Winter Garden Homes For Sale & Real Estate - 819 homes

Remarks: BROKER OPEN MAY 9 STARTING 12PM. DIRECT BUYERS MAY ATTEND BY TEXTING LISTING AGENT WITH FULL NAME. 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 $2,000,000, 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, 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: """Motivated seller open to negotiating concessions, including closing cost credits and an interest rate buy-down. Bring your offers.""" Beautiful Two-Story Home with Designer Features in Winter Garden Welcome to this stunning two-story residence located in the highly desirable area of Winter Garden, Florida. This beautifully maintained home offers 4 bedrooms and 3 full bathrooms, combining modern design, comfort, and thoughtful upgrades throughout. From the moment you arrive, you are welcomed by a charming front porch and landscaped entrance, creating a warm and inviting first impression. Large windows throughout the home allow abundant natural light, enhancing the bright and airy feel of the interior. The first floor features high-quality luxury vinyl flooring and a spacious open-concept layout that seamlessly connects the living room, dining area, and gourmet kitchen — perfect for everyday living and entertaining. The kitchen is a true highlight, featuring stainless steel appliances, elegant wood cabinetry, and generous counter space, ideal for cooking and gathering with family and friends. The living area showcases a stunning custom wood accent wall with built-in shelving and ambient lighting, creating a sophisticated focal point around the entertainment space and modern electric fireplace. An elegant additional seating area completes the room, offering the perfect place for conversation or relaxation. Also on the first floor, you will find one bedroom and a full bathroom, ideal for guests, multi-generational living, or a private home office. Upstairs, the remaining bedrooms offer comfortable carpet flooring and spacious closets, while the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private bathroom featuring dual sinks. This home also includes several valuable upgrades, such as: Whole-house water filtration system Custom-made window treatments Attached two-car garage Step outside to enjoy the beautifully upgraded backyard, where a custom landscaping project created a stylish and low-maintenance outdoor space. The backyard features high-quality artificial turf and elegant in-ground lighting, perfect for relaxing evenings or entertaining guests. Residents of the community enjoy fantastic amenities, including: Clubhouse Resort-style pool Park and playground Sidewalks throughout the neighborhood The location is another standout feature. The property is just minutes from Hamlin Town Center, offering a wide variety of shopping, restaurants, and entertainment options. It also provides convenient access to Walt Disney World Resort, as well as major highways leading to **Orlando and surrounding areas. This exceptional home offers the perfect combination of modern upgrades, elegant design, and prime location. Schedule your private showing today and discover everything this beautiful home has to offer.

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

Listing Agent: Viviane Rocha (407-558-1180)

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: Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!! Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly connects the kitchen and main living areas—ideal for everyday living and entertaining. The spacious primary suite includes a private bathroom and ample storage, while the additional bedrooms provide flexibility for guests, a home office, or growing families. Conveniently situated just steps from the elementary school, this home is perfect for those seeking accessibility and ease in their daily routine. Its location also provides quick access to main roads, shopping, dining, and Disney World, making commuting and errands simple and efficient. Enjoy outdoor living with a private patio, plus access to resort-style community amenities including a pool, fitness center, clubhouse, playgrounds, and dog parks. This property comes with solar panels, providing energy efficiency and savings.. Community parking regulations help maintain a clean and organized neighborhood environment, with guest parking available nearby. Seller is motivated and open to concessions. Schedule your private showing today. Property have solar Panels that will be trasferable to buyers.

Listing is courtesy of: URBAN-O REAL ESTATE SOLUTION (407-822-1063)

Listing Agent: Yesenia Barrios (321-276-1977)

Remarks: Welcome to Waterleigh—one of Winter Garden’s most sought-after communities! This beautifully upgraded end-unit Sandhill townhome shines with natural light, thanks to extra windows and an open, airy layout that just feels right the moment you walk in. Upstairs, a versatile loft flexes to fit your life—home office, playroom, movie zone… you call it. With 3 bedrooms and 2.5 bathrooms, this home blends comfort and style, featuring luxury vinyl plank flooring on the stairs and upper level. Thoughtful upgrades like modern fixtures and an epoxy-coated garage floor add that polished touch. And here’s the kicker—step outside and catch Disney fireworks from your own driveway… every. single. night. ?? This home is immaculate. Resort-style living is the heartbeat of Waterleigh—pools, fitness centers, playgrounds, tennis, volleyball, even mini golf. All of it wrapped into a community zoned for top-rated Orange County schools. Now you know why I’m happy. And once you see it… you will be too

Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)

Listing Agent: Darren Moreno (863-409-7766)

Remarks: Nestled within the intimate Garden West enclave — just 11 exclusive homesites — this 4-bedroom, 3-bathroom J&J Building masterpiece spans 2,698 square feet of meticulously curated living space and sits directly on the West Orange Trail. Lace up your sneakers and you're seconds from one of Florida's premier multi-use trails, stretching 22 scenic miles through the heart of West Orange County. Located in the heart of Winter Garden's beloved Golf Cart District, Downtown Winter Garden's vibrant Plant Street is just a half mile away — putting award-winning restaurants, the beloved Saturday farmers market, boutique shops, and year-round community events right at your doorstep. From the moment you arrive, the Florida-inspired architecture, lush professionally re-landscaped grounds with low-voltage landscape lighting, and inviting covered front porch signal that every detail has been considered. Inside, the owners have transformed this already exceptional home into something truly turnkey. Two stunning shiplap feature walls anchor the main living spaces, while all-new designer lighting fixtures — inside and out — have been upgraded throughout and are fully programmable via the Leviton app, so you can set the perfect ambiance from anywhere. The chef's kitchen remains the heart of the home, featuring a Dacor 36" gas range, Samsung Pro dark stainless appliances, quartz countertops, subway tile backsplash, and ceiling-height cabinets beneath a one-of-a-kind shiplap vented hood. A reverse osmosis water filtration system at the kitchen sink adds a thoughtful, health-forward touch. Natural oak hardwood floors, crown molding, and custom woven wood window treatments on the first floor carry sophistication from room to room, while cordless blinds keep the second floor clean and effortless. The main floor offers an open living area with a guest bedroom and full bath — ideal for visitors or multigenerational living. The living room features a mounted, tilt-and-extend TV (included) paired with a Sonos sound system, controlled seamlessly by app for both the living room and lanai. Upstairs, the primary suite, two additional bedrooms, and a versatile loft provide space to spread out. Step outside and the screened lanai — enclosed with premium no-see-um screen material — becomes a true outdoor living room. Backyard café string lights, a mounted TV (included), Sonos audio, a natural gas BBQ stub-out, a retractable privacy blind, and no rear neighbors make this the ultimate Florida entertaining space. Additional outdoor power outlets and thoughtfully designed landscape lighting round out the backyard experience. Built for efficiency and peace of mind, the home features spray foam insulated block walls, energy-efficient double-pane windows, a radiant roof barrier, and a tankless gas water heater. Programable keyless entry locks secure all exterior doors, including the garage. The detached two-car garage — complete with a dedicated golf cart bay and overhead SafeRack storage — connects to the main house via a covered breezeway, a nod to the community's lifestyle-first design. This is more than a home. It's a lifestyle — trail, town, golf cart community, and turnkey luxury all in one.

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

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

Remarks: Welcome to this beautifully maintained, like new townhome located in the highly desirable Mezzano community in Winter Garden. Offering a thoughtful and versatile layout, this home combines modern features with comfortable living spaces throughout. The first floor features a spacious primary suite filled with natural light, complete with a large walk in closet and a sleek walk in shower in the ensuite bathroom. Just off the primary bedroom, enjoy your private front patio overlooking tranquil wetlands, the perfect spot for morning coffee or unwinding in the evening. A convenient half bath is also located on the main level for guests. The open concept living and dining areas provide flexible space for entertaining or everyday living, enhanced by upgraded lighting beyond the builder standard and elegant 9 foot ceilings that create an airy feel. Upstairs, you will find a generous loft area that can be used as a second living space, office, or playroom, along with a full laundry room for added convenience. The second floor also features a private double master bedroom suite with its own full bathroom, walk in closet, and beautiful views of the community pool and surrounding wetlands. Two additional bedrooms with standard closets and another full bathroom complete the upper level, offering plenty of room for family or guests. Enjoy additional outdoor space with a private rear patio situated between the home and detached garage, along with easy access to scenic walking paths that allow you to explore the community without needing to be on main roads. This home is ideally positioned within a short distance to the community pool and offers unique views of Magic Kingdom and EPCOT fireworks from both the bedroom and alley. Additional highlights include CAT5 wiring throughout, smart switch wiring in the primary bedroom and front exterior lighting, termite coverage for both ground and aerial protection, and a kitchen pot and pan rack that will remain with the home. The accent walls feature peel and stick wallpaper, allowing for easy customization. With abundant space both upstairs and downstairs, scenic surroundings, and a highly functional layout, this home offers a rare opportunity to enjoy comfort, convenience, and a touch of magic in one of Winter Garden’s most sought after communities.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Lindsay Seibert (407-590-8687)

Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living spaces. Inside, the home offers a bright and functional flow with living areas designed for both daily routines and easy entertaining. The two-story layout creates a comfortable separation between gathering spaces and private retreats, while the bedroom arrangement provides flexibility for a variety of lifestyles. The primary suite offers a relaxing place to unwind, and the additional bedrooms are well suited for family, guests, or a home office setup. Step outside and enjoy a screened and covered patio that extends the living space and creates the perfect setting for outdoor dining, morning coffee, or unwinding at the end of the day. Beyond the patio, the private yard adds even more appeal, offering space to relax, play, garden, or simply enjoy your own outdoor retreat, with the added bonus of being able to see Disney fireworks in the distance on select evenings. Adding to the home’s functionality is a detached 2-car garage, providing convenient parking, extra storage, and a clean separation from the main residence that enhances curb appeal and backyard usability. Located in Winter Garden, this home is set in an area known for its blend of neighborhood charm and everyday convenience. Residents enjoy access to shopping, dining, parks, and major roadways, while the surrounding area adds to the home’s appeal with a welcoming residential feel and the lifestyle benefits that make Winter Garden such a desirable place to live.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury vinyl plank flooring that adds both elegance and durability throughout the main living areas. The garage has been upgraded with durable epoxy flooring, providing a clean, polished look while also offering easy maintenance and long-lasting performance. The heart of the home is the stunning, light filled kitchen, designed with both functionality and style in mind, ideal for everyday living and entertaining. The oversized primary bedroom offers a relaxing retreat with ample space to unwind. Outside enjoy Florida living at its finest with a retractable screened in lanai, giving you the flexibility to enjoy fresh air or enclosed comfort year round. Located within a secure gated community, residents enjoy access to resort style amenities including a pool, playground, tennis courts, and a clubhouse, perfect for an active and social lifestyle. This home is ideally situated near the charm of downtown Winter Garden, where you can explore local shops, dining, and the popular Plant Street Market. Outdoor enthusiasts will love the nearby West Orange Trail, while convenient access to major roadways makes commuting to Orlando, theme parks, and surrounding areas quick and easy. Shopping, dining, and entertainment options are all just minutes away, making this location as practical as it is desirable.

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

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

Remarks: Welcome to this beautifully designed, architect-crafted townhome, freshly repainted throughout and lovingly maintained by its original owners. From the moment you step inside, you’re greeted by a bright, open-concept layout filled with thoughtful upgrades and elegant details. The main level flows effortlessly, featuring a stylish living and dining area bathed in natural light and accented with refined crown molding. At the heart of the home, the gourmet kitchen impresses with granite countertops, a modern backsplash, ample cabinetry, and an oversized island perfect for entertaining. Transom light doors lead to a screened-in, covered patio—your private retreat to relax and enjoy Florida’s year-round sunshine. Upstairs, the spacious primary suite offers a true escape, complete with a luxurious en-suite bathroom featuring dual vanities, a garden tub, a separate glass-enclosed shower, and tasteful finishes throughout. One of the standout features is the bonus apartment—ideal for guests, extended family, or even as an income-producing opportunity. Completing the home is a 2-car garage with a sleek epoxy finish, combining durability with a clean, polished look. This property is just 17 minutes away from Disney. Schedule your showing today.

Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)

Listing Agent: Patrick Cherry (386-205-9438)

Remarks: Experience refined Florida living in this stunning energy-efficient estate, perfectly positioned on an expansive corner lot in the highly sought-after Winter Garden area. Just minutes from Historic Downtown Winter Garden and within close proximity to Orlando’s world-renowned theme parks, this exceptional residence offers the ideal blend of elegance, comfort, and convenience. This impressive two-story home features 7 spacious bedrooms and 4 beautifully appointed bathrooms, thoughtfully designed to accommodate multi-generational living. A luxurious owner’s suite and guest bedroom on the main floor provide flexibility and privacy, while five additional bedrooms are situated upstairs on either side of a generous game room and private home theater, creating the ultimate setting for entertainment and relaxation. At the heart of the home lies a chef-inspired gourmet kitchen, complete with a breakfast bar, and café dining area, all seamlessly flowing into the expansive family room and overlooking the covered lanai. Elegant upgraded tile plank flooring enhances the main living areas, while plush carpeting adds comfort to the bedrooms and bonus spaces. Formal living and dining rooms, provide both sophistication and functionality. Step outside to your private backyard oasis, where a gorgeous in-ground swimming pool, summer kitchen, and oversized covered lanai create the perfect environment for year-round entertaining. The fully fenced yard ensures privacy and ample space for outdoor enjoyment. Car enthusiasts and active families will appreciate the three-car tandem garage with an additional single-car bay, ideal for extra parking, storage, or a golf cart. Modern smart home technology enhances convenience and security, while the home’s energy-efficient construction promotes a healthier, quieter lifestyle and significant savings on utility costs. Residents also enjoy access to exceptional community amenities, including a dock on Lake Apopka, scenic parks, and walking trails, all contributing to the vibrant and active Winter Garden lifestyle.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-862-9966)

Listing Agent: Nell Adams (386-315-3967)

Remarks: A rare opportunity for a completely renovated home in rural Avalon Groves and no HOA. Situated on 2.5 private acres, this beautifully remodeled farmhouse inspired estate offers peaceful country living with modern comfort and thoughtful design throughout. This spacious home features 6 bedrooms and 3.5 bathrooms and has been extensively updated within the last year. New septic tank added (now making 2 septic tanks in 2026). New roof. Tankless hot water heater. Brand new gates and fencing. The interior offers open living spaces filled with natural light, high quality finishes, and top of the line appliances throughout. Every detail has been carefully selected to create a warm and welcoming atmosphere while maintaining functionality for everyday living. The primary suite serves as a private retreat, highlighted by an expansive bathroom that is comparable in size to a bedroom. Designed for comfort and relaxation, this space offers both luxury and privacy. Outdoors, the property continues to impress with a private pool and generous acreage providing flexibility for a variety of uses. Dedicated boat and RV storage offers added convenience for those who enjoy an active lifestyle. Two separate private gated entrances provide enhanced accessibility and privacy. This property presents a rare opportunity to enjoy acreage living while still benefiting from modern updates and refined finishes in the Rural Avalon Groves area, while being only 5 minutes away from all your shopping, restaurants and groceries.

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Kerstin Crow (615-428-7046)

Remarks: Welcome to Wincey Groves — a beautiful 5-bedroom, 3.5-bathroom residence that showcases true model-home elegance and elevated Florida living. Built in 2021 and impeccably maintained, this stunning home features premium finishes, thoughtful design, and high-end upgrades throughout. At the heart of the home, the designer gourmet kitchen impresses with stainless steel appliances, an oversized quartz island, granite countertops, and soaring 10-foot ceilings that create an open, light-filled atmosphere. Custom built-in cabinetry and upgraded custom millwork add both functionality and refined style, elevating the home’s overall luxury appeal. The serene primary suite offers a beautiful bay window overlooking the pool, while spacious custom walk-in closets and a versatile fifth bedroom provide flexibility for a private in-law suite or guest retreat. Upstairs, a grand bonus room with wet bar delivers endless possibilities — from an elegant entertainment lounge to a private office or media space. Step outside into your resort-style oasis featuring a heated saltwater pool powered by solar panels, surrounded by lush tropical landscaping on a privately fenced corner lot where you can enjoy nightly Disney fireworks. Designed for modern convenience, this fully integrated smart home includes advanced automation throughout, over $10,000 in motorized electric window treatments, custom window coverings, and a newly upgraded garage with modern finishes. Perfectly located just one mile from Hamlin Town Center — offering upscale shopping, dining, cinema, and entertainment — with top-rated schools nearby and quick access to major highways and all Disney attractions. This exceptional residence blends luxury, technology, and lifestyle — a truly turnkey opportunity you’ll know instantly is THE ONE.

