Refine Search
Sort by
$365,000
2 Beds 3 Baths 24178341 MLS Ashley Court BLDG.
Welcome to sought-after Watertown Old Farms! This beautiful 2 bedroom townhouse offers the perfect blend of comfort, style, & convenience. Featuring hardwood floors throughout, the kitchen features granite counters, a breakfast bar, and opens seamlessly to the airy living room-perfect for every day living and entertaining. Step through the slider to your private, composite deck overlooking a peaceful backyard setting. Upstairs you'll find two generously sized bedrooms, including a spacious primary suite with an updated full size bathroom and large closets. Additional highlights include fresh paint on the main level, newer central air(23') , newer hot water heater 23, a fully finished walk out basement offering flexible living space, abundant storage, and a large detached 1 car garage. Enjoy low maintenance living in one of Watertown's most desirable communities!

319 Thomaston Rd Unit 91, Watertown

$365,000
3 Beds 2 Baths 24158792 MLS
*** Seller is requesting highest and best offers be submitted by 11:00 am Tuesday, March 17th*** Welcome to 22 Hamilton Lane, a charming 1929 home in the heart of Watertown offering over 1,200 square feet of classic character with modern updates. This inviting 3 bedroom, 2 bath home features a remodeled kitchen and updated bathrooms, gleaming hardwood floors throughout, and light filled rooms that enhance its timeless appeal. The thoughtful floor plan includes a convenient first-floor bedroom and full bath, ideal for guests or single-level living, plus two additional bedrooms and a full bath on the upper level. Steam heat provides cozy warmth throughout. The unfinished basement offers storage and houses the laundry area and the mechanicals. Enjoy morning coffee on the welcoming front porch, a level yard perfect for play or gardening, and a detached 1-car garage. Located just moments from the prestigious Taft School and close to all Watertown amenities including shopping, dining, and major routes, this home blends small-town charm with modern convenience. A great opportunity in a wonderful neighborhood!

22 Hamilton Ln, Watertown

$355,000
3 Beds 3 Baths 24156370 MLS Woodruff BLDG.
A townhouse-style condominium built in 2019, set within a well-maintained community and enhanced by extensive landscaping that offers a more defined outdoor setting compared to surrounding units. The interior is filled with natural sunlight, creating a bright and open atmosphere throughout the home. The main level features a functional layout with a spacious living area, kitchen, and dining space, along with a half bath. Upstairs includes three bedrooms and two full bathrooms, with thoughtful updates such as glass shower doors that add a clean, modern touch. Positioned in a location noted for its convenience and accessibility, the property is near Main Street, local restaurants, and private schools, while still offering a sense of privacy within the community.

112 Woodruff Ave Unit B, Watertown

$355,000
3 Beds 2 Baths 24140910 MLS
Step into effortless, turnkey living at 19 Henry Street, a beautifully updated 3 bedroom, 1.5 bathroom Colonial tucked away on a quiet Oakville cul-de-sac and filled with abundant natural light. The spacious living room with a cozy fireplace flows seamlessly into the dining room, which opens to a large deck and connects to the completely remodeled kitchen featuring stainless steel appliances, white cabinetry with new hardware, quartz countertops, and a crisp white tile backsplash perfect for everyday living or entertaining. Both the full and half bathroom have been fully renovated, complementing the home's many upgrades including recessed lighting throughout, new windows, refinished hardwood floors, and fresh paint from top to bottom. Enjoy outdoor living on the expansive deck overlooking a cleared, well-maintained lot, along with a welcoming front porch that adds to the home's charm. Conveniently located near I-84 and Route 8 for an easy commute, and just minutes from shopping, restaurants, Watertown Parks & Rec, public transportation, and all that Litchfield County has to offer, this move-in-ready gem is truly one you won't want to miss.

