Homes for Sale Near West Orange High in Winter Garden - 175 homes

Remarks: Virtually Staged. Fabulous 5 bedroom, 4 bath pool home lovingly cared for by the original owners. Situated near the end of a cul-de-sac on an almost ½-acre lot with a fully fenced backyard in the gated community of Wintermere Pointe! A long driveway provides ample parking and leads to the OVERSIZED 3-CAR GARAGE, which was extended an additional 4 feet during construction to provide exceptional storage space. Inside, this spacious and thoughtfully designed home features tile flooring throughout the main living areas downstairs, wood laminate flooring in the family room, and new carpet coming soon for the staircase and upstairs 5th bedroom. The desirable 3-way split bedroom floor plan provides wonderful privacy for family and guests. Featuring loads of storage throughout, including an oversized under-stair storage closet in the back hall, a generously sized linen closet in the alcove between Bedrooms 2 and 3, and an additional storage closet in the laundry room. The primary suite is privately located on one side of the home and features French doors opening to the lanai and pool, two walk in closets and a beautifully UPDATED primary bath with new flooring, separate vanities that offer plenty of storage, quartz countertops, a renovated shower with glass surround and updated showerhead plus a private water closet with a new commode. All commodes throughout home have been replaced with "comfort height" commodes. At the heart of the home is the spacious kitchen offering abundant cabinetry, granite countertops and LG stainless appliances (Bosch dishwasher) replaced in 2022. The kitchen opens to the family room w/surround sound, creating a comfortable and inviting space for everyday living and entertaining. Upstairs, the huge 5th bedroom offers incredible flexibility with two walk in closets and a private bathroom - perfect for guests, multigenerational living, a bonus room or private retreat. Outdoor living is exceptional! A huge Florida room was added across the back of the home, providing additional all-season living and entertaining space beyond the screened pool and lanai. The expansive, fully fenced backyard and almost ½-acre homesite provide plenty of room to enjoy the Florida lifestyle. MAJOR UPDATES INCLUDE: ALL NEW energy-efficient windows (June 2023) and doors (2024), Water softener (February 2024), Water heater (September 2023), garage door opener (2021), Roof (May 2017) and HVAC (September 2015) with annual maintenance service. AC ducts were inspected with boots resealed to drywall and collars in June 2019, then professionally cleaned and inspected in March 2024. Annual septic service, including draining and filter cleaning, was completed in January 2026, and the dryer vent was cleaned in April 2026. The transferable termite bond renews in November 2026. Additional improvements include replacement of the sprinkler meter including the majority of electrical sprinkler valves, gutter cleaning and sealing and installation of Gutter Guards in March 2025, along with replacement of two electrical valves at the pool pump. THE LOCATION IS FANTASTIC! Just 5 minutes to Winter Garden Village for abundant shopping and dining, including the new Seasons 52 coming soon. Approximately 10 minutes to charming Downtown Winter Garden with its popular restaurants, shops and Saturday Farmers Market and approximately 16 minutes to Disney! Zoned for highly rated Lake Whitney Elementary, SunRidge Middle, and West Orange High School. This home is truly a special opportunity!

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

Listing Agent: Sherri Palmer (407-718-0412)

Remarks: Under contract-accepting backup offers. Welcome to one of Winter Garden's most coveted addresses — nestled in the heart of the Golf Cart District, this beautifully appointed Oakland Park home delivers the Florida lifestyle you've been waiting for. With 4 bedrooms, 3.5 bathrooms, and 3,012 square feet of thoughtfully designed living space, this 2013-built corner lot residence blends everyday comfort with elevated finishes at every turn. Step inside to soaring vaulted ceilings in the family room that create an immediate sense of volume and light. Rich wood flooring flows through the downstairs living areas, complemented by clean ceramic tile and plush carpet in the bedrooms — a seamless combination of warmth and function. The open layout is designed for real living, whether it's a quiet evening in or hosting the people you love most. Outside, brick pavers set the tone for an outdoor living experience that's genuinely special. A large covered back patio creates the perfect setting for morning coffee or evening entertaining, while a classic breezeway connects the home to the garage with both style and practicality. But it's the location that truly sets this home apart. Oakland Park is one of Central Florida's most sought-after communities — complete with two resort-style pools, a beautifully appointed clubhouse, and a dedicated dog park. Step outside your door and hop on your golf cart to access the iconic West Orange Trail, or cruise just minutes into the heart of Downtown Winter Garden, where Plant Street Market, award-winning restaurants, rooftop bars, and a thriving local food scene await. This is the rare home where community, convenience, and character all converge.