Listing is courtesy of: GOLDEN KEY REAL ESTATE SOLUTIONS LLC (407-801-8283)

Listing Agent: Marcia Vieira (781-706-8190)

Remarks: One or more photo(s) has been virtually staged. This modern, move-in ready home offers the space, flexibility, and lifestyle features that are highly sought after in today's homes. Thoughtfully designed with an open concept, abundant natural light, and a well-planned layout throughout, it features five bedrooms, 4 and a half bathrooms, and a two-car garage, providing an ideal setup for growing households, multigenerational living, remote work, and entertaining. From the moment you arrive, an upgraded front door welcomes you into a bright interior with elevated finishes. Just off the entry is a versatile flex space with French doors, currently used as a home office but easily convertible into an additional bedroom if desired. The formal dining room follows, perfect for hosting holidays and special gatherings. The heart of the home opens to a spacious living room and kitchen, highlighted by higher ceilings and an open layout that allows upstairs areas to overlook the living spaces, creating an airy, connected feel. The kitchen features a large island, gas range, ample counter space, and a spacious pantry ideal for entertaining and everyday living. The sellers love this space for hosting family gatherings, parties, and celebrations. A full bedroom and upgraded bathroom with a walk-in closet are conveniently located on the main level. Upstairs, you’ll find four generously sized bedrooms, including a private primary suite with a large bedroom and an exceptionally spacious walk-in closet. One additional upstairs bedroom features its own private bathroom and walk-in closet, while the remaining bedrooms are thoughtfully positioned for comfort and privacy. A large loft provides a perfect second living area or main room. The upstairs laundry room adds convenience, and a huge attached storage area offers plenty of space for seasonal items and bulk shopping. The sellers have invested significantly in upgrades, including new flooring throughout, high-end stair railing for a modern look, updated tile and showers, custom lighting, upgraded appliances (purchased separately), and an expanded lanai for comfortable outdoor living. Step outside to enjoy the oversized backyard, offering ample space to build a swimming pool. From both the backyard and inside the home, you’ll enjoy a truly special feature: nightly views of Disney’s Magic Kingdom fireworks. The distance is just right close enough to enjoy the magic without the noise. This home also includes a solar panel system that will be fully paid off at closing, offering long-term energy savings and added value. Located in a tight-knit community known for festive events and a neighborly atmosphere, this home is just minutes from Disney, shopping, dining, and everyday conveniences. With comfort upgrades, energy efficiency, and an unbeatable lifestyle, this home truly stands out. This home is a thoughtfully upgraded opportunity in a location that truly feels magical—inside and out.

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

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

Remarks: Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

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

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

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Jennifer Coon (321-948-8056)

Remarks: Under contract-accepting backup offers. Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light, and designer finishes that exude contemporary luxury. The gourmet chef’s kitchen is a true showpiece—featuring 42” custom cabinetry, gleaming quartz countertops, a massive entertainment island, stainless steel appliances, and a walk-in pantry, perfect for culinary enthusiasts and family gatherings alike. The open-concept great room flows effortlessly into a spacious dining area and covered lanai, ideal for both indoor and outdoor entertaining. Upstairs, the luxurious primary suite offers a serene retreat with a spacious walk-in closets, a spa-inspired bathroom with a deep soaking tub, frameless glass shower, and dual vanities. A versatile loft provides additional space for a home theater, gym, or play area, while the first-floor guest suite ensures comfort and privacy for visitors. The private backyard invites you to create your own oasis—whether adding a pool, summer kitchen, or lush garden escape. Enjoy resort-style amenities including a community pool, playground, and picturesque walking trails, all surrounded by pristine lakes and lush landscaping. Twinwaters is ideally situated near Horizon West, top-rated schools, fine dining, boutique shopping, and major highways for an easy commute to downtown Orlando and world-famous attractions. This home truly embodies the ultimate blend of luxury, location, and lifestyle—a rare opportunity to live beautifully in one of Central Florida’s premier communities.

