Homes for Sale Near West Orange High in Winter Garden - 134 homes

Remarks: One lucky buyer will soon call this exceptional home their own. Proudly offered for the first time by the original owners, who have cherished and meticulously cared for it since day one, this residence sits on a quiet cul-de-sac in the gated community of Hickory Hammock. With generous 90 feet of frontage along Lake Burnett and bordered by a retention pond on the side, it delivers rare privacy and space that is seldom found at this price point in the area. Curb appeal greets you immediately on this peaceful Cul de sac surrounded by stocked ponds, setting the stage for one “wow” moment after another inside. Formal living and dining areas welcome you, with the flexible living space easily convertible to a home office with minimal effort. The heart of the home is the expansive open kitchen, complete with abundant counter space, a large prep island, and a walk-in pantry. Even routine tasks become a pleasure here, thanks to the sweeping views of the backyard oasis from the sink. Adjacent, the oversized family room features a dramatic wall of glass that frames the breathtaking scenery beyond. Upstairs, a spacious bonus room offers versatility, pre-wired for a home theater. The owner’s suite is huge with dual vanities, a walk-in shower, a soothing garden tub and 2 walk in closets. Yet it is the backyard that truly captures the essence of the Florida lifestyle. A large screened and heated saltwater pool anchors the space, surrounded by a beautifully finished deck perfect for effortless entertaining or quiet relaxation after a long day. From here, postcard-perfect sunsets paint the sky while you soak in panoramic views of Lake Burnett, Johns Lake, and the serene nature preserve—views that feel exclusively yours thanks to the thoughtful layout and surrounding privacy. The hot tub will stay too ! New pool pump too. The FULLY PAID -OFF whole-home solar panel system ensures your electric bills remain remarkably low, while an EV charger, upgraded shutters on all windows and overhead garage storage racks convey with the home. Whole home water filtration will also stay. Both AC units replaced 2 years ago and come with 10 year warranties, for worry free ownership. Residents of Hickory Hammock enjoy a true resort lifestyle behind the gated entrance. Gather at the clubhouse, unwind by the beach-entry community pool, or stay active at the state-of-the-art fitness center, tennis courts, playground, beach volleyball area, BBQ and picnic spots, lakeside park, and fishing pier along Johns Lake. Highly rated K-12 school district , and convenient access to Montverde Academy, Foundation Academy and Windermere Preparatory campuses, make this an ideal location for those that are focused on education. Everyday conveniences abound with shopping and dining options in every direction, including a short drive to Winter Garden Village and the vibrant historic downtown with its famous farmers market and year round festivals. Disney is less than 20 minutes from the gate, downtown Orlando is easily reachable, and the 429 expressway provides smooth commutes throughout Central Florida. This is a rare opportunity to own a lovingly maintained home with unmatched privacy, sweeping lake and preserve views, and an enviable lifestyle—all priced for a smooth, no-drama transaction. Don’t miss your chance to experience it in person.

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

Listing Agent: Ronald Ziolkowski (407-592-7653)

