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Windsor, CT Homes for Sale

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  • /40

    $339,900

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

    780 Park Ave, Windsor, CT 06095

    Welcome to 780 Park Avenue, Windsor! This charming Cape Cod-style single-family home features 3 bedrooms, 1 full bathroom, and 1 half bathroom. The bright living spaces and flexible layout offer comfort and functionality for everyday living. Located just minutes from Northwest Park, you'll enjoy access to trails, recreation, and natural beauty right outside your door. The property also provides

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 981-0918

    780 Park Ave, Windsor, CT 06095
  • /24

    $235,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    101 Seymour St, Windsor, CT 06095

    Turnkey Ranch with Solar & Smart Savings - Just $249,000! Welcome to this sun-soaked, energy-efficient 2-bedroom, 1-bath ranch nestled in a quiet Windsor neighborhood. Offering 960 square feet of easy, single-level living, this home is perfect for first-time buyers, downsizers, or anyone seeking comfort, convenience, and long-term savings. Enjoy the low-maintenance benefits of vinyl siding and

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 852-6386

    101 Seymour St, Windsor, CT 06095
  • /12

    $249,900

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

    318 Deerfield Rd, Windsor, CT 06095

    Bring your tools and imagination - this 3-bedroom, 2-bath ranch in Windsor, CT. It is a true handyman special! Offering 1,125 sq ft of living space, this property is the perfect canvas for a contractor, investor, or buyer ready to put in the work and create instant equity. With a functional single-level layout and great potential inside and out, this home is ready for your vision. Update the

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 532-7329

    318 Deerfield Rd, Windsor, CT 06095
  • /33

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,850 Sq Ft

    29 Quail Hollow Dr, Windsor, CT 06095

    Welcome home! This beautifully maintained Raised Ranch offers the perfect blend of comfort, style, and outdoor luxury. When you step outside, prepare to be wowed! A two-tiered deck overlooks a fully fenced-in, expansive backyard designed for pure enjoyment. Take a dip in the heated in-ground saltwater pool, unwind in the hot tub, or host unforgettable gatherings on the stamped concrete pool deck

    Michael Zizzamia William Raveis Real Estate

    29 Quail Hollow Dr, Windsor, CT 06095
  • /22

    $389,999

    • 3 Beds
    • 2.5 Baths
    • 1,627 Sq Ft

    77 Pine Lane Extension, Windsor, CT 06095

    This beautiful home has 3 bedrooms with 2.5 bathrooms and is located on a cold cul-de-sac. The main bedroom and main ensuite bathroom are very spacious. The open floor plan of the living room and kitchen offers an environment for family gatherings. Home has an additional room that can be used as a office or family room. With a 2 car attached garage and located in a nice neighborhood, this home is

    Janet Riley The Riley Group

    77 Pine Lane Extension, Windsor, CT 06095
  • /39

    $499,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    63 Stage Coach Rd, Windsor, CT 06095

    Secluded Country living in Strawberry Hills on 1.73 acres awaits you on this enticing, large, spacious 4 bdrm,2.5 bath Colonial located in one of Windsor's most charming nghbrhds. As you arrive & turn the corner envision yourself in such a lovely, private setting away from it all. This home offers unlimited possibilities & is a must see if you appreciate the natural landscape setting which abuts

    Steven Romero Coldwell Banker Realty

    63 Stage Coach Rd, Windsor, CT 06095
  • /33

    $489,000

    • 5 Beds
    • 2.5 Baths
    • 2,741 Sq Ft

    27 Valley View Dr, Windsor, CT 06095

    This colonial oversize colonial has all the space to grow and build new memories within. Close to major highways this property blends both proximity to peace, quiet and active lifestyle

    Andre Holloman KW Legacy Partners

    27 Valley View Dr, Windsor, CT 06095
  • /38

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    1476 Poquonock Ave, Windsor, CT 06095

    Welcome to 1476 Poquonock Avenue in Windsor! This meticulously maintained Colonial offers the perfect blend of character and space. Featuring 4 bedrooms and 2 full bathrooms, this home showcases beautiful hardwood floors throughout. The partially finished attic offers flexible space, ideal for a home office, playroom, or guest retreat. The basement is also partially finished, complete with a

    Kervin Figaro Five Stars Realty

    1476 Poquonock Ave, Windsor, CT 06095
  • /30

    $435,000

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

    16 Hilltop Rd, Windsor, CT 06095

    Updated Raised Ranch on 0.75 Acres in Windsor! 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 stainless steel appliances, seamlessly flowing into the dining and living

