Windsor Homes for Sale

Welcome to Windsor, Connecticut – a charming town nestled in the heart of Hartford County, where history meets modern living. Known for its picturesque landscapes and rich heritage, Windsor boasts a unique blend of suburban tranquility and urban convenience. With its close proximity to Hartford, residents enjoy easy access to a variety of cultural, recreational, and educational opportunities.

Windsor is home to beautiful parks, scenic riverfronts, and a vibrant community spirit. The town’s historic sites, such as the Windsor Historical Society and the First Church of Windsor, tell the stories of its past, while its modern amenities cater to the needs of today’s families. Whether you’re strolling through the quaint downtown area or enjoying a day at the scenic Connecticut River, Windsor offers a perfect backdrop for your next chapter.

For those considering a move, Windsor presents a diverse array of homes for sale that cater to various lifestyles and budgets. From charming colonial houses with character to contemporary new builds featuring cutting-edge designs, there’s something for everyone. Families will appreciate the spacious yards and friendly neighborhoods, while professionals will love the easy commute to nearby Hartford and surrounding areas.

Explore the current listings and discover the perfect home that suits your needs. With a welcoming community, excellent schools, and a plethora of recreational activities, Windsor is not just a place to live; it’s a place to thrive. Come experience the charm and warmth of Windsor, CT – your future home awaits!

Newest Windsor Homes for Sale

$469,900

3 Beds ⋅ 3 Baths ⋅ 24218072 MLS

Just in time for the holidays, this very special home has been through a lot of work to showcase its true beauty, some of the features are a brand new kitchen with a massive 9 foot island that is open to your living room and dining room, stainless steel appliances and granite countertops, the lower level has been fully finished with a full bathroom and laundry room, step outside to your brand new composite deck with stairs to grade, other features are new windows, septic system and vinyl siding. If you are looking for privacy enjoy very wide and deep lot for extra enjoyment. I "One of the parties to the LLC has an active real estate license"

621 Kennedy Rd, Windsor

$365,000

3 Beds ⋅ 2 Baths ⋅ 24217068 MLS

Spacious split-level home in well sough after tree and sidewalk lined neighborhood. The main level of this home welcomes you with vaulted ceilings in the open concept kitchen and living/dining areas. Accessing the deck through a slider in the dining area you can appreciate the scenic and private backyard, which is perfect for relaxation or play. A few steps up, the second floor offers 3 bedrooms and a full bath. A few steps down the lower-level family room is adorn with a dedicated drop zone area off the garage entrance as well as a warm and inviting fireplace and full bathroom. Rounding out the house the basement includes an additional 220sq ft of living space broken up into a flex space with a closet and small hobby/office area. Some recent improvements include a new roof, boiler, hot water heater, and some replacement windows. This well cared for home is located near beautiful Windsor parks and the picturesque Rainbow Reservoir, ideal for kayaking, boating, fishing and nature walks.

27 Berrios Hill Rd, Windsor

$323,500

3 Beds ⋅ 2 Baths ⋅ 24211459 MLS

This classic 3-bedroom, 2-bath Cape offers a versatile floor plan, plenty of potential, and several major improvements already completed! The main level features a combined kitchen and dining area with white cabinetry and hardwood flooring in the dining area. The living room offers hardwood floors and a fireplace, while a convenient first-floor bedroom provides access to the enclosed porch. A full bathroom completes the main level. Upstairs, you'll find a spacious primary bedroom, guest bedroom and second full bathroom. The partially finished basement offers a family room, separate office, laundry area and additional storage. Outside, enjoy a private backyard with mature trees, rear deck, enclosed porch and storage shed. MAJOR IMPROVEMENTS INCLUDE A NEW ROOF (2025), NEW OIL BOILER (2024), ELECTRICAL SERVICE AND PANEL UPGRADES (2025), AND NEW CHIMNEY LINER (2024)! Additional features include public water, public sewer and off-street parking. Conveniently located near shopping, restaurants and major commuter routes, including I-91 and Route 291. Bring your decorating ideas and make this home your own!

26 Scarborough Rd, Windsor

$340,000

3 Beds ⋅ 2 Baths ⋅ 24213135 MLS

Welcome to this charming Colonial style home with 3 beds 2.1 bath in historical Windsor. Complete with Hardwood floors throughout. Open concept floor plan, from the oversized Dining room to the fireplaced Living room. A Sitting room/Sunroom/Office with french doors to the living room. Freshly painted. Granite countertop with tile backdrop. While on the 2nd floor you will notice a private outside sitting area near the master bedroom. This home has a 2 car garage just waiting to protect your vehicles from the northeast elements. A level landscaped yard is great for family activities. Nice area for walking, as both sides have sidewalks. Great location-close to shopping, churches, great schools both public and private, and the Recreation Center. Access to Highways to I-91 and I-291 are close by.

24 Giddings Ave, Windsor

$320,000

3 Beds ⋅ 1 Baths ⋅ 24217146 MLS

This charming 3-bedroom, 1-bath Old Style home offers classic character, some interior upgrades, and so much potential! The fenced-in yard provides a great space for outdoor entertaining, gardening, or simply relaxing. A detached two-car garage adds convenience and extra storage. With a blend of traditional charm and thoughtful improvements, this home offers endless possibilities to add your personal touches and make it truly your own. Whether you're looking for your first home or your next project, this property is full of opportunity. Bring your vision and imagine the possibilities!

794 Matianuck Ave, Windsor

$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! Subject to probate court approval

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

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Windsor Homes for Sale

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