24

Windsor, CT Homes for Sale

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  • /17

    $239,900

    $20K PRICE DROP
    • 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

    Agent Photo

    Cynthia Rabb

    eXp Realty

    268 High Path Rd Unit 268, Windsor, CT 06095
  • /38

    $729,000

    New Construction Open Sun 1PM - 3PM
    • 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
  • /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
  • /29

    $500,000

    • 4 Beds
    • 4.5 Baths
    • 3,104 Sq Ft

    123 Country Club Dr, Windsor, CT 06095

    4 bedroom, 4.5 bathrooms. 3 bedrooms on 2nd floor and 1 bedroom (Den) with full bathroom on main floor for convenience. Large Family room with French doors leading into the kitchen. Formal dining and formal living room. Bedroom/Den has a fireplace. Basement partially finished with a completely finished bathroom. Situated on Large pool-size lot with Storage Shed.

    Peter D'Addeo Commercial Services Realty

    123 Country Club Dr, Windsor, CT 06095
  • /40

    $389,900

    • 4 Beds
    • 1.5 Baths
    • 2,449 Sq Ft

    299 Palisado Ave, Windsor, CT 06095

    Own a piece of Windsor's living history. The rear of this remarkable home dates to 1780, with a Greek Revival addition built around 1835 by the Thrall family. In 1874, it was purchased as a summer residence by Joseph Rainey of South Carolina - elected to the U.S. House of Representatives. This 2,500 sq. ft. eclectic home has evolved gracefully through the centuries while honoring its origins:

    Mary Beth Welsh Century 21 AllPoints Realty

    299 Palisado Ave, Windsor, CT 06095
  • /10

    $524,900

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    30 Parkwood Dr, Windsor, CT 06095

    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. Seller to credit at closing a 1-year home warranty or $1000 towards flooring replacement.

    Kimberly Coccomo Berkshire Hathaway NE Prop.

    30 Parkwood Dr, Windsor, CT 06095
  • /32

    $349,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    76 Sinclair St, Windsor, CT 06095

    Not your grandmother's Cape. This one lives like a Colonial! In 2010 the upper floor was removed and replaced with two spectacular bedrooms, a sitting area and a full bath, all with level 8' ceilings. Plumbing and electrical systems were upgraded as part of that ambitious project. Central Air was added in 2018. On the main level, walls have been removed to create the sought-after Open Floorplan.

    Dan Babich REMAX Revolution

    76 Sinclair St, Windsor, CT 06095
  • /22

    $309,900

    Open Sun 1PM - 3PM
    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft

    6 Sinclair St, Windsor, CT 06095

    Welcome home to this beautifully maintained ranch, perfectly situated on a spacious corner lot in one of Windsor's quiet, established neighborhoods. With one side bordering a dead-end street, you'll enjoy added privacy, minimal traffic, and a peaceful setting that's hard to find. Thoughtfully remodeled in 2015, this home offers the perfect blend of charm and modern updates, including a newer

    Jessica DeJesus Signature Realty LLC

    6 Sinclair St, Windsor, CT 06095
  • /8

    $27,000

    $18K PRICE DROP
    • Land
    • 36,590 Sq Ft
    • $32,143 per Acre

    36 Larch Dr, Windsor, CT 06095

    0.84-acre residential lot in Windsor, CT. 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 zone per available mapping. Convenient access to I-91 and Bradley International Airport. Sale dependent upon the contract owner's ability to

    Derek Greene Derek Greene

    36 Larch Dr, Windsor, CT 06095
  • /10

    $379,000

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

    34 Eastview Dr, Windsor, CT 06095

    Welcome home to this charming and well-maintained 3-bedroom, 1.5-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
  • /29

    $249,900

    • 3 Beds
    • 1 Bath
    • 1,267 Sq Ft

    128 Capen St, Windsor, CT 06095

    Welcome to this charming 3-bedroom, 1-bath home located in a sought-after Windsor neighborhood, within the desirable Sage Park school district-recognized among the best in the country. Perfectly situated, this home offers the convenience of being within walking distance to town, local parks, and community amenities, all while sitting directly across from Windsor high school on a generously sized

    Stacey Costanzo LPT Realty

    128 Capen St, 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
  • /9

    $295,000

    $54K PRICE DROP
    • Land
    • 13.3 Acres
    • $22,180 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
  • /37

