Windsor Real Estate | Windsor Single Family Homes for Sale

3 Beds ⋅ 3 Baths ⋅ 24209202 MLS

A contemporary retreat near Rainbow Reservoir tucked away in Windsor's scenic Rainbow neighborhood offering the kind of setting that makes coming home feel a little more like getting away. The Rainbow Reservoir boat launch provides easy access for boating, kayaking, fishing, and enjoying life on the water. Step inside to a dramatic foyer with soaring cathedral ceilings and a spacious floor plan designed for both everyday living and entertaining. The main level features a formal living room, formal dining room, and an open kitchen with appliances purchased within the past year. The adjoining family room offers a cozy wood-burning fireplace and wet bar, creating a natural gathering space. Brand-new double sliders open to the deck and expansive paver patio, extending the living space outdoors to a flat, open yard surrounded by greenery. First-floor laundry, a half bath, generous storage, and a large attached garage add convenience. Upstairs, the private primary suite features a spacious walk-in closet, sunken tub and separate shower, along with two additional bedrooms and another full bath. The partially finished basement offers flexible space for a home office, gym, recreation area, or whatever suits your lifestyle. Additional improvements include a new roof, new oil tank, and central air system that was replaced 2022. Close to local farms, Northwest Park, Bradley Airport, and major routes. This home feels tucked away without feeling far away.

26 Merriman Rd, Windsor

$299,900

2 Beds ⋅ 1 Baths ⋅ 24209540 MLS

Bright and sunny two-bedroom Cape style home with three season back covered porch, detached garage all on a pleasant level lot. Spacious living room with gleaming hardwood floors. sunny dining room With French door to the den. Large kitchen with 5 x 9 pantry. 2nd floor has 2 bedrooms and a full bath that has a 5-foot stall shower. The three-season porch is located in the back the home and has jalousie style windows. Fireplace in three season Rome is not functional at this time. Conveniently located only minutes from highways

19 Portman St, Windsor

$380,000

4 Beds ⋅ 2 Baths ⋅ 24209051 MLS

Step into timeless charm and classic New England character at this well maintained home on desirable Poquonock Avenue. Rich in historic appeal, this residence showcases architectural details that reflect Windsor's heritage while offering the comfort and functionality today's homeowners seek. Inside, you'll find beautiful hardwood floors flowing throughout the home, creating warmth, elegance, and a seamless feel from room to room. Natural light fills the inviting living spaces, highlighting the home's distinctive character and craftsmanship. Ideally located, this property offers convenient access to Windsor's many amenities, including parks, shopping, dining, schools, golf courses, and major commuter routes. Enjoy the charm of a neighborhood steeped in history while remaining just minutes from Bradley International Airport, downtown Hartford, and Windsor's vibrant town center. Whether you're relaxing at home or exploring everything the area has to offer, 1476 Poquannock Avenue provides a unique opportunity to own a home that beautifully blends historic character, an exceptional location, and timeless hardwood flooring throughout. Both attic and basement can be finished fully to give additional living space.

1476 Poquonock Ave, Windsor

$465,000

4 Beds ⋅ 3 Baths ⋅ 24208861 MLS

Nestled in a quiet, highly sought-after neighborhood in the coveted Poquonock section of Windsor, this beautiful 4-bedroom, 2.5-bathroom Colonial offers the perfect blend of classic elegance and modern comfort. When you pull into the driveway, the curb appeal and professional landscaping set the stage for what awaits inside. The main level features a floor plan designed for both entertaining and everyday living. At the heart of the home is a spacious eat-in kitchen boasting quartz countertops and access to a stunning Trex deck-the ideal setup for summer barbecues and seamless indoor-outdoor dining. Host holiday gatherings in the formal dining room, greet guests in the formal living room, or get cozy by the fireplace in the inviting family room. Downstairs, the partially finished basement provides fantastic bonus space for a recreation room, home office, or gym. It even features a built-in professional woodworker's bench, ready for the next hobbyist or craftsman. Key Features: Brand new windows throughout the home, complete with a transferable warranty for the new owners. Outdoor Oasis: A low-maintenance Trex deck overlooking the professionally landscaped yard. Ample Space: 4 generously sized bedrooms and 2.5 baths. This lovely home is a gem in one of Windsor's most coveted neighborhoods.

