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$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
$399,000
4 Beds ⋅ 2 Baths ⋅ 24187591 MLS
Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park Rd, 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
$389,000
3 Beds ⋅ 2 Baths ⋅ 24183904 MLS
This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This home has a laundry room off the main living floor which could possibly be turned into another bathroom. This home needs some minor updating but new owners could move in and update as they go! A show is a sale! Needs probate approval. More pics Monday

152 Saugus Ave, Watertown
$387,000
24199419 MLS
All building permits in place. Approved, recently poured foundation and approved plot plan for a 3-5 bedroom house with walkout. Beautiful 3.24 acre lot. Ready to build. The largest lot in Highview Estates, possibly subdividable. Short drive to 84, 8, and 6; well-located. All utilities are underground at CURBSIDE: water, sewer, electric, gas, cable. Ready to build your dream house and don't want to start from scratch clearing land and getting approvals? This lot is for you!

100 Loop Rd, Watertown
$385,500
3 Beds ⋅ 2 Baths ⋅ 24177459 MLS
Move-In Ready! Welcome home to this beautifully renovated 3-bedroom, 1.5-bath Ranch offering convenient one-level living. Built in 1952, this turnkey home has been thoughtfully updated with new flooring, fresh interior paint, remodeled bathrooms, a stunning new kitchen featuring quartz countertops, new cabinetry, and stainless steel appliances. The spacious primary bedroom measures approximately 16.7' x 11.6' and includes two closets, providing plenty of storage. Two additional well-sized bedrooms provide flexibility for family, guests, or a home office. The bright, inviting living room opens onto a private rear deck overlooking a peaceful backyard, a place for relaxing/ entertaining. The home also features a large, freshly painted walk-out basement with endless possibilities for additional living space, including a rec. room, playroom, home gym, or workshop. An under-house garage provides convenient parking and direct access to the basement. Ideally located with easy access to major highways, this home combines comfort, convenience, and modern updates in a desirable setting. This property also has a working elevator and is handicap accessible. Buyers may use it or just use it for additional storage. A beautiful updated move-in ready home!

603 Sunnyside Ave, Watertown
$379,999
3 Beds ⋅ 2 Baths ⋅ 24201695 MLS ⋅ Artillery Hill BLDG.
Welcome to your dream home! This lovely, rarely available ranch-style condo in Watertown, Connecticut, offers the perfect blend of elegant architectural details and modern, worry-free upgrades. From the moment you step inside, you will love the sophisticated craftsmanship, featuring vaulted and coffered ceilings, classic chair rails, and elegant picture frame molding that add timeless character to the space. The heart of the home is a spacious, open-concept kitchen designed for effortless entertaining and daily living. Upgraded for maximum peace of mind, the kitchen features a brand-new dishwasher, stove, microwave and garbage disposal (all new in 2026), along with select newly replaced windows that bring in beautiful natural light. This single-level floor plan offers 3 bedrooms & 2 bathrooms, including a comfortable primary suite. Major mechanical updates have already been taken care for you, including a new furnace and central air system installed in Feb, 2025. Need more space? The massive walkout finished basement provides incredible potential. Framed and ready for your personal touch; all it needs is your choice of flooring to become the ultimate rec room, home office or gym. Perfectly situated within a lovely, highly desirable community, this unit is just steps away from the community pool and tennis courts. Enjoy the convenience of being local to excellent shopping, dining and daily amenities. Turn-key, meticulously maintained, and full of upgrades.

