South Windsor Real Estate | South Windsor Homes and Condos for Sale

4 Beds ⋅ 3 Baths ⋅ 24204023 MLS

Spectacular 4/5 bedroom colonial that has been meticulously maintained by the original owners! Well appointed remodeled kitchen with plenty of prep space and direct access out to the large deck which over looks the professionally landscaped yard and in-ground pool. A large dining room for hosting, a spacious living room for entertaining and a family room with a warm fireplace and sliders out to the sunroom that is perfect for relaxing at the end of the day. Upstairs you will appreciate the large primary bedroom suite, complete with an office or flex space, 2 walk-in closets, full bath and window seat overlooking the manicured back yard. There are 3 more ample size bedrooms and a remodeled full bath on the second floor. The lower level offers a great size rec room and a storage area. There are 2 storage/sheds on the property (1 perfect for an additional vehicle), beautiful landscaping, irrigation system, pergola adjacent to the pool area and a Buderus furnace. Stunning property that is ready to move into!

168 Debbie Dr, South Windsor

$300,000

4 Beds ⋅ 3 Baths ⋅ 24207729 MLS

Great South Windsor location for this 3/4 bedroom split style home with 1 full and 2 half baths in charming neighborhood. Home is in need of extensive updating / TLC but is priced accordingly and offers tremendous upside. Truly an AMAZING OPPORTUNITY for the right buyer who is willing to restore this home to its full potential. Ideal for investor, handyman, contractor, or buyer looking to update this home to their personal preferences. Extensive hardwood flooring throughout the main and upper levels. Unfinished basement offers storage or expansion potential. Large half acre lot with storage shed. Newer architectural roof (2025). All public utilities with natural gas heating, newer HW heater, and city sewer/water. Situated in the sought after PHILIP R. SMITH ELEMENTARY SCHOOL DISTRICT. Close proximity to Tri City, Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-84.

146 Pine Knob Dr, South Windsor

$275,000

2 Beds ⋅ 2 Baths ⋅ 24206959 MLS ⋅ Burr Meadow BLDG.

Welcome to easy one-level living in sought-after South Windsor! This inviting 2nd floor, end-unit, 2-bedroom, 2-bath ranch-style condo offers a comfortable and convenient layout with everything you need on one floor. The spacious living room features sliders leading to a private deck, perfect for relaxing and enjoying the peaceful surroundings. Cleared grounds bordered by mature trees provide a wonderful sense of privacy. Additional highlights include in-unit washer and dryer and a 1 car garage for added convenience. Easy access to I-291 and I-84 highways, shopping, restaurants, and everyday amenities. Enjoy low-maintenance condo living in a desirable South Windsor location!

1101 Sunfield Dr Unit 1101, 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

$649,900

4 Beds ⋅ 3 Baths ⋅ 24207895 MLS

WELCOME HOME! This beautiful, spacious 4-bedroom, 2.5-bath colonial home offering approximately 2,986 square feet of living space on a 0.69-acre lot located in the established Rosemary Lane/Berle Road area of South Winsor. The generously proportioned rooms are a standout, including a large family room with fireplace, spacious bedrooms, and a comfortable primary suite. An enclosed porch provides versatile additional space for a home office, sitting area, or year-round enjoyment, while the partially finished basement offers even more room to use as you choose. Recent improvements include a new roof, new well tank, 200-amp electrical service, water softener, and two central air-conditioning units, including one new unit. Outside, enjoy Trex decking, a two-car garage, and a spacious private lot. A well-maintained, substantial home with the space, updates, and flexibility today's buyers are looking for.

20 Christine Ln, South Windsor

$599,900

4 Beds ⋅ 3 Baths ⋅ 24204534 MLS

Coming soon

25 Margaret Dr, South Windsor

$239,500

2 Beds ⋅ 2 Baths ⋅ 24203189 MLS ⋅ Mill River Meadows BLDG.

Welcome to 174 Candlewood Drive, Unit 174, a charming South Windsor condo offering comfortable living in a convenient community setting. This inviting home features a practical layout with bright living spaces, a well-appointed kitchen, comfortable bedrooms, and ample storage. Enjoy the ease of condo living with a location close to shopping, dining, parks, schools, and major roadways. A great opportunity for those seeking a low-maintenance home in a desirable South Windsor location. Schedule your showing today!

