44

Windsor, CT Homes for Sale

Section Image Section Image
  • 41 Chestnut Dr, Windsor, CT 06095
    41 Chestnut Dr, Windsor, CT 06095
    41 Chestnut Dr, Windsor, CT 06095
    /27

    $314,925

    • 2 Beds
    • 2 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 has 2 spacious bedrooms with an extra room for either a den or an office, 2 full baths with one being totally renovated, with a flexible floor plan that blends

    Agent Photo

    Jason Kemp

    Five Stars Realty

    (860) 981-0933

    41 Chestnut Dr, Windsor, CT 06095
  • 14 Loren Cir, Windsor, CT 06095
    14 Loren Cir, Windsor, CT 06095
    14 Loren Cir, Windsor, CT 06095
    /39

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 1,942 Sq Ft

    14 Loren Cir, Windsor, CT 06095

    Tucked at the end of a quiet cul-de-sac, this beautifully maintained raised ranch offers a perfect blend of comfort and modern updates. The bright open layout features gleaming recently refinished hardwood floors, an inviting living and dining area, and a remodeled kitchen with granite countertops, stainless steel appliances, and tile flooring. Upstairs you'll find three spacious bedrooms,

    Agent Photo

    Mike Albert

    RE/MAX RISE

    (959) 215-6076

    14 Loren Cir, Windsor, CT 06095
  • 17 Box Turtle Ln, Windsor, CT 06095
    17 Box Turtle Ln, Windsor, CT 06095
    17 Box Turtle Ln, Windsor, CT 06095
    /35

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 2,095 Sq Ft

    17 Box Turtle Ln, Windsor, CT 06095

    Exceptional in its design, meticulously maintained and updated, this Contemporary style, four bedroom, two and one-half bath home is nestled on a beautiful .69 acre lot in a peaceful and tranquil neighborhood. With gleaming hardwood flooring and centered on a wood burning fireplace with a truly gorgeous, granite hearth, the family room also provides a slider to the private deck. Entertain your

    Sharon Rispoli Berkshire Hathaway NE Prop.

    17 Box Turtle Ln, Windsor, CT 06095
  • 22 Eastview Dr, Windsor, CT 06095
    22 Eastview Dr, Windsor, CT 06095
    22 Eastview Dr, Windsor, CT 06095
    /35

    $475,000

    • 4 Beds
    • 4 Baths
    • 1,918 Sq Ft

    22 Eastview Dr, Windsor, CT 06095

    **Charming Fully Renovated Cape Cod Home** Welcome to your dream home! This stunning Cape Cod features 4 spacious bedrooms and 4 full bathrooms, ideal for families and entertaining. Recently fully renovated, it blends classic charm with modern convenience. Step inside to an inviting open floor plan that maximizes space and natural light. The updated kitchen is perfect for culinary creations and

    Kelvin Pena JV Real Estate & Insurance Co.

    22 Eastview Dr, Windsor, CT 06095
  • 12 London Rd, Windsor, CT 06095
    12 London Rd, Windsor, CT 06095
    12 London Rd, Windsor, CT 06095
    /26

    $430,000

    • 4 Beds
    • 3 Baths
    • 1,545 Sq Ft

    12 London Rd, Windsor, CT 06095

    Welcome Home! This beautifully maintained 4-bedroom, 3-bath Ranch offers the perfect blend of comfort, style, and functionality and features a brand new roof installed this week for true peace of mind. Step inside to find a bright and inviting layout, including a spacious family room perfect for gatherings, and a modern kitchen that opens seamlessly to the main living areas. The fully finished

    Yahira Rodriguez eXp Realty

    12 London Rd, Windsor, CT 06095
  • 31 Parkwood Dr, Windsor, CT 06095
    31 Parkwood Dr, Windsor, CT 06095
    31 Parkwood Dr, Windsor, CT 06095
    /40

