blend of elegance and warmth, complemented by an updated kitchen with refinished cabinetry and newer appliances, a luxurious primary suite with a spa-inspired bath and Roman tub, and a beautifully remodeled guest bath featuring a custom stained-glass window, new tile shower, and updated cabinetry. Hunter Douglas Roman shades are installed throughout, and all windows and doors were replaced between 2021 and 2022, adding both efficiency and peace of mind. The outdoor living experience is equally impressive, featuring a saltwater pool with a variable speed pump and computer-controlled lighting, an enclosed courtyard for added privacy, and an expansive fenced backyard with an additional cleared half-acre—ideal for entertaining, future expansion, or simply enjoying the space. A whole-home audio system extends to the pool, deck, and porch, creating a seamless indoor-outdoor lifestyle. Additional highlights include a heated and air-conditioned garage with epoxy flooring, smart sprinkler system, newer roof, dual-zone HVAC, and a full alarm system. Homes offering this level of land, upgrades, and true multigenerational flexibility in Longwood are rare, making this a standout opportunity for buyers seeking space, luxury, and long-term value. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Gina Hutchinson (386-793-4262)
280 HUNTERS POINT TRL, LONGWOOD, FL 32779
$445,00031 Days on yellowkey MLS ID: O6416712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1905 Built: 1978Monthly Fee: $23 Tax: $1,928 (2025)Community: Hunters PointSingle Family
Taxes:$1,928
Middle School: Markham Woods Middle
Remarks: Welcome to 280 Hunters Point Trail, a beautifully situated residence in the highly desirable Wekiva area of Seminole County, Florida. This home offers an exceptional opportunity to enjoy a peaceful residential setting while staying close to everything Central Florida has to offer. Architectursl Facts: Dramatic vaulted tongue and groove cedar ceilings with exposed beams, Large, open living area with excellent natural light; Updated tile flooring throughout; Renovated primary bath with contemporary finishes. Located within a well-established and sought-after neighborhood, this property benefits from a quiet, family-friendly atmosphere with tree-lined surroundings and a strong sense of community. Residents in this area appreciate the balance of suburban comfort with convenient access to major roadways, making commutes to downtown Orlando, Lake Mary, and surrounding employment hubs both simple and efficient. One of the standout advantages of this location is its access to Seminole County’s highly regarded school district, known for its strong academic programs, extracurricular opportunities, and commitment to student success. Families are drawn to this area for its educational reputation and long-term value. Everyday convenience is unmatched, with a wide selection of shopping centers, grocery stores, restaurants, and retail options just minutes away. Whether you’re running errands or enjoying a night out, everything you need is close by. In addition, residents benefit from proximity to top-tier medical care, including nearby hospitals and specialty physician offices, providing peace of mind and easy access to healthcare services. Outdoor enthusiasts will especially appreciate the close proximity to the stunning Wekiwa Springs area and surrounding parks, where residents can enjoy kayaking, canoeing, swimming, hiking, and exploring Florida’s natural springs and river systems. The nearby Wekiwa Springs State Park offers crystal-clear waters, scenic trails, and abundant wildlife, making it a true local treasure. A variety of waterfront dining and casual restaurants in the area also provide the perfect setting to unwind after a day on the water or exploring the outdoors. The Wekiva area is also known for its beautiful Golf Court and parks, nature trails, lakes, and recreational opportunities, offering an ideal Florida lifestyle. From weekend adventures to everyday relaxation, the surrounding environment supports an active and enjoyable way of life. Overall, 280 Hunters Point Trail presents a compelling blend of location, lifestyle, and livability—making it an excellent choice for buyers seeking comfort, convenience, and long-term value in one of Central Florida’s most established and desirable communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Ben Alonso (407-335-3434)
1126 BROWNSHIRE CT, LONGWOOD, FL 32779
$2,598,00032 Days on yellowkey MLS ID: O6415357
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 8100 Built: 1984Monthly Fee: $367 Tax: $11,452 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$11,452
