Refine Search
Sort by
325 Woodbury Rd, Watertown
$1,325,000
5 Beds ⋅ 6 Baths ⋅ 24101244 MLS
Own a grand architectural gem. This 1926 Georgian Revival slate-roofed brick mansion is impeccably restored to 21st century high standards with 3.33 professionally landscaped acres, a natural pond, specimen trees and gunite pool tucked into flourishing gardens having a hundred year's growth under the loving hands of avid gardeners, all breathtaking to behold. Known as The Lilley House, built for the son of CT Gov. George L. Lilley, the property is in the historic district of Taft School. Features: *Two 4-season porches embrace the home on each end. One accesses the awe-inspiring chef's kitchen complete with a spacious butler's pantry, half bath and office. Continuing through to either the formal dining room or library with fireplace (FP), cross the stately foyer to enter the massive living room with FP which accesses the 2nd porch through two sets of French doors. *The elegant 2nd floor encompasses the primary suite with fireplace, dressing room, luxurious bathroom fitted with steam and 3 bedrooms (1en suite, 2 with Jack and Jill bath, laundry room, walk-in linen closet. *remodeled 3rd floor with a bedroom, full bath, office, living room, kitchenette and large cedar closet. *The basement level boasts a climate-controlled wine cellar able to store 2,000+ bottles. Modern mechanicals: C/A, updated electric, city water and sewer, radiator natural gas heat. This piece of heaven embodies the "divine". Lilley House is a remarkable estate for the most discriminating buyers.

325 Woodbury Rd, Watertown

318 Bayview Cir, Watertown
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 24122283 MLS
Stately Colonial with Grand New England Charm! This extraordinary 4 bedroom residence combines timeless design, fine craftsmanship, & modern comfort. Enter through the dramatic two-story foyer, where intricate millwork, high-quality interior doors, & premium hardware set the tone for refined detail throughout the home. Oversized windows flood the interiors w/ natural light, showcasing gleaming hardwood floors & lofty ceilings. A private office w/ custom built-ins creates a functional work space, while the spacious first floor primary suite serves as a private retreat w/ a spacious walk in closet & luxurious en suite bath. The gourmet kitchen boasts white shaker cabinetry, granite counters, a large center island with ample seating, plus a built in desk and bar. Adjacent, the two story great room is a showpiece with a dazzling chandelier, dual custom fans, balcony overlook, classic built-ins, & a striking gas fireplace. Glass doors lead to an outdoor space w/ a composite deck, heated pool, covered patio, & wide, flat yard ideal for entertaining. Upstairs, 3 spacious bedrooms with walk in closets awaits. One offers it's own private en suite bath, while the others share a full hall bath. Expansive, full size walkout basement comes with soaring ceilings, abundant space & half bath. Highlights include: 3 car garage, efficient hydro air HVAC system, new 100 gall hot water tank, advanced radon mitigation system, water filtration systems, central vac, & a generator-ready power panel.

318 Bayview Cir, Watertown

249 Old Farms Rd, Watertown
$976,000
5 Beds ⋅ 5 Baths ⋅ 24164896 MLS
Proudly introducing, first time on market, 249 Old Farms Rd! Custom built with magnificent attention to detail. Timeless sophistication meets resort-style living in this 10-room Regal Colonial set in one of Watertown's premier locations. The kitchen is a chef's dream with custom cabinetry, and flows seamlessly into formal living areas. Family room leads to an outdoor sanctuary featuring a pristine in-ground pool and an architecturally matching pool house. Home office is located on main level with French doors to pool/patio area. The primary bedroom on the second level is a dream come true with ample closet space, full bathroom and gas log fireplace, perfect for a romantic night! 4 additional expansive bedrooms and 3 more bathrooms plus finished basement is perfect for your home theater or game room. The mechanicals are beyond expectation including a generator. Three car oversized garage is perfect for the car buff with epoxy floors and cabinet storage. The enormous walk in attic can be accessed from the garage or bedroom. All this and much more on a cul de sac with City water/sewer, underground utilities, this property defines LUXURY at $975. OPEN HOUSE HAS BEEN CANCELLED.

249 Old Farms Rd, Watertown

217 Hinman Rd, Watertown
$933,500
4 Beds ⋅ 4 Baths ⋅ 24188900 MLS
Own a Piece of Paradise! Builders' own home! Nestled nearly 1,000 feet from the road on 65 breathtaking acres of conservation-protected land, this extraordinary custom Cape offers the perfect blend of privacy, luxury, and nature. Enjoy spectacular sunsets from your front porch, peaceful country living, and abundant wildlife right outside your door. Built in 2019, this exceptional home offers 3146 sq ft of thoughtfully designed living space, including a private two-story in-law suite with its own entrance. The main home features a spacious mudroom leading into an open-concept kitchen, dining, and living area with 9-foot ceilings, gleaming HW floors, a cozy gas FP, and abundant natural light, perfect for entertaining family and friends. The stunning first-floor primary suite is a true retreat with a cathedral ceiling, two walk-in closets, a spa-inspired bath featuring a soaking tub and walk-in shower, and a private vestibule ideal for a home office or sitting room. A convenient first-floor laundry room and 1/2 bath complete the main level. Upstairs you'll find 2 spacious BRds connected by a Jack-and-Jill bath, an oversized hallway with room for a desk or reading nook, and an additional walk-in storage closet. The separate legal in-law suite offers incredible flexibility with its own EIK and LR, a second-floor BR, and a full bath, perfect for extended family, guests, or multi-generational living. See additional remarks.

