11,952

Windsor, CT Homes

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  • /40

    $449,900

    Pending
    • 6 Beds
    • 2 Baths
    • 3,588 Sq Ft

    30-32 Day St, New Britain, CT 06051

    Welcome to 30-32 Day Street, lovingly cared for two-family home offering an excellent opportunity for both owner-occupants and investors alike. Featuring two spacious units with a total of 6 bedrooms and 3 full bathrooms, this property provides flexible living arrangements and strong income potential. Each unit offers generous living space with over 1700 sqft per unit, abundant natural light, and

    Agent Photo

    Chloe White

    KW Legacy Partners

    30-32 Day St, New Britain, CT 06051
  • /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 $511,407

    Last Listing Agent Michael Barile Barile Realty Group

    464 Prospect Hill Rd, Windsor, CT 06095
    • 13 Waterview Dr, Windsor, CT 06095

      Est $313,906

      Not Listed For Sale

      13 Waterview Dr, Windsor, CT 06095

      • 2 Beds
      • 1.5 Baths
      • 1,224 Sq Ft
      • Built 1983
      13 Waterview Dr, Windsor, CT 06095

      Last Sold Summary

      • 43 Days On Market

      Last Listing Agent Leslie Hammond Hammond Realty LLC

  • /32

    $319,900

    $5K PRICE DROP
    • 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
  • /73

    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
  • 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 $418,265

    Last Listing Agent John Lepore Berkshire Hathaway NE Prop.

    97 Brookview Rd, Windsor, CT 06095
    • 829 Windsor Ave, Windsor, CT 06095

      Est $340,751

      Not Listed For Sale

      829 Windsor Ave, Windsor, CT 06095

      • 6 Beds
      • 4 Baths
      • 2,296 Sq Ft
      • Built 1979
      829 Windsor Ave, Windsor, CT 06095

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Mahadeo Ajodhi Vylla Home (CT) LLC

  • /40

    $419,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    99 Pepperbush Way, Windsor, CT 06095

    Completely renovated and move-in ready! This stunning 3-bedroom, 2.5-bath raised ranch in Windsor has been thoughtfully updated from top to bottom and offers the perfect blend of modern style and everyday comfort. Step inside to a bright, open-concept main level featuring soaring vaulted ceilings, luxury vinyl plank flooring, and an expansive living and dining area centered around a beautiful

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    99 Pepperbush Way, Windsor, CT 06095
  • /31

    Starting at $1,735

    Total Monthly Price

    • Studio

    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
  • 110 Turnberry Ln, Windsor, CT 06095

    $450,000

    Sold Jul 15, 2026

    110 Turnberry Ln, Windsor, CT 06095

    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • Built 2003

    Last Sold Summary

    • 13% Above List Price
    • $282/SF
    • 6 Days On Market

    Current Estimated Value $403,263

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    110 Turnberry Ln, Windsor, CT 06095
    • 246 Preston St, Windsor, CT 06095

      Est $420,110

      Not Listed For Sale

      246 Preston St, Windsor, CT 06095

      • 5 Beds
      • 2 Baths
      • 1,243 Sq Ft
      • Built 1957
      246 Preston St, Windsor, CT 06095

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Hector Caraballo William Raveis Real Estate

  • /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 $1,626

    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
  • 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 $246,080

    Last Listing Agent Laura Armstrong-Gonzalez RE/MAX One

    116 Henry St, Windsor, CT 06095
    • 136 Bloomfield Ave, Windsor, CT 06095

      Est $289,160

      Not Listed For Sale

      136 Bloomfield Ave, Windsor, CT 06095

      • 3 Beds
      • 1.5 Baths
      • 1,566 Sq Ft
      • Built 1926
      136 Bloomfield Ave, Windsor, CT 06095

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Molly Bruno The Utopia Real Estate Company

  • /40

    $509,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    35 Hollow Brook Rd, Windsor, CT 06095