Remarks: This majestic estate is a true masterpiece of elegance and timeless architecture, gracefully set among mature oak trees and lush, manicured gardens, blending clasic design with modern luxury, this residence offers an exceptional lifestyle defined by confort, sophistication and privacy. Featuring 5 spacious bedrooms, 7 bathrooms and a private mother-in-law suite. The home was thoughtfully designed with generous spaces and refined finishes throughout. The soaring high ceilings flood every room with natural light, creating a bright and airy atmosphere. Designed for both entertaining and relaxation, the property boast a custom-designed bar, a private home theater, a luxury sauna , and a fully equipped summer kitchen for outdoor gatherings. The sparkling saltwater pool is surrounded by lush landscaping, offering the perfect setting for tranquil retreats or elegant celebrations. Every detail reflects meticulous craftsmanship and timeless style, making this estate a true sanctuary of luxury living in a serene natural setting.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Gustavo Vargas (407-854-2161)
812 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$7,990,000197 Days on yellowkey MLS ID: O6370385
REDUCED by $1,960,000 (19.7%) on 06/08/2026
Bed: 9 Bath: 12.5 Gar: 8 Liv Area Sq Ft: 14623 Built: 1979Monthly Fee: $367 Tax: $33,128 (2024)Community: Sweetwater Club Un 1-ASpa: YesSingle Family
Taxes:$33,128
Remarks: One or more photo(s) has been virtually staged. Presenting The Fortress, set on nearly 12 acres, a one-of-a-kind architectural masterpiece created for those who understand that true luxury is not merely styled, but built to endure, remain irreplaceable, and stand the test of time. Designed and constructed over seven years by the world-renowned architectural firm HHCP for Harold Mertz, billionaire founder of Publishers Clearing House, this nearly 20,000-private compound, has hosted presidents, global dignitaries, private concerts, and philanthropic gatherings of the highest caliber. Approached by a quarter-mile, tree-lined driveway, the fully walled estate is centered around a 5-acre private lake, spring-fed by the Wekiva Springs State Park area, and surrounded by museum-quality grounds featuring imported European fountains, life-size bronze sculptures, curated statuary throughout the gardens, and ornamental ponds suitable for koi fish. The main residence spans approximately 14,623 sf and offers 7 bedrooms, each with its own full bathroom, along with an elegant powder room near the main entrance, formal living and dining rooms, a breakfast room, a main kitchen, and a separate staff kitchen. Constructed of solid poured concrete, the residence reflects permanence, privacy, and security with bulletproof glass, hand-plastered walls, soaring 25-foot ceilings, graceful arches, and signature fluted architectural textures expressed through curved, nonlinear walls. A massive custom bronze door opens to interiors finished with polished marble and terrazzo flooring, including brand-new floors in the main living room and kitchen. The kitchen showcases panoramic lake views, an oversized island, an oversized pantry, a private service entrance, and a fully equipped staff kitchen with its own dining area. Four bedrooms are located upstairs, offering some of the estate’s most impressive lake views, while three bedrooms are located downstairs. A monumental round atrium crowns the sculptural marble staircase, a remarkable architectural feature that took two full years to complete. Additional highlights include a dramatic two-story library that converts into a home theater, a glass conservatory with a Murano chandelier designed for a grand piano, an elevator near the foyer, two authentic wood-burning fireplaces, custom Sherle Wagner bathrooms, hidden closets throughout, and a bar near the piano room. The West Wing principal suite features a private Italian-inspired alfresco patio and an adjacent private gym with a full bathroom, sauna, and walk-in closet, creating a self-contained wellness retreat. The East Wing suite also enjoys its own Italian-inspired patio, adding symmetry, privacy, and elegance to the estate’s layout. The property is further enhanced by an approximately 2,500sf guest and pool house with 2 bedrooms and 3 full bathrooms, staff quarters of approximately 1,000 sf, and a 2,300-sf, 8-car garage with a full bathroom, laundry, and storage. Resort-style amenities include a pool and spa, a professional court lined for tennis and pickleball, a hot tub, sandy beach access, and multiple alfresco entertaining areas designed for unforgettable gatherings. With countless custom and invaluable features, this is a true legacy estate, built to stand for the next century and beyond. Conveniently located near top-rated schools, just approximately 2 miles from Wekiva Springs State Park, Private appointments available.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Lisell Melo (407-690-4973)
284 ISLAND SOUND CT, LONGWOOD, FL 32779
$799,99980 Days on yellowkey MLS ID: O6401810
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2692 Built: 2021Monthly Fee: $159 Tax: $6,766 (2025)Community: Retreat At Lake BrantleySingle Family
