Homes for Sale Near West Orange High in Winter Garden - 130 homes

Remarks: Under contract-accepting backup offers. Welcome to The Orchard, a tidy gated community of townhomes in sought-after Winter Garden. This residence blends modern comfort with low-maintenance living, offering a bright, open layout that feels inviting from the moment you step inside. Thoughtful upgrades elevate every space—stylish flooring, fresh finishes, and a contemporary color palette create a clean, move-in-ready atmosphere. The kitchen serves as the heart of the home, featuring new appliances, fine cabinetry, sleek countertops, and a functional layout ideal for everyday living. The open-concept living and dining areas flow seamlessly to a private outdoor space, perfect for morning coffee or unwinding at the end of the day. Upstairs, spacious bedrooms provide comfort and flexibility, while the primary suite offers a peaceful retreat with generous closet space and an updated en-suite bath. A dedicated laundry area and attached garage add convenience to the home’s thoughtful design. Residents of The Orchard enjoy gated security, a tranquil pool area and playground, and a prime Winter Garden location just minutes from shopping, dining, top-rated schools, and the charm of downtown Winter Garden. Tastefully updated, well-maintained, and ideally located—this townhome is the perfect blend of style and convenience.

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Drew Ross (407-383-6497)

Remarks: Rare LAKEFRONT Gem in Highly Sought-After Westfield Lakes! This is your chance to own a stunning Taylor Morrison built LAKEFRONT pool home in the desirable Westfield Lakes community! Beautifully maintained and tastefully updated, this spacious 4-bedroom, 3-bath home also features an upstairs bonus room—perfect for a home office, media room, or guest retreat. From the moment you arrive, you’ll be captivated by the lush landscaping, brick paver driveway, and three-car garage. Step through the elegant stained glass double entry doors into a light-filled, split floor plan with luxury light wood vinyl plank flooring and plantation shutters throughout. The formal living and dining rooms offer sophisticated spaces for entertaining, while the heart of the home—the gourmet kitchen—was completely updated in 2018 and boasts double ovens, electric cooktop, microwave, designer pendant lighting, custom backsplash, and an oversized Cambria granite island that comfortably seats 8. The kitchen opens to a bright and inviting family room featuring a custom built-in entertainment center and electric fireplace. Enjoy peaceful lake views from the extended master suite, complete with tray ceiling and private seating area. The fully remodeled spa-like master bath (2023) offers a Roman tub, gorgeous walk-in shower, and dual sinks. The thoughtfully designed layout ensures privacy, with the second bedroom featuring an ensuite bath and pocket door, while bedrooms 3 and 4 are located at the rear of the home and share a third full bath. Bedroom 4, with double doors and lake views, is ideal for guests or a home office. Upstairs, the bonus room with double windows overlooking the lake provides even more flexibility. Step outside through French doors to your private lakefront oasis—a solar-heated pool and spa surrounded by an expansive brick paver patio, ideal for dining, relaxing, and entertaining. Located on Lake Beulah, an 18-acre natural spring-fed lake, this home offers tranquil views, non-motorized water activities, and an abundance of natural wildlife. Westfield Lakes features two community fishing docks, tennis courts, and two playgrounds. Additional highlights include: • New roof (2021) • New A/C units (2020) • Numerous updates throughout including new fans, designer lighting, and fixtures Prime location—just minutes to Winter Garden Village, charming downtown Winter Garden, top-rated schools (West Orange High School across the street), and with easy access to all major highways, theme parks, and Central Florida attractions. ? This is a true must-see lakefront paradise—schedule your private tour today!

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

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

Remarks: Under contract-accepting backup offers. GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.

