30

Windsor, CT Homes for Sale

Section Image Section Image
  • /40

    $379,900

    • 3 Beds
    • 1.5 Baths
    • 1,285 Sq Ft

    780 Park Ave, Windsor, CT 06095

    Welcome to 780 Park Ave, Windsor, CT 06095 - a beautifully refreshed single-family home that blends charm, comfort, and convenience. This 1,285 sq ft home, originally built in 1940, now features fully renovated bathrooms, new flooring throughout, modernized kitchen with brand-new appliances and modern touches that make it move-in ready. Offering 3 spacious bedrooms and 2 updated bathrooms, this

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 775-7442

    780 Park Ave, Windsor, CT 06095
  • /2

    $249,900

    • 3 Beds
    • 1.5 Baths
    • 1,094 Sq Ft

    Unlisted Address

    Opportunity knocks in one of the area's nicest neighborhoods! This ranch-style home with an attached garage sits on a beautiful, level lot and offers tons of potential for the right buyer. Whether you're looking to renovate and make it your dream home or invest in a promising rehab project, this property is your canvas. The layout offers easy one-floor living and a solid footprint to work with.

    Agent Photo

    Rob Rosa

    Berkshire Hathaway NE Prop.

    (860) 764-2757

    Unlisted Address
  • /27

    $299,900

    • 2 Beds
    • 1.5 Baths
    • 1,474 Sq Ft

    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

    Agent Photo

    Erin Giguiere

    Regall Realty, LLC

    (860) 590-2058

    145 Brighton Cir, Windsor, CT 06095
  • /39

    $534,900 Open Sun 11AM - 1PM

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

    5 Old Village Cir, Windsor, CT 06095

    We are pleased to introduce you to Old Village Circle, a distinguished residential area located in Windsor, CT. This community is part of the esteemed "The Villages at Poquonock" development, which offers a serene living experience with modern townhomes and a host of community amenities. Residents of Old Village Circle enjoy access to beautifully maintained walking trails, a picturesque

    Jeyackumar Manickam William Raveis Real Estate

    5 Old Village Cir, Windsor, CT 06095
  • /38

    $479,999

    • 3 Beds
    • 2 Baths
    • 2,037 Sq Ft

    93 Stage Coach Rd, Windsor, CT 06095

    Looking for a spacious home perfect for summer gatherings, outdoor dining and making great memories? Come experience this generously sized Cape with endless possibilities for customization and your own style. Hardwood flooring throughout the 1st floor. A good sized eat-in kitchen with island seating and a choice of an adjoining outdoor covered deck for mealtime or warm & cozy dining indoors with

    Jackie Espinoza Berkshire Hathaway NE Prop.

    93 Stage Coach Rd, Windsor, CT 06095
  • /40

    $449,900

    • 3 Beds
    • 3 Baths
    • 2,037 Sq Ft

    108 Pilgrim Dr, Windsor, CT 06095

    Welcome to this charming 2,037 sq ft, 3-bedroom 3-bath home where comfort meets style in perfect harmony. Inside you will find hardwood floors and generous sized rooms throughout. The large living room boasts a cozy fireplace. There are built-in bookcases leading into the family room with cathedral ceilings, a large picture window and plenty of living space. The kitchen has ample counter and

    Sallie King Coldwell Banker Realty

    108 Pilgrim Dr, Windsor, CT 06095
  • /26

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,376 Sq Ft

    9 River Bend Ln, Windsor, CT 06095

    Want to feel like you're on vacation every time you walk into your own home? Come see this beautiful listing today! The high ceilings, multiple doors to the sunroom, loft space and wood stove will captivate you! The beautifully remodeled kitchen combines function with charm; a huge sink makes cooking and even washing dishes a joy, and the appliance garage is the piece de resistance! The first

    Stephanie Stone William Raveis/First Town RE

    9 River Bend Ln, Windsor, CT 06095
  • /22

    $389,900

    • 5 Beds
    • 3 Baths
    • 2,406 Sq Ft

    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
  • /39

    $419,000

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    17 Landing Cir, Windsor, CT 06095