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

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

Remarks: Tucked inside a sought-after gated community, this beautifully designed 4-bedroom, 4-bath home offers the perfect blend of comfort, elegance, and everyday livability. From the moment you arrive, you’ll appreciate the sense of privacy, space, and thoughtful design that make this home truly special. With formal living and dining rooms, a private office/study, and a spacious bonus room with a full bath, there is room for everyone to live, work, gather, and unwind. At the heart of the home, the centrally located kitchen brings everything together, opening naturally to the main living areas and creating an ideal setting for both entertaining and daily life. Appointed with granite countertops, a center island, double ovens, and a pantry, it is as functional as it is inviting. Beautiful crown molding, decorative wall details, and tile flooring throughout the main living spaces add warmth and character, while the bedroom spaces offer comfort and privacy. The primary suite is a peaceful retreat, privately positioned and complete with two walk-in closets, dual vanities, a soaking tub, and a separate shower. Secondary bedrooms are thoughtfully arranged, including a Jack-and-Jill bath, while the bonus room provides flexible space for guests, a media room, a playroom, or multi-generational living. Step outside and enjoy your own private Florida oasis. The screened saltwater pool, convenient pool bath, and expansive paver deck with both covered and open-air areas create the perfect backdrop for quiet mornings, weekend gatherings, and year-round outdoor living. Backing to a green area, the setting feels peaceful and private, offering a rare sense of escape while still being close to everything. Located near Winter Garden Village, Highway 429, top-rated schools, shopping, and dining, this exceptional home offers not just a place to live, but a lifestyle to love. Make sure to check out the 3D tour and Virtual tours.

Listing is courtesy of: MARTI PURDY PROPERTIES INC (407-614-6177)

Listing Agent: Marti Purdy (407-761-0848)

Remarks: Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

Listing is courtesy of: KARDOSH REALTY (407-499-4466)

Listing Agent: Noah Araujo (407-728-4224)

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the highly desirable Reserve at Carriage Pointe community! This spacious two-story home features an open-concept floor plan, a well-appointed kitchen overlooking the main living area, and a three-car garage. Step outside to your private screened lanai, where you'll find a gas-heated pool, spa, and fully equipped outdoor kitchen—perfect for year-round entertaining and relaxing. The home is also equipped with solar panels, providing energy efficiency and the potential for lower utility costs, as well as a Tesla charging station in the 3-car garage for added convenience. Ideally located near shopping, dining, major highways, and top-rated schools, this exceptional home offers the perfect blend of comfort, style, and modern amenities.

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

Remarks: **Click the Virtual Tour Link for 3-D walk-through tour** Welcome home to this well maintained FIRST FLOOR 3-bedroom, 2-bath condominium in Winter Garden, ideally located near shopping, dining, and with easy access to major roadways for trips to the airport and theme parks. This corner unit condo offers convenience to parking and features an open floor plan with spacious living room plus a den - perfect for a home office or flex space. The kitchen includes a breakfast bar, pantry, and convenient laundry room just through the kitchen. The split floor plan provides privacy to the primary suite with walk-in closet, linen closet, and en-suite bathroom. Additional bedrooms also feature walk-in closets and the hallway bathroom has an extended vanity for extra space and storage. Residents of Southern Pines Condos enjoy an exceptional array of amenities such as a pool and spa, outdoor kitchen, clubhouse with theater, office space and billiards, indoor basketball and racquetball courts, fitness center, playroom, covered outdoor playground, tennis and beach volleyball courts, and a car wash station. The gated community's HOA fee includes cable, internet, water, sewer, trash, and exterior maintenance, making for a truly low-maintenance lifestyle. Call for a showing today!

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Jessica Stone (407-484-2879)

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: An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.

Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)

Listing Agent: Garry Walmsley (407-923-2134)

Remarks: One or more photo(s) has been virtually staged. Seller Offering a CREDIT Toward Buyer Closing Costs! HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. 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)

Remarks: Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.

