Watertown Real Estate

Welcome to Watertown, Connecticut – a hidden gem nestled in the picturesque Litchfield County. This charming town is a delightful blend of rich history, vibrant community spirit, and stunning natural beauty, making it an ideal place to call home.

Watertown boasts a quaint New England charm, characterized by its historic architecture and tree-lined streets. The town’s history dates back to the 18th century, and you can still see remnants of its past in the beautifully preserved buildings and landmarks scattered throughout the area. The Watertown Historical Society offers a glimpse into the town's storied past, making it a great destination for history buffs.

Nature enthusiasts will find themselves in paradise, as Watertown is surrounded by lush landscapes and scenic parks. The nearby Mattatuck State Forest and the tranquil waters of the Pomperaug River provide ample opportunities for hiking, fishing, and picnicking. For those who enjoy outdoor activities, the town is also home to several well-maintained parks and recreational facilities.

Watertown's community is warm and welcoming, with a variety of local events and festivals that bring residents together. From farmers' markets to summer concerts, there’s always something happening in this lively town. Families will appreciate the excellent school system and the strong sense of community that fosters a safe and nurturing environment for children.

With its perfect blend of small-town charm and modern amenities, Watertown is not just a place to live – it’s a place to thrive. Discover your dream home in this beautiful Connecticut town, where the spirit of community and the beauty of nature await you!

Newest Listings in Watertown

$514,900

3 Beds ⋅ 2 Baths ⋅ 24205587 MLS

Welcome to 4 Bayview Circle, Watertown, CT! This 3-bedroom, 2-bath Ranch offers approximately 1,688 square feet of living space and is situated on approximately 1.46 acres. The home features an updated kitchen with a center island, granite countertops, tile backsplash, and stainless-steel appliances. The layout provides multiple living and entertaining areas, complemented by hardwood flooring, updated bathrooms, and fresh interior and exterior paint. Additional features include a main-level mudroom, laundry hookups, a walk-out basement, deck, spacious yard, and 2-car garage. Conveniently located in Watertown with access to local shopping, dining, recreation, and major routes.

4 Bayview Cir, Watertown

$299,500

4 Beds ⋅ 2 Baths ⋅ 24205469 MLS

Welcome to 282 Sunnyside Avenue a home filled with charm and character. This 4-bedroom, 1.5 bath home offers a flexible layout featuring a convenient first floor bedroom with an attached bath. Kitchen features a peninsula for extra counter space and an adorable breakfast nook. The large dining room with attached living room is warmed by a pellet stove creating a cozy gathering space. Upstairs are three bedrooms and a full bathroom with plenty of storage space. Outside the property truly shines with an oversized level yard complete with flowering plants, beautiful trees and an additional piece that was previously added to bring the total acreage to .84 acres. This provides plenty of room to garden, play, entertain, or simply enjoy the outdoors. Your covered front porch is a great spot for morning coffee. The detached two car garage adds valuable storage and parking space. This special home has so much to offer and is ready for its next chapter.

282 Sunnyside Ave, Watertown

$389,900

3 Beds ⋅ 2 Baths ⋅ 24203142 MLS

Welcome to 21 Lancaster Street in Watertown! This well-maintained 3-bedroom raised ranch offers a comfortable layout with finished living space on both levels and central air throughout. The main level features a spacious living room, dining area, and kitchen with granite countertops, along with three bedrooms, including one with newer vinyl plank flooring. A full bathroom completes the main level. The finished lower level provides additional flexible living space and includes a half bathroom, laundry area, and direct access to the attached two-car garage. A pellet stove has been added to the lower level, providing an additional source of heat and creating a warm and inviting space to relax. Outside, enjoy the private two-tier Trex deck overlooking the above-ground pool. The pool features a new liner, while the fenced backyard provides a private space to enjoy the warmer months. The current owners have also utilized a wood-fired setup to help heat the pool, providing an additional option for extending pool season. The home is conveniently located close to Swift Middle School and offers easy access to shopping, dining, recreation, and major routes. With its finished lower level, pellet stove, central air, two-car garage, private Trex decking, and above-ground pool with a new liner, 21 Lancaster Street offers a great combination of comfort and functionality.

