21

Windsor, CT Houses for Sale

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  • /38

    $399,900

    Open Fri 11:30AM - 1:30PM
    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft

    110 Turnberry Ln, Windsor, CT 06095

    An idyllic setting encompasses the sought after, active adult community of Ballymeade. Nestled in a breathtaking and tranquil environment, the wonderful curb appeal of this beautiful, two bedroom and two full bath home begins with its covered front entry and manicured landscape. A spacious kitchen features gorgeous maple cabinetry, granite countertops, stainless steel appliances, hardwood

    Sharon Rispoli Berkshire Hathaway NE Prop.

    110 Turnberry Ln, Windsor, CT 06095
  • /22

    $360,000

    Open Sat 9AM - 11AM
    • 3 Beds
    • 1 Bath
    • 1,184 Sq Ft

    665 Bloomfield Ave, Windsor, CT 06095

    Welcome home to this beautifully maintained ranch in the heart of Windsor, Connecticut! Offering the perfect balance of warmth, comfort, and functionality, this inviting home features 3 spacious bedrooms and 1 updated bathroom, making it ideal for first-time buyers, downsizers, or anyone seeking easy one-level living. Step inside to discover fresh paint, updated finishes, new lighting, and

    Charena Sinclair Carl Guild & Associates

    665 Bloomfield Ave, Windsor, CT 06095
  • /40

    $399,900

    • 5 Beds
    • 4.5 Baths
    • 2,812 Sq Ft

    521 W Wolcott Ave, Windsor, CT 06095

    SPACIOUS COLONIAL WITH EXCEPTIONAL FLEXIBILITY & IN-LAW POTENTIAL! Set on a generously sized lot in convenient location, this expansive 2,812sf home offers a rare combination of size, versatility, & opportunity. Originally designed as a ranch & thoughtfully expanded w/substantial addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily

    Kiara Rusconi William Raveis Real Estate

    521 W Wolcott Ave, Windsor, CT 06095
  • /38

    $729,000

    New Construction Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    823 Stone Rd, Windsor, CT 06095

    Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux

    Gina McDonald William Raveis Real Estate

    823 Stone Rd, Windsor, CT 06095
  • /14

    $295,000

    • 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
  • /29

    $500,000

    • 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
  • /33

    $519,900

    Pre-Foreclosure
    • 4 Beds
    • 3 Baths
    • 1,909 Sq Ft

    2050 Poquonock Ave, Windsor, CT 06095

    Welcome to 2050 Poquonock Avenue, a beautifully maintained ranch-style home offering the perfect blend of comfort, privacy, and flexibility. The stunning open-concept great room features cathedral ceilings, hardwood floors, abundant natural light, and a charming wood-burning stove. The spacious kitchen with custom cabinetry and center island flows seamlessly into the dining and living areas,

    Joshua Flores Realty One Group Cutting Edge

    2050 Poquonock Ave, Windsor, CT 06095
  • /40

    $389,900

    • 4 Beds
    • 1.5 Baths
    • 2,449 Sq Ft

    299 Palisado Ave, Windsor, CT 06095

    Own a piece of Windsor's living history. The rear of this remarkable home dates to 1780, with a Greek Revival addition built around 1835 by the Thrall family. In 1874, it was purchased as a summer residence by Joseph Rainey of South Carolina - elected to the U.S. House of Representatives. This 2,500 sq. ft. eclectic home has evolved gracefully through the centuries while honoring its origins:

    Mary Beth Welsh Century 21 AllPoints Realty

    299 Palisado Ave, Windsor, CT 06095
  • /10

    $524,900

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,984 Sq Ft

    30 Parkwood Dr, Windsor, CT 06095

    Cul-de-sac location adjacent to a park in the center of town. Ample space! Home office, Game room, room to grow!3 fireplaces, a garden area. Needs some Love and Light. Seller to credit at closing a 1-year home warranty or $1000 towards flooring replacement.

    Kimberly Coccomo Berkshire Hathaway NE Prop.

    30 Parkwood Dr, Windsor, CT 06095
  • /32

    $359,999

    • 3 Beds
    • 2 Baths
    • 1,841 Sq Ft

    76 Sinclair St, Windsor, CT 06095

    Not your grandmother's Cape. This one lives like a Colonial! In 2010 the upper floor was removed and replaced with two spectacular bedrooms, a sitting area and a full bath, all with level 8' ceilings. Plumbing and electrical systems were upgraded as part of that ambitious project. Central Air was added in 2018. On the main level, walls have been removed to create the sought-after Open Floorplan.