    Welcome to 35 Hollow Brook Road, where space, privacy, and comfort come together in one of Windsor's most coveted and established neighborhoods. Set on a private 0.61-acre lot, this bright and well-maintained 4 bedroom, 3.5 bathroom Colonial offers almost 2100 sq. ft. of functional living space ideal for both everyday living and entertaining. Step inside to a sun-filled living room with gleaming

    William Chase eXp Realty

    35 Hollow Brook Rd, Windsor, CT 06095
  • /58

    Starting at $1,785

    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
  • 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 $308,756

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    149 Tobey Ave, Windsor, CT 06095
    • 375 Matianuck Ave, Windsor, CT 06095

      Est $418,166

      Not Listed For Sale

      375 Matianuck Ave, Windsor, CT 06095

      • 4 Beds
      • 2 Baths
      • 2,277 Sq Ft
      • Built 1934
      375 Matianuck Ave, Windsor, CT 06095

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Kevin Rockoff Rockoff Realty

  • /22

    $360,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,184 Sq Ft

    665 Bloomfield Ave, Windsor, CT 06095

    Welcome home to this beautifully maintained ranch in the heart of Windsor, Connecticut! Offering the perfect balance of warmth, comfort, and functionality, this inviting home features 3 spacious bedrooms and 1 updated bathroom, making it ideal for first-time buyers, downsizers, or anyone seeking easy one-level living. Step inside to discover fresh paint, updated finishes, new lighting, and

    Charena Sinclair Carl Guild & Associates

    665 Bloomfield Ave, Windsor, CT 06095
  • /34

    $3,000

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    159 Broad St Unit A, Windsor, CT 06095

    This apartment, along with a similar apartment on the other side of the building, is currently going through a complete down to stud rehabilitation. Both units will feature a townhouse-style layout on multiple floors with the bedrooms located on the second floor. These apartments both boast 2 bedrooms, plus an additional office space located on the first floor, as well as 1.5 bathrooms and

    159 Broad St Unit A, 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 $392,043

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

    33 Mechanic St Unit 204, Windsor, CT 06095
    • 782 Matianuck Ave, Windsor, CT 06095

      Est $350,767

      Not Listed For Sale

      782 Matianuck Ave, Windsor, CT 06095

      • 3 Beds
      • 2 Baths
      • 1,710 Sq Ft
      • Built 1951
      782 Matianuck Ave, Windsor, CT 06095

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Chris Colli Chestnut Oak Associates

  • /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
  • /16

    $1,375 Per Month

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

    101 Poquonock Ave, Windsor, CT 06095

    2 Bedroom 3rd Floor Apartment located in Windsor Center. Heat and Hot water included.

    Cheryl Bouchard Berkshire Hathaway NE Prop.

    101 Poquonock Ave, 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 $363,598

    Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

    49 Remington Rd, Windsor, CT 06095
    • 30 Holly Cir, Windsor, CT 06095

      Est $440,215

      Not Listed For Sale

      30 Holly Cir, Windsor, CT 06095

      • 4 Beds
      • 2.5 Baths
      • 2,522 Sq Ft
      • Built 1966
      30 Holly Cir, Windsor, CT 06095

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Michael Price KW Legacy Partners

  • /35

    $299,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,319 Sq Ft

    10 Lennox Ave, Windsor, CT 06095

    Nestled in a very sought after location, this classic four bedroom, two full bath Cape presents a wonderful opportunity to create the home you've always envisioned. The spacious kitchen offers an abundance of cabinetry and counter space. The inviting living room is centered around a cozy wood burning fireplace, while the first floor also features a full bath and two bedrooms. Upstairs, you will

    Sharon Rispoli Berkshire Hathaway NE Prop.

    10 Lennox Ave, Windsor, CT 06095
  • /2

    $2,300 Per Month

    • 2 Beds
    • 1.5 Baths
    • 972 Sq Ft
    • House for Rent

    903 High Path Rd, Windsor, CT 06095

    2 BR 1st-floor unit. Located close to shopping, public transportation and I-91 access. Heat, hot water and water included. No pets. No smoking in premises. Credit report and 2-months security. 24-hr notice required for showings.

