PRICE IMPROVEMENT - Stunning Renovated Ranch on Prime Corner Lot in Historic Downtown Winter Garden - Welcome to a prime corner lot property in Historic Downtown Winter Garden that perfectly blends modern luxury with small-town charm! While this beautiful home has been lovingly maintained in the seller's family for three generations, it was completely transformed with a full remodel in 2019 and

Jared Lippelgoos COLDWELL BANKER RESIDENTIAL RE

One or more photo(s) has been virtually staged. ***NEW REDUCED PRICE!***MOVE IN BEFORE THE HOLIDAYS & TAKE ADVANTAGE OF THE LOWER INTEREST RATES! The sellers are motivated and ready for the next chapter—creating an incredible opportunity for you to own this beautifully updated Craftsman-style home on a rare .53-acre R-2 zoned lot in the heart of Downtown Winter Garden’s golf cart district.

Kim Blaylock HOMEVEST REALTY

Experience Elevated Living in the Heart of Historic Downtown Winter GardenWelcome to 30 N Park Avenue—where luxury, location, and lifestyle converge in one of Central Florida’s most coveted addresses. Nestled in an exclusive enclave of just nine residences, this rarely available corner unit offers over 3,800 square feet of thoughtfully designed living space across four stunning

Lori Walker CENTURY 21 CARIOTI

JUST REDUCED! Welcome to this exceptional David Weekley “Stoneybrook” residence in the highly sought-after Oakland Park community—just two years young and thoughtfully designed for both comfort and style. This four-bedroom, four-bath home spans 2,831 square feet of beautifully appointed living space, perfectly situated on a charming corner lot with inviting curb appeal.Step inside to

Sean Spencer PREMIER SOTHEBYS INT'L REALTY

Welcome to this beautiful 4-bedroom, 3-bathroom home in the desirable Oaks at Brandy Lake community, offering 2,409 square feet of comfortable living space. Seller is willing to offer credit towards a new roof. Backing directly onto a scenic lake, this home provides stunning water views from multiple rooms, creating a peaceful and inviting atmosphere. Inside, you’ll find a bright, open-concept

David Bollet REDFIN CORPORATION

Completely Renovated 4BR/2BA Home – Walk to Downtown Winter Garden located just steps from the vibrant heart of Downtown Winter Garden. This move-in-ready property has been thoughtfully renovated from top to bottom, offering modern comfort and timeless style.4 spacious bedrooms and 2 full bathrooms Fully renovated with new roof, plumbing, HVAC, and electrical systems Custom finishes throughout,

Robert D'Antuono IRIS INTERNATIONAL

Welcome to 486 Wrangler Rd, a residence that blends timeless elegance with modern comfort in one of Winter Garden’s most sought-after gated communities. Meticulously maintained and thoughtfully upgraded, this home offers a level of indoor/outdoor living space no other home has. From the moment you enter, the home makes an unforgettable impression. Expansive sightlines draw your eye straight

Hollie Gondera HAUS REAL ESTATE

Experience modern luxury in this beautifully crafted like new townhome by RockWell Homes. The Edison floor plan offers three spacious bedrooms, three stylish bathrooms, and a two car garage. Thoughtfully designed for comfort and outdoor enjoyment, it includes a welcoming front porch, a covered balcony, a rear patio, and an inviting outdoor living area with a beautiful view of the pond and nightly

Ana Afshin GERMEROTH REALTY LLC

Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom (all ensuite) home offers a rare combination of space, privacy, and family-forward features.As you arrive, the three-car garage and manicured frontage set a high end tone.

Emily Bastos Porto COLDWELL BANKER RESIDENTIAL RE

This is a unique opportunity to live in the highly sought-after gated community of Bradford Creek in Winter Garden. Impeccably maintained and lightly lived in, this waterfront oasis with no rear neighbors is a masterpiece of luxury living. Every inch of this 4-bedroom, 4 1/2-bath home reflects thoughtful upgrades and meticulous attention to detail. The innovative 3-way split bedroom plan ensures

Julie Bettosini STOCKWORTH REALTY GROUP

Mediterranean Elegance Meets Modern Comfort in Winter Garden...Discover a hidden gem in one of Winter Garden’s most coveted gated communities—a stunning Mediterranean-style home that flawlessly marries world-class luxury with everyday comfort.This one-of-a-kind home features the highly sought-after Sanibel floorplan, elevated by exceptional upgrades and exquisite attention to detail. From

Freyda Smith CHARLES RUTENBERG REALTY ORLANDO

An unbelievable opportunity has become available in the quaint town of Winter Garden! Get your golf cart charged up as you call this special place home. If strolling or fitness is your hobby, this town has it all. A special place taking you back in time, while walking, running, and biking are available on the West Orange Trail that goes right through the town. This special town is sprinkled with

Sharon O'malley MBA REALTY GROUP, INC

Enjoy low-maintenance living in this beautifully kept 2-bedroom, 2.5-bathroom townhome. The open main level offers seamless flow with plank flooring and thoughtfully designed spaces for everyday living. The kitchen showcases quartz countertops, an upgraded backsplash, stainless steel appliances, and bar seating that opens to the living area. A dedicated nook provides the perfect spot for a home

Chelsea Eckert CAM REALTY & PROPERTY MANAGEME

One or more photo(s) has been virtually staged. Enter a home that feels like a quiet triumph. Every curve, every beam, every room of this award-winning Sanibel model is designed to celebrate beauty, function and the moments that matter most. Known affectionately as The Castle, this French Country–inspired masterpiece once captured the state’s heart, winning Best Model Home in Florida and a Parade

