Homes for Sale Near West Orange High in Winter Garden - 164 homes

Remarks: Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.

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

Listing Agent: Alexis Jacobsen (407-900-0771)

Remarks: Large 4-bedroom home + 2 large Bonus rooms. This 2782sf 7-year-old home is in the awesome community of Lakeside just west of the Winter Garden Village about 4 miles. The home has tons of space, humungous kitchen and Master bedroom downstairs along with bedroom #2 and 3, and with a full bath. The first floor is gorgeous tile from the front door throughout up to the bedrooms. Coffered details in high ceilings, arched openings and a back yard looking over a green retention area. This Hampshire plan has a split plan with 2 bedrooms and full bath near the front of the house first floor. Walking past the flex room that can be used for formal dining, office, etc to the main open living area with living, dining, and kitchen. The kitchen is large with TONS of tall 42 inch raised panel cabinetry and walk-in pantry. The beautiful light brown speckled granite is accented by medium Brown cabinets and all stainless-steel appliances with the stove fueled with gas. A walk-in pantry and Island sink with breakfast bar look out to the open living room and dinette. Dinette has large windows on 3 sides to embrace the outside nature. The main living area has a 3-panel slider door to open wide to the paved, covered Lania that overlooks a good-sized back yard with a large field retention area beyond. Past the living room through the arched entry into the large primary bedroom. Ceiling fan and high coffered detailed ceilings and a huge bath with a seated walk-in shower separating two individual vanities on large cabinets for lots of storage. Large walk-in closet, separate toilet room, and linen closet. Washer and dryer have their own room near the garage. Take a quick step upstairs to a HUGE open loft, 4th bedroom and 3rd full bath. full bath. This home has a 2 car garage and gas heated Tankless water heater. This home is located in the awesome community of Waterside at Johns lake, with an incredible huge pool lakeside, playground, dock, clubhouse, state-of-the-art fitness center

Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)

Listing Agent: Chun Cai (951-699-4983)

Remarks: Back on the Market- Buyer’s Financing Fell through! No fault of the Seller. The home successfully completed the contract process, Inspections, i.e. Four Point, Wind Mitigation, and WDO along with the Appraisal. Now Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Jay Winston (407-497-1112)

Remarks: Welcome home to Sanctuary at Twin Waters — one of Winter Garden's most sought-after communities! This beautifully designed 2020-built home offers soaring high ceilings, tile throughout, and a wide open floor plan that instantly makes you feel at home. The heart of the home is the stunning kitchen, featuring a massive island with rich granite countertops and gorgeous 42-inch Espresso cabinets — perfect for gathering and entertaining. Whether it's a casual morning in the eat-in nook or a formal dinner with guests, this home was built for making memories. With a versatile bonus room and a luxurious owner's retreat tucked away in the back for ultimate privacy, there is space to truly live. The spa-like ensuite features a soaker tub, subway-tiled shower, dual sinks with quartz counters, and a generous walk-in closet — your own personal sanctuary at the end of every day. Even the water feels different here, thanks to a whole-home purification system. A rare find in Central Florida — this is a gas community, adding both value and everyday convenience. The garage features a mini split AC unit, keeping the space cool and comfortable year-round — perfect for a workshop, home gym, or hobby space. Step outside to your fully fenced, spacious corner lot with a covered porch and plenty of room to add your dream pool. The community itself offers so much to love — a pool, fishing dock, playground, and picnic area, plus breathtaking views of Lake Avalon right in the neighborhood. This is more than a home — it's the lifestyle you've been waiting for. Come see it and stay forever.

Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)

Listing Agent: Laura Petersen (407-566-2555)