19 Henry St, Watertown

$353,000
2 Beds 3 Baths 24152076 MLS Westview Village BLDG.
**HIGHEST & BEST OFFERS TO BE SUBMITTED BY FRIDAY 2/20/26 BEFORE 9:00 A.M.** Elegant end-unit townhouse, impeccably maintained and rich in comfort and style. This spacious five-room residence offers exceptional privacy with tranquil wooded views, complemented by a generous deck and a charming front porch ideal for morning coffee or evening relaxation. The thoughtfully designed interior features a welcoming fireplace, an attached garage, and rare additional parking for this unit. Each bedroom is appointed with its own full en-suite bath, creating a private retreat for residents and guests alike, while bedroom-level laundry enhances everyday convenience. A full, unfinished basement presents endless opportunities for customization, storage, or future living space. A refined home offering privacy, elegance, and effortless living.

301 Winslow Dr Unit 301, Watertown

$351,800
3 Beds 2 Baths 24144298 MLS
Welcome to this charming 3-bedroom, 2-bath home in the heart of Watertown! Perfectly situated close to the center of town, this well-loved property offers comfort, convenience, and incredible potential for its next owner. Step inside to find a bright main level with a traditional layout and hardwood floors waiting beneath the carpet-an easy opportunity to elevate the home's character and style. The spacious living and dining areas flow comfortably, creating a warm setting for everyday living and hosting. Outside, the home truly shines with its large, private backyard-a rare find in this location. Whether you envision gardening, play areas, or summer gatherings, this yard is ready to become your personal retreat. Located just minutes from Watertown's shops, restaurants, parks, and amenities, this home blends privacy with everyday convenience. With solid bones and room to make it your own, this is a fantastic opportunity in one of Watertown's most desirable areas.

781 Hamilton Ave, Watertown

$350,000
2 Beds 2 Baths 24187800 MLS
Conveniently located in a fantastic commuter-friendly location with easy access to town, this well-maintained 2-bedroom, 2-full-bath home offers comfort, updates, and flexible living space throughout. The updated kitchen features granite countertops and flows into the main living areas with beautiful hardwood floors. The finished walk-up attic provides additional versatile space, perfect for a home office, playroom, or guest area. The finished lower level boasts a spacious rec room with a cozy fireplace, a full bath, and direct access to a private backyard-ideal for entertaining or relaxing. Major improvements include newer roof, windows, doors, driveway, and garage door, providing peace of mind for years to come. Additional features include city utilities and a 1-car detached garage. Whether you're commuting to work or looking for a move-in-ready home with extra living space, this property offers exceptional value in a convenient location. Don't miss this opportunity!

13 Roberts Ave, Watertown

$350,000
3 Beds 2 Baths 24178659 MLS
Welcome to this well-maintained and thoughtfully updated home offering comfort, functionality, and charm throughout. The inviting living room features a beautiful brick wood-burning fireplace with a large wood mantle, ceiling fan, and convenient coat closet upon entry. The eat-in kitchen is designed for both style and practicality with engineered wood flooring, stone tile floors and backsplash, stainless steel appliances, double sink, glass-faced cabinetry, and elegant chandelier-style lighting with dimmer controls. A main-level laundry room adds everyday convenience. The spacious primary bedroom offers hardwood floors, ceiling fan, and a large closet. Two additional bedrooms also feature hardwood flooring, with one offering a double-level closet with lighting and the other showcasing built-in shelving. The main bathroom includes a large vanity, tiled tub/shower combination, stone tile floors and walls, and a generous linen closet. The partially finished basement provides excellent additional living space with newly carpeted flooring, two versatile multi-purpose rooms, a large bathroom with stall shower, and a newer water heater. Additional highlights include central air, newer roof, and an attached garage with built-in cabinetry workspace and auto shutoff switch for the garage door opener. Enjoy outdoor living on the low-maintenance Trex deck with vinyl fencing and posts overlooking the large fully fenced backyard complete with a shed. Book a showing today!!

