29

Windsor, CT Houses for Sale

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  • /40

    $349,900

    • 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
  • /40

    $274,900

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    19 Cook Hill Rd, Windsor, CT 06095

    Full of the charm of yesteryear, this adorable Colonial offers a warm and inviting layout featuring an open living and dining room with hardwood floors, a welcoming foyer, and a lovely enclosed front sunporch. A spacious mudroom adds convenience and extra space for shoes and snow boots. Upstairs you'll find three bedrooms with hardwood floors, plus an additional room perfect for a home office or

    Lori Gabriel Coldwell Banker Realty

    19 Cook Hill Rd, Windsor, CT 06095
  • /28

    $445,000

    • 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
  • /40

    $369,000

    • 3 Beds
    • 1.5 Baths
    • 1,493 Sq Ft

    908 Stone Rd, Windsor, CT 06095

    Charming Updated Ranch with Finished, lower level, 3 season sunroom, one bay garage size shed & More! Delightful 3-bedroom, 1.5-bath ranch-style home nestled in a peaceful Windsor setting-offering the perfect blend of character, comfort, and convenience. Step into a open concept- sun filled living and dining area, complete with a classic brick fireplace that sets the stage for cozy nights and

    Guihong Geremia Agnelli Real Estate

    908 Stone Rd, Windsor, CT 06095
  • /40

    $440,000

    • 4 Beds
    • 3 Baths
    • 2,660 Sq Ft

    72 Brookview Rd, Windsor, CT 06095

    Welcome to this beautifully maintained Colonial that features over $70,000 of updates since 2021. This fine home offers post card perfect curb appeal and is nestled on a .63 acre lot in a very desirable neighborhood. This four bedroom, three full bath home combines timeless character with modern appeal. The remodeled kitchen boasts an abundance of maple cabinetry, new stainless steel appliances

    John Waters Berkshire Hathaway NE Prop.

    72 Brookview Rd, Windsor, CT 06095
  • /31

    $425,000

    • 4 Beds
    • 3 Baths
    • 1,846 Sq Ft

    65 Maple Ave, Windsor, CT 06095

    Step into a wonderfully remodeled 4-bedroom home that promises both charm and modern comfort! Nestled on a beautifully level plot, this property boasts three full baths, ensuring convenience and luxury for all. The expansive yard provides endless possibilities for outdoor enjoyment, while the second-floor laundry adds an element of ease to daily living. You'll be thrilled with the updated

    Noah Rios-Hoffman KW Legacy Partners

    65 Maple Ave, Windsor, CT 06095
  • /28

    $429,900

    • 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
  • /26

    $444,999

    • 4 Beds
    • 1.5 Baths
    • 2,515 Sq Ft

    14 Alden Rd, Windsor, CT 06095

    Come Check Out This Spacious and Immaculately Maintained Home in Desirable Pilgrim Village! This beautifully cared-for two-owner home offers the perfect blend of classic charm and thoughtful updates in one of the area's most sought-after neighborhoods. Step into the warm and inviting front-to-back living room featuring a cozy fireplace, ideal for relaxing evenings or hosting guests. The adjacent

    Sasha Iyamu ERIS, LLC

    14 Alden Rd, Windsor, CT 06095
  • /32

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,448 Sq Ft

    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
  • /19

    $249,900

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    116 Henry St, Windsor, CT 06095

    Charming & Move-In Ready! Welcome to 116 Henry Street - a beautifully updated home with plenty of curb appeal and modern touches. Step inside to a bright enclosed front porch with brand-new flooring, the perfect spot for morning coffee or relaxing with a book. The freshly renovated kitchen features granite countertops, stainless steel appliances, and stylish cabinetry. Enjoy the privacy of a

    Laura Armstrong-Gonzalez RE/MAX One

    116 Henry St, Windsor, CT 06095
  • /30

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,357 Sq Ft

    1 Richard Rd, Windsor, CT 06095

    Welcome to 1 Richard Road, Windsor, CT! This charming 3 bedroom, 2 bath Cape Cod style home offers timeless character and modern comfort in a desirable neighborhood. The versatile floor plan features one bedroom on the main level, perfect for guests or a home office and two spacious bedrooms upstairs. The bright, inviting living spaces flow seamlessly into the updated kitchen and dining area,

    Yahira Rodriguez eXp Realty

    1 Richard Rd, Windsor, CT 06095
  • /36

    $329,900

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft

    15 Pilgrim Dr, Windsor, CT 06095

    Great opportunity to create your dream home in this generously sized 4 bedroom, 2 bath ranch situated on an oversized, level lot in an established neighborhood. Offering a sprawling single level layout, this home features a large living room, eat in kitchen, and a versatile floor plan. While the home needs updating, it provides a solid foundation and plenty of space to customize to your liking.