Taxes:$6,766
Remarks: Step into refined elegance and effortless sophistication in this nearly new Dockside masterpiece located within the exclusive, gated community of The Retreat at Lake Brantley. Offering 4 bedrooms, 3 bathrooms, and 3,755 total square feet, this expansive single-story estate is thoughtfully designed for the discerning buyer who values both luxury and livability. From the moment you arrive, the home makes a striking first impression with its upgraded designer front door and spacious 3-car garage—perfect for luxury vehicles and additional storage. Inside, a seamless open-concept floor plan unfolds, anchored by oversized designer tile flooring that flows throughout the main living spaces. At the heart of the home, the gourmet kitchen is a true showpiece—featuring gleaming granite countertops, custom cabinetry, premium stainless steel appliances, and an oversized island that invites both intimate gatherings and grand entertaining. Every detail has been curated to elevate both form and function. The owner’s suite is a private retreat, offering a serene escape with a spacious custom walk-in closet, spa-inspired walk-in shower with full-height tile, and dual vanities designed for everyday luxury. Secondary bedrooms are generously sized, including a private en-suite ideal for guests or multigenerational living. Expansive pocket sliding glass doors create a seamless indoor-outdoor experience, opening to a sunlit entertaining space perfect for hosting or relaxing in style. This home is enhanced with modern smart home features, delivering convenience and control at your fingertips. Beyond the home, residents enjoy exclusive access to a private community boat ramp on Lake Brantley, offering a lifestyle centered around recreation, relaxation, and waterfront living. Ideally located near top-rated Seminole County schools, including Lake Brantley High School, and with easy access to major highways, this residence perfectly balances tranquility and accessibility. This is more than a home—it’s a statement of lifestyle, comfort, and elevated living. Experience the pinnacle of luxury in The Retreat at Lake Brantley—your private lakeside sanctuary awaits.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Verdelle Lambert Rice (407-242-3757)
283 LAKAY PL, LONGWOOD, FL 32779
$825,000129 Days on yellowkey MLS ID: O6389639
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $24,000 (2.8%) on 05/09/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3596 Built: 2004Monthly Fee: $169 Tax: $6,719 (2024)Community: Terra OaksSpa: NoSingle Family
Taxes:$6,719
Remarks: Under contract-accepting backup offers. Priced to sell! Live the Florida lifestyle in the private, gated community of Terra Oaks in Longwood. Set on over a quarter-acre with a stunning heated pool, this beautifully maintained home impresses from the start with manicured landscaping, a tile roof, paver driveway, and a grand, welcoming entry. Inside, you’ll find soaring 21-foot ceilings and a bright, open layout with solid wood and tile flooring throughout the main level, custom drapery, and a motorized screen at the family room sliders. The kitchen is designed for both everyday living and entertaining, featuring granite countertops, wood cabinetry, stainless steel appliances, tile backsplash, a pantry, bar seating, and even two sinks opening to a breakfast nook with views of the pool. The adjacent dining room is accented by chair railing and an elegant crystal chandelier. Step outside to your private backyard retreat. The newer custom heated pool showcases a sun shelf for lounging, LED lighting, a waterfall pergola, and additional water features creating a true resort-style escape. The covered lanai offers the perfect space for year-round gatherings and indoor-outdoor living. The spacious primary suite is conveniently located on the main level and includes two walk-in closets and a spa-like bath with dual vanities, a glass-enclosed shower, and a jetted tub. There is a dedicated office/living room and a separate guest bedroom with a full nearby bath on the main level. Upstairs, two generously sized en-suite bedrooms offer great closet space, along with a versatile loft ideal for a playroom, gym, or media room. Enjoy evenings on the upstairs veranda overlooking the fenced backyard. Recent updates include a fresh exterior paint job and new flooring on the stairs, main-level guest bedroom, and loft. Ideally located near top-rated schools including Lake Brantley High, plus excellent dining, shopping, and major roadways for easy access throughout Central Florida. Don’t miss this remarkable home and be sure to view the virtual tour.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
235 S SHADOWBAY BLVD, LONGWOOD, FL 32779
$425,000390 Days on yellowkey MLS ID: O6320596
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1916 Built: 1981Monthly Fee: $156 Tax: $2,265 (2024)Community: Shadowbay Unit 1Single Family