101 Cannon Ridge Dr Unit 101, 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
$369,900
2 Beds ⋅ 3 Baths ⋅ 24201305 MLS ⋅ Watertown Old Farms BLDG.
MOVE RIGHT IN TO THIS LOVELY CONDO SET IN SOUGHT AFTER COMMUNITY! OPEN THE NUMEROUS WINDOWS & ENJOY SUNLIGHT & FRESH AIR THROUGHOUT YOUR HOME! BRIGHT KITCHEN WITH NEW STAINLESS STEEL APPLIANCES & BREAKFAST BAR. DINING ROOM WITH HARDWOOD FLOORING & SLIDERS TO DECK. LIVING ROOM IS ENHANCED BY COZY FIREPLACE & HARDWOOD FLOORING. HALF BATH & ADDITIONAL ROOM WITH POTENTIAL FOR DEN, OFFICE OR 3RD BEDROOM COMPLETE THE FIRST LEVEL. SECOND LEVEL FEATURES 2 BEDROOMS EACH BOASTING AN ENSUITE! PRIMARY BEDROOM HAS LARGE CLOSET WITH BUILT-INS. SPACIOUS FINISHED LOWER LEVEL WITH SLIDERS TO PATIO IS PERFECT FOR FAMILY ROOM, EXERCISE ROOM & MORE! ONE CAR GARAGE.

319 Thomaston Rd Unit 106, Watertown
$369,900
3 Beds ⋅ 2 Baths ⋅ 24194409 MLS
Highest & Best offer deadline is TONIGHT, Sunday (8/2), at 8:00 PM. PRIME WATERTOWN LOCATION ON ALMOST 1 ACRE! Nestled on a private 0.90 acre lot right down the street from Veterans Memorial Park, this 3 bedroom, 1.5 bath Ranch offers a functional layout and unbeatable local convenience. Step inside to a sun drenched living room anchored by a large bay window and gleaming hardwood floors that extend throughout the main level. The heart of the home features a spacious eat in kitchen complete with warm cherry cabinetry, tiled flooring, recessed lighting, and newer stainless steel appliances. Sliders off the kitchen lead directly to an expansive Trex deck overlooking a peaceful backyard, perfect for outdoor entertaining. The main level offers 3 comfortable bedrooms with hardwood floors, including a primary suite with a private half bath, plus a full hall bathroom. Downstairs, the finished walk out lower level delivers versatile bonus space for a family room, home office, or gym, along with a dedicated laundry area, tiled floors, direct access to the attached 2 car garage, and a door leading out to a covered patio. Unmatched Location: Walk to Veterans Memorial Park for sports fields, pavilion, and playground. Enjoy quick access to Crestbrook Park and Golf Course, local schools, shopping, and major routes. Endless potential in a top tier neighborhood!

532 Nova Scotia Hill Rd, Watertown
$369,900
4 Beds ⋅ 2 Baths ⋅ 24184144 MLS
Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers three bedrooms, a full bathroom, a cozy living room, a dining area, and a functional kitchen with a walk-in pantry, providing a great layout for extended family or rental income potential. Located just a short walk from Watertown's vibrant downtown, you'll enjoy easy access to local shops, restaurants, parks, and public transportation. Whether you're looking for an investment opportunity or a place to call home, this property has it all.

87 Woodruff Ave, Watertown
$367,750
3 Beds ⋅ 2 Baths ⋅ 24191323 MLS
Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, storage or additional workspace. Conveniently located just minutes from Watertown's town center, schools, shopping, parks and commuter routes, this home offers the perfect blend of privacy, charm and accessibility.

161 Chestnut Grove Rd, 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
$350,000
4 Beds ⋅ 2 Baths ⋅ 24184049 MLS
This 4-bedroom, 1.5-bathroom single-family home is located at 34 Shelter Hill Ave, in the Oakville section of Watertown, in Litchfield County and was built in 1910. This home offers 1,314 square feet of living space with 7 total rooms and has been continually upgraded by the owner; however, they are no longer motivated to put more time into creating their vision (rendering included in photos). The home sits on a 0.65-acre level grass lot. It is served by municipal sewer, water and natural gas. There is an Invisible animal containment fence included and a storage shed. Great Bones, and some nice detail. Needs to be finished. This would be a good candidate for a renovation loan, 203K loan.