33 Milo Peck Ln, Windsor

$398,000

3 Beds ⋅ 3 Baths ⋅ 24208844 MLS

Beautifully maintained with a level of care evident throughout, 50 Hollow Brook Road elevates the classic raised ranch with rich hardwood floors, tasteful updates, and an impressive amount of finished living space on a generous .64-acre corner lot. The main level opens to a connected living and dining area, where hardwood flooring brings warmth and character. The adjoining white kitchen pairs black granite countertops with updated stainless steel appliances and abundant cabinetry for exceptional storage. The primary bedroom features its own private half bath, while two additional bedrooms and a full bath complete the main level. Hardwood flooring continues throughout the bedrooms. Downstairs, the finished and heated lower level is anchored by a wood-burning fireplace, creating an inviting second living area or den. A second half bath and dedicated laundry area add convenience, while the mechanical room provides additional space for a workshop, organized storage, or both. Direct access to the attached one-car garage completes this level. Outside, the level corner lot offers generous backyard space. Convenient to Windsor schools, shopping, local amenities, and major highways, this home pairs enduring finishes and expanded living space with a beautifully maintained property in an established Windsor neighborhood.

50 Hollow Brook Rd, Windsor

$447,000

3 Beds ⋅ 3 Baths ⋅ 24208789 MLS

Welcome to 204 Willowcrest Drive, a charming 3-bedroom, 2 1/2-bath home situated on a spacious 0.45 acre lot on a quiet street in a wonderful Windsor neighborhood. This home provides a comfortable living space, central air, a 2 car garage, and a large yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the outdoors. The home features a spacious living room with a fireplace, a functional kitchen, three bedrooms, two full bathrooms, and a convenient half bath. A cozy den with its own second fireplace provides a warm and inviting additional living space, nice for relaxing, spending time with family, entertaining guests, or creating a comfortable home office. The basement adds additional storage space along with laundry hookups. Outside, the expansive yard provides plenty of room for gatherings, play, gardening, or relaxing with family and friends. With its generous lot, 2-car garage, two fireplaces, central air, comfortable layout, and quiet street setting, 204 Willowcrest Drive is a wonderful opportunity for a buyer looking for space, character, and versatility.

204 Willowcrest Dr, Windsor

$169,900

3 Beds ⋅ 1 Baths ⋅ 24203356 MLS

For the contractor, investor or buyer with a vision, this Ranch home offers an opportunity to create something of your own in a desirable location. Set on a .28-acre lot, this three-bedroom Ranch provides a one-level footprint and a blank canvas for renovation, expansion or complete transformation. The value here is in the property's potential and the opportunity to reimagine the existing home to suit your vision and needs. Just minutes from Windsor Center, you'll enjoy easy access to restaurants, parks, grocery shopping, commuter routes, walking trails and the beautiful town green, where summer concerts and community events bring the community together throughout the year. The nearby Farmington River offers opportunities for kayaking, fishing, canoeing, tubing, boating or simply relaxing by the water. Whether you are a contractor looking for your next project, an investor seeking an opportunity, or a buyer ready to create a home from the ground up, this property is ready for its next chapter. Bring your vision and take a look at the possibilities. Come on...Let's take a look inside!

11 Tanglewood Dr, Windsor

$269,900

2 Beds ⋅ 1 Baths ⋅ 24202276 MLS

This pristine and charming Bungalow beautifully blends classic character with gorgeous updates and offers comfortable and beautiful living space. From the moment you enter, you will appreciate the warmth and character throughout, including beautifully refinished hardwood flooring that flows throughout the home. The updated and stunning kitchen features crisp white cabinetry as well as new lighting and new flooring, creating a bright and welcoming space for everyday living. Just off the kitchen, the dining room is ideal for serving guests or hosting holiday gatherings, complete with a lovely, built-in China cabinet. The spacious living room is filled with natural light, creating a warm and inviting setting for relaxing or entertaining. Two comfortable bedrooms and a full updated bath are tucked down the hall. Step outside to the back deck overlooking the fully fenced yard, a wonderful setting for outdoor dining, gardening, or simply enjoying a peaceful afternoon. The new railings on the deck provide a fresh, updated touch. With its timeless appeal, pristine presentation and inviting outdoor space, this delightful Bungalow is a wonderful place to call home. There is tremendous value in the brand new roof, (house and shed), refinished hardwood floors, enclosed front porch, thermal pane windows, freshly painted interior, updated bathroom, new lighting, new kitchen flooring, new electrical panel, oil tank and low maintenance vinyl siding. Come on...Let's take a look inside!