174 Candlewood Dr Unit 174, South Windsor

$399,900

3 Beds ⋅ 3 Baths ⋅ 24207035 MLS ⋅ Plum Ridge BLDG.

Welcome to Plum Ridge, where comfort, convenience, and easy living come together in this desirable South Windsor end unit. Bright, spacious, and thoughtfully updated, this home offers an open floor plan, attached one car garage, and a versatile layout for everyday living and entertaining. The main level features two bedrooms and two full bathrooms, including a spacious primary suite w/ a large slider leading to the finished seasonal porch. Filled with natural light, the porch features large windows create a wonderful extension of the living space for morning coffee, relaxing, or entertaining. The kitchen features granite countertops, an eat up counter, under cabinet lighting, newer refrigerator, and new garbage disposal with an open flow into the main living areas. The upper level offers a spacious additional room and full attached bathroom. Both the first floor and upper level showers have been replaced. Major improvements include newer siding, roof, windows and skylights, central air conditioning, furnace, hot water heater and new interior paint, among others. Enjoy end unit living, an attached one car garage, convenient parking, and access to the association pool and amenities. Conveniently located near shopping, dining, major highways, and all that South Windsor has to offer, this well maintained home is ready to welcome its next owner.

301 Sand Stone Dr Unit 301, South Windsor

$499,900

3 Beds ⋅ 3 Baths ⋅ 24206958 MLS

RARELY AVAILABLE IN REDFIELD PUD! Move right into this beautifully maintained 3-bedroom Colonial offering 2 full and 1 half bath, a 2-car attached garage, and an incredibly versatile floor plan in one of the area's most sought-after communities. A dramatic two-story foyer welcomes you into a bright, open interior that has been professionally painted throughout. The sun-filled living room flows into the tiled eat-in kitchen featuring white cabinetry, granite countertops, and an open connection to the family room with cathedral ceiling, perfect for everyday living and entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private full bath, while two additional bedrooms and another full bath complete the second floor. The partially finished lower level adds approximately 650 square feet of additional living space, ideal for a recreation room, home office, gym, or guest space. Major updates include aluminum wrapped exterior trims (2025), a newer architectural roof installed July 2026, furnace (energy efficient combo) replaced in 2020, and central air. Enjoy natural gas heat, public utilities, and a peaceful cul-de-sac setting within an expansive neighborhood. All this just minutes from Evergreen Walk, Buckland Hills, Costco, Whole Foods, Club Studio, I-84 and I-291, plus located in the highly desirable Orchard Hill Elementary School. HIGHEST AND BEST DUE BY TUESDAY 9/22 AT 4:00PM

15 Porter Green, Unit 15, South Windsor

$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

$499,900

3 Beds ⋅ 3 Baths ⋅ 24204663 MLS ⋅ Redfield BLDG.

RARELY AVAILABLE IN REDFIELD PUD! Move right into this beautifully maintained 3-bedroom Colonial offering 2 full and 1 half bath, a 2-car attached garage, and an incredibly versatile floor plan in one of the area's most sought-after communities. A dramatic two-story foyer welcomes you into a bright, open interior that has been professionally painted throughout. The sun-filled living room flows into the tiled eat-in kitchen featuring white cabinetry, granite countertops, and an open connection to the family room with cathedral ceiling, perfect for everyday living and entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private full bath, while two additional bedrooms and another full bath complete the second floor. The partially finished lower level adds approximately 650 square feet of additional living space, ideal for a recreation room, home office, gym, or guest space. Major updates include aluminum wrapped exterior trims (2025), a newer architectural roof installed July 2026, furnace (energy efficient combo) replaced in 2020, and central air. Enjoy natural gas heat, public utilities, and a peaceful cul-de-sac setting within an expansive neighborhood. All this just minutes from Evergreen Walk, Buckland Hills, Costco, Whole Foods, Club Studio, I-84 and I-291, plus located in the highly desirable Orchard Hill Elementary School. HIGHEST AND BEST DUE BY TUESDAY 9/22 AT 4:00PM