Listing is courtesy of: GALLOWAY REAL ESTATE (407-421-9990)

Listing Agent: Sidney Galloway (407-421-9990)

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: 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: Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept layout that seamlessly connects the living, dining, and kitchen areas—perfect for entertaining. The kitchen is designed for both function and style, offering abundant stylish cabinetry, gorgeous backsplash, elegant gold hardware, granite countertops, NEW Refrigerator, NEW microwave, NEW dishwasher, GAS stove and generous prep space. A screened courtyard with pavers creates a more private/secure outdoor retreat between the home and the detached 2-car garage. Whether you envision an outdoor lounge, garden oasis, or entertainment space, the possibilities are endless. Upstairs you will find upgraded- low maintenance flooring through out and your own private owner’s retreat. The spacious primary suite features a walk-in closet and an impressive ensuite bath designed to impress. Two additional bedrooms share a full bathroom, offering flexibility for guests, family, or a home office setup. A convenient half bath is located downstairs for visitors. Enjoy your summer months cooling off in the COMMUNITY POOL which is located just a couple of minutes from your front door. This community is ideally positioned between the West Orange Trail Park and the Winter Garden Branch Library, and just minutes from the 429 for easy commuting. If you like to run or bike this home is the perfect place for you since it is located along the West Orange Trail. Walk—or hop on your golf cart—to downtown Winter Garden where you’ll enjoy the vibrant atmosphere of Plant Street Market, known for its local food vendors, craft brews, artisan goods, and year-round community events. Located close to the community pool and surrounded by everything that makes Winter Garden special, this home truly offers the lifestyle buyers are searching for. Lower utility bills since it's an inside unit, double pane windows and a Instant Hot Gas Water Heater. Schedule your private showing today and experience why this location is so highly sought after.

Listing is courtesy of: CORCORAN CONNECT LLC (407-953-9118)

Listing Agent: Milinda Knollinger (321-624-7384)

Remarks: Welcome to this beautifully maintained 5-bedroom, 3-bathroom home offering comfort, space, and versatility for modern living. With a thoughtfully designed floor plan, this home is perfect for families, multigenerational living, or anyone needing extra space for a home office or guest rooms. The open living areas are filled with natural light and provide a welcoming atmosphere for both everyday living and entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly into the dining and living areas, ideal for gatherings and family meals. The primary suite features a private bathroom and generous closet space, creating a relaxing retreat. Additional bedrooms are well-sized and flexible, perfect for children, guests, or work-from-home needs. Three full bathrooms ensure comfort and convenience for everyone. Outside, enjoy a private backyard with plenty of room for outdoor entertaining, play, or relaxation. Whether you envision weekend barbecues, a garden, or a peaceful outdoor escape, this space delivers. Conveniently located near schools, shopping, dining, and major roadways, this home combines space, comfort, and location, ready for its next owner to make it their own. Serious buyers welcome. Schedule a showing today!

Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)

Listing Agent: Matt Buttner (352-385-7636)

Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!

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

Listing Agent: Ashley Boyd (321-209-5540)

Remarks: Experience refined Florida living in the heart of Winter Garden, where timeless architecture, thoughtful design, & an unbeatable location come together in this exceptional custom-built residence. Situated on an expansive corner lot (~1/4 of an acre) overlooking one of the community’s most beloved PARKS, this four-bedroom (w/ room for a 5th & office), four-bath luxury HEATED POOL home offers privacy, space, & picturesque views. You’re moments from stunning sunsets, a walk by the LAKE, multiple parks & playgrounds, the community clubhouse, & direct access to the scenic WEST ORANGE TRAIL— a 22-mile paved trail ideal for biking, jogging, & casual strolls. From the moment you arrive, the stunning brick-accented front porch sets the tone, offering a welcoming space to relax while enjoying tranquil park views. Inside, rich wood flooring flows throughout the main living areas, complementing the home’s elevated finishes, such as crown molding, wainscoting, trim work, & custom built-ins. At the heart of the home, the chef’s kitchen is a true showpiece. Outfitted with premium Thermador & JennAir appliances, QUARTZITE counters, custom cabinetry, designer fixtures, a walk-in pantry, & spacious gathering space, this kitchen was designed for both everyday living & elegant entertaining. The adjacent dining & living areas are bathed in natural light, enhanced by multiple French doors that frame panoramic views of the pool and backyard retreat. The indoor-outdoor connection is simply spectacular. Step outside to your private oasis featuring a sparkling resort-style pool (runs with an ozonator) with travertine decking, generous covered lanai, & an outdoor kitchen equipped with a mini fridge & 48 inch griddle. Each of the four bedrooms is generously sized, offering comfort & versatility for family & guests. One generously sized bedroom is downstairs, which has access to the pool & park through French doors. The primary suite serves as a luxurious retreat with a spa-like bath & dual closets, while all four baths (three en-suite) are thoughtfully designed with quality finishes (marble upstairs, quartzite downstairs). Need an elevator? There's space for the addition! A well-appointed MUDROOM adds everyday convenience & organization, seamlessly blending practicality with style. Additional FEATURES: whole house water filtration system, in-ceiling speakers in the living room, the lanai by the pool, & front porch, tankless water heaters, hard wired cameras inside/out, ample storage, landscape lighting, Cat 6 wiring w/ WiFi access points, & an OVERSIZED garage (~2 1/2). Just a short GOLF CART ride away, you’ll find the charm & vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, community connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks. Custom built POOL homes are RARE to market in Oakland Park. Make this DREAM home your reality today!