Remarks: Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and inviting covered entry. Inside, you’re greeted by a bright, open layout featuring an elegant COFFERED TRAY CEILING, neutral finishes, and a well-designed floor plan that includes a PRIVATE OFFICE, FORMAL LIVING ROOM, and FORMAL DINING ROOM—offering both flexibility and defined spaces for entertaining. The heart of the home is the open-concept kitchen, complete with GRANITE COUNTERTOPS, abundant cabinetry, bar seating, and a dedicated DINETTE area, all flowing seamlessly into the main living space. Large sliding glass doors create a true indoor-outdoor connection, filling the home with natural light and opening to the backyard retreat. PLANTATION SHUTTERS throughout add a timeless, upscale touch, while a WHOLE-HOME AND PATIO SPEAKER SYSTEM enhances both everyday living and entertaining. The primary suite offers a spacious and private retreat, while the additional bedrooms are well-sized and thoughtfully positioned for family or guests. Upstairs, a generous LOFT / BONUS ROOM serves as a dedicated ENTERTAINMENT SPACE and is currently set up as a PRIVATE THEATER ROOM—perfect for movie nights, sports, or gaming. Step outside to what truly sets this home apart—a MASSIVE 57’ x 43’ SCREENED-IN OUTDOOR LIVING AREA designed to feel like your own private resort. The custom pool features a HEATED SPA / JACUZZI, built-in SWIM-UP BAR SEATING, decorative FOUNTAIN WATER FEATURES, and a FULL OUTDOOR KITCHEN AND GRILL AREA WITH GAZEBO, creating the ultimate space for hosting and relaxing. FLORIDA GLASS SCREENING along portions of the enclosure provides added PRIVACY while maintaining natural light. Major updates include a NEWER ROOF (July 2022) and HVAC (2020), offering peace of mind for the next owner. Ideally located just minutes from WINTER GARDEN VILLAGE, DOWNTOWN WINTER GARDEN, and PLANT STREET, with easy access to TOP-RATED RESTAURANTS, COFFEE SHOPS, breweries, retail, community events, farmers markets, major highways, and close proximity to DISNEY and A-RATED SCHOOLS, this home offers both convenience and an exceptional lifestyle. The Foxcrest community offers great lifestyle amenities as well, such as the community pool, park/playground, tennis courts, and clubhouse! This property delivers a rare combination of SPACIOUS INTERIOR DESIGN, MULTIPLE ENTERTAINMENT AREAS, and a TRUE BACKYARD SHOWPIECE—an exceptional opportunity in this community.

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

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

Remarks: Welcome to this fully renovated 3-bedroom, 2-bath home on an oversized 0.20-acre lot in one of Winter Garden’s growing corridors. This move-in ready property offers immediate livability with long-term upside. Recent upgrades include a new AC system and water heater (2026) and a roof replaced in 2019, minimizing near-term capital expenses. The home features updated interiors and a functional layout suited for both owner-occupants and investors. The large lot provides flexibility for outdoor use and potential future enhancements. Zoned R-4, the property may provide additional possibilities for expansion or income-producing use. Buyer to verify all zoning and development options with the city. Located just minutes from major highways, shopping, and ongoing development, this property is well-positioned for both convenience and future growth.

Listing is courtesy of: LIVE MVRK LLC (407-756-4563)

Listing Agent: Gabriel Flete (407-341-9663)

Remarks: Beautifully maintained home in the Heart of Winter Garden! Located in the highly sought-after neighborhood of Alexander Ridge, this single story Craftsman-style home embodies the feeling of a peaceful family community, with its stone-covered columns and a welcoming front porch. Continuing through the wide foyer you'll find a den/flex room, well-suited for a home office or playroom. The upgraded kitchen with thick quartz countertops, 42” solid wood cabinets, and a large island, is open to the dining and family rooms, making it ideal for entertaining. At the end of the day, the expansive owners' suite is a true retreat, featuring a massive walk-in closet, dual vanities, a soaking tub, and a large upgraded walk-in shower. Set apart from the Owners' suite, you'll find the two additional bedrooms, a tasteful guest bath, and the spacious laundry room. Step outside to the relaxing covered and screened lanai, perfect for enjoying the evening breezes in privacy. Situated in a fantastic community with a neighborhood park, gazebo, miles of trails, and a refreshing pool, you'll be just minutes from the best of Hamlin and Winter Garden—shopping, dining, and top-rated schools. Although the serenity feels like its own little world, you're only a short drive to Disney World®, Universal Studios® and all the attractions Central Florida has to offer. Don’t miss this incredible opportunity—schedule your showing today!

Listing is courtesy of: KUNKLE REALTY GROUP (844-978-7750)

Listing Agent: Greer Kunkle (321-250-0106)

Remarks: Charming home located just blocks from Winter Garden's historical downtown in the highly sought-after GOLF CART DISTRICT! This 3 bedroom, 3 Bath house blends timeless character with modern living, featuring hardwood floors, vintage tiled bathroom, built-ins, and a traditional layout with separate dining room. The kitchen opens to a comfortable family room, ideal for everyday living. The primary suite offers a spacious, spa-like bath with freestanding tub, walk-in shower, and custom vanity. A recent addition includes an oversized two-car garage , HVAC , large pantry, and bathroom to the third bedroom, creating a private en-suite with separate exterior entrance, ideal for guests or flexible living. Situated on a fenced, .41-acre corner lot, enjoy the screened-in back porch, expansive yard with mature landscaping, and the pavered pool area-perfectly designed for entertaining. Live the Historical Downtown Winter Garden Life-Style with convenient access to dining, shopping, farmer's market, Lake Apopka sunsets, and more.

