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Winter Garden Florida Real Estate

Under $300K | $300K to $400K | $400K to $500K | $500K to $1M | Over $1M
Waterfront | Condo & Townhome | Short Sale & Foreclosure

Featured Listings In Winter Garden Florida

Welcome to the Retreat at Walker Pond; a stunning tucked away oasis that embodies all the character and charm of country living while maintaining all the conveniences and luxury that the Windermere area has to offer. This Stonebridge Homes custom-built estate borders Windermere and Winter Garden and is situated on just under 6 acres of land, providing all the space, privacy, and possibilities one could dream of. Featuring a single-story floor plan that extends just beyond 9,500 square feet with 6 bedrooms, 8 bathrooms, 2 dedicated offices, a theater room, game room, a detached guest house, and so much more. Upon entering the home, you are greeted by a grand entrance with a spectacular view and an open floor plan. The crown jewel of this home is the culinary masterpiece that was thoughtfully designed by an expert cook for beauty and functionality. Featuring Wolf appliances, a pantry that has maximum storage, and enough prep and counter space to easily construct a multi-course meal. The owner’s suite spans along the right wing of the house and encompasses a spacious bedroom and sitting room combo, his and hers closets, an accessory and shoe closet, and an en suite bathroom that is sure to impress. The left wing of the home features the five additional bedrooms, a game room, theater, office, man cave, a cigar room, and a private courtyard. The outdoor space is a homeowner’s dream. It features a covered patio with retractable screens, a sparkling salt-water pool, a basketball court, and enough space to create anything your heart desires. The detached guest house is the perfect place to host family or friends; whether staying for a long weekend, or an extended stay, the 3-bedroom, 1.5 bath guest house is perfectly equipped. The Retreat at Walker Pond is truly the intersection of tranquility and luxury. Come and experience the scenic landscape, the timeless elegance, and luxury that this estate has to offer. $4,500,000 Pending

12408 Walker Pond Road Winter Garden, Florida

9 Beds 10 Baths 10,765 SqFt 5.810 Acres

One or more photo(s) has been virtually staged. Welcome to “Home Again Ranch,” a marvelous country package like no other! One-owner property with custom-built home, two barns – one converted into a spectacular, fully-contained guesthouse plus garage and workshop. Fabulous pool, a pond with fish and dock, fenced pasture, majestic oak trees and more all on approximately 12 acres of beautiful land. The main residence, custom-built for the one owner, offers a creative floor plan that a family will love. This is a great agriculturally zoned property to raise family and have an array of animals but however be close to everything – great schools and shopping! This entire package is a rare gem for certain! $3,650,000 Active

12151 Walker Pond Road Winter Garden, Florida

5 Beds 4 Baths 3,993 SqFt 12.360 Acres

ONE OF A KIND! Remarkable BRICK home on 12 ACRES in highly desirable WINTER GARDEN with 6 ACRES zoned AGRICULTURAL *ACCESS TO WEST ORANGE TRAIL* If you love horseback riding this property allows easy access to the trail by horse. Fenced with multiple pastures. NEW ROOF (2021) and GATED ENTRY. Foyer boasts 12 ft CEILINGS and 10ft throughout the remainder of the home. Beautiful HARDWOOD FLOORS and CROWN MOULDING. 3 FIREPLACES ( 1 wood burning, 2 gas), 3 sets of FRENCH DOORS that open up to the back porch overlooking a SALTWATER swimming pool and GATED back yard. The Master Suite has a large WALK-IN CLOSET and master bath has a DOUBLE VANITY , WALK-IN SHOWER and CLAWFOOT BATHTUB. 2 of the bedrooms share a JACK & JILL bathroom. ALL CLOSETS HAVE CUSTOM BUILT INS. The OPEN KITCHEN offers STAINLESS STEEL APPLIANCES, ample cabinet storage, ISLAND with BAR, large WALK-IN PANTRY and TWO SINKS. CENTRAL VAC THROUGHOUT HOME! *DEVELOPERS WELCOME* $3,600,000 Active

1253 E Fullers Cross Road Winter Garden, Florida

4 Beds 5 Baths 3,495 SqFt 12 Acres

More Listings In Winter Garden Florida

About Winter Garden Homes For Sale

Built around the 19th century citrus industry, Winter Garden is noted for it’s rich history and small-town charm.  The areas recent development has maintained a focus on preserving the heritage that has made Winter Garden what it is today.

Located at one of the highest point of Florida, Winter Garden sits in very close proximity to Orlando’s world class attractions, still commutable to Downtown Orlando business districts and with easy access to the International airport.

In historic Downtown Winter Garden itself you will find old-fashioned shops and restaurants which have been remodeled for modern conveniences while keeping to their historic quaint styles. The old railroad still runs through the heart of the city and is represented by the Railroad and Heritage museums. See live theater shows and interactive movies at the restored Garden Theatre, which has been refurbished into a 1950’s marquee style venue. The theater even maintained it’s old fashioned ticket booth but your trip down memory lane is met with all modern conveniences.

Looking for a change of pace ? The nearby picturesque West Orange Trail has 22 miles of walkways for walking, jogging, biking or simply meeting friends. Along with being connected to nature, the trail runs alongside local shopping (including the nationally heralded Farmers Market), a variety of dining options, a local brewery and other entertainment in charming Downtown Winter Garden. 

Nearby John’s Lake offers the water sports enthusiasts a 2,400 acre lake for boating, waterskiing and fishing. The public boat ramp at John’s Lake is less than 3 miles away.

As Winter Garden continues to develop many new real estate projects have appeared. Villas new home construction and luxury estate homes are just a few of the housing opportunities in the greater Winter Garden area. The southern area of Winter Garden includes the beautiful master planed community of Horizon West.

Contact Us for more information about Winter Garden Florida Real Estate

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