Watertown Homes for Sale

Welcome to Watertown, a charming town located in Litchfield County, Connecticut. Known for its picturesque landscapes and tight-knit community, Watertown offers a tranquil and inviting atmosphere for residents to call home.

For those looking to settle down in this idyllic town, there are plenty of homes for sale in Watertown that cater to various preferences and budgets. Whether you are in the market for a cozy single-family home, a spacious townhouse, or a luxurious estate, Watertown has something for everyone. With a range of architectural styles and modern amenities, finding your dream home in Watertown is a breeze.

Watertown boasts a convenient location with easy access to major highways, making it a desirable choice for commuters. The town also offers a selection of local shops, restaurants, and recreational activities, ensuring that residents have everything they need right at their fingertips.

If you are searching for a peaceful and welcoming community to call home, look no further than Watertown. With its beautiful surroundings, diverse real estate options, and strong sense of community, Watertown is the perfect place to put down roots and create lasting memories. Explore the homes for sale in Watertown today and discover the perfect place to start your next chapter.

Newest Watertown Homes for Sale

$300,000

3 Beds ⋅ 1 Baths ⋅ 24206808 MLS

Welcome to 136 Bamford Avenue, a great opportunity in Oakville! This three-bedroom, one-bath home offers a functional layout, newer engineered wood flooring throughout, and plenty of potential to make it your own. The spacious eat-in kitchen opens to a mudroom with direct access to an expansive rear deck, perfect for outdoor dining, entertaining, or simply enjoying the private, tree-lined backyard. A generously sized living room provides comfortable everyday living and gathering space. All three bedrooms and the full bath are conveniently located on the main living level, while the unfinished lower level offers excellent potential for future expansion as a family room, home office, playroom, gym, or additional storage. A attached two-car garage provides even more versatility. Additional features include city water, city sewer, and on-demand heat and hot water. Convenient to schools, shopping, dining, recreation, and major roadways. Move in now and add your own finishing touches over time-136 Bamford Avenue is ready to welcome its next owner home.

136 Bamford Ave, Watertown

$365,000

3 Beds ⋅ 2 Baths ⋅ 24199743 MLS

Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.37-acre setting with calm stream & large lawn space, classic character, and plenty of opportunity. The park-like yard, small stream, fruit trees, and garden areas create a peaceful backdrop, while the location puts you close to amenities, downtown Watertown, and the Watertown Country Club. Inside, the home offers 1,238 square feet with a refreshed eat-in kitchen featuring granite counters and hardwood floors, a comfortable living room and dining room, and convenient main-level laundry room. The enclosed front porch adds additional flexible relaxation space and could easily become a favorite gathering spot or cozy retreat. Upstairs, the primary bedroom has direct access to it's deck, along with two additional bedrooms and a full bath. The outdoor spaces offer even more to enjoy, including the 2 decks, shed, an outdoor shower, and unique steam room heated by a wood stove which can be refreshed and utilized, or simply used as an extra space for storage. An attached over-sized garage provides valuable room and convenience. The home has had the major cost items done such as the roof & water system, plus a regularly-serviced mechanical system. With its desirable location, generous lot size, and unique features, this property offers a wonderful opportunity to create a home that truly reflects you! Come check it out!

368 Hamilton Ave, Watertown

$500,000

4 Beds ⋅ 3 Baths ⋅ 24207244 MLS

Welcome to this spacious four-bedroom brick split-level, ideally situated in one of Watertown's most sought-after neighborhoods near the Watertown Golf Club. Step inside to a bright, inviting living room with gleaming hardwood floors and a gas fireplace, flowing seamlessly into the stunning renovated chef's kitchen. Designed to impress, the kitchen features white cabinetry, quartz countertops, stainless steel appliances, an induction range with stainless hood, brick backsplash, and a large peninsula perfect for everyday living and entertaining. The second level offers three generously sized bedrooms, including one with an attractive built-in desk and storage, along with a beautifully renovated full bath featuring porcelain tile, a double vanity with marble top, and a stunning glass-enclosed walk-in shower. The third level is dedicated to the private primary suite, complete with abundant closet space, built-ins, a mirrored armoire, and its own renovated bath. The fully finished lower level adds exceptional versatility with luxury vinyl flooring, built-in double desks, shelving, ample storage, a half bath, laundry area, and walkout access to the level, private backyard. An additional unfinished basement area provides even more storage and features a wood-burning fireplace.

105 Guernseytown Rd, Watertown

$394,900

4 Beds ⋅ 2 Baths ⋅ 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

$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

****Offer deadline is Sunday the 20th at 6pm**** 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

$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

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.