Moving to Windsor CT | real estate for sale in Windsor Connecticut | Property Statistics of living in Windsor
Windsor is Connecticut's oldest town and offers a diverse housing market with both historic and modern neighborhoods. Residential options include single-family homes, planned developments, and multifamily properties. The town benefits from strong transportation access and a growing economic base. Continued development and strategic location support long-term housing demand and investment potential.
437 Wolcott Avenue
Windsor, Connecticut 06095
$374,900 | Active
3 Beds | 2 Baths | 1346 Sqft | 0.33 Acres | 20 Days on Market
Property Type: Single Family For Sale
Welcome home to 437 W.Wolcott. This lovely raised ranch, has been proudly owned by the same family for over 30 years. This charming 3-bedroom, 2-bath home offers warmth and character throughout, featuring beautiful hardwood floors, two cozy fireplaces, and a timeless brick exteri...
11 Jubrey Drive
Windsor, Connecticut 06095
$725,000 | Coming Soon
4 Beds | 4 Baths | 3357 Sqft | 0.63 Acres | Days on Market
Property Type: Single Family For Sale
Begin each day with a peaceful moment on the covered front porch, sipping your morning coffee in the soft morning light. The renovated kitchen ensures you have everything you need, and the first-floor primary suite with laundry in the custom walk-in closet means no more stairs. T...
94 Park Avenue
Windsor, Connecticut 06095
$350,000 | Active
4 Beds | 2 Baths | 2257 Sqft | 0.27 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome home! This charming 4-bedroom, 2 full bath residence has been lovingly owned for 47 years and features original artwork that truly reflects pride of ownership. Youll appreciate the solid construction and well-maintained features, including updated mechanicals such as the ...
128 Woodland Street
Windsor, Connecticut 06095
$250,000 | Coming Soon
3 Beds | 1 Baths | 1144 Sqft | 0.25 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 128 Woodland Street, located in Windsors desirable Deerfield neighborhood! Looks are deceiving with this adorable 1920s bungalow offering plenty of room, character, and endless potential. Spanning 1,144 sq ft this home features 3 bedrooms and 1 full bath. Highlights in...
37 Pilgrim Drive
Windsor, Connecticut 06095
$455,000 | Active
4 Beds | 2 Baths | 1886 Sqft | 0.8 Acres | 4 Days on Market
Property Type: Single Family For Sale
Discover the timeless appeal of this inviting Cape-style residence, ideally situated in a sought-after neighborhood known for its welcoming character. Offering four bedrooms and two full bathrooms, this home combines classic charm with thoughtful improvements and versatile living...
145 Sunnyfield Drive
Windsor, Connecticut 06095
$379,900 | Active
5 Beds | 3 Baths | 2176 Sqft | 0.48 Acres | 5 Days on Market
Property Type: Single Family For Sale
Welcome home to this unique, well-maintained, and spacious ranch-style home at 145 Sunnyfield Drive in Windsor. This home offers over 2,176 square feet of inviting living space. You will find a recently updated eat-in kitchen with new appliances and granite countertops. There is ...
30 Parkwood Drive
Windsor, Connecticut 06095
$479,900 | Active
5 Beds | 3 Baths | 2984 Sqft | 0.79 Acres | 142 Days on Market
Property Type: Single Family For Sale
Space abounds!! Possible 6 or more bedrooms, possible 1st-floor bedroom. Possible in-law situation. 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....
21 Ethan Drive
Windsor, Connecticut 06095
$599,900 | Active
3 Beds | 3 Baths | 2520 Sqft | 0.64 Acres | 5 Days on Market
Property Type: Single Family For Sale
This is a home unlike any other. Set in a sought-after Windsor neighborhood, this distinctive 1988 Mid-Century Modern-style ranch combines dramatic architecture, exceptional craftsmanship and spacious one-floor living. A stunning entry with a wet bar opens to light-filled rooms w...
521 Wolcott Avenue
Windsor, Connecticut 06095
$385,000 | Active
5 Beds | 5 Baths | 2812 Sqft | 0.46 Acres | 61 Days on Market
Property Type: Single Family For Sale
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...