26 Highland Ave, Windsor

$598,000

4 Beds ⋅ 3 Baths ⋅ 24205888 MLS

Words can't capture the value packed into this beautiful home in a settled, sought-after neighborhood. Pride of ownership shows in every upgrade. Most appealing in today's economy: purchased solar panels (not leased!) have eliminated electric bills, paired with an EV charging station and a Powerwall backup generator. This home is ahead of its time - and ready for whatever comes next. Greeting you at this beautifully updated and landscaped property is a flexible floor plan that will WOW you from the entry. The front room can serve as a formal living room/parlor or a regal home office. Also at the front of the home is the dining room, which has doubled as a den. Continue into the open kitchen, featuring premium new appliances and an eat-in dining space that flows into another gathering room with a fireplace. From here, French doors with sidelights and screens open to let in the fresh air. This floor also has a laundry/bath wing off the kitchen leading to the two-car garage, complete with EV charging setup. Upstairs you'll find an updated full bath and four bedrooms, including a primary suite with its own updated full bathroom - complete with a shower stall, soaking tub, and walk-in closet. Hardwood floors flow throughout both the first and second levels as well as updated lighting with fans in most rooms. (see more below)

38 Milo Peck Ln, Windsor

$350,000

3 Beds ⋅ 1 Baths ⋅ 24207065 MLS

Charming Ranch in Windsor.. Move-In Ready! Well-maintained 3BR/1BA ranch on a spacious 0.72-acre lot. Recently updated with refinished floors, fresh paint, updated bath (new toilet & vanity), and a redone primary closet with custom shelving. Ceiling fans throughout, forced-air oil heat, central A/C, 2023 hot water heater, updated plumbing, and newer sump pump. Bright kitchen/dining area, cozy three-season porch w/ electric fireplace, attached garage w/ updated electrical, generator hookup, large level backyard, plus bonus outbuilding for storage. Close to schools & everyday conveniences.. great value in a strong Windsor market! Set up your private viewing today!

67 Mayflower Rd, Windsor

$429,900

3 Beds ⋅ 3 Baths ⋅ 24206549 MLS

Welcome to 78 Country Club Drive, a spacious contemporary home offering a flexible floor plan and plenty of room to make your own. Situated on approximately 0.76 acres in Windsor, this 1988-built home features 3 bedrooms, 2 full and 1 half baths, and 1,768 square feet of above-grade living space. The home's contemporary design offers character and an inviting layout, including a fireplace that creates a warm focal point for the main living area. The real bonus is the fully finished lower level, which significantly expands the home's usable living space. Here you'll find a family room, full bathroom, and two additional finished rooms that have historically been used as bedrooms-ideal for guests, home offices, recreation, hobbies, or additional living space. With its generous lot, versatile interior and established Windsor location, this home presents an excellent opportunity for buyers looking for space and the ability to add their own personal touches. Whether updating the home to today's finishes or simply settling in and making it your own, 78 Country Club Drive offers tremendous potential. Don't miss the opportunity to bring your vision to this well-loved home and begin its next chapter. To be sold AS IS.

78 Country Club Dr, Windsor

$325,000

3 Beds ⋅ 2 Baths ⋅ 24205401 MLS

This lovely home in the Poquonock section of Windsor needs some TLC, but the big things have been done! The Roof, H/W heater, Furnace, Dishwasher and Fridge were all recently replaced. A traditional colonial, the 3 bedrooms are all located with the full bath on the second floor. The first floor has the kitchen, living room and dining room. There is a full basement downstairs, with laundry.

1530 Poquonock Ave, Windsor

$624,900

4 Beds ⋅ 3 Baths ⋅ 24119748 MLS

Built by Dr. Elisha Sill, this 1800 clapboard, central-hall Georgian style home, boasts a mid-to-late 19th century English barn and a brick carriage house listed on the National Register of Historic Places. Rich in character and architectural detail, this spacious ten room residence boasts over $300,000 in upgrades and offers four bedrooms, two full and one half baths. A grand central hall welcomes you inside and sets the tone for the home's classic elegance. The remodeled kitchen features original wide board flooring, stainless steel appliances, and an expansive pantry, blending modern convenience with historic appeal. The formal dining room and inviting living room showcase beautiful and original wide board flooring and are the perfect area for entertaining. The second level offers four generously sized bedrooms with wide board flooring and two full baths. Set on approximately four picturesque acres, the property includes a carriage house, barn, and abundant space for gardens, outdoor recreation, or hobby farming. A rare opportunity to own a piece of Windsor history while enjoying the convenience of living near the center of town. There is tremendous value in the fresh interior paint (2026), fresh exterior paint and new garage doors (2025), new roof on the home (2024), new roof on the barn (2023), furnace and hot water heater (2023), central air (2023), remodeled kitchen (2015), and two story attached garage with studio (2010). Come on let's take a look inside