    Joe Coelho Coldwell Banker Realty

    16 Hilltop Rd, Windsor, CT 06095
  • /39

    $395,000

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

    94 Clubhouse Rd, Windsor, CT 06095

    Waterfront Living on the Farmington River! This Custom Contemporary Home Delivers The Lifestyle Most Only Dream About. Wake Up To Sparkling River Views And End Your Day With Sunsets Over The Water. Step Inside And Be Amazed At Just How Spacious This Home Is! The Open-Concept Main Level Is Perfect For Gathering, With A Sun-Filled Living Area, Kitchen and 2 Bedrooms ~ One With A Private Deck Where

    Eden Wimpfheimer Berkshire Hathaway NE Prop.

    94 Clubhouse Rd, Windsor, CT 06095
  • /28

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,460 Sq Ft

    29 Bradford Dr, Windsor, CT 06095

    Welcome to 29 Bradford Drive - a beautifully renovated 3-bedroom, 2-bath home nestled in one of Windsor's most sought-after neighborhoods. This turn-key property features a bright and open layout with stylish updates throughout, including a brand-new kitchen with quartz countertops, stainless steel appliances, and custom cabinetry. Both bathrooms have been fully renovated with high-end finishes,

    Nicole Defrancesco Coldwell Banker Realty

    29 Bradford Dr, 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

    $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
  • /25

    $379,000 Open Fri 4PM - 5:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,850 Sq Ft

    75 Wilton Rd, Windsor, CT 06095

    A Timeless Windsor Retreat: Step into a home where classic charm meets modern convenience. Natural light pours through the windows, illuminating the gleaming hardwood floors and highlighting the elegant staircase. Every detail, from the sparkling doorknobs to the custom built-ins, tells a story of craftsmanship and character. Looking for one-level living? The versatile den can be easily

    Stephanie Stone William Raveis/First Town RE

    75 Wilton Rd, Windsor, CT 06095
  • /29

    $310,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,338 Sq Ft

    13 Early Dawn Cir, Windsor, CT 06095

    Experience comfort and style in this beautifully updated 2-bedroom, 1.5-bath townhouse in the highly desirable Strawberry Hills neighborhood. Meticulously maintained, this home blends modern finishes with cozy living. The kitchen boasts sleek stone countertops, a herringbone tiled backsplash, under cabinet lighting and ample cabinetry. An open-concept layout connects the spacious dining and

    Tracey Hollerbach Coldwell Banker Realty

    13 Early Dawn Cir, Windsor, CT 06095
  • /31

    $244,999

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    140 Portman St, Windsor, CT 06095

    **H&B Due 9/9/25 by 9am **This adorable ranch-style home offers the perfect blend of comfort and some important updates. Step into the beautifully remodeled kitchen featuring granite countertops, stainless steel appliances and stylish tile flooring. The open-concept layout seamlessly connects the kitchen, dining, and living areas-perfect for both everyday living and entertaining. Enjoy the warmth

    Carla Juvencio RE/MAX Precision Realty

    140 Portman St, Windsor, CT 06095
  • /40

    $335,000

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

    175 E Pershing St, Bloomfield, CT 06002

    Welcome to 175 E Pershing Street-a beautifully renovated home nestled on a dead end street in one of Windsor's most charming neighborhoods. This turn-key, move-in ready property features 3 spacious bedrooms and a modern open-concept kitchen, living, and dining area-perfect for today's lifestyle and entertaining. Every detail has been thoughtfully updated, from the brand-new roof and gutters to

    Christian Flores mygoodagent

    175 E Pershing St, Bloomfield, CT 06002
  • /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
  • /19

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,111 Sq Ft

    157 Henry St, Windsor, CT 06095

    Welcome to 157 Henry St!!! This lovely home has 3 bedrooms and 2 baths. The kitchen has granite counter tops, tile floors and so much more. Very well maintained with plenty of storage. It also features a three-season room with heat, a large wood deck and large carport. The carport has space for a large camper, trucks or cars. Other updates include Vinyl windows, gutters and downspouts Hot water

    Kenneth Rattet KDR Real Estate LLC

    157 Henry 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
  • /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
  • /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
  • /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
  • /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
  • /37

    $579,900 New Construction

    • 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
  • /3

    $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
  • /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
  • /34

