Watertown Homes with Colonial Style

Welcome to Watertown, Connecticut – a charming town nestled in the heart of Litchfield County, where history meets modern living. With its picturesque landscapes and vibrant community spirit, Watertown is a hidden gem that offers a perfect blend of small-town charm and contemporary conveniences. Just a stone's throw away from the bustling cities of Waterbury and Torrington, residents enjoy easy access to shopping, dining, and recreational activities while reveling in the tranquility of suburban life.

One of the most appealing aspects of Watertown is its rich architectural heritage, particularly the stunning Colonial-style homes that grace its streets. These timeless residences exude elegance and character, often featuring classic elements such as gabled roofs, symmetrical facades, and inviting front porches. The Colonial style is not only aesthetically pleasing but also functional, offering spacious layouts that cater to modern family living. Many of these homes are set on beautifully landscaped lots, providing ample outdoor space for relaxation and entertainment.

In Watertown, you’ll find a diverse selection of Colonial homes, each with its own unique charm. Whether you’re seeking a cozy starter home or a grand estate, the options are plentiful. The town's strong sense of community is reflected in its well-maintained neighborhoods and friendly atmosphere, making it an ideal place for families, retirees, and everyone in between.

Explore the beauty and warmth of Watertown, where your dream home awaits among the lovely Colonial residences. Come discover the perfect blend of history, comfort, and community in this inviting Connecticut town!

Newest Watertown Homes with Colonial Style

$289,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213412 MLS

Welcome to this charming 3-bedroom, 2-full-bath Colonial, situated on a level lot in Oakville with easy access to town and highways. Expanded in 2019, this inviting home blends rustic charm with updates for comfortable everyday living. Enter through the front sun porch, a welcoming space to relax and enjoy the seasons. Inside, recessed lighting adds a warm touch throughout, while the spacious primary bedroom features a vaulted ceiling. One of the two full baths offers a jetted tub for unwinding at the end of the day. Updates include plumbing, wiring and electrical improvements, along with the installation of central air. A full basement provides plenty of storage, and attractive blue vinyl siding offers easy maintenance. Come discover the charm and convenience this Oakville home has to offer!

60 Rockdale Ave, Watertown

$309,900

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217028 MLS

Beautifully renovated with modern finishes and thoughtful updates throughout, this charming three-bedroom home offers an inviting blend of style, comfort, and everyday functionality. The beautifully updated kitchen features all-new appliances, creating a fresh and welcoming space for cooking and gathering. A conveniently located first-floor bedroom adds flexibility to the home's layout, while the additional bedrooms provide comfortable living spaces. Set on approximately 0.30 acres, the property offers outdoor space to relax, entertain, and enjoy the changing seasons. Completely renovated and move-in ready, this home offers modern comfort in an established neighborhood. Nestled in the Oakville section of Watertown, it enjoys a convenient location close to shopping, dining, parks, and everyday essentials, with easy access to Waterbury and major commuter routes. A wonderful place to call home, with everything you need just moments away.

48 Rockdale Ave, Watertown

$470,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216969 MLS

Rich in New England charm, this Colonial blends timeless character with inviting outdoor spaces in a desirable Watertown location. The home welcomes you with a convenient mudroom, leading to a sun filled kitchen that continues the New England charm with a distinctive tin ceiling, farmhouse sink, and granite countertops with all stainless steel appliances. The main level also features a traditional foyer, a spacious dining room, and a living room anchored by the fireplace, with access to a covered side porch great for hosting or just sipping on a morning coffee. Upstairs, four bedrooms with hardwood floors throughout, a full bath, and a large walk up attic offering endless possibilities for the future or just as great storage. Rounding out the house is a detached two car garage, greenhouse, and a peaceful brook winding along the property, all complemented by established gardens throughout the entire exterior that only add to the property's appeal! Meanwhile, a new roof on both the house and garage in 2025 provides a valuable recent update. Ideally situated a short walk away from Watertown's historic Main Street, local shops, restaurants, major routes, and Taft School, this distinctive property combines the character of an older charm with a setting and location that are hard to find!

