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 spirit, South Windsor offers a unique blend of suburban tranquility and urban convenience.

With its rich history dating back to the 17th century, South Windsor is not just a place to live; it's a place to thrive. The town boasts a variety of parks and recreational facilities, perfect for outdoor enthusiasts and families alike. From the scenic trails of Nevers Park to the tranquil waters of the Connecticut River, residents enjoy abundant opportunities for hiking, biking, and leisurely strolls in nature.

Education is a cornerstone of the community, with highly-rated schools that prioritize student success and development. South Windsor is home to a strong sense of community, evidenced by numerous local events, farmers' markets, and festivals that bring residents together throughout the year.

For those seeking a taste of urban life, South Windsor is conveniently located just a short drive from Hartford, providing easy access to a wealth of cultural attractions, dining options, and entertainment. The town is also strategically positioned near major highways, making commutes to surrounding areas a breeze.

Whether you're a first-time homebuyer, a growing family, or looking to downsize, South Windsor offers a diverse array of housing options to suit every lifestyle. Explore this vibrant town and discover why so many are proud to call South Windsor home – where community, convenience, and charm come together in perfect harmony.

Newest Listings in South Windsor

$139,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ COMING SOON Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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. 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. The fully renovated bathroom features a walk-in tile shower, updated vanity, fixtures, tile flooring, attic access, and convenient access to the hot water heater. Additional improvements completed in 2022 include newer carpeting, energy-efficient mini-splits for heating and cooling, water heater, ceiling fans, custom wood blinds and the renovated bathroom. The entire unit was freshly painted and professionally deep cleaned in July 2026, making it truly move-in ready. 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$639,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193193 MLS

Beautifully updated 4-bedroom, 2.1-bath Colonial in a desirable neighborhood, blending classic style with modern updates and exceptional indoor-outdoor living. The open floor plan flows from the fully remodeled kitchen (2026), featuring granite countertops, new cabinetry, tile backsplash, and stainless steel appliances, to the eat-in area and inviting family room with wood-burning fireplace. Formal living and dining rooms add timeless appeal. The main level features newly refinished hardwood floors, fresh paint, new trim, crown molding, chair rail, smooth ceilings, and new lighting, including recessed lighting throughout, plus a remodeled half bath and laundry. Upstairs, the light-filled primary suite offers new carpet, two closets including a walk-in, and a beautifully remodeled full bath. Three additional bedrooms and another remodeled full bath complete the second level, with walk-up attic access from one bedroom. The newly finished lower level, with its own heating and central air zone, adds flexible living space. Outside, the gorgeous, level backyard is a private sanctuary framed by mature privacy trees and featuring a huge deck, hot tub, screened gazebo with electricity, and storage shed. Additional highlights include 5-year old roof, newer driveway and windows, a 2-car garage with finished floor and walls, overhead storage, and front-yard irrigation.

80 Heatherwood Dr, South Windsor

$119,900

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$998,500

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193285 MLS

Nestled into the south side of a premier cul-de-sac, 19 Woodcock Lane offers an elegant single-story lifestyle of timeless sophistication. This one-owner estate welcomes you with masterfully manicured landscaping and classic artisanal masonry, which lead to a majestic backyard oasis featuring a custom inground swimming pool area with an expansive stone patio. Inside, a gracious, flowing layout showcases meticulous craftsmanship, rich custom millwork, tray ceilings, and grand windows that bathe every room in natural light. The heart of the home is the gourmet kitchen, beautifully appointed with heirloom-quality appliances alongside a seamlessly integrated bow window nook. The primary suite features spacious closets and a spa bath, complemented by versatile secondary bedrooms that sit on the opposite end of the house. Elevating the property's stature is the exceptional walk-out basement, presenting a rare opportunity to add 3100 square feet of finished living space, ideal, and already fitted for a classic wine cellar, powder room, and multi-generational or guest estate room with en suite bathroom. Renowned for its top-rated public schools, picturesque open spaces, and exceptional community, South Windsor perfectly blends classic New England charm with modern convenience, located just minutes from upscale shopping at the Shops at Evergreen Walk and an easy commute to downtown Hartford.

19 Woodcock Ln, South Windsor

$199,900

1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192960 MLS ⋅ Cinnamon Springs BLDG.

Move right into this beautifully maintained condo offering the perfect combination of comfort, convenience, and lifestyle. This move-in ready home features a rare and versatile double loft, providing endless possibilities for a home office, guest space, fitness area, or additional living space. Enjoy the convenience of in-unit laundry and unwind on your private patio overlooking a peaceful water view-the perfect backdrop for your morning coffee or evening relaxation. With low condo HOA, this pet-friendly community offers exceptional value along with fantastic amenities, including a sparkling pool and clubhouse for residents to enjoy. Ideally located close to shopping, dining, and major highways, this home delivers low-maintenance living in a desirable setting. If your looking for a turnkey home with unique character, this condo is a rare opportunity you won't want to miss!

30 Cinnamon Springs S Unit 30, South Windsor

$375,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24191548 MLS

Welcome to 384 Long Hill Road, South Windsor! This charming two-story home offers 1,440 square feet of comfortable living space on nearly a half-acre lot. Originally built in 1800 and renovated in 1972, it combines timeless character with modern-day comfort. The flexible floor plan features 3 bedrooms and 2 full bathrooms, including a first-floor bedroom and full bath-ideal for guests, multigenerational living, or anyone looking for first-floor convenience. Upstairs you'll find two additional bedrooms and a second full bath. Just off the kitchen, the spacious den/mudroom provides the perfect space for a home office, playroom, or cozy family room. Enjoy the comfort of central air, natural gas heat, public sewer, and a private well. The attached two-car garage, generous driveway, and spacious backyard offer plenty of room for parking, entertaining, gardening, or simply relaxing outdoors. Conveniently located near I-84, Route 291, shopping, restaurants, parks, and South Windsor's highly rated schools, this home is ready to welcome its next owner. Why paying rent if you can enjoy the freedom at this property? It is Natural gas heat, Roof 2012, Central Air 2022. Seller is selling the property as is .

384 Long Hill Rd, South Windsor

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