    Dan Babich REMAX Revolution

    76 Sinclair St, Windsor, CT 06095
  • /40

    $390,000

    Open Sat 11AM - 1PM Coming Soon
    • 3 Beds
    • 3 Baths
    • 1,200 Sq Ft

    101 Abbey Ln, Windsor, CT 06095

    Welcome to this beautifully remodeled Raised Ranch, ideally situated at the end of a quiet cul-de-sac. Featuring 3 bedrooms and 3 full bathrooms, this move-in-ready home has been thoughtfully updated throughout, offering the perfect blend of modern style, comfort, and functionality. Step inside to discover a bright, open floor plan enhanced by new flooring, updated cabinetry, and the removal of

    Amber Michaud Real Broker CT, LLC

    101 Abbey Ln, Windsor, CT 06095
  • /35

    $464,900

    Open Thu 4PM - 6PM
    • 4 Beds
    • 3 Baths
    • 2,008 Sq Ft

    213 Kenswick Ln, Windsor, CT 06095

    The captivating setting that heralds the beauty of Ballymeade's 55 and over community is showcased in this stunning, four bedroom and three full bath home. Two bedrooms and two full baths on the main level render the ever-desirable opportunity for one-level living. A gorgeous kitchen features an abundance of maple cabinetry, a glass-tile backsplash, granite countertops, recessed and undermount

    Sharon Rispoli Berkshire Hathaway NE Prop.

    213 Kenswick Ln, Windsor, CT 06095
  • /10

    $379,000

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft

    34 Eastview Dr, Windsor, CT 06095

    Welcome home to this charming and well-maintained 3-bedroom, 1.5-bath residence located in a desirable Windsor neighborhood. Thoughtfully updated to maximize comfort and functionality, the current owner has transformed one of the bedrooms into a spacious walk-in closet, creating a luxurious primary suite experience. The room can easily be converted back to a third bedroom, home office, or nursery

    Kristel Bolden-Gray eXp Realty

    34 Eastview Dr, Windsor, CT 06095
  • /28

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 2,133 Sq Ft

    90 Hayden Station Rd, Windsor, CT 06095

    This stunning antique Queen Anne Victorian is the perfect mix of old world charm and modern updates. Come and take a seat on the front porch...take a deep breath, feel yourself relax, then step in to this beautiful home. The hardwood floors are shining, the original woodwork is gleaming, the layout is perfect. Need a formal dining room, a formal living room AND a library? And an entry/mudroom?

    Stephanie Stone William Raveis/First Town RE

    90 Hayden Station Rd, Windsor, CT 06095
  • /36

    $449,000

    $12K PRICE DROP
    • 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
  • /37

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,832 Sq Ft

    23 Ludlow Rd, Windsor, CT 06095

    Welcome home to 23 Ludlow Road! This beautifully remodeled 4-bedroom Cape perfectly blends elegant, warm finishes with a spacious, functional layout. At the heart of the home is a bright, open-concept living room and designer kitchen, creating an ideal setup for everyday family life and effortless entertaining. The flexible floor plan features four generously sized bedrooms (two on the first

    Kevin Rockoff Rockoff Realty

    23 Ludlow Rd, Windsor, CT 06095
  • /35

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    288 Carriage Way, Windsor, CT 06095

    Welcome home to this meticulously maintained raised ranch that has been lovingly cared for throughout the years. Pride of ownership is evident from the moment you arrive. This inviting home offers comfortable living spaces and a functional layout. The well-kept interior and exterior provide a move-in-ready opportunity for its next owner. Enjoy the spacious primary bedroom with a newly refreshed

    Amanda Bradshaw Lock and Key Realty, Inc

    288 Carriage Way, Windsor, CT 06095
  • /38

    $635,000

    New Construction Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    823 Stone Rd, Windsor, CT 06095

    Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux

    Gina McDonald William Raveis Real Estate

    823 Stone Rd, Windsor, CT 06095
  • /30

    $599,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    318 Capen St, Windsor, CT 06095

    **TO BE BUILT**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,160 SF of living space with additional 560 SF of finished lower-level family room or office space-perfect for work-from-home, a media room, or extra living area. The Kitchen features Granite Countertops, a Center Island, Pantry, and Stainless-steel appliances,

    Lori Gabriel Coldwell Banker Realty

    318 Capen St, Windsor, CT 06095
  • /25

    $290,000

    • 2 Beds
    • 1 Bath
    • 1,104 Sq Ft

    15 Scarborough Rd, Windsor, CT 06095

    Welcome home to this charming ranch, ideally situated at the end of a quiet cul-de-sac in a desirable Windsor neighborhood. This 2-bedroom, 1-bath home offers comfortable single-level living with numerous recent improvements throughout. Enjoy an updated kitchen, new bamboo flooring throughout most of the home, updated lighting fixtures, and new windows that bring in abundant natural light. Energy

    Carol Parda-Ziolko Carl Guild & Associates

    15 Scarborough Rd, Windsor, CT 06095
  • /33

    $650,000

    New Construction Open Sun 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 1,914 Sq Ft

    857 Stone Rd, Windsor, CT 06095

    Discover the perfect blend of comfort, convenience, and modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful Farming area. Ideally located near major highways and an international airport, this home offers effortless access to everything you need-just 30 minutes to Hartford, 20 minutes to Springfield, MA, 1.5 hours to Boston, and 2 hours to New York City.

    Gina McDonald William Raveis Real Estate

    857 Stone Rd, Windsor, CT 06095

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.

Single Family Home Price Trends

Median Home Price
$385,000
Median 3-Bedroom Home Price
$358,900
Median 4-Bedroom Home Price
$448,500
Median 5-Bedroom Home Price
$475,000
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