Windsor, CT Homes

• 

  

  

  /11

  $439,900

  • 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

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 736-3160

  5 Haskins Rd Unit 5, Windsor, CT 06095
• Explore Windsor

• 

  

  

  /9

  $1,275 Per Month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  103 Capen St Unit LL, Windsor, CT 06095

  Welcome home to comfort, convenience, and easy living. This charming 1-bedroom apartment offers the kind of space that makes everyday life feel simple and stress-free. Step inside and enjoy a comfortable layout with a relaxing living area perfect for unwinding after a long day, watching your favorite shows, working from home, or hosting a quiet night in. The bedroom features a huge walk-in

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 579-1303

  103 Capen St Unit LL, 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 $506,610

  Last Listing Agent Michael Barile Barile Realty Group

  464 Prospect Hill Rd, Windsor, CT 06095
• 

  Est $448,094 Not Listed For Sale

  2 Jacobi Dr, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft
  • Built 2009

  2 Jacobi Dr, Windsor, CT 06095

  Last Sold Summary

  • 3% Below List Price
  • $214/SF
  • 2 Days On Market

  • Last Sold Price $463,000
  • Apr 30, 2025

  Last Listing Agent Michael DuMouchel Berkshire Hathaway Home Services
• 

  

  

  /24

  $400,000 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

  

  Kostas Travisano

  Sailpoint Property Group

  (860) 387-7649

  1 Deanne Lynn Cir, Windsor, CT 06095
• 

  

  /69

  Starting at $2,030

  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

  (959) 251-1252

  

  100 Lexington 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 $248,128

  Last Listing Agent Laura Armstrong-Gonzalez RE/MAX One

  116 Henry St, Windsor, CT 06095
• 

  Est $251,087 Not Listed For Sale

  163 Woodland St, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,165 Sq Ft
  • Built 1932

  163 Woodland St, Windsor, CT 06095

  Last Sold Summary

  • 6% Above List Price
  • $203/SF
  • 25 Days On Market

  • Last Sold Price $236,000
  • Apr 29, 2025

  Last Listing Agent Ilka Torres Torbello Real Estate Advisors
• 

  

  /17

  $239,900 Pending

  • 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

  (860) 854-3959

  268 High Path Rd Unit 268, 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

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 773-0712

  103 Capen St Unit 2, 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 $286,203

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  149 Tobey Ave, Windsor, CT 06095
• 

  Est $365,867 Not Listed For Sale

  33 Mechanic St Unit 312, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 2007

  33 Mechanic St Unit 312, Windsor, CT 06095

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 25 Days On Market

  • Last Sold Price $375,000
  • Apr 25, 2025

  Last Listing Agent Karan Desai Coldwell Banker Realty
• 

  

  /26

  $343,500 Pending

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  33 Mechanic St Unit 210, Windsor, CT 06095

  Welcome to this stunning 2-bedroom, 2-bath expansive ranch-style condo, where dramatic mill-style architecture meets modern comfort. Soaring ceilings create an immediate sense of openness and grandeur, while oversized windows invite in natural light, highlighting the unit's impressive scale and character. Central air ensures year-round comfort, while the open-concept layout enhances the airy,

  

  Amy Rio

  Better Homes and Gardens Real Estate Executive Real Estate

  (860) 854-3052

  33 Mechanic St Unit 210, Windsor, CT 06095
• 

  

  /55

  Starting at $1,654

  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

  (888) 594-5478

  

  One Phaeton St, Windsor, CT 06095
• 

  $360,000 Sold May 30, 2025

  11 Merli Rd, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,710 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Above List Price
  • $211/SF
  • 2 Days On Market

  Current Estimated Value $375,229

  Last Listing Agent Maureen Bohrer Howard Hanna Rand Realty

  11 Merli Rd, Windsor, CT 06095
• 

  Est $404,940 Not Listed For Sale

  18 Ash Dr, Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 2,649 Sq Ft
  • Built 1956

  18 Ash Dr, Windsor, CT 06095

  Last Sold Summary

  • 1% Above List Price
  • $151/SF
  • 26 Days On Market

  • Last Sold Price $400,000
  • Apr 30, 2025

  Last Listing Agent Jessica Hamilton Berkshire Hathaway Home Services
• 

  

  /28

  $499,100

  • 4 Beds
  • 2.5 Baths
  • 2,425 Sq Ft

  1 Morello Cir, Windsor, CT 06095

  Hey there! So, I found this awesome place for you. It's in the Day Hill Rd. area, super close to Amazon Facilities, Windsor's Corporate Offices, Bradley Airport, and I-91. Plus, it's a breeze to commute to Hartford and Springfield from there. This place is a really cute (3) Bedroom Colonial located on a quiet Cul de Sac. The Kitchen / Family Room combo is open and perfect for hanging out,

