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$750,000
4 Beds 4 Baths 24159719 MLS
Custom-built in 2015, this 3,900 sq ft property combines modern comfort with timeless heritage. The 3,200 sq ft main residence features 3 bedrooms, a private office (or 4th bedroom), and an open-concept layout that flows from a custom kitchen-complete with a brick backsplash, live-edge island, and coffee bar-into a cathedral family room with a granite-hearth fireplace. A standout feature is the 750 sq ft attached in-law/au pair apartment, offering a private kitchen, living area, bedroom, full bath, laundry, and optional chair lift access-ideal for multigenerational living, guest quarters, or rental income. This home blends reclaimed wood beams and granite from the original family farmhouse with modern amenities. The primary suite, private study, mudroom, and laundry complete the main level, while upstairs, two oversized bedrooms and an open balcony overlook the central gathering space. Efficiency features include central air, central vac, a multi-fuel furnace (coal/wood/propane), two high-efficiency propane tankless water heaters, and a heated two-car garage. Nestled between Tara Farm and Careyshire Farm, and less than a mile from Taft School and Hawk Ridge Winery, the location offers privacy with easy access to Route 6, Woodbury, Watertown Center shopping, dining, and commuter routes. Enjoy nearby hiking trails to Nonnewaug Falls, as well as snowmobiling and quad trails for an enhanced outdoor lifestyle.

195 Hinman Rd, Watertown

$650,000
4 Beds 3 Baths 24135102 MLS
This Contemporary home sits in one of Watertown's most desirable neighborhoods and offers stunning views of the rolling Litchfield Hills. Enter through the foyer with its vaulted ceilings open to the living room above, which features an impressive wall of windows, a gas fireplace, and a powder room. Adjacent to the living room are the dining room - with access to the large two story deck - and the bright and sunny kitchen complete with granite countertops, stainless steel appliances, a breakfast bar and large pantry. The expansive primary suite consists of a sitting room/office area, a spacious bathroom with double sinks and a soaking tub, and a skylight-lined bedroom with a gas fireplace and walk in closet. On the lower level, a cozy family room with a wood burning stove offers another inviting space to relax. Three additional bedrooms, a full bathroom, and a laundry room with a wash sink complete this floor. Outside, the level yard with a fire pit area is ideal for entertaining, while the two-story deck provides multiple options for enjoying the sweeping views. Additional highlights include an attached 2 car garage, a mechanical/storage room with a workbench, central air, and a newer roof replaced in 2020. Come experience all that this beautiful home has to offer!

57 Bayview Cir, Watertown

$619,000
4 Beds 3 Baths 24162828 MLS
Looking for space to stretch out yet be close to amenities? Dreaming of horses or chickens or goats? This picturesque 5.4 acre property has just what you are looking for! Located in the desirable Taft School neighborhood, this charming oversized cape blends classic character (hardwoods and crown moldings throughout) with modern updates-all just minutes from downtown. Originally expanded in 1990, the home offers 9 spacious rooms, including 4 bedrooms, with the convenience of a first floor bedroom. The updated, eat in kitchen with a cozy nook, features granite counters, stainless appliances and an extra large farmhouse sink, perfect for everyday living and entertaining. Enjoy gathering in the formal dining and living rooms or relax in the bright sunroom overlooking the backyard pond and barn, as well as the wildlife that wanders through. Upstairs you will find three additional bedrooms including the private en-suite primary with a Juliet balcony. The full bath has a jetted tub for pampering and relaxation. The finished walkout basement adds valuable living space, complete with warm and cozy fireplace and direct access to outside. There is a small mudroom off the basement that has a saddle hanger and a place to leave your mucking boots! Outdoor enthusiasts, equestrians and hobbyists will love the barn with three stalls and a hayloft. Built prior to the home, it has character and plenty of space for a paddock and riding corral.

