Windsor Real Estate

Welcome to Windsor, Connecticut—a charming town nestled in Hartford County that beautifully blends rich history with modern living. Established in 1633, Windsor is one of the oldest towns in the state, steeped in colonial heritage and vibrant community spirit. With its picturesque landscapes, scenic parks, and inviting neighborhoods, Windsor offers a serene escape while being conveniently located just a short drive from the bustling city of Hartford.

Windsor boasts a variety of outdoor recreational opportunities, including the stunning Northwest Park, which features walking trails, picnic areas, and a beautiful nature center. For those who enjoy water activities, the Connecticut River offers kayaking, fishing, and breathtaking views. The town is also home to several historical landmarks, such as the Windsor Historical Society and the Oliver Ellsworth Homestead, where you can immerse yourself in the rich tapestry of the town’s past.

The community is known for its excellent schools, making it an ideal place for families. Windsor’s diverse neighborhoods cater to a range of lifestyles, from charming historic homes to contemporary developments. Residents enjoy a close-knit community feel, with local events, farmers' markets, and seasonal festivals that bring everyone together.

With its unique blend of history, culture, and natural beauty, Windsor is not just a place to live—it's a place to thrive. Whether you're looking for your first home or seeking to relocate, Windsor offers a welcoming atmosphere and a promising future. Come discover the charm of Windsor, where every corner tells a story and every day feels like home.

Newest Listings in Windsor

$275,000

3 Beds ⋅ 2 Baths ⋅ 24192993 MLS

Welcome to 15 Bina Avenue! Offering 1,150 square feet of endless potential, this Windsor home is a exceptional opportunity for buyers or investors looking to customize, add updates, and build immediate equity. The main level features a functional living layout with great natural light and effortless flow. Upstairs, you will find three bedrooms complete with original hardwood floors and 1.5 bathrooms. The full basement provides excellent additional storage or potential for future finished space, while the detached 2-car garage offers ample room for vehicles, extra storage, or a workshop. Conveniently located in a quiet Windsor neighborhood with quick access to local shopping, dining, parks, and major highways for an easy commute. Bring your design ideas and make this property your own-schedule your showing today!

15 Bina Ave, Windsor

$299,900

4 Beds ⋅ 2 Baths ⋅ 24183076 MLS

Nestled in a very sought after location, this classic four bedroom, two full bath Cape presents a wonderful opportunity to create the home you've always envisioned. The spacious kitchen offers an abundance of cabinetry and counter space. The inviting living room is centered around a cozy wood burning fireplace, while the first floor also features a full bath and two bedrooms. Upstairs, you will find two additional bedrooms and a second full bath. Hardwood flooring extends throughout, adding timeless character and warmth. Central air on the first floor enhances everyday comfort, and a breezeway offers a convenient entrance from the one car garage. Outside, the beautiful level backyard provides plenty of space for gardening, entertaining, or simply relaxing. The scenic Washington Park is down the street, offering fabulous green space and outdoor recreation for all ages. Enjoy the convenience of living minutes from Windsor Center's coffee shops, restaurants, a grocery store, an ice cream shop and the Town Green, where community events, summer concerts, and the popular Farmers Market bring neighbors together throughout the year. The charming Farmington River is also nearby, offering beautiful and scenic walking trails, as well as summer time fun with kayaking, tubing, boating and fishing. This inviting home is filled with great potential and awaits its next owner. Come on...Let's take a look inside!

10 Lennox Ave, Windsor

$439,900

3 Beds ⋅ 3 Baths ⋅ 24147838 MLS

Move right in and enjoy this beautiful three bedroom, two full and one half bath Colonial home, offering inviting living spaces and a sought after floor plan. The stunning and well appointed kitchen boasts an abundance of beautiful maple cabinetry, granite countertops and breakfast bar, stainless steel appliances, pendant lighting, tile backsplash and a sunny dine-in area. The heart of the home is in the expansive family room, complete with hardwood flooring, recessed lighting, a wood-burning fireplace with a custom wood mantle and a patio door leading to the spacious deck. Perfect for serving casual or formal dinners, the dining room features gleaming hardwood flooring. Spend the evening relaxing with your guests in the welcoming atmosphere of the living room. At the end of the day, retreat to the primary bedroom with a walk-in closet, recessed lighting and a private full bath. Two additional bedrooms and a second full bath complete the upper level. The partially finished lower level offers two versatile spaces, perfect for a recreation room, a home office, a fitness area or a media room. Step outside to the expansive backyard, ideal for outdoor entertaining, summer barbecues or simply relaxing. There is tremendous value in the new roof, Harvey thermal pane windows, low maintenance vinyl siding, new fenced yard, Kloter Farms shed, irrigation system, freshly painted interior, 200 amp electrical and a fabulous nearby neighborhood park. Come on...Let's take a look inside!

