South Windsor CT Historical Real Estate, Homes for Sale

Step back in time with this distinctive Colonial, built in 1833 and beautifully situated on 2.45 serene acres along historic Old Main Street in South Windsor. Located on the Connecticut River side of Main Street, this spacious home offers 3-5 possible bedrooms with an abundance of character throughout. Period details include four fireplaces, some beautiful wide-board flooring, high ceilings, mouldings and an impressive staircase that reflects the home's historic charm. There is plenty of space to put a Primary bedroom on the first floor. The eat-in kitchen features a convenient pantry, large double castiron sink and a wood stove. A separate entrance leads to flexible space ideal for an in-home business, professional office, studio, or other uses. While a walk-up attic provides additional storage. This house has great in-law possibilities. Outside, enjoy the peaceful setting from the two covered front porches and take advantage of two barns offering excellent storage, workshop, hobby, or agricultural possibilities. Additional features include circuit breakers, cast iron radiators, public water, new oil tank and hot water heater. A rare opportunity to own a piece of South Windsor history with space, character, and versatility. Property being sold in AS-IS condition. No Government loans. CASH only!

1225 Main St, South Windsor

$450,000

3 Beds ⋅ 2 Baths ⋅ 24216823 MLS

Highly sought after South Windsor location for this UPDATED and MOVE-IN READY 3 bed, 2 full bath RANCH style brick home home. Enjoy ONE FLOOR LIVING with an open, bright, and inviting floor plan with extensive hardwood flooring. Sun-filled living room with brick-front fireplace opens to the REMODELED eat-in kitchen with stunning white cabinetry, stainless steel appliances, granite counters, undermount lighting, and spacious dining area. First-floor primary bedroom with en suite full bath. VERSATILE LAYOUT with two additional generously sized bedrooms, providing flexibility for guests, family, or a home office. The home also features a partially finished lower level for extra living space and an abundance of storage in the unfinished area. Large composite deck overlooks level, fenced backyard with storage shed. Energy efficient thermopane windows and whole-house generator. Located in the sought after ELI TERRY ELEMENTARY SCHOOL district. Full sidewalk access for easy walking to Topstone Golf Course, SW Community Center, Nevers Rd Park, and SW High or Eli Terry schools. Tranquil setting but convenient to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio, and I-84 for easy commute to Hartford, UConn or Bradley Airport.

655 Nevers Rd, South Windsor

$399,900

4 Beds ⋅ 2 Baths ⋅ 24214539 MLS

Great South Windsor location within walking distance to Old Main Street for this EXTENSIVELY REMODELED 4 bed, 2 full bath cape style home set on a large, level .45-acre lot. Open, bright, and VERSATILE floorplan. BRAND NEW architectural roof, BRAND NEW vinyl thermopane windows, and BRAND NEW vinyl siding. Gleaming hardwood floors throughout most of the home. The FULLY RENOVATED kitchen boasts quartz countertops, stainless steel appliances, subway tile backsplash, and stylish white cabinetry. Sun-filled living room with fireplace. Fully renovated full bath and 2 bedrooms (one could be used as a den or dining room) complete the main level. The second floor includes 2 bedrooms, totally remodeled bathroom, and loft area. Partially finished lower level with 520 sq ft of living space in multiple rooms (1800 total sq ft of living space) plus ample storage space. Home includes central air and 200 AMP electrical. Ideally situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio and easy access to I-291 or I-84.

80 Strong Rd, South Windsor

$369,900

3 Beds ⋅ 3 Baths ⋅ 24212851 MLS

If you've been looking for one-floor living in a great South Windsor neighborhood, walking distance to Nevers Park and Top Stone Golf Course, 10 Thomas Street is worth a tour! This ranch-style home offers more space than you might expect, with over 1,400 square feet of living space (on the main level). You'll find three spacious bedrooms and two and a half bathrooms, with plenty of room to make this home your own. Just off of the eat-in kitchen, a bonus room offers flexible space for a cozy den, home office, or additional sitting area. The main front living room is currently being used as a dining room but the options are endless. Downstairs, you'll find a full 1,025-square-foot basement, including an additional 450 sf of finished space. Whether you're looking for a rec area, or simply extra room for storage, there's plenty of flexibility. Public sewer, private well. Bring your ideas and vision to this well-cared-for home in an established neighborhood near Eli Terry Elementary School. You'll enjoy being close to shopping, restaurants, and entertainment, while still being tucked away in a quiet neighborhood. Easy access to I-84/91 makes commuting convenient, too. Don't let the outside deceive you-there's more space here than meets the eye. With a solid foundation and plenty of potential, this home is ready for its new owner to bring their vision to life with cosmetic updates and personal touches. Sale is subject to probate approval, selling as