209 Palisado Ave, Windsor

$375,000

3 Beds ⋅ 2 Baths ⋅ 24204239 MLS

Welcome to 1419 Poquonock Avenue! This classic 3-bedroom, 2-bathroom ranch offers single-story living, effortless interior flow, and beautiful hardwood floors extending throughout the main living areas and bedrooms. At the heart of the home is an expansive, sunlit living room featuring a cozy wood-burning fireplace, creating an inviting focal point for gathering and relaxing. The clean, compact eat-in kitchen comes outfitted with generous cabinetry storage and flows seamlessly into the dedicated dining area, making daily meal preparation and entertaining effortless. All three bedrooms are generously sized and equipped with individual ceiling fans for year-round comfort. The primary bedroom serves as a comfortable retreat complete with its own private full bathroom, while a second full bath conveniently serves guests and family members alike. Situated on a peaceful 0.37-acre lot in a prime Windsor location, this residence offers fantastic proximity to local outdoor recreation. Enjoy quick access to Northwest Park, Rainbow Reservoir, and scenic walking trails along the Farmington River. Everyday errands and commutes are remarkably convenient, with Poquonock Elementary School, local shops, and dining options nearby. Travel is seamless with quick connections to Route 75, Interstate 91, and Bradley International Airport just minutes away. Schedule your private tour today to experience all this home has to offer!

1419 Poquonock Ave, Windsor

$199,900

2 Beds ⋅ 2 Baths ⋅ 24204640 MLS

Bring your vision and unlock the potential of this two-bedroom, two-bath brick-sided Cape! Offering a functional layout, a one-car garage, and the convenience of public utilities, this home provides a solid foundation for renovation and customization. The property needs updating and repairs but presents an excellent opportunity for buyers, investors, or contractors looking to build equity and create a home tailored to their style. With some imagination and improvements, this diamond in the rough could truly shine! Items will be left at sellers discretion. Sold As Is Where Is

16 Lyme St, Windsor

$679,900

4 Beds ⋅ 3 Baths ⋅ 24203687 MLS

Beautiful Contemporary Colonial on 4.34 acres! Designed like no other, this stunning home offers a unique blend of style, comfort, and functionality. From the spacious layout to the thoughtful details throughout, it is truly one that you won't want to miss! Features include: 4 spacious bedrooms, including a retreat like primary bedroom suite, complete with double walk-in closets, a relaxing jacuzzi and a separate sitting area, 2 1/2 bathrooms, 2 fireplaces, hardwood floors, recess lighting, and an oversized garage with workshop counters and extra storage. The open and versatile floor plan is designed for both everyday living, relaxing and entertaining. The finished lower level adds approximately 450 additional square feet of living space and includes a beautiful fireplace, hot tub hook-ups and a walk-out slider to a private deck providing even more flexibility for a recreation room, home office, gym, or possible in-law. Additional highlights include a hard-wired generator, lawn irrigation system, and central air conditioning which offers comfort and peace of mind in every season. Views of fall foliage from every window is a sight to see. Book your showing today!

20 Center St, Windsor

$475,000

2 Beds ⋅ 3 Baths ⋅ 24203633 MLS

Here it is! The one you have been waiting for. 1,479 sq ft open concept 2-bedroom ranch located in the desirable Villages of Poquonock. Wood floors throughout. Stunning kitchen showcases soft-close white cabinets, stainless appliances, and gorgeous counters. (plenty of room to eat at) Living Room with natural gas fireplace and sliders to the back patio, where you can enjoy your morning coffee or evening libations. Did I mention the formal dining room? Large bedrooms, and if you need more room? Oh, the possibilities with the basement. The association boasts a pool and a clubhouse. It is all here, ready for you and the next chapter.