    Susan Foster Coldwell Banker Realty

    15 Pilgrim Dr, Windsor, CT 06095
  • /32

    $289,900

    • 3 Beds
    • 1 Bath
    • 1,166 Sq Ft

    15 Moore Dr, Windsor, CT 06095

    Mid-Century Cape with the high quality construction and finish's of that time professionally restored and ready for your turn key purchase. First floor primary bedroom, fireplaced living room, formal dining room, eat in kitchen and full renovated bathroom. Second floor has 2 spacious bedrooms with front dormers and a study area at the top of the stairs. Basement has a partially finished space,

    James Walsh James Walsh

    15 Moore Dr, Windsor, CT 06095
  • /32

    $320,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,355 Sq Ft

    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
  • /28

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,175 Sq Ft

    33 Greenfield St, Windsor, CT 06095

    Welcome to this inviting ranch, perfectly positioned at the end of a quiet cul-de-sac. This home's location is a true highlight, providing easy access to scenic hiking and biking trails, the heart of the town, and I-91 for convenient travel. Step inside to discover hardwood floors flowing throughout the three main-level bedrooms. The master bedroom is a peaceful retreat, featuring an en-suite

    Allan Lawson Shinebrite Brokerage LLC

    33 Greenfield St, Windsor, CT 06095
  • /17

    $299,000

    • 4 Beds
    • 1.5 Baths
    • 1,921 Sq Ft

    308 Prospect Hill Rd, Windsor, CT 06095

    Attention Investors & Historic Home Enthusiasts! Rare opportunity to own a piece of history-this 1815 antique farmhouse colonial is brimming with potential. Located on a flat corner lot in Windsor's desirable Poquonock neighborhood, this 2,000 sq ft home sits on a private, tree-lined half-acre. Original 12-inch-wide hardwood floors and five fireplaces showcase the home's period character-perfect

    Lauren Lubitz Scalzo Real Estate

    308 Prospect Hill Rd, Windsor, CT 06095
  • /29

    $359,900

    • 3 Beds
    • 1.5 Baths
    • 1,290 Sq Ft

    63 Pond Rd, Windsor, CT 06095

    Tucked away on a quiet yet convenient street in Windsor, this updated 3-bedroom, 1.5-bath raised ranch offers the perfect blend of comfort, style, and functionality. Step inside to an airy open floor plan, filled with natural light and ideal for both everyday living and entertaining. The modern and renovated kitchen flows seamlessly into the dining and living areas, with access to a spacious

    Sherri Schwartz Coldwell Banker Realty

    63 Pond Rd, Windsor, CT 06095
  • /16

    $354,900

    • 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
  • /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

    $499,000

    • 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
  • /34

    $350,000

    • 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
  • /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
  • /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
  • /40

    $639,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 3,242 Sq Ft

    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
  • /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
  • /13

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    18 Sandra Dr, Bloomfield, CT 06002

    Discover your new home in this updated 3-bedroom 2-bathroom raised ranch, nestled on a cul-de-sac with an expansive lot perfect for outdoor activities. The house boasts modern upgrades, all approximately 10 years old, including a new roof, high-efficiency furnace, energy-saving windows with sleek aluminum trim, a renovated bathroom with new cabinets and sink, and a kitchen featuring new cabinets,

    Ronald Swiller Berkshire Hathaway NE Prop.

    18 Sandra Dr, Bloomfield, CT 06002

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.

Home Trends in Windsor, CT

Housing Trends

Median Sale Price
$355,000
Median Single Family Sale Price
$535,000
Median Townhouse Sale Price
$311,000
Average Price Per Sq Ft
$221
Number of Homes for Sale
0
Last 12 months Home Sales
75
Months of Supply
0.00
Median List Price
$350,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
-8%
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