Taxes:$2,265
Remarks: Under contract-accepting backup offers. This single-family home is amazing in every way and is truly a must see! Nestled in the highly coveted Shadowbay Community on Lake Brantley. Brand NEW HVAC with 10 year transferable parts warranty. Brand NEW 50 Gallon Water Heater! NEW ROOF 2023! A perfect location just minutes to everything. This residence boasts an array of desirable features. Three bedrooms and two full baths with oversized primary bedroom. As you enter through the striking front door and stunning foyer, you are mesmerized by the beauty and flow of home. Separate formal dining room and expansive living area creating a stylish, classic feel. Living room bright and open with sliding glass doors that take you out to the paved patio. Crown molding throughout and a beautiful wood burning fireplace. Skylights in kitchen, bathrooms, and laundry room. Split floorplan for privacy and convenience. Stunning, oversized primary bedroom overlooking the private back yard. Substantial closets offering more than ample storage. Additional two bedrooms with sliding glass doors leading out to private, open garden area. Enjoy your morning coffee in the breakfast nook with exquisite chair molding and picturesque Bay Window. Brand NEW stainless steel appliances. Kitchen centered between large breakfast area and spacious formal dining room. Timeless Wet Bar of living and dining room. Perfect home for entertaining. Gorgeous luxury vinyl flooring combining durability and elegance. No carpet. Throughout entire home NEW flooring, interior paint, and appealing textured ceilings. Owner with pride of ownership. Private backyard with mature landscaping and some fencing for your fury family. Oversized 2 car garage with an abundant of storage options both inside and out. This is the ideal home in so many ways. What more could you ask for!? Shadowbay Community with so much to enjoy with tennis court, basketball court, park and private boat launch. I-4 just minutes away for Disney or a day at the Beach. Close to Historical Downtown Longwood and Winter Park with desired Park Avenue and weekly Farmer’s Market. Then you have the convenient SunRail taking you around Central Florida. Supermarkets, restaurants, shopping and so much more. Excellent A-Rated Seminole County Schools. Location, Location, Location. Welcome Home!!!
Listing is courtesy of: KORR REALTY CORP (407-732-6987)
Listing Agent: Denise Korrey (407-221-2801)
101 CHERRY HILL CIR, LONGWOOD, FL 32779
$699,00056 Days on yellowkey MLS ID: O6410123
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1977Monthly Fee: $29 Tax: $6,170 (2025)Community: Brantley Hall EstatesSpa: NoSingle Family
Taxes:$6,170
Elementary School: Forest City Elementary
Remarks: This 4 bedrooms/3 bathrooms home is ideal for families and those who enjoy entertaining. Recently renovated with a contemporary modern luxurious feel, this home offers both character and timeless appeal. Situated in the heart of Longwood, on a spacious half-acre lot with deeded boat ramp access to Lake Brantley, this home provides ample room for outdoor activities with a large pool deck, gardening, or simply relaxing in a private, tranquil setting. Inside, you'll be greeted by a fresh, modern ambiance, featuring Newly installed 2025 Roof, windows and doors, new plumbing and electrical fixtures, and newer appliances. The luxurious quartz countertops add a touch of elegance to the space with lots of cabinets. The generously sized bedrooms ensure comfort and privacy with a split plan, while the standout lagoon-style pool transforms your backyard into a resort-like retreat. A screened-in patio lit the rear of the house overlooks the pool, making it the perfect for large gatherings. The property is convenience to grocery stores, shops, and hospitals. Its proximity to major highways also facilitates easy commuting. This home presents a rare opportunity to enjoy a blend of comfort, style, and modern luxury with its classic charm, with its newly updated interior, and an inviting outdoor area, it's ready for you to create lasting memories. Schedule your showing today.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Susan Dering (407-497-5231)
1130 BROWNSHIRE CT, LONGWOOD, FL 32779
$1,600,00063 Days on yellowkey MLS ID: O6408467
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 7451 Built: 1984Monthly Fee: $367 Tax: $18,909 (2025)Community: Sweetwater Club Unit 3Single Family
Taxes:$18,909
