15

Windsor, CT Houses for Sale

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  • /40

    $495,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 1,782 Sq Ft

    35 Hollow Brook Rd, Windsor, CT 06095

    Welcome to 35 Hollow Brook Road, where space, privacy, and comfort come together in one of Windsor's most desirable, established neighborhoods. Set on a private 0.61-acre lot, this bright and well-maintained 4 bedroom, 3 bathroom Colonial offers functional living space ideal for both everyday living and entertaining. Step inside to a sun-filled living room with gleaming hardwood floors and a cozy

    William Chase eXp Realty

    35 Hollow Brook Rd, Windsor, CT 06095
  • /38

    $729,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    823 Stone Rd, Windsor, CT 06095

    Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux

    Gina McDonald William Raveis Real Estate

    823 Stone Rd, Windsor, CT 06095
  • /21

    $239,900 Open Sat 12PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    20 Seymour St, Windsor, CT 06095

    Just Listed in Windsor! Welcome to 20A Seymour Street, a well-maintained and inviting town house offering comfort, convenience, and opportunity all in one. Step inside to find bright living spaces and a functional layout perfect for everyday living or entertaining. Whether you're a first-time homebuyer or looking to downsize, this home is a great fit with plenty of potential to make it your own.

    Beatrice Acevedo The Property Shop CT

    20 Seymour St, Windsor, CT 06095
  • /40

    $360,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,776 Sq Ft

    961 Windsor Ave, Windsor, CT 06095

    Come see this wonderful, spacious home filled with character and charm. It has 3 good size bedrooms. The primary bedroom has a sitting room to enjoy the warm sunshine with your favorite beverage. This home has beautiful hardwood floors, updated kitchen and bathroom. New Renewal Anderson windows and a new oil tank. The living room has a fireplace and a wonderful sunroom that gets great sunlight.

    Michelle Burgess LPT Realty - IConn Team

    961 Windsor Ave, Windsor, CT 06095
  • /40

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    10 Cleary Ln, Windsor, CT 06095

    Nestled on a quiet cul-de-sac, this beautiful 4-bedroom, 2.1-bath ranch offers over 2,300 sq. ft. of stylish living space. The sunken living room is a true showstopper, featuring dramatic floor-to-ceiling windows that flood the space with natural light. A spacious dining room overlooks the living area, creating an open and inviting layout perfect for gatherings. The master suite and family room

    Tammy Ferrauola Eagle Eye Realty PLLC

    10 Cleary Ln, Windsor, CT 06095
  • /16

    $344,000

    • 4 Beds
    • 2 Baths
    • 2,402 Sq Ft

    39 Loren Cir, Windsor, CT 06095

    Spacious 4-bedroom, 2-bathroom Contemporary home on a cul-de-sac. The open floor plan includes over 2400 sq ft with a grand entrance view of the upper loft. Features include a primary bedroom suite with a walk-in closet, 1st floor and 2nd floor bedrooms, a large extra room with woodstove and slider leading to the private level back yard. Enjoy the CAir on these hot summer days. Newer hot water

    Lavasha Bester CENTURY 21 AllPoints Realty

    39 Loren Cir, Windsor, CT 06095
  • /9

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,295 Sq Ft

    27 Fyler Dr, Windsor, CT 06095

    Located on a quiet cul-de-sac in Windsor, this inviting home combines comfort, efficiency, and an exceptional setting. Within walking distance of Sage Park Middle School and Windsor High School, it offers an ideal blend of convenience and community. Hardwood floors, thermal double-pane windows, and enhanced attic insulation support energy-efficient living, while the generous floor plan provides

    Claudia Dixon Weichert Realtors MRG

    27 Fyler Dr, Windsor, CT 06095
  • /36

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,952 Sq Ft

    58 Amanda Cir, Windsor, CT 06095

    PRICED TO SELL: MAJOR DISCOUNT & FLEXIBLE PRICING! Seller is relocating out of state and wants a FAST closing! A great deal on a HEALTHY home. Key Features and Upgrades: -Solid and Move-In Ready: Roof has 15+ years of life remaining, heating system recently serviced, and all appliances in great condition. -Energy Efficient and Secure: Solar panels with backup solar generator, real-time monitored

    Steven Koleno Beycome of Connecticut

    58 Amanda Cir, Windsor, CT 06095
  • /24

    $400,000

    • 3 Beds
    • 3.5 Baths
    • 2,673 Sq Ft

    1 Deanne Lynn Cir, Windsor, CT 06095

    Back on Market! Tucked away on a quiet cul-de-sac, this expansive contemporary home offers incredible potential. Featuring a spacious layout, soaring ceilings, and an abundance of natural light, the property boasts strong bones and a flexible floor plan ready for your vision. Whether you're looking to modernize, renovate, or create your dream home, the possibilities here are truly endless. A rare