86 Commons Xing, Windsor

$375,000

3 Beds ⋅ 2 Baths ⋅ 24202874 MLS

Welcome to 193 Rood Ave! This updated 3-bedroom, 1.5-bath home offers hardwood floors, central air, newer windows, and a bright, functional layout. The partially finished basement provides great bonus space for a family room, office, gym, or playroom. Enjoy a fenced backyard, spacious wrap-around deck, and one-car garage. Conveniently located near shopping, parks, schools, and major highways. Move-in ready and waiting for its next owner!

193 Rood Ave, Windsor

$429,900

3 Beds ⋅ 2 Baths ⋅ 24202592 MLS

Welcome to 15 Barber Street, a beautifully renovated 1930 Windsor home offering fresh finishes, spacious living areas, and plenty of room to enjoy inside and out. Recent updates include new vinyl plank flooring, fresh paint throughout, a newly added half bath, and a refreshed kitchen with new cabinets, countertops, and appliances. The large living room is anchored by a fireplace and offers plenty of space for both everyday living and entertaining. The basement has been gutted, creating a clean slate for storage, workshop space, or future finishing potential. Out back, the generously sized yard provides excellent space for entertaining, gardening, pets, or recreation, especially for a home of this size. With public water and sewer, a Trex deck platform deck, and extensive interior updates already completed, 15 Barber Street offers a move-in-ready opportunity while still retaining the character of its 1930 construction.

15 Barber St, Windsor

$545,900

4 Beds ⋅ 3 Baths ⋅ 24201593 MLS

BEAUTIFUL FOUR-BEDROOM COLONIAL SITUATED ON AN OVERSIZED LOT WITH A CHARMING THREE-SEASON FRONT PORCH. THE SPACIOUS KITCHEN FEATURES GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, A CENTER ISLAND. GLEAMING HARDWOOD FLOORS FLOW THROUGHOUT THE HOME. THE INVITING LIVING ROOM FEATURES A FIREPLACE, ALONG WITH A FORMAL DINING ROOM PERFECT FOR ENTERTAINING. UPSTAIRS, THE PRIMARY SUITE OFFERS A FULL BATH WITH DOUBLE SINKS.AN EXPANSIVE DECK OFF THE BACK OF THE HOME PROVIDES SPACE FOR OUTDOOR ENJOYMENT. ADDITIONAL FEATURES INCLUDE CENTRAL AIR AND A SPACIOUS TWO-CAR GARAGE. A WONDERFUL HOME WITH PLENTY OF INDOR AND OUTDOOR SPACE!!

839 Palisado Ave, Windsor

$284,000

2 Beds ⋅ 1 Baths ⋅ 24201430 MLS

Diamond in the Rough Investors and homeowners, take notice! This 2-bedroom, 1-bath cottage-style home is tucked away in a tranquil setting and offers an incredible opportunity for the right buyer. This property will need an overhaul, but the potential is there to transform it into something truly special. The garage has also been newly remodeled, adding even more value and versatility to the property. Bring your vision, your imagination, and your renovation ideas! Come take a look and see the possibilities for yourself!

342 Mountain Rd, Windsor

$269,900

2 Beds ⋅ 2 Baths ⋅ 24200267 MLS

Welcome Home! This charming, move-in-ready 2-bedroom, 1.5-bath Cape offers the perfect blend of comfort, character, and outdoor living. Ideally positioned on a desirable corner lot, the home features a spacious backyard and an oversized deck-perfect for summer entertaining, relaxing with friends and family, or simply enjoying your own private outdoor retreat. A generous paved parking area provides ample room for up to 6 vehicles, making everyday living and hosting guests a breeze. With its inviting charm, functional layout, and exceptional outdoor space, this wonderful home is ready for its next chapter. Come see all it has to offer!

539 Bloomfield Ave, Windsor

$330,000

4 Beds ⋅ 2 Baths ⋅ 24183615 MLS

Welcome to 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. You'll appreciate the solid construction and well-maintained features, including updated mechanicals such as the water heater, oil tanks, furnace, roof, and windows. Enjoy extra living space with a comfortable family room, the tandem bedrooms with full bath can serve as in-law space and it includes a bright 3-season sunroom, plus the added benefit of solar panels. While it does require some updating, this is a great opportunity to make it your own and it's full of potential, with plenty of storage throughout. Corner lot location that connects to a quiet cul-de-sac. This home offers a peaceful setting while staying close to schools, the highway, the library, shopping, and more.