  

  Harry Finer

  William Raveis Real Estate

  (860) 791-1176

  1 Morello Cir, Windsor, CT 06095
• 

  

  /57

  Starting at $1,730

  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

  (860) 901-8051

  

  69 Mechanic St, 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 $382,173

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

  33 Mechanic St Unit 204, Windsor, CT 06095
• 

  Est $317,659 Not Listed For Sale

  640 Matianuck Ave, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 2,044 Sq Ft
  • Built 1950

  640 Matianuck Ave, Windsor, CT 06095

  Last Sold Summary

  • 2% Above List Price
  • $152/SF
  • 78 Days On Market

  • Last Sold Price $310,000
  • Apr 25, 2025

  Last Listing Agent Christopher Hull Berkshire Hathaway Home Services
• 

  

  /9

  $349,000

  • Land
  • 13.3 Acres
  • $26,241 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
• 

  

  /10

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  2 Pleasant St, Windsor, CT 06095

  Spacious and well-maintained 1-bedroom apartment offering approximately 1,000 square feet of comfortable living space. This bright and inviting unit features a generous layout with ample room for both living and dining areas, making it ideal for relaxing or entertaining. The bedroom is large and well-proportioned, with plenty of closet space for storage. The unit has been carefully cared for,

  Randy Gallogly Carl Guild & Associates

  2 Pleasant St, 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 $353,858

  Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

  49 Remington Rd, Windsor, CT 06095
• 

  Est $215,777 Not Listed For Sale

  316 Dunfey Ln, Windsor, CT 06095

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft
  • Built 1971

  316 Dunfey Ln, Windsor, CT 06095

  Last Sold Summary

  • 8% Below List Price
  • $187/SF
  • 67 Days On Market

  • Last Sold Price $235,000
  • May 02, 2025

  Last Listing Agent Ahmet Gunay Premier Choice Real Estate Inc
• 

  

  /31

  $389,900 Under Contract

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

  97 Brookview Rd, Windsor, CT 06095

  Don't miss the opportunity to own this beautifully maintained Raised Ranch with fantastic curb appeal and many updates: newer windows, roof, gutters, retaining wall & Trex deck. Also, gleaming hardwood floors - updated kitchen and baths and lovely three-season sunroom (not included in the square footage). With its convenient location and nice neighborhood there is also a great yard. Visit soon as

  John Lepore Berkshire Hathaway NE Prop.

  97 Brookview Rd, Windsor, CT 06095
• 

  

  /32

  Starting at $1,927

  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 — New Luxury Apartments in a Walkable Downtown

  (860) 697-9286

  

  150 Broad St, 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 $126,954

  Last Listing Agent Jessamyn Davila Coldwell Banker Realty

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

  Est $432,421 Not Listed For Sale

  6 River Town Rd, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 2007

  6 River Town Rd, Windsor, CT 06095

  Last Sold Summary

  • 4% Above List Price
  • $245/SF
  • 6 Days On Market

  • Last Sold Price $415,528
  • Apr 30, 2025

  Last Listing Agent Sharon Rispoli Berkshire Hathaway Home Services
• 

  

  /40

  $414,900 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  31 Woodduck Farms Rd, Windsor, CT 06095

  Come View this Attractive Contemporary Style Home located at the end of a private desirable Cul-de-Sac! You'll enjoy over 2000 square feet of finished living area. The home was built in 1984 and offers over 1/2 acre of land.The open floor plan allows for a seamless flow between the living spaces. Hardwood floors throughout the main living areas create a warm, inviting ambiance. You'll also

  Claudette Alaimo Coldwell Banker Realty

  31 Woodduck Farms Rd, Windsor, CT 06095
• 

  

  /15

  $3,140 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • House for Rent

  130 Joshua Hill, Windsor, CT 06095

  Welcome to 130 Joshua Hill a fabulous single family 3 Bedroom, 2.5 Bath home with attached garage! You will enjoy entertaining your friends and family in this updated home with large Kitchen that leads out to your private deck. Primary Bedroom with en-suite and 2 other spacious Bedrooms. Open concept Living/Dining area boasting with Natural Sunlight. Additional features included Gas Heat, House

