Windsor, CT Homes

• 

  $370,000 Sold Sep 22, 2025

  • 2,406 Sq Ft
  • $154/SF
  • 76 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1970

  19 Cardston Cir, Windsor, CT 06095

  Welcome to 19 Cardston Circle, located on a Cul de sac in Windsor, CT. Step inside to discover a warm and inviting layout of over 2,000 square feet. Features include 5 spacious bedrooms and 2 and a half bathrooms. Formal living and dining rooms with hardwood floors, an Eat-in Kitchen as well as a welcoming Family room with fireplace. While the home does need some updating, this is a fantastic

  Benita Reaves Berkshire Hathaway NE Prop.

  19 Cardston Cir, Windsor, CT 06095
• 

  Est $319,133 Not Listed For Sale

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

  76 Portman St, Windsor, CT 06095

  76 Portman St, Windsor, CT 06095
• 

  

  

  /31

  $574,900

  • 6 Beds
  • 4 Baths
  • 2,984 Sq Ft

  30 Parkwood Dr, Windsor, CT 06095

  Welcome to 30 Parkwood Drive, an expansive and beautifully Dutch colonial home offering 6 bedrooms, 2 full baths, and 2 half baths sitting at the end of a cul de sac in Windsor. This versatile and spacious layout is perfect for today's lifestyles whether you need multiple home offices, guest rooms, or space for extended guest. Step inside to find sun-filled living areas and a kitchen featuring

  Kervin Figaro Five Stars Realty

  30 Parkwood Dr, Windsor, CT 06095
• 

  $330,000 Sold Sep 19, 2025

  • 1,075 Sq Ft
  • $307/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1945

  287 Deerfield Rd, Windsor, CT 06095

  Discover the timeless charm and modern comfort of this beautifully updated three-bedroom Cape Cod style home. Upon entering the stunning living room, with gorgeous hardwood flooring and a wood burning fireplace, this fabulous space welcomes you into a picture perfect setting for memorable gatherings and quiet evenings. Adjacent to the living room, the inviting dining room boasting hardwood

  Sharon Rispoli Berkshire Hathaway NE Prop.

  287 Deerfield Rd, Windsor, CT 06095
• 

  Est $363,479 Not Listed For Sale

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

  139 Colton St, Windsor, CT 06095

  139 Colton St, Windsor, CT 06095
• 

  

  /30

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  16 Hilltop Rd, Windsor, CT 06095

  LOOKING FOR A QUIET AREA TO LIVE IN ? This updated Raised Ranch on 0.75 Acres in Windsor might be the one you looking for. Beautifully remodeled in 2017 and meticulously maintained, this 3-bedroom, 2-bath Raised Ranch offers move-in-ready comfort with all major updates complete. The main level features an open-concept layout with a remodeled kitchen showcasing granite countertops, an island, and

  Joe Coelho Coldwell Banker Realty

  16 Hilltop Rd, Windsor, CT 06095
• 

  $310,000 Sold Sep 19, 2025

  • 1,474 Sq Ft
  • $210/SF
  • 83 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  145 Brighton Cir, Windsor, CT 06095

  Welcome to your new home! This beautifully maintained, turn-key townhouse in the highly desirable Strawberry Hills Association is ready for you to move right in. Inside, you'll find a thoughtfully updated interior with newer carpeting, beautiful hardwood floors and a cozy natural gas fireplace that adds warmth and charm. The home includes updated bathrooms with modern finishes, central air, and

  Erin Giguiere Regall Realty, LLC

  145 Brighton Cir, Windsor, CT 06095
• 

  Est $273,750 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,078 Sq Ft

  136 Portman St, Windsor, CT 06095

  136 Portman St, Windsor, CT 06095
• 

  

  /8

  $399,900

  • 2 Beds
  • 3 Baths
  • 1,700 Sq Ft

  33 Mechanic St Unit 203, Windsor, CT 06095

  An artist's dream! This beautiful, spacious urban sanctuary nestled in the heart of downtown Windsor. Perfectly located between nature and convenience, with only steps from trails, the Amtrak station, coffee shops and quaint restaurants. Unlike any other unit in the complex, this property boasts 2 additional loft living spaces, a den/music room, and many other unique features. Come take a look,

