11,978

Windsor, CT Homes

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  • /32

    $324,900

    Open Sat 12PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft

    1943 Logans Way, Windsor, CT 06095

    Welcome to desirable Mills Landing, a 55+ Planned Unit Development (PUD) in Windsor's sought-after Deerfield section, offering a limited community of just 12 units. This well-maintained half-duplex home is ideally situated on a quiet cul-de-sac and features 1,533 square feet of comfortable living space with 3 bedrooms, 2 full baths, and an attached 1-car garage. The main level offers an inviting

    Agent Photo

    Ryzard Villa

    Premier Properties of CT

    1943 Logans Way, Windsor, CT 06095
  • /10

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,523 Sq Ft
    • House for Rent

    103 Capen St Unit 2, Windsor, CT 06095

    Welcome to the kind of apartment that feels fresh, comfortable, and easy to love the moment you arrive. This charming 2-bedroom apartment has been updated with all new paint, giving the space a clean, bright, move-in-ready feel from day one. Imagine coming home, parking easily in your off-street parking spot, stepping inside, and being able to relax without worrying about the little things. With

    Agent Photo

    Rob Rosa

    Berkshire Hathaway NE Prop.

    103 Capen St Unit 2, Windsor, CT 06095
  • 464 Prospect Hill Rd, Windsor, CT 06095

    $500,000

    Sold Oct 09, 2025

    464 Prospect Hill Rd, Windsor, CT 06095

    • 4 Beds
    • 3 Baths
    • 2,949 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Above List Price
    • $170/SF
    • 72 Days On Market

    Current Estimated Value $511,120

    Last Listing Agent Michael Barile Barile Realty Group

    464 Prospect Hill Rd, Windsor, CT 06095
    • 11 Ash Dr, Windsor, CT 06095

      Est $317,332

      Not Listed For Sale

      11 Ash Dr, Windsor, CT 06095

      • 3 Beds
      • 1.5 Baths
      • 2,130 Sq Ft
      • Built 1956
      11 Ash Dr, Windsor, CT 06095

      Last Sold Summary

      • 56 Days On Market

  • /40

    $439,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,612 Sq Ft

    5 Haskins Rd Unit 5, Windsor, CT 06095

    Welcome to Walden Woods, one of Windsor's premier luxury planned unit communities, known for its scenic wooded setting, peaceful atmosphere, and beautifully maintained grounds. This move-in ready condo offers the lifestyle buyers want with comfort, space, and convenience all in one. Arrive home through your attached two-car garage and step into a practical first-floor laundry and mudroom. The

    Agent Photo

    Rob Rosa

    Berkshire Hathaway NE Prop.

    5 Haskins Rd Unit 5, Windsor, CT 06095
  • /33

    Starting at $1,735

    Total Monthly Price

    • Studio - 1 Bed

    150 Broad St, Windsor, CT 06095

    Welcome to Founders Square — brand new apartments in the heart of downtown Windsor, CT, right on the historic Town Green. Think classic New England charm meets modern living, with local art throughout and a walkable neighborhood right outside your door.Every home features high ceilings, soapstone countertops, stainless steel appliances, walk-in closets, in-unit laundry, and luxury vinyl

    Founders Square

    150 Broad St, Windsor, CT 06095
  • 97 Brookview Rd, Windsor, CT 06095

    $425,000

    Sold May 29, 2026

    97 Brookview Rd, Windsor, CT 06095

    • 3 Beds
    • 3 Baths
    • 1,990 Sq Ft
    • Built 1968

    Last Sold Summary

    • 9% Above List Price
    • $214/SF
    • 30 Days On Market

    Current Estimated Value $390,185

    Last Listing Agent John Lepore Berkshire Hathaway NE Prop.