27 Roberts Ave, Watertown

$615,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216854 MLS

Located in Watertown's desirable Taft area with views of Watertown Golf Club, this 3 bedroom, 2.5 bath Colonial offers light filled spaces and modern updates throughout. Enjoy hardwood floors, a remodeled kitchen with granite counters, stainless steel appliances, beverage bar and custom pantry with butcher block top. The family room features vaulted ceilings, a fireplace and double doors leading to a newly installed deck-perfect for indoor/outdoor entertaining. Completing the main floor is a dining room with large picture window offering views of the private yard and a formal living area. This space offers flexibility for your growing needs! Upstairs, you have 3 nicely sized bedrooms, a full bath and laundry for convenience. A remodeled primary suite features a walk in closet and private bath. Major Updates in the last 5 years include: Roof, Siding, Windows, Furnace, Central Air and Solar Panels. Full list in attachments! Move right in and enjoy the perfect blend of modern updates, outdoor living and room to entertain in Watertown's sought after Taft area!

70 Eastwood Hall Rd, Watertown

$284,999

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215425 MLS

Contractor Shop, Office & Home - Live Where You Work 82 Porter St, Watertown. $284,999. 3 bed, 1 bath, 1,624 sf, 0.52 level acre. Public water & sewer. Red workshop already standing. Heavy work done (oil tank removed/soil clean, asbestos & vermiculite remediated, electric upgraded, radon system certified). Pre-inspected. Clean title. Remaining work is cosmetic. Level half-acre yard with room for a 3-car garage (attached or detached), doors facing the driveway. Home office potential. ADU allowed by zoning permit (confirm with town). Previously under contract near $300k before remediation. Stop commuting to the shop.

82 Porter St, Watertown

$319,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24213847 MLS

Welcome to 35 Stanley Avenue! Set on a spacious lot in Watertown, this home has plenty to offer both inside and out. With freshly painted rooms, new flooring, and an updated HVAC system, many of the big updates have already been taken care of, making it easy to move right in and feel at home. The generous yard offers plenty of space for summer barbecues, outdoor activities, gardening, or simply relaxing and enjoying your own backyard. Whether you're just starting out, looking for a little more outdoor space, or searching for a place to make your own, 35 Stanley Avenue is a wonderful opportunity to settle into a home with room to grow. Come take a look and see the possibilities for yourself!

35 Stanley Ave, Watertown

$469,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213420 MLS

Discover comfort and space in this 2,500+ sq ft, 4-bedroom 3-1/2 bath Colonial situated on 1.04 acres in a sought-after Middlebury Road location, just minutes from Taft School, shopping, and local amenities. Designed for both everyday living and entertaining, this home welcomes you with a spacious eat-in kitchen, an elegant formal dining room, an inviting living room featuring a classic masonry fireplace, and a first-floor den or office. Hardwood flooring, crown molding, and French doors add timeless character throughout. The generously sized primary suite offers a walk-in closet and private full bath. The finished walk-out lower level provides exceptional versatility, complete with an additional full bath and direct access to the expansive, level backyard. Step outside to the impressive 25' x 16' deck, ideal for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. Additional highlights include a septic system replaced in 2002. This home offers generous living space, classic appeal, and a wonderful setting, and is ready for its next chapter!

541 Middlebury Rd, Watertown

$599,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208411 MLS

WELCOME to 96 Neill Drive this Beautifully remodeled Colonial with Finished basement, located in one of the area's most sought-after neighborhoods! This home features 5 SPACIOUS bedrooms and 3.5 updated bathrooms with stylish tile flooring. You'll love the open-concept layout that includes a bright family room, an eat-in kitchen with custom solid-wood cabinets, Corian countertops, and a center island - Perfect for Entertaining. The formal dining room opens seamlessly into a large living room, ideal for gatherings. Additional highlights include GLEAMING HARDWOOD FLOORS THROUGHOUT Central air and Central vacuum, Fireplace in the living area French doors leading to a Covered wood deck overlooking a private backyard. Convenient mudroom/laundry room off the garage Remodeled bathrooms with modern finishes The Finished Basement fully remodeled and features its own private entrance (walkout basement), open floor plan, 1 bedroom, and a full bath - perfect for extended family or guests. Located close to the Prestigious Taft School and Watertown Golf Club Whether you're looking for multigenerational living or simply a spacious and updated home in a desirable location, this property has it all. Schedule your private showing today!