21 Lancaster St, Watertown

$650,000

4 Beds ⋅ 3 Baths ⋅ 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

$424,999

3 Beds ⋅ 2 Baths ⋅ 24204824 MLS

Completely renovated from top to bottom-this home has been thoughtfully redone with virtually nothing left untouched. Updates include a brand-new septic system, oil tank, heating system, plumbing, electrical service and panel, kitchen, bathrooms, well pump and tank, water heater, and windows. The roof is less than 10 years old, and the lawn has been freshly seeded and hayed for new grass to grow. All there is left to do is move in. All of this is completely private and tucked away, offering a peaceful setting surrounded by open land that cannot be developed, providing a rare sense of privacy, tranquility, and beautiful views. Despite the secluded feel, you're just minutes from major amenities and close to local farms offering fresh, locally grown products. Enjoy the best of both worlds-a quiet country setting with everyday conveniences close at hand, all in a home where the major work has already been done.

1774 Bunker Hill Rd, Watertown

$740,000

4 Beds ⋅ 3 Baths ⋅ 24203816 MLS

Welcome Home! Set on a spacious 2.92-acre lot overlooking preserved farmland, this one owner, custom built beautifully appointed 4-bedroom, 2.5-bath home offers an exceptional blend of comfort, functionality, and tranquil surroundings. Enjoy both beautiful sunrise and sunset views and peaceful rolling hills from this thoughtfully designed property. The open-concept first floor features hardwood flooring throughout and a stunning kitchen with solid wood cabinetry, granite countertops, stainless steel appliances, and a convenient pantry. The kitchen flows seamlessly into the living room, complete with a gas-insert fireplace, smart thermostats for comfort and surround-sound speaker system, creating an inviting space for both everyday living and entertaining. The dining room features an attractive inlaid decorative hardwood border. A convenient mudroom/drop zone and powder room are located just off the oversized 3-car garage, which includes a workbench and built-in storage. An electric vehicle charging station and installed invisible-fence pet containment system add even more versatility. Upstairs, four bedrooms surround a comfortable sitting area overlooking the dramatic two-story foyer. The spacious primary suite features hardwood flooring, a private bath with an updated tiled walk in shower and a large walk-in closet. Two bedrooms feature newer carpet installed approximately one year ago while the 4th bedroom has hard wood and is currently serving as a private home office.

42 Windy Ridge Ln, Watertown

$399,000

3 Beds ⋅ 2 Baths ⋅ 24204811 MLS

Cute as a button, this expanded Cape is conveniently located near Taft School and within walking distance to downtown Watertown. Hardwood floors run throughout much of the home, where the first floor offers a spacious living room with a pellet stove, dining room, kitchen, and full bath. Just off the kitchen, the sunken family room is a welcome addition, featuring a propane fireplace flanked by built-ins and access to the back deck. Upstairs, the primary suite offers an updated bathroom and generous closet space, along with two additional bedrooms, including one with built-ins. Outside, enjoy the large back deck, a level yard with room to play, and a one-car under-house garage. A charming home in a convenient Watertown location!

286 North St, Watertown

$369,900

2 Beds ⋅ 3 Baths ⋅ 24198813 MLS ⋅ Watertown Old Farms BLDG.

Tastefully remodeled Watertown Old Farms condo. Remodeled eat-in-kitchen with quartz countertops, stainless steel appliances, and tile backsplash. Living room with fireplace and slider to nice private deck. Half bath and main level laundry room. Two bedrooms upstairs both with attached remodeled full baths. 1 car garage. Full basement for additional sqft or or storage. New hot water heater. Central air. City water and sewer.

