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$299,500
4 Beds 2 Baths ACTIVE Status 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 ACTIVE Status 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 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

$424,999
3 Beds 2 Baths ACTIVE Status 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 COMING SOON Status 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 COMING SOON Status 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

$350,000
3 Beds 2 Baths ACTIVE Status 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 ACTIVE Status 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 ACTIVE Status 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

$589,000
3 Beds 2 Baths ACTIVE Status 24200345 MLS
Welcome to this beautifully maintained three-bedroom ranch nestled in one of Watertown's most sought-after neighborhoods. From the moment you step inside, you'll appreciate the bright, inviting atmosphere and comfortable layout. The spacious living room with a gas fireplace seamlessly flows into the updated kitchen, featuring stainless steel appliances, ample cabinetry, and plenty of workspace. Just off the kitchen, the dining area makes a statement with its soaring cathedral ceiling, oversized window bringing in an abundance of natural light, and elegant chandelier. Hardwood flooring extends throughout the main level, adding warmth and timeless appeal. The primary suite offers a relaxing retreat with a private full bath and generous walk-in closet. Two additional well-sized bedrooms provide flexibility for family, guests, or a home office. Convenient main-level laundry includes a laundry room already plumbed for a wash sink. Step directly from the kitchen onto the patio, complete with a charming pergola-an inviting space for morning coffee, outdoor dining, or entertaining guests. Additional highlights include newer central A/C installed in 2021 and a driveway paved within the last few years. This bright and welcoming ranch offers comfortable one-level living with thoughtful updates and plenty of appeal! MOVE QUICK!

116 Pond View Dr, Watertown

$235,900
2 Beds 2 Baths ACTIVE Status 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

$914,900
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

$325,000
3 Beds 1 Baths ACTIVE Status 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

$899,900
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

$367,750
3 Beds 2 Baths ACTIVE Status 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

$725,000
4 Beds 4 Baths ACTIVE Status 24186419 MLS
Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize garage, a covered front porch with a balcony above off the 2nd floor and a fabulous rear covered patio all done with a level of architectural detail and craftsmanship that the current market simply does not produce. The main level is organized for real life; a living room with a fireplace, a large dining room with a slider to the patio, a full bathroom, and an eat-in kitchen generous in every dimension with loads of cabinets and counter space & GE Profile appliances. The upper level has 3 good size bedrooms and 2 full bathrooms, one with a steam shower. The ground level 3 room in-law is a proper, fully realized suite - built into the home from the beginning, designed to be lived in with dignity and independence with a full kitchen with appliances and garage access. There is a full basement under the main house for plenty of storage area with an unheated finished rec room. Other amenities include underground utilities, 2 split air conditioning units, an automatic Generac generator, a Vigilant cast-iron stove in the foyer, custom brick work making this an inviting and carefree residence.

190 Charter Oak Dr, Watertown

$874,900
4 Beds 3 Baths ACTIVE Status 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown

$345,000
3 Beds 1 Baths ACTIVE Status 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

$769,900
4 Beds 4 Baths ACTIVE Status 24178994 MLS
Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable neighborhood setting. The exterior is highlighted by a 3-car garage, stamped concrete driveway, bluestone patio, and expansive outdoor living areas perfect for entertaining or simply enjoying the peaceful surroundings. Inside, you'll find a thoughtfully designed floor plan featuring a spacious kitchen that opens seamlessly to the family room, complete with a cozy fireplace and direct access to the patio. The formal dining and living rooms also offer patio access, creating an ideal flow for indoor and outdoor entertaining. A dramatic two-story foyer welcomes you inside, while a first-floor home office provides the perfect space for remote work or study. The main level also features a convenient mudroom/laundry room and hardwood flooring throughout, complemented by beautiful crown molding and quality craftsmanship. Upstairs, you'll find 4 generously sized bedrooms, including an inviting primary suite featuring a luxurious full bath with a soaking tub, separate shower, and spacious his-and-her walk-in closets. Don't miss out on this one!!!

195 Town Line Hwy, Watertown

$550,000
3 Beds 3 Baths ACTIVE Status 24182042 MLS
Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown

$695,000
5 Beds 4 Baths ACTIVE Status 24179966 MLS
Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

82 Nova Scotia Hill Rd, Watertown

$385,500
3 Beds 2 Baths ACTIVE Status 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

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