94 Park Ave, Windsor

$399,000

4 Beds ⋅ 3 Baths ⋅ 24193927 MLS

Don't 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 large or multigenerational family.The main level offers two bedrooms,two full baths,and an office.The inviting living room features updated flooring and flows seamlessly into the completely renovated kitchen,showcasing brand-new appliances,cabinetry, and elegant granite countertops.The stunning new common bath adds a luxurious touch,while the primary bedroom features an updated private bath and spacious closet.A charming sunroom conveniently located off the bedroom provides the perfect space to relax and enjoy the natural surroundings.The lower level offers two additional bedrooms,a full bath, and a spacious living area accessible from both bedrooms-an excellent setup for an in-law suite, guests,or extended family.The walkout leads to a covered patio, creating an inviting space to enjoy the outdoors.The generously sized backyard is surrounded by nature and provides plenty of room for entertaining,gatherings,and enjoying time with family and friends.With extensive updates completed throughout the home,this property is truly move-in ready and has been thoughtfully renovated from top to bottom.A rare opportunity to own a beautifully updated ranch with flexible living arrangements and space for everyone!

1178 Poquonock Ave, Windsor

$350,000

3 Beds ⋅ 2 Baths ⋅ 24189490 MLS

Welcome home to this updated 3 bedroom, 2 bath home in a convenient Windsor location! Recent updates include fresh interior paint, new carpeting, and new flooring in some areas, giving the home a fresh, move in ready feel. The comfortable layout offers plenty of space for everyday living and entertaining, with a deck perfect for relaxing or enjoying the outdoors. The unfinished basement offers additional space and plenty of potential to finish to suit your needs. Ideally located near schools, playgrounds, shopping, dining, and major highways, making commuting and everyday errands easy. A great opportunity to own an updated home in a convenient location!

13 Midian Ave, Windsor

$364,900

3 Beds ⋅ 2 Baths ⋅ 24195772 MLS

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 exterior. The inviting layout provides comfortable living spaces perfect for everyday living and entertaining. Step outside to enjoy the spacious deck overlooking a lovely backyard, ideal for relaxing or hosting family and friends. Complete with a 2-car garage and located in a desirable Windsor neighborhood, this home is ready for its next chapter. Don't miss the opportunity to make this well-cared-for property your own!

437 W Wolcott Ave, Windsor

$489,900

3 Beds ⋅ 3 Baths ⋅ 24194078 MLS

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 features includes a brand new deck with mahogany deck boards and PVC railings, central air is sure to be a plus on those hot summer days. New LVP flooring throughout, new lighting and freshly painted throughout.

22 Settler Cir, Windsor

$290,995

3 Beds ⋅ 2 Baths ⋅ 24191619 MLS

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, dining, schools, and major highways, this home combines everyday comfort with easy access to everything Windsor has to offer. Move right in and make it your own!

36 Woodybrook Rd, Windsor

$249,900

3 Beds ⋅ 1 Baths ⋅ 24187819 MLS

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 convenience of being within walking distance to town, local parks, and community amenities, all while sitting directly across from Windsor high school on a generously sized lot. Inside, you'll find hardwood flooring throughout and a functional layout with great potential. An addition to the back of the home has expanded the primary bedroom, creating a more spacious retreat. The same addition also introduced convenient first-floor laundry-an added bonus for everyday living. This home offers a wonderful opportunity! Back on market because buyer lost financing the day before closing. We have multiple offers *****

128 Capen St, Windsor

$390,000

3 Beds ⋅ 2 Baths ⋅ 24185939 MLS

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. One of the standout features is the freshly painted, screened-in back porch, providing a comfortable space to enjoy the outdoors while staying protected from the elements. The finished basement adds valuable additional living space, ideal for a family room, home office, playroom, gym, or entertainment area. The home sits in a desirable, low-traffic location with a calm neighborhood feel, while still offering convenient access to nearby amenities, schools, shopping, and major routes. With its inviting yard, practical layout, finished lower level, and relaxing outdoor spaces, 27 Eagleton Drive offers a wonderful opportunity for buyers looking for comfort, privacy, and a great setting. Recent improvements include a new furnace (2023), roof (2011), and windows (2022).

