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
$389,900 | Active
3 Beds | 2 Baths | 1346 Sqft | 0.33 Acres | 1 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...
22 Settler Circle
Windsor, Connecticut 06095
$524,900 | Active
3 Beds | 3 Baths | 1294 Sqft | 0.63 Acres | 1 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...
99 Pepperbush Way
Windsor, Connecticut 06095
$419,900 | Active
3 Beds | 3 Baths | 1694 Sqft | 0.32 Acres | 2 Days on Market
Property Type: Single Family For Sale
Completely renovated and move-in ready! This stunning 3-bedroom, 2.5-bath raised ranch in Windsor has been thoughtfully updated from top to bottom and offers the perfect blend of modern style and everyday comfort. Step inside to a bright, open-concept main level featuring soaring...
1 Walters Way
Windsor, Connecticut 06095
$529,900 | Active
4 Beds | 4 Baths | 3552 Sqft | 2.19 Acres | 3 Days on Market
Property Type: Single Family For Sale
Welcome to 1 Walters Way, a one-of-a-kind CUSTOM-BUILT, nestled on 2.19 private acres with 95,396 lot sq ft in one of Windsors most desirable neighborhoods. Beautifully designed and built in 2010 by the current owners father, this one-owner home reflects pride of ownership, timel...
1008 Worthy Street
Windsor, Connecticut 06095
$329,900 | Active
3 Beds | 3 Baths | 1168 Sqft | 0.17 Acres | 2 Days on Market
Property Type: Single Family For Sale
WELCOME HOME! This 3 Bedroom 2.5 bath Ranch is ready for its new owner. This is the ultimate turn key property. The only thing that it requires is your finishing touch. 1008 N. Worthy has been updated literally from top to bottom. On the exterior, there is a new roof, new windows...
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...
15 Bina Avenue
Windsor, Connecticut 06095
$275,000 | Coming Soon
3 Beds | 2 Baths | 1150 Sqft | 0.12 Acres | Days on Market
Property Type: Single Family For Sale
Welcome to 15 Bina Avenue! Offering 1,150 square feet of endless potential, this Windsor home is a exceptional opportunity for buyers or investors looking to customize, add updates, and build immediate equity. The main level features a functional living layout with great natural...
10 Lennox Avenue
Windsor, Connecticut 06095
$299,900 | Active
4 Beds | 2 Baths | 1319 Sqft | 0.24 Acres | 5 Days on Market
Property Type: Single Family For Sale
Nestled in a very sought after location, this classic four bedroom, two full bath Cape presents a wonderful opportunity to create the home youve always envisioned. The spacious kitchen offers an abundance of cabinetry and counter space. The inviting living room is centered around...
28 Somerset Drive
Windsor, Connecticut 06095
$439,900 | Active
3 Beds | 3 Baths | 2599 Sqft | 0.54 Acres | 5 Days on Market
Property Type: Single Family For Sale
Move right in and enjoy this beautiful three bedroom, two full and one half bath Colonial home, offering inviting living spaces and a sought after floor plan. The stunning and well appointed kitchen boasts an abundance of beautiful maple cabinetry, granite countertops and breakfa...
124 Grove Street
Windsor, Connecticut 06095
$379,900 | Active
3 Beds | 2 Baths | 1152 Sqft | 0.33 Acres | 5 Days on Market
Property Type: Single Family For Sale
REMODELED JUST A FEW YEARS AGO!! Incredible kitchen with white cabinets, subway tile backsplash, granite counters & all newer appliances! There is a PRIMARY BEDROOM SUITE with a FULLY REMODELED BATHROOM! The second full bathroom in the hallway is also fully remodeled with a navy ...
521 Wolcott Avenue
Windsor, Connecticut 06095
$399,900 | Active
5 Beds | 5 Baths | 2812 Sqft | 0.46 Acres | 42 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...
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...
40 Eastview Drive
Windsor, Connecticut 06095
$449,900 | Active
4 Beds | 3 Baths | 2743 Sqft | 0.96 Acres | 8 Days on Market
Property Type: Single Family For Sale
Nestled in a quiet neighborhood, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, character, and opportunity. Freshly painted throughout, this home is a blank slate ready for its next owner to make it their own. The inviting floor plan features hardwood...
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...
284 Deerfield Road
Windsor, Connecticut 06095
$325,000 | Active
3 Beds | 2 Baths | 1511 Sqft | 0.17 Acres | 12 Days on Market
Property Type: Single Family For Sale
Welcome Home to 284 Deerfield Rd. Nestled in a convenient location, this charming 3-bedroom, 2-bathroom bungalow offers 1,511 sq ft of living space full of potential and ready for your personal touch. Spread across two stories, this home offers a unique layout and comfortable li...
27 Eagleton Drive
Windsor, Connecticut 06095
$390,000 | Active
3 Beds | 2 Baths | 1818 Sqft | 0.47 Acres | 37 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...
9 Washington Road
Windsor, Connecticut 06095
$469,900 | Active
4 Beds | 3 Baths | 2027 Sqft | 0.46 Acres | 14 Days on Market
Property Type: Single Family For Sale
Wonderfully updated 4 Bedroom Ranch house with all bedrooms on the main floor. The master bedroom has two closets and a full bathroom. Property has 3 full Bathrooms with one located in the lower level which could allow for an in-law apartment. There is a door that allows access t...
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...
36 Woodybrook Road
Windsor, Connecticut 06095
$315,000 | Active
3 Beds | 2 Baths | 1229 Sqft | 0.37 Acres | 17 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...
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...
30 Parkwood Drive
Windsor, Connecticut 06095
$499,900 | Active
5 Beds | 3 Baths | 2984 Sqft | 0.79 Acres | 123 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....
28 Skitchewaug Street
Windsor, Connecticut 06095
$290,000 | Active
3 Beds | 2 Baths | 1472 Sqft | 0.2 Acres | 79 Days on Market
Property Type: Single Family For Sale
Welcome Home To This Lovely 1,472 Square Feet, 3 Bedroom, 1.5 Bath, Colonial House! Conveniently Located in A Peaceful Area Next To Parks, Several Hiking/Walking Trails Near the Connecticut River, A Nature Center, An Animal Barn, Highways, Libraries, Shopping, And Restaurants. Th...
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...
76 Sinclair Street
Windsor, Connecticut 06095
$349,900 | Active
3 Beds | 2 Baths | 1841 Sqft | 0.38 Acres | 48 Days on Market
Property Type: Single Family For Sale
Not your grandmothers Cape. This one lives like a Colonial! In 2010 the upper floor was removed and replaced with two spectacular bedrooms, a sitting area and a full bath, all with level 8 ceilings. Plumbing and electrical systems were upgraded as part of that ambitious project. ...
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 | 92 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 | 156 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 | 156 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...
318 Capen Street
Windsor, Connecticut 06095
$599,900 | Active
3 Beds | 3 Baths | 2160 Sqft | 0.47 Acres | 158 Days on Market
Property Type: Single Family For Sale
**TO BE BUILT**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,160 SF of living space with additional 560 SF of finished lower-level family room or office space-perfect for work-from-home, a media room, or ex...
58 Amanda Circle
Windsor, Connecticut 06095
$449,000 | Active
3 Beds | 3 Baths | 1952 Sqft | 0.59 Acres | 431 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...