Windsor, CT Homes

• 

  $340,000 Sold Apr 11, 2025

  15 Willowcrest Dr, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft
  • Built 1970

  Last Sold Summary

  • 13% Above List Price
  • $268/SF
  • 43 Days On Market

  Last Listing Agent John Lepore Berkshire Hathaway NE Prop.

  15 Willowcrest Dr, Windsor, CT 06095
• 

  Est $274,248 Not Listed For Sale

  9 Warren Ln, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft
  • Built 1951

  9 Warren Ln, Windsor, CT 06095

  Last Sold Summary

  • 19% Above List Price
  • $196/SF
  • 4 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Jaclyn Smith Coldwell Banker Realty
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  /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
• 

  $250,000 Sold Feb 13, 2026

  41 Chestnut Dr, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,452 Sq Ft
  • Built 1955

  Last Sold Summary

  • 21% Below List Price
  • $172/SF
  • 39 Days On Market

  Current Estimated Value $284,561

  Last Listing Agent Jayson Kemp Five Stars Realty

  41 Chestnut Dr, Windsor, CT 06095
• 

  Est $454,849 Not Listed For Sale

  296 Windsor Ave, Windsor, CT 06095

  • 9 Beds
  • 3 Baths
  • 3,060 Sq Ft
  • Built 1890

  296 Windsor Ave, Windsor, CT 06095

  Last Sold Summary

  • 1% Above List Price
  • $147/SF
  • 6 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Greg Grochowski SalCal Real Estate Connections
• 

  

  /30

  $599,900 Open Sun 1PM - 2:30PM

  • 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
• 

  $300,000 Sold Jul 28, 2025

  1014 N Worthy St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,202 Sq Ft
  • Built 1958

  Last Sold Summary

  • $250/SF
  • 5 Days On Market

  Current Estimated Value $297,384

  Last Listing Agent Ramon Matos Matos Level Eminent Realty

  1014 N Worthy St, Windsor, CT 06095
• 

  Est $205,429 Not Listed For Sale

  14 Attawanot St, Windsor, CT 06095

  • 2 Beds
  • 1 Bath
  • 834 Sq Ft
  • Built 1940

  14 Attawanot St, Windsor, CT 06095

  Last Sold Summary

  • 11% Above List Price
  • $222/SF
  • 151 Days On Market

  Last Sold Price $185,000

  Last Listing Agent Jonathan Gineo Silver and Oak Realty
• 

  

  /35

  $475,000 Pending

  • 4 Beds
  • 4 Baths
  • 1,918 Sq Ft

  22 Eastview Dr, Windsor, CT 06095

  **Charming Fully Renovated Cape Cod Home** Welcome to your dream home! This stunning Cape Cod features 4 spacious bedrooms and 4 full bathrooms, ideal for families and entertaining. Recently fully renovated, it blends classic charm with modern convenience. Step inside to an inviting open floor plan that maximizes space and natural light. The updated kitchen is perfect for culinary creations and

  Kelvin Pena JV Real Estate & Insurance Co.

  22 Eastview Dr, Windsor, CT 06095
• 

  $450,000 Sold Jul 29, 2025

  588 Poquonock Ave, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 1968

  Last Sold Summary

  • 5% Below List Price
  • $184/SF
  • 63 Days On Market

  Current Estimated Value $435,469

  Last Listing Agent Selestian Patterson eXp Realty

  588 Poquonock Ave, Windsor, CT 06095
• 

  Est $294,901 Not Listed For Sale

  32 Skitchewaug St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1948

  32 Skitchewaug St, Windsor, CT 06095

  Last Sold Summary

  • 13% Above List Price
  • $226/SF
  • 6 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Cyckeithia Scott KW Legacy Partners
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  /36

  $515,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  16 Cornfield Rd, Windsor, CT 06095

  HIGHEST/BEST OFFER DEADLINE IS THURSDAY 1/29 AT 12:30PM PLEASE. PHENOMENAL CUL-DE-SAC NEIGHBORHOOD location for this EXTENSIVELY UPDATED 4 bed, 2 1/2 bath colonial home. Pride of ownership abounds with an open, bright, and inviting layout with a modern paint palette and beautiful hardwood flooring throughout. REMODELED kitchen with stylish white cabinets and stainless steel appliances. Formal

  James Knurek Coldwell Banker Realty

  16 Cornfield Rd, Windsor, CT 06095
• 

  $390,000 Sold Sep 10, 2025

  8 Juniper Rd, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $212/SF
  • 16 Days On Market

  Current Estimated Value $400,052

  Last Listing Agent Patrick Precourt Meridian Realty Group LLC

  8 Juniper Rd, Windsor, CT 06095
• 

  Est $290,914 Not Listed For Sale

  227 Deerfield Rd, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,075 Sq Ft
  • Built 1952

  227 Deerfield Rd, Windsor, CT 06095

  Last Sold Summary

  • 15% Above List Price
  • $235/SF
  • 7 Days On Market

  Last Sold Price $253,000

  Last Listing Agent Linda Moss Berkshire Hathaway Home Services
• 

  

