18

Windsor, CT Houses for Sale

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  • /2

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 1,373 Sq Ft

    13 Midian Ave, Windsor, CT 06095

    "Seller has maintained the home with exceptional care; all updates were completed by licensed professionals."

    Eric Spencer eXp Realty

    13 Midian Ave, Windsor, CT 06095
  • /38

    $729,000

    New Construction
    • 4 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
  • /23

    $315,000

    Pre-Foreclosure
    • 3 Beds
    • 2 Baths
    • 1,229 Sq Ft

    36 Woodybrook Rd, Windsor, CT 06095

    Welcome to Windsor! This well-maintained home offers a bright, functional layout with comfortable living spaces, an open kitchen, and generously sized bedrooms. Enjoy a private backyard perfect for relaxing, entertaining, or gardening. Conveniently located near parks, shopping, dining, schools, and major highways, this home combines everyday comfort with easy access to everything Windsor has to

    Richard Dale Realty ONE Group Connect

    36 Woodybrook Rd, Windsor, CT 06095
  • /21

    $439,900

    • 3 Beds
    • 1.5 Baths
    • 2,523 Sq Ft

    134 Pleasant St, Windsor, CT 06095

    Opportunity awaits with this charming 3-bedroom, 2.5-bath single-family home nestled on over 2 beautiful acres of land. Offering a wonderful combination of space, character, and privacy, this property is perfect for buyers looking to create a home that reflects their own personal style. Step inside and discover a home filled with potential. While it is ready for some TLC and updating, it offers a

    Marybeth Martinez Berkshire Hathaway NE Prop.

    134 Pleasant St, Windsor, CT 06095
  • /31

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,511 Sq Ft

    284 Deerfield Rd, Windsor, CT 06095

    Welcome Home to 284 Deerfield Rd. Nestled in a convenient location, this charming 3-bedroom, 2-bathroom bungalow offers 1,511 sq ft of living space full of potential and ready for your personal touch. Spread across two stories, this home offers a unique layout and comfortable living spaces, giving you the perfect canvas to make it truly your own. Step outside to enjoy a fully fenced-in yard and a

    Jill Menard Realty One Group Cutting Edge

    284 Deerfield Rd, Windsor, CT 06095
  • /10

    $499,900

    Open Thu 4PM - 6PM $35K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    30 Parkwood Dr, Windsor, CT 06095

    Space abounds!! Possible 6 or more bedrooms, possible 1st-floor bedroom. Possible in-law situation. Cul-de-sac location adjacent to a park in the center of town. Ample space! Home office, Game room, room to grow!3 fireplaces, a garden area. Needs some Love and Light.

    Kimberly Coccomo Berkshire Hathaway NE Prop.

    30 Parkwood Dr, Windsor, CT 06095
  • /31

    $449,000

    Open Sat 12PM - 2PM Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft

    61 Broadleaf Cir, Windsor, CT 06095

    **Brand New Roof** Imagine waking up to mornings on your private screen porch, in a beautifully updated Colonial tucked into a peaceful Windsor neighborhood where comfortable living meets an ideal outdoor setting. With open space directly across the street and Northwest Park extremely close by, this impeccably maintained home offers a location connected to nature while providing low-maintenance

    Kathryn Owens eXp Realty

    61 Broadleaf Cir, Windsor, CT 06095
  • /33

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    34 Eastview Dr, Windsor, CT 06095

    Welcome home to this charming and well-maintained 2/3-bedroom, 2-bath residence located in a desirable Windsor neighborhood. Thoughtfully updated to maximize comfort and functionality, the current owner has transformed one of the bedrooms into a spacious walk-in closet, creating a luxurious primary suite experience. The room can easily be converted back to a third bedroom, home office, or nursery

    Kristel Bolden-Gray eXp Realty

    34 Eastview Dr, Windsor, CT 06095
  • /13

    $449,000

    • 4 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    46 Lincoln Way, Windsor, CT 06095