Remarks: Experience lakefront living at its finest in this completely reimagined residence in the highly sought-after Westfield Lakes community, where breathtaking panoramic views of Lake Beulah create a stunning backdrop for everyday living. This exceptional home offers an unparalleled lifestyle both inside and out. From the moment you enter, sweeping water views draw your attention through the home's bright, open living spaces. The spacious family room serves as the heart of the home, featuring a beautiful fireplace and uninterrupted views of the water, creating a warm yet sophisticated setting for both entertaining and everyday living. The designer kitchen has been thoughtfully crafted for those who appreciate both style and functionality. Anchored by a large center island, the space showcases stone countertops, LED underlighting, and top of the line stainless steel appliances. A charming breakfast nook overlooks the lake, while the formal dining room provides the perfect setting for hosting larger gatherings. Privately positioned to maximize the home's stunning waterfront setting, the primary suite is a true retreat. Wake up to tranquil lake views and enjoy direct access to the outdoor living areas through private doors leading to the pool deck. The spa-inspired primary bath has been beautifully remodeled and features dual vanities, designer finishes, an oversized walk-in shower, and a spacious custom walk-in closet. The home's thoughtful floor plan continues with two additional on-suite bedrooms, and home office. Upstairs, a large bonus room / fourth bedroom offers endless flexibility and can serve as a media room, game room, fitness studio, or additional gathering space. Step outside and discover a private waterfront paradise designed for year-round enjoyment. The expansive marble pool deck surrounds a resort-style pool and spa, while the oversized covered lanai creates the ultimate outdoor entertaining venue. Complete with a fully equipped summer kitchen, this spectacular space allows you to dine, relax, and entertain while taking in the breathtaking sunsets and unobstructed views across Lake Beulah. Residents of Westfield Lakes enjoy access to an exceptional collection of community amenities, including tennis/pickleball court, 2 playgrounds, 2 docks, and scenic walking trails. Perfectly positioned just minutes from Winter Garden Village, the 22 mile West Orange Trail, top-rated schools, and an abundance of shopping, dining, and entertainment options, this remarkable lakefront residence offers the rare opportunity to enjoy luxury waterfront living in one of Winter Garden's most desirable communities.

Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)

Listing Agent: Christopher Christensen (407-312-8003)

Remarks: Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

Listing is courtesy of: ELEVATE REAL ESTATE BROKERS (954-772-3870)

Listing Agent: Kelly Roth (352-514-5045)

Remarks: Virtually Staged. Nestled in the highly sought-after Oakland Park community, this beautifully maintained 3-bedroom, 3-bath home is the definition of move-in ready living. Featuring desirable upgrades throughout, including gas appliances, elegant plantation shutters, and a turnkey design, this home offers the perfect blend of comfort, style, and convenience. Enjoy open-concept living spaces filled with natural light, spacious bedrooms, and a layout designed for modern living and entertaining. Pride of ownership shines in every detail, making this home truly stand out. Located in a charming golf cart community with resort-style amenities, residents enjoy access to parks, schools, walking trails, and more. Just minutes from vibrant Downtown Winter Garden, you'll love being close to the award-winning farmers market, lively festivals, boutique shopping, dining, and entertainment. This is your opportunity to own a well-maintained, upgraded home in one of Winter Garden's most desirable communities!

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

Listing Agent: Erica Diaz (407-897-5400)

Remarks: Back on the market! Welcome home to this tastefully renovated 2/2 second floor condo located in the sweet spot of bustling Winter Garden Florida USA. Just about everything was updated in 2024 to include the kitchen with beautiful stainless appliances, granite countertops, cabinetry & lighting. The owner has spent in excess of $60,000 on these renovations. Fresh paint throughout. New laminate flooring & baseboards in 2025, there is no carpet. The split bedroom layout is perfect for privacy while the primary bedroom is spacious with a walk in closet and ensuite bathroom. The 2nd bedroom includes a custom built closet and shelving providing ample storage options. The 2nd bathroom is adjacent to the 2nd bedroom. The washer and dryer hookups are located just off the kitchen providing easy access. This unit is conveniently located near the center of the community, just steps from the clubhouse, pool and mail areas. It also includes 2 designated parking spots just outside the unit. Windtree Gardens is situated in a fabulous area of Winter Garden providing quick access to all major roadways including the turnpike, 408 and 429. It is also just minutes from Historic Downtown Winter Garden including all that Plant Street has available, boutique shops, outdoor dining, Award Winning Farmer's Market, the very popular West Orange Trail and splashpad for the little ones. Also just a short drive to Winter Garden Village at Fowler Grove with numerous dining and retail options. Bonus..there is a Starbucks near the entrance to the community. This unit is ideal for a starter home, a second home or an investment property. Schedule your showing soon as this one is sure to fly off the shelf.