    $519,500

    • 5 Beds
    • 2.5 Baths
    • 2,719 Sq Ft

    31 Parkwood Dr, Windsor, CT 06095

    Looking for space, privacy, and a connection to nature? Look no further than 31 Parkwood Drive - a 5-bedroom Garrison Colonial tucked at the end of a peaceful cul-de-sac. This special home offers joy and tranquility whether you're entertaining guests indoors or relaxing outside on the patio or in the "serenity grotto." Enjoy your morning coffee while listening to the birds in their sanctuary or

    Mary Beth Welsh Century 21 AllPoints Realty

    31 Parkwood Dr, Windsor, CT 06095
  • 20 Tobey Ave, Windsor, CT 06095
    20 Tobey Ave, Windsor, CT 06095
    20 Tobey Ave, Windsor, CT 06095
    /16

    $459,900

    • 3 Beds
    • 1.5 Baths
    • 1,578 Sq Ft

    20 Tobey Ave, Windsor, CT 06095

    updated inside and outside. This is a unique home. Newer roof, gutters, siding , windows. Furnace , oil tank . 4Th bedrm/family room on second floor. Walk-up attic. Great location.

    Tarek Ambia Realty Center, LLC

    20 Tobey Ave, Windsor, CT 06095
  • 24 MacKtown Rd, Windsor, CT 06095
    24 MacKtown Rd, Windsor, CT 06095
    24 MacKtown Rd, Windsor, CT 06095
    /40

    $560,000

    • 3 Beds
    • 2.5 Baths
    • 2,061 Sq Ft

    24 MacKtown Rd, Windsor, CT 06095

    Welcome to 24 Macktown Road, a beautifully maintained home tucked away in one of Windsor's most sought-after neighborhoods. This charming 3beds, 2.5 bath residence offers the perfect balance of modern updates, comfort, and space for today's lifestyle. Step inside to a bright and inviting layout featuring a spacious family room, ideal for relaxing evenings or gatherings with friends and family.

    Yahira Rodriguez eXp Realty

    24 MacKtown Rd, Windsor, CT 06095
  • 400 Old Day Hill Rd, Windsor, CT 06095
    400 Old Day Hill Rd, Windsor, CT 06095
    400 Old Day Hill Rd, Windsor, CT 06095
    /39

    $539,998

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    400 Old Day Hill Rd, Windsor, CT 06095

    Tucked away in one of Windsor's most desirable and secluded neighborhoods, this beautiful single-family home blends modern living with timeless charm. The property features a spacious open-concept layout with a large kitchen island, updated cabinetry, and sliding doors leading to an oversized deck perfect for outdoor entertaining. Each bedroom is generously sized, and the bathrooms have been

    Garey Allen Gallagher Real Estate

    400 Old Day Hill Rd, Windsor, CT 06095
  • 680 Kennedy Rd, Windsor, CT 06095
    680 Kennedy Rd, Windsor, CT 06095
    680 Kennedy Rd, Windsor, CT 06095
    /28

    $439,900

    • 3 Beds
    • 3 Baths
    • 1,848 Sq Ft

    680 Kennedy Rd, Windsor, CT 06095

    Welcome Home to a Stunning, freshly renovated ranch that combines modern style with classic comfort. This move-in-ready home features a brand-new roof and siding, offering excellent curb appeal and peace of mind for years to come. Inside, you'll find a bright and airy layout with new flooring, fresh paint, and thoughtful finishes throughout. The updated kitchen boasts sleek countertops, stainless

    Timothy Faucher eXp Realty

    680 Kennedy Rd, Windsor, CT 06095
  • 119 Joshua Hill, Windsor, CT 06095
    119 Joshua Hill, Windsor, CT 06095
    119 Joshua Hill, Windsor, CT 06095
    /19

