Windsor Real Estate

Welcome to Windsor, Connecticut—a charming town nestled in the heart of Hartford County. With a rich history dating back to 1633, Windsor is one of the oldest towns in the state, offering a unique blend of historical charm and modern convenience. Known for its picturesque landscapes and vibrant community, Windsor is an ideal place for families, young professionals, and retirees alike.

Windsor boasts an array of beautiful parks and recreational facilities, perfect for outdoor enthusiasts. The scenic banks of the Connecticut River provide ample opportunities for boating, fishing, and hiking, while the town's numerous parks offer playgrounds, sports fields, and serene picnic spots. For those who appreciate history, Windsor is home to several historic sites, including the Old Windsor Historical Society and the captivating Palisado Green, where you can stroll through centuries of heritage.

The town’s convenient location offers easy access to major highways and is just a short drive from Hartford, making it an ideal spot for commuters. Residents enjoy a friendly, suburban atmosphere with a strong sense of community, complemented by a variety of local shops, restaurants, and cultural events throughout the year.

Windsor's excellent school system and family-oriented activities make it a desirable location for families looking to settle down. With a diverse housing market that includes charming single-family homes, modern condos, and spacious townhouses, there’s something for everyone in this welcoming town. Discover the warmth and charm of Windsor, CT—where history meets modern living in perfect harmony.

Newest Listings in Windsor

$320,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217146 MLS

This charming 3-bedroom, 1-bath Old Style home offers classic character, some interior upgrades, and so much potential! The fenced-in yard provides a great space for outdoor entertaining, gardening, or simply relaxing. A detached two-car garage adds convenience and extra storage. With a blend of traditional charm and thoughtful improvements, this home offers endless possibilities to add your personal touches and make it truly your own. Whether you're looking for your first home or your next project, this property is full of opportunity. Bring your vision and imagine the possibilities!

794 Matianuck Ave, Windsor

$340,000

ACTIVE Status ⋅ 24216875 MLS

# PRIME DEVELOPMENT OPPORTUNITY ## 459 Windsor Avenue, Windsor, Connecticut **Approximately 2 Acres | Mixed-Use Residential & Commercial Development** An exceptional development and investment opportunity featuring approximately **2 acres of land** strategically located at 459 Windsor Avenue in Windsor, Connecticut. The property offers significant flexibility for a variety of residential, commercial, retail, hospitality, and entertainment uses. Its mixed-use development potential makes it an attractive opportunity for investors and developers seeking to capitalize on the demand for housing, retail, and commercial space in the Greater Hartford area. ### Potential Development Uses - **Mixed-Use Residential & Retail:** Ground-floor retail or commercial space with up to 40 residential apartment units on the upper floors. - **Retail Shopping Center:** Retail stores, storefronts, neighborhood services, and commercial establishments. - **Office & Professional Buildings:** General business offices, medical offices, and professional services. - **Restaurants & Hospitality:** Restaurants, cafes, banquet halls, and event facilities. - **Hotel Development:** Boutique or limited-service hotel accommodations. - **Entertainment & Recreation:** Bowling alley, indoor entertainment center, or other recreational facilities. *All proposed uses are subject to applicable zoning regulations, site plan review, and municipal approvals.*

459 Windsor Ave, Windsor

$235,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24216610 MLS

Discover the potential at 17 Windbrook Drive in Windsor! This property presents an excellent investment opportunity for buyers looking to bring their vision to life and add value. Whether you're expanding your investment portfolio or searching for your next project, this is an opportunity worth exploring. Property is being sold AS IS. Schedule your private showing today! Subject to probate court approval

17 Windbrook Dr, Windsor

$385,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24216568 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

$379,900

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215160 MLS ⋅ Walden Woods BLDG.