10 Thomas St, South Windsor

$373,900

3 Beds ⋅ 2 Baths ⋅ 24212149 MLS

A rare opportunity to own a lovingly maintained home with space, updates, and exceptional value! Proudly cared for by the same family since it was built, this 3-bedroom, 1.5-bath split-level sits beautifully on a .64-acre corner lot. The inviting main level offers a comfortable living room, dining room, and a bright sunroom-perfect for enjoying the changing seasons. Upstairs, three bedrooms and a full bath provide plenty of space for family and guests. The lower level adds even more versatility with a spacious family room, ideal for movie nights, play space, a home office, or simply spreading out. Step outside and discover a backyard designed for enjoyment, complete with an above-ground pool and plenty of room to entertain, garden, play, or relax. Major improvements provide peace of mind, including a newer roof (2020) and new insulation in the walls and attic (2026). With its generous lot, flexible floor plan, established landscaping, and decades of thoughtful care, this home offers the opportunity to move in and make it your own while enjoying the benefits of important recent updates. Priced at $373,900, this is the kind of value that is hard to find in South Windsor. Don't miss your opportunity to make this well-loved home your own!

10 Hayes Rd, South Windsor

$545,000

4 Beds ⋅ 3 Baths ⋅ 24211976 MLS

Beautifully renovated and filled with character, this 4 bedroom Farmhouse style Colonial offers the feel of new construction with a flexible layout designed for today's lifestyle. A brand new roof was installed in September 2026, while recessed lighting, hardwood flooring, fresh finishes, and thoughtful updates carry throughout the home. The main house features a first floor bedroom and full bath, plus two additional bedrooms and another full bath upstairs. A separate in law style space with its own bedroom and bath adds exceptional versatility and could also serve as a private home office or professional workspace, subject to local approvals. The new kitchen features stainless steel appliances and opens easily into the surrounding living areas, while first floor laundry adds everyday convenience. Outside, a new paver walkway and brand new driveway enhance the curb appeal. Central air, natural gas heat, and a partially finished basement add even more comfort and usable space. Conveniently located near shopping, restaurants, and highway access, this move in ready home offers style, flexibility, and a long list of major improvements.

729 Ellington Rd, South Windsor

$549,900

5 Beds ⋅ 4 Baths ⋅ 24210964 MLS

Rarely available TRUE IN-LAW split style home offering 5 bedrooms, 3 1/2 baths, 2 car garage, and nearly 2800 total square feet of living space in very sought after South Windsor neighborhood. Main home offers 3 bedrooms, 1 1/2 baths, kitchen, living room, dining room, and family room; In-law addition has both SEPARATE ENTRY and INTERIOR ACCESS with 2 bedroom, 2 full baths, office/den, and kitchenette. The overall property provides an open, bright, and versatile layout with pride of ownership and many nice updates. Remodeled main kitchen with stunning white cabinetry, granite counters, and stainless steel appliances. Gleaming hardwood floors found throughout much of the home. Partially finished lower level plus plenty of storage. 15 x 15 composite deck overlooks level backyard with manicured grounds and 12 x 16 Kloter Farms storage shed. All public utilities with gas heat, central air, city sewer/water, c/vac, irrigation system, architectural roof, vinyl thermopane windows and siding, and 200 AMP electrical with generator hookup. Tranquil setting but just minutes to I-84 or I-291 for easy commute to Hartford, UConn, Springfield, or Bradley Airport. Convenient to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and Club Studio. Just move in and enjoy!

49 Edgewood Dr, South Windsor

$420,000

3 Beds ⋅ 2 Baths ⋅ 24212702 MLS

Welcome to this beautifully remodeled 3-Bedroom South Windsor home! Newly Build 2 car attached oversized Garage added in 2023, fenced back yard, basement insulations, expanded driveway and new solar panels, less than 7 year old roof & windows, renovated kitchen. Hardwood flooring throughout the main and upper level bedrooms. Lower level can be used as a large family room, office or children play room. Location in quiet neighborhood, convenient shopping, dining and nearby Buckland Hills Mall. Just move right in and enjoy!

