South Windsor Homes with Historic Antique Style

Welcome to South Windsor, Connecticut—a charming town nestled in the heart of Hartford County that beautifully marries historic charm with modern living. With its picturesque landscapes, friendly neighborhoods, and rich history, South Windsor offers a unique blend of small-town warmth and convenient access to urban amenities.

One of the town's most captivating features is its collection of homes with historic antique style. As you stroll through the tree-lined streets, you’ll encounter stunning colonial and Victorian-era houses that tell stories of a bygone era. These architectural gems showcase intricate woodwork, grand porches, and unique details that reflect the craftsmanship of their time. Owning a historic home in South Windsor isn’t just about living in a beautiful space; it’s about becoming part of a narrative that spans generations.

The community is also known for its vibrant parks and recreational facilities, making it an ideal place for families and outdoor enthusiasts. From the scenic trails of the Connecticut River to the well-maintained playgrounds, residents can enjoy a variety of activities right at their doorstep.

South Windsor is conveniently located near major highways, providing easy access to Hartford and beyond, making it a perfect choice for commuters. With a strong school system and a welcoming atmosphere, it’s no wonder that families and professionals alike are drawn to this delightful town.

Whether you’re captivated by the allure of historic architecture or the charm of a tight-knit community, South Windsor is a place where you can truly feel at home. Come discover the timeless beauty and vibrant lifestyle that awaits you in this enchanting Connecticut town!

Newest South Windsor Homes with Historic Antique Style

$899,900

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192797 MLS

RARE ONCE-IN-A-LIFETIME OPPORTUNITY to own this expansive LANDMARK ESTATE property with 45+ contiguous acres of land in South Windsor's Main Street Historical District, with 850 feet of DIRECT WATERFRONT along the Connecticut River. Property features the c. 1860 built Greek Revival Selah Perkins home. Main home offers 4376 sq ft of living space with up to 6 bedrooms, 2 full and 2 half baths, and potential in-law wing with separate entrance. Multiple outbuildings including oversize garage and barn with abundant storage and workshops. Property is in need of some restoration and finish work, but offers tremendous possibilities for the right buyer who is willing to revive this home to its full potential. Ideal for investor, contractor, or buyer with a vision and passion to update this home to their personal preferences. All of this antique charm on Old Main Street featuring crops in the meadow, horses, cows, sheep, and chickens. Celebrate with the Harvest festival, hayrides on Halloween, Christmas house tours, and Gingerbread House contest at Wood Memorial Library. Walk down to the CT River, or bike along Old Main Street. You can own a piece of history and enjoy the seasonal charm of Old Main St. but still be just minutes to area schools, shopping and highways. Situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-291 or I-84 for easy access to Hartford, Bradley Airport, or UConn.

1689 Main St, South Windsor

$375,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191548 MLS

Welcome to 384 Long Hill Road, South Windsor! This charming two-story home offers 1,440 square feet of comfortable living space on nearly a half-acre lot. Originally built in 1800 and renovated in 1972, it combines timeless character with modern-day comfort. The flexible floor plan features 3 bedrooms and 2 full bathrooms, including a first-floor bedroom and full bath-ideal for guests, multigenerational living, or anyone looking for first-floor convenience. Upstairs you'll find two additional bedrooms and a second full bath. Just off the kitchen, the spacious den/mudroom provides the perfect space for a home office, playroom, or cozy family room. Enjoy the comfort of central air, natural gas heat, public sewer, and a private well. The attached two-car garage, generous driveway, and spacious backyard offer plenty of room for parking, entertaining, gardening, or simply relaxing outdoors. Conveniently located near I-84, Route 291, shopping, restaurants, parks, and South Windsor's highly rated schools, this home is ready to welcome its next owner. Why paying rent if you can enjoy the freedom at this property? It is Natural gas heat, Roof 2012, Central Air 2022. Seller is selling the property as is .

384 Long Hill Rd, South Windsor

$1,450,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24187374 MLS

Rare opportunity to own a piece of Connecticut history. Built c. 1757-58 by Ebenezer Grant, with a 1695 rear ell, this National Registered Georgian Colonial sits on nearly 6 pristine acres in South Windsor's Main Street Historic District. The celebrated CT River Doorway is among the finest in the state. The property's history includes the Revolutionary War confinement of British Gen. Richard Prescott and Loyalist NJ Gov. William Franklin. Structurally saved and engineered with new beams throughout, the 4,480 SF residence flawlessly unites 18th-century soul with 21st-century luxury. The home features seven fireplaces, original Georgian wood paneling, and a one-of-a-kind central staircase with original spiral-turned balusters. Hand-hewn beams remain exposed from 1685, complemented by reclaimed wood flooring in the kitchen and the deluxe primary suite, which boasts its own new full bath. A custom office features built-ins crafted from beautiful reclaimed wood. A spectacular chef's kitchen boasts professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. Outside, the property offers landscaped grounds, an expansive stone terrace with retaining walls, an authentic tobacco barn, and historic outbuildings. With all-new electrical, plumbing, full HVAC, and a Generac hookup, this tasteful renovation is fully complete-allowing you to simply move in and enjoy an impeccably modernized piece of history.

1653 Main St, South Windsor

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