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

Listing Agent: Jeff Dodds (407-937-9521)

Remarks: Virtually Staged. Welcome to 1950 Pantheon Drive, a charming 3-bedroom, 2-bath home located in the desirable Alexander Ridge community of Winter Garden. Offering 1,769 square feet of living space, this thoughtfully designed split-bedroom floor plan provides comfort, privacy, and easy everyday living. From the moment you arrive, the home makes a welcoming first impression with a bright exterior, paver driveway, covered entryway, mature landscaping, and a large front tree that adds shade and curb appeal. Inside, the open living, kitchen, and dining areas create a functional flow for relaxing, gathering, and entertaining. The living room features warm engineered wood flooring, neutral tones, and natural light from multiple windows, creating a bright and inviting main living space. The kitchen overlooks the living area and features granite countertops, warm wood cabinetry, stainless steel appliances, pendant lighting, recessed lighting, a breakfast bar, a center island, a deep kitchen sink, and a modern pull-down faucet.  Just beyond the kitchen, the dining area provides a dedicated space for meals while remaining connected to the heart of the home. The private primary suite offers neutral tones and direct access to the ensuite bathroom. The primary bath features dual sinks, granite countertops, warm wood cabinetry, upgraded lighting, a walk-in shower with a glass enclosure, a separate soaking tub, and direct access to the walk-in closet. The walk-in closet also includes convenient door access to the laundry room, adding a smart everyday function. Bedrooms 2 and 3 are located on the opposite side of the home and share a spacious second bathroom. Recent updates include HVAC replaced in August 2024, Solar Panels in 2018, roof installed in 2023. The solar system is paid off, helping create an energy-efficient home with low-cost utilities. Alexander Ridge offers inviting community amenities, including a resort-style pool with paver decking, lounge areas, a covered pavilion, playground, open green space, and beautifully maintained common areas surrounded by mature landscaping and palm trees. This Winter Garden home blends comfort, function, efficiency, and community living in one inviting package.

Listing is courtesy of: EXP REALTY LLC (407-641-2808)

Listing Agent: Todd Schroth, Pa (407-641-2808)

Remarks: Seller will contribute $7500 towards Buyer's closing costs with asking price purchase. MOVE-IN READY | CONSERVATION LOT with SERENE LAKE BURNETT INLET VIEWS | GATED COMMUNITY | Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home offering nearly 3,000 square feet of living space on a **PREMIUM CONSERVATION LOT** in the highly sought-after GATED COMMUNITY of HICKORY HAMMOCK. Perfectly positioned across from a PARK WITH SITTING BENCHES and sidewalk and next to a LUSH GREEN SPACE ON THE RIGHT side. Enjoy the tranquil scenery from the screened lanai of the Lake Burnett Inlet, framed by majestic oak trees draped in spanish moss. This property delivers PRIVACY, NATURE, AND EXCEPTIONAL CURB APPEAL Inside, you’ll find a bright **OPEN-CONCEPT LAYOUT featuring tile flooring throughout the first floor and luxury vinyl plank flooring on the second floor. This home boasts **CROWN MOLDING, **CUSTOM WINDOW CASINGS, **CUSTOM FEATURE WALL in the dining room and designer touches throughout. The spacious kitchen is the heart of the home with 42” cabinetry, stainless steel appliances, pantry, dry island, and a seamless flow into the great room and dining areas, perfect for entertaining and everyday living. A dedicated office/flex room on the first floor, offers the ideal work-from-home setup or bonus living space. Upstairs you will find additional living space in the oversized game room. The spacious primary suite features a cozy window bench seat, LARGE WALK-IN CLOSET, DUAL VANITIES, SOAKING TUB, WALK-IN SHOWER and private water closet. GENEROUSLY SIZED SECONDARY BEDROOMS, with two offering walk-in closets. Step outside to the screened lanai and enjoy peaceful water and conservation views from the FULLY FENCED BACKYARD with aluminum fencing, featuring dual side gates. Additional upgrades include **FRESH EXTERIOR PAINT, **NEW WATER HEATER** **NEW DISHWASHER** **NEWER WASHER AND DRYER** **GUTTERS WITH PREMIUM LEAF PROTECTION** **PRE-WIRING FOR A SECURITY SYSTEM. Residents of Hickory Hammock enjoy **RESORT-STYLE AMENITIES** including a Clubhouse, Resort Style Pool, Fitness Center, Tennis Courts, Sand Volleyball Courts, Fishing Pier, Playground, Walking Trails, Community Parks and Golf Cart Friendly Streets. Conveniently located near top-rated schools, shopping, dining, and major roadways. Only a short 10 minute drive to the Winter Garden Village or Downtown Winter Garden where you can enjoy a variety of restaurants, boutiques, Plant Street Market, coffee shops as well as the Farmer's Market on Saturday mornings. This is the Florida lifestyle Buyers have been waiting for. Schedule your private showing today.