Welcome to 144 Morning Glory Court, a bright and beautifully maintained 2BR, 2BA condo offering 1,506 square feet of comfortable single-level living in the desirable Walden Woods community. Vacant and move-in ready, this inviting home is ready for its next owner! The open-concept living and dining area features soaring ceilings and expansive windows that fill the space with natural light, creating an airy and welcoming feel. The kitchen is conveniently located near the first-floor laundry and offers direct access to the spacious two-car garage. Step outside to enjoy brand-new, premium Trex deck overlooking a charming fenced-in garden area-a lovely spot for morning coffee, outdoor dining or simply unwinding at the end of the day. The spacious primary suite offers a peaceful retreat, with a large walk-in closet and private full bath featuring a separate soaking tub and walk-in shower. A second bedroom provides a comfortable space for guests, hobbies or home office. Downstairs, a partially finished basement offers flexible bonus space, ideal for a media room, workout room, home office, or additional storage. Enjoy the ease of low-maintenance living with The Walden Woods Association taking care of the exterior grounds and snow removal. The monthly HOA also covers landscaping, mulching, trimming and tree care.

144 Morning Glory Ct Unit 144, Windsor

$325,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24211093 MLS

There's something about a New England Cape that makes coming home feel a little sweeter. Picture arriving after a busy day, setting your bags down, and letting the evening take shape at your own pace. Maybe dinner is a favorite recipe, maybe it's takeout and a movie, or maybe friends stop by and a quick visit turns into hours of good conversation. This three-bedroom, two-bath home in Windsor offers a place to settle into all of those everyday moments and make them your own. Mornings might begin with coffee and a few quiet minutes before the day gets moving. Weekends leave room for sleeping in, tackling a project, or heading out to explore Windsor before coming home to recharge. Three bedrooms give you options for how you live: a comfortable place to rest, room for overnight guests, or a dedicated space for working, creating, or pursuing whatever you love. Two bathrooms add convenience to daily routines, whether you're getting ready for the day or hosting company for the weekend. The appeal of Cape living is easy to imagine: familiar New England character, rooms made personal with all your favorite things, and a home that becomes part of your story over time. Think cozy evenings when the weather turns cool, a meal shared with people you love, and the satisfaction of having a place that feels like your own. Whether your next chapter calls for a fresh start, more flexibility, or simply a change of scenery, this Windsor Cape invites you to picture the life you could build here.

140 Matianuck Ave, Windsor

$650,000

1 Baths ⋅ ACTIVE Status ⋅ 24211455 MLS

This Wine & Liquor Store is across from New Apartments and located in the Center of Town. This is a confidential listing. Please have Confidentiality Agreement Signed. An original loan officer has pre-qualified the property if there is a financially secure owner operator buyer to purchase the business simultaneously for $330,000 plus liquor inventory estimated at approximately $150,000. The store has new gondola clean metal shelving throughout and newer ceiling tiles. The Endless Refrigerated Display case was installed as a used unit but is very clean with glass doors and back storage. There is a kitchenette and shower in the back of the store. Customers can enter from the massive back parking lot and front spaces. The Owner of the Building is operating since taking over in 2023 as Absentee. There is a manager in place. Please do not speak to the Sales Staff. If you would like to send a client as a customer to browse, please give them proper instructions. This is a Building Opportunity to purchase the business for additional money and operate as a retail store. Your client will need to apply for licenses to continue with the operation and comply with the CT Liquor Commission.

Windsor

$279,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212833 MLS

Cozy three-bedroom ranch nestled on a quiet dead-end street in Windsor, offering added privacy and minimal through traffic. This inviting home features hardwood floors throughout, a private driveway with ample space for multiple vehicles, and a full basement with exterior access. The basement provides excellent potential for additional storage, a workshop, or future expansion. A comfortable and conveniently located home with plenty of opportunity to make it your own.