15 Porter Green, Unit 15, South Windsor

$499,900

4 Beds ⋅ 3 Baths ⋅ 24205556 MLS

Welcome to this meticulously maintained home situated on a level yet private lot within a desirable sidewalk-lined neighborhood. Step into a sunlit living room featuring vaulted ceilings, a high-efficiency wood fireplace insert designed to heat the space with ease, and vast windows. Wood floors flow across the main level, connecting the living space to a formal dining room and a bright kitchen equipped with gas cooking, a breakfast bar, pantry storage, and sliders to an oversized deck. The main level also hosts four comfortable bedrooms, highlighted by a primary suite with an ensuite full bath and dual closets. The hall bath delivers a spa-like retreat, stunningly remodeled with an air tub, an electronically controlled Moen shower system, a Toto smart toilet, custom lighting, and built-in beverage nooks. Downstairs, the fully finished lower level expands your living space with a spacious family room, a custom Irish pub for entertaining, a dedicated office, and a convenient third full bath. The property seamlessly blends sustainable living with modern luxury, featuring fully owned solar panels installed in 2021 that achieve remarkable energy independence with a $0 electric bill, complemented by an architectural roof (2017) and upgraded 200-amp electrical (2021). Complete with an oversized two-car garage and a prime location close to local shopping, schools, and parks, this exceptional residence defines refined everyday living.

106 Scott Dr, South Windsor

$309,999

3 Beds ⋅ 1 Baths ⋅ 24204562 MLS

This Charming home offers an Exciting opportunity to make your move into one of the most desirable neighborhood. Conveniently situated, the property provides easy access to Evergreen walk, local shopping and dining, schools, parks, library, and major routes. Bring your vision and personal touch to make this your own oasis.

1383 Sullivan Ave, South Windsor

$204,900

1 Beds ⋅ 1 Baths ⋅ 24203842 MLS ⋅ Mill River Meadows BLDG.

Welcome Home to 129 Candlewood Drive! This sunlit one-bedroom end unit offers comfort, style, and convenience in a fantastic location. Freshly painted with newer flooring throughout, this spacious home features a remodeled kitchen with a new refrigerator and dishwasher, along with a newer hot water heater. New roof! The open floor plan provides a comfortable and inviting living space, while the large patio, accessible from the living room slider, overlooks a beautifully wooded and landscaped area-perfect for enjoying your morning coffee or unwinding at the end of the day. With plenty of closet space, storage is never an issue. Enjoy the community's large pool and hot tub, ideal for summer fun and relaxing. Conveniently located near major highways, shopping centers, restaurants, medical facilities, and countless other amenities, this home offers the perfect combination of comfort and convenience. Come see all that 129 Candlewood Drive has to offer-you'll feel right at home. First floor!! FHA approved.

129 Candlewood Dr Unit 129, South Windsor

$435,000

3 Beds ⋅ 3 Baths ⋅ 24199765 MLS

All offers to be submitted by Monday, 9/7 at 10am. This beautifully updated raised ranch blends everyday comfort with wonderful outdoor living space. Inside, a vaulted living and dining area with rich hardwood floors flows into a fully renovated kitchen featuring quartz countertops, a subway tile backsplash with glass mosaic accent, stainless steel appliances, and a spacious center island with seating for four - perfect for entertaining. The finished lower level extends your living space with a cozy family room centered on a stone-hearth wood stove, custom built-ins, and a flexible home office nook, plus a renovated half bath and dedicated laundry room. Step outside to a sprawling multi-tier deck overlooking a fully fenced backyard, ideal for summer gatherings. The above-ground pool just needs a little love to bring it back to its former glory - a great opportunity to make this backyard oasis your own. A paver walkway and mature landscaping welcome you home, while the attached 2-car garage adds everyday convenience. Move-in ready and thoughtfully updated throughout, this is South Windsor living at its finest. Schedule your showing today!