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

Listing Agent: Simi Lakhani (407-408-7393)

Remarks: Experience the Best of Downtown Winter Garden Living!!! Perfectly positioned in the highly sought-after Heritage at Plant Street, this exceptional corner-unit townhome offers the ultimate blend of luxury, convenience, and low-maintenance living—all within Winter Garden's coveted Golf Cart District and with direct access to the acclaimed West Orange Trail. Built in 2018 by M/I Homes and lovingly maintained by its original owners, this beautifully upgraded 3-bedroom, 2.5-bath residence with a 2-car epoxy-finished garage showcases thoughtful design, premium finishes, and one of the community's most desirable locations. The HOA covers exterior maintenance—including the roof and landscaping—so you can enjoy a carefree lifestyle. The coveted corner location offers abundant natural light, added privacy, a grassy side yard perfect for pets or play, and guest parking just steps from the front door. Inside, the popular Windham II floor plan features soaring ceilings, an open layout, and a bright flex room ideal for a home office, playroom, or second living area. The designer kitchen impresses with GE Profile slate appliances, a natural gas cooktop, stacked convection wall oven and microwave, 42-inch cabinetry, Silestone countertops, tile backsplash, under-cabinet LED lighting, and an oversized island with breakfast seating. It opens seamlessly to the dining area and great room, where corner windows fill the space with natural light. Large-format ceramic tile runs throughout the first floor. A spacious laundry room with a full-size washer and gas dryer, plus oversized under-stair storage, adds everyday convenience. Upstairs, the private owner's suite features a walk-in closet and an elegant bath with a dual Silestone vanity and a tiled walk-in shower with seamless glass enclosure. Two additional bedrooms share a stylish full bath with coordinating finishes. French doors with built-in blinds lead to your private screened brick-paver courtyard with covered and open seating areas overlooking the grassy side yard. The rear-entry garage includes screened sliders that create a refreshing cross breeze into the courtyard. Additional upgrades include ENERGY STAR® Low-E windows, energy-efficient HVAC, whole-home water softener and conditioner, under-sink instant hot water, premium whisper-quiet ceiling fans with remotes, faux wood blinds, and a timeless neutral interior palette. The townhome was used as a second/vacation home so can be sold fully furnished!!! Residents enjoy a community pool and dog park, all just minutes from the award-winning restaurants, boutiques, breweries, farmers market, and year-round events of historic Downtown Winter Garden. Rarely does a corner-unit home of this caliber become available. Enjoy designer upgrades, abundant natural light, and true lock-and-leave convenience in one of Central Florida's most desirable downtown communities. Hop on your golf cart, explore the West Orange Trail, and experience the vibrant Winter Garden lifestyle.

Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)

Listing Agent: Mark Hide (407-832-7332)

Remarks: Large Price Improvement. Downstair location, peace and ease with this updated 2/2 FIRST FLOOR condo in Winter Garden. You will love this condo placement in the rear of the community near the pond with fountain, community pool, rentable clubhouse, basketball courts and NO STAIRS. Enjoy the private setting while sitting on your screened porch with your favorite book or beverage and the frequent visits from the neighborhood ducks. The condo has been updated to include the cabinets, counters, updated bathrooms and tile floors throughout. Move in ready so just grab your things and come on. What's Nearby? ANYTHING you could need or want. Only 1.5 miles from downtown Winter Garden, 2.5 miles to Winter Garden Village, 15 miles to Walt Disney World® and other theme parks, 24 miles to MCO Orlando's International Airport/Brightline highspeed passenger train and just over an hour to dip your toes in salty water and sand on Florida's World Famous Beach in Daytona. Downstair units with perfect location do not come around often so book your private tour today and ask your REALTOR for the video walk through link.

Listing is courtesy of: BONJORN REAL ESTATE (352-394-2112)

Listing Agent: Mendy Bacon (407-383-7213)

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, PAID OFF 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: 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: Enchanting newly built home in Avalon Ridge with a private pool, located in one of the most desirable areas of Winter Garden. This beautiful residence has been thoughtfully designed and features 4 bedrooms with carpet flooring, 3 full bathrooms, and a perfect blend of modern space, functionality, and elegant finishes. The living area features sliding glass doors that open to the outdoor space and private pool, creating the perfect setting for entertainment and relaxation. The spacious living room flows seamlessly into a large kitchen equipped with modern cabinetry, stainless steel appliances, elegant countertops, and a generous center island. The primary suite offers a spacious bathroom with dual sinks, a large walk-in closet, and a comfortable walk-in shower. The three additional bedrooms provide plenty of space for family members or guests. The three-car garage offers ample room for vehicles, storage, or even a workspace. Ideally located in a rapidly growing area, just minutes from major highways, shopping centers, restaurants, and top-rated schools. Don't miss this opportunity—schedule your showing today!

