Windsor, CT Homes

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  $49,500

  • 1 Bed
  • 1 Bath
  • 683 Sq Ft

  625 Palisado Ave Unit 102, Windsor, CT 06095

  One bedroom now available on FIRST FLOOR at Delamere Woods - an independent retirement community (not assisted living) for active adults 62+, just past Windsor's Historic District. This unit has premium location on first floor just steps away from the main dining room. This unit with an open living/dining area with new premium laminate flooring, efficient & kitchen with new appliances and bath

  Mary Beth Welsh Century 21 AllPoints Realty

  625 Palisado Ave Unit 102, Windsor, CT 06095
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• 

  

  

  /11

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft
  • House for Rent

  93 White Rock Dr, Windsor, CT 06095

  Welcome to this well-maintained 3-bedroom, 2-bath single-family home offering 1,557 square feet of comfortable living space on a quiet dead-end street. The bright sunroom provides the perfect spot to relax, work from home, or enjoy additional living space. The home features a full basement with washer and dryer, a detached garage ideal for extra storage, and a private yard perfect for outdoor

  Arevaya Ingram Berkshire Hathaway NE Prop.

  93 White Rock Dr, Windsor, CT 06095
• 

  $330,000

  Sold Jul 09, 2026

  471 W Wolcott Ave, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 2,719 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Above List Price
  • $121/SF
  • 7 Days On Market

  Current Estimated Value $301,320

  Last Listing Agent Eli Joseph eXp Realty

  471 W Wolcott Ave, Windsor, CT 06095
• 

  Est $266,378

  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

  Last Listing Agent Julio Rodriguez Gallagher Real Estate
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  /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
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  /30

  $3,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,738 Sq Ft
  • House for Rent

  957 Palisado Ave, Windsor, CT 06095

  Experience the perfect blend of historic character and modern comfort in this beautifully maintained 1773 center chimney Colonial, ideally situated on over an acre of picturesque land in one of Windsor's most desirable locations. Step inside to a spacious, updated country kitchen featuring granite tile countertops, creating the perfect space for cooking, entertaining, and gathering. French doors

  Angela Ploszaj Berkshire Hathaway NE Prop.

  957 Palisado Ave, 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 $414,914

  Last Listing Agent Michael Tran Property Works New England

  608 Kennedy Rd, Windsor, CT 06095
• 

  Est $294,997

  Not Listed For Sale

  30 Violet St, Windsor, CT 06095

  • 3 Beds
  • 3 Baths
  • 1,439 Sq Ft
  • Built 1987

  30 Violet St, Windsor, CT 06095

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Abby Breau New England Prestige Realty
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  /14

  $295,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,165 Sq Ft

  83 Faneuil St, Windsor, CT 06095

  Move-In Ready! Exceptional Value! Welcome to 83 Faneuil Street, Windsor, CT; a beautifully maintained and thoughtfully updated home that is sure to impress. Featuring brand-new windows, a new roof, newly paved driveway, finished basement, hardwood floors, detached garage, fenced-in yard, additional room that can be used for office or potential bedroom; enclosed back porch, and leased solar

  Chris Francis Francis Realty & Consulting

  83 Faneuil St, Windsor, CT 06095
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  /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
• 

  $54,000

  Sold Jun 05, 2026

  625 Palisado Ave Unit 219, Windsor, CT 06095

  • 1 Bed
  • 1 Bath
  • 626 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Above List Price
  • $86/SF
  • 2 Days On Market

  Current Estimated Value $50,796

  Last Listing Agent Mary Beth Welsh Century 21 AllPoints Realty

  625 Palisado Ave Unit 219, Windsor, CT 06095
• 

  Est $363,622

  Not Listed For Sale

  96 Capen St, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 2,075 Sq Ft
  • Built 1955

  96 Capen St, Windsor, CT 06095

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.
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  /39

  $449,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,743 Sq Ft

  40 Eastview Dr, Windsor, CT 06095

  Nestled in a quiet neighborhood, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, character, and opportunity. Freshly painted throughout, this home is a blank slate ready for its next owner to make it their own. The inviting floor plan features hardwood floors, a dramatic vaulted-ceiling living room, and a large rec room with exposed wood beams and a beautiful Vermont

  Dawn Gagliardi Serhant Connecticut, LLC

  40 Eastview Dr, Windsor, CT 06095
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  /10

  $1,875 Per Month

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft
  • House for Rent

  285 High Path Rd, Windsor, CT 06095

  This freshly painted 2-bedroom, 2-full-bath condo offers comfortable living, desirable amenities, and exceptional convenience. Tucked away in a preferred location toward the rear of the complex, this unit offers a more private and peaceful setting away from the main road. New flooring and appliances will add a fresh, updated feel, while heat and hot water are included, helping make monthly

