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$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

$449,900
4 Beds 3 Baths 24177655 MLS
Nestled on a gorgeous and picturesque lot, this stunning, four bedroom Colonial is filled with character and charm in an idyllic setting. Step inside to the welcoming living room featuring beautiful hardwood flooring, a classic wood-burning fireplace and crown molding. The living room flows seamlessly into the dining room, where a large bow window fills the space with brilliant natural light. The kitchen offers an abundance of oak cabinetry, wainscoting, a dining area and direct access to the deck, making the transition from indoor to outdoor entertaining seamless. The inviting family room with a skylight provides the perfect gathering place and opens to a phenomenal three-season porch with a wood ceiling and paddle fan. A half bath completes the first level. On the second level, you'll find four generously sized bedrooms, all with hardwood flooring, including the primary suite featuring a walk-in closet and a private full bath with a walk-in shower. A second full bath finishes the second level. Outside, the private backyard offers the ideal setting for outdoor dining, summer barbecues, gardening or simply unwinding in a peaceful setting. Ideally located near Windsor's natural gem, Northwest Park, with 473 acres of hiking and biking trails. There is tremendous value in the low maintenance vinyl siding, central air, thermal pane windows, Buderus boiler, 200 amp electrical service and the energy efficient, fully paid for solar panels. Come on...Let's take a look inside!

32 Pioneer Dr, 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

$685,000
3 Beds 3 Baths 24203124 MLS
Welcome to this beautifully cared for Colonial set on a private 1.11-acre homesite in one of Windsor's most picturesque settings. Tucked within the charming Settlement Hill neighborhood, this special property reflects the timeless character and quiet elegance that define New England living. Ideally situated near historic Palisado Avenue & the Oliver Ellsworth Homestead, the setting offers a unique sense of place, where natural beauty, tradition, and tranquility come together. Inside, warmth and character continue throughout, complemented by thoughtful updates & a wonderful sense of comfort. Beautiful hardwood flooring throughout most of the home, while Andersen windows throughout all three floors fill the home with natural light. The kitchen features beautifully appointed cabinetry & countertops, including a center island, along with a gas cooktop & new appliances. The primary bath has also been tastefully updated. Among the many improvements are a complete central air-conditioning system, a whole-house natural gas Generac generator, a new natural gas water heater, updated garage doors, solid wood window blinds, updated exterior doors, & an irrigation system. The expansive grounds provide a beautiful setting for relaxing, entertaining, & enjoying every season. With its classic Colonial design, thoughtful updates, & exceptional homesite, this charming property offers a rare combination of privacy, comfort, & timeless appeal. Truly a special property.

10 Settlement Hl, Windsor

$679,900
4 Beds 3 Baths 24203687 MLS
Beautiful Contemporary Colonial. Designed like no other, this stunning Contemporary Colonial offers a unique blend of style, comfort, and functionality. From the spacious layout to the thoughtful details throughout, this home is truly one you won't want to miss! Featuring 4 spacious bedrooms, including a luxurious main suite complete with double closets and a relaxing jacuzzi, there is plenty of room to unwind and enjoy your own private retreat. The home offers 2 1/2 bathrooms and a versatile floor plan designed for both everyday living and entertaining. The finished lower level adds approximately 450 additional square feet of living space and includes a convenient walk-out, providing even more flexibility for a recreation room, home office, gym, media space, or guest area. Additional highlights include a whole-house generator, irrigation system, and central air conditioning, offering comfort and peace of mind in every season. Beautifully designed and offering so much space and functionality, this distinctive Colonial is a rare opportunity. Not one to miss!

20 Center St, 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

$299,900
3 Beds 2 Baths 24201599 MLS
Attention Buyers, Investors & Agents! This home offers three bedrooms, one-and-a-half bathrooms, central air, hardwood floors, and an eat-in kitchen. With some TLC, the hardwood floors can be restored and brought back to life, adding character and value while creating an opportunity to build equity. One of the home's standout features is the heated bonus room, filled with natural light and offering flexibility for use as a family room, home office, study, or sunroom. Sliders provide direct access to the deck, which overlooks the rear yard. The rear yard offers plenty of space with a gentle decline and additional land, giving someone willing to put their imagination and tools to work an opportunity. Several sheds and pieces of equipment in the rear yard will convey with the property. The unfinished basement provides even more potential. Bring your tool belt and transform this space into something special-whether for additional living space, a workshop, a recreation area, or storage. The property also offers great front-yard curb appeal and a solid foundation for someone looking to make improvements and create value. The property is being sold AS IS. The buyer will be responsible for removing any remaining contents and personal items left behind. Whether you're an investor looking for your next project, a buyer searching for an affordable home with potential, or an agent representing someone ready to take on a renovation, this property is worth a look. Bring your vision

930 Delilah Dr, Windsor

$724,900
5 Beds 4 Baths 73564933 MLS
Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer.

255 High St Hill Rd, 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

$250,000
3 Beds 1 Baths 24194927 MLS
Welcome to 128 Woodland Street, located in Windsor's 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 include a charming enclosed front porch, a spacious living room and dining room with hardwood floors, a breakfast nook, and a convenient first-floor primary complete with a walk-in closet. Looking for extra space? You'll find an additional bedroom and sitting area in the finished walk-up attic. Large lower-level walkout with expansion potential awaiting your finishing touches. Outside, enjoy your private rear patio and large level yard. Don't miss the opportunity to call this home!

128 Woodland St, 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

$439,900
3 Beds 2 Baths 24196966 MLS
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 style. Step inside and discover a home filled with potential. While it is ready for some TLC and updating, it offers a functional layout with generous living spaces and endless opportunities to make it your own. One of the home's standout features is the inviting sunroom, providing the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful views of the surrounding property throughout the changing seasons. Outside, you'll appreciate the expansive yard with plenty of room to enjoy the outdoors. Whether you envision gardening, hosting family gatherings, or simply enjoying the open space, this property offers the setting to do so. Tucked behind the home is a detached barn that is in need of lots of TLC but offers plenty of potential for the next owner to restore and reimagine.

134 Pleasant St, Windsor

$449,000
4 Beds 3 Baths 24193537 MLS
Welcome to this spacious 4-bedroom, 21/2-bath Colonial located in one of Windsor's 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 and updates. The main level features a welcoming foyer, a bright living room, formal dining room, a spacious eat-in kitchen, and a comfortable family room that's perfect for everyday living or entertaining. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a private full bath, along with ample closet space throughout. Outside, enjoy a private backyard with plenty of room for outdoor gatherings, gardening, or simply relaxing. An attached two-car garage and full basement provide additional storage and endless possibilities. While the home would benefit from cosmetic updates such as fresh paint, flooring, and modern finishes, it has been well maintained and offers a fantastic opportunity to build equity in a highly desirable Windsor location. Conveniently located near parks, schools, shopping, restaurants, Bradley International Airport, and major highways, this home combines space, location, and value.

46 Lincoln Way, Windsor

$329,900
3 Beds 3 Baths 24194859 MLS
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, new doors, new front steps and new hand railings. The entire interior has new flooring and has been freshly painted. The kitchen is equipped with recess lighting, stainless steel appliances, granite counter tops and new cabinetry. The primary bedroom can accommodate large furniture and has a fully renovated bath attached. The second full bath is also fully renovated and offers a tub and shower option. The basement is partially finished. The walls are freshly painted and there is a half bath for your convenience. There is a new oil tank and furnace in place. The back yard is level and has plenty of potential. There are also new bulkhead doors that lead to the basement. This home is a must see. Schedule your showing today.

1008 N Worthy 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

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