  Hawwa Djuned Maria Acuna Real Estate

  33 Mechanic St Unit 203, Windsor, CT 06095
• 

  $255,000 Sold Sep 19, 2025

  • 952 Sq Ft
  • $268/SF
  • 41 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1925

  97 Capen St, Windsor, CT 06095

  Come and see this adorable home located in the heart of Windsor! Fresh paint, new carpets, newer windows, new tile floor in full bathroom, new flooring in the kitchen, built-in hutch in the dining room, walk-in pantry--this house has a ton of charm! Sit on the front porch and enjoy the quaint neighborhood while being only a stone's throw away from Windsor Center. Basement already framed for

  Martha Calciano Century 21 AllPoints Realty

  97 Capen St, Windsor, CT 06095
• 

  Est $253,404 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  158 Portman St, Windsor, CT 06095

  158 Portman St, Windsor, CT 06095
• 

  

  /16

  $344,900

  • 4 Beds
  • 2 Baths
  • 2,402 Sq Ft

  39 Loren Cir, Windsor, CT 06095

  Spacious 4-bedroom, 2-bathroom Contemporary home on a cul-de-sac. The open floor plan includes over 2400 sq ft with a grand entrance view of the upper loft. Features include a primary bedroom suite with a walk-in closet, 1st floor and 2nd floor bedrooms, a large extra room with woodstove and slider leading to the private level back yard. Enjoy the CAir on these hot summer days. Newer hot water

  Lavasha Bester CENTURY 21 AllPoints Realty

  39 Loren Cir, Windsor, CT 06095
• 

  $330,000 Sold Sep 19, 2025

  • 2,237 Sq Ft
  • $148/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  16 Landing Cir, Windsor, CT 06095

  If you're searching for a value-priced home with incredible potential-and you're ready to take on a full renovation-this is your opportunity. Offering 2,237 square feet of space, this home features an open and airy floor plan, 2 full baths, a formal living room, and a family room with wood fireplace. Natural light fills the interior, and original hardwood floors add character and charm. Unique in

  Denise Reale CENTURY 21 AllPoints Realty

  16 Landing Cir, Windsor, CT 06095
• 

  Est $248,313 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 918 Sq Ft

  141 Colton St, Windsor, CT 06095

  141 Colton St, Windsor, CT 06095
• 

  

  /7

  $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
• 

  $395,000 Sold Sep 18, 2025

  • 1,944 Sq Ft
  • $203/SF
  • 51 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  29 Ravine Rd, Windsor, CT 06095

  Welcome to 29 Ravine Road - a beautifully maintained contemporary home nestled on a peaceful cul-de-sac in one of Windsor's most desirable established neighborhoods. Situated on a level .67-acre lot, this 4-bedroom, 2.5-bath residence offers a rare combination of privacy, charm, and commuter convenience. Step outside and enjoy your own quiet oasis, featuring lush perennial gardens, vegetable

  John Tornifoglia mygoodagent

  29 Ravine Rd, Windsor, CT 06095
• 

  Est $294,237 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,197 Sq Ft

  103 Woodland St, Windsor, CT 06095

  103 Woodland St, Windsor, CT 06095
• 

  

  /36

  $436,000

  • 3 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  58 Amanda Cir, Windsor, CT 06095

  PRICED TO SELL: MAJOR DISCOUNT & FLEXIBLE PRICING! Seller is relocating out of state and wants a FAST closing! A great deal on a HEALTHY home. Key Features and Upgrades: -Solid and Move-In Ready: Roof has 15+ years of life remaining, heating system recently serviced, and all appliances in great condition. -Energy Efficient and Secure: Solar panels with backup solar generator, real-time monitored

  Steven Koleno Beycome of Connecticut

  58 Amanda Cir, Windsor, CT 06095
• 

  $325,000 Sold Sep 17, 2025

  • 1,568 Sq Ft
  • $207/SF
  • 37 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  89 Ford Rd, Windsor, CT 06095

  Welcome to this charming split-level home offering comfort, space, and great features both inside and out. This well-maintained property includes 3 spacious bedrooms and 1.5 baths, perfect for everyday living. The main level features a bright living room and a separate dining room, ideal for gatherings and family meals. Step down into the cozy family room with a fireplace - a perfect spot to

