Windsor, CT Homes

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  $459,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,838 Sq Ft

  225 Rollingbrook, Windsor, CT 06095

  Striking curb appeal meets enduring sophistication in this stately, four bedroom Colonial home nestled in a peaceful neighborhood. A spectacular, remodeled kitchen boasts beautiful, new white cabinetry and quartz countertops, stainless steel appliances, new flooring, an island/breakfast bar, new recessed and pendant lighting, a vaulted ceiling, a skylight, a spacious dine-in area and a slider to

  Sharon Rispoli Berkshire Hathaway NE Prop.

  225 Rollingbrook, Windsor, CT 06095
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  /23

  $3,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • House for Rent

  7 Dally Farm Rd, Windsor, CT 06095

  Welcome to this beautifully updated Raised Ranch in Windsor, perfectly move-in ready just in time for the holidays. Built in 1992, offering 2,300 sq. ft. of bright, modern living space, this stylish 4 Beds, 2 Full Baths home has been thoughtfully refreshed from top to bottom in November 2025. The entire interior has been professionally painted, creating a clean and contemporary feel throughout,

  Laura Hardacre Coldwell Banker Realty

  7 Dally Farm Rd, Windsor, CT 06095
• 

  $347,450 Sold Jan 31, 2025

  23 Last Leaf Cir Unit 23, Windsor, CT 06095

  • 2 Beds
  • 2.5 Baths
  • 1,936 Sq Ft
  • Built 2009

  Last Sold Summary

  • 9% Below List Price
  • $179/SF
  • 121 Days On Market

  Current Estimated Value $363,014

  Last Listing Agent Elaine Birthwright-Rowe New Haus Group LLC

  23 Last Leaf Cir Unit 23, Windsor, CT 06095
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  Est $482,560 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  74 Commons Crossing, Windsor, CT 06095

  74 Commons Crossing, Windsor, CT 06095
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  $1,900,000

  • 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
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  /20

  $2,100 per month plus fees

  • 2 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Condo for Rent

  21 Waterview Dr, Windsor, CT 06095

  Property Id: 2256639Welcome to your new home here at 21 Waterview Drive in Windsor, CT available immediately! This charming 2 bed, 1.5 bath unit boasts fully equipped kitchen, in-unit washer/dryer, central AC/heat, and a cozy fireplace. 2 large bedrooms, one with his/her closets and the other with a very large walk in closet. Close proximity to groceries, restaurants, shopping,

  21 Waterview Dr, Windsor, CT 06095
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  $480,000 Sold Jan 03, 2025

  1580 Poquonock Ave, Windsor, CT 06095

  • 5 Beds
  • 2 Baths
  • 2,908 Sq Ft
  • Built 1806

  Last Sold Summary

  • $165/SF
  • 9 Days On Market

  Current Estimated Value $495,928

  Last Listing Agent Clifford Knight Agnelli Real Estate

  1580 Poquonock Ave, Windsor, CT 06095
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  Est $475,875 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,482 Sq Ft

  21 Marble Faun Ln Unit 21, Windsor, CT 06095

  21 Marble Faun Ln Unit 21, Windsor, CT 06095
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  /25

  $220,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,253 Sq Ft

  39 Warham St, Windsor, CT 06095

  Welcome to 39 Warham Street, a warm and inviting home that blends classic charm with everyday comfort. With over 1,250 square feet, this well-laid-out colonial features three bedrooms, one and a half bathrooms, and plenty of space both inside and out. Step onto the welcoming front porch and into a home filled with natural light and character. To the left is a cozy family room, perfect for

  Mark Mermelstein eXp Realty

  39 Warham St, Windsor, CT 06095
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  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  125 Woodland St, Windsor, CT 06095

  Discover this cozy, newly updated single-family home nestled in a quiet Windsor neighborhood. Thoughtfully refreshed throughout, this home offers comfortable living with modern touches, making it an ideal space for anyone seeking a move-in-ready rental.

  Vincent Miller Hudson Home Services LLC

  125 Woodland St, Windsor, CT 06095
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  $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

  Last Listing Agent Michael Tran Property Works New England

  608 Kennedy Rd, Windsor, CT 06095
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  Est $126,000 Not Listed For Sale

  801 Stone Rd, Windsor, CT 06095

  801 Stone Rd, Windsor, CT 06095
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  $340,000

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

  14 Sage Park Rd, Windsor, CT 06095

  It's often said that home is where the heart is, and you would certainly fall in love with this one. Comfy cape in a popular area of Windsor with many nearby convenient amenities. Parks including a golf course, public schools, shopping, area recreation and community center, easy nearby highway access and more, and yet nestled in a tranquil location. The home has many attractive features and

  Clyde Crosby Inventive Realty LLC

  14 Sage Park Rd, Windsor, CT 06095
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  /14

  $1,900 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  16 Faneuil St Unit 1st Floor, Windsor, CT 06095