28 Somerset Dr, Windsor

$449,900

4 Beds ⋅ 3 Baths ⋅ 24193773 MLS

Nestled in a quiet neighborhood, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, character, and opportunity. Freshly painted throughout, this home is a blank slate ready for its next owner to make it their own. The inviting floor plan features hardwood floors, a dramatic vaulted-ceiling living room, and a large rec room with exposed wood beams and a beautiful Vermont soapstone wood stove, creating a warm and welcoming space for relaxing or entertaining. The primary suite includes a private en suite bath, while the flexible layout provides plenty of room for family, guests, or a home office. The finished lower level offers even more space to fit your needs. Step outside to a large deck with a pergola overlooking a picturesque backyard complete with a peaceful brook and a large storage shed, offering the perfect setting to enjoy nature and outdoor gatherings. Additional highlights include a full-house propane generator, newer roof (approximately 2 to 3 years old), newer central air conditioning, a two-car garage, and a recently resealed driveway. With generous living space, a desirable location, and endless possibilities to personalize, this is a wonderful opportunity to create the home you've always envisioned.

40 Eastview Dr, Windsor

$699,900

4 Beds ⋅ 3 Baths ⋅ 73553438 MLS

Enjoy comfort, space, and privacy in this custom 8-room post and beam home set on 25.3 scenic acres. The property features 2½ bathrooms, Bruce hardwood floors, first-floor laundry, and a spacious living room with high ceilings and a pellet fireplace. The partially finished basement adds living space with a family room, wood-burning fireplace, and bar area. An oversized two-car garage provides added convenience and storage above. Outside, you’ll find a15x26 in-ground pool with pavilion, 3 storage sheds, a 24’ x 20’ barn, a large rear wooden deck, and a front Trex deck. The acreage offers excellent privacy and plenty of room for recreation, gardening, animals, equipment storage, or hobby farming. Whether you’re looking for a peaceful country retreat or a property with room to grow, this estate offers a rare opportunity to own acreage, outbuildings, a pool, and generous living space.

200 Peru Rd, Windsor

$425,000

5 Beds ⋅ 2 Baths ⋅ 24192829 MLS

Open house schedule- 7/31: 4pm-7pm. & 8/1: 11am-2pm Windsor's finest ! This amazing 2 family is the perfect property for investors or owner occupants! Featuring 3 bedrooms and 1 bathroom on the first floor and 2 bedrooms and 1 bathroom on the second floor. Can easily maximize your cash flow. Remodeled units throughout. Newer gas heating systems, Newer Roof, Newer Siding, electrical and windows as well. Spacious basement can be used for additional living space. Plenty of storage and closet space. On and off street parking. Easy access to bus lines, parks and restaurants. Come check this property out!

23 Lyme St, Windsor

$1,500,000

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. 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

$379,900

3 Beds ⋅ 2 Baths ⋅ 24193517 MLS

REMODELED JUST A FEW YEARS AGO!! Incredible kitchen with white cabinets, subway tile backsplash, granite counters & all newer appliances! There is a PRIMARY BEDROOM SUITE with a FULLY REMODELED BATHROOM! The second full bathroom in the hallway is also fully remodeled with a navy blue vanity, tile shower with tub and tile floor. Also done in 2024, the roof, the vinyl siding, new 100amp electrical service, high efficiency furnace, hot water heater, CENTRAL AIR, windows, deck, gutters & garage doors!! This home offers ONE LEVEL LIVING with first floor laundry. Oversized garage with extra storage space. I'm really not sure what else you want!! Quiet neighborhood and all the work is DONE!! The best of all worlds awaits you!

124 Grove St, 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

$469,900

4 Beds ⋅ 3 Baths ⋅ 24192372 MLS

Wonderfully updated 4 Bedroom Ranch house with all bedrooms on the main floor. The master bedroom has two closets and a full bathroom. Property has 3 full Bathrooms with one located in the lower level which could allow for an in-law apartment. There is a door that allows access to the basement/lower level from the exterior of the house and access from the interior also. The lower level is heated and has a wood stove. There is a large family room in the lower level along with the Bar for your entertainment space. The laundry area is located in the lower level. The floors in the kitchen area and dining area have heated floors.

9 Washington Rd, Windsor

$95,000

24191884 MLS

almost 2 acres of land designated for commercial building

1333 Palisado Ave, Windsor

$315,000

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

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