43 Manor Ln, South Windsor

$439,900

3 Beds ⋅ 1 Baths ⋅ 24206003 MLS

This adorable one level ranch home just got freshened up. All new paint throughout and hardwood floors refinished. Spacious three bedrooms with a full bath in the master suite and hardwoods throughout. Newer windows and newer heat and a/c. Alot of opportunities with this home as it sits far off the road on over 2 acres in South Windsors historic district. Complete with a cinder block three car garage. Huge yard to expand your dreams. This home is a must see.

1638 Main St, South Windsor

$349,900

3 Beds ⋅ 1 Baths ⋅ 24210426 MLS

Highest and Best due Monday 8pm 10/5. Welcome to this inviting 3-bedroom ranch in South Windsor! If you're looking for a home that offers easy one-level living with a comfortable and functional layout, look no further! The spacious kitchen flows naturally into the dining area and opens to the generous living room, creating a great space for both everyday living and entertaining. The living room features recessed lighting and large windows overlooking the front yard, bringing in plenty of natural light. The home offers hardwood flooring throughout, central air conditioning, three comfortable bedrooms, and a full bathroom with a walk-in shower. Recent updates include a newer roof, newer hot water heater, and fresh interior painting, adding to the home's appeal. Step outside to the deep backyard, offering plenty of room for outdoor entertaining, gardening, recreation, or simply relaxing and enjoying the outdoors. The lower level is ready for your finishing touches, providing an opportunity to create additional living space, a home office, gym, or recreation area. The one-car garage has been sectioned off to provide additional storage space, offering plenty of room for tools, seasonal items, and household storage. The space could easily be converted back to a traditional one-car garage if desired. A wonderful opportunity to make this well-maintained South Windsor ranch your own!

179 Kelly Rd, South Windsor

$699,900

3 Beds ⋅ 3 Baths ⋅ 24210292 MLS

MORE THAN MEETS THE EYE! Tucked at the end of Mountain View Road on nearly 3/4 of an acre, this unique property offers exceptional space and flexibility. Significant improvements over the past 5 years include the transformation of a 2015 addition into an impressive first-floor primary suite. Its walkout lower level offers finished space with direct access to the second attached one-car garage. Upstairs are two freshly painted bedrooms, a full bath and second washer/dryer hookup. Below the main house, a separate walkout lower-level features another finished room and half bath. And then there's the garage! Built in 2007, the approximately 2,000 sq. ft. detached garage offers incredible possibilities for a car enthusiast, equipment or storage, home gym and more. A full bath, mini-split system and finished second floor add even more versatility. With flexible finished space, exceptional garage capacity and a tucked-away location, this property is anything but ordinary. Come see the possibilities!

11 Mountain View Rd, South Windsor

$332,500

3 Beds ⋅ 1 Baths ⋅ 24210196 MLS

Come with a vision and make this South Windsor ranch your own. Exposed beams, hardwood floors, and a fireplace give the home a warmth and character you can build on, while a brand-new roof adds to its appeal. With 3 bedrooms, 1 bath, and 1,515 square feet of living space, there's room to bring your style to life. Set on a half-acre with views of the garden area, this home offers the opportunity to create a place that reflects you, with shopping and dining at The Shops at Evergreen Walk and fitness options including Club Studio nearby. Property being sold as-is.

1051 Foster St Ext, South Windsor

$394,900

3 Beds ⋅ 2 Baths ⋅ 24209495 MLS

Well-maintained Cape-style home offering a versatile 3-4 bedroom designed to suit a variety of lifestyles. A welcoming front porch, the interior features comfortable living spaces, flexible bedroom or office options. Living room features hardwood floors, bay window and abundant natural light. The eat in kitchen features brand new stainless appliances, backsplash, center island and breakfast bar with plenty of cabinets and counter space. Sliding glass doors lead to the deck overlooking 2.1 -acre lot offering privacy, mature landscaping, and plenty of room for outdoor enjoyment. Convenient first floor bedroom and 2nd bedroom or office space with french doors, full remodeled bathroom with walk in shower, and washer and dryer. 2nd floor features a loft/den area with built in bookshelves, walk in closet for storage. The primary bedroom with three closets for plenty of storage and new ceiling fan. 2nd floor remodeled bathroom features brand new quartz vanity, jacuzzi tub and walk in shower. Recent updates include brand new Roth oil tank and carpet in bedrooms. Replacement windows, 2009 roof and Thermopride heating system, 40-gallon economical propane HW heater, central air! Oversized attached 2 car garage ideal for all your toys and vehicles! Ideally located in new Pleasant Valley grammar school, shopping, dining, and transportation, this move-in-ready home is a wonderful opportunity in a sought-after community.

