Refine Search
Sort by
$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

$359,900
4 Baths 24193960 MLS
Back on the market and reduced. Versatile Renovated Church Property - Ideal for Classrooms, Events, or Multi-Use. This spacious former church property includes a 30' x 40' (1,200 sq. ft) meeting hall, complete with a dedicated audio room-perfect for gatherings, presentations, or worship services. Recently updated from top to bottom, renovations include brand-new walls, ceilings, flooring, and a new overhead door-providing a fresh, move-in-ready environment. The building includes 14 additional rooms and 4 bathrooms, offering an excellent layout for classrooms, offices, or community use. With three separate front entrances and dual gas meters, the property also presents strong potential for subdivision into multiple functional spaces. This is a unique, flexible space with endless possibilities. A must-see opportunity-you won't be disappointed!

400 Chapel Rd Unit 2A, South Windsor

$599,900
3 Beds 4 Baths 24191223 MLS
Rarely Available! MOVE-IN READY 3 bedroom freestanding colonial home with 2 full and 2 half baths with 2 car attached garage at sought after REDFIELD PUD community. ONE OF THE LARGEST HOME LAYOUTS AND BEST YARDS IN THE NEIGHBORHOOD! Open, bright, inviting and VERSATILE layout. Dramatic 2 story, sun-filled living room. Eat-in tiled kitchen with white cabinets and granite counters opens to the family room with vaulted ceiling as well as to the impressive 4 season sunroom. Upper level includes primary bedroom suite with walk-in closet and full bathroom. Two additional bedrooms, full bath, and loft complete the second floor. Extensive recessed lighting and hardwood floors throughout. Partially finished lower level offers approx 650 sq ft with additional half bath (approx 3000 total sq ft of living space in the home). Updated vinyl thermopane windows and newer architectural roof (2022). All public utilities with Bosch natural gas heat furnace and tankless HW heater (2019), central air system (2022), and city sewer/water. Heated garage with epoxy floor. Tranquil cul-de-sac setting within expansive neighborhood but extremely convenient and just minutes to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and I-84 or I-291. Located in popular ORCHARD HILL ELEMENTARY SCHOOL DISTRICT.

12 Diggins Ct, South Windsor

$685,000
5 Beds 4 Baths 24184323 MLS
Sought after cul-de-sac neighborhood setting for this sprawling 3300 sq ft contemporary Cape Cod style home featuring 4/5 bedrooms as well as 2 full and 2 half baths plus 2 car side-entry garage. Expansive first floor features large eat-in kitchen, family room with fireplace, formal dining room with French doors, office/sunroom, formal living room with 2nd fireplace, as well as first-floor primary bedroom suite. Upper level with 3 bedrooms, full bath, laundry room, and office (potential 5th bedroom). Extensive hardwood floors and new carpeting. Multiple walk-in attic storage areas. 2000+ sq ft unfinished WALKOUT lower level offers plenty of additional storage or expansion potential. Cedar lined hot tub room overlooks deck and covered porch. Private yard with storage shed. Wired for generator, city sewer/water. Situated in the very desirable PR SMITH ELEMENTARY SCHOOL DISTRICT. Tranquil setting but extremely convenient to area parks, Tri City shopping, Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and easy access to I-84.

33 Woodmar Cir S, South Windsor

$599,900
4 Beds 4 Baths 24165130 MLS
Welcome to 25 Doria Lane, a spacious and inviting home situated on a desirable corner lot in South Windsor, CT. This property offers unique versatility with entrances from two sides, enhancing accessibility and potential.with command views of a tranquil pond. High ceilings, grand proportions, and walls of windows combine to establish a truly dramatic sense of space and an uncanny airiness. The heart of the home is a massive, open-concept living space designed to tackle both grand-scale entertaining and everyday relaxation with aplomb. This great room is a masterful blend of texture and warmth, featuring a knotty pine tongue & groove ceiling, a grand floor-to-ceiling stone accent wall, and subtle brick highlights. The chef's kitchen, with black galaxy granite countertops, cherry cabinetry, XL Subzero fridge, double oven, and induction cooktop, is flanked by a spacious breakfast nook and large pantry space w main level laundry & 1/2 bath. With a 144sqf wall of glass, the front-facing dining room and main salon enjoy lovely panoramic water views. Single level living is a breeze with 3 well-sized BRs on the main level including the primary suite w custom ensuite bath & easy ingress frameless glass shower. Hall bath features a spa-inspired step down soaking tub. Bonus finished space in lower level w in-law potential - 1 large BR & separate living area w adj full bath. An auctioneer could not run out of storage!

25 Doria Ln, South Windsor

$899,000
4 Beds 4 Baths 24153103 MLS
Stunning Colonial with extensive updates, perfectly situated in the highly desirable Deming Estates. Built in 2001, this spacious 5-bed, 3.5-bath home showcases an open floor plan highlighted by a grand two-story foyer and elegant arched entryways. Beautiful hardwood flooring extends throughout the first floor, which also includes a versatile additional room ideal for a home office, guest room, or playroom. The eat-in kitchen is thoughtfully designed for both daily living and entertaining, featuring granite countertops, a center island, walk-in pantry, and new matte white Cafe appliances that bring a fresh, sophisticated look to the space. French doors open seamlessly to the backyard, creating effortless indoor-outdoor flow. A second-floor balcony overlooks the family room, enhancing the home's bright and airy atmosphere. Outdoor living is exceptional with a brand new, oversized two-tier composite deck complete with grand double staircases leading to a newly paved patio featuring a built-in fire pit and pergola-perfect for hosting or relaxing evenings at home. A newly paved front walkway leads to a brand new enclosed composite front porch, adding both charm and functionality. The professionally landscaped yard is supported by a full irrigation system for easy maintenance. Upstairs, the primary suite has been tastefully upgraded with new luxury vinyl plank flooring and a custom-designed closet system for optimal organization.

112 Gilbert Ln, South Windsor

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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.