140 Saugus Ave, Watertown

$350,000
2 Beds 1 Baths 24156091 MLS
STUNNING, turn-key Ranch with 1-car garage on .69 acres in the sought-after Taft School neighborhood! Step inside to a bright, open dining and living area featuring a wood-burning fireplace, gleaming oak hardwood floors, and a large picture window that fills the space with natural light and overlooks the expansive backyard. The galley-style kitchen offers new soft-close cabinetry, granite countertops, and brand-new appliances. The main level also includes two well-appointed bedrooms and a beautifully updated full bath with double sinks and a walk-in shower. The lower level provides a half bath, a spacious laundry area, and excellent potential to be finished for additional living space. Sliding glass doors at the front of the home create a versatile seasonal sunroom or mudroom with direct access to the garage. Outside, enjoy the stone patio-perfect for relaxing evenings and entertaining-plus a separate fenced-in area ideal for pets, play, or extra storage. Additional upgrades include updated electrical, windows, and mechanicals. Connected to city water and sewer for easy, low-maintenance living. Conveniently located just minutes to downtown Watertown, Woodbury, and Route 8. Move quickly-this one won't last!

365 Woodbury Rd, Watertown

$345,000
3 Beds 2 Baths 24179866 MLS
Charming, well-maintained split-level home featuring three levels of functional living space. The main level offers a bright living room with hardwood floors and an oversized, eat-in kitchen perfect for entertaining. Upstairs, find three comfortable bedrooms with carpet protecting the original hardwood floors, alongside a classic full tile bath. The cozy lower-level family room includes a convenient half bath & Laundry Room. Enjoy outdoor relaxation on the covered patio. New mini splits installed to provide comfortable living during those hot summer days. This home has been lovingly cared for by the same owner for many years, make some personal touches and you can make this your "Home" for many more years.

32 Moreland Ave, Watertown

$340,000
3 Beds 2 Baths 24191720 MLS
Investors take notice or Excellent owner-occupant opportunity in the heart of Watertown! This well-maintained two-family home offers separate living spaces, making it ideal for generating rental income while occupying one unit or adding to your investment portfolio. Situated on a level to sloping lot with ample off-street parking and 2 car garage, the property provides convenience and flexibility for a variety of living arrangements. The home features spacious rooms with a functional layout with plenty of natural light. Perfect opportunity for handyman. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this property offers the perfect combination of comfort and accessibility. Whether you're looking for a solid income-producing property or a home with multi-generational living potential, this is an opportunity you won't want to miss.

33 Hillcrest Ave, Watertown

$340,000
3 Beds 2 Baths 24170232 MLS
Welcome to 88 Cannon Ridge Drive in the highly desirable Artillery Hill Condominium Complex in Watertown. "Coming Soon" This well-maintained and rarely available 3 Bedroom ranch-style unit offers comfortable, one-level living at its best. The home features an eat-in kitchen with tile flooring, granite countertops, and stainless steel appliances. The spacious living room with fireplace flows seamlessly into the dining area, complete with sliders leading to a private rear deck perfect for relaxing or entertaining. Offering three generously sized bedrooms, including a primary suite with a full bath and ample closet space, this home provides both comfort and functionality. Additional highlights include a convenient hallway laundry closet, tiled foyer, and numerous updates throughout, including windows, doors, and mechanical systems. Move-in ready and meticulously cared for don't miss this opportunity to own in one of Watertown's most sought-after complexes!

88 Cannon Ridge Dr Unit 88, Watertown

$335,000
4 Beds 2 Baths 24180744 MLS
Welcome home to this beautifully updated 4-bedroom, 2-full-bath Cape offering space, comfort, and modern updates throughout. The spacious eat-in kitchen features hardwood floors, granite countertops, white cabinetry, and stainless steel appliances, making it the perfect place for everyday living and entertaining. Hardwood flooring extends throughout most of the main level, which also includes a large living room, formal dining room, two generously sized bedrooms, and a remodeled full bathroom. Upstairs, you'll find two additional spacious bedrooms, including one with a walk-in closet, along with a second full bathroom. Additional improvements include newer windows throughout the home, a newer furnace and hot water tank, and a recently installed central air conditioning system paired with forced hot air heating for year-round comfort. The full basement provides abundant storage space. Outside, enjoy a large, level, fully fenced backyard-ideal for entertaining, pets, gardening, or recreation. A spacious driveway offers parking for up to five vehicles. This move-in-ready home combines classic charm with modern updates and is ready for its next owner to enjoy.

