Windsor Homes for Sale

Welcome to Windsor, Connecticut – a charming town that perfectly blends rich history with modern living. Nestled in Hartford County, Windsor is one of the oldest towns in the state, dating back to 1633. This vibrant community boasts a picturesque landscape along the banks of the Connecticut River, offering residents a serene yet engaging environment. With its historic architecture, lush parks, and friendly neighborhoods, Windsor is an ideal place to call home.

Windsor’s strategic location provides easy access to major highways and public transport, making it a convenient hub for commuters traveling to nearby cities like Hartford and Springfield. The town is known for its excellent schools, making it a perfect choice for families. With a variety of recreational facilities, including parks, bike trails, and sports complexes, there’s always something to do outdoors.

If you’re considering a move to Windsor, you’ll be pleased to know that a diverse range of homes for sale is available. From charming colonial-style houses to modern townhomes, the real estate options cater to every taste and budget. Whether you’re a first-time homebuyer, looking to downsize, or seeking a family-friendly neighborhood, Windsor has something for everyone.

Explore the thriving local community, enjoy delicious dining options, and take advantage of the numerous cultural and recreational activities. With its unique blend of history, community spirit, and beautiful homes, Windsor is not just a place to live; it’s a place to thrive. Discover your dream home in Windsor today and experience all that this delightful town has to offer!

Newest Windsor Homes for Sale

$235,000

3 Beds ⋅ 1 Baths ⋅ 24216610 MLS

Discover the potential at 17 Windbrook Drive in Windsor! This property presents an excellent investment opportunity for buyers looking to bring their vision to life and add value. Whether you're expanding your investment portfolio or searching for your next project, this is an opportunity worth exploring. Property is being sold AS IS. Schedule your private showing today!

17 Windbrook Dr, Windsor

$385,000

5 Beds ⋅ 5 Baths ⋅ 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

$325,000

3 Beds ⋅ 2 Baths ⋅ 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

$439,900

4 Beds ⋅ 3 Baths ⋅ 24213810 MLS

Welcome to Walden Woods, one of Windsor's most desirable communities! This beautiful 4-bedroom Colonial-style PUD is tucked away on a quiet cul-de-sac, offering the perfect blend of elegance, comfort, and tranquility. Step inside to a dramatic two-story foyer that sets the tone for this inviting home. The beautifully remodeled designer kitchen, updated approximately 8 years ago, features exquisite granite countertops, a center island, generous cabinet space, and an eat-in dining area that opens seamlessly to the den with a cozy gas fireplace. The open floor plan is perfect for everyday living and entertaining! Newer wood flooring adds a touch of sophistication throughout. A formal living room and dining room provide additional space for hosting gatherings and holiday celebrations, just in time for Thanksgiving! Upstairs, retreat to the spacious primary bedroom suite featuring a private bath and a versatile adjoining sitting room, ideal for a dressing room, reading retreat, or home office. Three additional bedrooms offer plenty of space and flexibility. The expansive basement provides an abundance of storage space or wonderful possibilities to finish at your leisure and create additional living space to suit your needs. Enjoy peace of mind with several significant improvements, including a roof approximately 6 years old and newer heating and central air , 7-8 years old.

412 Pond Bridge Rd Unit 412, Windsor

$279,000

3 Beds ⋅ 2 Baths ⋅ 24212833 MLS

Cozy three-bedroom ranch nestled on a quiet dead-end street in Windsor, offering added privacy and minimal through traffic. This inviting home features hardwood floors throughout, a private driveway with ample space for multiple vehicles, and a full basement with exterior access. The basement provides excellent potential for additional storage, a workshop, or future expansion. A comfortable and conveniently located home with plenty of opportunity to make it your own.

28 Nod Rd, Windsor

$429,900

4 Beds ⋅ 2 Baths ⋅ 24207370 MLS

**HIGHEST ABD BEST OFFERS DUE FRIDAY OCTOBER 16TH 5PM**Step back in time while enjoying the comforts & flexibility of today in this exceptional antique home,originally built in 1775, nestled in the historic Poquonock section of Windsor.Rich w/ vintage character & charm,this distinctive property gives the rare opportunity to own a piece of Windsor history while providing an incredibly versatile living arrangement.Currently being enjoyed as a single-family home,it is easily convertible back to its original 2 family configuration,making it ideal for multi-generational living,owner-occupied investment,or those seeking additional living space.With4 bedrooms,2 full baths,2 sets of utilities, and separate living areas, it provides tremendous flexibility for today's lifestyle.Outside,nearly 1 acre of beautifully manicured grounds creates a private,picturesque setting. A charming bridge crosses a meandering brook, adding an enchanting touch to the already spectacular landscape.2 decks provide wonderful spaces for relaxing,entertaining,& taking in the peaceful surroundings.A fabulous family room overlooks the gorgeous backyard; a perfect gathering space that brings the beauty of the property indoors. Additional features include ample parking, a 2 car garage, and gas heat.This is a truly special property where history, character, nature, and versatility come together. This Windsor treasure offers possibilities that are rarely found in todays market.