417 Hamilton Ave, Watertown

$585,000
4 Beds 4 Baths 24182099 MLS
Surprise!! Surprise!! Not one to miss!!! This is a lovely 4 bedroom Farmhouse Colonial with large front porch for sipping coffee in the a.m or a cold one at night!! Potential in-law set up in finished basement set in desirable neighborhood!!! This beauty is set on a 1 acre, beautifully landscaped and manicured corner level lot, flanked by charming woods in the back yard for privacy. 1ST FLOOR FEATURES Sunny eat in kitchen, stainless steel appliances, granite countertops and center island !!! Adjacent is the open plan family room with full wall working fireplace gleaming hard wood floor enhanced by recessed lighting. Right off the kitchen is your formal dining room, features hardwood floors and bright large bow window with scenic views to the lawn. After the beautiful meal in the formal dining room, enter the spacious large formal living room, hardwood and large 2nd floor: Primary Bedroom features en suite bath with large soaking tub, dressing room and walk in closet!! 3 more bedrooms are served by the main bathroom featuring double sinks!! FULLY FINISHED BASEMENT WITH PORCELAIN TILE A FULL BATHROOM, FULL KITCHEN, AND BUILT IN FIELDSTONE WET BAR . PERFECT POTENTIAL FOR IN LAW SET UP. THE HOME BOASTS A NEW DRIVEWAY, FULL HOUSE ATTIC FAN, TRIPLE PANE ENERGY EFFICIENT WINDOWS AND FULL HOUSE AND ATTIC INSULATION INSTALLED BY CERTIFIED GOVERNMENT ENERGY EFFIECIENT PROGRAM. A MUST SEE!!

296 Concord Dr, Watertown

$575,000
4 Beds 3 Baths 24193664 MLS
**Much larger than it appears!** Offering 2,512 square feet of living space, this beautifully updated Cape blends timeless New England charm with the spacious layout today's buyers are searching for. Nestled on 267 North Street, this home offers exceptional curb appeal with professionally designed paver walkways, attractive stonework, and beautifully landscaped grounds. Step inside and prepare to be surprised. The expansive main level is the true centerpiece, featuring a desirable primary suite, a second main-level bedroom perfect as a nursery, guest room or home office, and inviting living spaces designed for both everyday comfort and entertaining. Rich hardwood flooring, abundant natural light, recessed lighting, and a gas fireplace create a warm, welcoming atmosphere throughout. The stunning kitchen is truly the heart of the home, showcasing white cabinetry, stainless steel appliances, elegant stone countertops, and an oversized center island with generous seating. The spacious dining area and multiple oversized French doors create an effortless flow between indoor and outdoor living.

267 North St, Watertown

$555,000
4 Beds 3 Baths 24173064 MLS
This beautifully maintained 4-bedroom, 2.5-bath California Style Ranch sits on a generous 0.48-acre lot and offers the perfect blend of comfort, style, and outdoor living. The private backyard is a true retreat, featuring stunning stone walls, a custom outdoor fireplace, a stone bar, and a screened porch-ideal for relaxing summer evenings or crisp fall nights. Inside, the main level showcases a spacious open-concept layout with a large kitchen enhanced by a skylight, an eat-in area, and a bright living space. The open concept includes hardwood floors, additional skylights, and a charming brick fireplace. Sliding glass doors provide seamless access to the screened porch and backyard. Upstairs, the primary suite includes a full bath, complemented by two additional bedrooms and a second full bathroom. All bedrooms feature hardwood flooring, while both baths are finished with tile. The lower level offers even more living space, including a formal dining room, a guest bedroom, and a half bath, all with hardwood floors. The finished basement expands your options with a wet bar, laundry room, exercise area, and direct access to the attached two-car garage. Additional highlights include a camera security system and a truly move-in ready condition. Conveniently located within walking distance to the Watertown Country Club and Taft Ice Arena, this home offers both lifestyle and location. Don't miss the opportunity to make this exceptional property your own-schedule your private s

