24

Windsor, CT Homes for Sale

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  • /2

    $343,500 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    33 Mechanic St Unit 210, Windsor, CT 06095

    Welcome to this stunning 2-bedroom, 2-bath expansive ranch-style condo, where dramatic mill-style architecture meets modern comfort. Soaring ceilings create an immediate sense of openness and grandeur, while oversized windows invite in natural light, highlighting the unit's impressive scale and character. Central air ensures year-round comfort, while the open-concept layout enhances the airy,

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 854-3052

    33 Mechanic St Unit 210, Windsor, CT 06095
  • /9

    $349,000

    • Land
    • 13.3 Acres
    • $26,241 per Acre

    0 Walnut Dr, Windsor, CT 06095

    This 13.3 acre property consists of high-quality farmland that has naturally regenerated into a forest of white pine and mixed hardwoods. The land was originally created as 16 individual lots as part of an adjacent subdivision that was never completed and has since been combined into one contiguous parcel. Most of the property is now zoned Agricultural, with a few acres at the north end remaining

    Keith Ross LANDVEST

    0 Walnut Dr, Windsor, CT 06095
  • /2

    $535,000

    • 5 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    30 Parkwood Dr, Windsor, CT 06095

    Cul de sac location adjacent to park in center of town. Ample space! Home office, Game room, room to grow!2 fireplaces, Garden area. Needs some Love and Light.

    Kimberly Coccomo Berkshire Hathaway NE Prop.

    30 Parkwood 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
  • /34

    $439,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1,960 Sq Ft

    246 Kenswick Ln Unit 246, Windsor, CT 06095

    Welcome to the idyllic setting that defines Ballymeade's sought after, 55 and over community in this stunning, four bedroom, three full bath home with two, first level bedrooms and the opportunity for one-level living. An expansive kitchen features an abundance of white cabinetry, granite countertops, tile backsplash, stainless steel appliances, tile flooring, recessed lighting, and a bright and

    Sharon Rispoli Berkshire Hathaway NE Prop.

    246 Kenswick Ln Unit 246, 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
  • /31

    $389,900

    • 3 Beds
    • 3 Baths
    • 1,990 Sq Ft

    97 Brookview Rd, Windsor, CT 06095

    Don't miss the opportunity to own this beautifully maintained Raised Ranch with fantastic curb appeal and many updates: newer windows, roof, gutters, retaining wall & Trex deck. Also, gleaming hardwood floors - updated kitchen and baths and lovely three-season sunroom (not included in the square footage). With its convenient location and nice neighborhood there is also a great yard. Visit soon as

    John Lepore Berkshire Hathaway NE Prop.

    97 Brookview 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
  • /11

    $325,000

    • Land
    • 12.18 Acres
    • $26,683 per Acre

    490 Old Day Hill Rd, Windsor, CT 06095

    Attention Farmers!! This 12+ acre location is strictly for the farmers. With a tobacco barn and newly updated potato barn this piece of property is ready for you to start your farming business. Agents please reach out for the specific guidelines with this property or read the agent notes

    Heather Heeb Keller Williams Realty-Longmdw

    490 Old Day Hill Rd, Windsor, CT 06095
  • /11

    $325,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,518 Sq Ft

    158 Colton St, Windsor, CT 06095

    Welcome to 158 Colton Street, a Ranch-style home nestled in a peaceful Windsor neighborhood. This completely renovated, sun-filled ranch home offers bright, comfortable living with thermopane windows and beautiful hardwood floors throughout, freshly painted, and ready for you to move right in. Conveniently located with easy access to all major highways, it's ideal for commuters and everyday

    Melissa Kiehl KW Legacy Partners

    158 Colton St, Windsor, CT 06095
  • /29

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,064 Sq Ft

    105 Sunrise Cir, Windsor, CT 06095

    Beautifully updated and truly turn-key, this 2-bedroom, 1.5-bath townhouse in the highly desirable Strawberry Hills Association is ready for you to move right in! Meticulously maintained and thoughtfully upgraded within the last two years, this home features a stunning new kitchen complete with SS appliances, updated flooring throughout, new carpet upstairs, fresh paint throughout, and new

    Brittany O'Hara William Raveis Real Estate

    105 Sunrise Cir, Windsor, CT 06095
  • /5

    $289,000

    • Land
    • 18.36 Acres
    • $15,741 per Acre

    25 Matthew Ln, Windsor, CT 06095

    Attention Builders!!! 18.36 acre residential building lot available for a private estate or possible subdivision. Water line brought in 20 ft into the property. Electrical cable and contour map available. Great location at the end of a cul-de-sac. Schedule your lot viewing today!!

    Antoinette Gooley Coldwell Banker Realty

    25 Matthew Ln, Windsor, CT 06095
  • /23

    $320,000

    • 4 Beds
    • 1 Bath
    • 1,138 Sq Ft

    110 Belmont Ave, Windsor, CT 06095

    Lovely home in very nice neighborhood with oversized detached 2 car garage, shed, main level laundry, new roof 2023, new septic installed 2024.