  Spacious two bedroom apartment with on site laundry and off street parking. Walking distance to brand new playground, Wilson Park. Convenient commute to Hartford, Middletown, Springfield, and New Haven. Located on 1st Floor. Must pass background check, $50 non-refundable fee. 1st month ($1900) prorated based on date , last month ($1900) and security deposit ($1900)

  16 Faneuil St Unit 1st Floor, Windsor, CT 06095
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  $405,000 Sold Feb 20, 2025

  295 Preston St, Windsor, CT 06095

  • 3 Beds
  • 1.5 Baths
  • 1,595 Sq Ft
  • Built 1958

  Last Sold Summary

  • 4% Above List Price
  • $254/SF
  • 24 Days On Market

  Current Estimated Value $405,854

  Last Listing Agent Reza Abbassi New Door Realty

  295 Preston St, Windsor, CT 06095
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  Est $375,233 Not Listed For Sale

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

  96 Capen St, Windsor, CT 06095

  96 Capen St, Windsor, CT 06095
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  /40

  $379,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,768 Sq Ft

  15 Clubhouse Rd, Windsor, CT 06095

  Move-in ready! This charming two-family home is located in a quiet neighborhood and offers a fantastic opportunity for homeowners and investors alike. Each unit features 2 bedrooms and 1 bathroom, with separate utilities for added convenience. The property includes a detached two-car garage and a spacious, fenced backyard-perfect for outdoor enjoyment. Live in one unit and rent out the other or

  Marc Nazaire Century 21 Clemens Group

  15 Clubhouse Rd, Windsor, CT 06095
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  /18

  $2,900 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Townhouse for Rent

  501 Old Village Cir, Windsor, CT 06095

  Experience the charm of the highly sought-after Villages at Poquonock in this exceptional End Unit Townhouse Condominium. Designed for modern living, this home features an open-concept layout that effortlessly blends the living room, dining area, and kitchen-ideal for both everyday comfort and entertaining. The first floor includes a spacious primary bedroom with an en-suite bath, providing

  Jeyackumar Manickam William Raveis Real Estate

  501 Old Village Cir, Windsor, CT 06095
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  $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 $432,220

  Last Listing Agent Bonnie Farmer Berkshire Hathaway NE Prop.

  2 Marble Faun Ln, Windsor, CT 06095
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  Est $422,044 Not Listed For Sale

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

  1846 Poquonock Ave, Windsor, CT 06095

  1846 Poquonock Ave, Windsor, CT 06095
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  /24

  $394,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,603 Sq Ft

  28 Sunnyfield Dr, Windsor, CT 06095

  Welcome to 28 Sunnyfield Drive, a beautifully renovated 4-bedroom, 2-bath Colonial in the heart of Windsor. Every detail has been thoughtfully updated, including a finished basement with formal laundry room. The brand-new kitchen shines with stylish finishes and flows seamlessly into bright, open living areas. Relax on one of two spacious patios overlooking the large backyard-perfect for

  Christian Rivas Plata Complete Real Estate

  28 Sunnyfield Dr, Windsor, CT 06095
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  $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

  Last Listing Agent Sharon Rispoli Berkshire Hathaway NE Prop.

  220 Deerfield Rd, Windsor, CT 06095
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  Est $309,296 Not Listed For Sale

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

  15 Rood Ave, Windsor, CT 06095

  15 Rood Ave, Windsor, CT 06095
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  /35

  $259,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 985 Sq Ft

  170 Woodland St, Windsor, CT 06095

  Enjoy the comfort of one-level living in this three-bedroom ranch, nestled on a quiet, dead-end street, minutes from the heart of Windsor. This home features a new kitchen open to the living room, with a wood-burning fireplace. There are Hardwood floors throughout, and it sits on a spacious, level lot, ideally suited for summer barbecues. Located only moments from Windsor's town center, the

  Jeff Thornton Naples Realty Group, LLC

  170 Woodland St, Windsor, CT 06095
• 

  $420,000 Sold Jul 21, 2025

  31 Sunset St Unit 33, Windsor, CT 06095

  • 6 Beds
  • 2 Baths
  • 2,990 Sq Ft
  • Built 1926

  Last Sold Summary

  • 20% Above List Price
  • $140/SF
  • 12 Days On Market

  Current Estimated Value $422,051

  Last Listing Agent James Knurek Coldwell Banker Realty

  31 Sunset St Unit 33, Windsor, CT 06095
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  Est $333,810 Not Listed For Sale

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

  305 School Master, Windsor, CT 06095

  305 School Master, Windsor, CT 06095
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  /40

  $429,900 Pending

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

  61 Winthrop Rd, Windsor, CT 06095

  Boasting exceptional curb appeal and an inviting and pristine interior, this stunning four bedroom home radiates warmth throughout! Stunningly updated, the remodeled kitchen offers rich cherry cabinetry, an abundance of sleek, black granite countertops, stainless steel appliances and newer hardwood flooring. Open to the kitchen and ideal for serving casual or elegant meals, the dining room

  Sharon Rispoli Berkshire Hathaway NE Prop.