650 Governors Hwy, South Windsor

$475,000

5 Beds ⋅ 3 Baths ⋅ 24209841 MLS

Spacious and versatile, this 2,219 sq ft Raised Ranch offers 5 bedrooms, 2.1 baths, and plenty of room to spread out both inside and out. The main level features hardwood flooring throughout and a bright, open layout highlighted by an expansive living room overlooking the rear yard. The adjoining dining room flows seamlessly into the kitchen, complete with granite countertops, tile flooring, tile backsplash, and a comfortable eating area with direct access to the large rear deck; perfect for outdoor dining and entertaining. The primary bedroom features its own private full bath and ceiling fan, while two additional bedrooms, another full bath, and convenient main-level laundry complete this floor. The finished lower level adds tremendous flexibility with two generously sized bedrooms, a spacious family room with pellet stove, half bath, and engineered hardwood flooring throughout. Outside, enjoy an awesome screened porch overlooking the expansive backyard, offering a great place to relax and enjoy the outdoors. A two-car garage provides additional parking and storage. Centrally located in South Windsor with convenient access to shopping, parks, Topstone Golf Course, major highways, and the many amenities the area has to offer. With five bedrooms, multiple living spaces, and exceptional indoor and outdoor entertaining areas, this home offers a layout ready to accommodate a variety of needs.

485 Foster Rd, South Windsor

$1,550,000

5 Beds ⋅ 4 Baths ⋅ 24209725 MLS

NEW PRICE 10/7 ! Exceptional Equestrian Estate that You've Been Waiting For! This Fabulous Property includes a heated & sprinkled indoor riding arena, attached stalls with individual turnouts, heated tack room, is set on 7.05 pristine, green, flat, completely fenced acres with an additional stalled barn..... AND heated, in ground pool with cabana. This lovely home is updated to today's style of living.... 5 bedrooms, 4 full baths, theatre, library, music room, mixed hardwood floors throughout and so very much more! CHECKS ALL THE BOXES! (Combined/Abutting property..960 Main Street & 70 Newberry Road, South Windsor, CT.). Ride off the property to hundreds of acres of trails along the CT River! Just phenonmenal!

960 Main St, South Windsor

$449,900

3 Beds ⋅ 3 Baths ⋅ 24195338 MLS

Big, bright, and beautiful, this outstanding three-bedroom, 2 and 1/2-bath home offers exceptional space, comfort, and functionality. Step into the vaulted, airy foyer and discover gleaming hardwood floors and new windows throughout the main level. The oversized living room is filled with natural light from an expansive bay window and flows seamlessly into the spacious dining room and updated kitchen featuring granite countertops. Enjoy summer days in the 10' x 15' screened porch, with an adjoining 8' x 10' deck overlooking the lush, private yard. For year-round comfort, the whole-house fan efficiently cools the home in minutes. The extra-large primary bedroom features hardwood floors, two double-door closets, and a convenient ceramic-tile half bath. The generously sized main bathroom offers plenty of room for an oversized vanity or double-sink setup. Two additional spacious bedrooms, both with hardwood floors and energy-efficient triple-pane windows, complete the main level. The lower level adds even more living space with a huge 20' x 30' family room, and laundry room with full bath. Direct access to the extra-large two-car garage adds everyday convenience and abundant storage. With its spacious rooms, thoughtful updates, and inviting indoor and outdoor living spaces, this home is ready to welcome you.