    Welcome to this spacious 4-bedroom, 21/2-bath Colonial located in one of Windsor's established neighborhoods. Offering generous living space, a functional floor plan, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal style and updates. The main level features a welcoming foyer, a bright living room, formal dining room, a spacious eat-in

    John Grubiak Surf Realty LLC

    46 Lincoln Way, Windsor, CT 06095
  • /39

    $499,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    22 Settler Cir, Windsor, CT 06095

    Welcome to 22 Settler Circle, this one is sure to impress, the moment you walk in you are welcomed with a warmth living room with a built in fireplace and an amazing spacious kitchen that has been totally redone with new cabinets, countertops , appliances and back splash. Other features includes a brand new deck with mahogany deck boards and PVC railings, central air is sure to be a plus on those

    Helton Dornelas Golden Rule Realty

    22 Settler Cir, Windsor, CT 06095
  • /36

    $449,000

    $12K PRICE DROP
    • 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
  • /36

    $390,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,818 Sq Ft

    27 Eagleton Dr, Windsor, CT 06095

    Welcome to 27 Eagleton Drive, a charming home tucked away on a quiet cul-de-sac in a peaceful neighborhood setting. This property offers a 1/2 acre level lot and a spacious backyard, perfect for outdoor enjoyment, entertaining, gardening, or simply relaxing in a private setting. One of the standout features is the freshly painted, screened-in back porch, providing a comfortable space to enjoy the

    John Brewer Exceptional Real Estate LLC

    27 Eagleton Dr, Windsor, CT 06095
  • /25

    $389,900

    • 3 Beds
    • 1.5 Baths
    • 1,346 Sq Ft

    437 W Wolcott Ave, Windsor, CT 06095

    Welcome home to 437 W.Wolcott. This lovely raised ranch, has been proudly owned by the same family for over 30 years. This charming 3-bedroom, 2-bath home offers warmth and character throughout, featuring beautiful hardwood floors, two cozy fireplaces, and a timeless brick exterior. The inviting layout provides comfortable living spaces perfect for everyday living and entertaining. Step outside

    Yvonne Wilson Toro Real Estate LLC

    437 W Wolcott Ave, Windsor, CT 06095
  • /38

    $635,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,914 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
  • /25

    $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
  • /32

    $650,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    857 Stone Rd, Windsor, CT 06095

    Discover the perfect blend of comfort, convenience, and modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful Farming area. Ideally located near major highways and an international airport, this home offers effortless access to everything you need-just 30 minutes to Hartford, 20 minutes to Springfield, MA, 1.5 hours to Boston, and 2 hours to New York City.

    Gina McDonald William Raveis Real Estate

    857 Stone Rd, Windsor, CT 06095
  • /16

    $385,000

    • 4 Beds
    • 2.5 Baths
    • 2,159 Sq Ft

    65 Alden Rd, Windsor, CT 06095

    4 bedroom, 2.5 bath Colonial with over 2,000 sq ft of living space and 2-car garage, nestled on a lightly treed lot in a conveniently located neighborhood. This home features a new roof, installed in 2025, new gutters and garage doors. Desirable layout includes good sized rooms, primary suite with walk-in-closet and full bath, 1st floor half bath with laundry hookup. Come make this home your very

    Dorene Hickey Sentry Real Estate

    65 Alden Rd, Windsor, CT 06095
  • /2

    $599,900

    Open Sat 1PM - 3PM Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,520 Sq Ft

    21 Ethan Dr, Windsor, CT 06095

    This is a home unlike any other. Set in a sought-after Windsor neighborhood, this distinctive 1988 Mid-Century Modern-style ranch combines dramatic architecture, exceptional craftsmanship and spacious one-floor living. A stunning entry with a wet bar opens to light-filled rooms with newly refinished hardwood floors and fresh paint throughout. At the heart of the home is a remarkable

    Kate Gervais William Raveis Real Estate

    21 Ethan Dr, Windsor, CT 06095

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.

Single Family Home Price Trends

Median Home Price
$385,000
Median 3-Bedroom Home Price
$369,250
Median 4-Bedroom Home Price
$448,500
Median 5-Bedroom Home Price
$474,950
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