  /29

  $449,900 Pending

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  1946 Poquonock Ave, Windsor, CT 06095

  Attention investors! Don't miss this rare opportunity to own a well-maintained two-family property with strong rental potential. Each unit occupies its own floor, offering privacy and spacious layouts that tenants appreciate. Both units feature large kitchens with plenty of room for cooking and entertaining, along with generously sized bedrooms and updated bathrooms. The first-floor unit boasts

  Eric Jacobsen Century 21 AllPoints Realty

  1946 Poquonock Ave, Windsor, CT 06095
• 

  $280,000 Sold Nov 26, 2025

  157 Henry St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,111 Sq Ft
  • Built 1950

  Last Sold Summary

  • $252/SF
  • 109 Days On Market

  Current Estimated Value $281,747

  Last Listing Agent Kenneth Rattet KDR Real Estate LLC

  157 Henry St, Windsor, CT 06095
• 

  Est $358,304 Not Listed For Sale

  39 Colton St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 1980

  39 Colton St, Windsor, CT 06095

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 3 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Kathryn Owens eXp Realty
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  /30

  $185,000 Pending

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  932 Worthy St, Windsor, CT 06095

  Here it is! Great opportunity to build instant equity. This Cape Cod style home has a fantastic upside for an investor or as an owner occupied home. The main level features 4 rooms and a full bathroom, while the second floor offers a fantastic expansion opportunity. Currently the town considers this a 2 bedroom home, both on the main level, with a living room and kitchen. Other than the kitchen,

  Evan Berman William Raveis Real Estate

  932 Worthy St, Windsor, CT 06095
• 

  $545,000 Sold Jun 06, 2025

  115 Carriage Way, Windsor, CT 06095

  • 5 Beds
  • 3 Baths
  • 2,918 Sq Ft
  • Built 1983

  Last Sold Summary

  • 21% Above List Price
  • $187/SF
  • 6 Days On Market

  Current Estimated Value $537,712

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  115 Carriage Way, Windsor, CT 06095
• 

  Est $323,411 Not Listed For Sale

  45 Colton St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1930

  45 Colton St, Windsor, CT 06095

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 52 Days On Market

  Last Sold Price $316,000

  Last Listing Agent Guillermo Araujo Five Stars Realty
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  /14

  $280,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  121 Woodland St, Windsor, CT 06095

  Welcome to this fantastic opportunity to own a 3BD 1BA cape style home. Home features a Updated kitchen, hardwood floors, updated bathroom with tile floors. The main bedroom is on the main floor with the two additional bedrooms on the 2nd. floor. The dining room features a wood stove. 3 season porch off the kitchen. Good size leveled yard and plenty of parking. Conveniently located close to

  Marco Tristan RE/MAX One

  121 Woodland St, Windsor, CT 06095
• 

  $526,500 Sold Nov 07, 2025

  9 Meadowlark Dr, Windsor, CT 06095

  • 4 Beds
  • 3 Baths
  • 2,208 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Above List Price
  • $238/SF
  • 4 Days On Market

  Current Estimated Value $517,426

  Last Listing Agent Maritza Zavala Naples Realty Group, LLC

  9 Meadowlark Dr, Windsor, CT 06095
• 

  Est $308,508 Not Listed For Sale

  76 Portman St, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,353 Sq Ft
  • Built 1948

  76 Portman St, Windsor, CT 06095

  Last Sold Summary

  • 6% Above List Price
  • $214/SF
  • 5 Days On Market

  Last Sold Price $290,000

  Last Listing Agent James Knurek Coldwell Banker Realty
• 

  

  /6

  $569,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  342 Capen St, Windsor, CT 06095

  Desirable Cook Hill - Don't Miss Out! "The Darlene Model" Offers 1,800SF of thoughtfully designed Living with 3 Bedrooms, 2.5 Baths, a 2-Car Garage, second-floor Laundry, and a versatile Office Nook. Each home features a Ready-Finish Basement/Foundation, making it easy to finish the lower level for a future Mancave, Family room, or extra Living space. Built for Energy Efficiency and modern

  Lori Gabriel Coldwell Banker Realty

  342 Capen St, Windsor, CT 06095
• 

  $480,000 Sold Jul 10, 2025

  16 Mips Dr, Windsor, CT 06095

  • 4 Beds
  • 2.5 Baths
  • 1,946 Sq Ft
  • Built 1993

  Last Sold Summary

  • 12% Above List Price
  • $247/SF
  • 4 Days On Market

  Current Estimated Value $472,838

  Last Listing Agent Mary Beth Welsh Century 21 AllPoints Realty

  16 Mips Dr, Windsor, CT 06095
• 

  Est $351,916 Not Listed For Sale

  139 Colton St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 1980

  139 Colton St, Windsor, CT 06095

  Last Sold Summary

  • 9% Below List Price
  • $236/SF
  • 51 Days On Market

  Last Sold Price $385,000

  Last Listing Agent Ava Mercurius-Warren AVMER II LLC
• 

  