300 Sunnyside Ave, Watertown

$333,000
4 Beds 1 Baths 24167403 MLS
Welcome to 22 Merrimac Street in Oakville, CT - a fully renovated, move-in ready home offering the perfect combination of comfort, flexibility, and low-maintenance living. This turnkey 4-bedroom home is ideal for first-time homebuyers looking for a worry-free purchase or downsizers seeking convenient first-floor living. Every major update has already been completed, including a brand-new kitchen with modern cabinetry and stainless steel appliances, a fully renovated bathroom, new windows, and all-new electrical, providing long-term peace of mind. A standout feature is the main-level bedroom, perfect for first-floor living, a home office, guest space, or den - a highly desirable layout for buyers looking to avoid stairs or create flexible living arrangements. Upstairs, additional bedrooms offer privacy and separation, making the home functional for families, guests, or extended living needs. The layout is designed for simplicity and efficiency, making it an excellent option for buyers who want a low-maintenance home without sacrificing space. The detached garage adds valuable storage and convenience. Located in a convenient Oakville location, close to shopping, dining, schools, and major commuter routes, this home is perfectly positioned for both everyday living and long-term value.

22 Merrimac St, Watertown

$332,000
3 Beds 2 Baths 24153244 MLS
Well-Maintained 5-room Ranch located on a quiet dead-end road in an established Oakville neighborhood. This home offers 3 bedrooms, a bright living room with bay window and a dining room with sliders leading to a deck overlooking the private backyard. The eat-in kitchen features ceramic tile flooring and an island. Hardwood floors are located under the living room, dining room and bedroom carpeting. The lower level offers excellent potential with plumbing and electrical already roughed in. Great potential for additional living space, with a complete perimeter basement waterproofing system (with Warranty). One-car garage, lower-level laundry, city utilities, and natural gas heating. Convenient location close to shopping, schools, and major routes. Excellent opportunity for first-time buyers or those looking to downsize.

193 Plainfield Dr, Watertown

$330,000
4 Beds 2 Baths 24170841 MLS
Four-bedroom split-level home located in the desirable Taft School area of Watertown. This property offers tremendous potential to create your dream home with a stunning modern contemporary feel and plenty of space throughout. The living room features vaulted ceilings, creating a bright and open atmosphere, along with radiant heat for added comfort. The living room flows seamlessly into the kitchen, which also features radiant heat, while the remainder of the home is serviced by oil heat. The home offers spacious bedrooms and a flexible layout, providing plenty of room for everyday living, entertaining, or work-from-home needs. An attractive and spacious atrium just off the living room provides a unique feature, perfect for a three-season living space or additional entertaining area. The entire interior has been freshly double-painted, offering a clean and refreshed look throughout. Step outside and enjoy a private backyard, ideal for relaxing and warm summer nights. With its generous space and standout architectural elements, this home is ready for your personal touch. Home being sold as-is. MOVE QUICK!

44 Beers St, Watertown

$328,000
4 Beds 3 Baths 24158337 MLS
HIGHEST AND BEST 3/18 12:00 There's room for everyone in this thoughtfully updated Colonial featuring a flexible layout, spacious living areas, and a lower-level living area with its own private entrance. Set on 0.39 acres, this move-in-ready home features refinished hardwood floors on the main level and new flooring throughout the upstairs. The main level welcomes you with an open living and dining room layout that flows seamlessly into the oversized kitchen featuring a large center island, perfect for gatherings, meal prep, and entertaining. A full bathroom on the main level adds everyday convenience, while a spacious room with a closet offers endless possibilities as a bedroom, home office, playroom, or additional flex space. Step outside to the deck overlooking the backyard, ideal for relaxing or hosting friends and family. Upstairs you'll find a generously sized primary bedroom with its own private staircase providing convenient access to the main level or outdoors and adding a unique sense of privacy. Two additional bedrooms are also located on the upper level with a versatile bonus room between them, perfect for a sitting area, nursery, office, or creative space. The lower level offers excellent storage along with a finished space featuring its own private entrance complete with a bedroom and bathroom-ideal for an in-law arrangement, guest suite, or potential income opportunity. Additional features include a one-car detached garage.

