South Windsor Real Estate

Welcome to South Windsor, Connecticut—a charming town nestled in the heart of Hartford County. Known for its picturesque landscapes and vibrant community, South Windsor offers a unique blend of suburban tranquility and easy access to urban amenities. With its rich history and a strong sense of community, this town is an ideal place for families, young professionals, and retirees alike.

South Windsor boasts a variety of parks and recreational areas, perfect for outdoor enthusiasts. The beautiful Nevers Park and the expansive Wapping Park provide ample opportunities for hiking, picnicking, and enjoying nature. The town also features a network of well-maintained trails, making it easy to explore the stunning scenery that surrounds you.

Education is a cornerstone of South Windsor, with a highly-rated school system that prioritizes student success. Families can take pride in knowing their children will receive a top-notch education in a supportive environment. The town's commitment to community engagement is evident through various local events, farmers' markets, and festivals that bring residents together throughout the year.

Conveniently located just minutes from Hartford, South Windsor offers easy access to a wealth of shopping, dining, and entertainment options. Whether you're seeking a cozy café or a lively restaurant, you'll find it all within a short drive.

With its welcoming atmosphere, excellent schools, and abundance of recreational opportunities, South Windsor is more than just a place to live—it's a community where you can truly thrive. Come discover what makes South Windsor the perfect place to call home!

Newest Listings in South Windsor

$549,900

3 Beds ⋅ 3 Baths ⋅ 24196100 MLS ⋅ Strawberry Fields BLDG.

Welcome to your next destination! Rarely available in the highly sought-after Strawberry Hills Community, this exceptional 55+ home offers the perfect blend of comfort, style, and low-maintenance living. Step inside to an open, sun-filled floor plan featuring luxury flooring throughout, soaring cathedral ceilings, and an abundance of natural light. The house has been freshly painted as an added bonus! The beautifully appointed kitchen boasts granite countertops, a breakfast bar, and ample cabinetry, making it ideal for everyday living and entertaining alike. Enjoy your morning coffee on the spacious covered front porch or unwind with an evening glass of wine on the private rear deck overlooking a peaceful setting. The spacious primary suite, conveniently located on the main level, features a dressing area, double vanity, and a large walk-in shower, creating your own private retreat. Upstairs, a versatile loft offers endless possibilities as a family room, home office, fitness area, hobby space, or reading nook. Two additional generously sized bedrooms provide plenty of space for guests, family, or additional work-from-home needs. The expansive walk-out basement offers incredible flexibility and can be whatever you need it to be-whether it's a recreation room, home gym, workshop, media room, or additional living space.

902 Dzen Way Unit 902, South Windsor

$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

$359,000

3 Beds ⋅ 2 Baths ⋅ 24195631 MLS ⋅ Fitch Meadow BLDG.

Welcome to 24 Fitch Meadow Lane, a well-maintained home ideally situated at the end of a quiet cul-de-sac in the desirable Fitch Meadow community of South Windsor. Offering a functional layout with comfortable living spaces, this home is designed for everyday living and effortless entertaining. Enjoy the convenience of low-maintenance living with an HOA fee of just $100 per month. Conveniently located near shopping, dining, parks, major highways, and other local amenities, this property offers the perfect blend of comfort and convenience. Best of all, the home is vacant and ready for its next owner, allowing for a seamless transition. Don't miss the opportunity to make 24 Fitch Meadow Lane your next home!

24 Fitch Meadow Ln Unit 24, South Windsor

$340,000

3 Beds ⋅ 2 Baths ⋅ 24177564 MLS

Welcome to 36 Willow St. This 3 bedroom, 1 1/2 bath split level is located in desirable South Windsor. There is a working fireplace in the living room for those cool winter nights. It has a new refrigerator and dishwasher and a one car garage. The electrical system was updated in 2026. New windows were installed in 2025 and the well pump, hot water heater and chimney was repointed in 2020. The roof is at half life and installed in 2008. This home is the perfect canvas for your personal touches. Close to shopping, highways and medical facilities. Come check it out today!