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

Listing Agent: Ashley Boyd (321-209-5540)

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)

Remarks: Pre-Construction. To be built. Welcome to one of the most anticipated new builds at Grove at the Harvest District — the Sunburst Plan by Davila Homes, a luxury new construction masterpiece designed for those who prioritize space, style, and lifestyle. Spanning 4,204 livable square feet with 5,665 total square feet, this stunning 5-bedroom, 5.5-bath estate is thoughtfully designed from the ground up to blend elevated living with effortless entertaining. Every inch reflects Davila Homes' signature commitment to superior craftsmanship, custom finishes, and exceptional attention to detail. Step inside and discover a floor plan built for the way you actually live — an executive office for focused work, a versatile loft for flexible living, and a gracious layout that flows naturally from the heart of the home to the outdoors. The second-floor covered terrace invites year-round relaxation with a front-row view of your private retreat below, where a custom pool and fully equipped summer kitchen set the stage for unforgettable gatherings. The three-car garage rounds out a home that delivers on every level — from daily functionality to that rare feeling of arriving somewhere truly special. Located within the coveted Grove at the Harvest District, this is more than a home — it's a legacy address in one of Central Florida's new communities.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Alexis Anderson (561-670-5901)

Remarks: One or more photo(s) has been virtually staged. Prime Winter Garden Location | Westfield Lakes Welcome to this lovely 5-bedroom, 3-bathroom single-family home in the highly sought-after Westfield Lakes community. With strong curb appeal and a well-maintained interior/exterior, this residence stands out the moment you arrive. Recent updates make ownership effortless: roof and gutters (2021), full exterior paint (2021), interior paint (2025), HVAC system (2021), and water heater (2020). Inside, you’ll love the generous open-concept living areas featuring a spacious family room flowing into the kitchen, plus a separate living and dining room perfect for entertaining. The kitchen shines with stainless steel appliances, generous 42” wood cabinetry, a large walk-in pantry, and a sunny breakfast nook. The oversized primary suite is a true retreat, complete with space for a sitting area and direct access to the screened lanai. Its ensuite bath offers a split vanity, jetted tub, and separate shower. A second bedroom includes its own private bath, while bedrooms three and four sit conveniently near the kitchen and share a full bath. The fifth bedroom currently serves as a home office with built-in cabinetry. This room can easily transition into a bedroom and has a built-in closet. The screened lanai provides a private space to relax as there are no rear neighbors! Additional highlights include a 3-car garage and ample room for parking and storage. Westfield Lakes residents enjoy fantastic amenities: two playgrounds, tennis and pickleball courts, and two community fishing docks on Lake Beulah. Families appreciate that students can walk to West Orange High School. Conveniently located minutes from Highway 50, SR 408, SR 429, the Florida Turnpike, Historic Winter Garden, Winter Garden Village, the Aquatic Center, YMCA, and all major Orlando attractions.

Listing is courtesy of: XCELLENCE (866-595-6025)

Listing Agent: Layali Salem (407-274-7964)

