Windsor Real Estate

Welcome to Windsor, Connecticut – a charming town steeped in history and brimming with vibrant community spirit. Nestled in Hartford County, Windsor is the second oldest town in Connecticut, founded in 1633. Its rich heritage is beautifully reflected in the well-preserved architecture and historical sites that dot the landscape, including the famed Windsor Historical Society and the elegant Palisado Green.

Windsor offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike. With its picturesque parks, such as the scenic Northwest Park, residents can enjoy outdoor activities ranging from hiking and biking to picnicking amidst nature's beauty. The town's commitment to green spaces fosters a strong sense of community, where neighbors gather for seasonal events and festivals that celebrate local culture.

Conveniently located just a short drive from Hartford, Windsor provides easy access to a wealth of amenities, including shopping, dining, and entertainment options. The local school system is highly regarded, ensuring that families have access to quality education for their children. Additionally, the town's proximity to major highways and the Bradley International Airport makes commuting a breeze.

Whether you're exploring the quaint downtown area filled with charming shops or enjoying a leisurely stroll along the Connecticut River, Windsor embodies the perfect balance of historic charm and modern convenience. Discover the warmth of this inviting community, and see why so many are proud to call Windsor home. Your dream home awaits in this delightful town!

Newest Listings in Windsor

$450,000

3 Beds ⋅ 3 Baths ⋅ 24207321 MLS

Completely renovated and truly turnkey, this stunning ranch is ready for its new owners. Enjoy ultimate year-round comfort with central heating and cooling, paired with a brand-new furnace, water heater, and stainless steel appliances. The open-concept living area flows effortlessly, while the fully finished basement provides exceptional extra space for entertaining, a home gym, media room, or all 3! Complete with an attached one-car garage, this low-maintenance home offers seamless move-in-ready living.

3 Vinlen Dr, Windsor

$359,900

3 Beds ⋅ 2 Baths ⋅ 24206994 MLS

Welcome home to 29 Maude Circle! Tucked away on a quiet cul-de-sac, this well-maintained ranch offers comfortable one-level living, a convenient location, and plenty of space to enjoy inside and out. Step inside to find beautiful hardwood floors throughout and a bright, inviting layout featuring three generously sized bedrooms and one and a half baths. Central air keeps the home comfortable during the warmer months, while solar panels offer the added benefit of energy efficiency. The partially finished basement provides valuable additional living space-perfect for a family room, home office, playroom, workout area, or whatever best fits your lifestyle-while still offering room for storage. Need even more storage? The walk-up attic provides convenient additional space and easy access. Outside, enjoy a level, fully fenced backyard with plenty of room for entertaining, gardening, pets, play, or simply relaxing outdoors. An attached one-car garage adds even more everyday convenience. And the location is hard to beat! Just minutes from Windsor Center, you'll have easy access to local coffee shops, restaurants, a bakery, grocery stores, and the Town Green. Convenient highway access also makes commuting and getting around the area a breeze. Offering the ease of ranch-style living, energy-conscious features, additional living and storage space, a great backyard, and convenient access to the best of Windsor.

29 Maude Cir, Windsor

$375,000

3 Beds ⋅ 1 Baths ⋅ 24207065 MLS

Charming Ranch in Windsor.. Move-In Ready! Well-maintained 3BR/1BA ranch on a spacious 0.72-acre lot. Recently updated with refinished floors, fresh paint, updated bath (new toilet & vanity), and a redone primary closet with custom shelving. Ceiling fans throughout, forced-air oil heat, central A/C, 2023 hot water heater, updated plumbing, and newer sump pump. Bright kitchen/dining area, cozy three-season porch w/ electric fireplace, attached garage w/ updated electrical, generator hookup, large level backyard, plus bonus outbuilding for storage. Close to schools & everyday conveniences.. great value in a strong Windsor market! Set up your private viewing today!

67 Mayflower Rd, Windsor

$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

$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

$525,000

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

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