    $225,000 Pre-Foreclosure

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

    310 High Path Rd Unit 310, Windsor, CT 06095

    Welcome to 310 High Path Rd #310, a beautifully kept two-level townhouse-style condo in the desirable Chateau Woods community of Windsor. This spacious home offers a bright and functional layout with comfortable living areas on the main floor, private bedrooms upstairs, and a fully finished basement that provides the perfect space for a home office, gym, or guest area. The primary bedroom

    Alanna Burwell Hudson Home Services LLC

    310 High Path Rd Unit 310, Windsor, CT 06095
  • /13

    $239,000 Coming Soon

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

    319 Dunfey Ln Unit 319, Windsor, CT 06095

    Well maintained 2 bedroom 1.1 bath condo for sale. This is a townhouse style home with stairs to each level. Bedrooms are both on the upper level with plenty of closet space. Grills are allowed on the patio. There is one garage attached to the home and one parking spot right in front of the garage. Visitor spots are just a short walk away. All of the windows and doors have been replaced. Hardwood

    Angela Ploszaj Berkshire Hathaway NE Prop.

    319 Dunfey Ln Unit 319, Windsor, CT 06095
  • /32

    $300,000 Open Sat 11AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    2 Sandra Dr, Bloomfield, CT 06002

    This 1982 saltbox style home is on a corner lot in a quiet part of Bloomfield. It has a large, flat yard, with a backyard that's fenced-in. The long driveway has space for up to 8 cars, so parking will never be a problem. Gleaming hardwood floors on the main level. Plenty of space with its four bedrooms and two and a half bathrooms. The finished lower level is fully above-grade with full-sized

    Austin Miglin Realty Negotiations LLC

    2 Sandra Dr, Bloomfield, CT 06002
  • /31

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,096 Sq Ft

    117 E Pershing St, Bloomfield, CT 06002

    Welcome to this updated single family nestled near the cul-de-sac providing privacy and comfort. This home features a cozy living room with a functioning fireplace. It flows into an open concept dining room and kitchen. The first floor also features two bedrooms as well as a full and half bath. The partially finished basement is bursting with opportunity. Currently featuring additional living

    Lauren Rossitto RE/MAX One

    117 E Pershing St, Bloomfield, CT 06002
  • /11

    $990,000

    • 2 Beds
    • 3 Baths
    • 1,974 Sq Ft

    49 Seymour Rd, East Granby, CT 06026

    A Equestrian lovers delight- a unique opportunity to own 32 acres complete with renovated colonial style home and 15 stall barn with second story finished loft. This 1,925 square foot single family home has 2 bedrooms extra room that can be used as an extra bedroom and 3.0 bathrooms with a 2 car garage. There is a separate apartment above stalls and a room to add half bath in stall area. Large

    George Agnelli Agnelli Real Estate

    49 Seymour Rd, East Granby, CT 06026

Why Live in Windsor

Windsor, Connecticut, known for its historical significance as one of the first towns in the state, offers a mix of established and new homes, including Cape Cod, Colonial Revival, and ranch-style designs. The community is conveniently located near major highways like I-91 and I-291, providing easy access to New York and Hartford. Windsor's downtown features diverse dining options such as Dom’s for breakfast, Windsor Asian Bistro for Asian cuisine, and Union Street Tavern, a converted firehouse pub that hosts charity events. Residents enjoy various things to do, including summer concerts at the Town Green and Halloween festivities like Nightmare on Broad Street. Windsor Public Schools are highly rated, with John F. Kennedy School, Sage Park Middle School, Windsor High School, and Oliver Ellsworth School all earning commendable grades. Recreational opportunities abound with the Keney Park Golf Course and Windsor Meadows State Park offering outdoor activities. The city is well-connected with CT Transit bus lines, a local train station, and proximity to Bradley International Airport. Homes in Windsor range from historical properties to contemporary builds, often situated on spacious lots without sidewalks.

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $351,405.
How many homes have sold over the last 12 months in Windsor, CT?
328 homes have sold in Windsor, CT over the last 12 months.
What are the most popular zip codes in Windsor, CT?
The most popular zip codes in Windsor, CT include 06095, 06002, 06096, 06088 and 06074.
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 $349,900. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $1,730 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $74K 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, South Windsor High School and Carl Allgrove Elementary School. 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
$365,000
Median Townhouse Sale Price
$343,725
Median 2 Bedroom Sale Price
$330,000
Median 1 Bedroom Sale Price
$105,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
23
Last 12 months Home Sales
328
Months of Supply
0.80
Median List Price
$349,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
4%
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