Remarks: WELCOME to this stunning 4-bedroom, 2.5-bathroom home offering 2,931 square feet of thoughtfully designed living space, perfectly situated on a premium conservation lot across the street from a park, with a green space on the right and overlooking a peaceful and picturesque inlet off Lake Burnett. Framed by majestic oak trees draped in Spanish moss, the setting provides both privacy and breathtaking natural beauty. As you enter, you are greeted by an elegant dining room featuring a custom accent wall, setting the tone for the home’s stylish design. Double doors to the left open into a versatile office or flex space, ideal for working from home or creating a quiet retreat. The entire first floor showcases tile flooring, combining durability with a clean, polished look. Toward the back of the home, the kitchen and great room are perfectly positioned to capture serene views of the screened lanai, the beautifully landscaped yard, tranquil inlet and majestic oak trees. The spacious kitchen features 42-inch cabinets, a large kitchen island, and stainless steel appliances, creating a functional and inviting space ideal for both everyday living and entertaining. The seamless flow into the great room enhances the open-concept design, making it the true heart of the home. Natural light pours in through numerous windows, each enhanced with custom window casings, while crown molding throughout the home adds a refined architectural touch. As you make your way upstairs, you’ll notice decorative wall niches accented with molding that beautifully matches the window casings, adding character and architectural interest to the space. Upstairs, luxury vinyl plank flooring extends seamlessly through the game room as well as all of the bedrooms and closets, offering both style and functionality. The spacious primary suite is a true retreat, complete with a charming bench window seat. The en suite bathroom features a walk-in shower, double vanities, soaking tub, and a generously sized walk-in closet. The additional bedrooms are impressively sized, with two offering walk-in closets, providing ample storage for family and guests. Step outside to enjoy Florida living at its finest on the screened lanai, overlooking the serene inlet and lush landscape. The fully fenced yard features an aluminum fence with gates on both sides, blending security with unobstructed views of the natural surroundings. The exterior has been freshly painted, and the home includes a new water heater, gutters with premium LeafGuard protection, and is pre-wired for a security system for added peace of mind. Located in the highly desirable gated community of Hickory Hammock, residents enjoy resort-style amenities including a swimming pool, sand volleyball court, playground, tennis courts, a 3,600-square-foot clubhouse with catering kitchen and meeting spaces, as well as a community park. This home beautifully combines elegant style, comfort, and a one-of-a-kind setting. Don’t miss the opportunity to make 15665 Citrus Harvest your HOME!

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

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

Remarks: Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)

Listing Agent: Alexis Anderson (561-670-5901)

Remarks: Welcome to this beautifully designed ONE-STORY, 3 Car Garage, 4 Bedroom, 3 Bathroom Home offering 2,711 Sq Ft of bright, open living space on a desirable Corner Lot with a charming front porch, perfect for enjoying Florida living. From the moment you enter, you’re greeted by a flexible layout that truly fits any lifestyle, featuring a spacious Private Office and Formal Dining Room at the front of the home. The heart of the home opens up to a stunning Kitchen and Family Room Combo, ideal for both everyday living and entertaining. The Kitchen showcases stainless steel appliances, granite countertops, stylish backsplash, and abundant cabinetry, all overlooking the main living space. Enjoy No Carpet Throughout, with Tile and New Luxury Vinyl Flooring creating a clean, modern feel. The Split Floor Plan offers privacy for guests and family, while the primary suite is a relaxing retreat with a garden tub, frameless glass shower, and generous space. Designed with functionality in mind, the home features a Large Drop Zone with Storage just off the 3-Car Garage, complete with New Epoxy Flooring, plus plenty of closet space throughout. Step outside to a backyard and covered lanai, perfect for outdoor dining, relaxing evenings, or play space for pets and family. Located in the highly desirable Johns Lake Pointe community, you’ll enjoy Resort-Style Amenities just a short walk away, including a Community Pool, Clubhouse, Fitness Center, Yoga Room, Tennis & Pickleball Courts, and Playground. Surrounded by natural beauty and just minutes to Johns Lake, Tucker Oaks Park, Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, and major highways - this location truly has it all. Move-in ready, beautifully maintained, and designed for today’s lifestyle, this home checks every box. Schedule your private showing today!

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

Listing Agent: Denise Gregorie (407-463-0080)