Remarks: Under contract-accepting backup offers. Located within the exclusive Sweetwater Club Estates, this custom home sits at the head of a private cul-de-sac with sprawling grounds, circular driveway, and rear-entry garage. Step through the front doors to bright, open views of the private pool and outdoor entertaining area. The gourmet kitchen features a Viking six-burner range, multiple Sub-Zero refrigerators, center island, granite counters, and custom cabinetry. A butler’s pantry leads to the formal dining room, perfect for entertaining, along with a dedicated wine storage area. A second full kitchen with pass-through access to the outdoor patio overlooks the pool area. The split-bedroom floor plan offers privacy throughout the home. Upstairs, a spiral staircase leads to a loft ideal for a game room or library. The owner’s retreat includes a spacious primary bedroom, media room, spa-style bath with Jacuzzi tub, separate shower, bidet, and dual walk-in closet. Every detail of this one-of-a-kind property has been thoughtfully designed, creating a truly unforgettable home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Joshua Hofle (407-637-6951)
441 WILD OAK CIR, LONGWOOD, FL 32779
$770,00070 Days on yellowkey MLS ID: O6405462
0 Days Off yellowkey (back on 5/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 1982Monthly Fee: $54 Tax: $3,972 (2024)Community: Sweetwater Oaks Sec 13Single Family
Taxes:$3,972
Remarks: Under contract-accepting backup offers. Tucked beneath a canopy of mature oaks on a quiet street, 441 Wild Oak Circle offers the space, privacy, and lifestyle that define Sweetwater Oaks living. Set on an expansive .64-acre homesite, this 4-bedroom, 3-bathroom residence spans over 2,800 square feet and has been thoughtfully maintained and updated throughout—offering both comfort and peace of mind. From the moment you arrive, the circular driveway and side-load 2-car garage create a welcoming presence, while the generous lot and natural surroundings set the tone for what’s inside. The home features an open, easy-flow layout designed for both everyday living and effortless entertaining, with spacious living areas and seamless connection to the outdoors. Natural light fills the interior, highlighting the home’s functional layout and inviting feel. Whether hosting guests or enjoying a quiet night in, the home lives comfortably with well-proportioned spaces and views that draw you outside. Step into your private backyard retreat, where a resurfaced pool is surrounded by an expansive paver patio, complete with a covered gazebo—creating the perfect setting for poolside entertaining, shaded lounging, and year-round gatherings. With over half an acre, the outdoor space offers a rare combination of privacy and flexibility, with plenty of room to expand, play, or simply unwind. Beyond its charm, this home has been meticulously cared for with major updates already completed, including new windows and doors, a whole-house generator, complete replumbing, and updated systems—providing true peace of mind for the next owner. Living in Sweetwater Oaks means embracing a lifestyle that’s hard to replicate. Residents enjoy access to a private, skiable Lake Brantley with a neighborhood boat ramp and beach, tennis and pickleball courts, playgrounds, and access to the Wekiva River for kayaking and outdoor adventures. All of this, zoned for top-rated Seminole County schools and conveniently located near shopping, dining, and major roadways. A rare combination of size, setting, and thoughtful upkeep—this is the kind of home that offers both immediate enjoyment and long-term value in one of Longwood’s most sought-after communities.
Listing Agent: Tiffany Yates (321-684-2399)
2040 E TRIANGLE DR, LONGWOOD, FL 32779
$340,00066 Days on yellowkey MLS ID: O6406274
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1283 Built: 1985Monthly Fee: $28 Tax: $3,449 (2024)Community: Lake Brantley Isles 2Nd AddSingle Family
Taxes:$3,449
Remarks: Beautiful opportunity in the highly desirable Longwood area, perfectly located just minutes from Lake Brantley! This charming 3-bedroom, 2-bath home backs up to a peaceful conservation area, offering added privacy with no rear neighbors. Perfect for first-time homebuyers, investors, or anyone seeking affordable living in a prime location. Featuring a 4-year-old roof, granite countertops, stainless steel appliances, included washer and dryer, and a cozy wood-burning fireplace, this home blends modern updates with everyday comfort. The optional HOA provides access to an incredible lifestyle package with private access to Lake Brantley, including a boat ramp, fishing, playground, and pavilion—perfect for enjoying Florida living year-round. Located in an AE flood zone, flood insurance is required; however, the current owners pay just $2,790 annually for homeowners insurance including flood coverage, making ownership more affordable than expected. Conveniently located near shopping, dining, major roadways, and top-rated Seminole County schools, this property offers outstanding potential as a primary residence, rental property, or long-term investment. Don’t miss this chance to own a private, well-maintained home with exceptional amenities and value in one of Longwood’s most desirable communities. Schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.