105 High St, South Windsor

$549,900

4 Beds ⋅ 3 Baths ⋅ 24202008 MLS

Highly sought after cul-de-sac neighborhood location for this 4 bed, 2 1/2 bath LaCava colonial home. Pride of ownership abounds in this immaculate home with a bright and inviting floor plan. First floor family room with fireplace. Formal living and dining rooms. Spacious eat-in kitchen. Upper level includes the primary bedroom with en suite full bath and multiple closets, plus three additional bedrooms and hall full bath. 550 sq ft in the partially finished lower level, with plenty of additional storage/expansion potential (2884 total sq ft of living space). Huge 18 x 36 deck overlooks PARK-LIKE backyard with storage shed, backing to town-owned wooded open space for added privacy. All public utilities with gas heat and city sewer/water. Newer 40 year architectural roof (2020) and updated boiler and HW heater. Situated in the very desirable ELI TERRY ELEMENTARY SCHOOL DISTRICT. Tranquil setting but convenient to Nevers Road Park, community center, Topstone Golf Course, Evergreen Walk, Buckland Mall, Costco, Whole Foods, Club Studio and access to I-84.

26 Rustic Ln, South Windsor

$349,900

2 Beds ⋅ 3 Baths ⋅ 24198945 MLS ⋅ Strawbridge BLDG.

Move-in Ready. Exceptionally well kept 2 BR, 2.5 bath townhouse within Strawbridge. Enjoy the spacious Living Room area with patio doors to the deck. Beautifully finished lower level provides an ADDITIONAL 500sf of living space A perfect space for a Home Office, Gym or Entertaining. Conveniently located close to highways. shopping. restaurants, golf, parks and everyday amenities you won't want to miss your opportunity to make this unit your own.

505 Mill Pond Dr Unit 505, South Windsor

$390,000

3 Beds ⋅ 2 Baths ⋅ 24202200 MLS

Don't miss this beautiful colonial home, ideally situated on a quiet cul-de-sac in one of the most desirable neighborhoods. This spacious 3-bedroom, 2-bathroom home is perfect for a family and offers comfort, style, and plenty of natural light throughout.The inviting living room features premium flooring, a cozy fireplace, and an abundance of natural light. The updated kitchen offers granite countertops and modern appliances, creating a stylish and functional space for everyday living and entertaining. The adjacent dining area provides convenient access to the deck through a sliding door, making it easy to enjoy fresh air and outdoor gatherings.All three bedrooms are located on the upper level and feature comfortable carpeting and multiple windows that fill each room with natural light. The primary bedroom includes a walk-in closet and a private bathroom.The finished basement, complete with premium tile flooring, provides additional living space that can be used as a media room, party room, home office, or recreation area. Ample basement storage adds even more convenience.With its desirable location, spacious layout, updated features, and abundant natural light, this home is ready to welcome its new owners. Schedule your showing today and make this gorgeous home yours!

7 Bittersweet Ln Unit 7, South Windsor

$534,900

4 Beds ⋅ 3 Baths ⋅ 24202068 MLS

Welcome to a beautifully updated home in a highly desirable South Windsor location, offering the perfect combination of style, space, convenience, and everyday comfort. Thoughtfully improved throughout, this home features an open-concept kitchen with modern finishes 2021, new oven , cooktop appliances, updated bathrooms 2026, hardwood flooring, and a bright, inviting layout designed for both everyday living and entertaining. The fully finished lower level provides valuable additional living space with plenty of flexibility for a family room, home office, playroom, gym, or guest space. Outside, distinctive natural stone detailing adds character. The location is hard to beat, just minutes from elementary school and conveniently close to major highways, shopping, Costco, restaurants, and everyday amenities. With major interior updates already completed and a versatile layout offering room to spread out, this is a home that combines the character buyers love with the improvements and convenience they're looking for. Move-in ready, beautifully presented, and ideally located, this South Windsor home is ready for its next chapter.