    $405,000

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft

    119 Joshua Hill, Windsor, CT 06095

    Welcome home to 119 Joshua Hill! This contemporary 3 bedroom, 2 bath home is located in one of Windsor's most sought-after neighborhoods and offers a bright and functional layout. The main level features a welcoming foyer, spacious living room, dining room, and eat-in kitchen with ample cabinetry and counter space. The upper level is dedicated to the primary bedroom and full bath, while the

    Nicole Crenshaw Barile Realty Group

    119 Joshua Hill, Windsor, CT 06095
  • 16 Hilltop Rd, Windsor, CT 06095
    16 Hilltop Rd, Windsor, CT 06095
    16 Hilltop Rd, Windsor, CT 06095
    /30

    $425,000

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

    16 Hilltop Rd, Windsor, CT 06095

    LOOKING FOR A QUIET AREA TO LIVE IN ? This updated Raised Ranch on 0.75 Acres in Windsor might be the one you looking for. 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

    Joe Coelho Coldwell Banker Realty

    16 Hilltop Rd, Windsor, CT 06095
  • 58 Amanda Cir, Windsor, CT 06095
    58 Amanda Cir, Windsor, CT 06095
    58 Amanda 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
  • 957 Palisado Ave, Windsor, CT 06095
    957 Palisado Ave, Windsor, CT 06095
    957 Palisado Ave, 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
  • 170 Woodland St, Windsor, CT 06095
    170 Woodland St, Windsor, CT 06095
    170 Woodland St, Windsor, CT 06095
    /35

    $259,900

    • 3 Beds
    • 1.5 Baths
    • 985 Sq Ft

    170 Woodland St, Windsor, CT 06095

    Enjoy the comfort of one-level living in this three-bedroom ranch, nestled on a quiet, dead-end street, minutes from the heart of Windsor. This home features a new kitchen open to the living room, with a wood-burning fireplace. There are Hardwood floors throughout, and it sits on a spacious, level lot, ideally suited for summer barbecues. Located only moments from Windsor's town center, the

    Jeff Thornton Naples Realty Group, LLC

    170 Woodland St, Windsor, CT 06095
  • 114 High Path Rd Unit 114, Windsor, CT 06095
    114 High Path Rd Unit 114, Windsor, CT 06095
    114 High Path Rd Unit 114, Windsor, CT 06095
    /30

    $233,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,306 Sq Ft

    114 High Path Rd Unit 114, Windsor, CT 06095

    This sparkling clean and freshly painted 2-BR Townhouse is ready for immediate occupancy. There are many upgrades including hardwood floors throughout, a brand new kitchen w/3 gorgeous white quartz counters, a deep under-mount stainless steel sink, a new tile floor and a built-in hardwood pantry with breakfast counter. This home is fully-applianced including a high-end washer/dryer, a large

    David White OwnerEntry.com

    114 High Path Rd Unit 114, Windsor, CT 06095
  • 98 High Path Rd, Windsor, CT 06095
    98 High Path Rd, Windsor, CT 06095
    98 High Path Rd, Windsor, CT 06095
    /13

    $169,900

    • 1 Bed
    • 1.5 Baths
    • 736 Sq Ft

    98 High Path Rd, Windsor, CT 06095

    2nd-Floor, 1 BR unit. 1-1/2 baths. End unit. Shared basement has common laundry and storage area. 2 wall AC units. No dogs allowed on premises by management.

    William Eidt Realty One Group Cutting Edge

    98 High Path Rd, Windsor, CT 06095
  • 377 Hayden Station Rd, Windsor, CT 06095
    377 Hayden Station Rd, Windsor, CT 06095
    377 Hayden Station Rd, Windsor, CT 06095
    /36

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    377 Hayden Station Rd, Windsor, CT 06095

    Welcome to this beautifully designed three-bedroom, two-full-bath ranch home! Nestled on 1.5 acres of land, this charming property has seen numerous major upgrades, including a brand-new roof, fully paid-off solar panels, two new dual oil tanks, a new front picture window, and a refreshed side entryway to the kitchen complete with a new interior door. Inside, you'll find freshly refinished

    Amber Everin eRealty Advisors, Inc.