96 Neill Dr, Watertown

$389,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206482 MLS

Welcome to 33 Chestnut Grove in Watertown! This well-maintained 4-bedroom, 2-bath home offers approximately 1,500 sq. ft. of comfortable living space. Featuring beautiful hardwood floors throughout, a freshly painted interior, and a brand-new driveway, this home is move-in ready. Additional highlights include a spacious 2-car garage and plenty of room for everyday living and entertaining. Conveniently located near local amenities, shopping, dining, and major routes. Schedule your showing today!

33 Chestnut Grove Rd, Watertown

$625,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202221 MLS

Welcome to this beautifully updated 9-room Georgetown Dr. Colonial, offering 4 upper level bedrooms with a practical laundry room, a dedicated office, 3 bathrooms, a 2 car garage, and a landscaped .46-acre lot with the convenience of public water and sewer. This exceptional Strachan built home combines timeless architectural details with modern updates and everyday comfort. Inside, you'll find the quality finishes you would expect in a custom home, including crown molding, window cornices, built-in bookshelves, window seats, sliding doors, molded wainscoting, hardwood floors, a propane fireplace, and hydro-air heating and central air. The spacious kitchen has been beautifully updated with quartz countertops and GE appliances, and is accessible to the other main level rooms creating an inviting space for both everyday living and entertaining. Additional improvements over the last ten years include a new boiler and BoilerMate hot-water tank, a new roof with gutters and gutter covers, a refreshed composite rear deck, a repaved driveway, two newer A/C units, and a recently updated primary bathroom. The lower level adds even more versatility, featuring a rec. room & convenient kitchenette. Sliding doors open to a private concrete patio, offering a wonderful spot to relax or entertain. With its desirable Georgetown Dr. location, thoughtful updates, beautiful craftsmanship, and flexible living spaces, this home offers the ideal blend of classic charm and modern convenience.

263 Georgetown Dr, Watertown

$864,900

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24197147 MLS

Single Owner - Custom Built 3093sqft all Brick and Stone Colonial set on 6.11 estate like acres with heated in-ground swimming pool, pool house, basketball court, and plenty of parking. Potential for further development with additional 1 acre lot included. Quality construction includes hardwood, tile, and granite countertops throughout. Living room with Fireplace and crown molding. Dining room with simulated paneling and crown. 3 season room with indoor hottub. Eat-in-kitchen with granite and breakfast bar center island. Mudroom, laundry room and 1/2 bath. Upstairs Master suite with large space, 3 walk-in closets, and attached full bath 2nd and 3rd bedrooms both with walk in closets. full bath. Bonus room with skylight and vaulted ceilings. Expansive lower level recreation room. Unfinished wine cellar in basement. Sprawling lot with in-ground pool, basketball court that could potentially be repurposed for pickleball or other sports, gardens, bocce courts. Large paved area for parking. Covered brick patio perfect for entertaining in all weather. Strong mechanicals include central air, hydro air, central vac and 200 amp electrical. Make this your own family compound! Sale includes a total of 3 parcels consisting of 4.89 acres at 555 Davis St, 1 acre on D'agostino Dr, which may be an additional building lot, and .22 acres on Elena Dr. Buyer to do due diligence.

555 Davis St, Watertown

$849,900

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24192575 MLS

The Mary A. Merriman Residence, circa 1871, is one of Watertown's most distinctive historic homes, combining exceptional architectural significance with timeless craftsmanship and modern comfort. Listed on the National Register of Historic Places and just a five-minute walk from The Taft School, this remarkable Victorian-era residence was originally part of the Heminway family estate. Beautifully preserved period details include soaring ceilings, intricate millwork, custom built-ins, floor-to-ceiling windows, multiple fireplaces, original lighting, and a striking butterfly staircase. A spectacular 60-foot mahogany-covered porch sets the tone for the gracious interiors beyond. Generous living spaces include formal dining and living rooms, a great room, library, sunroom, and updated kitchen with an expansive butler's pantry. Several en suite bedrooms offer flexibility, while the impressive primary suite includes multiple private rooms and its own balcony. Outside, mature grounds, a stone patio, original greenhouse, and an in-ground pool create a private setting for entertaining and relaxation. Carefully maintained for generations, this is a rare opportunity to own a truly extraordinary piece of Watertown history.

47 Academy Hl, Watertown

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Watertown Homes with Colonial Style

Newest Watertown Homes with Colonial Style

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