    Discover the perfect blend of comfort, space, and location in this stylish residence, ideally situated on a quiet cul-de-sac in the sought-after Rainbow area of Windsor. With 3 bedrooms, 2.5 bathrooms, and a versatile layout, this home offers modern convenience in a peaceful setting - just minutes from nature trails, highway access, and everyday amenities. The main level welcomes you with a

    Jason Schwartz Coldwell Banker Realty

    17 Landing Cir, Windsor, CT 06095
  • /40

    $559,900

    • 5 Beds
    • 2.5 Baths
    • 3,554 Sq Ft

    84 Mary Catherine Cir, Windsor, CT 06095

    The Privacy of your new home awaits you in one of Windsor's most sought-after nghbrhds. The exterior of the home has just been beautifully painted & is situated on a quiet, private Rd of just 3 homes tucked away, that offers an oasis from the busy world & is surrounded by mature trees & flowering perennial shrubs. Finding a true 1.1-acre home nestled in Windsor is the opportunity you have been

    Steven Romero Coldwell Banker Realty

    84 Mary Catherine Cir, Windsor, CT 06095
  • /40

    $544,000

    • 4 Beds
    • 2.5 Baths
    • 3,053 Sq Ft

    26 Lighthouse Hill Rd, Windsor, CT 06095

    Meticulous 4-bedroom (possibly 5), 2.5 bath Colonial with double entrance doors located on corner lot. Entire dwelling boasts new gleaming hardwood floors of just two years, adding an elegant touch to the interior. The den features a pellet stove, perfect for New England winters. Enjoy your morning coffee on the huge, secluded deck leading out from the kitchen through the sliding doors. The main

    Mitzie Simpson-Andrade Century 21 Classic Homes

    26 Lighthouse Hill Rd, 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
  • /28

    $422,999

    • 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
  • /40

    $297,500

    • 3 Beds
    • 1.5 Baths
    • 1,479 Sq Ft

    86 Cook Hill Rd, Windsor, CT 06095

    Welcome to this warm and inviting 3 bedroom, 1.1 baths Colonial that features a breezeway entry into the updated kitchen which boasts tile flooring, Corian countertops and stainless steel appliances. Entering into the home from the front door there is a small entryway for added privacy before you step into the living room and additonally there are french doors leading into a heated sunroom which

    Michele Lizee Century 21 AllPoints Realty

    86 Cook Hill Rd, Windsor, CT 06095
  • /19

    $284,000

    • 4 Beds
    • 2 Baths
    • 1,926 Sq Ft

    33 Wilson Ave, Windsor, CT 06095

    Investors & Owner Occupants take NOTICE!!!! Welcome to 33-35 Wilson Ave. This 2-family home offers the potential to add to your portfolio or live in one unit and rent out the other. The home will be delivered clean & clear at closing. Seller is motivated, bring ALL offers!

    Patrick Precourt Dorrance Realty

    33 Wilson Ave, Windsor, CT 06095
  • /24

    $299,900

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

    1014 N Worthy St, Windsor, CT 06095

    Beautifully maintained Ranch style home. Don't wait any longer as this property will not last. This unique home has 2 driveways. 1 leads into a 1 car attached garage and the other 1 leads to the side entry way and back yard. Enjoy the summer heat in this meticulously landscaped fence in yard with astonishing curb appeal. Enter your new home to a modern kitchen and new ceramic flooring with

    Ramon Matos Matos Level Eminent Realty

    1014 N Worthy St, Windsor, CT 06095
  • /39

    $374,900

    • 4 Beds
    • 1.5 Baths
    • 1,855 Sq Ft

    16 Ridgewood Rd, Windsor, CT 06095

    The timeless elegance and the sought after location of this stately and impeccably updated four-bedroom brick Colonial home will take your breath away! The heart of this oasis is the expansive living room with gleaming, refinished hardwood flooring, a wood burning fireplace, French doors, crown molding and built-in bookshelves. Adorned with two elegant built-in hutches, the formal dining room has

    Sharon Rispoli Berkshire Hathaway NE Prop.