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

Listing Agent: Thiago De Ataide (407-745-9283)

Remarks: Price Reduction! Owner says SELL!! 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: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed five 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 that provides endless possibilities for a media room, playroom or office, two additional bedrooms and a full bathroom. 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: Welcome to Historic Winter Garden, Florida. NO HOA! Where small-town charm, community, and modern living come together, and you keep more of what's yours with no HOA fees. Built in 2023, this beautifully designed 4-bedroom, 2-bath home with a 1-car garage offers the perfect blend of contemporary comfort and timeless neighborhood character. Start your mornings on the inviting front porch, the ideal spot for coffee, fresh air, and easy neighborhood conversations. Step inside to an open-concept layout that feels bright, spacious, and instantly welcoming, whether you're hosting friends or enjoying a quiet evening in. The modern kitchen impresses with granite countertops, sleek cabinetry, and a generous workspace that flows seamlessly into the main living areas. Laminate flooring throughout the main living spaces adds a clean, low-maintenance finish. Beyond your front door, downtown Winter Garden is just minutes away, a historic district one of Central Florida's most beloved. Spend your weekends at the popular Saturday Farmers Market, dining at local restaurants ranging from cozy cafés to fine-dining establishments, or soaking up the seasonal festivals and community events that give this area its unmistakable energy. Newer construction. Modern finishes. A welcoming, active community. And no HOA. This Winter Garden gem checks every box, so don't miss your chance to make it yours.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Nicole Mickle (407-353-0826)

Remarks: Welcome to 1061 Portmoor Way, a single-story 4-bedroom, 2-bathroom home located in the highly desirable Stoneybrook West community—a 24-hour manned, guard-gated golf community known for its resort-style living. This home features inviting modern living spaces that flow seamlessly to a fully fenced backyard with a patio, creating the perfect setting for outdoor relaxation and entertaining. New Roof installed in 2020, water heater installed in 2022, stainless steel appliances, modernized kitchen, tiled floor in kitchen, bathrooms and laundry room. Residents of Stoneybrook West benefit from an outstanding amenity lifestyle, including 24-hour security, a clubhouse, fitness center, resort-style pool, tennis, basketball and volleyball courts, playground, fishing dock, and a boat ramp with access to Black Lake. The community is also home to Stoneybrook West Golf Club and SB Prime restaurant and bar. HOA dues include internet and Spectrum TV, offering added convenience and value. Ideally located minutes from Winter Garden Village, downtown Winter Garden, and SR-429, this home provides easy access to shopping, dining, entertainment, and everyday essentials while still offering a peaceful, gated community setting.

Listing is courtesy of: ENGEL & VOLKERS CLERMONT (407-905-6700)

Listing Agent: Lisa Reed (407-509-7995)

Remarks: Welcome to 13728 Fox Glove St, a MOVE-IN READY luxury home on the 14th hole in the guard-gated golf community of Stoneybrook West in Winter Garden. This 5-bedroom, 3.5-bath home offers nearly 3,400 sq ft with soaring ceilings, abundant natural light, and an open-concept layout perfect for living and entertaining. Neutral tones create a bright, timeless feel throughout. Enjoy seamless indoor-outdoor living with dual sliding doors leading to an oversized covered lanai, screened pool, and stunning golf course views. Major updates include a NEW ROOF (2025), NEW UPSTAIRS AC (2025), and DOWNSTAIRS AC (2022). Community amenities include 24-hour security, golf, clubhouse, fitness center, resort-style pool, sports courts, playground, fishing pier, and Black Lake access with boat ramp. Convenient to Winter Garden Village, SR-429, and downtown Winter Garden. TOP RATED SCHOOLS! Call today!

Listing is courtesy of: CRYSTAL CLEAR REALTY LLC (904-716-1927)

Listing Agent: Crystal Duckworth (904-716-1927)