Remarks: BROKER OPEN MAY 9 STARTING 12PM. THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED. Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed. Spanning a grand two-story layout, this residence offers 6 bedrooms, 5 full baths, and 2 half baths, seamlessly blending modern sophistication with elevated functionality. From the moment you enter, you’re met with striking architectural presence, enhanced by custom high-end carpentry, bespoke built-ins, designer vanities, and fully customized walk-in closets; every inch curated with intention. The home is grounded by premium upgraded flooring throughout and anchored by a true gourmet kitchen, a showpiece space designed for both everyday living and elevated entertaining. Flowing effortlessly into expansive open-concept living areas, this home was built to impress and perform. The main-level primary suite is a private sanctuary, featuring a spa-inspired bath, dual vanities, and an oversized custom closet. Floor-to-ceiling sliding glass doors flood the home with natural light and open to a generous backyard, complete with approved plans for a future resort-style pool, offering the opportunity to create a true private oasis. Upstairs, the lifestyle continues with a spacious loft featuring a built-in wet bar, perfect for entertaining or unwinding. Four additional bedrooms include a well-designed Jack-and-Jill layout, while a dedicated bonus/media room provides flexibility for a theater, game room, or lounge. ADDITIONAL HIGHLIGHTS INCLUDE: Dual laundry rooms (both levels for ultimate convenience) * Two EV charging stations * Designer lighting and custom window treatments throughout * Extensive built-ins and upgraded finishes that convey. For those seeking a fully turnkey experience, select designer furnishings may be available under a separate agreement, making this one of the most compelling move-in-ready opportunities in Winter Garden. This is more than a home, it’s the crown jewel of Avalon Ridge. A rare opportunity to own the best-renovated, best-designed, and best-presented property in the community.

Listing is courtesy of: DOUGLAS ELLIMAN (561-655-8600)

Listing Agent: Dianna Desboyaux (407-920-4601)

Remarks: Under contract-accepting backup offers. Welcome to this charming and beautifully updated 3-bedroom, 2-bath bungalow located minutes from the heart of highly desirable Winter Garden! This move-in ready home offers the perfect blend of character, comfort, and modern upgrades—including a brand-new roof for peace of mind. Step inside to discover a warm and inviting layout with stylish updates throughout, creating a light and airy feel that’s perfect for both everyday living and entertaining. The cozy bungalow design offers functionality and charm, making it an ideal primary residence, second home, or investment opportunity. Living in Winter Garden means enjoying one of Central Florida’s most sought-after communities, known for its historic downtown, vibrant lifestyle, and strong sense of community. Just minutes away, you’ll find the award-winning Winter Garden Farmers Market, held every Saturday and featuring over 100 vendors, live music, and a lively, family-friendly atmosphere . Stroll along the charming brick-lined streets of downtown, filled with boutique shops, local dining, and cultural attractions. Don’t miss your opportunity to own this adorable, updated bungalow in one of Central Florida’s most beloved communities—schedule your private showing today!

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

Listing Agent: Tara Heard (407-637-4634)

Remarks: One or more photo(s) has been virtually staged. Paid-off whole-house Solar System! Seller offering RATE BUY-DOWN so Buyer will enjoy lower monthly payments! Closing-Cost Assistance! Nestled on this beautifully remodeled and RECENTLY PAINTED home located on a premier OVERSIZED 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 with MODERN UPDATES, ensuring a MOVE-IN-READY experience for today’s discerning buyer. SAVE ON UTILITY BILLS WITH THE WHOLE HOUSE SOLAR SYSTEM AND ELECTRIC CAR CHARGER. Inside, the open-concept layout is anchored by a SPACIOUS KITCHEN featuring quartz countertops, a central island, and HIGH-END STAINLESS STEEL APPLIANCES, all flowing into a spacious 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. The well-appointed laundry room includes a GE ULTRA WASHER AND DRYER, along with a STAINLESS STEEL UTILITY SINK for added convenience. The garage is equally impressive, featuring a heavy-duty Husky organizational system that provides exceptional storage and functionality. 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 lake access via a community boat ramp and the rare convenience of an on-site boat storage lot. Whether you are hitting the links on the championship golf course, working out in the fitness center, or relaxing at the resort-style pool, every day feels like a vacation. Perfectly positioned for convenience, you are just 6 minutes from Winter Garden Village, 18 minutes from 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 your private showing!