  Jody Cox Naples Realty Group, LLC

  89 Ford Rd, Windsor, CT 06095
• 

  Est $292,701 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,336 Sq Ft

  45 Seymour St, Windsor, CT 06095

  45 Seymour St, Windsor, CT 06095
• 

  

  /28

  $421,000

  • 4 Beds
  • 3 Baths
  • 2,738 Sq Ft

  957 Palisado Ave, Windsor, CT 06095

  Welcome to this charming 1773 center chimney colonial in the highly desirable town of Windsor ,CT built on over an acre of land. This classic property blends old-world charm with modern conveniences. Upon arrival you will enter a spacious, updated eat-in country kitchen with a beehive oven for family gatherings. French doors open from the kitchen out onto a large slate patio with a beautiful

  Steven Koleno Beycome of Connecticut

  957 Palisado Ave, Windsor, CT 06095
• 

  $399,900 Sold Sep 17, 2025

  • 1,448 Sq Ft
  • $276/SF
  • 53 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  36 Greenfield St, Windsor, CT 06095

  Refined Colonial Charm in Windsor - Now at an Irresistible price! Welcome to this beautifully reimagined colonial on a quiet street in Windsor, where timeless charm meets modern sophistication-just minutes from Hartford. Freshly upgraded with a new roof, siding, windows, and meticulous landscaping, it radiates curb appeal from the inviting front porch with classic white picket rail to the lush

  Donna Genovese Great Estates, CT

  36 Greenfield St, Windsor, CT 06095
• 

  Est $327,406 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  67 Woodland St, Windsor, CT 06095

  67 Woodland St, Windsor, CT 06095
• 

  /2

  $259,900

  • 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
• 

  $280,000 Sold Sep 16, 2025

  • 1,142 Sq Ft
  • $245/SF
  • 5 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  1111 Matianuck Ave, Windsor, CT 06095

  Envision the opportunity to make your dreams a reality with the remarkable two lots on which this three bedroom Cape Cod style home is nestled, offering expansive space and endless potential. Boasting hardwood flooring, the living room is centered on a woodburning fireplace, offering seasonal appeal and warmth. Also with hardwood flooring, the first level bedroom and a first level full bath make

  Sharon Rispoli Berkshire Hathaway NE Prop.

  1111 Matianuck Ave, Windsor, CT 06095
• 

  Est $300,527 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  34 Woodland St, Windsor, CT 06095

  34 Woodland St, Windsor, CT 06095
• 

  /2

  $459,900

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

  20 Tobey Ave, Windsor, CT 06095

  updated inside and outside. This is a unique home. Newer roof, gutters, siding , windows. Furnace , oil tank . 4Th bedrm/family room on second floor. Walk-up attic. Great location.

  Tarek Ambia Realty Center, LLC

  20 Tobey Ave, Windsor, CT 06095
• 

  $682,000 Sold Sep 15, 2025

  • 3,191 Sq Ft
  • $214/SF
  • 37 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2010

  35 Jubrey Dr, Windsor, CT 06095

  HIGHEST AND BEST DEADLINE-8/11-5pm. It's not often a home like this hits the market!Nestled on a quiet cul-de-sac along the Bloomfield-Windsor line,this builder's own custom Cape-style residence showcases exceptional craftsmanship and thoughtful design throughout.Boasting 4 spacious bedrooms,3.1 baths, this home offers both luxury and versatility.Step onto the expansive covered front

  Sherri Schwartz Coldwell Banker Realty

  35 Jubrey Dr, Windsor, CT 06095
• 

  Est $275,326 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 872 Sq Ft

  96 Highland Ave, Windsor, CT 06095

  96 Highland Ave, Windsor, CT 06095
• 

  /2

  $114,900

  • Land
  • 1.42 Acres
  • $80,915 per Acre

  1999 Poquonock Ave, Windsor, CT 06095

  Build your own home or Investor/Builder opportunity! Discover the privacy of a flag 1.42 acre lot in Windsor's Poquonock pocket - quiet and minutes to everyday conveniences. Tucked off the road this private flag lot offers city water and septic on a level sandy site - ideal for an efficient build! Design a long driveway approach, position your home well off the street, and enjoy a serene setting

  Jen Daddario Coldwell Banker Realty

  1999 Poquonock Ave, Windsor, CT 06095
• 

  $525,000 Sold Sep 15, 2025

  • 2,486 Sq Ft
  • $211/SF
  • 26 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1983

