29

Windsor, CT Houses for Sale

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  • /40

    $359,900

    • 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 Coming Soon

    • 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
  • /39

    $534,900

    • 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

    $464,900

    • 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? A 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 adjacent fireplace.

    Jackie Espinoza Berkshire Hathaway NE Prop.

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

    $454,900

    • 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, granite counter tops, tile

    John Waters Berkshire Hathaway NE Prop.

    72 Brookview Rd, Windsor, CT 06095
  • /24

    $389,000

    • 4 Beds
    • 3.5 Baths
    • 2,281 Sq Ft

    70 Regency Dr, Windsor, CT 06095

    Schedule your appointment to view this lovely 2,300 sq ft home located in a great neighborhood in Windsor. This home offers 4-bedrooms, 3-bathrooms, additional living space and so much more. Seller is motivated, bring ALL offers!!!

    Patrick Precourt Dorrance Realty

    70 Regency Dr, Windsor, CT 06095
  • /39

    $415,000

    • 4 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    45 Long Hill Rd, Windsor, CT 06095

    This well-maintained 54'x52' Raised Ranch in a quiet Windsor neighborhood showcases 4 bedrooms, 2 1/2 baths, HW floors, 2 car garage, C-Air and bright and sunny sunroom. The sunroom has central air, Palladian window, skylight and direct access to 3 year old Trex deck overlooking the manicured large 1/2 acre lot. Main floor has kitchen, 3 bedrooms, 2 full bathrooms, a formal dining room and

    Pat Piepul Century 21 AllPoints Realty

    45 Long Hill 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

    $435,000

    • 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
  • /38

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 3,243 Sq Ft

    3 Huntington Way, Windsor, CT 06095

    Welcome to your very own private oasis! Imagine the luxury of living in spectacular comfort and style with this stunning three bedroom, two and one-half bath contemporary home offering a brilliant blend of modern updates in a tranquil and serene setting. Featuring sleek black granite countertops and an island, maple cabinetry, a tile backsplash, a spacious dine-in area, and a pantry, the kitchen

    Sharon Rispoli Berkshire Hathaway NE Prop.

    3 Huntington Way, Windsor, CT 06095
  • /31

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 1,975 Sq Ft

    56 Birchwood Rd, Windsor, CT 06095

    Welcome to your new home located in the historic town of Windsor, CT! This updated 3/4 bedroom, 2.5 bath raised ranch offers the perfect blend of comfort, style, and functionality. Step inside to a sun-drenched open floor plan, 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 2-story

    Chelsea Daley Coldwell Banker Realty

    56 Birchwood Rd, Windsor, CT 06095
  • /26

    $459,999

    • 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

    $410,000

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

    36 Greenfield St, Windsor, CT 06095

    Price enhancement, this is one you've been waiting for at an unbelievable price! Welcome to this beautifully reimagined colonial nestled on a quiet street in Windsor, Located just minutes from Htfd, Windsor offers the perfect blend of small-town charm and modern convenience. With a freshly installed roof and new siding, its inviting front porch-complete with a classic white picket railing-is the

    Donna Genovese Great Estates, CT

    36 Greenfield St, 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

    $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
  • /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
  • /18

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft

    16 Brown Ave, Windsor, CT 06095

    Discover the potential in this classic Colonial-style home offering 6 rooms, 3 bedrooms, and 2 full bathrooms. With 1,322 square feet of living space, this property features hardwood floors throughout, thermopane windows, and a solid brick exterior. Efficient gas heating and hot water systems are already in place. While the home is in need of work, it presents a great opportunity for renovation

    Michael Calabro Coldwell Banker Calabro

    16 Brown 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
  • /17

    $325,000

    • 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
  • /21

    $259,900

    • 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
  • /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

    $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
  • /15

    $305,000

    • 3 Beds
    • 1.5 Baths
    • 1,478 Sq Ft

    76 Allen St, Windsor, CT 06095

    Beatifully finished home. Hardwood floors, 3 beds, 1 and 1/2 baths, Open concept the kitchen with newer cabinets and granite counter tops, ample living room and dining area. Gas heated. It must see.

    Daniel Alvarado Executive Real Estate Inc.

    76 Allen St, 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
  • /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
  • /4

    $265,000 Open Sun 12PM - 2PM

    • 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
  • /2

    $300,000 Coming Soon

    • 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

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
Median 2 Bedroom Sale Price
$169,900
Average Price Per Sq Ft
$222
Number of Homes for Sale
2
Last 12 months Home Sales
75
Months of Supply
0.30
Median List Price
$350,000
Median Change From 1st List Price
-4%
Median Home Sale Price YoY Change
-7%
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