    97 Brookview Rd, Windsor, CT 06095
    • 79 Hope Cir, Windsor, CT 06095

      Est $426,951

      Not Listed For Sale

      79 Hope Cir, Windsor, CT 06095

      • 4 Beds
      • 2.5 Baths
      • 1,789 Sq Ft
      • Built 1963
      79 Hope Cir, Windsor, CT 06095

      Last Sold Summary

      • 3 Days On Market

  • /38

    $389,900

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    371 Dunfey Ln, Windsor, CT 06095

    Welcome to 371 Dunfey Lane in Windsor, CT - a beautifully newly renovated condo that blends modern updates with comfortable living. This move-in-ready home features a bright, open layout with fresh finishes throughout, including updated flooring, contemporary fixtures, and a stylishly refreshed kitchen complete with modern cabinetry and sleek countertops. The living space is filled with natural

    Agent Photo

    Vik Khandai

    Dave Jones Realty, LLC

    371 Dunfey Ln, Windsor, CT 06095
  • /65

    Starting at $2,064

    Total Monthly Price

    • Studio - 2 Beds

    100 Lexington St, Windsor, CT 06095

    Welcome to The Preserve at Great Pond – where comfort and luxury meet. Embraced by nature, yet close to urban conveniences, our luxury apartments in Windsor, CT, cater to city dwellers and outdoor adventurers alike. Add in the thoughtful collection of services and amenities, and you’ll have everything you expect from a true home.Live the luxury life in any of our studio, one, two, or

    The Preserve at Great Pond

    100 Lexington St, Windsor, CT 06095
  • 116 Henry St, Windsor, CT 06095

    $253,000

    Sold Sep 30, 2025

    116 Henry St, Windsor, CT 06095

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Above List Price
    • $274/SF
    • 42 Days On Market

    Current Estimated Value $245,542

    Last Listing Agent Laura Armstrong-Gonzalez RE/MAX One

    116 Henry St, Windsor, CT 06095
  • /24

    $400,000

    $100K PRICE DROP Under Contract
    • 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

    Agent Photo

    Kostas Travisano

    Sailpoint Property Group

    1 Deanne Lynn Cir, Windsor, CT 06095
  • /55

    Starting at $1,653

    Total Monthly Price

    • 1 - 2 Beds

    One Phaeton St, Windsor, CT 06095

    Nestled on 82 scenic acres along the Farmington River, Spark Windsor blends natural beauty with everyday convenience. Enjoy peaceful walking paths, picnic areas, a resort-style outdoor pool, and direct access to neighboring Farmington River Park - all in a relaxed, park-like setting.Our one- and two-bedroom apartment homes are thoughtfully designed for comfort and functionality. Select

    Spark Windsor

    One Phaeton St, Windsor, CT 06095
  • 149 Tobey Ave, Windsor, CT 06095

    $280,000

    Sold Oct 15, 2025

    149 Tobey Ave, Windsor, CT 06095

    • 3 Beds
    • 1.5 Baths
    • 1,554 Sq Ft
    • Built 1950

    Last Sold Summary

    • 40% Above List Price
    • $180/SF
    • 4 Days On Market

    Current Estimated Value $292,709

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    149 Tobey Ave, Windsor, CT 06095
  • /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
  • /60

    Starting at $1,635

    Total Monthly Price

    • Studio - 2 Beds

    69 Mechanic St, Windsor, CT 06095

    Windsor Station is a beloved property located in the heart of Windsor CT . We are walking distance to restaurants, shopping, and entertainment. Hop on the Amtrak or the new CT Rail train right outside of our community doorsteps! We are pet friendly, offering a private dog park for residents with access to the Windsor River Trail and views of the famous Windsor pond. Our unique fitness center has

    Windsor Station

    69 Mechanic St, Windsor, CT 06095
  • 33 Mechanic St Unit 204, Windsor, CT 06095

    $395,000

    Sold Aug 15, 2025

    33 Mechanic St Unit 204, Windsor, CT 06095

    • 2 Beds
    • 3 Baths
    • 1,677 Sq Ft
    • Built 2006

    Last Sold Summary

    • $236/SF
    • 35 Days On Market

    Current Estimated Value $386,745

    Last Listing Agent Amy Manning William Pitt Sotheby's International Realty

    33 Mechanic St Unit 204, Windsor, CT 06095
    • 15 Ethan Dr, Windsor, CT 06095

      Est $649,528

      Not Listed For Sale

      15 Ethan Dr, Windsor, CT 06095

      • 4 Beds
      • 4 Baths
      • 2,814 Sq Ft
      • Built 1991
      15 Ethan Dr, Windsor, CT 06095