  /17

  $239,900 Under Contract

  • 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
• 

  $325,000 Sold May 21, 2025

  27 Tobey Ave, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 2,448 Sq Ft
  • Built 1945

  Last Sold Summary

  • 16% Above List Price
  • $133/SF
  • 39 Days On Market

  Current Estimated Value $323,365

  Last Listing Agent Yvette Owens William Raveis Real Estate

  27 Tobey Ave, Windsor, CT 06095
• 

  Est $272,755 Not Listed For Sale

  136 Portman St, Windsor, CT 06095

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft
  • Built 1950

  136 Portman St, Windsor, CT 06095

  Last Sold Summary

  • 11% Above List Price
  • $227/SF
  • 2 Days On Market

  Last Sold Price $245,000

  Last Listing Agent Kaethe Everett ERA Hart Sargis-Breen
• 

  

  /21

  $294,900 Pending

  • 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
• 

  $325,000 Sold Jan 16, 2026

  55 Foster Ln, Windsor, CT 06095

  • 2 Beds
  • 1.5 Baths
  • 1,836 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Above List Price
  • $177/SF
  • 7 Days On Market

  Current Estimated Value $322,439

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  55 Foster Ln, Windsor, CT 06095
• 

  Est $250,218 Not Listed For Sale

  158 Portman St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1954

  158 Portman St, Windsor, CT 06095

  Last Sold Summary

  • 4% Above List Price
  • $270/SF
  • 3 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Eli Joseph eXp Realty
• 

  

  /36

  $399,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  109 Old Village Cir, Windsor, CT 06095

  Absolutely beautiful turn-key townhome at The Villages at Poquonock! The sought-after 64 acre community features walking trails, inground pool, private park with playscape, pond with fountain that lights up. The clubhouse features a fitness room, kitchen, dining area and covered outdoor picnic area with tables and chairs. This rarely available, inviting home boasts 1800 square feet of luxurious

  Laura Ennis Century 21 AllPoints Realty

  109 Old Village Cir, Windsor, CT 06095
• 

  $430,000 Sold May 30, 2025

  74 Robin Rd, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,857 Sq Ft
  • Built 1959

  Last Sold Summary

  • 9% Above List Price
  • $232/SF
  • 19 Days On Market

  Current Estimated Value $418,201

  Last Listing Agent Janet Riley The Riley Group

  74 Robin Rd, Windsor, CT 06095
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  Est $244,750 Not Listed For Sale

  141 Colton St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 918 Sq Ft
  • Built 1951

  141 Colton St, Windsor, CT 06095

  Last Sold Summary

  • 27% Above List Price
  • $209/SF
  • 5 Days On Market

  Last Sold Price $192,000

  Last Listing Agent Stacey Vandeusen Berkshire Hathaway Home Services
• 

  

  /27

  $449,900

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  28 Sycamore St, Windsor, CT 06095

  Beautiful colonial with exquisite Custom Woodwork and Built ins! Beautiful Wood Floors Throughout! Front Porch, Mud Room, French Doors, Walk in Pantry, Walk up Attic, Custom Walk in Tub! 2 Car Garage Plus Attached Shed! This stunning home showcases beautiful wood flooring throughout, detailed craftsmanship, and classic character in every room. Enjoy relaxing on the inviting front porch before

  Cathyann Schulte Countryside Realty

  28 Sycamore St, Windsor, CT 06095
• 

  $540,000 Sold Feb 02, 2026

  2080 Poquonock Ave, Windsor, CT 06095

  • 4 Beds
  • 5 Baths
  • 3,102 Sq Ft
  • Built 1991

  Last Sold Summary

  • 2% Below List Price
  • $174/SF
  • 29 Days On Market

  Current Estimated Value $546,962

  Last Listing Agent Alexander Pryor Coldwell Banker Realty

  2080 Poquonock Ave, Windsor, CT 06095
• 

  Est $286,165 Not Listed For Sale

  103 Woodland St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,197 Sq Ft
  • Built 1953

  103 Woodland St, Windsor, CT 06095

  Last Sold Summary

  • 12% Above List Price
  • $213/SF
  • 7 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Edgar Nava eRealty Advisors, Inc.
• 

  

  /15

  $314,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft

  47 Wilson Ave, Windsor, CT 06095

  This fantastic colonial on a dead end street, is located in a desirable section of windsor. It has been recently renovated in 2018. Renovations include a new roof, windows and exterior paint. Inside it has beautiful grey shaker cabinets with granite countertops and stainless steel appliances, modern tile kitchen and baths and attractive hardwood floors throughout. Included is a tankless wall hung

  Nankumar Nemdharie MLS Direct

  47 Wilson Ave, Windsor, CT 06095
• 

  $491,000 Sold Oct 02, 2025

  15 Breakwater Ln, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft
  • Built 2014

  Last Sold Summary

  • 12% Above List Price
  • $241/SF
  • 6 Days On Market

  Current Estimated Value $483,245

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  15 Breakwater Ln, Windsor, CT 06095

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