1355 Poquonock Ave, Windsor

$329,900

3 Beds ⋅ 2 Baths ⋅ 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

$530,000

4 Beds ⋅ 3 Baths ⋅ 24211130 MLS

Spacious 4-Bedroom Colonial in a Desirable Neighborhood! Welcome to this spacious four-bedroom Colonial offering comfortable living, versatile spaces, and a convenient location. Situated in a desirable neighborhood just ten minutes from Bradley International Airport, this home provides easy access to major highways, shopping, restaurants, and nearby Amtrak rail service. The main level features a bright living room, formal dining room, and a welcoming family room with a fireplace. The spacious kitchen offers granite countertops and breakfast-bar seating, creating the perfect setting for everyday dining and entertaining. The upper level features four bedrooms and two full bathrooms, providing plenty of room for family, guests, or a home office. The lower level offers additional family and recreation space, ideal for a game room, media room, fitness area, or hobby space. Enjoy outdoor living with a backyard, deck, and patio, perfect for summer barbecues, gatherings, and relaxing outdoors. An attached two-car garage provides convenient parking and additional storage potential. Conveniently located near transportation, shopping, and major commuter routes, this Colonial offers a wonderful combination of space, functionality, and accessibility. Don't miss the opportunity to make this home your own!

85 Village Ln, Windsor

$275,000

3 Beds ⋅ 2 Baths ⋅ 24210521 MLS

Nestled in Windsor, this inviting 3-bedroom, 2-full-bath home offers a wonderful opportunity to create a space that is distinctly your own. The home's comfortable living spaces provide the perfect backdrop for everyday living, entertaining, or simply relaxing at the end of the day. Three bedrooms offer flexibility for family, guests, a home office, or creative space, while two full bathrooms provide added convenience. Step outside from a deck off the kitchen and a fenced in yard and envision summer gatherings, gardening, playtime, or quiet mornings enjoying your own outdoor space. With room to personalize and add your own style, this home offers an exciting opportunity for buyers looking to create a space that feels uniquely theirs. Conveniently located in Windsor with access to shopping, dining, major routes, and the many amenities the area has to offer

110 Matianuck Ave, Windsor

$499,900

4 Beds ⋅ 3 Baths ⋅ 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

$359,900

3 Beds ⋅ 2 Baths ⋅ 24208636 MLS

Welcome home to this charming split-level featuring 3 bedrooms and 1.5 bathrooms, beautifully situated on a manicured corner lot. From the driveway, step into a bright, welcoming family room (or office) filled with natural light. This versatile space offers built-ins, a huge closet, a cozy wood stove, and the added convenience of a half bath. The home offers generously sized, sun-filled bedrooms and beautiful wood floors throughout. You can also enter through the front door into the inviting L-shaped living and dining rooms, featuring a wood-burning fireplace and French doors that open to a heated sunroom - the perfect spot to relax, enjoy your morning coffee, or take in the views of the lovely yard. The kitchen features Corian countertops and stainless-steel appliances, offering both style and functionality. A two-car garage with a large workshop provides plenty of room for parking, hobbies, projects, and storage. Conveniently located close to Highway 91, shopping, restaurants, and the center of town, this home offers a wonderful combination of comfort, character, and convenience. Come see all it has to offer!

1128 Poqunock Ave, Windsor

$299,900

3 Beds ⋅ 3 Baths ⋅ 24209779 MLS

WELCOME HOME! This 3 Bedroom 2.5 bath Ranch is ready for its new owner. This is the ultimate turn key property. The only thing that it requires is your finishing touch. 1008 N. Worthy has been updated literally from top to bottom. On the exterior, there is a new roof, new windows, new doors, new front steps and new hand railings. The entire interior has new flooring and has been freshly painted. The kitchen is equipped with recess lighting, stainless steel appliances, granite counter tops and new cabinetry. The primary bedroom can accommodate large furniture and has a fully renovated bath attached. The second full bath is also fully renovated and offers a tub and shower option. The basement is partially finished. The walls are freshly painted and there is a half bath for your convenience. There is a new oil tank and furnace in place. The back yard is level and has plenty of potential. There are also new bulkhead doors that lead to the basement. This home is a must see. Schedule your showing today.

1008 N Worthy St, Windsor

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Windsor Homes for Sale

Newest Windsor Homes for Sale

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