50 Valley View Dr, South Windsor

$399,999

5 Beds ⋅ 3 Baths ⋅ 24209215 MLS

Welcome home to this spacious almost 3000 Square Foot versatile Colonial, perfectly situated on a desirable corner lot in the highly sought-after South Windsor school district. Thoughtfully designed to accommodate a variety of lifestyles, this home offers exceptional flexibility with five bedrooms, including a first-floor primary suite, making it ideal for multi-generational living, a growing family, or anyone seeking convenient one-level living. The first floor primary suite features an updated bath with a double vanity and walk in tiled shower. At the heart of the home is the expansive eat-in kitchen featuring marble countertops, stainless steel appliances, vaulted ceilings, a cozy sitting area for morning coffee, and sliding doors leading to a spacious deck overlooking the backyard. For those who entertain, it also connects to the sunroom overlooking the deck.

132 Laurel St, South Windsor

$399,000

3 Beds ⋅ 2 Baths ⋅ 24201875 MLS

Welcome to a rare and versatile real estate opportunity in the heart of South Windsor! This beautifully renovated 3-bedroom, 1.5-bath Colonial seamlessly blends classic charm with modern updates and fresh paint throughout. Whether you're looking for a move-in-ready home or a property with professional office potential, this one offers exceptional flexibility. Located within the town's desirable Mixed-Use Development Zone, the property has a special exception allowing for conversion to professional office space, making it an excellent opportunity for an in-home business, professional practice, or traditional single-family living. The bright and inviting interior features updated living spaces and a fully finished basement, providing valuable additional square footage ideal for a family room, media area, or home office. Outside, enjoy the privacy of a spacious 0.71-acre lot with a fenced backyard, large paved driveway, ample parking, and excellent visibility-perfect for both residential living and potential business use. Recent improvements include a new 40-gallon hot water heater (2026) and newer appliances (2024). Additional updates include the roof, furnace, windows, electrical, and fenced backyard (2017). The home also features propane forced hot-air heat and central air conditioning (2017). With its combination of location, updates, visibility, amply parking for guests or clients, acreage, and flexible zoning potential, this is truly a unique opportunity in

1325 Sullivan Ave, South Windsor

$539,900

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

$329,900

3 Beds ⋅ 1 Baths ⋅ 24205519 MLS

Highly sought after ORCHARD HILL ELEMENTARY SCHOOL district in South Windsor for this inviting 3 bed, 1 full bath ranch home with modern stylish color palette. Updated eat-in kitchen with stainless steel appliances, granite counters, and newer LVP flooring. Spacious sun-filled living room with fireplace and hardwood. Primary bedroom along with two additional bedrooms (one currently used as an office), all with hardwood flooring. Remodeled full bathroom. 400 semi-finished sq ft on lower level, plus plenty of storage or expansion potential. Large patio overlooks private, level backyard. Newer architectural roof (2024), newer AC wall units (2024), updated vinyl thermopane windows (2025), and new Navien gas furnace and tankless HW heater (2026). Very convenient to area schools, Tri City Plaza, Evergreen Walk, Buckland Mall, Whole Foods, Costco, and I-84 for easy commutes.

138 Kelly Rd, South Windsor

$374,900

3 Beds ⋅ 1 Baths ⋅ 24199291 MLS

PRICED TO SELL! MOTIVATED SELLER! Welcome to your new home in beautiful South Windsor, just steps away from the newly remodeled sought after neighborhood school, Topstone Golf Course, Rye Street Park and close to all the amenities South Windsor has to offer. This 3 bedroom, 1 bath split level home has been meticulously maintained with hardwood floors throughout, boasting a modern kitchen with newer appliances, newer central air system, good size bedrooms and a play area, den or office in the lower level. The fenced in, level backyard has a Kloter Farms shed, a designated fire pit and patio area as well as a beautiful garden to plant vegetables or flowers or both! Move right into this home, it is ready for it's new owners to create lasting memories!

200 Brook St, South Windsor

$369,900

3 Beds ⋅ 2 Baths ⋅ 24199044 MLS

Don't miss this inviting split-level home in South Windsor! The main level features a bright living room with hardwood floors that opens to the dining room, creating a comfortable flow for everyday living and entertaining. The kitchen offers plenty of cabinet space and overlooks the private backyard. This home features 3 bedrooms, all with hardwood floors, including a primary bedroom with a private half bath, and new updated guest bath. The lower-level family room provides additional living space, while the full basement offers plenty of storage. Additional features include central air, natural gas heat, thermal windows, 1 year old hot water heater and a one-car garage. Conveniently located near schools, shopping, recreation, and major highways. Easy access to everything South Windsor has to offer. Property is being sold as-is. Dishwasher does not work.