27 Eagleton Dr, Windsor

$385,000

5 Beds ⋅ 5 Baths ⋅ 24181019 MLS

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 addition (1990's), the home features 5 bedrooms, 4.5 bathrooms, providing an abundance of living space easily accommodating multigenerational living, extended family, guests, home office needs, or potential in-law arrangement. Welcoming front entry opens to living room highlighted by hardwood floors & classic wood burning fireplace. Spacious kitchen w/large center island, ample cabinet & countertops, & new SS refrigerator. A screened porch provides a wonderful extension of living space. The main level features 2 bedrooms, multiple full baths, & expansive family room/living room addition that offer tremendous potential for a private guest suite, first floor primary bedroom living, or a future in-law setup. The upper level is devoted to retreats, including 3 additional bedrooms & a spacious primary suite, featuring new LVP flooring, ensuite full bath, & private balcony. Additional upper level bedrooms are generously proportioned & serviced by well-placed full bathrooms. Major capital improvements & infrastructure already in place including - Brand New Roof (2025), New Solar System (2025), updated 200-amp electrical system (2025), generator hookup, & natural gas boiler (2010). ***CONTINUED***

521 W Wolcott Ave, Windsor

$379,000

2 Beds ⋅ 2 Baths ⋅ 24183564 MLS

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 a luxurious primary suite experience. The room can easily be converted back to a third bedroom, home office, or nursery to suit your needs. The home offers comfortable living spaces filled with natural light, a functional layout for everyday living, and plenty of room for entertaining family and friends. The kitchen and dining areas flow seamlessly, while the spacious yard provides the perfect setting for outdoor gatherings, gardening, or simply relaxing. Conveniently located near shopping, dining, parks, schools, and major commuter routes, this property offers the perfect combination of comfort, flexibility, and convenience. Whether you're a first-time homebuyer, downsizing, or looking for a move-in-ready home with potential.

34 Eastview Dr, Windsor

$324,999

3 Beds ⋅ 2 Baths ⋅ 24121395 MLS

Not your grandmother's 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. Central Air was added in 2018. On the main level, walls have been removed to create the sought-after Open Floorplan. The large, eat-in Kitchen opens to a Den, Full Bath and a first-floor Bedroom. An adjacent living room completes the plan. What was once a dingy lower-level space has been stripped and partially remodeled to create the potential for a great walk-out Rec Room, Work Shop. etc. The level back yard is enveloped in mature trees, creating a tranquil respite from the hectic world. The network of quiet streets in this neighborhood provides a great opportunity for walks or bike rides. Just a few blocks away, Deerfield Park offers a great playground and basketball court plus open fields for outdoor games. Nearby Stroh Park includes Goslee Pool, across from Windsor Shopping Center. This location provides easy access to I-91 and I-291 to get anywhere in CT. Just a couple miles away, you'll love to explore Windsor Center with a plethora of shopping, dining and entertainment venues. Schedule a visit soon before this one slips away.

76 Sinclair St, Windsor

$317,500

3 Beds ⋅ 3 Baths ⋅ 24174219 MLS

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 updates and work, but offers so much potential for just the right buyer! Personal property may remain. As-is.

18 Chelsea Ln, Windsor

$650,000

3 Beds ⋅ 3 Baths ⋅ 24170111 MLS

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 you need-just 30 minutes to Hartford, 20 minutes to Springfield, MA, 1.5 hours to Boston, and 2 hours to New York City. This thoughtfully designed 3-bedroom, 2.5-bath home features a spacious and functional layout with stylish finishes throughout. Enjoy luxury vinyl flooring across the main living areas, complemented by cozy carpeting in the bedrooms. The second-floor laundry room adds everyday convenience, while the attached two-car garage with automatic doors enhances ease of living. The kitchen comes fully equipped with all appliances included, opening to a bright dining area that leads out to a low-maintenance Trex deck-perfect for relaxing or entertaining. The home is also framed for a future fireplace insert in the family room, offering an opportunity to customize your living space. Built with efficiency in mind, this home includes propane gas heat, central air conditioning, and a hybrid hot water heater with a built-in dehumidifier. The basement is ready to be finished, and the home is already framed for a potential 4th bedroom, den, rec room & exercise room. Public water & septic system designed for four bedrooms add flexibility for future expansion. Enjoy tranquility of a private setting-

857 Stone Rd, Windsor

$295,000

3 Beds ⋅ 2 Baths ⋅ 24162590 MLS

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. This Home Also Features Hardwood Floors Throughout, A Decent Sized Level Back Yard Great for Summertime Entertaining, Newer Boiler, & New Roof.