    William Eidt Realty One Group Cutting Edge

    903 High Path Rd, 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 $127,264

    Last Listing Agent Jessamyn Davila Coldwell Banker Realty

    297 High Path Rd Unit 297, Windsor, CT 06095
    • 9 River Bend Ln, Windsor, CT 06095

      Est $510,065

      Not Listed For Sale

      9 River Bend Ln, Windsor, CT 06095

      • 3 Beds
      • 2 Baths
      • 2,376 Sq Ft
      • Built 1981
      9 River Bend Ln, Windsor, CT 06095

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Stephanie Stone William Raveis/First Town RE

  • /40

    $385,000

    $15K PRICE DROP Under Contract
    • 5 Beds
    • 4.5 Baths
    • 2,812 Sq Ft

    521 W Wolcott Ave, Windsor, CT 06095

    SPACIOUS COLONIAL WITH EXCEPTIONAL FLEXIBILITY & IN-LAW POTENTIAL! Set on a generously sized lot in convenient location, this expansive 2,812sf home offers a rare combination of size, versatility, & opportunity. Originally designed as a ranch & thoughtfully expanded w/substantial addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily

    Kiara Rusconi William Raveis Real Estate

    521 W Wolcott Ave, Windsor, CT 06095
  • /11

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    234 Rainbow Rd Unit 5, Windsor, CT 06095

    Apartment for rent in a multi-family home. 2nd story apartment. Two different stairway entrances in to unit. Parking is in a lot and not on the street. Tenant is responsible for all utilities (incl. water/sewer/trash). No pets. Credit check, background and eviction history is a must. 2 months security deposit and 1 month rent from tenant at lease signing. Owner is related to listing agent.

    Angela Ploszaj Berkshire Hathaway NE Prop.

    234 Rainbow Rd Unit 5, Windsor, CT 06095
  • 291 Bloomfield Ave, Windsor, CT 06095

    $330,000

    Sold Jul 17, 2026

    291 Bloomfield Ave, Windsor, CT 06095

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft
    • Built 1954

    Last Sold Summary

    • 14% Above List Price
    • $239/SF
    • 5 Days On Market

    Current Estimated Value $294,637

    Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

    291 Bloomfield Ave, Windsor, CT 06095
    • 801 Stone Rd, Windsor, CT 06095

      Est $131,500

      Not Listed For Sale

      801 Stone Rd, Windsor, CT 06095

      801 Stone Rd, Windsor, CT 06095

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Peter Graham Graham Real Estate

  • /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
  • /11

    $3,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft
    • House for Rent

    33 Lochview Dr, Windsor, CT 06095

    Nestled on a beautiful 1.10-acre lot, this inviting split-level home offers the perfect setting for family gatherings, entertaining, and everyday living. Inside, you'll find a spacious 6-room layout featuring 3 bedrooms, 3 full bathrooms, and an attached 2-car garage. The open living area is enhanced by cathedral ceilings, creating a bright and airy atmosphere. Sliding glass doors lead to the

    Catherine Thompson William Raveis/First Town RE

    33 Lochview Dr, 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 $445,208

    Last Listing Agent Melissa Rothman eXp Realty

    Unlisted Address
    • 31 Sunset St Unit 33, Windsor, CT 06095

      Est $397,527

      Not Listed For Sale

      31 Sunset St Unit 33, Windsor, CT 06095

      • 6 Beds
      • 2 Baths
      • 2,990 Sq Ft
      • Built 1926
      31 Sunset St Unit 33, Windsor, CT 06095

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent James Knurek Coldwell Banker Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$375,000
Median Single Family Sale Price
$385,000
Median Townhouse Sale Price
$255,000
Median 2 Bedroom Sale Price
$301,000
Median 1 Bedroom Sale Price
$54,000
Average Price Per Sq Ft
$240
Number of Homes for Sale
25
Last 12 months Home Sales
319
Months of Supply
0.90
Median List Price
$369,900
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
5%
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