117 Whispering Hill Rd, Watertown

$550,000
3 Beds 3 Baths 24177984 MLS
*Seller is requesting all offers by 6pm on 5/31/26* Welcome to this beautifully crafted 3-bedroom, 3 full bath Craftsman-style Cape Cod blending timeless character with thoughtful custom upgrades throughout. From the moment you arrive, you'll appreciate the unique details, including a stunning custom White Oak front door. The heart of the home is the beautifully designed kitchen featuring granite countertops, crown molding, premium Viking appliances, built-in cabinetry, and a custom-made center island complete with a wine refrigerator- perfect for entertaining or enjoying quiet evenings at home. Built-in cabinets continue into the dining room, through arched columns, adding both charm and functionality. The living room showcases soaring cathedral ceilings, gorgeous custom built-in bookshelves, and a striking stone fireplace with electric insert, creating a warm and inviting space to gather. Upstairs, both bedrooms offer the convenience and privacy of ensuite full bathrooms. The spacious primary suite also includes a walk-in closet, while the second-floor laundry room adds everyday convenience. Step outside from the kitchen onto a private, spacious deck ideal for entertaining, outdoor dining, or simply relaxing in your own peaceful retreat. The oversized garage is truly a craftsman's dream, complete with extensive workbenches and cabinetry, offering the perfect setup for DIY projects, woodworking, hobbies, or extra storage.

80 Old Baird Rd, Watertown

$530,000
4 Beds 2 Baths 24157248 MLS
Classic 1939 Colonial ideally located close to town and the Taft School with an easy walk to local amenities. This charming home features hardwood floors throughout and a welcoming foyer that opens to a gracious living room with fireplace. French doors lead to a bright four-season sunroom with walls of windows overlooking the pool and grounds. The formal dining room with a built-in corner hutch flows into the remodeled kitchen featuring white cabinetry, stainless steel appliances, quartz countertops, and a large center island-perfect for cooking and gathering. A convenient half bath completes the main level. The second floor offers four comfortable bedrooms and a fully remodeled bathroom. Hardwood floors are also present beneath the carpeting throughout the upper level. A walk-up attic provides convenient storage. The unfinished lower level offers laundry, storage, and access to the attached one-car garage. Outdoor living is equally appealing, with classic stone walls and a spacious deck ideal for entertaining and relaxing. The beautifully terraced yard offers multiple levels of usable outdoor space, perfect for gardening, play, or a game of home run derby. Additional highlights include an in-ground saltwater pool and a large storage shed with electricity, offering great potential for entertaining, recreation, a workshop, or studio space. A wonderful blend of classic character, thoughtful updates, and a highly desirable walk-to-town location.

58 Steele Brook Rd, Watertown

$525,000
4 Beds 2 Baths 24159672 MLS
Welcome home to this beautifully updated home located in the highly desirable Taft School area of Watertown! Situated on a level lot just shy of an acre, this property offers space, privacy, and modern upgrades throughout. Step inside to find new luxury vinyl flooring throughout, complemented by recessed lighting that creates a bright and inviting atmosphere. The home features two full bathrooms, including an updated primary bath designed with comfort and style in mind. Major improvements provide peace of mind, including: Newly installed central air New windows New hot water heater New oil tank New front doors New electric garage door opener Enjoy the convenience of a main-level washer and dryer, generous storage, and plenty of parking for guests and family. Outdoors, the completely fenced-in backyard offers the perfect setting for entertaining, pets, or simply relaxing in your own private retreat. With thoughtful updates, modern systems, and a prime location near Taft, this move-in ready home is one you won't want to miss!