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

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

Remarks: One or more photo(s) has been virtually staged. Ideally located in the heart of Winter Garden, this home offers 3,474 sq. ft. of living space and exceptional walkability just steps from Winter Garden Village’s shopping, dining, and everyday conveniences. Recent updates include new carpet and fresh interior and exterior paint. The flexible floor plan features five bedrooms, three full bathrooms, and a kitchen with 42-inch upper cabinets, granite countertops, and an open layout to the family room with a large eat-in area. Stone Crest community amenities include a clubhouse, pool, tennis/pickleball courts, playground, and a scenic walking trail around a tranquil pond. With close proximity to AdventHealth, major highways, historic downtown Winter Garden, the West Orange Trail, and top-rated schools, this property provides excellent convenience and connectivity.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: This stunning 7th-floor condo at The Grove Resort & Spa offers breathtaking water views, overlooking the pond, water park and conservation serene area. This fully furnished, all-inclusive condo-hotel provides a truly hands-off investment opportunity with onsite property management and a full-service rental program. Located in Building 3, this luxury 3-bedroom, 2-bath unit is perfectly situated just steps from restaurants, pool and resort amenities. Features an open floor plan with modern furnishings and all necessary housewares. The spacious primary suite includes a king bed, while both guest bedrooms have queen beds for comfortable guest accommodations. The fully equipped kitchen features stainless steel appliances, including refrigerator, range, microwave, and dishwasher. A private laundry closet with washer and dryer adds convenience for guests. Owners and guests alike will enjoy relaxing on the private screened balcony overlooking the water. The Grove Resort offers exceptional amenities including multiple resort pools, Surfari Surf Park, Lake Austin with fishing dock and paddleboats, Escape Spa, fitness center, on-site restaurants, sundry shop, arcade, and youth activity center. Ideally located just minutes from Walt Disney World, Universal Studios, and Orlando’s top attractions, this property provides the perfect combination of luxury, convenience, and income potential.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Alexis Mckenzie (321-438-9670)

Remarks: One or more photo(s) have been virtually staged. Set within one of Winter Garden’s most sought-after communities, 15480 Sandfield Loop presents a thoughtfully updated residence defined by clean, modern finishes, soaring interior volume, and a seamless connection to outdoor living. A welcoming front elevation and expansive paver driveway introduce the home with presence, leading to a light-filled interior where elevated ceiling heights and continuous wood-look tile flooring create an immediate sense of openness and cohesion. The main living area is anchored by volume and natural light, with large sliding glass doors framing views of the covered lanai and screened pool beyond. The kitchen has been completely redesigned with all-new cabinetry and features granite countertops and a functional island layout that offers both everyday practicality and an ideal setting for gathering. Pendant lighting and stainless steel appliances complete the space, maintaining a clean, timeless aesthetic. All secondary bathrooms have been fully updated with modern finishes, including sleek vanities, updated fixtures, and sliding glass door showers, delivering a polished, move-in ready experience throughout. The primary suite offers a spacious layout with the opportunity to further personalize, creating a private retreat tailored to your vision. Outdoor living is where this home truly shines. The covered lanai extends seamlessly from the interior, overlooking a screened-in pool and spa designed for year-round enjoyment. Beyond, the fully fenced backyard opens to a rare sense of privacy, backing to a rural settlement with no direct rear neighbors, creating a setting that feels both open and secluded. Positioned on a corner homesite along a gently curved street, the property benefits from added spacing, enhanced curb presence, and a more open feel than typical interior lots. Situated just minutes from shopping, dining, and major roadways, this home combines thoughtful interior updates, strong architectural volume, and a highly livable indoor-outdoor layout, an increasingly rare offering at this price point.

Listing is courtesy of: ORLANDO PROPERTY ADVISORS (407-808-3695)

Listing Agent: Kayla Devoogel (407-493-5452)