  Bill Arzt Realty One Group Cutting Edge

  285 High Path Rd, Windsor, CT 06095
• 

  $435,000

  Sold Aug 19, 2025

  2 Marble Faun Ln, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,737 Sq Ft
  • Built 2008

  Last Sold Summary

  • 9% Above List Price
  • $250/SF
  • 2 Days On Market

  Current Estimated Value $428,217

  Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

  2 Marble Faun Ln, Windsor, CT 06095
• 

  Est $437,416

  Not Listed For Sale

  1846 Poquonock Ave, Windsor, CT 06095

  • 3 Beds
  • 2.5 Baths
  • 1,818 Sq Ft
  • Built 1929

  1846 Poquonock Ave, Windsor, CT 06095

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Brianne Decio RE/MAX on the Bay
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  /23

  $315,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  36 Woodybrook Rd, Windsor, CT 06095

  Welcome to Windsor! This well-maintained home offers a bright, functional layout with comfortable living spaces, an open kitchen, and generously sized bedrooms. Enjoy a private backyard perfect for relaxing, entertaining, or gardening. Conveniently located near parks, shopping, dining, schools, and major highways, this home combines everyday comfort with easy access to everything Windsor has to

  Richard Dale Realty ONE Group Connect

  36 Woodybrook Rd, Windsor, CT 06095
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  /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
• 

  $235,000

  Sold Oct 09, 2025

  220 Deerfield Rd, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Above List Price
  • $137/SF
  • 4 Days On Market

  Current Estimated Value $436,312

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  220 Deerfield Rd, Windsor, CT 06095
• 

  Est $445,649

  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

  • 2 Days On Market

  Last Listing Agent Michael DuMouchel Berkshire Hathaway NE Prop.
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  /29

  $500,000

  Pending

  • 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
• 

  $450,000

  Sold Apr 21, 2026

  58 Hollow Brook Rd, Windsor, CT 06095

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Above List Price
  • $251/SF
  • 10 Days On Market

  Current Estimated Value $443,260

  Last Listing Agent Steven Romero Coldwell Banker Realty

  58 Hollow Brook Rd, Windsor, CT 06095
• 

  Est $299,250

  Not Listed For Sale

  15 Rood Ave, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,535 Sq Ft
  • Built 1928

  15 Rood Ave, Windsor, CT 06095

  Last Sold Summary

  • 80 Days On Market

  Last Listing Agent Tammy Powling Showcase Realty, Inc.
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  /25

  $199,000

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

  318 Dunfey Ln, Windsor, CT 06095

  Welcome to this well-maintained townhouse-style condominium offering the perfect combination of comfort, convenience, and low-maintenance living. This inviting home features 2 spacious bedrooms, 1 full bath, and 1 half bath, with a functional multi-level layout that provides privacy and separation of living spaces. The bright upper level offers two generously sized bedrooms, each with ample

  Angela Ploszaj Berkshire Hathaway NE Prop.

  318 Dunfey Ln, Windsor, CT 06095
• 

  $345,000

  Sold Jul 28, 2026

  82 Rood Ave, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,559 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 3 Days On Market

  Current Estimated Value $336,994

  Last Listing Agent Kiersty Kastner-Burr ERA Hart Sargis-Breen

  82 Rood Ave, Windsor, CT 06095
• 

  Est $336,724

  Not Listed For Sale

  802 Bookbinder, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • Built 1986

  802 Bookbinder, Windsor, CT 06095

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent John Waters Berkshire Hathaway NE Prop.
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  /21

  $439,900

  • 3 Beds
  • 1.5 Baths
  • 2,523 Sq Ft

  134 Pleasant St, Windsor, CT 06095

  Opportunity awaits with this charming 3-bedroom, 2.5-bath single-family home nestled on over 2 beautiful acres of land. Offering a wonderful combination of space, character, and privacy, this property is perfect for buyers looking to create a home that reflects their own personal style. Step inside and discover a home filled with potential. While it is ready for some TLC and updating, it offers a

  Marybeth Martinez Berkshire Hathaway NE Prop.