318 Capen Street
Windsor, Connecticut 06095
$629,900 | Active
4 Beds | 3 Baths | 2160 Sqft | 0.47 Acres | 177 Days on Market
Property Type: Single Family For Sale
**UNDER CONSTRUCTION**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,208 SF of living space! Unique Country Covered Front Porch! The Kitchen features Granite Countertops, a Center Island, Pantry, and Stainle...
56 Lovell Avenue
Windsor, Connecticut 06095
$240,000 | Active
3 Beds | 2 Baths | 1103 Sqft | 0.17 Acres | 6 Days on Market
Property Type: Single Family For Sale
Welcome to 56 Lovell Ave. This 3-bedroom, 1.5-bath Old Style single-family home was built in 1907 and offers 1,103 square feet. The roof is 3 years old, and most of the floors are hardwood, ready for your personal touch. Location is everything, and this home delivers - with easy ...
36 Woodybrook Road
Windsor, Connecticut 06095
$305,000 | Active
3 Beds | 2 Baths | 1229 Sqft | 0.37 Acres | 36 Days on Market
Property Type: Single Family For Sale
Welcome to Windsor! This well-maintained home offers a bright, functional layout with comfortable living spaces, an open kitchen, and generously sized bedrooms. Enjoy a private backyard perfect for relaxing, entertaining, or gardening. Conveniently located near parks, shopping, d...
1178 Poquonock Avenue
Windsor, Connecticut 06095
$399,000 | Active
4 Beds | 3 Baths | 2167 Sqft | 0.68 Acres | 6 Days on Market
Property Type: Single Family For Sale
Dont miss this beautifully renovated premium ranch,offering modern updates,versatile living space,and peace of mind for years to come!This gorgeous 4-bedroom,3-bath home also features a dedicated office/study,the washer and drier hooks up at the both floors making it ideal for a ...
22 Settler Circle
Windsor, Connecticut 06095
$499,900 | Active
3 Beds | 3 Baths | 2206 Sqft | 0.63 Acres | 20 Days on Market
Property Type: Single Family For Sale
Welcome to 22 Settler Circle, this one is sure to impress, the moment you walk in you are welcomed with a warmth living room with a built in fireplace and an amazing spacious kitchen that has been totally redone with new cabinets, countertops , appliances and back splash. Other f...
134 Pleasant Street
Windsor, Connecticut 06095
$439,900 | Active
3 Beds | 2 Baths | 2523 Sqft | 2.15 Acres | 9 Days on Market
Property Type: Single Family For Sale
Opportunity awaits with this charming 3-bedroom, 2.5-bath single-family home nestled on over 2 beautiful acres of land. Offering a wonderful combination of space, character, and privacy, this property is perfect for buyers looking to create a home that reflects their own personal...
13 Midian Avenue
Windsor, Connecticut 06095
$350,000 | Active
3 Beds | 2 Baths | 1373 Sqft | 0.17 Acres | 14 Days on Market
Property Type: Single Family For Sale
Seller has maintained the home with exceptional care; all updates were completed by licensed professionals....
34 Eastview Drive
Windsor, Connecticut 06095
$379,000 | Active
2 Beds | 2 Baths | 1184 Sqft | 0.81 Acres | 36 Days on Market
Property Type: Single Family For Sale
Welcome home to this charming and well-maintained 2/3-bedroom, 2-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 ...
46 Lincoln Way
Windsor, Connecticut 06095
$449,000 | Active
4 Beds | 3 Baths | 1928 Sqft | 0.48 Acres | 19 Days on Market
Property Type: Single Family For Sale
Welcome to this spacious 4-bedroom, 21/2-bath Colonial located in one of Windsors established neighborhoods. Offering generous living space, a functional floor plan, and solid bones, this home presents an excellent opportunity for buyers looking to add their own personal style an...
123 Country Club Drive
Windsor, Connecticut 06095
$500,000 | Under Contract
4 Beds | 5 Baths | 3104 Sqft | 0.48 Acres | 62 Days on Market
Property Type: Single Family For Sale
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 wit...
31 Winthrop Road
Windsor, Connecticut 06095
$499,000 | Under Contract
4 Beds | 4 Baths | 2170 Sqft | 0.63 Acres | 2 Days on Market
Property Type: Single Family For Sale
Welcome to 31 Winthrop Road, nestled in a serene and beautiful section of Windsor, Connecticut. Priced at below market , this elegant colonial home offers over 2,100 square feet of refined living space. With four generously sized bedrooms and two and a half baths, the master suit...
