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$425,000
3 Beds 3 Baths 24195149 MLS
Welcome to this beautifully maintained, and move-in-ready home tucked away on a quiet cul-de-sac in South Windsor! Offering 1,314 square feet, 3 bedrooms, and 2 & 1/2 bathrooms, this inviting property combines thoughtful updates with a comfortable, versatile layout. The updated kitchen features rich wood cabinetry, granite countertops, stainless-steel appliances, a tiled backsplash, recessed lighting, a skylight, and a center island offering additional prep space, storage, and casual seating. Hardwood flooring adds warmth and character throughout the main living areas, while a beautiful bay window fills the spacious living room with natural light. A fireplace adds an inviting focal point and makes the room especially cozy. The finished lower level provides a welcoming retreat for relaxing and entertaining. At the heart of the space is a custom wet bar with rich wood cabinetry, glass-front display cabinets, a sink, and dedicated wine storage - an ideal setup for serving drinks, displaying glassware, and gathering with friends. The adjoining family room offers plenty of space for movie nights, game days, or hosting guests, while a convenient half bath completes this versatile level. Outside, the large deck and adjoining patio overlook a flat, beautifully landscaped backyard with mature plantings and a charming pergola, perfect for outdoor dining, entertaining, gardening, or simply unwinding. An attached garage and convenient location near amenities complete this beautiful home

34 Imperial Dr, 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

$649,900
4 Beds 2 Baths 24191588 MLS
You found the Special property you have been looking for. Situated at the end of a cul-de-sac street, in the wonderful PR Smith School District neighborhood. This is not the "typical" colonial home. Love and care are evident from the second you walk in. Warm and inviting are only a couple of the great ways this home will feel to you. There is nothing to do here but move in and make it your own. Walk up to the front entrance on the beautiful walkway amongst the hydrangea, enter in to the open feel of your home, and take a breath. There is much more to come. The main area of the home is welcoming, with plenty of space for family and friends. The kitchen is built for a cook's imagination. The open floor plan and great dining room are a family oasis. Full laundry and an expansive dining room accentuate the main floor. There is a loft area, with endless potential uses, looking over the main living area. Upstairs are the four good sized bedrooms along with the 2nd full bathroom. The basement is mostly finished along with a super work shop space. The STAR of the show may be the back yard. Multiple areas to enjoy conversation and dining. The pool will provide endless family memories. Many places to meander around or to sit with your loved ones. Upgrades and improvements abound throughout the property. Close enough to be near to all local amenities, yet tucked away in a wonderful residential area. Come and see the incredible landscaping and enjoy your new home.

278 Lawrence Rd, South Windsor

$549,900
3 Beds 3 Baths 24186312 MLS
HIGHEST & BEST DEADLINE BY TUESDAY 6/30 AT 12:00PM Welcome to 126 Judy Lane, a beautifully updated and meticulously maintained 3-bedroom, 2.1 bath Colonial set on a level .45-acre lot in South Windsor. This home offers 1,843 sq. ft. above grade, plus additional finished space in the lower level, offering plenty of room to spread out. The main level features a bright, updated kitchen with granite counters, breakfast bar, double ovens, wine chiller, and a cozy breakfast nook with built-in bench seating. The kitchen flows nicely into the formal dining room and spacious living room with hardwood floors, bay window, and fireplace. Upstairs, the primary bedroom includes a remodeled full bath, walk-in closet, and additional closet space, along with two additional bedrooms and a second full bath. The finished lower level offers additional space for a rec room, gym, office, or media area. Outside, enjoy a private backyard retreat with vinyl fencing, irrigation system, deck, pool, hot tub, patio area, and beautifully maintained grounds. Major updates since 2020 include 5 mini-split heating/cooling units, 200 amp electrical, backyard fence, irrigation system, pool, deck, hot tub, 3 toilets, ceiling fans, dishwasher, refrigerator, garage side door, stairway carpet, remodeled primary bath, and new flooring in the kitchen, breakfast nook, and first floor half bath. Furnace and mini splits are cleaned yearly. Truly move-in ready!

