South Windsor Historical Properties for Sale

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Newest South Windsor Historical Homes for Sale

$569,900

4 Beds ⋅ 3 Baths ⋅ 24205523 MLS

Rare find for this COMPLETELY RENOVATED 4 bed, 3 full bath colonial home with antique charm located across the street from Topstone Golf Course in South Windsor. Carefully curated and thoughtfully designed over the last 2 years, this sprawling home offers over 3000 sq ft of luxurious living space with a seamless blend of modern amenities and historic character. Huge sun-filled family room opens to the brand new kitchen offering granite counters, stunning white cabinetry, and stainless steel appliances. Formal living and dining rooms. Versatile floor plan with home office / flex space (potential first floor bedroom) as well as a first floor full bathroom. The oversize fireplace with beehive accent is a real showcase, one of multiple vintage FPs. Upper level features 3 bedrooms and 2 full bathrooms, including the primary bedroom with en suite. Walk-up attic storage and full basement. New roof, new vinyl siding and thermopane windows, new HVAC, updated electrical and plumbing, fully remodeled baths. 2 car detached garage, storage shed, and expansive 1.24 acre lot. Ideally situated in the sought after ELI TERRY ELEMENTARY SCHOOL DISTRICT. Walking distance to Topstone Golf Course, Nevers Park, and SW Community Center. Short drive to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio and I-84.

389 Griffin Rd, South Windsor

$250,000

3 Beds ⋅ 1 Baths ⋅ 24159327 MLS

This classic Colonial is full of character, original charm, and incredible potential for the right buyer. Featuring hardwood floors, rich natural woodwork, and timeless architectural details, this home offers a rare opportunity to restore and reimagine a piece of New England history. The spacious living room is filled with natural light and provides a welcoming space for gathering, while the generously sized eat in kitchen offers ample cabinet space and endless possibilities for renovation and customization. Upstairs, you'll find three comfortable bedrooms and a full bath, providing flexibility for family, guests, or a home office. Original craftsmanship and warm wood accents throughout the home create a distinctive atmosphere. Outside, the lightly wooded yard offers space for gardening, outdoor enjoyment, or future enhancements, while a storage shed & detached garage provide additional room for tools and equipment. This property does require updating and repairs and is ideally suited for investors, contractors, renovators, or buyers looking to bring their vision to life. Conveniently located close to shopping, schools, parks, and major commuter routes, this is a fantastic opportunity to transform a classic Colonial into something truly special.

176 Newberry Rd, South Windsor

$1,350,000

4 Beds ⋅ 3 Baths ⋅ 24187374 MLS

Turn-key luxury on nearly 6 private acres meets irreplaceable New England character. This fully renovated historic estate delivers modern comfort with zero compromises - new structural beams, all-new electrical, plumbing, complete HVAC, and a Generac hookup, so every major system is already done. The chef's kitchen is the showpiece: professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. The deluxe primary suite includes reclaimed wood flooring and its own new full bath, and a custom office with built-ins makes working from home effortless. Every room simply feels right - high ceilings, grand millwork, and seven working fireplaces set the tone throughout, perfect for hosting or quiet nights in. A one-of-a-kind central staircase, with its original spiral-turned balusters, anchors the home as a true architectural centerpiece. Set back from quiet, historic Main Street, an expansive stone terrace and retaining walls against landscaped, private grounds - just minutes from town, Bradley airport, and access to NYC / Boston. A rare bonus: this move-in-ready National Register Georgian Colonial (c. 1757-58) is a celebrated Grant family home, connecting it to the family of Ulysses S. Grant. With its own dedicated Wikipedia page, original wood paneling, and one of the finest surviving CT River Valley doorways, it remains an important piece of New England architecture - modern luxury layered over genuine, documented American history.

1653 Main St, South Windsor

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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.