    377 Hayden Station Rd, Windsor, CT 06095
  • 89 E Wolcott Ave, Windsor, CT 06095
    89 E Wolcott Ave, Windsor, CT 06095
    89 E Wolcott Ave, Windsor, CT 06095
    /27

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    89 E Wolcott Ave, Windsor, CT 06095

    Nicely maintained 3 bedroom 2 full bathroom ranch style home located in quiet yet convenient part of Windsor! 3 good sized bedrooms with newly refinished hardwood floors, large living room also with refinished hardwood floors and includes a wood burning fireplace insert to enjoy the New England weather. A eat-in kitchen with newer composite floor adds to the appeal of this space and completing

    Eric Gregan ERA Blanchard & Rossetto

    89 E Wolcott Ave, Windsor, CT 06095
  • 5 Hudson Ln Unit 5, Windsor, CT 06095
    5 Hudson Ln Unit 5, Windsor, CT 06095
    5 Hudson Ln Unit 5, Windsor, CT 06095
    /34

    $385,000

    • 2 Beds
    • 2 Baths
    • 1,509 Sq Ft

    5 Hudson Ln Unit 5, Windsor, CT 06095

    Here is one level living at its best! Rarely available in this active 55+ community of Griswold Village, this 2 Bedroom/2 full Bathroom ranch is just gorgeous! Come into the tile-floored foyer and you're going to love the airy feel of the open floor plan. To your right is the lovely eat-in kitchen with hardwood floors, plenty of birch cabinets, newer appliances, access to the 1-car garage and

    Kate Lange Century 21 AllPoints Realty

    5 Hudson Ln Unit 5, Windsor, CT 06095
  • 375 Dunfey Ln, Windsor, CT 06095
    375 Dunfey Ln, Windsor, CT 06095
    375 Dunfey Ln, Windsor, CT 06095
    /32

    $330,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    375 Dunfey Ln, Windsor, CT 06095

    375 Dunfey Lane, Windsor, CT Welcome to this beautifully updated townhouse in a quiet Windsor location! Featuring 3 spacious bedrooms, 2 full baths, and 1 half bath, this home blends comfort, convenience, and modern style. The primary suite offers a remodeled full bath in the primary bedroom (September 2025) with beautiful finishes. The home has been freshly painted throughout, offering a clean,

    Hala Hanna KW Legacy Partners

    375 Dunfey Ln, Windsor, CT 06095
  • 10 Oxcart Dr, Windsor, CT 06095
    10 Oxcart Dr, Windsor, CT 06095
    10 Oxcart Dr, Windsor, CT 06095
    /38

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    10 Oxcart Dr, Windsor, CT 06095

    Immaculate raised ranch with a cleared and level rear lot featuring spacious sized rooms with hardwood flooring, central air, a refreshed kitchen with double ovens, new flooring, countertop and sink. All the main floor interior walls have been recently repainted. The family room in the expansive lower level has a fireplace, separate laundry room and a half bath. The solar lease features low

    Elaine Smith Century 21 AllPoints Realty

    10 Oxcart Dr, Windsor, CT 06095
  • 40 Alden Rd, Windsor, CT 06095
    40 Alden Rd, Windsor, CT 06095
    40 Alden Rd, Windsor, CT 06095
    /33

    $349,900

    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    40 Alden Rd, Windsor, CT 06095

    Wonderful Windsor opportunity in great location! Storybook Cape Cod w/beautiful curb appeal awaits its new owners and is available immediately. Open flex floor plan offers different lifestyle options with a rear addition that was put on in 2003. Rear addition is made up of 2 rooms, currently a primary suite w/full bath and private access to back deck. This space has terrific potential for in-law

    Matt Christie Berkshire Hathaway NE Prop.