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

Listing Agent: Alison Scorsone (321-689-3554)

Remarks: Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Perfect if you work from home. Just steps away from the car wash in the beautiful gated community of Southern Pines. The community has a fully equipped state-of-the-art gym, indoor basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound and vibrating recliners.

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

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

Remarks: Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining, the home features an open-concept layout with formal living and dining rooms, a large family room, and a centrally located kitchen that flows seamlessly into the main living areas. A DOWNSTAIRS BEDROOM and full bath provide flexibility for guests, multi-generational living, or a private home office, while upstairs, the expansive primary suite offers a true retreat with a soaking tub , separate shower, dual vanities, and two walk-in closets. Additional bedrooms are generously sized, and both a LOFT and a large BONUS ROOM create endless possibilities for a media room, game room, home gym, or additional living space. High ceilings and natural light enhance the open feel throughout the home, while the layout offers both functionality and comfort. Step outside to a screened-in PRIVATE POOL, covered lanai and extended paver patio, perfect for enjoying Florida living in Winter Garden year-round, all set on a .25 ACRE LOT with mature landscaping and a FULLY FENCED backyard for added privacy. Wintermere Pointe is a well-established gated community in Winter Garden, Florida offering tennis courts, a playground, and a LOW HOA, and is zoned for Lake Whitney Elementary, SunRidge Middle, and West Orange High. If you’re searching for homes for sale in Winter Garden FL with a pool, gated community, and flexible layout, this home offers space, location, and lifestyle in one of Central Florida’s most desirable areas.

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

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

Remarks: FULLY FURNISHED, HEATED POOL HOME IN A GATED COMMUNITY WITH TOP-RATED SCHOOLS AND RESORT-STYLE AMENITIES — A TRUE TURNKEY OPPORTUNITY. This stunning one-story home, located in the highly desirable gated community of Hickory Hammock in Winter Garden, is loaded with upgrades. Situated on a premium corner lot, the property features a fully fenced yard with a heated saltwater pool, travertine deck, and a versatile basketball court, all surrounded by additional green space—perfect entertaining, kids and pets. Inside, the open-concept layout centers around an oversized Silestone kitchen island, creating a seamless flow between the main living areas. The home offers a thoughtfully designed floor plan with generous living, ideal for keeping the family connected and hosting. Designer upgrades throughout include engineered hardwood flooring, crown molding, upgraded lighting, window treatments, motorized shades, and a 4-zone A/C system allowing customized temperature control across the home. Additional features include a security system, outdoor surround sound, and a termite bond for added peace of mind. This home is being sold fully furnished and truly turnkey, featuring high-quality pieces from Z-Gallerie, Pottery Barn, Sealy, Samsung, Sony, LG, GE, and Char-Broil. Residents of Hickory Hammock enjoy resort-style amenities, including a clubhouse, community pool, fitness center, tennis and volleyball courts, playgrounds, walking trails, dog park, and fishing pier. Conveniently located near Downtown Winter Garden, shopping, dining, Disney, major highways, and Orlando International Airport, and zoned for top-rated schools, this home offers the best of Central Florida living. A full list of upgrades is available in the attachments.

