South Windsor Real Estate

South Windsor Real Estate

Welcome to South Windsor, a charming town nestled in Hartford County, Connecticut. Known for its picturesque landscapes and friendly community, South Windsor offers a perfect blend of suburban tranquility and modern amenities.

South Windsor boasts a rich history dating back to colonial times, with well-preserved historic sites and landmarks that provide a glimpse into the town's past. Residents enjoy a high quality of life, with top-rated schools, beautiful parks, and a strong sense of community spirit.

The town's convenient location in Hartford County provides easy access to major cities like Hartford and Springfield, making it a desirable place to live for commuters and families alike. With a variety of housing options ranging from cozy single-family homes to spacious modern apartments, South Windsor has something to offer for everyone.

Whether you're looking to settle down in a peaceful neighborhood or enjoy the vibrant local culture, South Windsor has it all. Come explore this hidden gem in Connecticut and discover why so many people are proud to call it home.

Newest Listings in South Windsor

$899,900
6 Beds 4 Baths 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

$365,000
2 Beds 2 Baths 24193816 MLS Collins Crossing BLDG.
Welcome home to Collins Crossing! This rarely available 55+ ranch-style condominium is ideally situated at the end of a quiet cul-de-sac and enjoys sunny eastern exposure with peaceful wooded views. Designed for comfortable one-level living, the open floor plan features a spacious living/dining area with vaulted ceilings, brand-new wall-to-wall carpeting (2026), and sliding glass doors opening to a private deck-perfect for enjoying your morning coffee or relaxing with nature. The primary suite offers a walk-in closet & private full bath with a jetted tub & shower, while the second bedroom is conveniently located adjacent to a full bath with a walk-in shower, making it ideal for guests, a den, or a home office. A generous mudroom/laundry room with additional closet space connects to the attached 1-car garage, adding everyday convenience. The full basement provides abundant storage or future expansion possibilities. Freshly painted throughout, this move-in ready home also features natural gas heat & hot water, central air conditioning, and public water/sewer for easy, low-maintenance living. Conveniently located near Evergreen Walk, restaurants, medical facilities, the library & major highways, you'll also be just minutes from the highly regarded South Windsor Senior Center, known for its outstanding classes, social activities & welcoming atmosphere. This quiet, pet-friendly community offers the perfect opportunity to downsize & enjoy an active, carefree lifestyle!

26 Hunter Dr, South Windsor

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.