34 Shelter Hill Ave, Watertown
$345,000
3 Beds ⋅ 1 Baths ⋅ 24183305 MLS
Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and major commuter routes, 462 Davis Street combines small-town charm with everyday convenience. Walk to shops and restaurants! This is a wonderful opportunity to own a classic Oakville home and enjoy all that the Watertown community has to offer.

462 Davis St, Watertown
$325,000
3 Beds ⋅ 2 Baths ⋅ 24201416 MLS
Welcome to 68 Frances Street, a charming property offering versatile living space, comfortable amenities, and inviting outdoor areas. The main level features two bedrooms, a well-appointed kitchen with a center island, and a full bathroom. The upper level offers two additional rooms along with a second full bathroom, providing flexibility for bedrooms, office space, hobby areas, or other needs. Enjoy outdoor living on the deck with a gazebo overlooking the fenced-in backyard. A private driveway and detached garage provide convenient parking and storage. This property offers a great opportunity to make the space your own while enjoying all that it has to offer! Check it out today!

68 Frances St, Watertown
$325,000
2 Beds ⋅ 1 Baths ⋅ 24199900 MLS
Escape to this 2 bedroom knotty pine cottage/ranch nestled on 2.5 picturesque acres in one of the most desirable locations in Watertown. Let your design style run wild because all the BIG ticketed mechanicals have all been updated. All you need to focus on is creating a space that reflects your unique design style. UPDATES include: NEW SEPTIC System installed 2010, NEW Roof, (GAF Timberline shingle with 50yr warranty) installed in 2021. NEW Electrical Service 200 AMP installed in 2010, NEW Windows installed in 2010, NEW Siding installed in 2023, NEW Paved Driveway in 2106 and NEW Boiler in 2010.

39 Killorin Rd, Watertown
$325,000
3 Beds ⋅ 1 Baths ⋅ 24195402 MLS
Welcome to this beautifully renovated 3-bedroom home, perfectly situated on a spacious, level lot overlooking attractive Brooke views. Completely updated from top to bottom, this move-in ready property offers modern finishes and effortless living. The bright, inviting kitchen features stainless steel appliances, stylish cabinetry, and plenty of workspace for everyday cooking and entertaining. Outside, you'll find a large, flat backyard with a fire pit, creating the perfect setting for relaxing evenings, gatherings with friends, or enjoying the outdoors. With nothing left to do but unpack, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for a turnkey property. MOVE QUICK!

48 Rockdale Ave, Watertown
$320,000
2 Beds ⋅ 3 Baths ⋅ 24158069 MLS ⋅ Watertown Old Farms BLDG.
Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a private deck with a retractable awning-perfect for relaxing while enjoying the wooded backdrop. The kitchen includes granite countertops, warm wood cabinetry, tile backsplash, stainless steel refrigerator and stove, and a convenient pass-through to the living and dining area that keeps the space open and connected. The main level also features a powder room with washer/dryer hookups. Upstairs you'll find two generously sized bedrooms with ample closet space, each with its own full bathroom for added comfort and privacy. The home also includes a partially finished lower level offering versatile bonus space along with plenty of storage. Additional highlights include a one-car garage and a short, convenient walk from the parking area to your front door. Ideally located just minutes from two town centers, Route 8, and everything Litchfield County has to offer.

319 Thomaston Rd Unit 13, Watertown
$319,900
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
$300,000
3 Beds ⋅ 2 Baths ⋅ 24190590 MLS
3 Bedroom Ranch with remodeled eat-in-kitchen, garage, and large fully finished basement! Eat-in-kitchen with stainless steel appliances and tile countertops. Living Room with hardwood parquet floors. 3 bedrooms with laminate faux wood floors. 1 and a half bathrooms. Lower level family room and additional room. Front and back deck. Home has a gas heater in the basement that owner used to heat the home. It also has electric baseboard heat. 200 amp electrical service. This is a great home! Town Card has 1.0 baths. Home has 1.1 baths.

98 Greenwood St, Watertown
$299,999
2 Beds ⋅ 1 Baths ⋅ 24172822 MLS
Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating.