  Kathy Dell'Aquila Coldwell Banker Realty

  130 Joshua Hill, 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 $431,571

  Last Listing Agent Michael Price KW Legacy Partners

  30 Holly Cir, Windsor, CT 06095
• 

  Est $403,694 Not Listed For Sale

  1368 Poquonock Ave, Windsor, CT 06095

  • 9 Beds
  • 4 Baths
  • 3,691 Sq Ft
  • Built 1798

  1368 Poquonock Ave, Windsor, CT 06095

  Last Sold Summary

  • 15% Above List Price
  • $95/SF
  • 3 Days On Market

  • Last Sold Price $350,000
  • Apr 25, 2025

  Last Listing Agent Annette Fortune Homes of Fortune
• 

  

  /33

  $384,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,526 Sq Ft

  36 Pilgrim Dr, Windsor, CT 06095

  This charming and beautifully maintained four bedroom, two full bath Cape style home is nestled on a level lot in a fabulous and tranquil neighborhood. With two bedrooms and a full bath on the first floor, the highly sought after possibility of one level living is always an option. Opening seamlessly to the dining room, the inviting kitchen features hardwood flooring, stainless steel appliances,

  Sharon Rispoli Berkshire Hathaway NE Prop.

  36 Pilgrim Dr, Windsor, CT 06095
• 

  

  /11

  $1,700 Per Month

  • 2 Beds
  • 2 Baths
  • 2,531 Sq Ft
  • House for Rent

  53 Poquonock Ave, Windsor, CT 06095

  2 bedroom unit in Windsor center. Unique layout offers private upper floor suite. Directly on bus line. Easy walk to grocery, library, post office, restaurants, hair salons. First floor can be used for commercial uses, such as insurance office. Unique apartment has 3 levels, great for multiple setups. Side yard great for garden of any kind. Relax on the back deck. Space for a grill. First floor

  James Kandik Coldwell Banker Realty

  53 Poquonock Ave, Windsor, CT 06095
• 

  $301,000 Sold May 29, 2025

  185 MacKtown Rd, Windsor, CT 06095

  • 2 Beds
  • 1.5 Baths
  • 1,159 Sq Ft
  • Built 1920

  Last Sold Summary

  • 9% Above List Price
  • $260/SF
  • 1 Day On Market

  Current Estimated Value $303,134

  Last Listing Agent Margaret Douglas William Raveis Real Estate

  185 MacKtown Rd, Windsor, CT 06095
• 

  Est $512,311 Not Listed For Sale

  18 Lighthouse Hill Rd, Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 2,652 Sq Ft
  • Built 1979

  18 Lighthouse Hill Rd, Windsor, CT 06095

  Last Sold Summary

  • 3% Above List Price
  • $187/SF
  • 10 Days On Market

  • Last Sold Price $495,000
  • Apr 25, 2025

  Last Listing Agent Antoinette Gooley Coldwell Banker Realty
• 

  

  /40

  $374,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft

  94 Ludlow Rd, Windsor, CT 06095

  Welcome to 94 Ludlow Rd in desirable Windsor, a beautifully remodeled Cape Cod-style home offering 3 bedrooms and 2 full bathrooms with a fully finished lower level for additional living space. This move-in ready property features gleaming hardwood floors, an updated interior throughout, and a bright, functional layout designed for comfortable everyday living. The spacious 17 x 15 sunroom off the

  Michael Ferris eXp Realty

  94 Ludlow Rd, Windsor, CT 06095
• 

  

  /12

  $1,900 Per Month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  250 Deerfield Rd, Windsor, CT 06095

  Fabulous updated 1st Floor unit with 2 spacious Bedroom,1 Full Bath, Open Concept Living/Dining rooms, gleaming Hardwood Floors, Washer/Dryer Hook-ups. Tenant responsible for all utilities, renter's insurance, credit and background check, 2 months security deposit. Landlord will consider pets on an individual basis with an additional monthly increase. No smoking. Easy commute to Hartford,

  Kathy Dell'Aquila Coldwell Banker Realty

  250 Deerfield Rd, Windsor, CT 06095
• 

  $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 $435,838

  Last Listing Agent Melissa Rothman eXp Realty

  Unlisted Address
• 

  Est $312,945 Not Listed For Sale

  240 Prospect Hill Rd, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft
  • Built 1780

  240 Prospect Hill Rd, Windsor, CT 06095

  Last Sold Summary

  • 3% Above List Price
  • $205/SF
  • 7 Days On Market

  • Last Sold Price $304,000
  • Apr 25, 2025

  Last Listing Agent John Waters Berkshire Hathaway Home Services

Showing Results 1 - 40, Page 1 of 18