135 East Street
Windsor, Connecticut 06095
$389,900 | Under Contract
3 Beds | 2 Baths | 1525 Sqft | 0.24 Acres | 5 Days on Market
Property Type: Single Family For Sale
What an amazing home that is move in ready, enjoy new kitchen and bathrooms, windows, new flooring throughout and much more....
6 Sinclair Street
Windsor, Connecticut 06095
$299,900 | Under Contract
3 Beds | 1 Baths | 1125 Sqft | 0.21 Acres | 19 Days on Market
Property Type: Single Family For Sale
HIGHEST & BEST: 7/20 by 8 PM. Welcome home to this beautifully maintained ranch, perfectly situated on a spacious corner lot in one of Windsors quiet, established neighborhoods. With one side bordering a dead-end street, youll enjoy added privacy, minimal traffic, and a peaceful ...
66 Country Club Drive
Windsor, Connecticut 06095
$435,000 | Under Contract
4 Beds | 3 Baths | 1976 Sqft | 0.46 Acres | 6 Days on Market
Property Type: Single Family For Sale
This well-maintained 4-bedroom, 2.5-bath Colonial sits on nearly half an acre, offering a spacious and level backyard perfect for outdoor enjoyment. A deck off the rear of the home provides an ideal space for relaxing or entertaining. Inside, the first floor features a thoughtful...
27 Eagleton Drive
Windsor, Connecticut 06095
$390,000 | Active
3 Beds | 2 Baths | 1818 Sqft | 0.47 Acres | 56 Days on Market
Property Type: Single Family For Sale
Welcome to 27 Eagleton Drive, a charming home tucked away on a quiet cul-de-sac in a peaceful neighborhood setting. This property offers a 1/2 acre level lot and a spacious backyard, perfect for outdoor enjoyment, entertaining, gardening, or simply relaxing in a private setting. ...
30 Hampden Place
Windsor, Connecticut 06095
$469,900 | Under Contract
4 Beds | 3 Baths | 2128 Sqft | 0.46 Acres | 3 Days on Market
Property Type: Single Family For Sale
Welcome to this beautiful Colonial nestled on a level .46 acre lot in the very desirable Lancaster Woods neighborhood. Greet your guests in the expansive two story foyer featuring a soaring 17 foot ceiling height. The first level offers generous sized rooms and a desirable versat...
104 Benjamin Court
Windsor, Connecticut 06095
$469,900 | Under Contract
4 Beds | 4 Baths | 2450 Sqft | 0 Acres | 6 Days on Market
Property Type: Single Family For Sale
Well-maintained detached Colonial in the desirable Benjamin Commons Planned Unit Development. This home offers 1,828 square feet of above-grade living space plus 622 square feet of finished lower-level space. Features include four bedrooms, four bathrooms, and a flexible floor pl...
665 Bloomfield Avenue
Windsor, Connecticut 06095
$360,000 | Under Contract
3 Beds | 1 Baths | 1184 Sqft | 0.67 Acres | 22 Days on Market
Property Type: Single Family For Sale
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, o...
299 Palisado Avenue
Windsor, Connecticut 06095
$389,900 | Under Contract - Continue
4 Beds | 2 Baths | 2449 Sqft | 0.55 Acres | 50 Days on Market
Property Type: Single Family For Sale
Own a piece of Windsors 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 Represen...
17 Carpenter Lane
Windsor, Connecticut 06095
$369,900 | Under Contract - Continue
3 Beds | 2 Baths | 2648 Sqft | 0.5 Acres | 24 Days on Market
Property Type: Single Family For Sale
Opportunity knocks! Nestled on a private street, this well built 3 bedroom, 2 bath Cape offers wonderful curb appeal, a spacious floor plan, & endless potential to make it your own. Set on a beautiful level half acre lot w/natural gas, public water, & public sewer, this home has ...
621 Kennedy Road
Windsor, Connecticut 06095
$279,900 | Under Contract
3 Beds | 2 Baths | 1826 Sqft | 0.77 Acres | 6 Days on Market
Property Type: Single Family For Sale
Embrace the opportunity to make your dream a reality with this spacious, three bedroom Raised Ranch home and its unlimited potential. Spacious and bright, the kitchen offers the convenience of a dine-in area, a door to the deck and has been updated with new flooring. Inviting and...