      Last Sold Summary

      • 63 Days On Market

  • /20

    $229,900

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,020 Sq Ft

    158 High Path Rd, Windsor, CT 06095

    Move-in ready townhouse condo in the desirable Chateau Woods neighborhood! This well-maintained home offers 2 bedrooms, 2.5 baths, and a full basement with partially finished space for added flexibility. The main level features polished hardwood floors in the living/dining room combination, creating a warm and inviting layout. The kitchen and half bath complete the first floor. Upstairs, you'll

    Edmund Manu RE/MAX Professional Associates

    158 High Path Rd, Windsor, CT 06095
  • /11

    $2,300 Per Month

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft
    • Apartment for Rent

    33 River St, Windsor, CT 06095

    Welcome to 33 River St in Windsor! This spacious 4BD/1BA basement-level unit is currently undergoing upgrades throughout, including updates to the kitchen. Conveniently located directly across from the basement laundry hookup area, this unit offers four generously sized bedrooms with ample closet space. Perfect for residential living or ideal for a small business office setup!! Enjoy

    Lindy Hoyt Century 21 AllPoints Realty

    33 River St, Windsor, CT 06095
  • 49 Remington Rd, Windsor, CT 06095

    $360,000

    Sold Aug 29, 2025

    49 Remington Rd, Windsor, CT 06095

    • 3 Beds
    • 1.5 Baths
    • 1,741 Sq Ft
    • Built 1950

    Last Sold Summary

    • 24% Above List Price
    • $207/SF
    • 3 Days On Market

    Current Estimated Value $360,713

    Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

    49 Remington Rd, Windsor, CT 06095
  • /36

    $500,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft

    20 Somerset Dr, Windsor, CT 06095

    A glorious farmer's porch welcomes you home to this completely move-in ready, box-checking stunner! Located in a dream neighborhood (sidewalks! playspace! basketball court! open green space!) of well-kept custom homes, this classic colonial packs a serious punch! Bathed in all-day natural light, the sprawling floorplan features space for everyone, remarkable versatility, and outstanding flow.

    Tommy Connors Redfin Corporation

    20 Somerset Dr, Windsor, CT 06095
  • /20

    $2,200 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,260 Sq Ft
    • Townhouse for Rent

    313 Dunfey Ln Unit 313, Windsor, CT 06095

    Welcome to a well-maintained townhouse-style condominium located in the desirable Valley Village community. Step inside to a bright and open living area featuring attractive wood-look flooring, high ceilings, sliding glass doors, and great natural light. The main living space flows nicely for everyday living or entertaining, with access to the outdoor common grounds. The updated kitchen offers

    Allan Lawson Shinebrite Brokerage LLC

    313 Dunfey Ln Unit 313, Windsor, CT 06095
  • 297 High Path Rd Unit 297, Windsor, CT 06095

    $125,000

    Sold Oct 02, 2025

    297 High Path Rd Unit 297, Windsor, CT 06095

    • 1 Bed
    • 1.5 Baths
    • 736 Sq Ft
    • Built 1972

    Last Sold Summary

    • 17% Below List Price
    • $170/SF
    • 16 Days On Market

    Current Estimated Value $124,842

    Last Listing Agent Jessamyn Davila Coldwell Banker Realty

    297 High Path Rd Unit 297, Windsor, CT 06095
  • /9

    $295,000

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

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,972 Sq Ft
    • House for Rent

    25 Sylvia Ln, Windsor, CT 06095

    Single family home available for lease. Located on a quiet cul-de-sac in a desirable neighborhood close to shopping, dining, parks, and major highways. Over 1900 square feet of living space, this home features 3 bedrooms, 2.5 bathrooms and an oversized 2 car garage with ample storage. The main level features a spacious eat-in kitchen, hardwood floors, and a dining area filled with natural light.

