Windsor Homes with Colonial Style

Welcome to Windsor, Connecticut—a charming town nestled in Hartford County that seamlessly blends rich history with modern living. Known for its picturesque landscapes and a strong sense of community, Windsor offers a delightful environment for families, professionals, and retirees alike. With its convenient location just a stone's throw from Hartford, residents enjoy easy access to urban amenities while basking in the tranquility of suburban life.

Windsor is steeped in history, being one of the oldest towns in Connecticut, founded in 1633. The town boasts beautiful parks, vibrant local shops, and a variety of dining options, making it an ideal place for both relaxation and recreation. The scenic Connecticut River provides ample opportunities for outdoor activities, from kayaking to fishing, while the well-maintained trails are perfect for hiking and biking enthusiasts.

For those captivated by classic architecture, Windsor is home to a stunning array of Colonial-style homes. These charming residences, with their symmetrical facades and elegant detailing, embody the timeless elegance that many homeowners cherish. With spacious interiors and beautifully landscaped yards, Colonial homes in Windsor offer a perfect blend of comfort and style. Imagine hosting gatherings in your grand living room or enjoying quiet evenings on a classic front porch, all while surrounded by the rich historical ambiance that Windsor has to offer.

Whether you’re searching for your first home, a place to raise a family, or a peaceful retirement retreat, Windsor’s Colonial-style homes provide a unique opportunity to embrace both history and modern living in a welcoming community. Come discover the charm of Windsor, where your dream home awaits!

Newest Windsor Homes with Colonial Style

$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

$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

$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

$349,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209051 MLS

Step into timeless charm and classic New England character at this well maintained home on desirable Poquonock Avenue. Rich in historic appeal, this residence showcases architectural details that reflect Windsor's heritage while offering the comfort and functionality today's homeowners seek. Inside, you'll find beautiful hardwood floors flowing throughout the home, creating warmth, elegance, and a seamless feel from room to room. Natural light fills the inviting living spaces, highlighting the home's distinctive character and craftsmanship. Ideally located, this property offers convenient access to Windsor's many amenities, including parks, shopping, dining, schools, golf courses, and major commuter routes. Enjoy the charm of a neighborhood steeped in history while remaining just minutes from Bradley International Airport, downtown Hartford, and Windsor's vibrant town center. Whether you're relaxing at home or exploring everything the area has to offer, 1476 Poquannock Avenue provides a unique opportunity to own a home that beautifully blends historic character, an exceptional location, and timeless hardwood flooring throughout. Both attic and basement can be finished fully to give additional living space.

1476 Poquonock Ave, Windsor

$574,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205888 MLS

Words can't capture the value packed into this beautiful home in a settled, sought-after neighborhood. Pride of ownership shows in every upgrade. Most appealing in today's economy: purchased solar panels (not leased!) have eliminated electric bills, paired with an EV charging station and a Powerwall backup generator. This home is ahead of its time - and ready for whatever comes next. Greeting you at this beautifully updated and landscaped property is a flexible floor plan that will WOW you from the entry. The front room can serve as a formal living room/parlor or a regal home office. Also at the front of the home is the dining room, which has doubled as a den. Continue into the open kitchen, featuring premium new appliances and an eat-in dining space that flows into another gathering room with a fireplace. From here, French doors with sidelights and screens open to let in the fresh air. This floor also has a laundry/bath wing off the kitchen leading to the two-car garage, complete with EV charging setup. Upstairs you'll find an updated full bath and four bedrooms, including a primary suite with its own updated full bathroom - complete with a shower stall, soaking tub, and walk-in closet. Hardwood floors flow throughout both the first and second levels as well as updated lighting with fans in most rooms. (see more below)

38 Milo Peck Ln, Windsor

$624,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$659,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203687 MLS

Beautiful Contemporary Colonial on 4.34 acres! Designed like no other, this stunning home offers a unique blend of style, comfort, and functionality. From the spacious layout to the thoughtful details throughout, it is truly one that you won't want to miss! Features include: 4 spacious bedrooms, including a retreat like primary bedroom suite, complete with double walk-in closets, a relaxing jacuzzi and a separate sitting area, 2 1/2 bathrooms, 2 fireplaces, hardwood floors, recess lighting, and an oversized garage with workshop counters and extra storage. The open and versatile floor plan is designed for both everyday living, relaxing and entertaining. The finished lower level adds approximately 450 additional square feet of living space and includes a beautiful fireplace, hot tub hook-ups and a walk-out slider to a private deck providing even more flexibility for a recreation room, home office, gym, or possible in-law. Additional highlights include a hard-wired generator, lawn irrigation system, and central air conditioning which offers comfort and peace of mind in every season. Views of fall foliage from every window is a sight to see. Book your showing today!