35 Hollow Brook Road
Windsor, Connecticut 06095
$509,000 | Under Contract
3 Beds | 3 Baths | 1782 Sqft | 0.61 Acres | 23 Days on Market
Property Type: Single Family For Sale
Welcome to 35 Hollow Brook Road, where space, privacy, and comfort come together in one of Windsors most coveted and established neighborhoods. Set on a private 0.61-acre lot, this bright and well-maintained 4 bedroom, 3.5 bathroom Colonial offers almost 2100 sq. ft. of functiona...
82 Timothy Terrace
Windsor, Connecticut 06095
$330,000 | Under Contract - Continue
4 Beds | 2 Baths | 1547 Sqft | 0.74 Acres | 45 Days on Market
Property Type: Single Family For Sale
Opportunity knocks at this unique 4-bedroom, 2-bath contemporary set on a private, wooded, park-like lot. Offering a distinctive floor plan and exceptional potential, this property is ready for its next chapter. Character and charm abound throughout, featuring hardwood flooring,...
158 Colton Street Street
Windsor, Connecticut 06095
$325,000 | Under Contract
2 Beds | 2 Baths | 1518 Sqft | 0.17 Acres | 28 Days on Market
Property Type: Single Family For Sale
Welcome to 158 Colton Street, a Ranch-style home nestled in a peaceful Windsor neighborhood. This completely renovated, sun-filled ranch home offers bright, comfortable living with thermopane windows and beautiful hardwood floors throughout, freshly painted, and ready for you to ...
128 Capen Street
Windsor, Connecticut 06095
$249,900 | Under Contract - Continue
3 Beds | 1 Baths | 1267 Sqft | 0.23 Acres | 32 Days on Market
Property Type: Single Family For Sale
HIGHEST AND BEST DUE WEDNESDAY THE 8TH AT 11AM Welcome to this charming 3-bedroom, 1-bath home located in a sought-after Windsor neighborhood, within the desirable Sage Park school district-recognized among the best in the country. Perfectly situated, this home offers the conveni...
23 Ludlow Road
Windsor, Connecticut 06095
$439,000 | Under Contract
4 Beds | 2 Baths | 1832 Sqft | 0.31 Acres | 18 Days on Market
Property Type: Single Family For Sale
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 l...
27 Rosemont Avenue
Windsor, Connecticut 06095
$315,000 | Under Contract
4 Beds | 2 Baths | 1354 Sqft | 0.17 Acres | 19 Days on Market
Property Type: Single Family For Sale
This charming 4-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Featuring a fully renovated basement, a fenced-in backyard, and a roof is only 2 years old, this home is ready for its next owner. Enjoy relaxing on the attached porch or hosting unforgett...
2050 Poquonock Avenue
Windsor, Connecticut 06095
$519,900 | Under Contract
4 Beds | 3 Baths | 1909 Sqft | 1.12 Acres | 29 Days on Market
Property Type: Single Family For Sale
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 stov...
83 Faneuil Street
Windsor, Connecticut 06095
$295,000 | Under Contract
2 Beds | 3 Baths | 1165 Sqft | 0.13 Acres | 5 Days on Market
Property Type: Single Family For Sale
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-...
288 Carriage Way
Windsor, Connecticut 06095
$420,000 | Under Contract
3 Beds | 3 Baths | 2000 Sqft | 0.58 Acres | 7 Days on Market
Property Type: Single Family For Sale
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 exte...
1221 Poquonock Avenue
Windsor, Connecticut 06095
$379,900 | Under Contract
3 Beds | 2 Baths | 1968 Sqft | 0.56 Acres | 5 Days on Market
Property Type: Single Family For Sale
Beautifully updated and deceptively spacious split-level home offering substantially more living space than reflected in public records! This move-in ready property combines character, craftsmanship, and thoughtful modern upgrades throughout. The remodeled heated sunroom adds an ...
5 David Circle
Windsor, Connecticut 06095
$265,000 | Under Contract
3 Beds | 1 Baths | 1138 Sqft | 0.17 Acres | 7 Days on Market
Property Type: Single Family For Sale
Opportunity knocks at 5 David Circle in Windsor. This 3-bedroom, 1-bath raised ranch has an attached 1-car garage, and an unfinished lower level with plenty of potential for additional living space, storage, or a workshop. Situated on a quiet cul-de-sac, the home features a spaci...
