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

$399,900

3 Beds ⋅ 2 Baths ⋅ 24205283 MLS

Charming and inviting Multifamily unit! This 2 Unit Bungalow home has a practical layout and plenty of character. The main unit features a living room, dining area, kitchen and 2 Bedrooms creating an easy flow for everyday flow for everyday living and entertaining. The 2nd unit has 1 Bedroom, kitchen and living space. This is a great opportunity to bring your vision to life! Come out and view this home today!

37 Irving St, Windsor

$379,900

24203421 MLS

An exceptional opportunity for landscapers, contractors, storage, and similar businesses looking for a property with substantial acreage, a large industrial garage, and excellent access to major transportation routes. This 15.20-acre site on Dudley Town Road in Windsor is ideally located just minutes from I-91 and offers great access to Windsor and Bloomfield business / industrial corridors. The property consists of two parcels and includes a 5,250-square-foot industrial warehouse. This is a unique opportunity to acquire a substantial parcel with existing infrastructure and excellent potential for a variety of uses. Come on...Let's take a look inside!

231-235t Dudley Town Rd, 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

$599,000

4 Beds ⋅ 3 Baths ⋅ 24205533 MLS ⋅ Ballymeade BLDG.

Welcome to 37 Ballymeade Lane! A spacious 3-bedroom, 3-bathroom condo offering approximately 2,205 square feet of comfortable living space in desirable Windsor. This 3-floor home affords bright and inviting interior; a smaller 4 th bedroom on the main floor has been converted into a den with a full bar, including a small refrigerator and a faucet. The Home includes new French doors opening to a deck in the private backyard, from the dining room. The office has been updated with Porcelain durable flooring. Off the office, a 3-Season room exists with the availability to easily install a hot tub with privacy trees surrounding the area. The Condo has been recently painted in most rooms, contains a brand- new updated bathroom on the second floor with an oversized tub, and all new wood flooring throughout the home. The basement is refinished, containing a full, professional gym which is optional in the Sale. All three floors offer an independent heating zone. The Master Bedroom has a walk-in closet, and the Condo contains generous closet space and rooms for Storage. The third floor has a walk-in Attic, as well. The Water Heater has been newly replaced in the past 2 years.....central air conditioning is included, as well as a gas fireplace for cozy, winter nights. The exterior landscaping is fully updated with a variety of bushes and trees. This Condo is privately located in the Cul De Sac, offering prime location in the Community. It's truly a "must-see"!

37 Ballymeade Ln Unit 37, 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

$349,900

2 Beds ⋅ 2 Baths ⋅ 24193498 MLS ⋅ Kings Landing BLDG.

Enjoy the best of comfortable and easy living at Kings Landing, one of Windsor's desirable 55+ communities. This rarely available, end unit condo welcomes you with wonderful curb appeal, a charming covered front porch and beautifully maintained grounds. Inside, you'll find a warm and inviting floor plan with plenty of space to relax and entertain. The bright kitchen offers an abundance of oak cabinetry and countertops, a lovely dining nook and new undermount lighting. The stunning dining room and spacious living room boast gorgeous hardwood flooring, new lighting and recessed lighting. The four season sunroom is sure to become a favorite gathering spot, with walls of windows bringing in an abundance of natural light. A French door leads to the patio, perfect for enjoying your favorite novel, hosting friends or unwinding at the end of the day. A versatile den provides a pocket door for privacy and features living space that can easily serve as a home office, an exercise or a craft room. The spacious primary bedroom offers closets galore and a designated full bath with a walk-in shower. You will love the luxury of the first level laundry station. With its welcoming atmosphere, thoughtful layout and peaceful setting, this is a wonderful opportunity to enjoy all that Kings Landing has to offer. There is tremendous value in the upgraded furnace, central AC system, a cedar closet and freshly and professionally painted interior and trim. Come on...Let's take a look inside!

241 Kings Lndg Unit 241, 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

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