    $439,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,832 Sq Ft

    23 Ludlow Rd, Windsor, CT 06095

    Welcome home to 23 Ludlow Road! This beautifully remodeled 4-bedroom Cape perfectly blends elegant, warm finishes with a spacious, functional layout. At the heart of the home is a bright, open-concept living room and designer kitchen, creating an ideal setup for everyday family life and effortless entertaining. The flexible floor plan features four generously sized bedrooms (two on the first

    Kevin Rockoff Rockoff Realty

    23 Ludlow Rd, Windsor, CT 06095
  • /19

    $400,000

    • 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 screened-in back porch, providing a comfortable space to enjoy the outdoors while

    John Brewer Exceptional Real Estate LLC

    27 Eagleton Dr, 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
  • /38

    $635,000

    New Construction Open Sun 1PM - 3PM
    • 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
  • /28

    $349,900

    • 6 Beds
    • 5 Baths
    • 4,585 Sq Ft

    245 Deerfield Rd, Windsor, CT 06095

    Own a piece of history in this 1796 colonial, built by Elisha Moore, a 4-unit investment property on .77 acre. Included a one-car garage with bay, a loft above the garage that can be used for crafting, office, man's cave, storage, or additional income, with plenty of parking for tenants/guests. This current owner started renovations, but could not complete them. When the home was purchased in

    Maria Aubey Silver and Oak Realty

    245 Deerfield 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
  • /35

    $339,900

    • 2 Beds
    • 2 Baths
    • 1,263 Sq Ft

    310 Kings Landing Unit 310, Windsor, CT 06095

    Welcome to Kings Landing where you can enjoy effortless condo living in this beautifully refreshed two bedroom, two full bath home. Freshly and professionally painted throughout, the interior offers a pristine, bright feel from the moment that you walk in the front door. Upon entering the lovely and bright foyer, the home's immaculate condition is unmistakable. One's gaze is quickly drawn to the

    Sharon Rispoli Berkshire Hathaway NE Prop.

    310 Kings Landing Unit 310, Windsor, CT 06095
  • /24

    $394,499

    • 2 Beds
    • 3 Baths
    • 1,622 Sq Ft

    33 Mechanic St Unit 203, Windsor, CT 06095

    An artist's dream! This beautiful, spacious urban sanctuary nestled in the heart of downtown Windsor. Perfectly located between nature and convenience, with only steps from trails, the Amtrak station, coffee shops and quaint restaurants. Unlike any other unit in the complex, this 2 BR plus DEN (currently used as a bedroom) boasts 2 additional loft living spaces, and many other unique features.

    Hawwa Djuned Maria Acuna Real Estate

    33 Mechanic St Unit 203, Windsor, CT 06095
  • /33

    $650,000

    New Construction Open Sun 1PM - 3PM
    • 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
  • /26

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,732 Sq Ft

    266 Kings Landing, Windsor, CT 06095

    Welcome home to this inviting 2-bedroom, 2-bathroom condo offering the ease of one-level living and a thoughtfully designed open floor plan. Hardwood flooring extends throughout most of the home, creating a warm and welcoming feel. The spacious kitchen, dining area, and living room flow seamlessly together, making it ideal for both everyday living and entertaining. Just off the living room, a

    Andy Johnson Century 21 AllPoints Realty

    266 Kings Landing, Windsor, CT 06095
  • /3

    $395,000

    • Land
    • 11.8 Acres
    • $33,475 per Acre

    2627 Day Hill Rd, Bloomfield, CT 06002

    Unique opportunity on the Bloomfield/Windsor line with easy access the the highway. Unique opportunity for single family home on a large parcel or possibly several homes with town approval. Bloomfield is located in Central Connecticut, just 10 minutes west of the state capitol, Hartford. It is easily accessible to Bradley International Airport and interstates 84 and 91. The Town encompasses 26.4

    Kris Barnett Berkshire Hathaway NE Prop.

    2627 Day Hill Rd, 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.

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $373,359.
How many homes have sold over the last 12 months in Windsor, CT?
309 homes have sold in Windsor, CT over the last 12 months.
What is the average household income in Windsor, CT?
The average household income in Windsor, CT is $114K.
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, 06088, 06096 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 $369,900. If you put a 20% down payment of $74,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $1,860 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $80K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windsor is $114K.
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 Price Trends

Median Sale Price
$371,000
Median Single Family Sale Price
$385,000
Median Townhouse Sale Price
$235,000
Median 2 Bedroom Sale Price
$309,900
Median 1 Bedroom Sale Price
$54,000
Average Price Per Sq Ft
$237
Number of Homes for Sale
17
Last 12 months Home Sales
309
Months of Supply
0.70
Median List Price
$369,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
3%
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