Stoneybrook West Homes for Sale in Winter Garden - 14 homes

Remarks: *Video Tour Available!* Experience the best of Florida living in the heart of Stoneybrook West, where resort-style amenities and a true sense of community come together. Behind 24-HOUR GUARD GATED ENTRANCE, you’ll find everything you need to live like you’re on vacation year-round—an Olympic-sized swimming POOL, splash zone, FITNESS CENTER, playground, tennis, basketball and pickleball courts, a fishing pier, plus a PRIVATE BOAT RAMP on Black Lake. Even better, the quarterly HOA INCLUDES SPECTRUM INTERNET AND CABLE, making life here as convenient as it is enjoyable. Tucked away on a quiet CUL-DE-SAC STREET with no through traffic, this home offers both privacy and charm from the moment you arrive. Warm curb appeal welcomes you inside to rich WOOD FLOORS and soaring ceilings that create a light, airy Florida feel. At the front of the home, the FORMAL LIVING AND DINING ROOMS provide flexible space for entertaining or working from home, highlighted by a welcoming staircase. Designed for gathering, the OPEN FLOOR PLAN seamlessly connects the family room and eat-in kitchen. The kitchen features abundant QUARTZ COUNTERTOPS, upgraded cabinetry, and a pantry to keep everything organized. Double sliding doors from both the kitchen and family room open to a SCREENED PATIO OVERLOOKING A PEACEFUL POND—no rear neighbors, just tranquil views and evening sunsets. Upstairs, you’ll find the bedrooms along with a convenient laundry room. The primary suite is spacious with wood floors, double sinks, quartz countertops, a water closet, and WALK-IN CLOSET. The RENOVATED SECOND BATHROOM offers a beautifully tiled shower and tub with a built-in shampoo niche. Generously sized secondary bedrooms feature deep closets for all your storage needs. Additional upgrades include ceiling fans throughout the home and patio, a convenient half bath downstairs, new irrigation panel, updated faucets and shower head in the primary bath, newer microwave and refrigerator, window blinds and exceptional storage throughout. This is more than a home—it’s your opportunity to embrace the Florida lifestyle, where sunny days, waterfront adventures, and a vibrant community are all right outside your door.

Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)

Listing Agent: Tennille Biggers (850-628-4455)

Remarks: Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Barbara Waltman (407-616-2790)

Remarks: Under contract-accepting backup offers. Welcome to 2247 Black Lake Boulevard, located inside the highly sought-after guard-gated golf community of Stoneybrook West in the heart of Winter Garden. Nestled on OVER AN ACRE with NO REAR NEIGHBORS this property offers privacy, space and peaceful conservation views while still being close to everything you love about Winter Garden. From the moment you arrive you will feel at home. The oversized front porch and fresh EXTERIOR PAINT job (2/26) create an inviting curb appeal. Inside, the home feels open, airy, and welcoming with high ceilings, generous living spaces, and beautifully updated finishes throughout. The spacious primary suite serves as your personal retreat, complete with DUAL BUILT-IN CUSTOM CLOSETS (2023) and plenty of room to unwind, while the additional bedrooms are comfortably sized to accommodate family, guests, or a home office. Major updates have already been taken care of for you, including a NEW ROOF (2024), AIR HANDLER (2023), NEW CARPET, NEWER LAMINATE FLOORING (2024) 15x10 PAVER PATIO WITH BULIT IN FIRE PIT AND SEATING AREA (2019). Stoneybrook West means more than just owning a home — it’s a lifestyle. Residents enjoy 24-hour guard-gated security, a clubhouse and fitness center, an Olympic-style resort pool with splash pad, tennis, basketball and pickleball courts, playground, wide-open green space, and a vibrant golf community atmosphere. All just minutes from A-rated schools, shopping, dining, and major highways. If you’ve been dreaming of space, privacy, and resort-style amenities wrapped into one exceptional property, this isn’t just a house — it’s the lifestyle you’ve been waiting for. *Shed and wine machine do not convey. Don’t delay call today to schedule a showing today before this opportunity passes you by! *If exact square footage and room size is a concern the home should be independently measured by buyer or buyers agent. Information deemed reliable but not guaranteed. Parties are advised to verify.

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

Listing Agent: Tameka Conley (407-312-7431)

Remarks: Nestled on a premier corner lot within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced over the last two years with modern updates, ensuring a move-in-ready experience for today’s discerning buyer. Inside, the open-concept layout is anchored by a gourmet kitchen featuring quartz countertops, a central island, and stainless steel appliances, all flowing into a family room warmed by a classic fireplace. High-volume ceilings—reaching 9.25 feet on the main floor and an impressive 10.50 feet in the massive upstairs bonus room—create an airy, grand atmosphere throughout. Retreat to the primary suite, where tray ceilings and a private walk-out balcony offer a peaceful vantage point overlooking the championship golf course. The lifestyle here extends far beyond the front door. Stoneybrook West is a premier "live-play" community boasting 24-hour staffed security and a spectacular WATERFRONT CLUBHOUSE perched on the shores of BLACK LAKE. For the outdoor enthusiast, the amenities are unmatched: enjoy private access to the lake via a COMMUNITY BOAT RAMP, and take advantage of the rare convenience of an ON-SITE BOAT STORAGE LOT. Whether you are hitting the links on the championship golf course, enjoying the fitness center, or spending the afternoon at the pool-front recreation facility, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from the 80+ retailers and restaurants at WINTER GARDEN VILLAGE, 18 minutes from the magic of WALT DISNEY WORLD, and only 30 minutes from Orlando International Airport. This home combines the security of a gated community, the luxury of recent high-end improvements, and the rare perk of Florida lake living. Call today to schedule a visit!