36 Willow St, South Windsor

$1,080,000

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

$629,900

4 Beds ⋅ 3 Baths ⋅ 24194368 MLS

Welcome to this beautiful Contemporary home offering 3465 square feet of updated living space, perfectly situated on a level 1.2 acre lot complete with a picturesque pond and a fully fenced in backyard. Designed for both comfortable everyday living and effortless entertaining, this spacious home features 9 rooms, 4 bedrooms and 3 full bathrooms. The updated kitchen is a true showpiece, featuring a large center island with elegant quartz countertops, a built-in wine refrigerator, soft-close cabinetry and drawers and abundant workspace for cooking and gathering. The inviting primary suite serves as a private retreat on the top floor with an expansive spa-like full bath, walk-in closet and loft. Recent improvements include a new roof and a new chimney flue, while the updated bathrooms add modern style and convenience throughout the home. Outside, you'll appreciate the huge concrete deck overlooking the flat fenced in backyard offering endless possibilities for recreation, gardening or simply enjoying the tranquil setting. Beyond the fence is the scenic pond. Car enthusiasts and hobbyists will love the 4-car tandem garage, providing exceptional storage and workspace. This unique home has so much to see.

1010 Strong Rd, South Windsor

$189,900

1 Beds ⋅ 1 Baths ⋅ 24191412 MLS ⋅ Mill River Meadows BLDG.

Bright and sunny second-floor ranch-style condo tucked away in a quiet section of this desirable, pet-friendly community. Offering 857 sq. ft. of comfortable, low-maintenance living, the open floor plan features a welcoming kitchen with newer appliances and tile flooring. Crisp and clean with brand new carpeting and freshly painted throughout in modern colors! New fully renovated bathroom features a walk-in tile shower, updated vanity, fixtures, tile flooring, attic access, and convenient access to the hot water heater. The adjoining dining and living areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The spacious bedroom offers abundant natural light, a large closet and access to Frontier fiber-optic service. New energy-efficient mini-splits for heating and cooling, water heater, ceiling fans, custom wood blinds and the renovated bathroom. Enjoy the peaceful setting surrounded by green space, mature trees, and sidewalks. Conveniently located just off Route 30 in South Windsor, the community offers a swimming pool, clubhouse, and professionally maintained grounds, allowing you to enjoy an easy and carefree lifestyle close to shopping, restaurants, highways, and everyday conveniences.

170 Candlewood Dr Unit 170, South Windsor

$38,000

2 Beds ⋅ 1 Baths ⋅ 24194138 MLS

Welcome to 9 Main Street, Trailer 42, in South Windsor. Conveniently located with easy access to I-291, I-91, and Route 5, this 2-bedroom, 1-bath mobile home offers an affordable alternative to condo living in a non-age-restricted community. Tucked away toward the rear of the park for added privacy, the home features an open floor plan that makes the most of the living space, along with a covered patio and storage shed for added convenience. Enjoy inexpensive, easy living in a desirable South Windsor location.

9 Main St Unit LOT 42, 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

$365,000

2 Beds ⋅ 2 Baths ⋅ 24193816 MLS ⋅ Collins Crossing BLDG.

Welcome home to Collins Crossing! This rarely available 55+ ranch-style condominium is ideally situated at the end of a quiet cul-de-sac and enjoys sunny eastern exposure with peaceful wooded views. Designed for comfortable one-level living, the open floor plan features a spacious living/dining area with vaulted ceilings, brand-new wall-to-wall carpeting (2026), and sliding glass doors opening to a private deck-perfect for enjoying your morning coffee or relaxing with nature. The primary suite offers a walk-in closet & private full bath with a jetted tub & shower, while the second bedroom is conveniently located adjacent to a full bath with a walk-in shower, making it ideal for guests, a den, or a home office. A generous mudroom/laundry room with additional closet space connects to the attached 1-car garage, adding everyday convenience. The full basement provides abundant storage or future expansion possibilities. Freshly painted throughout, this move-in ready home also features natural gas heat & hot water, central air conditioning, and public water/sewer for easy, low-maintenance living. Conveniently located near Evergreen Walk, restaurants, medical facilities, the library & major highways, you'll also be just minutes from the highly regarded South Windsor Senior Center, known for its outstanding classes, social activities & welcoming atmosphere. This quiet, pet-friendly community offers the perfect opportunity to downsize & enjoy an active, carefree lifestyle!

26 Hunter Dr, 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

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