    40 Alden Rd, Windsor, CT 06095
  • 45 Timothy Terrace, Windsor, CT 06095
    45 Timothy Terrace, Windsor, CT 06095
    45 Timothy Terrace, Windsor, CT 06095
    /23

    $449,999

    • 4 Beds
    • 3.5 Baths
    • 2,290 Sq Ft

    45 Timothy Terrace, Windsor, CT 06095

    Prime location!! A MUST SEE!! Well maintained beautiful colonial on quiet street with gleaming wood floors. Two master bedrooms with private bathrooms. Large sun filled family room with cozy fireplace. Open kitchen with brand new granite countertop. Massive backyard, great place to host summer gets together. Owner related to agent.

    Camtu Nguyen William Raveis/First Town RE

    45 Timothy Terrace, Windsor, CT 06095
  • 211 MacKtown Rd, Windsor, CT 06095
    211 MacKtown Rd, Windsor, CT 06095
    211 MacKtown Rd, Windsor, CT 06095
    /33

    $314,999

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    211 MacKtown Rd, Windsor, CT 06095

    Spacious 4-bedroom, 2.5-bath Raised Ranch offering over 1,800 sq ft of living space, set on a generous 0.65-acre lot in one of Windsor's most sought-after neighborhoods. This home features a flexible layout with great potential, including a walk-out lower level with a cozy fireplace in the family room, a bedroom, and a half bath - ideal for an in-law suite or multi-generational living. Currently

    Carla Juvencio RE/MAX Precision Realty

    211 MacKtown Rd, Windsor, CT 06095
  • 25 Maude Cir, Windsor, CT 06095
    25 Maude Cir, Windsor, CT 06095
    25 Maude Cir, Windsor, CT 06095
    /40

    $319,900

    • 3 Beds
    • 1 Bath
    • 1,670 Sq Ft

    25 Maude Cir, Windsor, CT 06095

    MOVE-IN READY 3-BEDROOM RANCH with SOLAR SAVINGS! Tucked in on a quiet Cul-de-sac, this turnkey Windsor home features hardwood floors, a sunny three-season porch, and leased solar panels for near-zero electric bills. Main-level living offers 1,152 sq ft with an additional 518 sq ft in the partially finished basement - perfect for a home office, gym, or playroom. Freshly painted common areas flow

    Sharon Fox Carl Guild & Associates

    25 Maude Cir, Windsor, CT 06095
  • 29 Quail Hollow Dr, Windsor, CT 06095
    29 Quail Hollow Dr, Windsor, CT 06095
    29 Quail Hollow Dr, Windsor, CT 06095
    /36

    $459,900

    • 3 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
  • 145 Park Ave, Windsor, CT 06095
    145 Park Ave, Windsor, CT 06095
    145 Park Ave, Windsor, CT 06095
    /36

    $370,000

    • 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
  • 10 Cleary Ln, Windsor, CT 06095
    10 Cleary Ln, Windsor, CT 06095
    10 Cleary Ln, Windsor, CT 06095
    /40

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    10 Cleary Ln, Windsor, CT 06095

    Nestled on a quiet cul-de-sac, this beautiful 4-bedroom, 2.1-bath ranch offers over 2,300 sq. ft. of stylish living space. The sunken living room is a true showstopper, featuring dramatic floor-to-ceiling windows that flood the space with natural light. A spacious dining room overlooks the living area, creating an open and inviting layout perfect for gatherings. The master suite and family room

    Tammy Ferrauola Eagle Eye Realty PLLC

    10 Cleary Ln, Windsor, CT 06095
  • 490 Old Day Hill Rd, Windsor, CT 06095
    490 Old Day Hill Rd, Windsor, CT 06095
    490 Old Day Hill Rd, 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
  • 552 Stone Rd, Windsor, CT 06095
    552 Stone Rd, Windsor, CT 06095
    552 Stone Rd, Windsor, CT 06095
    /38

