Windsor Homes for Sale

Welcome to Windsor, Connecticut – a charming town that perfectly blends rich history with modern living. Nestled in Hartford County, Windsor is one of the oldest towns in the state, dating back to 1633. This vibrant community boasts a picturesque landscape along the banks of the Connecticut River, offering residents a serene yet engaging environment. With its historic architecture, lush parks, and friendly neighborhoods, Windsor is an ideal place to call home.

Windsor’s strategic location provides easy access to major highways and public transport, making it a convenient hub for commuters traveling to nearby cities like Hartford and Springfield. The town is known for its excellent schools, making it a perfect choice for families. With a variety of recreational facilities, including parks, bike trails, and sports complexes, there’s always something to do outdoors.

If you’re considering a move to Windsor, you’ll be pleased to know that a diverse range of homes for sale is available. From charming colonial-style houses to modern townhomes, the real estate options cater to every taste and budget. Whether you’re a first-time homebuyer, looking to downsize, or seeking a family-friendly neighborhood, Windsor has something for everyone.

Explore the thriving local community, enjoy delicious dining options, and take advantage of the numerous cultural and recreational activities. With its unique blend of history, community spirit, and beautiful homes, Windsor is not just a place to live; it’s a place to thrive. Discover your dream home in Windsor today and experience all that this delightful town has to offer!

Newest Windsor Homes for Sale

$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

$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

$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. 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

$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

$559,900

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

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