  134 Pleasant St, Windsor, CT 06095
• 

  $365,000

  Sold Jan 29, 2026

  26 Hickory Dr, Windsor, CT 06095

  • 3 Beds
  • 2 Baths
  • 1,943 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Below List Price
  • $188/SF
  • 30 Days On Market

  Current Estimated Value $361,125

  Last Listing Agent Jason Donaldson Mulberry Real Estate

  26 Hickory Dr, Windsor, CT 06095
• 

  Est $356,849

  Not Listed For Sale

  402 Candlemaker, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,869 Sq Ft
  • Built 1988

  402 Candlemaker, Windsor, CT 06095

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Louise Lombardi Berkshire Hathaway NE Prop.
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  /31

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,511 Sq Ft

  284 Deerfield Rd, Windsor, CT 06095

  Welcome Home to 284 Deerfield Rd. Nestled in a convenient location, this charming 3-bedroom, 2-bathroom bungalow offers 1,511 sq ft of living space full of potential and ready for your personal touch. Spread across two stories, this home offers a unique layout and comfortable living spaces, giving you the perfect canvas to make it truly your own. Step outside to enjoy a fully fenced-in yard and a

  Jill Menard Realty One Group Cutting Edge

  284 Deerfield Rd, Windsor, CT 06095
• 

  $293,000

  Sold Nov 21, 2025

  158 Colton St, Windsor, CT 06095

  • 2 Beds
  • 1.5 Baths
  • 1,518 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Above List Price
  • $193/SF
  • 8 Days On Market

  Current Estimated Value $316,466

  Last Listing Agent Jessica Boswell LPT Realty

  158 Colton St, Windsor, CT 06095
• 

  Est $348,384

  Not Listed For Sale

  110 Chandler, Windsor, CT 06095

  • 2 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • Built 1986

  110 Chandler, Windsor, CT 06095

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.
• 

  

  /37

  $469,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  30 Hampden Place, Windsor, CT 06095

  Welcome to this beautiful Colonial nestled on a level .46 acre lot in the very desirable Lancaster Woods neighborhood. Greet your guests in the expansive two story foyer featuring a soaring 17 foot ceiling height. The first level offers generous sized rooms and a desirable versatile floor plan. The southern orientation of this home brings in a tremendous amount of natural light. You will be

  John Waters Berkshire Hathaway NE Prop.

  30 Hampden Place, Windsor, CT 06095
• 

  $682,000

  Sold Sep 15, 2025

  35 Jubrey Dr, Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 3,191 Sq Ft
  • Built 2010

  Last Sold Summary

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

  Current Estimated Value $691,035

  Last Listing Agent Sherri Schwartz Coldwell Banker Realty

  35 Jubrey Dr, Windsor, CT 06095
• 

  Est $344,224

  Not Listed For Sale

  100 Chandler, Windsor, CT 06095

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft
  • Built 1986

  100 Chandler, Windsor, CT 06095

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Julie Reitz Coldwell Banker Realty
• 

  

  /39

  $469,900

  Pending

  • 4 Beds
  • 4 Baths
  • 2,450 Sq Ft

  104 Benjamin Ct, Windsor, CT 06095

  Well-maintained detached Colonial in the desirable Benjamin Commons Planned Unit Development. This home offers 1,828 square feet of above-grade living space plus 622 square feet of finished lower-level space. Features include four bedrooms, four bathrooms, and a flexible floor plan with two private en suite bedrooms-one on the main level and another on the second floor. The main level features

  Vincent Verrillo Berkshire Hathaway NE Prop.

  104 Benjamin Ct, Windsor, CT 06095
• 

  $445,000

  Sold Mar 20, 2026

  73 Abbey Ln, Windsor, CT 06095

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Above List Price
  • $259/SF
  • 39 Days On Market

  Current Estimated Value $427,020

  Last Listing Agent Joe Coelho Coldwell Banker Realty

  73 Abbey Ln, Windsor, CT 06095
• 

  Est $375,466

  Not Listed For Sale

  636 Locksmith, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,608 Sq Ft
  • Built 2001

  636 Locksmith, Windsor, CT 06095

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Gregory Conway Coldwell Banker Realty
• 

  

  /7

  $1,900,000

  Pending

  • Land
  • 79 Acres
  • $24,051 per Acre

  999 Stone Rd, Windsor, CT 06095

  There are two abutting parcels that offer a total of 79 acres. 999 Stone Road is a 56.7 acre parcel that is zoned Agricultural. 965 Stone Road is a 22.3 acre parcel that is zoned Industrial. The parcels are level and wooded with some open areas. The two parcels combined offer an opportunity for Industrial, Agricultural or potential Residential development. This very convenient location is just

  John Waters Berkshire Hathaway NE Prop.

  999 Stone Rd, Windsor, CT 06095
• 

  $300,000

  Sold Jan 16, 2026

  552 Stone Rd, Windsor, CT 06095

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $266/SF
  • 147 Days On Market

  Current Estimated Value $315,123

  Last Listing Agent Eric Tellier Trend 2000 Real Estate

  552 Stone Rd, Windsor, CT 06095

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