    Derek Greene Derek Greene

    110 Belmont Ave, Windsor, CT 06095
  • /18

    $28,000

    • Land
    • 0.84 Acre
    • $33,333 per Acre

    36 Larch Dr, Windsor, CT 06095

    0.84-acre residential lot in Windsor, CT with direct access from a municipal street and a clear, drivable unpaved road leading to the property. Approximately 100 feet of frontage. Public water, public sewer, natural gas, electric, cable, and phone available in the street. Level and buildable land in a residential zoning district (buyer to verify build requirements). Located outside FEMA flood

    Derek Greene Derek Greene

    36 Larch Dr, 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
  • /9

    $349,000

    • Land
    • 13.3 Acres
    • $26,241 per Acre

    0 Walnut and Larch Dr, Windsor, CT 06095

    This 13.3 acre property consists of high-quality farmland that has naturally regenerated into a forest of white pine and mixed hardwoods. The land was originally created as 16 individual lots as part of an adjacent subdivision that was never completed and has since been combined into one contiguous parcel. Most of the property is now zoned Agricultural, with a few acres at the north end remaining

    Keith Ross Landvest, Inc

    0 Walnut and Larch Dr, Windsor, CT 06095
  • /32

    $315,000

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft

    19 Songonosk St, Windsor, CT 06095

    Beautifully remodeled and move-in ready, this charming 3-bedroom, 1-bath ranch offers the perfect blend of modern updates and everyday comfort. Step inside to find stylish vinyl plank flooring flowing seamlessly throughout, complemented by abundant natural light and updated finishes. The stunning kitchen features crisp white shaker cabinetry, stainless steel appliances, and a center island with

    Carrie Korenkiewicz Berkshire Hathaway NE Prop.

    19 Songonosk St, 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
  • /38

    $375,000

    • 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
  • /5

    $385,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,206 Sq Ft

    22 Settler Cir, Windsor, CT 06095

    Step into this inviting home, perfectly tucked away on a quiet cul-de-sac in a charming, established neighborhood. Bright and open, the living/dining area creates a welcoming space to gather inside while outside there's a wood deck off the kitchen. This home offers 3-4 spacious bedrooms and 2-1/2 bathrooms with plenty of room to relax and unwind. The finished lower level with a wood-burning

    Robin Zatony Dowd Realty Group, Inc.

    22 Settler Cir, Windsor, CT 06095
  • /30

    $47,500

    • 1 Bed
    • 1 Bath
    • 626 Sq Ft

    625 Palisado Ave Unit 313, Windsor, CT 06095

    One bedroom now available at Delamere Woods - an independent retirement community (not assisted living) for active adults 62+, just past Windsor's Historic District. Take the elevator to this bright, fresh 3rd-floor unit with an open living/dining area, efficient kitchen, king-size bedroom with ample closet space, and a private balcony with peaceful wooded views accessed through French doors. The

    Mary Beth Welsh Century 21 AllPoints Realty

    625 Palisado Ave Unit 313, Windsor, CT 06095
  • /14

    $309,999

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft

    28 Skitchewaug St, Windsor, CT 06095

    Welcome Home To This Lovely 1,472 Square Feet, 3 Bedroom, 1.5 Bath, Colonial House! Conveniently Located in A Peaceful Area Next To Parks, Several Hiking/Walking Trails Near the Connecticut River, A Nature Center, An Animal Barn, Highways, Libraries, Shopping, And Restaurants. This Well-Maintained Home Also Features Hardwood Floors Throughout, A Full-Size Deck, A Decent Sized Level Back Yard

    Craig Ings Hill Top Real Estate, LLC

    28 Skitchewaug St, 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

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.

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $364,170.
How many homes have sold over the last 12 months in Windsor, CT?
321 homes have sold in Windsor, CT over the last 12 months.
Is Windsor, CT a safe city?
In general, the safest neighborhoods in Windsor, CT with lower crime scores are West Windsor, Hayden and Wilson.
What are the most popular zip codes in Windsor, CT?
The most popular zip codes in Windsor, CT include 06095, 06002, 06096, 06026 and 06088.
What are the most popular neighborhoods in Windsor, CT?
The most popular neighborhoods in Windsor, CT with the most homes for sale are West Windsor, Hayden and Wilson.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $354,000. If you put a 20% down payment of $70,800 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $1,770 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $76K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Windsor, CT?
Windsor, CT has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are The Loomis Chaffee School, Watkinson School and South Windsor High School. The neighborhoods in Windsor with the highest rated schools are West Windsor, Hayden and Wilson. Browse all the schools in Windsor, CT to learn more.

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$367,800
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$245,000
Median 2 Bedroom Sale Price
$222,000
Median 1 Bedroom Sale Price
$125,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
15
Last 12 months Home Sales
321
Months of Supply
0.60
Median List Price
$354,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
3%
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