Listing is courtesy of: CARIS REALTY AND INVESTMENTS INC (407-595-0009)

Listing Agent: Janelle Conway (407-595-0009)

Remarks: Virtually Staged. Welcome home to 921 Bending Oak Trail in highly sought-after, downtown, golf cart district of Winter Garden! This spacious 4-bedroom, 2.5-bath home is perfectly situated on a private oversized corner lot with serene pond views, offering both privacy and a peaceful backdrop. The thoughtfully designed layout features a first-floor primary suite and convenient downstairs laundry room. The main living areas showcase updated modern, stone-like tile flooring, while the kitchen offers a large walk-in pantry that extends under the staircase for exceptional storage. The spacious Living Room and covered patio are wired for a surround sound system and have beautiful water views from the windows and paver patio. Upstairs, you’ll find generously sized secondary bedrooms, including one with an oversized walk-in closet, along with a large loft ideal for a home office, playroom, or flex space, all featuring engineered hardwood flooring. Enjoy outdoor living with a spacious entertaining area and the added benefit of a rear-entry garage accessed through a private, owners-only alleyway where you can also enter the home without climbing any stairs. Major updates include a roof replacement in 2025, making this home as practical as it is beautiful. Lastly, the location is incredible, the neighborhood is extremely well maintained, offering a tranquil walking community around Brandy Lake and duck filled ponds, a sparkling community pool, entertaining pavilion, community greenspace, and perfect playground for the little ones.

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

Listing Agent: Claire Sims Llc (203-767-8109)

Remarks: Welcome to 13822 Jomatt Loop! This stunning home offers 4 spacious bedrooms, 3 full bathrooms, a bonus loft space, private office and a 3 car garage off of an expansive driveway, all perfectly situated on an OVERSIZED FULLY FENCED LOT. Designed for both comfort and entertaining, the open-concept floor plan features generous living and dining spaces filled with natural light, and was just freshly painted throughout. The primary bedroom is located on the first floor and features his and hers walk in closets with CUSTOM BUILT INS, dual vanity spaces, a free-standing soaker tub, and spa like shower. Located on the second level is a large bonus room that's perfect for kids to play, a movie room, game room, and so much more. Step back outside to your personal backyard oasis where you can enjoy year-round Florida living with a heated sparkling pool and spa that's peacefully nestled between lush landscaping and a fully fenced yard. The expansive covered lanai is enhanced by a stunning outdoor kitchen by Paradise Grills, ideal for hosting gatherings, weekend barbecues, or simply unwinding at sunset. Additional upgrades include GAS APPLIANCES, custom living room built in entertainment center, automated pool pump, and various other thoughtful finishes throughout that elevate both style and function. This home is zoned for A-rated schools including Sunridge Elementary School and Sunridge Middle School, making it an exceptional choice for families seeking top-tier education options. Schedule your showing today! With its rare oversized conservation lot, luxury outdoor living, and prime location, this home truly checks every box. Schedule your private showing today and experience the lifestyle you’ve been waiting for.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Jenna Palmero (407-697-8727)

Remarks: Welcome to this beautifully remodeled 2-bedroom, 1-bath condo with an attached garage. Move right into this stunning corner unit. This light-filled home has been thoughtfully updated throughout with fresh paint and brand-new flooring, and modern finishes that create a clean, contemporary feel. Residents enjoy access to an impressive array of resort-style community amenities, including. Swimming pool with a relaxing hot tub spa, fully equipped fitness center, indoor basketball and racquetball court, tennis court, and a convenient car wash area. Whether you're looking for your next home or a great investment opportunity, this beautifully updated condo combines comfort, style, and exceptional amenities in one attractive package. New A/C was installed on June 11, 2026

Listing is courtesy of: HOMESMART (407-476-0451)

Listing Agent: Maria Lloret (407-929-1994)

Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.

Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)

Listing Agent: Jennifer Grimes (352-223-9588)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to luxury living in the exclusive gated community of Bradford Creek in Winter Garden. Built in 2019, this beautifully designed one story residence offers 4 bedrooms, 4 full bathrooms, 2 car garage, high ceilings, and an abundance of natural light. The open floor plan is perfect for everyday living and entertaining, showcasing elegant tile flooring throughout main living areas. The spacious family room flows seamlessly into the gourmet kitchen, which comes with a gas cooktop, premium cabinetry, and generous counter space. A separate formal dining room provides an elegant setting for gatherings and special occasions. Owner's suite features a luxurious spa inspired bathroom, an oversized walk in closet, and the convenience of direct access to the laundry room. All 3 additional bedrooms come with its own private bathrooms. Enjoy Florida outdoor living on the covered lanai overlooking the fenced backyard, with no rear neighbors for added privacy. Additional highlights include a Tesla NEMA 14-50 outlet for convenient EV charging, mature landscaping, and a quiet, beautifully maintained neighborhood atmosphere. Conveniently located just minutes from SR429, this home offers easy access to downtown Winter Garden, Winter Garden Village, Orlando Health facilities, shopping, dining, entertainment, and major commuter routes. Please call today for a private showing!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Priscilla Chan, Pa (407-588-8867)

Remarks: Experience the quintessential Winter Garden lifestyle in this exceptional 3 bedroom/2.5 bathroom home, perfectly positioned within the highly sought-after Golf Cart District. This residence offers a rare park-side setting, providing picturesque views of majestic oaks with green space. For those who enjoy active community life, you are just steps away from the neighborhood pool and playground. Just a few minutes away from Downtown Winter Garden!  Exceptional Curb Appeal & Interior Elegance: from the moment you arrive, the covered front porch welcomes you with outdoor column lights, coach lights, landscaping and a framed transom over the front door. The first-floor features stylish Bahama shutters, formal living room with a double paddle ceiling fan, spacious dining area, a family room that features a gas fireplace, with tile flooring, engineered wood floors and LVP throughout the first floor. Chef-Inspired Kitchen : The heart of the home is the kitchen, which has been upgraded from an electric to a gas stove and features a redesigned pantry to maximize storage. You will also find under-cabinet lighting and modern lighting. Primary suite: The 1st floor Primary Bedroom suite serves as a private sanctuary with new flooring throughout the bedroom, closet, and bathroom, as well as a completely remodeled primary bathroom.   The second story split floor plan: The transition to the second floor is highlighted by a staircase and balcony where traditional wood newels have been replaced with elegant rod iron. The second story features 2 spacious bedrooms , a full sized guest bathroom and at center stage of the upstairs landing is a bonus area for additional lounging area/home office or play area. Outdoor Oasis: Step outside to your private retreat: a rear enclosed screened-in room that perfectly encompasses the lanai and soaker pool area. The outdoor space is further enhanced by: An extended patio deck around the pool, a new fan on the lanai for year-round comfort, a rebuilt pool pump with pool equipment housing, a new fence with a leveled concrete retaining wall base, accented by fence and landscape lighting.  Systems & StorageSolutions: This home offers incredible peace of mind with a new roof (installed 11/2020) and a brand-new AC system (3 weeks old) with a transferable warranty. Storage is a priority here, with a garage featuring built-in file cabinets, recessed ceiling lights, shelves, appliance storage, and overhead shelving, plus additional attic storage. Functional extras include a built-in wall safe, a generator pad, and a security camera at the rear of the home.  Schedule your private showing today!

