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209 Palisado 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

1419 Poquonock Ave, Windsor
$365,000
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

20 Center St, Windsor
$659,900
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

15 Barber St, Windsor
$409,900
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. one of the parties to the LLC has an active real estate license.

15 Barber St, Windsor

930 Delilah Dr, Windsor
$279,900
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

255 High St Hill Rd, Windsor
$724,900
5 Beds ⋅ 4 Baths ⋅ 73564933 MLS
Tucked away on 3.24 wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across multiple finished levels. The main home features four bedrooms, 2.5 baths, spacious living, family and dining rooms, plus a third-floor great room and additional flex space. A separate in-law suite adds exceptional versatility with its own kitchen, living room, bedroom, full bath, deck and upper-level flex room—ideal for extended living, guests or a variety of household needs. Soaring ceilings, exposed timber beams, hardwood floors and a dramatic center chimney add character throughout, complemented by multiple wood-burning fireplaces, a pellet stove and abundant natural light. Additional highlights include an owned 9.52 kW solar system, oversized attached garage, spacious decks and generous parking, all within a short drive of Berkshire attractions and Northampton.

255 High St Hill Rd, Windsor

94 Park 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

1178 Poquonock 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

66 Poquonock Ave, Windsor
$1,200,000
9 Baths ⋅ 24192556 MLS
Exceptional Mixed-Use Investment Opportunity in the heart of Windsor! Discover the perfect blend of commercial and residential income at 66 Poquonock Avenue. A unique opportunity to operate your business and live on the property offering the convenience and flexibility of combining your work and home in one location. Ideally located steps from the vibrant Windsor Center, this well maintained mixed-use property offers outstanding versatility and long-term investment potential. The property features over 1,500 square feet of commercial office space, ideal for professional offices, medical, retail, or service orientated businesses. Complementing the commercial space are the 7 potential income producing residential rental units, creating multiple revenue streams and strong cash flow potential. Situated on a generous lot with ample off street parking for tenants, customers, and employees, this property offers exceptional convenience in a highly desirable, walkable location. Enjoy easy access to restaurants, shops, the Windsor Train Station, Parks, and community events, while remaining just minutes from I-91, Bradley International Airport, and Hartford. Whether your an investor seeking a stable income-producing asset or an owner occupant looking to operate your business while benefiting from residential rental income, this is a rare opportunity to own a premier mixed-use property in one of Windsor's most desirable locations.

66 Poquonock Ave, Windsor

284 Deerfield Rd, Windsor
$325,000
3 Beds ⋅ 2 Baths ⋅ 24192736 MLS
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 living spaces, giving you the perfect canvas to make it truly your own. Step outside to enjoy a fully fenced-in yard and a large deck - ideal for entertaining, relaxing, or simply enjoying some outdoor space of your own. Location is everything, and this home delivers - with easy access to major highways (91, 291, and 84), you'll enjoy a quick commute in any direction. You're also just minutes from shopping, parks, and a convenient bus route, making everyday errands and outings a breeze. Don't miss your chance to turn this house into your dream home - schedule a showing today!

284 Deerfield Rd, Windsor

27 Eagleton Dr, 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

245 Deerfield Rd, Windsor
$320,000
6 Beds ⋅ 5 Baths ⋅ 24185539 MLS
Price Improvement! Own a piece of history in this 1796 colonial, built by Elisha Moore, a 4-unit investment property on .77 acre. Included a one-car garage with bay, a loft above the garage that can be used for crafting, office, man's cave, storage, or additional income, with plenty of parking for tenants/guests. This current owner started renovations, but could not complete them. When the home was purchased in 2021, the main unit consisted of ~2200 sqft with 3 bedrooms & 2 baths with separate entrances from the rest of the house. The front building is divided into 3 separate units, each with a kitchen, Living area, one bedroom & bath. Live in the main unit and rent the other 3. There is a brick outbuilding that can also be used as additional storage. Two of the units have been gutted/partially reframed and the floors removed, and never completed. You can change the floor plan. With a stand-up attic possibly be expanded with additional rooms. Great property for an investor looking to restore a priceless piece of history. A lot of potential for someone creative, patient, and accepts a rewarding challenge. The home is being sold AS-IS. Home inspections for informational purposes only. Plumbing does not work. A hold harmless is required for all showings. "Back on market-buyer financing collapsed."

245 Deerfield Rd, Windsor

857 Stone Rd, Windsor
$650,000
3 Beds ⋅ 3 Baths ⋅ 24170111 MLS
The perfect blend of comfort, convenience, & modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful farming area. Ideally located near major highways & international airport. This home offers effortless access to everything you need-just 30 min to Hartford, 20 min to Springfield, MA, 1.5 hrs to Boston, & 2 hrs to New York City. This thoughtfully designed 3-4 bedroom, 2.5-bath home features a spacious & functional layout with stylish finishes throughout. Enjoy luxury vinyl flooring across the main living areas, complemented by cozy carpeting in the bedrooms. The laundry room on 2nd floor adds everyday convenience, while attached 2-car oversized garage has automatic doors enhancing ease of living. 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. Lot continues far into wooded area past clearing- Built with efficiency in mind, this home includes propane gas heat, central air conditioning, & 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 or exercise room/office. Public H2o & septic system built for 4 beds adds flexibility for future expansion, currently 3 completed beds. Enjoy tranquility of country setting close to everything!

857 Stone Rd, Windsor

823 Stone Rd, 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

823a 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

318 Capen St, 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

Walnut And Larch Dr, Windsor
$265,000
24152589 MLS
This 13.3 acre property consists of high-quality farmland that has naturally regenerated into a forest of white pine and mixed hardwoods. The land was originally created as 16 individual lots as part of an adjacent subdivision that was never completed and has since been combined into one contiguous parcel. Most of the property is now zoned Agricultural, with a few acres at the north end remaining in the R-10 Residential District, and it lies within the Agricultural District, which allows for one single-family residence, barns, and structures supporting agricultural uses. Electric service is available at the street, while water and septic systems are private. The property is conveniently located near Bradley International Airport, and the paper roads originally planned to serve the subdivision were never constructed. The underlying soils are Windsor Loamy Sand (0-3 per cent slopes), a highly regarded agricultural soil type known for excellent drainage and suitability for high-value crops, including wrapper-grade tobacco, making this property particularly attractive for agricultural use, homesteading, or long-term investment.

Walnut And Larch Dr, Windsor

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