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

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

Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Introducing the exquisite Roseland former model home! This stunning 5-bedroom, 5-bathroom, 2-car garage masterpiece boasts a homesite neighboring a pond and a luxury pool, spa, and outdoor kitchen. As you step through the double entry glass doors, you are immediately greeted by a striking foyer that rises to the second floor, setting the tone for the entire home. To one side, an enclosed flex room offers versatility, while the formal dining room invites effortless entertaining. As you travel further into the Roseland you are greeted by a grand staircase, featuring engineered hard wood plank treads and wrought iron balusters with an oak handrail. Tucked just under the staircase is a wine lover’s dream, a wine cave with built-in cabinets, quartz countertops, and stylish tile backsplash. From there, you enter the heart of the home—the open concept kitchen and living area. Equipped with built-in Whirlpool stainless steel appliances, including a beverage cooler, double oven, and built-in cooktop, the kitchen is a dream for culinary enthusiasts. Two-tone soft-close cabinetry is paired with exquisite quartz countertops, creating a timeless and sophisticated look, while a spacious walk-in pantry ensures ample storage. The open-concept design effortlessly connects the kitchen to the gathering room and cafe, where soaring ceilings create an airy, light-filled space, perfect for both intimate gatherings and larger celebrations. Step outside to the covered lanai and enjoy your backyard oasis complete with an inground pool and spa, as well as an outdoor kitchen. Also located on the first floor, is a “Multi-Gen Suite” offering a spacious bedroom with its own linen closet, walk-in closet, and attached bathroom complete with a frameless glass enclosed shower and quartz countertops. Upstairs, the private owner’s suite spans one side of the home, creating a peaceful retreat. The owner’s retreat area, ideal for reading or unwinding, leads into the spa-inspired owner’s bath, where luxury knows no bounds. A free-standing bathtub, frameless glass-enclosed shower, enclosed toilet, and double walk-in closets create a sanctuary of relaxation. The second floor also offers two additional spacious bedrooms connected by a Jack and Jill bathroom, ensuring both privacy and convenience, while a third bedroom enjoys its own en suite bath, providing an added level of comfort and luxury. The upstairs laundry room, with a utility sink trimmed in quartz and cabinets, makes daily tasks a breeze. With an intelligently designed layout and meticulously curated finishes, this home offers the perfect balance of form, function, and style. It's the epitome of luxury living in a highly sought-after location, blending convenience, sophistication, and thoughtful design into a living experience like no other. Schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)

Remarks: Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Imperial, where luxury and convenience seamlessly combine to create a truly elevated living experience. This remarkable 5-bedroom, 3.5-bathroom former model home with a 2-car garage situated on a conservation view homesite offers unparalleled craftsmanship and thoughtful design throughout. The open-concept layout flows effortlessly, creating an expansive, airy feel that exudes both sophistication and comfort. On the first floor, discover a private en suite bedroom with a walk-in closet and elegant quartz countertops—a perfect retreat for guests. At the heart of the home, the chef-inspired kitchen is a true masterpiece, featuring Winstead Quill cabinetry, striking quartz countertops and a decorative tile backsplash. Built-in Whirlpool stainless steel appliances, including a refrigerator and natural gas cooktop, make cooking a pleasure. The kitchen seamlessly connects to the café and gathering room, where a sliding glass door opens to the covered lanai, featuring an outdoor kitchen that enhances indoor-outdoor living. Beyond the covered lanai, the backyard offers a relaxing fireplace with a waterfall feature on either side, all overlooking tranquil conservation views. The first floor also offers a convenient powder room, perfect for guests, as well as a bedroom with an attached bathroom. Upstairs, the luxurious owner’s suite is a private sanctuary, featuring a spacious walk-in closet (in a built-in closet system) and a spa-like en suite bathroom with quartz-topped dual vanity sinks and a frameless glass enclosed shower. The loft area provides the perfect space to unwind, while three additional bedrooms and another bathroom complete the upper level. For added convenience, a thoughtfully located upstairs laundry room simplifies everyday tasks. Beautiful wood-look tile flooring is found throughout the first floor, laundry room, and bathrooms, while plush, stain-resistant carpet complements the loft and bedrooms. Designer-curated finishes elevate every corner of this home, including thoughtfully placed rain gutters, matte black plumbing fixtures and hardware, built-in drop zone, comfort height toilets, Whirlpool washer and dryer, and wood-look luxury vinyl plank treads and risers at the staircase. This home is equipped with a smart thermostat, video doorbell, LED down lights, digital IP camera pre-wire, surround sound pre-wire, smart irrigation control, and smart door lock and garage door opener ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. Schedule a tour today!

Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)

Listing Agent: Adrienne Escott (407-250-9131)