126 Judy Ln, South Windsor

$524,900
4 Beds 4 Baths 24184776 MLS
Nestled on a private .86-acre lot, this beautifully maintained classic Colonial offers the perfect blend of comfort, space, and functionality. You'll be captivated by the abundance of natural light and thoughtful enhancements found throughout this home. The stunning renovated kitchen is truly the heart of the home, featuring granite countertops, porcelain tile flooring, stainless steel appliances, coffee bar, wine cooler, and a center island that naturally becomes the gathering place for guests. The kitchen flows seamlessly into the dining area, providing ample space for everyday living and large celebrations. A convenient main-level half bath adds to the home's functionality. The living room creates the perfect setting for movie nights, game nights, or relaxing by the fireplace on crisp New England evenings. A main-level primary suite offers the privacy and tranquility you've been searching for, complete with a vaulted ceiling that enhances the light and airy feel of the space and a private en-suite bath. The second level features two generously sized bedrooms, while the third level offers incredible flexibility with a fourth bedroom and additional space for a home office, den, playroom, or game room. Take in breathtaking sunset views while enjoying outdoor dining and refreshing beverages on the deck.The backyard is your private retreat, an inground pool and cabana perfect for summer days swimming, sunbathing, entertaining, or gathering around the fire on summer nights.

229 Avery St, South Windsor

$475,000
5 Beds 2 Baths 24175609 MLS
**Highest & Best Offers Due by 5:00 PM Monday** Welcome to this beautifully fully renovated 5 bedroom colonial tucked away as one of South Windsor's best-kept secrets. From the moment you arrive, the stone horseshoe driveway and classic colonial exterior make a lasting first impression. Nestled among mature trees, this property offers the feel of a private retreat. Inside, bright renovated interiors feature luxury plank flooring, recessed lighting, and generous room sizes throughout. The layout flows seamlessly from the stunning kitchen, complete with slate-gray shaker cabinetry, brushed gold hardware, stainless steel appliances, granite countertops, and subway tile backsplash, into the dining area and cozy living room, creating an effortless space for everyday living and entertaining. A main level bedroom offers flexibility for guests, multi generational living, or a home office. Upstairs, four additional bedrooms include a spacious primary suite filled with natural light and cohesive modern finishes. Two fully updated bathrooms showcase rain shower heads, matte black fixtures, large-format tile, and built-in shampoo niches for a spa-like feel. Outside, enjoy a fully restored inground pool featuring all-new plumbing and a brand-new liner alongside an expansive covered front porch, creating a backyard experience few homes can match. Just minutes from Evergreen Walk's shopping, dining, fitness studios, parks, and entertainment, this home truly has it all.

2270 Ellington Rd, South Windsor

$2,100,000
24177394 MLS
Welcome to 1170 Ellington Rd - this architecturally distinctive Gambrel-style office building sits on a beautifully landscaped site in an established South Windsor corridor! Red brick, white dormers, and a gabled front entry give the property great curb appeal. Two stories of well-maintained Class B office space sit behind a generous parking lot with frontage on Ellington Road, proximate to I-291, I-84, and Bradley International Airport. A portion of the building (~51%), well-suited for a variety of educational, social services, and professional uses, is in the process of being leased to the South Windsor Board of Education - a creditworthy municipal anchor. The remainder is remarkably configurable: open spans that can be carved into smaller professional suites or kept as larger spaces. That flexibility opens the door to an unusually wide range of uses - a private school, early-childhood center, or district administrative offices; a cluster of medical, therapy, or counseling practices; a fitness, dance, or yoga studio; a martial arts academy; a worship space; or a polished headquarters office for an operator working within the region's logistics corridor. South Windsor itself is among the most affluent and stable towns in the Hartford metro - strong schools, professional demographics, and consistent recognition as one of the region's best places to live. A rare opportunity to own a distinctive building with in-place income and plenty of options!

1170 Ellington Rd, South Windsor

$899,000
4 Beds 5 Baths 24157397 MLS
Discover this premier equestrian estate in sought after South Windsor offering 16+ acres of pure bliss! With potential boarding income exceeding $12,000 per month as is, this farm presents a rare opportunity for both lifestyle and investment. The 4 bedroom, 3 full and 1 half bath ranch home has been thoughtfully updated with hardwood floors, skylights, updated windows, doors, siding, roof, central air (2023), wellhead (2024), and a renovated primary suite bath (2023). The finished walkout lower level includes a second kitchen, full bath, and recreation space ideal for extended living. A full-length deck and covered patio overlook the barn and riding arena. 2 fireplaces and an attached garage add comfort and convenience. Equestrians will appreciate the impressive 10 stall barn featuring matted stalls with individual water supply, heated tack room with new lockers, heated bathroom, wash stall, birthing room, grain storage, hay drops, automatic timed fly spray, blanket racks, bucket hooks, steel turnout doors, and a large hay loft capable of storing over 1,000 bales. A finished barn office with mini split and wifi supports year-round operations. The lighted outdoor arena showcases premium GGT footing with drainage. A separate 2 stall barn with tack area serves a large private pasture. Over 13 acres of fenced pasture provide grazing, hay production, or potential cross country course development. Don't miss this rare opportunity for your DREAM homestead!

610 Niederwerfer Rd, 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.

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