Sean Spencer PREMIER SOTHEBYS INT'L REALTY

One or more photo(s) has been virtually staged. **Seller may consider buyer concessions if made in an offer**Immerse yourself in the beauty of MODERN LAKESIDE LIVING with this stunning 4-bedroom, 3.5-bath residence in the highly sought-after Waterleigh community of Winter Garden. Built in 2024, this home exudes the sophistication and comfort of new construction, offering over 3300 SQUARE FEET of

Jennifer Wemert WEMERT GROUP REALTY LLC

Welcome to Oakland Park, Winter Garden’s premier Golf Cart District — where timeless architecture, front-porch living, and modern design come together just steps from the West Orange Trail and charming downtown Winter Garden. This home exudes curb appeal with its classic front porch that invites you to relax and take in the neighborhood’s vibrant, walkable atmosphere. Inside, the open-concept

Matt McKee COMPASS FLORIDA LLC

Westbrook Town Home at Stoney Brook West: This Fully Immaculate Remodeled Open Vail Floor Plan with the open concept kitchen offers 3 bedrooms, 2.5 baths, 2 car garage with a huge bonus room for multiple uses such as entertainment, relaxing, play room, office etc... This beautiful home backs up to the golf course. Great for entertaining with your family and friends. Enclosed patio for relaxation

Tracy Hampstead PREFERRED REAL ESTATE BROKERS

Charming 3 bedroom, 2.5 bathroom, 2 car garage, with loft! Located in Winter Garden’s desirable Westbrook town home community. Upon entering the living room features wood laminate flooring opening up to the covered screened-in patio! Kitchen features granite counter tops, stainless steel appliances with opening to living area. Upstairs you will find a large master suite features two walk-in

Morgan Horsley THE REAL ESTATE COLLECTION LLC

Priced aggressively! Welcome to 2217 Gopher Tortoise Terrace, an exquisite townhome nestled in the heart of charming Oakland, Florida. This modern residence boasts 1,497 square feet of contemporary living space, offering a harmonious blend of style and functionality. Step inside to discover a thoughtfully designed living area, featuring elegant Luxury Vinyl Plank (LVP) flooring that flows

Matt McKee COMPASS FLORIDA LLC

If you’ve been waiting for the right moment—lower interest rates and a new $50K price improvement just made this home even easier to say yes to! Your Private Retreat in Winter Garden’s Gated Hickory Hammock awaits!Imagine waking up to wide-open conservation views—two lakes and a pond stretching out with no rear neighbors, just peaceful Florida beauty and quiet wildlife passing by. This home

Vi Mateo KELLER WILLIAMS WINTER PARK

**NEW ROOF WILL BE PLACED PRIOR TO CLOSING**3/2.5 FOLK VICTORIAN HOME WITH OFFICE AND LOFT, AVAILABLE IN OAKLAND PARK. Located in the golf-cart district and only minutes from downtown Winter Garden and the Turnpike. Access to the West Orange Trail right within this waterfront, certified green community. This home sits on a over-sized lot with NO rear neighbors. You can sit on the front porch or

Ashley Pun DENIZ REALTY PARTNERS LLC

Located in the Stoneybrook West area of Winter Garden. Large townhouse offering 3 bedrooms and 2.5 bathrooms upgraded with ceramic tile floors on first floor, granite counter tops, and updated stainless steel appliances. Townhouse is tenant occupied unit 6/26/2026. The townhouses at Westbrook have new roofs and exterior paint. Community pool/playground and excellent schools.

Susana Stutsman SUSANA JORDAN STUTSMAN

Charming Winter Garden Home with In-Law Suite & Botanical Backyard Retreat Welcome to this beautifully crafted single-family home built in 2014, where quality workmanship, thoughtful design, and everyday convenience come together. Located in the heart of Winter Garden’s desirable golf cart district, this property is just a few short blocks from the scenic West Orange Trail, Plant Street Market,

Joey Feeser WEICHERT REALTORS HALLMARK PR

One or more photo(s) has been virtually staged. Welcome to your personal retreat in the heart of Winter Garden! Just a short distance from the charm of historic Plant Street. This meticulously maintained three-bedroom, three-bath pool home with a dedicated office blends relaxed luxury with everyday function in one of Central Florida's accessible, vibrant neighborhoods and with no HOA to limit

Angela Jaspon PREMIER SOTHEBYS INT'L REALTY

Located in the heart of DOWNTOWN WINTER GARDEN!! This beautifully renovated single story home combines charm with modern upgrades. Completely redesigned in 2021, this home showcases numerous upgrades, including new roof,new HVAC, recently installed **Whole-House Water Filtration System** Garage EV charger outlet, stunning new kitchen featuring stainless steel appliances, new granite

Alice Acosta UNITED REALTY GROUP INC

Price for Sale....Fully renovated and designed with modern efficiency in mind, this home offers unparalleled comfort and style. Nestled in one of the most desirable locations in town, this home is part of the exclusive Bay Isle gated community, where residents enjoy access to a serene private lake, a private park, a playground, sidewalks, and the added security of a gated entrance. The HOA

Kelly De Lima Perez SUMMERHILL REALTY GROUP LLC

One or more photo(s) has been virtually staged. Discover the charm and convenience of luxurious living in this stunning 5-bedroom, 3-bathroom home, perfectly located in the heart of downtown Winter Garden. With a spacious and thoughtfully designed layout, this residence offers a blend of elegance and comfort ideal for families and guests alike. Here’s what makes this home exceptional:As you

Erica Diaz HOMEVEST REALTY