319 Thomaston Rd Unit 39, Watertown

$350,000

3 Beds ⋅ 2 Baths ⋅ 24199759 MLS

Well-built Ranch offering single-level living at its best! Featuring 3 bedrooms with ceiling fans, a spacious living room with a beautiful floor-to-ceiling stone fireplace, and hardwood floors throughout the main level. Spacious eat-in kitchen offers ample cabinet space and a slider leading to the fully screened-in porch overlooking the private backyard. The full walk-out basement includes a family room, generous closet space, large storage room, half bath with laundry, and access to the attached 1-car garage. Updates within the last 5 years include newer central air, boiler, roof, replacement windows, and a newly installed air purification system for enhanced indoor air quality. Enjoy summer fun in the above-ground pool with deck, set in the tree-lined, level backyard. Conveniently located near schools, shopping, Route 63, Route 8, and Route 84. Schedule your showing today!

46 Jason Ave, Watertown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24173196 MLS

"Coming Soon" Welcome to 1620 Guernseytown Road! Lovingly maintained by the same family for more than 50 years, this solid three-bedroom ranch reflects genuine pride of ownership. When something needed attention, it was repaired or replaced with care. The home features 11/2 baths, a remodeled eat in kitchen, some hardwood flooring, charming built-ins, and a spacious living room with a wood-burning fireplace. A dedicated home office provides a comfortable space for working from home or can be used as a cozy family room, while the gorgeous three-season room offers peaceful views of the beautifully cleared 1.36-acre property. Additional highlights include Central-air, an oversized two-car garage, a full basement with abundant storage, a newer roof, and newer windows. With a little cosmetic TLC and your own personal touches, this well-built home offers tremendous potential and the opportunity to make it truly your own.

1620 Guernseytown Rd, Watertown

$439,000

4 Beds ⋅ 3 Baths ⋅ 24203894 MLS

Step back in time and experience the timeless character of this beautiful Colonial in Watertown, built in 1840. Ideally situated on a spacious corner lot. Rich with rustic charm and historic details, this unique home features original wood floors, generous living spaces, and several fireplaces that add warmth and character throughout. The large kitchen provides plenty of room for gathering and everyday living, while a cozy den with a pellet stove opens to a stunning sunroom featuring soaring ceilings, and an abundance of windows overlooking the expansive backyard. With three bedrooms plus dedicated office space, the home offers a flexible layout to suit a variety of needs. One of the bedrooms features a distinctive spiral staircase leading to a private loft area, adding even more charm and versatility. The main-level bathroom is highlighted by a beautiful soaking tub, creating a relaxing retreat. Step outside and discover a backyard designed for both entertaining and relaxation, complete with an in-ground pool, outdoor firepit, and a rustic open-air pool house featuring a beautiful fireplace and bar. Additional features include an alarm system, an established dog fence surrounding the yard, and extra driveway space for convenient parking. Offering a rare combination of 1840s character, spacious indoor and outdoor living, and a desirable location, this one-of-a-kind Watertown property is ready for its next chapter. Property Sold in "AS IS" Condition

635 Northfield Rd, Watertown

$195,000

2 Beds ⋅ 2 Baths ⋅ 24201110 MLS ⋅ Highgate BLDG.

Welcome to this beautifully maintained 2-bedroom, 2-bathroom ranch-style flat, located on the second floor as an end unit in the sought-after Highgate Condos community. This layout offers single-level living with the privacy and quiet of an end-unit. Inside, you'll find two spacious bedrooms, including a primary suite with its own en suite bathroom for added comfort and convenience. Hardwood floors run throughout the kitchen and hallways, while the living spaces feature freshly cleaned carpets, ready for you to move right in. The updated kitchen offers modern finishes, making everyday cooking and entertaining a pleasure. Step outside to enjoy valley views from the community pool and a private, wooded backyard setting that feels like a peaceful retreat. With heat and hot water included in the HOA payment, monthly expenses stay predictable and low. This is a fantastic opportunity to stop paying rent and start building equity in an affordable, move-in ready home in one of Watertown's most desirable neighborhoods. Don't miss your chance to make this condo yours!

245 Cherry Ave Unit D24, Watertown

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