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

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

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: UPDATED THREE-STORY TOWNHOME IN THE HEART OF DOWNTOWN WINTER GARDEN! Welcome to 461 Geranium Place, where modern finishes, natural gas features, and one of Winter Garden’s most loved locations come together beautifully. This is the kind of home that changes your day-to-day rhythm — coffee, dinner, craft beer, the trail, live music, community events, and the SATURDAY FARMERS MARKET are all right outside your door. Located next door to Crooked Can and Plant Street Market, this stylish townhome offers a truly connected Downtown Winter Garden lifestyle. Inside, the home feels bright, polished, and easy to live in, with wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, and decorative wall trim that adds a custom, finished feel. The three-story layout provides flexibility and function, while the ELEVATOR-READY design offers a valuable option for future convenience. The main living level is made for gathering. The kitchen, dining, and living areas flow together in one open, connected space, creating an easy setting for casual dinners, game nights, or hosting friends before walking next door to Plant Street Market. The kitchen features light cabinetry, quartz-style countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The dining and living areas offer generous space, abundant natural light, balcony access, and a comfortable layout that feels open without losing warmth. Decorative wall trim, tall windows, neutral finishes, and a modern stair railing add to the clean, contemporary presentation throughout the home. The primary bath features new flooring and a BRAND NEW STEAM SHOWER, recently replaced with floor-to-ceiling tile, a built-in bench, recessed niche, decorative tile accent, and a clean, spa-inspired feel. The separate vanity area offers excellent counter space and storage, while the overall bath layout provides comfort and function. Additional highlights include NATURAL GAS SERVICE, including a gas water heater, updated fixtures, excellent storage, and a cohesive neutral design palette throughout. With its updated interior, open main living level, flexible three-story design, and unmatched Downtown Winter Garden location, 461 Geranium Place offers a rare blend of comfort, convenience, and everyday enjoyment. This is the home where your weekends get easier, your evenings get more fun, and Downtown Winter Garden becomes part of your everyday life. Spend Saturday mornings at the farmers market, meet friends for dinner on Plant Street, enjoy craft beer next door at Crooked Can, hop on the West Orange Trail, and come home to a beautifully updated space that feels easy, stylish, and welcoming. Come see how well this home lives in person — schedule your private showing today.

Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)

Listing Agent: Cindy Rosenbloom (407-876-9175)

Remarks: There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.

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

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

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 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: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Big backyard fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room in garage- perfect for the handyman. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools! Solar panels will be paid off at closing!

Listing is courtesy of: WATSON REALTY CORP (407-298-8800)

Listing Agent: Rick Evans, Ii (407-538-9295)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful 3-bedroom, 2-bathroom home with a two-car garage in the heart of the Regal Pointe subdivision of Winter Garden. Upon entry, you are welcomed by the large kitchen overlooking the living room, embracing open-concept living. The kitchen features laminate countertops, a tile backsplash, a breakfast eating area, and stainless steel Whirlpool appliances. The primary bedroom offers a private retreat, situated on the opposite side of the house from the secondary bedrooms. The large, open living room provides sliding door access to a screened-in patio with a peaceful pond view, making it the perfect place to enjoy a morning coffee or evening drink. You’re conveniently located within 25 minutes of Orlando’s theme parks, the airport, and downtown Orlando. Schedule your showings today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Under contract-accepting backup offers. Stunning four-bedroom, three-bathroom home in the highly sought-after Wintermere Pointe community, complete with a spacious three-car garage. Upon entry, you are welcomed by a bright, open-concept floor plan. The formal dining room at the front of the home flows seamlessly into the main living area, which features direct access to a large covered back porch—perfect for indoor-outdoor living. The chef-inspired kitchen is a true standout, offering granite countertops and an abundance of cabinet and counter space for prep and storage. The primary suite serves as a private retreat, featuring an ensuite bathroom with dual sinks, a garden tub, and a separate standing shower. This property is ideally situated just minutes from local schools, parks, and major highway access, putting daily conveniences and entertainment options right at your fingertips. Schedule your showings today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Welcome to 15183 Sunrise Grove Court, a beautiful townhome located in the highly sought-after Hickory Hammock community in Winter Garden, Florida, where comfort, lifestyle, and an excellent location come together perfectly. Offering 1,844 square feet of living space and 2,393 total square feet, this property features 3 bedrooms, 2 full bathrooms, and 1 half bath, providing the layout and space today’s families truly value. From the moment you enter, you are welcomed by a bright, open design filled with natural light that creates a sense of spaciousness and warmth. The seamless connection between the living room, dining area, and kitchen creates the perfect environment for family gatherings, entertaining guests, or simply enjoying everyday life in comfort. The kitchen becomes the heart of the home, strategically connected to the main living areas so you can always stay part of every moment. Whether hosting special gatherings or enjoying quiet evenings at home, this space easily adapts to your lifestyle. On the second level, the primary suite offers a private retreat ideal for rest and relaxation. Spacious and thoughtfully designed, it provides both comfort and privacy. The additional bedrooms are versatile and can easily be used as family bedrooms, guest rooms, or a home office. Hickory Hammock is more than just a community—it’s a lifestyle. Residents enjoy resort-style amenities including a clubhouse, pool, fitness center, playground, and scenic walking trails surrounded by beautifully maintained green spaces. It’s a place where neighbors connect, families spend time together, and the atmosphere is peaceful and welcoming. Strategically located in Winter Garden near Horizon West, the property offers convenient access to highly rated schools, shopping centers, restaurants, major roadways, and the charm of Historic Downtown Winter Garden. It is also just a short drive from Orlando’s major employment centers and the area’s most popular attractions. Homes in this community are highly sought after and do not stay on the market for long. If you are looking for a home that combines space, comfort, and a true sense of belonging, 15183 Sunrise Grove Court may be exactly what you have been waiting for. Schedule your private showing today and come experience it in person.