796 Avery St, South Windsor

$25,000

2 Beds ⋅ 1 Baths ⋅ 24194138 MLS

Easy living, a little extra privacy and a price that makes sense! Welcome to 9 Main Street, Trailer 42 in SOUTH WINDSOR, where affordable homeownership meets low-maintenance living. Tucked toward the rear of a non-age-restricted community, this 2-bedroom, 1-bath mobile home offers an inviting open floor plan that makes the most of its space. Enjoy your morning coffee or unwind on the covered patio, with a handy storage shed for all the extras. Conveniently located near I-291, I-91 and Route 5, you're never far from where you need to be. A budget-friendly alternative to condo living without sacrificing comfort or convenience!

9 Main St Unit LOT 42, South Windsor

$119,900

2 Beds ⋅ 1 Baths ⋅ 24192981 MLS

Better than new! Completely remodeled with beautiful Kitchen and baths! new flooring new roof. lovely 2 bedroom unit!

9 Main St Unit LOT 18, 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

$1,299,000

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

$25,000

2 Beds ⋅ 1 Baths ⋅ 24182391 MLS

Wonderful opportunity to update & own. Mobile home sold "As Is" condition. Buyer to do their "Due Diligence" before purchasing. Utilities are off. Propane tank has been removed. Cash only - Most contents may remain. Guidelines for purchasing - see attached along with Rules & Regulations. Subject to Mobile Home Park Approval & Probate Approval. 1 Parking Space Assigned. There is an additional cost for a 2nd space. Please Note Unit Has a No. 8 on the Mobile Home even though the address is 9 Main St Trlr 9

9 Main St Unit 9, South Windsor

$419,900

4 Beds ⋅ 3 Baths ⋅ 24179267 MLS

Welcome to 371 Felt Road, a beautifully situated home in one of South Windsor's most desirable neighborhoods. This home offers the perfect balance of privacy, convenience, and community charm. This 1,592 sq ft home has 4 bedrooms and 2.5 baths along with a spacious living room with expansive brick fireplace and vaulted ceilings. Kitchen is open to dining area. Downstairs is finished and has a walkout to a private back yard. There is a 2 car attached garage with 3 season sun room that leads out on to a nice deck. Close to amenities, shopping, walking trails and everything South Windsor has to offer.

371 Felt 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

$79,900

1 Beds ⋅ 1 Baths ⋅ 24175710 MLS

Lovely Mobile totally redone! newer electrical, Bathrooms and Kitchen cheaper to own than rent

9 Main St Unit 46, South Windsor

$1,490,000

1 Baths ⋅ 24139293 MLS

(3) Flex/Shop Industrial Buildings on 4.82 acres Building 1: 10,260 SF, 14' clear w/ (3) 14' over- head doors w/ ability to add more Building 2: 3,360 SF, 14' clear w/ (1) 14' over- head door, (1) 12' over- head door Building 3: 4,300 SF, 13' 6" clear, 21' to eve w/ (1) 10x10 dock door w/ ability to add more (1) 1,512 SF Office Building Well, septic, propane and electric City water, sewer, and gas on road Zone: I Traffic Count: 24,800

420 John Fitch Blvd, South Windsor

$499,900

24158230 MLS

Position your business for success with this versatile commercial/industrial property in South Windsor, conveniently located near major highways for easy access and transportation. Situated on a level 2.53-acre corner lot, this property offers excellent functionality, visibility, and room to grow. The building combines industrial space with professional office areas, making it ideal for contractors, service businesses, distribution, or light manufacturing. Inside you'll find multiple office spaces, a kitchenette for staff convenience, and three bathrooms to support daily operations. The industrial area features three large drive-in doors for easy access for trucks, equipment, and deliveries. A massive full basement, approximately the size of the building, provides outstanding additional space for storage, warehousing, inventory, or equipment. The expansive lot includes both paved and open areas with plenty of room for parking, outdoor storage, vehicle staging, or future expansion. The corner lot location improves accessibility, and the partially fenced yard adds an extra level of functionality and security. A rare opportunity to own a flexible commercial property that offers office, warehouse, and yard space in a strategic South Windsor location.

450 Burnham St, 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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