    16 Ridgewood Rd, Windsor, CT 06095
  • /39

    $379,000

    • 4 Beds
    • 2 Baths
    • 2,277 Sq Ft

    375 Matianuck Ave, Windsor, CT 06095

    Come see 375 Matianuck Avenue in Windsor - it has so much to offer! This antique farmhouse has been in this family for 91 years and is ready for its new owners. The home is filled with warmth and character. It has a terrific layout, with the first floor providing an open floor plan that is perfect for family time and entertaining. There is large bedroom on the first floor along with the laundry

    Kevin Rockoff Rockoff Realty

    375 Matianuck Ave, Windsor, CT 06095
  • /21

    $274,900

    • 3 Beds
    • 1.5 Baths
    • 952 Sq Ft

    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
  • /16

    $359,900

    • 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
  • /27

    $45,000

    • 1 Bed
    • 1 Bath
    • 626 Sq Ft

    625 Palisado Ave Unit 206, Windsor, CT 06095

    JUST AVAILABLE! Beautiful 1 Bedroom/1 Bath Unit in Windsor's fantastic Delamere Woods. This rear unit enjoys lovely garden views & is in 'As Is' MOVE-IN READY condition! DELAMERE WOODS is a condo complex like no other. This Independent Retirement Community, exclusively for Seniors 62+ yrs, was specially designed to make life easier. Delamere Woods has AMAZING amenities & services! The HOA Monthly

    Kate Lange Century 21 AllPoints Realty

    625 Palisado Ave Unit 206, Windsor, CT 06095
  • /38

    $309,900 Open Sun 12PM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    33 Mechanic St Unit 214, Windsor, CT 06095

    Experience loft-style living with this extraordinary unit perfectly set within walking distance of restaurants, the train station, the Town Green and other in-town treasures. Enjoy soaring 15-foot ceilings, an airy open floor plan, and wood flooring, while original concrete columns add a touch of historic-industrial character that is both striking and authentic. The open kitchen, featuring a huge

    Carole DeBella Coldwell Banker Realty

    33 Mechanic St Unit 214, Windsor, CT 06095
  • /4

    $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
  • /21

    $159,900

    • 2 Beds
    • 2.5 Baths
    • 1,020 Sq Ft

    300 High Path Rd, Windsor, CT 06095

    Welcome to Chateau Woods! This townhouse-style unit is located at the end of the complex, offering added privacy and a quiet setting. The main floor features an open-concept layout with a spacious living room, dining area, and a galley-style kitchen that leads directly to a large backyard-perfect for outdoor enjoyment. A convenient half bathroom completes the first floor. Upstairs, you'll find a

    Jolanta Rojek eXp Realty

    300 High Path Rd, Windsor, CT 06095
  • /5

    $78,500

    • Land
    • 0.53 Acre
    • $148,113 per Acre

    265 Rainbow Rd, Windsor, CT 06095

    This spacious .53-acre lot offers a prime opportunity for residential building in Windsor's sought-after Rainbow section of Poquonock. The property is ideally located with easy access to major highways, ensuring convenient travel. Just a short distance away, enjoy the beauty of Northwest Park, featuring 12 miles of scenic hiking trails and a Nature Center. Additional info includes: (1) Gas

    Lisa Giller Lisa Giller Realty, LLC

    265 Rainbow Rd, Windsor, CT 06095
  • /34

    $525,000

    • 5 Beds
    • 3 Baths
    • 3,780 Sq Ft

    18 Marshall Phelps Rd, Windsor, CT 06095

    The Eli Phelps House is one of the town's largest and most elaborate examples of Italiante architecture. Listed on the National Register of Historic Places in 1988, it has been well-maintained throughout the years. On the outside, you will pull into a wrap-around driveway and an original oversized 2-car garage with a loft that was once a carriage house, and another 2-car garage added on for the

    Stephanie Harkins Coldwell Banker Realty

    18 Marshall Phelps Rd, Windsor, CT 06095
  • /5

    $289,900

    • Land
    • 18 Acres
    • $15,790 per Acre

    25 Matthew Ln, Windsor, CT 06095

    Attention Builders!! 18.36 acre residential building lot available for a private estate or possible subdivision. Water line brought in 20 ft into the property. Electrical cable and contour map available. Great location at the end of a cul-de-sac. Schedule your lot viewing today!!

