Windsor Homes for Sale

Windsor Homes for Sale

Welcome to Windsor, Connecticut – a charming town nestled in Hartford County, where history meets modern living! Known for its rich heritage and vibrant community, Windsor is a delightful haven for families, professionals, and retirees alike. With its picturesque landscapes, lush parks, and access to the Connecticut River, Windsor offers a serene escape while still being just a stone's throw away from the hustle and bustle of nearby Hartford.

Windsor boasts an array of amenities that cater to every lifestyle. Enjoy leisurely strolls through historic neighborhoods, explore quaint shops, and savor delicious dining options that reflect the town's diverse culture. The community is also home to top-rated schools, making it an ideal location for families seeking quality education for their children. Outdoor enthusiasts will appreciate the numerous parks and recreational facilities, perfect for picnics, hiking, and sports activities.

If you’re considering a move to this enchanting town, you’ll be thrilled to discover the homes for sale in Windsor. The real estate market here features a variety of options, from charming single-family homes with rich architectural details to modern townhouses and spacious condos. Whether you’re looking for a cozy starter home or a luxurious estate, Windsor has something to suit every taste and budget.

With its welcoming atmosphere and strong sense of community, Windsor is more than just a place to live; it’s a place to call home. Explore the homes for sale today and take the first step toward your new life in this beautiful Connecticut town!

Newest Windsor Homes for Sale

521 W Wolcott Ave, Windsor
$385,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24216568 MLS
SPACIOUS COLONIAL WITH EXCEPTIONAL FLEXIBILITY & IN-LAW POTENTIAL! Set on a generously sized lot in convenient location, this expansive 2,812sf home offers a rare combination of size, versatility, & opportunity. Originally designed as a ranch & thoughtfully expanded w/substantial addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily accommodating multigenerational living, extended family, guests, home office needs, or potential in-law arrangement. Welcoming front entry opens to living room highlighted by hardwood floors & classic wood burning fireplace. Spacious kitchen w/large center island, ample cabinet & countertops, & new SS refrigerator. A screened porch provides a wonderful extension of living space. The main level features 2 bedrooms, multiple full baths, & expansive family room/living room addition that offer tremendous potential for a private guest suite, first floor primary bedroom living, or a future in-law setup. The upper level is devoted to retreats, including 3 additional bedrooms & a spacious primary suite, featuring new LVP flooring, ensuite full bath, & private balcony. Additional upper level bedrooms are generously proportioned & serviced by well-placed full bathrooms. Major capital improvements & infrastructure already in place including - Brand New Roof (2025), New Solar System (2025), updated 200-amp electrical system (2025), generator hookup, & natural gas boiler (2010). ***CONTINUED***

521 W Wolcott Ave, Windsor

140 Matianuck Ave, Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211093 MLS
There's something about a New England Cape that makes coming home feel a little sweeter. Picture arriving after a busy day, setting your bags down, and letting the evening take shape at your own pace. Maybe dinner is a favorite recipe, maybe it's takeout and a movie, or maybe friends stop by and a quick visit turns into hours of good conversation. This three-bedroom, two-bath home in Windsor offers a place to settle into all of those everyday moments and make them your own. Mornings might begin with coffee and a few quiet minutes before the day gets moving. Weekends leave room for sleeping in, tackling a project, or heading out to explore Windsor before coming home to recharge. Three bedrooms give you options for how you live: a comfortable place to rest, room for overnight guests, or a dedicated space for working, creating, or pursuing whatever you love. Two bathrooms add convenience to daily routines, whether you're getting ready for the day or hosting company for the weekend. The appeal of Cape living is easy to imagine: familiar New England character, rooms made personal with all your favorite things, and a home that becomes part of your story over time. Think cozy evenings when the weather turns cool, a meal shared with people you love, and the satisfaction of having a place that feels like your own. Whether your next chapter calls for a fresh start, more flexibility, or simply a change of scenery, this Windsor Cape invites you to picture the life you could build here.

140 Matianuck Ave, Windsor

37 Clover St, Windsor
$329,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212093 MLS
CLASSIC COLONIAL LIVING W/THOUGHTFUL UPDATES & EXCEPTIONAL SETTING! Set against the open fields of Clover Street School & positioned on a level .26 acre lot, this 3 bedroom home offers approximately 2,130sf of comfortable living space. Inside, the home unfolds w/gracious living spaces that make a traditional colonial so enduring. The front-to-back living room features hardwood flooring & an abundance of natural light, while the dining room is distinguished by crown & wall molding. The kitchen has been refreshed w/new stainless steel range & refrigerator, & a charming sunroom provides a delightful transition to the outdoors, opening to the rear patio & a mature pear tree that produces fruit seasonally. A convenient half bath completes the main level. Upstairs, the primary bedroom offers a generous walk-in closet, accompanied by 2 additional bedrooms & a full bath. New luxury vinyl plank flooring enhances the stairs & upper level, w/original hardwood floors preserved beneath. The finished lower level adds remarkable flexibility, offering a recreation room w/dry bar, finished laundry area w/utility sink & built-in cabinetry, & extensive storage. Whether envisioned as a casual gathering space, home gym, office, or media room, it provides valuable additional living space. Outside, the paved driveway leads to a detached 1-car garage w/a generous carport overhang, providing covered parking or an inviting shaded setting for outdoor entertaining. ***CONTINUED***

37 Clover St, Windsor

23 Coach Cir, Windsor
$499,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210142 MLS
Absolutely the most VALUE you will see under $500k on a cul-de-sac. A truly exceptional property offering the space, versatility, privacy, and amenities that are becoming increasingly difficult to find. Pool 3 Car Detached Garage! Beautifully situated on a quiet cul de sac, this updated 4 bedroom, 2.5 bath home immediately stands apart with an impressive 3 car garage detached 1 car attached, an in ground swimming pool, dog pen/run. and a spacious, open lot that gives you room to live, entertain, and enjoy your property without feeling crowded by neighboring homes. Step inside and you will find a home designed for comfortable everyday living while still offering plenty of space for entertaining family and friends. The updated interior provides a welcoming atmosphere with generous living areas, four well sized bedrooms, and a layout that can easily adapt as your needs change. Outside is where this property becomes something special. Imagine summer afternoons around your own private in ground pool, weekend gatherings in the yard, and having the space to create your own outdoor retreat. Whether you envision gardens, recreation areas, additional entertaining spaces, or simply appreciate having room around you, this property delivers possibilities that many homes simply cannot offer. For the car enthusiast, hobbyist, contractor, collector, or anyone who values additional storage, the 4 car garage is an extraordinary feature. Instead of choosing between parking, storage

23 Coach Cir, Windsor

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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