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

Listing Agent: Lorie Gullian (407-928-8078)

Remarks: Welcome to 217 W. Story Road, a beautifully located home in Downtown Winter Garden, Florida, offering the walkable, golf cart friendly lifestyle that has made Winter Garden real estate some of the most sought after in Central Florida. Situated just a few blocks from the iconic Plant Street Market, this home places you in the center of everything that makes historic Downtown Winter Garden one of the area's premier destinations. Enjoy convenient access to local restaurants, boutique shopping, coffee shops, breweries, and the award winning West Orange Trail. Spend your weekends at the popular Winter Garden Farmers Market, live entertainment events, and seasonal festivals, all just minutes from your front door. Located in the highly desirable golf cart district, residents can easily access Downtown Winter Garden's newest restaurants and exciting developments that continue to enhance the area's charm and long term appeal. With close proximity to Winter Garden Village, major highways, Walt Disney World, and all that Central Florida has to offer, this location combines small town character with modern convenience. Whether you're searching for a home near Plant Street Market, a property in the golf cart district, or a home in historic Downtown Winter Garden, 217 W. Story Road offers a rare opportunity to experience one of the most desirable lifestyles in Winter Garden, FL.

Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)

Listing Agent: Matthew Mckee (407-948-0658)

Remarks: This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures both privacy and functionality. Step into the expansive great room, complemented by a kitchen that will well exceed your expectations. Boasting wood look plank tile flooring, soft-close cabinetry, and Bosch stainless steel appliances, this culinary haven includes a massive quartz island perfect for both meal preparation and dining. Indulge in the elegant dining room adorned with a coffered ceiling, welcoming family and friends for memorable festive gatherings. The primary suite is an oversized sanctuary with coffered ceilings, custom California Closets, a luxurious newly installed Jacuzzi tub, and a rejuvenating shower. The 2nd bedroom is an oversized private bedroom suite with a full bath which is ideal for second primary bedroom, fitness room or playroom. The strategically located middle 3rd bedroom, featuring French doors, is an ideal space for a home office. The private 4th bedroom is en-suite and completes the first floor. The upstairs bonus room, complete with a powder room, offers versatility for home theater entertainment, game room or relaxation. Just a few minutes' walk to Winter Garden Village for shopping, dining and numerous events throughout the year, major commuter routes close by, walking, biking, and jogging trails. Just under a mile from downtown Historic Winter Garden, where the ever-popular Farmer's Market takes place every Saturday and of course, the well-known West Orange Trail that runs down the middle of the town. Bring your most discerning buyer – this home is a true delight that surpasses expectations!

Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)

Listing Agent: Julie Bettosini, Pa (321-689-9594)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong impression with its tile roof, enhanced landscaping, and well manicured appearance, setting the tone for what’s inside. The interior opens to a bright, expansive layout with high ceilings, neutral finishes, and multiple living and dining areas designed for both everyday comfort and entertaining. The heart of the home is the open-concept kitchen, featuring abundant cabinetry, walk-in pantry, granite countertops, stainless steel appliances, extended butler's pantry style prep area, and a large center island that flows seamlessly into the main living area. Natural light fills the space, creating an inviting atmosphere that connects effortlessly to the indoor and outdoor living areas. The first floor dedicated office provides the ideal work-from-home setup or can easily function as a flex space to suit your needs. Upstairs, a spacious loft/bonus area offers additional versatility—perfect for a media room, playroom, or secondary living space. The primary suite is generously sized and features tray ceilings, large windows, and a relaxing, private feel. The en-suite bathroom includes dual vanities, a walk-in shower, walk-in closet, and ample storage, creating a comfortable retreat at the end of the day. Step outside to your private backyard oasis, where the SCREENED-IN POOL and covered lanai deliver the ultimate Florida lifestyle. The pool is equipped with SOLAR HEATING for year-round enjoyment and a NEW POOL PUMP for efficiency. A standout feature is the $7,000 integrated smart exterior lighting system, including the pool enclosure, creating a stunning nighttime ambiance perfect for entertaining. Additional upgrades include a new gutter drainage system and overhead garage storage racks, offering both convenience and functionality. Located in Johns Lake Pointe, residents enjoy access to resort-style amenities including a community pool, fitness center, playground, and sports courts, all while being just minutes from major highways, shopping, dining, Winter Garden's Historic Plant Street, and everything Central Florida has to offer. Only a short drive to Disney! Close to HIGH-RATED SCHOOLS. This is a rare opportunity to own a move-in ready home that combines space, upgrades, and lifestyle in one exceptional package. Call now for your private showing!

Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)

Listing Agent: Andrew Kincaid (407-304-0454)

Remarks: Virtually Staged. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!

Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)

Listing Agent: Josh Owens (321-436-0110)