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

Listing Agent: Natsue Siqueira (407-722-0850)

Remarks: Some properties check a box. This one opens a door. This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It's a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow from day one. At approximately 1,184 sq ft, the footprint is manageable, the concept is proven, and the location makes it work. You're minutes from historic downtown Winter Garden, major shopping corridors, top dining, and highway access. The kind of address that attracts reliable tenants and holds long-term value in one of Orange County's strongest markets. House hacking, buy-and-hold, or straight investment play. However you run the numbers, this one makes sense. ROOF is 2020, WATER HEATER 2021 and HVAC 2016

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

Listing Agent: Phat Nguyen (407-452-8751)

Remarks: One or more photo(s) has been 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: One or more photo(s) has been virtually staged. Welcome to the Downtown Winter Garden Golf Cart District where lifestyle and location just make sense. This 4 bedroom, 2 bath pool home blends thoughtful upgrades with a layout that actually works for real life. From the moment you walk in, the natural light and open flow stand out. The main living spaces connect seamlessly, creating an easy, inviting feel whether you are hosting or just enjoying a night in. Throughout the home you will notice custom woodworking details that add warmth and character. From built ins to trim work, these touches elevate the space and give it a more intentional, finished look you do not see in every home. The kitchen offers a clean, updated feel with modern finishes, refreshed cabinetry, and functional space that opens directly into the dining and living areas. It is designed to be both practical and a place people naturally gather. One of the biggest advantages of this home is the fully paid off whole home solar system paired with multiple battery backups. This means lower monthly costs and added reliability during storms or outages, something that continues to matter more and more. Step outside and you get your own private backyard setup. The pool and spa create a true stay at home retreat. Whether it is weekends with friends or a quiet evening, the space is set up to be enjoyed year round. The three car garage is a rare find in this area and gives you all the room you need for a golf cart, bikes, storage or hobbies. Living here is where this home really stands out. Hop on your golf cart and head straight into downtown Winter Garden, one of the most loved small town districts in Central Florida. If exercise is your thing you're just a short distance to pickleball and tennis courts, baseball fields and the outstanding West Orange Bike Trail!! You are minutes away from a nationally recognized farmers market, the Crooked Can Brewery, the splash pad, Plant Street Market and a full calendar of events throughout the year. From live music and seasonal festivals to outdoor dining and boutique shopping, there is always something happening. The entire area has that walkable, charming feel that makes it feel like a Hallmark town brought to life. You are also close to Horizon West, major highways, top rated schools, downtown Orlando and the theme parks, giving you the perfect mix of convenience and small town charm. Homes like this in this location do not come up often. If you are looking for a home with character, smart upgrades, and a lifestyle that people move here for, this is it.

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

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