20

Windsor, CT Homes for Sale

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  • 5 Ashley Rd, Windsor, CT 06095
    5 Ashley Rd, Windsor, CT 06095
    5 Ashley Rd, Windsor, CT 06095
    /34

    $480,000

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

    5 Ashley Rd, Windsor, CT 06095

    Impeccable Colonial style home with four bedrooms, four bathrooms, a two car attached garage. This house boasts a large back yard completely fenced around with vinyl fencing. It has excellent entertainment amenities with a two tier vinyl deck and aboveground pool. The basement is completely finished. The kitchen has upgraded cabinetry and granite counter tops. The central air provides climate

    Agent Photo

    Raymond Malcolm

    Cornerstone Homes Plus, Inc.

    (860) 854-4229

    5 Ashley Rd, Windsor, CT 06095
  • 10 Cleary Ln, Windsor, CT 06095
    10 Cleary Ln, Windsor, CT 06095
    10 Cleary Ln, 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
  • 485 River St, Windsor, CT 06095
    485 River St, Windsor, CT 06095
    485 River St, Windsor, CT 06095
    /34

    $499,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,494 Sq Ft

    485 River St, Windsor, CT 06095

    Available now is this well maintained 3 bedroom colonial set back on a 1 acre lot in Windsor, CT. Convenient and inviting open floor plan features modern updates and high ceilings, with plenty of natural light shining throughout and over 2400+ SQFT of comfortable living space! The eat-in kitchen features SS appliances, maple cabinets, hardwood flooring, a pantry, and a dining-area w/sliders to

    LJ Bunker CENTURY 21 AllPoints Realty

    485 River St, Windsor, CT 06095
  • 823 Stone Rd, Windsor, CT 06095
    823 Stone Rd, Windsor, CT 06095
    823 Stone Rd, 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
  • 318 Capen St, Windsor, CT 06095
    318 Capen St, Windsor, CT 06095
    318 Capen St, Windsor, CT 06095
    /30

    $599,900 Open Sun 11AM - 12:30PM

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

    318 Capen St, Windsor, CT 06095

    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, opening seamlessly

    Lori Gabriel Coldwell Banker Realty

    318 Capen St, Windsor, CT 06095
  • 823 Stone Rd, Windsor, CT 06095
    823 Stone Rd, Windsor, CT 06095
    823 Stone 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
  • 490 Old Day Hill Rd, Windsor, CT 06095
    490 Old Day Hill Rd, Windsor, CT 06095
    490 Old Day Hill 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
  • 98 High Path Rd, Windsor, CT 06095
    98 High Path Rd, Windsor, CT 06095
    98 High Path Rd, Windsor, CT 06095
    /13

    $149,900

    • 1 Bed
    • 1.5 Baths
    • 736 Sq Ft

    98 High Path Rd, Windsor, CT 06095

    2nd-Floor, 1 BR unit. 1-1/2 baths. End unit. Shared basement has common laundry and storage area. 2 wall AC units. No dogs allowed on premises by management. FHA-approved complex.

    William Eidt Realty One Group Cutting Edge

    98 High Path Rd, Windsor, CT 06095
  • 25 Matthew Ln, Windsor, CT 06095
    25 Matthew Ln, Windsor, CT 06095
    25 Matthew Ln, 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
  • 36 Larch Dr, Windsor, CT 06095
    36 Larch Dr, Windsor, CT 06095
    36 Larch Dr, Windsor, CT 06095
    /15

    $45,000

    • Land
    • 0.84 Acre
    • $53,571 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
  • 39 Loren Cir, Windsor, CT 06095
    39 Loren Cir, Windsor, CT 06095
    39 Loren Cir, 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
  • 27 Fyler Dr, Windsor, CT 06095
    27 Fyler Dr, Windsor, CT 06095
    27 Fyler 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
  • 58 Amanda Cir, Windsor, CT 06095
    58 Amanda Cir, Windsor, CT 06095
    58 Amanda Cir, 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
  • 0 Walnut and Larch Dr, Windsor, CT 06095
    0 Walnut and Larch Dr, Windsor, CT 06095
    0 Walnut and Larch 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
  • 943 High Path Rd Unit 943, Windsor, CT 06095
    943 High Path Rd Unit 943, Windsor, CT 06095
    943 High Path Rd Unit 943, Windsor, CT 06095
    /7

    $199,999

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft

    943 High Path Rd Unit 943, Windsor, CT 06095

    Renovated in 2022. Combo LR/DR. Kitchen appliances new in 2022. Primary bedroom with walk-in closet. Convenient location - approximately 1/10 mile to Target, Stop & Shop, Home Store, and I-91.

    Carol York For Sale By Owner Connecticut

    943 High Path Rd Unit 943, Windsor, CT 06095
  • 957 Palisado Ave, Windsor, CT 06095
    957 Palisado Ave, Windsor, CT 06095
    957 Palisado Ave, 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
  • 66 Maple Ave, Windsor, CT 06095
    66 Maple Ave, Windsor, CT 06095
    66 Maple 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
  • 268 High Path Rd Unit 268, Windsor, CT 06095
    268 High Path Rd Unit 268, Windsor, CT 06095
    268 High Path Rd Unit 268, Windsor, CT 06095
    /17

    $239,900

    • 3 Beds
    • 2.5 Baths
    • 1,390 Sq Ft

    268 High Path Rd Unit 268, Windsor, CT 06095

    You don't want to miss this Unique Spacious and well-maintained 3-bedroom, 2.5-bath townhouse condo in the desirable Chateau Woods community. This home features an open-concept living and dining area, updated kitchen with ample cabinetry, and a private patio perfect for relaxing or entertaining. Upstairs includes three generous bedrooms, including a primary suite with master bath. Additional

    Cynthia Rabb eXp Realty

    268 High Path Rd Unit 268, Windsor, CT 06095
  • 9 Brown Ave, Windsor, CT 06095
    9 Brown Ave, Windsor, CT 06095
    9 Brown Ave, Windsor, CT 06095
    /21

    $294,900

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft

    9 Brown Ave, Windsor, CT 06095

    Classic Colonial home located on a quiet dead-end street. Features a functional layout with spacious living areas, well-sized bedrooms, and a comfortable kitchen with ample storage. Enjoy outdoor living on the treated wood deck overlooking a private fenced in yard. Conveniently close to schools, shopping, and major roadways. Property being sold as is - inspection for informational purposes only.

    Amores Rodriguez Janets Legacy Realty Limited Liability Company

    9 Brown Ave, Windsor, CT 06095
  • 49 Seymour Rd, East Granby, CT 06026
    49 Seymour Rd, East Granby, CT 06026
    49 Seymour Rd, East Granby, CT 06026
    /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
Connecticut Hartford County Windsor

Real Estate & Homes for Sale in Windsor, CT

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.

Learn more about living in Windsor

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $361,947.
How many homes have sold over the last 12 months in Windsor, CT?
330 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, 06088 and 06074.
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%, your estimated principal and interest payment would be $1,700 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $73K 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

On average, homes in Windsor, CT sell after 35 days on the market compared to the national average of 54 days. The median sale price for homes in Windsor, CT over the last 12 months is $365,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$365,000
Median Single Family Sale Price
$373,500
Median Townhouse Sale Price
$340,000
Median 2 Bedroom Sale Price
$233,999
Median 1 Bedroom Sale Price
$125,000
Average Price Per Sq Ft
$232
Number of Homes for Sale
14
Last 12 months Home Sales
330
Months of Supply
0.50
Median List Price
$354,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
1%
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