156 Hamilton Ave, Watertown

$450,000
3 Beds 2 Baths 24185455 MLS
Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. This home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes you with a classic wraparound porch, featuring a screened-in section perfect for tranquil summer evenings. The interior reflects the craftsmanship of a bygone era, anchored by a cozy fireplace and a formal dining room. The layout is both functional and inviting, highlighted by a charming step-down eat-in kitchen and a convenient main-level full bath with integrated laundry. Upstairs, three spacious bedrooms surround a versatile flex space, ideal for a home office or playroom, while a second full bath completes the level. Beyond its historic beauty, the home boasts significant practical improvements for total peace of mind, including a new roof (2022), a newer boiler, and a one-year-old water heater. Abundant storage space-a rare find for a home of this age-is supplemented by a newer outdoor shed and off-street parking. This distinctive property presents a rare opportunity to own a storied historic home in one of Watertown's most desirable neighborhoods.

52 Wheeler St, Watertown

$450,000
4 Beds 2 Baths 24149756 MLS
This early 1900's Colonial is filled with warmth, character, and outdoor charm. Nestled alongside a tranquil brook and surrounded by lush, established gardens, the grounds feel like a private retreat with multiple places to relax and entertain, including a covered porch, open deck, and a quaint patio area near the water. The back entry offers a practical mudroom drop zone, leading into a sunny, welcoming kitchen highlighted by a tin ceiling, farmhouse sink, and granite countertops-an inviting space for everyday living. A full bath sits conveniently just off this area. Traditional details continue throughout the main level with a welcoming foyer, a beautifully proportioned dining room, and a spacious front-to-back living room featuring a fireplace. From the living room, step out to the side covered porch-an ideal extension of the living space for quiet mornings or evening gatherings. Upstairs, you'll find four comfortable bedrooms with hardwood flooring, along with a full bath. A full walk-up attic provides ample storage and future possibilities. Additional features include a detached two-car garage and a greenhouse for gardening enthusiasts. Recent improvement: brand new roof on both the house and garage in 2025. Enjoy the charm of Watertown's vibrant historic Main Street with shopping and dining, plus quick access to major routes. Sidewalks connect you to town and Taft School-making this a truly special and convenient location.

27 Roberts Ave, Watertown

$430,000
3 Beds 2 Baths 24177657 MLS Watertown Old Farms BLDG.
Welcome to Watertown Old Farms, one of Litchfield County's most Tranquil and Highly Desirable Communities. Rarely available, this Meticulously Maintained Ranch-Style End Unit offers a Private Deck and Convenient Direct Access from the Garage. The beautifully updated kitchen features stainless steel appliances, abundant cabinets, a cathedral ceiling with skylights, and opens seamlessly to a spacious dining area with access to a private deck. The light-filled living room boasts a cozy gas fireplace perfect for relaxing or entertaining. The primary bedroom includes two large closets and a remodeled full bath with a walk-in shower. Two additional bedrooms are conveniently situated near the remodeled main bath, which features a tub/shower combination. The walk-out lower-level basement offers partially finished rooms, full-size windows, and a slider door, providing excellent potential for additional living space, a home office, recreation area, or guest accommodations, along with ample storage. Additional updates include a newer central air condenser, natural gas furnace, gas hot water heater, and replacement windows. Don't miss this opportunity to enjoy turnkey living in one of Watertown's most sought-after communities. Schedule your private showing today!

319 Thomaston Rd Unit 77, Watertown

$409,900
4 Beds 2 Baths 24146908 MLS
Historic charm meets everyday functionality at 79 Deforest Street, a circa-1778 Colonial located in the Taft School area of Watertown, CT. Listed on the National Register of Historic Places, this single-family home offers 2,948 sq ft of above-grade living space on 0.43 acres. The home features 4 bedrooms, 1 full bath, 1 half bath, plus a bonus room ideal for a home office, study, or sitting room. Interior highlights include wide plank hardwood floors throughout, two fireplaces, extensive custom built-ins, and fresh interior paint. The main level includes a living room with fireplace, a spacious dining room that opens to a stone patio, a family room with fireplace, and a sunroom off the kitchen. The eat-in kitchen features new appliances, including a gas cooktop, oven/range, range hood, refrigerator, and dishwasher. Laundry is located on the upper level. The primary bedroom offers hardwood flooring, built-in closets, a sitting area, and a two-story window. A walk-up attic provides additional storage or future potential. Exterior features include a historic barn, stone walls, covered porch, mature trees, sidewalks, and a private driveway. The roof was replaced around 2019. Mechanical updates include 200-amp electrical service, oil-fired hot water radiator heat, public water and sewer, and a recent 40-gallon natural gas hot water heater. Not in a flood zone. Convenient to parks, library, schools, and public transportation.