    $299,994

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

    552 Stone Rd, Windsor, CT 06095

    Welcome to this charming 3-bedroom ranch located in Windsor, CT! Set in a peaceful semi-rural neighborhood yet just minutes from Route 20 and I-91, this home offers the perfect balance of comfort and convenience. Located right around the corner from Rainbow Reservoir, offering opportunities for boating, fishing, kayaking, paddleboarding, or jet skiing. Inside, you'll find original hardwood floors

    Eric Tellier Trend 2000 Real Estate

    552 Stone Rd, Windsor, CT 06095
  • 175 E Pershing St, Bloomfield, CT 06002
    175 E Pershing St, Bloomfield, CT 06002
    175 E Pershing St, Bloomfield, CT 06002
    /40

    $329,000

    • 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
  • 30 Parkwood Dr, Windsor, CT 06095
    30 Parkwood Dr, Windsor, CT 06095
    30 Parkwood Dr, Windsor, CT 06095
    /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
  • 33 Mechanic St Unit 203, Windsor, CT 06095
    33 Mechanic St Unit 203, Windsor, CT 06095
    33 Mechanic St Unit 203, Windsor, CT 06095
    /8

    $399,900 Open Sun 12PM - 4PM

    • 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
  • 39 Loren Cir, Windsor, CT 06095
    39 Loren Cir, Windsor, CT 06095
    39 Loren Cir, 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
  • 999 Stone Rd, Windsor, CT 06095
    999 Stone Rd, Windsor, CT 06095
    999 Stone Rd, 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
  • 268 High Path Rd Unit 268, Windsor, CT 06095
    268 High Path Rd Unit 268, Windsor, CT 06095
    /2

    $259,900

    • 3 Beds
    • 2.5 Baths
    • 1,390 Sq Ft

    268 High Path Rd Unit 268, Windsor, CT 06095

    You don't want to miss this Unique Spacious and well-maintained 3-bedroom, 2.5-bath townhouse condo in the desirable Chateau Woods community. This home features an open-concept living and dining area, updated kitchen with ample cabinetry, and a private patio perfect for relaxing or entertaining. Upstairs includes three generous bedrooms, including a primary suite with master bath. Additional

    Cynthia Rabb eXp Realty

    268 High Path Rd Unit 268, Windsor, CT 06095
  • 1999 Poquonock Ave, Windsor, CT 06095
    1999 Poquonock Ave, 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
  • 318 Capen St, Windsor, CT 06095
    318 Capen St, Windsor, CT 06095
    318 Capen St, Windsor, CT 06095
    /37

    $579,900 Open Sat 1PM - 2:30PM

    • 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
  • 342 Capen St, Windsor, CT 06095
    342 Capen St, Windsor, CT 06095
    342 Capen St, Windsor, CT 06095
    /6

    $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

Showing Results 1 - 40, Page 1 of 2

Connecticut Hartford County Windsor

Real Estate & Homes for Sale in Windsor, CT

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.

Learn more about living in Windsor

Frequently Asked Questions

What is the average home price in Windsor, CT?
Homes for sale in Windsor, CT have an average home price of $357,715.
How many homes have sold over the last 12 months in Windsor, CT?
329 homes have sold in Windsor, CT over the last 12 months.
Is Windsor, CT a safe city?
In general, the safest neighborhoods in Windsor, CT with lower crime scores are Hayden, West Windsor and Wilson.
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 $350,000. If you put a 20% down payment of $70,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $1,720 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

On average, homes in Windsor, CT sell after 38 days on the market compared to the national average of 53 days. The median sale price for homes in Windsor, CT over the last 12 months is $360,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$360,000
Median Single Family Sale Price
$370,000
Median Townhouse Sale Price
$347,450
Median 2 Bedroom Sale Price
$326,950
Median 1 Bedroom Sale Price
$115,000
Average Price Per Sq Ft
$230
Number of Homes for Sale
39
Last 12 months Home Sales
329
Months of Supply
1.40
Median List Price
$350,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group