28 Nod Rd, Windsor

$329,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212093 MLS

CLASSIC COLONIAL LIVING W/THOUGHTFUL UPDATES & EXCEPTIONAL SETTING! Set against the open fields of Clover Street School & positioned on a level .26 acre lot, this 3 bedroom home offers approximately 2,130sf of comfortable living space. Inside, the home unfolds w/gracious living spaces that make a traditional colonial so enduring. The front-to-back living room features hardwood flooring & an abundance of natural light, while the dining room is distinguished by crown & wall molding. The kitchen has been refreshed w/new stainless steel range & refrigerator, & a charming sunroom provides a delightful transition to the outdoors, opening to the rear patio & a mature pear tree that produces fruit seasonally. A convenient half bath completes the main level. Upstairs, the primary bedroom offers a generous walk-in closet, accompanied by 2 additional bedrooms & a full bath. New luxury vinyl plank flooring enhances the stairs & upper level, w/original hardwood floors preserved beneath. The finished lower level adds remarkable flexibility, offering a recreation room w/dry bar, finished laundry area w/utility sink & built-in cabinetry, & extensive storage. Whether envisioned as a casual gathering space, home gym, office, or media room, it provides valuable additional living space. Outside, the paved driveway leads to a detached 1-car garage w/a generous carport overhang, providing covered parking or an inviting shaded setting for outdoor entertaining. ***CONTINUED***

37 Clover St, Windsor

$1,100,000

6 Baths ⋅ ACTIVE Status ⋅ 24211723 MLS

VERSATILE MIXED-USE / FLEX INVESTMENT & BUSINESS OPPORTUNITY: Versatile 1.10-acre mixed-use property in a desirable Windsor location adjacent to the majestic Palisado Historical District. Offering two distinct structures and a combination of income-producing flex space, redevelopment potential, office capability, and residential possibilities. The property features a 9,600 SF Flex/Industrial building comprised of six 1,600 SF units, all currently occupied and generating rental income. Each unit is equipped with a 10-Foot-High overhead door. Adding another dimension to the property is a 1,702 SF, four-bedroom, 11/2-bath Farmhouse. Can be a beautiful new residence or converted into a corporate office, professional headquarters, conference center, meeting facility, or executive office environment. The property is located in Windsor's I (Industrial) Zone, which accommodates a broad range of commercial activities. Situated in a quaint industrial neighborhood with convenient access to Day Hill Road (one of Windsor's major commercial corridors) as well as Interstate 91 and 291 and Routes 159, 187, 189, and 305. Bradley International Airport is approximately 15 minutes away. Bring your business, investment strategy, and imagination to this exceptionally versatile business opportunity.

77-81 Pierson Ln, Windsor

$530,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211130 MLS

Spacious 4-Bedroom Colonial in a Desirable Neighborhood! Welcome to this spacious four-bedroom Colonial offering comfortable living, versatile spaces, and a convenient location. Situated in a desirable neighborhood just ten minutes from Bradley International Airport, this home provides easy access to major highways, shopping, restaurants, and nearby Amtrak rail service. The main level features a bright living room, formal dining room, and a welcoming family room with a fireplace. The spacious kitchen offers granite countertops and breakfast-bar seating, creating the perfect setting for everyday dining and entertaining. The upper level features four bedrooms and two full bathrooms, providing plenty of room for family, guests, or a home office. The lower level offers additional family and recreation space, ideal for a game room, media room, fitness area, or hobby space. Enjoy outdoor living with a backyard, deck, and patio, perfect for summer barbecues, gatherings, and relaxing outdoors. An attached two-car garage provides convenient parking and additional storage potential. Conveniently located near transportation, shopping, and major commuter routes, this Colonial offers a wonderful combination of space, functionality, and accessibility. Don't miss the opportunity to make this home your own!

85 Village Ln, Windsor

$459,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24210850 MLS ⋅ Walden Woods BLDG.

Welcome to your new home in the Coveted Country Walk section of Walden Woods. This beautiful home features a fantastic layout, hardwood floors and a trex deck for the beautiful New England days. The first floor has everything you need - a den, formal dining and living rooms, a Primary suite, laundry room and an eat-in kitchen opening to a deck overlooking green space. The upstairs has a loft large enough to make into an office, reading area, crafting space or whatever you can dream up, adjacent to two spacious bedrooms with walk-in closets and a full bath. Electric car? There is a plug in the garage, which also has a poured epoxy floor. Need storage? In addition to TONS of closet space, there is a full unfinished basement. Seeking activities? There are walking trails, tennis courts, an in-ground pool, a clubhouse, a community garden and more - right in your backyard. This lovely home is aspirational living at its finest.

42 Marble Faun Ln Unit 42, Windsor

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Windsor Real Estate

Newest Listings in Windsor

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