    Cheryl Bergeron-Lucca LPT Realty - IConn Team

    25 Sylvia Ln, Windsor, CT 06095
  • 30 Holly Cir, Windsor, CT 06095

    $430,000

    Sold Aug 07, 2025

    30 Holly Cir, Windsor, CT 06095

    • 4 Beds
    • 2.5 Baths
    • 2,522 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $170/SF
    • 29 Days On Market

    Current Estimated Value $437,350

    Last Listing Agent Michael Price KW Legacy Partners

    30 Holly Cir, Windsor, CT 06095
  • /38

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft

    110 Turnberry Ln, Windsor, CT 06095

    An idyllic setting encompasses the sought after, active adult community of Ballymeade. Nestled in a breathtaking and tranquil environment, the wonderful curb appeal of this beautiful, two bedroom and two full bath home begins with its covered front entry and manicured landscape. A spacious kitchen features gorgeous maple cabinetry, granite countertops, stainless steel appliances, hardwood

    Sharon Rispoli Berkshire Hathaway NE Prop.

    110 Turnberry Ln, Windsor, CT 06095
  • /30

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,111 Sq Ft
    • House for Rent

    33 Mechanic St Unit 215, Windsor, CT 06095

    Welcome to this beautiful 2-bedroom, 2-bathroom loft-style condominium located in the highly desirable First Town Square community in the heart of Windsor, CT. This contemporary home features soaring ceilings, oversized windows, and an open-concept layout that fills the space with an abundance of natural light. The spacious primary suite offers a private full bathroom, while the generously sized

    Shawn Howell Berkshire Hathaway NE Prop.

    33 Mechanic St Unit 215, Windsor, CT 06095
  • Unlisted Address

    $452,000

    Sold Oct 14, 2025

    Unlisted Address

    • 3 Beds
    • 2 Baths
    • 1,957 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Above List Price
    • $231/SF
    • 4 Days On Market

    Current Estimated Value $434,444

    Last Listing Agent Melissa Rothman eXp Realty

    Unlisted Address
  • /36

    $289,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    291 Bloomfield Ave, Windsor, CT 06095

    Classic charm and great potential equal an incredible opportunity to make this charming three bedroom, Cape Cod your very own! This inviting home is nestled on a lightly treed, double lot near the heart of Windsor center. The kitchen features maple cabinetry, an abundance of countertop space and a dine-in area. Offering a stunning built-in hutch, hardwood flooring and a chair rail, the dining

    Sharon Rispoli Berkshire Hathaway NE Prop.

    291 Bloomfield Ave, Windsor, CT 06095
  • /16

    $1,750 Per Month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    46 Faneuil St, Windsor, CT 06095

    Welcome home to 46 Fanueil Street in Windsor, CT! This charming 2-bedroom rental has been thoughtfully finished with fresh paint and beautiful hardwood floors, creating a bright and comfortable space you'll love coming home to. On-site laundry, natural gas heat, and hot water add everyday convenience, while the prime location offers quick and easy highway access - perfect for commuters and anyone

    Richard Santasiere Santa Realty

    46 Faneuil St, Windsor, CT 06095
  • 608 Kennedy Rd, Windsor, CT 06095

    $277,100

    Sold Nov 03, 2025

    608 Kennedy Rd, Windsor, CT 06095

    • 4 Beds
    • 2 Baths
    • 1,399 Sq Ft
    • Built 1946

    Last Sold Summary

    • 9% Below List Price
    • $198/SF
    • 169 Days On Market

    Current Estimated Value $414,579

    Last Listing Agent Michael Tran Property Works New England

    608 Kennedy Rd, Windsor, CT 06095
    • 38 Violet St, Windsor, CT 06095

      Est $263,778

      Not Listed For Sale

      38 Violet St, Windsor, CT 06095

      • 3 Beds
      • 2 Baths
      • 2,016 Sq Ft
      • Built 1925
      38 Violet St, Windsor, CT 06095

      Last Sold Summary

      • 1 Day On Market

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$370,000
Median Single Family Sale Price
$385,000
Median Townhouse Sale Price
$235,000
Median 2 Bedroom Sale Price
$303,000
Median 1 Bedroom Sale Price
$54,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
23
Last 12 months Home Sales
304
Months of Supply
0.90
Median List Price
$369,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
4%
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