251 Riverside St, 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
$279,987
3 Beds ⋅ 1 Baths ⋅ 24168298 MLS
$279,999 When would you like to see it? 82 Porter Street, Watertown, CT 06795. 3-bedroom, 1-bath single-family home built in 1919. Nestled on a generous 0.52-acre level lot. Sold twice at $300,000. Full inspection report available. Asbetos removed, oil tank removed and radon system being installed before close.

82 Porter St, Watertown
$279,900
4 Beds ⋅ 1 Baths ⋅ 24199317 MLS
Rich in history, this enchanting 1869 Colonial welcomes you with its traditional architecture and classic layout. The main floor boasts distinct living spaces, including a warm living room, a gracious dining room, and an intimate den that invites relaxation. Four generously sized bedrooms offer ample space for family or guests. Outside, a standalone detached garage adds functionality while preserving the property's historic aesthetic.Estate being sold "As Is"

54 Litchfield Rd, Watertown
$265,000
2 Beds ⋅ 2 Baths ⋅ 24199585 MLS
A Painstakingly Preserved, Serene, 2 Bedroom, 940SF+ Capacious Cape Oozing with potential in the Heart of Oakville. This timeless abode is Beaming with Period Era Custom Craftsmanship, perfectly balanced with functional comforts. The open concept, main level, boasts warm original wood flooring, encapsulated beneath the current carpeting, intricate custom woodwork, vintage fully-glassed sunroom windows & a delightfully charming sunroom. The eat-in kitchen is stocked with a full appliance package, a butlers Dream pantry and mudroom access to the private, well shaded, sprawling grounds. A resounding testament to Golden Era Construction of the 1920's, this homes 2 spacious bedrooms are painted in tasteful/warm earth tones with painstaking attention paid to integrity preservation by maintaining the original crystal door hardware and wood flooring. Nestled comfortably within one of Watertown's coveted neighborhoods conveniently close to major transit & a plethora of fine dining establishments further enhance the homes intrinsic value. Consistently maintained & updated mechanicals, a Newer Roof, a detached garage with ample parking & a desirable Location distinguish this property amongst its peers.

26 Fairview St, Watertown
$235,900
2 Beds ⋅ 2 Baths ⋅ 24200579 MLS
MOVE-IN READY & BEAUTIFULLY UPDATED! Don't let the size fool you-this charming Oakville home offers more living space than you might expect! The main level features a bright, updated interior with modern finishes and a comfortable, easy-to-maintain layout. The finished, heated walk-out lower level provides valuable additional living space complete with a second kitchen and full bathroom-ideal for extended living, guests, a home office, or recreation space. Enjoy the convenience of central air, natural gas, public water and sewer, plus exterior improvements including newer retaining walls and stairs. Conveniently located near shopping, restaurants, schools, and major routes. A great alternative to renting or condo living! Move right in and make it yours!

54 Buckingham St, Watertown
$220,000
2 Beds ⋅ 2 Baths ⋅ 24186305 MLS ⋅ Highgate BLDG.
Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this condo offers the perfect blend of comfort, convenience, and easy, low-maintenance living with plenty of space to make your own.

245 Cherry Ave Unit E24, Watertown
$219,900
3 Beds ⋅ 1 Baths ⋅ 24198831 MLS
A terrific condo alternative without the monthly HOA fees! This affordable single-family home features hardwood floors throughout and offers a flexible two or three-bedroom layout third bedroom would make a great home office. The inviting eat-in kitchen includes a tiled floor and stainless-steel appliances. Additional highlights include one full bath, natural gas heat, a newer roof, and an updated electrical panel. The walkout basement features washer and dryer hookups, plenty of storage, and convenient access to the fenced-in backyard-perfect for relaxing, entertaining, or pets. A wonderful opportunity to enjoy the privacy of a single-family home at an affordable price!

144 Sunnyside Ave, Watertown
$205,000
2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.
Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more.

245 Cherry Ave Unit A24, Watertown

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