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

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

Remarks: Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. Thoughtfully updated, the property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!

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

Listing Agent: Juli Onorata (407-864-7701)

Remarks: Under contract-accepting backup offers. Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Mariana Cezar Ovalle (407-427-3559)

Remarks: Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered lanai, great for everyday living and entertaining. The HOA includes 24-hour security, cable, internet, and a wide range of amenities such as a fitness center, tennis courts, community pool, volleyball and hockey courts, clubhouse, playground, and a community dock overlooking Lake Black. Conveniently located close to Winter Garden Village, top-rated schools, and major highways for easy commuting.

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Christian Dyas (407-375-7368)

Remarks: One or more photo(s) has been virtually staged. Welcome to 1226 Portmoor Road in the highly sought-after, manned-gated Golf community of Stoneybrook West! This stunning 5-bedroom, 3-bath golf-view home offers over 2,800 square feet of beautifully updated living space. Designed for both comfort and entertaining, the home features formal living and dining rooms, a spacious family room, and a desirable first-floor guest bedroom with a full bath. The chef’s kitchen shines with granite countertops, stainless steel appliances, and an extra refrigerator in the garage. Upstairs, enjoy new laminate flooring, generously sized bedrooms, and a luxurious primary suite with tray ceilings and a private balcony overlooking the course. Step outside to your upgraded screened lanai and low-maintenance turf backyard—perfect for relaxing or hosting gatherings. A NEW ROOF (2021), A NEW A/C (2022), and A NEW Water Heater (2023) add peace of mind. Residents enjoy a Jr. Olympic pool, fitness center, clubhouse, dock, tennis, basketball, playground, high-speed internet, cable, and discounted golf—all minutes from Winter Garden Village, major highways, hospitals, theme parks, and Orlando International Airport.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Shirley Botansky (407-704-0874)

Remarks: Welcome to this beautiful townhome in the highly sought-after community of Westbrook at Stoneybrook West in Winter Garden—now FHA-eligible! This 3-bedroom, 2.5-bath residence combines an open-concept design with thoughtful details and an unbeatable location. Inside, the bright and spacious layout features warm finishes, generous storage, and a covered lanai—perfect for relaxing. Upstairs, all bedrooms are conveniently located near the laundry room, making daily living effortless. The community enhances your lifestyle with manicured green spaces, pedestrian-friendly sidewalks, ample parking, a well-maintained saltwater pool, and a playground. Ideally situated, you can walk to Publix, Walgreens, restaurants, and shops, while Winter Garden Village is just a few miles away. For even more charm, nearby Historic Downtown Winter Garden offers some of the area’s finest dining, shopping, and access to the scenic West Orange Trail. A wonderful blend of comfort, convenience, and community—this townhome is ready to welcome you home!

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Jeff Jones (205-902-3584)

Remarks: Under contract-accepting backup offers. Lowest Priced square foot in Stoneybrook West by more than $20 sq ft! Aggressively priced for this large home by motivated seller! Brand new roof June 2025! Beautiful spacious family home well maintained, southern views over the golf course! Welcome to your new home in the sought-after Stoneybrook West Golfing Community! The lovely 5-bedroom, 3-bathroom home is situated in St Andrews. Walking inside this spacious residence with over 3800 sq ft of space, you'll be welcomed and see the open plan and brightness of the home. You have a large open plan family room which leads to the kitchen and dining area, also accompanied by a formal dining room and a formal living room. From the kitchen dining area there are double sliding doors and triple sliding doors from the family room to the screen room. The screen room has a dining area, seating area and an outside covered area great for grilling. The downstairs has a convenient bedroom with an en-suite bathroom, featuring a large walk-in shower. Head upstairs and find 4 additional bedrooms and a huge bonus room ideal home office, man cave or games room. Double doors open into a spacious master bedroom complete with a sitting area, tray ceiling, two walk-in closets and en-suite bathroom. The owner's bathroom offers dual sinks, a large tub, and a walk-in shower. The three additional bedrooms with ample closet space and an additional shared bathroom ensure comfort for the whole family. The bonus room spans over the 3-car garage and has a multitude of uses. This home was designed with family living and comfort in mind, the back yard has sun all day. There is a 3-car garage with plenty of front parking for your family and visitors. Two new A/C units were installed in 2017 which are very well maintained with a biannual service since install and a new Hot water heater in 2023. Stoneybrook West has it all, catering to all types of families with its extensive range of amenities. The town center and clubhouse boast a large outdoor pool, fitness center, tennis courts, playground, volleyball court and basketball courts. Stoneybrook West is fully guarded 24/7. Included in your dues is also cable TV and internet for your convenience. The newly renovated 18-hole golf course now open. Situated just minutes away from Fowlers Grove shopping center and the charming Downtown Winter Garden area, you’ll be spoiled with the choice of dining and shopping options.