28 Skitchewaug St, Windsor

$635,000

3 Beds ⋅ 3 Baths ⋅ 24156238 MLS

Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux Construction. The first floor welcomes you with crown molding details, a bright living room that could easily serve as a private office or den, and a warm family room anchored by a gas fireplace. The dining area flows effortlessly into an eat-in kitchen with a breakfast bar, where sliding glass doors frame views of your expansive backyard. Just beyond, a two-car garage connects conveniently to the kitchen for everyday ease. Upstairs, all bedrooms are thoughtfully placed for privacy, along with a centrally located laundry closet that simplifies daily routines. Tiled bathrooms, beautiful finishes, and the opportunity to select your own flooring, colors, and materials allow you to create a home that truly reflects your style. You may even bring your own plans for consideration, ensuring every detail fits your vision. This is more than new construction - it's your chance to build a custom home in a setting that offers rural serenity without sacrificing location or convenience. Lead time is approximately six months from time of contract. Your plans or builders~ Finally, get what you want!

823 Stone Rd, Windsor

$729,000

4 Beds ⋅ 3 Baths ⋅ 24156249 MLS

Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux Construction. The first floor welcomes you with crown molding details, a bright living room that could easily serve as a private office or den, and a warm family room anchored by a gas fireplace. The dining area flows effortlessly into an eat-in kitchen with a breakfast bar, where sliding glass doors frame views of your expansive backyard. Just beyond, a two-car garage connects conveniently to the kitchen for everyday ease. Upstairs, all bedrooms are thoughtfully placed for privacy, along with a centrally located laundry closet that simplifies daily routines. Tiled bathrooms, beautiful finishes, and the opportunity to select your own flooring, colors, and materials allow you to create a home that truly reflects your style. You may even bring your own plans for consideration, ensuring every detail fits your vision. This is more than new construction - it's your chance to build a custom home in a setting that offers rural serenity without sacrificing location or convenience. Lead time is approximately six months from time of contract. Your plans or builders~ Finally, get what you want!

823a Stone Rd, Windsor

$629,900

4 Beds ⋅ 3 Baths ⋅ 24154187 MLS

**UNDER CONSTRUCTION**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,160 SF of living space! Unique Country Covered Front Porch! The Kitchen features Granite Countertops, a Center Island, Pantry, and Stainless-Steel Appliances, opening seamlessly to the Living and Dining areas for easy Entertaining. You'll also love the convenient Mudroom Entry from the 2 Car Garage and a dedicated Formal Dining Room, Study or Office on the First Floor making Everyday Living Convenient. Upstairs, the spacious Primary Suite includes a his & her Walk-in Closets and a Full Bathroom, along with THREE additional Bedrooms and a Full Main Bath. Highlights include Wonderful Cabinet choices with soft-close hinges, full-extension drawers, Modern Lighting and Flooring, Granite in the Kitchen and Baths, Central air, Architectural roof, and Thermopane tilt-in Windows, 200Amp Electrical, plus a welcoming Covered Front Porch. This is a Great Opportunity for Rare New Construction in Windsor! This is a very level lot, in a super convenient location, close to schools, parks, shopping and highways!

318 Capen St, Windsor

$400,000

3 Beds ⋅ 4 Baths ⋅ 24132692 MLS

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. Whether you're looking to modernize, renovate, or create your dream home, the possibilities here are truly endless. A rare opportunity to bring new life to a substantial home in a desirable Windsor location. UPDATE: Multiple offers, Highest and Best to be called Thursday. 3/26/2026 by 5:00pm

1 Deanne Lynn Cir, Windsor

$449,000

3 Beds ⋅ 3 Baths ⋅ 24098749 MLS

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 water and electricity usage, and security cameras. -Spacious and Bright: High ceilings, two grand bay windows, and all-carpet flooring (friendly for little ones). -Upgraded Kitchen: Powerful 800 CFM exhaust fan. -Ample Storage: Custom shelving in garage (without sacrificing parking). Location Location and Location, that is the only thing you won't be able to change: * Exceptionally low radon levels (0.16 pCi/L long-term average) , rare in CT! * Continuous monitoring for 26 years confirms safety for your family, esp the little ones!

58 Amanda Cir, Windsor

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