18

Windsor, CT Homes for Sale under $400,000

Section Image Section Image
  • /40

    $329,900

    • 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
  • /2

    $329,925 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,452 Sq Ft

    41 Chestnut Dr, Windsor, CT 06095

    Welcome to 41 Chestnut Drive, a charming and well-maintained Cape Cod style home nestled in a quiet Windsor neighborhood, perfect for those seeking comfort, convenience, and classic New England character. This bright and inviting residence offers three spacious bedrooms, one full bath and one half bath, with a flexible floor plan that blends functionality and warmth. The living room features

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (860) 981-0837

    41 Chestnut Dr, Windsor, CT 06095
  • /37

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    15 Alexander Rd, Bloomfield, CT 06002

    Welcome to 15 Alexander Road - this beautifully renovated 3-bed, 2.5-bath home offers modern comfort and timeless charm. Step inside to an open floor plan filled with natural light and anchored by a striking picture window in the living room. The kitchen has been fully remodeled with quartz countertops, stainless steel appliances, and white cabinetry flowing into the dining and living areas.

    Ashley Pushee eXp Realty

    15 Alexander Rd, Bloomfield, CT 06002
  • /32

    $399,995

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft

    36 High St, Windsor, CT 06095

    This Meticulously cared-for raised ranch offers plenty of space for everyone with 3 spacious bedrooms-with potential for a 4th bedroom or home office in the walkout lower level-and is packed with features you'll love. Ideally located with quick access to major routes, highways, and local shopping, yet just moments from the scenic Farmington River and Rainbow Reservoir. The expansive, level lot is

    William Glanville Glanville Real Estate

    36 High St, Windsor, CT 06095
  • /37

    $370,000

    • 3 Beds
    • 1.5 Baths
    • 1,202 Sq Ft

    41 Hale Dr, Windsor, CT 06095

    Welcome to this stunning split-level home tucked away on a quiet cul-de-sac! Fully renovated in 2018, this home offers a modern, spacious feel with perfectly designed separate 'zones'. From the bedroom zone, step onto the open balcony overlooking the bright and airy main living zone. Just a few steps down, you'll find the open-concept kitchen with granite countertops flowing beautifully into the

    Jeffrey Hiser Berkshire Key Realty

    41 Hale Dr, Windsor, CT 06095
  • /36

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,189 Sq Ft

    145 Park Ave, Windsor, CT 06095

    Look no Further! As this Move in Ready, meticulously maintained beautiful raised Ranch home with stunning curb appeal, carefully designed opened concept floor plan, is a great home for you!.This wonderful Home boasts 3 spacious bedrooms, with each room having lots of closet space.The main Bedroom features it's own bathroom,Home has 2.5 beautiful and fully renovated baths, gleaming Hardwood floors

    Dadrie Broderick Coldwell Banker Realty

    145 Park Ave, Windsor, CT 06095
  • /28

    $379,000

    • 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
  • /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
  • /34

    $349,900

    • 4 Beds
    • 1 Bath
    • 1,305 Sq Ft

    8 Aramamet St, Windsor, CT 06095

    Beautifully Updated Craftsman Home This classic Craftsman home welcomes you with a wide covered front porch framed by tapered columns-perfect for morning coffee or evening relaxation. Inside, you'll find sun-filled rooms with gleaming hardwood floors, rich wood trim, and original built-ins that showcase timeless character. The kitchen offers modern convenience with ample storage and counter

    Gregory Wright Great Estates, CT

    8 Aramamet St, Windsor, CT 06095
  • /37

    $305,000

    • 3 Beds
    • 1.5 Baths
    • 1,418 Sq Ft

    170 Rood Ave, Windsor, CT 06095

    *** Charming Colonial in Windsor *** Welcome to 170 Rood Ave, a quaint and timeless Colonial set on 1.4 acres in Windsor. This home features 3 bedrooms and 1.5 bathrooms, offering comfort and functionality for today's lifestyle. A wraparound porch and gazebo add to the home's charm, creating the perfect spot to relax and enjoy the peaceful surroundings. Inside, you'll find hardwood floors

    Susan Cafourek Berkshire Hathaway NE Prop.

    170 Rood Ave, Windsor, CT 06095
  • /11

    $325,000

    • Land
    • 12.18 Acres
    • $26,683 per Acre

    490 Old Day Hill Rd, Windsor, CT 06095

    Attention Farmers!! This 12+ acre location is strictly for the farmers. With a tobacco barn and newly updated potato barn this piece of property is ready for you to start your farming business. Agents please reach out for the specific guidelines with this property or read the agent notes

    Heather Heeb Keller Williams Realty-Longmdw

    490 Old Day Hill Rd, 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
  • /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

    $384,900

    • 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
  • /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
  • /20

    $319,900

    • 3 Beds
    • 2.5 Baths
    • 2,538 Sq Ft

    29 Alexander Rd, Bloomfield, CT 06002

    Please submit Highest and Best offers by 7 pm on Sunday 10/5/25. Welcome to this well-maintained raised ranch, proudly cared for by the original owners, featuring 3 bedrooms and 2.5 bathrooms. Perfectly situated in a desirable residential neighborhood close to local amenities and convenient interstate access, this home offers a large attached two-car garage, central air, and a flexible

    Steven Kennedy RE/MAX Precision Realty

    29 Alexander Rd, Bloomfield, CT 06002
  • /32

    $300,000

    • 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

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$365,000
Median Townhouse Sale Price
$348,725
Median 2 Bedroom Sale Price
$326,950
Median 1 Bedroom Sale Price
$115,000
Average Price Per Sq Ft
$231
Number of Homes for Sale
33
Last 12 months Home Sales
329
Months of Supply
1.20
Median List Price
$349,900
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home