746 Avery St, South Windsor

$474,000

3 Beds ⋅ 3 Baths ⋅ 24199906 MLS

Move right into this beautifully updated raised ranch offering exceptional flexibility, modern updates, and energy-conscious living! The spacious layout features hardwood floors, a remodeled kitchen with abundant cabinetry and granite counters (2020), and comfortable living areas designed for today's lifestyle. The expansive sunroom and finished lower level provide perfect flex space for a family room, playroom, home gym, or office. The lower level offers even more versatility with a potential fourth bedroom or guest suite and a remodeled full bath (2026). Enjoy entertaining family and friends on the composite deck overlooking the fully fenced backyard or relax on the newer patio (2021). Other substantial improvements include a newer roof and exterior painting (2023). The home also features a leased solar system, helping reduce monthly electric costs while providing the benefits of renewable energy. Conveniently located near Rye Street Park with its recreational facilities, shopping, restaurants, schools, and major commuter routes, this meticulously maintained home offers the perfect combination of comfort, flexibility, and value. Don't miss this opportunity!

105 Windsorville Rd, South Windsor

$419,000

3 Beds ⋅ 1 Baths ⋅ 24199291 MLS

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

$424,900

3 Beds ⋅ 2 Baths ⋅ 24191796 MLS

Located in the sought-after Topstone Golf Course neighborhood, this well-maintained home offers comfortable living in a peaceful setting while remaining conveniently close to shopping, dining, recreation, and major roadways. The home features three generously sized bedrooms, a spacious living room with a fireplace, and a fully finished lower level providing additional space for a family room, home office, gym, or entertainment area. Step outside onto the deck and enjoy your private backyard-perfect for relaxing, entertaining, or enjoying a quiet morning. The location offers easy access to Topstone Golf Course, Evergreen Walk, The Shops at Buckland Hills, local restaurants, grocery stores, parks, and recreational facilities. Commuters will appreciate convenient access to I-84, I-291, and Route 5, making travel throughout the Hartford area a breeze. Peaceful neighborhood setting, spacious living areas, finished lower level, and a convenient South Windsor location-this home is ready for its next owner. Don't miss the opportunity to make 411 Griffin Road your new home!

411 Griffin Rd, South Windsor

$59,000

1 Beds ⋅ 1 Baths ⋅ 24145695 MLS

Come see this renovated home. 2 Bedrooms, updated bath, new flooring, new heat pump, new cabinets and room enclosed as extra living space. This home has 2 sheds for storage. Laundry right in the home. Property being sold As-Is.

35 Main St Unit LOT A3, South Windsor

$899,999

5 Beds ⋅ 5 Baths ⋅ 24195347 MLS

BRAND NEW CONSTRUCTION home in South Windsor Welcome to this stunning Contemporary Raised Ranch residence built in 2026, offering 3,904 square feet of elegant living space on a private .74-acre lot. Featuring 12 spacious rooms, including four full baths, one half bath, and epoxy-coated three-car garages, this home seamlessly blends modern luxury with timeless craftsmanship. Step inside to discover 9' upper ceilings, 9' and 9'9" lower ceilings an expansive first-floor primary suite with walk-in Custom closet. Rain-inspired showers with modern wall hung vanities. Two gas fireplaces, this home also features a luxurious in-law suite perfect for guests or extended family with Juliet door, Custom closet, Cafe' Appliances, Solid wood saker doors, custom trim, open floor plan and much, much more... Enjoy the beauty of the outdoors with an 8' deep pool, two story shed with the potential of a pool house and office/family cave, with views that provide both tranquility and privacy, all while being close to local amenities. Energy efficiency is at the forefront with Natural Gas HVAC, heating in the basement, on-demand and gas hot water systems, and a SimpliSafe security system with cameras and active recording. This is more than just a home-it's a lifestyle of comfort, privacy, and sophistication