22 Jubrey Drive
Windsor, Connecticut 06095
$719,900 | Under Contract
4 Beds | 5 Baths | 5108 Sqft | 0.66 Acres | 4 Days on Market
Property Type: Single Family For Sale
Stunning custom Colonial beautifully positioned near the end of a quiet cul-de-sac in a 10-home subdivision offering luxury living and resort-style amenities. Exceptional curb appeal welcomes you with a front walkway leading to the covered porch and impressive two-story foyer. To...
39 Loren Circle
Windsor, Connecticut 06095
$339,000 | Under Contract - Continue
4 Beds | 2 Baths | 2402 Sqft | 0.64 Acres | 66 Days on Market
Property Type: Single Family For Sale
Welcome to this 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 e...
22 Pebblebrook
Windsor, Connecticut 06095
$439,900 | Under Contract
3 Beds | 3 Baths | 1888 Sqft | 0.42 Acres | 4 Days on Market
Property Type: Single Family For Sale
OFFER DEADLINE SUNDAY, 6/14 at 6PM. From the moment you pull up, the meticulous curb appeal sets the tone for the rest of your visit and exuding extreme pride of ownership. Tucked away on a quiet cul-de-sac, this home will check off every box! Inside, the open-concept main level...
675 Palisado Avenue
Windsor, Connecticut 06095
$425,000 | Under Contract
4 Beds | 2 Baths | 1716 Sqft | 0.49 Acres | 28 Days on Market
Property Type: Single Family For Sale
Beautifully renovated 4-bedroom Cape offering the perfect blend of charm, comfort, and modern updates. This move-in ready home features an inviting open-concept floor plan with spacious living and dining areas, ideal for everyday living and entertaining. The stunning fully applia...
18 Chelsea Lane
Windsor, Connecticut 06095
$317,500 | Under Contract - Continue
3 Beds | 3 Baths | 1828 Sqft | 0.48 Acres | 81 Days on Market
Property Type: Single Family For Sale
Opportunity knocks! This spacious colonial sits at the end of the cul-de-sac on a private wooded lot in an established neighborhood. Minutes to I-91, Bradley International Airport and all the amenities, yet set away from all the hustle and bustle. This home will need plenty of up...
120 Basswood Road
Windsor, Connecticut 06095
$279,000 | Under Contract
4 Beds | 2 Baths | 2441 Sqft | 0.95 Acres | 19 Days on Market
Property Type: Single Family For Sale
INVESTOR SPECIAL. Welcome to 120 Basswood Rd, a deceptively spacious home offering 2,441 sqft of flexibility and opportunity. This 4-bedroom, 2 full bath property features central air, solar panels for added efficiency, a two-car garage, and a fantastic backyard perfect for enter...
857 Stone Road
Windsor, Connecticut 06095
$650,000 | Active
3 Beds | 3 Baths | 1914 Sqft | 1.422 Acres | 111 Days on Market
Property Type: Single Family For Sale
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 ...
1 Deanne Lynn Circle
Windsor, Connecticut 06095
$400,000 | Under Contract - Continue
3 Beds | 4 Baths | 2673 Sqft | 0.65 Acres | 291 Days on Market
Property Type: Single Family For Sale
Back on Market! Tucked away on a quiet cul-de-sac, this expansive contemporary home offers incredible potential. Featuring a spacious layout, soaring ceilings, and an abundance of natural light, the property boasts strong bones and a flexible floor plan ready for your vision. Whe...
823a Stone Road
Windsor, Connecticut 06095
$729,000 | Active
4 Beds | 3 Baths | 2300 Sqft | 1.36 Acres | 175 Days on Market
Property Type: Single Family For Sale
Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing youre just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfiel...
823 Stone Road
Windsor, Connecticut 06095
$635,000 | Active
3 Beds | 3 Baths | 1914 Sqft | 1.36 Acres | 175 Days on Market
Property Type: Single Family For Sale
Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing youre just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfiel...
58 Amanda Circle
Windsor, Connecticut 06095
$449,000 | Active
3 Beds | 3 Baths | 1952 Sqft | 0.59 Acres | 450 Days on Market
Property Type: Single Family For Sale
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 appl...