  61 Winthrop Rd, Windsor, CT 06095
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  $355,000 Sold Jun 12, 2025

  808 Matianuck Ave, Windsor, CT 06095

  • 2 Beds
  • 2 Baths
  • 1,709 Sq Ft
  • Built 1930

  Last Sold Summary

  • 15% Above List Price
  • $208/SF
  • 4 Days On Market

  Current Estimated Value $349,797

  Last Listing Agent Patty Kilpatrick ERA Blanchard & Rossetto

  808 Matianuck Ave, Windsor, CT 06095
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  Est $355,564 Not Listed For Sale

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

  402 Candlemaker, Windsor, CT 06095

  402 Candlemaker, Windsor, CT 06095
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  /35

  $329,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,125 Sq Ft

  23 Griswold Dr, Windsor, CT 06095

  What a gem! With wonderful curb appeal, tucked away on a peaceful cul-de-sac and the graceful ease of single-level living, this three bedroom Ranch is truly a rare property. Spacious and inviting, the living room boasts a gorgeous fireplace with a spectacular Heatilator, dazzling hardwood floors, recessed lighting and a bay window that fills the space with natural light. Ideal for evening dinners

  Sharon Rispoli Berkshire Hathaway NE Prop.

  23 Griswold Dr, Windsor, CT 06095
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  $475,000 Sold Apr 01, 2025

  1056 Windsor Ave, Windsor, CT 06095

  • 4 Beds
  • 3.5 Baths
  • 2,347 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Below List Price
  • $202/SF
  • 104 Days On Market

  Current Estimated Value $488,948

  Last Listing Agent Andy Johnson Century 21 AllPoints Realty

  1056 Windsor Ave, Windsor, CT 06095
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  Est $387,917 Not Listed For Sale

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

  636 Locksmith, Windsor, CT 06095

  636 Locksmith, Windsor, CT 06095
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  /40

  $499,900 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  31 Parkwood Dr, Windsor, CT 06095

  Looking for space, privacy, and a connection to nature? Look no further than 31 Parkwood Drive - a 5-bedroom Garrison Colonial tucked at the end of a peaceful cul-de-sac. This special home offers joy and tranquility whether you're entertaining guests indoors or relaxing outside on the patio or in the "serenity grotto." Enjoy your morning coffee while listening to the birds in their sanctuary or

  Mary Beth Welsh Century 21 AllPoints Realty

  31 Parkwood Dr, Windsor, CT 06095
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  $370,000 Sold Jan 31, 2025

  33 Mechanic St Unit 206, Windsor, CT 06095

  • 2 Beds
  • 3 Baths
  • 1,745 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $212/SF
  • 47 Days On Market

  Current Estimated Value $388,978

  Last Listing Agent Samantha Khan William Raveis Real Estate

  33 Mechanic St Unit 206, Windsor, CT 06095
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  Est $299,577 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  4000 Cambridge Dr, Windsor, CT 06095

  4000 Cambridge Dr, Windsor, CT 06095
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  /33

  $349,900 Under Contract

  • 4 Beds
  • 3 Baths
  • 2,110 Sq Ft

  40 Alden Rd, Windsor, CT 06095

  Wonderful Windsor opportunity in great location! Storybook Cape Cod w/beautiful curb appeal awaits its new owners and is available immediately. Open flex floor plan offers different lifestyle options with a rear addition that was put on in 2003. Rear addition is made up of 2 rooms, currently a primary suite w/full bath and private access to back deck. This space has terrific potential for in-law

  Matt Christie Berkshire Hathaway NE Prop.

  40 Alden Rd, Windsor, CT 06095
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  $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

  Last Listing Agent Jessica Boswell LPT Realty

  158 Colton St, Windsor, CT 06095
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  Est $312,879 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  3900 Cambridge Dr, Windsor, CT 06095

  3900 Cambridge Dr, Windsor, CT 06095
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  /40

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  10 Cleary Ln, Windsor, CT 06095

  Nestled on a quiet cul-de-sac, this beautiful 4-bedroom, 2.1-bath ranch offers over 2,300 sq. ft. of stylish living space. The sunken living room is a true showstopper, featuring dramatic floor-to-ceiling windows that flood the space with natural light. A spacious dining room overlooks the living area, creating an open and inviting layout perfect for gatherings. The master suite and family room

  Tammy Ferrauola Eagle Eye Realty PLLC

  10 Cleary Ln, Windsor, CT 06095
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  $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

  Last Listing Agent Sherri Schwartz Coldwell Banker Realty

  35 Jubrey Dr, Windsor, CT 06095

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