9 Rockland Ave, Watertown

$325,000
1 Beds 1 Baths 24185596 MLS
Charm abounds at this unique 5 room bungalow near the Crestbrook Golf Course and in walking distance to downtown. From the covered front porch step into a welcoming foyer. Hardwood floors run through out the main level of the home. The living room feels airy and bright. Gorgeous French doors draw one into the formal dining room. The kitchen incudes an antique sink and retro refrigerator. Also on the main level is an office that can double as a guest room. Upstairs is the primary bedroom which is spacious. In the backyard a stone patio with pergola awaits and further back sits a she-shed with lots of potential. The property also includes a one car garage and is connected to city water and natural gas. This gem wont last long!

111 Woolson, Watertown

$320,000
3 Beds 1 Baths 24188604 MLS
Welcome home to this well maintained 3 bedroom, 1 bathroom ranch located in a quiet Oakville neighborhood! Offering comfortable one-level living, this home features a beautifully renovated full size bathroom & hardwood flooring in the living room and two of the three bedrooms. The eat in kitchen offers a sliding glass door that leads to a spacious , fully fenced backyard- perfect for entertaining, outdoor gatherings, gardening, or simply relaxing. Stay cool during the summer months with the convenience of a mini-split air conditioning system. Additional highlights include an attached one car garage, an additional parking pad for extra convenience, an approximately 8 yr old roof equipped with solar panels, and a pellet stove in the basement that serves as an excellent supplemental heat source. Whether you're a first time homebuyer, looking to downsize, or searching for a home that's been lovingly cared for, this charming ranch offers the perfect blend of comfort, functionality, and value. **The seller has received multiple offers and is calling for HIGHEST AND BEST OFFERS DUE BY SATURDAY 8/1 AT 8PM. **

51 Turner Ave, Watertown

$314,900
2 Beds 2 Baths 24145300 MLS Artillery Hill BLDG.
Welcome to 29 Cannon Ridge at the Artillery Hill community, a beautifully renovated 2-bedroom, 1.5-bath home offering modern updates and low-maintenance living. The main level features a bright, open layout with new flooring throughout and a brand-new kitchen complete with updated cabinets, granite countertops, and new appliances perfect for everyday cooking and entertaining. Upstairs are two comfortable and renovated bedrooms, including a spacious 16'5" x 10'7" primary bedroom and a versatile second bedroom measuring 15'1" x 8'6". Both bathrooms have been newly renovated, with a full bath on the upper level and a modern half bath on the main floor. The home also features a full basement spanning the entire footprint of the condo, offering exceptional flexibility and storage. Whether you envision a home office, workout area, hobby space, or additional storage, the basement provides ample space and endless potential to suit your needs. Additional highlights include a detached garage, extra storage, and access to well-maintained outdoor spaces. The well-managed HOA covers exterior maintenance, landscaping, pool maintenance and snow removal, providing a truly low-maintenance lifestyle. Move-in ready and thoughtfully updated, this home delivers comfort, convenience, and modern appeal.

29 Cannon Ridge Dr Unit 29, Watertown

$310,000
3 Beds 2 Baths 24153166 MLS
Welcome to 136 Candee Hill Rd, a Raised Ranch set on 0.43 acres in Watertown, on a quiet, private street just minutes from town amenities and major highways. This property presents a fantastic opportunity for buyers looking to build equity and customize a home to their vision. The main level offers three bedrooms, an updated kitchen with new floors, cabinets and counters and a full bath, hardwood flooring throughout. A newer roof and updated windows from the original add value and peace of mind. The lower level expands the home's potential with a finished layout that includes a full kitchen and bath, offering flexible space ideal for an in-law setup or possible in-home business use, subject to town approvals. The property's history of mixed use provides added versatility for future possibilities. Being sold as part of an estate with no disclosures. Property is sold as-is.

136 Candee Hill Rd, Watertown

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.