460 Miller Rd, South Windsor

$139,900

1 Beds ⋅ 1 Baths ⋅ 24193625 MLS ⋅ Pleasant Valley BLDG.

Stop renting and start investing in your future! This affordable first-floor end-unit, 1-bedroom, 1-bath condo offers a fantastic opportunity to build equity while enjoying the benefits of homeownership. The spacious step-down living room features 9-foot ceilings and oversized windows, creating an inviting space filled with natural light. Ideally located just minutes from shopping, dining, and major highways, you'll have everything you need within easy reach. The unit is ready for your personal updates, giving you the chance to add your own style and make it truly feel like home. Enjoy the convenience of both interior and exterior entrances, making everyday living even easier. As an added bonus, the community features an outdoor pool-perfect for cooling off and relaxing during the warmer months. If you've been searching for an affordable place to call your own, this is an opportunity you won't want to miss. Schedule your showing today and discover all the potential this charming condo has to offer! ***You must owner occupy for 2 years before you are able to rent the unit***

949 Pleasant Valley Rd Unit 3-3, South Windsor

$32,000

2 Beds ⋅ 1 Baths ⋅ 24194138 MLS

Affordable, easy living in SOUTH WINDSOR! Tucked toward the rear of the park for a little extra privacy, this 2-bedroom, 1-bath mobile home offers a smart alternative to condo living in a non-age-restricted community. The open floor plan makes great use of the space, while the covered patio adds a spot to relax outdoors and the storage shed keeps the extras tucked away. With convenient access to I-291, I-91, and Route 5, getting where you need to go is a breeze. LOW-MAINTENANCE, BUDGET-FRIENDLY and ready for its next owner at 9 Main Street, Trailer 42!

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

$459,900

4 Beds ⋅ 2 Baths ⋅ 24189399 MLS

Great location, minutes away from Rt. 84 highway and Buckland mall shopping center. Love 4 bedrooms with 2 full baths colonial and renovated second floor bathroom with finished basement. 3 years roof. The hardwood flooring generously located on the first level, living room, dining room and laundry room. Spacious Family Room complete with fireplace that leads to convenient screened in porch. Large deck and shed. Beautiful and fully fenced back yard. This home offers an attached 2 car garage. Don't miss the opportunity to make this unique colonial your home.

436 Avery St, South Windsor

$489,000

5 Beds ⋅ 3 Baths ⋅ 24187696 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

$649,900

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

$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

$625,000

3 Beds ⋅ 3 Baths ⋅ 24187032 MLS

Enjoy the country and ultimate privacy in this unique 7-room Raised Ranch home with many upgrades. Situated on a 10+ acre lot the property is minutes from shopping & conveniences at Town Center, Costco, Whole Foods, Evergreen & the Buckland corridor. This 3-bedroom - 3 full bath home offers a large recently upgraded eat-in kitchen with an abundance of cabinets, full appliances, hardwood flooring, ceiling fan, large breakfast bar and lots of sun and brightness from two large bay windows facing southeast. There is an adjacent open space dining area and living room with sliders to a large 450+ sq. ft. deck which is also southeast facing affording sunny picturesque views of the park like grounds. All three bedrooms are on the main level including the primary with recently upgraded ensuite bath with large ceramic tile shower, bench seat, glass door, custom sink, and ceramic tile flooring. There is a second main level bathroom also recently renovated with high-end finishes including ceramic tile flooring convenient to bedrooms 2 & 3. The lower level has a finished family room with brick fireplace and walk-out door. The lower level also offers a 3rd full bath with shower and washer/dryer. The finished lower level is completed with two separate rooms currently utilized for hobbies & exercise, but which could be easily re-purposed to fit the needs of a new family. The entire finished area of the lower level has laminate tile flooring with access to the large 2-car garage.

610 Clark 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

$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

$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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