79 Deforest St, Watertown

$401,000
3 Beds 2 Baths 24162734 MLS Artillery Hill BLDG.
"Coming Soon" Completely renovated and move-in ready, this exceptional 3-bedroom residence at 99 Cannon Ridge Drive offers refined living across three thoughtfully designed levels. The main level showcases a beautifully remodeled eat-in kitchen, seamlessly flowing into an expansive living and dining area anchored by a fireplace creating a warm yet sophisticated space for both everyday living and entertaining. Sliders in the dining area open to a private deck, offering the perfect setting for morning coffee or evening relaxation. Two generously sized bedrooms and a well-appointed full bath complete the main level, providing both comfort and flexibility. The upper level is dedicated to a private primary suite retreat, featuring a full bath, walk-in closet, and a separate office area ideal for today's work-from-home lifestyle. A conveniently located second-floor laundry room and additional attic access enhance everyday functionality. The fully finished walk-out lower level adds a new dimension of living space, offering a gym area, spacious family room, and recreation area with a wet bar perfectly suited for entertaining, extended stays, or multi-generational living. Additional highlights include a one-car garage and access to a meticulously maintained complex of 125 units, with recent improvements including newly paved driveways and roadways. Residents enjoy low-maintenance living complemented by community amenities such as a swimming pool. Don't wait call Today!!

99 Cannon Ridge Dr Unit 99, Watertown

$390,000
3 Beds 2 Baths 24175787 MLS
Coming Soon, Welcome to 61 Prospect Street in Watertown. This Well-maintained 6-room home blends timeless character with a prime location in the highly desirable Taft School area, all within walking distance to downtown Watertown. Situated on a level .28-acre corner lot, this charming home is ideal for buyers who appreciate the craftsmanship and charm of homes built in the 1930s. The first floor features a spacious living room with Gas Cast-iron Stove, formal dining room, kitchen, full bath with laundry area, and a bright four-season sun porch. The second floor offers three bedrooms, including a primary bedroom with a large walk-in closet, plus pull-down attic access providing excellent additional storage. Outside, enjoy the beautifully landscaped corner lot, detached two-car garage, and ample off-street parking. Freshly painted inside and out, this home is truly move-in ready. Don't miss this opportunity to own a classic home in one of Watertown's most convenient and sought-after locations.

61 Prospect St, Watertown

$379,000
5 Beds 2 Baths 24181489 MLS
A rare opportunity to own a well-proportioned, solidly built split-level on a beautiful 0.38-acre lot in a quiet Watertown neighborhood. Now offered at a new price, with 1,774 square feet across two floors, 5 bedrooms, 2 full baths, an attached garage, and a massive patio, the bones and layout here are exceptional - the home is simply ready for the vision and updates to match. The first floor offers a generous living room with a wood-burning fireplace and built-ins, a large eat-in kitchen, dedicated dining area, spacious family room, first-floor bedroom, full bath, and a dedicated laundry room. Upstairs, four additional bedrooms include hardwood floors throughout and ample closet space. The lot provides privacy, mature trees, a storage shed, and outdoor space that's hard to find in today's market. A value-add opportunity in a stable, in-demand Litchfield County community. Public sewer, private well. Watertown school district. Schedule your showing - properties with this footprint and potential don't last.

16 Hamilton Ln, 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

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