  26 Lochview Dr, Windsor, CT 06095

  Welcome to 26 Lochview Drive in the highly sought-after Poquonock neighborhood of Windsor! This charming and spacious Cape Cod-style home offers the perfect blend of character, comfort, and functionality, with numerous recent upgrades throughout. Set on a private 1.23-acre lot that backs up to a serene pond and wooded area, this property is ideal for nature lovers. Inside, the remodeled first

  Brianne Decio RE/MAX on the Bay

  26 Lochview Dr, Windsor, CT 06095
• 

  Est $288,496 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 989 Sq Ft

  48 Highland Ave, Windsor, CT 06095

  48 Highland Ave, Windsor, CT 06095
• 

  

  /37

  $579,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  318 Capen St, Windsor, CT 06095

  COOK HILL - Windsor Development! "The Cindy Lou MODEL!" Gorgeous Ranch style home w/covered front porch and back porch. Open Kitchen, Living Room and Dining Room w/Cathedral ceilings. Unique second suite and office. Large mudroom with Laundry, Master suite w/Cathedral ceilings and Huge walk-in closet. Wonderful Open Floor Plan, Rare Find with plentiful Living space, granite countertops in

  Lori Gabriel Coldwell Banker Realty

  318 Capen St, Windsor, CT 06095
• 

  $700,000 Sold Sep 12, 2025

  • 3,242 Sq Ft
  • $216/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1995

  53 Pierce Blvd, Windsor, CT 06095

  Introducing 53 Pierce Blvd, a stunning 4-bed, 3.1-bath Colonial spanning 3,242 sqft, set along the tranquil and coveted Pierce Blvd. This beautiful home offers the perfect blend of casual elegance, comfort & style. A spacious foyer opens to an inviting sun filled floor plan featuring beautiful millwork throughout. The chef's kitchen w/cherry cabinetry, granite counters, hardwood flrs, gas

  Karen Longley KW Legacy Partners

  53 Pierce Blvd, Windsor, CT 06095
• 

  Est $328,958 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  155 Deerfield Rd, Windsor, CT 06095

  155 Deerfield Rd, Windsor, CT 06095
• 

  

  /6

  $569,900 New Construction

  • 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
• 

  $230,000 Sold Sep 12, 2025

  • 1,144 Sq Ft
  • $201/SF
  • 561 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1955

  281 Mountain Rd, Windsor, CT 06095

  One floor living at its best describes this ranch with fireplaced living room, eat-in kitchen, primary bedroom with bathroom and hardwood throughout the home. Large basement that could be finished for additional square feet. Enjoy the deck overlooking the very private backyard. Get out and see this home today.

  Michael Barnes Coldwell Banker Realty

  281 Mountain Rd, Windsor, CT 06095
• 

  Est $328,387 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,890 Sq Ft

  17 Amaryllis Dr, Windsor, CT 06095

  17 Amaryllis Dr, Windsor, CT 06095
• 

  

  /5

  $579,900 New Construction

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

  26 Cook Hill Rd, Windsor, CT 06095

  NEW CONSTRUCTION COLONIAL! Don't miss this RARE OPPORTNITY to own the Brand-new Darlene Model in the highly sought-after Cook Hill neighborhood! This thoughtfully designed 1,800 SF home offers 3 spacious Bedrooms, 2.5 Baths, a 2-Car Garage, 2nd-floor Laundry, and a versatile large Office Nook/Loft, perfect for modern Family living or remote work. Inside, you'll find Modern Lighting, white doors

  Lori Gabriel Coldwell Banker Realty

  26 Cook Hill Rd, Windsor, CT 06095
• 

  $318,000 Sold Sep 11, 2025

  • 1,355 Sq Ft
  • $235/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1941

  124 Midian Ave, Windsor, CT 06095

  Don't miss your chance to own this beautifully updated 3-bedroom Cape Cod-style home in Windsor! Offering a versatile floor plan and countless modern upgrades, this home is truly move-in ready. Step inside to a bright, sunlit interior featuring fresh paint, refinished hardwood floors, and a stunning kitchen with soft-close cabinetry, stainless steel appliances, granite countertops, and an

  Sonia Diaz Berkshire Hathaway NE Prop.

  124 Midian Ave, Windsor, CT 06095

Showing Results 121 - 160, Page 4 of 18