    Antoinette Gooley Coldwell Banker Realty

    25 Matthew Ln, Windsor, CT 06095
  • /4

    $589,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    342 Capen St, Windsor, CT 06095

    3 BDRM | 2.5 BTH | 2100 SQFT New construction to be built. Quality built and energy efficient, this 3 bedroom, 2 1/2 bath custom colonial home comes with attached 2 car garage and finished lower-level Optional bonus room over garage. This stunning, brand-new house offers the perfect blend of modern living and personalized comfort. With 3 spacious bedrooms, 2.5 luxurious bathrooms, finished

    Derek Greene Derek Greene

    342 Capen St, Windsor, CT 06095
  • /10

    $289,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,741 Sq Ft

    49 Remington Rd, Windsor, CT 06095

    WELCOME HOME to this well cared for 1,741 square foot, fully dormered, Cape Cod style home atop a small hill. This home, with vinyl siding, JUST had its ROOF REPLACED in November 2023! Now, you will not need to think about a new roof for many years! Your new home has 3 bedrooms, one of which is on the main level for your convenience and has hardwood flooring. It also has an eat-in kitchen, with

    Bonnie Farmer Berkshire Hathaway NE Prop.

    49 Remington Rd, Windsor, CT 06095
  • /39

    $297,500 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,488 Sq Ft

    34 Old Kennedy Rd, Windsor, CT 06095

    Welcome to 34 Old Kennedy Road, a charming home nestled just a stone's throw from Windsor's cherished historic district. You'll find the perfect spot to unwind on the front porch.Inside, you'll be greeted by a warm and cozy front living room that seamlessly connects to the dining room and kitchen. The renovated kitchen features ample cabinetry and glass blocks that flood the cooking space with

    Mary Beth Welsh Century 21 AllPoints Realty

    34 Old Kennedy Rd, Windsor, CT 06095

Why Live in Windsor

Windsor, a neighborhood with a rich history dating back to 1633, offers a mix of established and new homes, including Cape Cod, Colonial Revival, ranch-style, and New Traditional designs. The area is known for its convenient location near major highways like I-91 and I-291, making travel to New York or Hartford straightforward. Windsor's downtown features a variety of dining options, such as Dom’s for breakfast, Windsor Asian Bistro for hibachi and sushi, and Union Street Tavern, a converted firehouse pub. Local events include summer concerts at the Town Green and the annual Union Street Tavern Trot. For outdoor activities, residents can visit the 18-hole Keney Park Golf Course or Windsor Meadows State Park, which offers trails and boating on the Connecticut River. Northwest Park, a short drive away, provides a nature center, museum, and winter concerts. The neighborhood is served by highly rated schools, including Oliver Ellsworth School, John F. Kennedy School, Sage Park Middle School, and Windsor High School, which offers specialized career cluster courses. Public transportation options include three CT Transit bus lines and a downtown train station with Amtrak and CT Rail services. Windsor's crime rate is lower than the national average, contributing to its appeal for families. Shopping is convenient with big-box stores along Interstate 91 and various malls accessible via nearby highways. Homes in Windsor typically sit on spacious lots, with many residential streets lacking sidewalks, adding to the suburban feel.

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $347,114.
How many homes have sold over the last 12 months in Windsor, CT?
318 homes have sold in Windsor, CT over the last 12 months.
Is Windsor, CT a safe city?
In general, the safest neighborhoods in Windsor, CT with lower crime scores are Hayden, West Windsor and Wilson.
What are the most popular zip codes in Windsor, CT?
The most popular zip codes in Windsor, CT include 06010, 06082, 06489, 06040 and 01109.
What are the most popular neighborhoods in Windsor, CT?
The most popular neighborhoods in Windsor, CT with the most homes for sale are Hayden, West Windsor and Wilson.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $345,000. If you put a 20% down payment of $69,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $1,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $77K a year to afford the median home price in Windsor.
How are the schools in Windsor, CT?
Windsor, CT has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are The Loomis Chaffee School, Carl Allgrove Elementary School and Madina Academy. The neighborhoods in Windsor with the highest rated schools are Hayden, West Windsor and Wilson. Browse all the schools in Windsor, CT to learn more.

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$362,000
Median Townhouse Sale Price
$348,725
Median 2 Bedroom Sale Price
$350,000
Median 1 Bedroom Sale Price
$46,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
27
Last 12 months Home Sales
318
Months of Supply
1.00
Median List Price
$345,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home