Listing is courtesy of: SELECT ESTATES, LLC (407-705-2330)

Listing Agent: Donna Ramsden (321-279-5233)

Remarks: Under contract-accepting backup offers. Stunning golf course frontage home in the highly desirable Stoneybrook West gated community of Winter Garden. Priced $5,000 below recent appraised value, offering immediate equity for the new owner! This spacious residence over looks the 15th hole of the golf course and features 4 bedrooms, 3 full baths, and a screen enclosed pool with spa overlooking serene golf course views, with direct access to Black Lake — perfect for Florida living and entertaining. Recent 2026 updates include a fully renovated primary ensuite, a fully renovated upstairs bathroom, and an updated downstairs bathroom, all with modern finishes. The home offers abundant natural light, large living spaces, and a versatile floor plan with formal and casual living areas and a loft. Outdoor living is elevated with a remote-controlled 18' retractable awning off the covered patio, extending shade over additional deck space for dining and relaxation. Enjoy the serene outdoor setting with a newly planted butterfly garden located just beyond the screened pool enclosure. Premier community amenities including golf, clubhouse, fitness center, tennis and basketball courts, junior Olympic sized pool, splash pad, playgrounds, fishing pier, boat ramp, and more. Conveniently located near downtown Winter Garden, Winter Garden Village shopping and dining, major highways, and excellent schools. Move-in ready with exceptional outdoor living and a lifestyle second to none in one of Winter Garden’s premier golf communities!

Listing is courtesy of: ENGEL & VOELKERS LAKELAND (863-412-6633)

Listing Agent: Laura Senzamici (352-552-0264)

Remarks: Located in a Golf course community. Extensively upgraded 5-bedroom, 3-bath home with one office and approximately 3,238 sq ft located in a guard-gated Winter Garden community offering resort-style amenities just a short walk away. Community features include a large pool, fitness center, tennis courts, basketball court, soccer field, pickleball, volleyball, and more. Major upgrades include a metal roof, two new AC units, renovated kitchen with quartz countertops and backsplash, a remodeled primary bathroom and an infrared sauna in Master bedroom.. Interior highlights include zebra blinds, custom drapes, in-ceiling theater speakers, and six TVs included. The backyard is designed for entertaining with a custom outdoor kitchen (1 year old), remote 15-ft motorized awning with lighting, pool up to 8 ft deep with child safety fence, LED color-changing lights around the pool, soffits, and landscaping, plus hard-wired security cameras surrounding the property. Additional features include beige gutters, a 3-car garage with extensive storage racks. Located minutes from Publix, restaurants, dentist offices, and major highways including the 429 and Turnpike, providing quick access throughout Central Florida. A must see to fully appreciate — too many upgrades to list.

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

Listing Agent: Danny Boodhoo (407-462-3165)

Remarks: WOW!!! RECENT PRICE DROP BY $10,000 AND $3500 LENDER CREDIT OFFERED WITH JASON BAKER AT PRIMIS MORTGAGE!!! Welcome to this stunning 5 Bed, 3 Bath *POOL* home located on the 14TH HOLE in the esteemed community of Stoneybrook West in Winter Garden! Offering more than 3,000 square feet of living space, this residence combines elegance with functionality. You’ll be greeted by beautiful landscaping with stone accent columns as you walk up the pavered driveway to the front door. Step inside to the open floor plan with formal living room and dining room to each side of the foyer, and high ceilings and modern light fixtures throughout the home. Double doors open up to a bonus room, that can be used as a bedroom, game room, office, or other flexible space. The spacious kitchen boasts modern appliances, cabinetry with crown moulding, tile backsplash and a massive wrap-around breakfast bar overlooking the family room. A dinette is conveniently located just off the kitchen. The huge primary bedroom suite features extra sitting space with accented half walls and a bay window overlooking the backyard and French doors leading out to the lanai. The large en-suite primary bathroom includes his & hers sinks, a separate commode, beautifully tiled garden tub and standing shower with glass door, plus a walk-in closet with built-in organization. Four additional spacious bedrooms share two additional full baths, and there’s a full laundry room with a sink off of the two-car attached garage with additional storage space. Step outside the French doors from the living room to the beautiful screened-in lanai, featuring a built-in summer kitchen with bar perfect for entertaining friends and family! The sparkling blue HEATED POOL and HOT TUB are encompassed by the pavered pool deck and overlooks the beautiful backyard. The community offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment. This home offers a harmonious blend of comfort, style, and community amenities, making it an excellent choice for those seeking a vibrant and secure neighborhood in Winter Garden.

Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)

Listing Agent: Nastassja Toombs (910-703-6453)

Remarks: Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.

Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)

Listing Agent: Angela Magac (407-744-5557)