20 Center St, Windsor

$545,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$650,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24170111 MLS

The perfect blend of comfort, convenience, & modern design in this stunning new construction Colonial set on nearly 1.5 acres in a peaceful farming area. Ideally located near major highways & international airport. This home offers effortless access to everything you need-just 30 min to Hartford, 20 min to Springfield, MA, 1.5 hrs to Boston, & 2 hrs to New York City. This thoughtfully designed 3-4 bedroom, 2.5-bath home features a spacious & functional layout with stylish finishes throughout. Enjoy luxury vinyl flooring across the main living areas, complemented by cozy carpeting in the bedrooms. The laundry room on 2nd floor adds everyday convenience, while attached 2-car oversized garage has automatic doors enhancing ease of living. Kitchen comes fully equipped with all appliances included, opening to a bright dining area that leads out to a low-maintenance Trex deck-perfect for relaxing or entertaining. The home is also framed for a future fireplace insert in the family room. Lot continues far into wooded area past clearing- Built with efficiency in mind, this home includes propane gas heat, central air conditioning, & hybrid hot water heater with a built-in dehumidifier. The basement is ready to be finished, and the home is already framed for a potential 4th bedroom, den, rec room or exercise room/office. Public H2o & septic system built for 4 beds adds flexibility for future expansion, currently 3 completed beds. Enjoy tranquility of country setting close to everything!

857 Stone Rd, Windsor

$635,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24156238 MLS

Imagine pulling into your driveway, greeted by open fields and the quiet charm of farmland - yet knowing you're just minutes from Bradley International Airport and major highways. Here, you can enjoy peaceful country living while staying under 30 minutes to Hartford and Springfield, and within two hours of Boston and New York City. Step inside the home you helped design, built by Fauteux Construction. The first floor welcomes you with crown molding details, a bright living room that could easily serve as a private office or den, and a warm family room anchored by a gas fireplace. The dining area flows effortlessly into an eat-in kitchen with a breakfast bar, where sliding glass doors frame views of your expansive backyard. Just beyond, a two-car garage connects conveniently to the kitchen for everyday ease. Upstairs, all bedrooms are thoughtfully placed for privacy, along with a centrally located laundry closet that simplifies daily routines. Tiled bathrooms, beautiful finishes, and the opportunity to select your own flooring, colors, and materials allow you to create a home that truly reflects your style. You may even bring your own plans for consideration, ensuring every detail fits your vision. This is more than new construction - it's your chance to build a custom home in a setting that offers rural serenity without sacrificing location or convenience. Lead time is approximately six months from time of contract. Your plans or builders~ Finally, get what you want!

823 Stone Rd, Windsor

$729,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24156249 MLS

823a Stone Rd, Windsor

$629,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24154187 MLS

**UNDER CONSTRUCTION**Fabulous Hopscotch Model New Construction offering a flexible, Open Floor Plan with Modern Finishes throughout. Enjoy 2,160 SF of living space! Unique Country Covered Front Porch! The Kitchen features Granite Countertops, a Center Island, Pantry, and Stainless-Steel Appliances, opening seamlessly to the Living and Dining areas for easy Entertaining. You'll also love the convenient Mudroom Entry from the 2 Car Garage and a dedicated Formal Dining Room, Study or Office on the First Floor making Everyday Living Convenient. Upstairs, the spacious Primary Suite includes a his & her Walk-in Closets and a Full Bathroom, along with THREE additional Bedrooms and a Full Main Bath. Highlights include Wonderful Cabinet choices with soft-close hinges, full-extension drawers, Modern Lighting and Flooring, Granite in the Kitchen and Baths, Central air, Architectural roof, and Thermopane tilt-in Windows, 200Amp Electrical, plus a welcoming Covered Front Porch. This is a Great Opportunity for Rare New Construction in Windsor! This is a very level lot, in a super convenient location, close to schools, parks, shopping and highways!

318 Capen St, Windsor

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Windsor Homes with Colonial Style

Newest Windsor Homes with Colonial Style

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