    Kostas Travisano Sailpoint Property Group

    1 Deanne Lynn Cir, Windsor, CT 06095
  • /38

    $635,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    823 Stone Rd, Windsor, CT 06095

    Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux

    Gina McDonald William Raveis Real Estate

    823 Stone Rd, Windsor, CT 06095
  • /30

    $599,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    318 Capen St, Windsor, CT 06095

    **TO BE BUILT**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,160 SF of living space with additional 560 SF of finished lower-level family room or office space-perfect for work-from-home, a media room, or extra living area. The Kitchen features Granite Countertops, a Center Island, Pantry, and Stainless-steel appliances,

    Lori Gabriel Coldwell Banker Realty

    318 Capen St, Windsor, CT 06095
  • /28

    $421,000

    • 4 Beds
    • 3 Baths
    • 2,738 Sq Ft

    957 Palisado Ave, Windsor, CT 06095

    Welcome to this charming 1773 center chimney colonial in the highly desirable town of Windsor ,CT built on over an acre of land. This classic property blends old-world charm with modern conveniences. Upon arrival you will enter a spacious, updated eat-in country kitchen with a beehive oven for family gatherings. French doors open from the kitchen out onto a large slate patio with a beautiful

    Steven Koleno Beycome of Connecticut

    957 Palisado Ave, Windsor, CT 06095
  • /38

    $385,000

    • 1 Bed
    • 1.5 Baths
    • 1,868 Sq Ft

    66 Maple Ave, Windsor, CT 06095

    Welcome to a truly unique residential opportunity offering the perfect blend of living and flexible workspace. This well-maintained home features a private upstairs apartment designed for everyday living, space you need to feel right at home. On the main level, you'll find four generously sized rooms currently configured as professional offices, along with a spacious waiting area. Whether you

    Diane Cordiliko Realty One Group Cutting Edge

    66 Maple Ave, Windsor, CT 06095
  • /11

    $899,000

    • 2 Beds
    • 3 Baths
    • 1,974 Sq Ft

    49 Seymour Rd, East Granby, CT 06026

    Set on over 32 acres of peaceful countryside in East Granby, 49 Seymour Road offers a rare single-family home with exceptional privacy, natural beauty, and room to live, grow, and enjoy the outdoors. The property features a serene pond, creating a picturesque backdrop for everyday living and relaxation. The home offers two bedrooms, three full bathrooms, and an additional room that can be used as

    George Agnelli Agnelli Real Estate

    49 Seymour Rd, East Granby, CT 06026
  • /24

    $279,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 984 Sq Ft

    91 Ellsworth Dr, Bloomfield, CT 06002

    Welcome to 91 Ellsworth Drive, a charming ranch in Bloomfield offering easy, single-level living with convenient access to major highways, shopping, and everyday amenities. Perfectly suited for both first-time buyers and those looking to downsize, this home features a functional, low-maintenance layout designed for comfort and simplicity. The fully fenced yard provides a great space for relaxing,

    Maria Rivera eXp Realty

    91 Ellsworth Dr, Bloomfield, CT 06002

Why Live in Windsor

Windsor, Connecticut, known for its historical significance as one of the first towns in the state, offers a mix of established and new homes, including Cape Cod, Colonial Revival, and ranch-style designs. The community is conveniently located near major highways like I-91 and I-291, providing easy access to New York and Hartford. Windsor's downtown features diverse dining options such as Dom’s for breakfast, Windsor Asian Bistro for Asian cuisine, and Union Street Tavern, a converted firehouse pub that hosts charity events. Residents enjoy various things to do, including summer concerts at the Town Green and Halloween festivities like Nightmare on Broad Street. Windsor Public Schools are highly rated, with John F. Kennedy School, Sage Park Middle School, Windsor High School, and Oliver Ellsworth School all earning commendable grades. Recreational opportunities abound with the Keney Park Golf Course and Windsor Meadows State Park offering outdoor activities. The city is well-connected with CT Transit bus lines, a local train station, and proximity to Bradley International Airport. Homes in Windsor range from historical properties to contemporary builds, often situated on spacious lots without sidewalks.

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$367,650
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$330,000
Median 2 Bedroom Sale Price
$222,000
Median 1 Bedroom Sale Price
$125,000
Average Price Per Sq Ft
$234
Number of Homes for Sale
13
Last 12 months Home Sales
324
Months of Supply
0.50
Median List Price
$359,700
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
2%
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