217 Hinman Rd, Watertown

67 Curtiss Ln, Watertown
$900,000
5 Beds ⋅ 5 Baths ⋅ 24193016 MLS
Welcome to this meticulously maintained Colonial, ideally situated in a highly desirable neighborhood and offering over 4,000 sq. ft. of beautifully finished living space. Quality craftsmanship is evident throughout, with extensive custom moldings, detailed woodwork, transom windows, built-ins, and thoughtful architectural details in nearly every room. The main level features a formal living room and dining room, a private home office with custom built-in shelving, and an open-concept kitchen that flows seamlessly into the spacious family room with fireplace and built-ins. A spectacular four-season room overlooking the private backyard provides the perfect place to relax or entertain year-round. A convenient mudroom connects to the oversized garage, while two separate staircases provide access to the second floor. Upstairs, the impressive primary bedroom suite features its own fireplace and luxurious private bath, plus an additional en-suite bedroom for added comfort and privacy. The finished walkout lower level adds approximately 1,000 sq. ft. and offers exceptional multigenerational or potential in-law possibilities, complete with a fifth bedroom with walk-in closet, full bath, and plumbing already in place for a future kitchen. Walk directly outside to a covered patio and beautifully landscaped, private backyard. Additional features include walk up attic, professional landscaping, an irrigation system, a large garden shed, and an abundance of custom details throughout.

67 Curtiss Ln, Watertown

168 Bella Vista Dr, Watertown
$876,000
4 Beds ⋅ 4 Baths ⋅ 24131696 MLS
Experience refined living in this custom built, modern-minimalist brick colonial, where timeless architecture meets fresh, contemporary design. Step through the columned portico into an impressive open concept main level defined by soaring ceilings, wide plank flooring, & a sleek white interior that radiates light & sophistication. Grand two story living room, with a dramatic floor to ceiling fireplace wall framed by tall windows and clean architectural lines. The chef's kitchen offers crisp, white cabinetry, granite counters, stainless steel appliances, and a butler pantry. The kitchen opens to a dining area with glass sliders leading to your back porch and beyond. A spacious first floor bedroom suite offers comfort and flexibility, ideal for guests or a main level primary option, complete with their own laundry room. A contemporary staircase leads you to the bright upper level overlooking the main area. Upstairs you will find three more spacious bedrooms, including a serene primary suite with a spa-inspired bath. An additional laundry room, and multiple dedicated attic spaces complete the upper level. Expansive unfinished basement allows for endless possibilities. Every room in this home exudes modern elegance, from the spacious primary suite to the spa inspired baths. This home perfectly balances refined style and every day comfort in one of Watertown's most desirable settings. Contingent upon seller finding suitable housing.

168 Bella Vista Dr, Watertown

59 J Ryan Way, Watertown
$875,000
4 Beds ⋅ 4 Baths ⋅ 24167877 MLS
Welcome to 59 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,800 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized bedrooms highlighted by an enormous primary suite that offers comfort and privacy. The main level showcases a warm and inviting family room with fireplace, a front-to-back living room filled with natural light, and a formal dining room perfect for hosting gatherings. At the heart of the home is a spacious eat-in kitchen, ideal for both casual meals and entertaining, with seamless access to a large deck-perfect for outdoor entertaining and relaxing. Additional highlights include two full baths and two half baths, stunning hardwood floors throughout, and beautifully tiled bathrooms that add a refined touch. Situated on a level .71-acre lot at the end of a quiet cul-de-sac, this property offers exceptional privacy and a peaceful setting. The oversized two-car garage adds convenience and functionality. With three homes available, all completed, this is a rare opportunity to secure a move-in-ready property in one of Watertown's most desirable locations. Motivated seller-don't miss your chance to make this exceptional home yours!!

59 J Ryan Way, Watertown

95 Carola Dr, Watertown
$800,000
4 Beds ⋅ 5 Baths ⋅ 24180115 MLS
Welcome to this impeccably maintained, sprawling Colonial situated in the heart of Watertown. Boasting 4,321 square feet of living space, this home offers a perfect blend of timeless design and modern comfort. The main level features a spacious chef's kitchen complete with an island, breakfast nook and a butler's kitchen for seamless food preparation. The great room boasts a cozy fireplace and sliders leading to a back patio, perfect for indoor-outdoor living. The office/den and formal dining room are elevated with crown molding and recessed lighting, with gleaming hardwood flooring throughout the main level. A half bath and attached three-car garage complete the main floor. The upper level features four spacious bedrooms and four full bathrooms, providing ample room for every lifestyle. Outside, you can enjoy the well-manicured grounds and a private concrete patio, an ideal setting for outdoor entertaining or peaceful relaxation. Built in 2000, this property is a rare opportunity to own a home of this scale and quality in a prime location with beautiful views of the Litchfield Hills.

95 Carola Dr, Watertown

305 Killorin Rd, Watertown
$800,000
4 Beds ⋅ 3 Baths ⋅ 24129139 MLS
Experience the perfect blend of space, style, and comfort in this stunning contemporary ranch set on over 5 acres of land! Boasting 9+ ft ceilings and an open layout, this home offers one-level living at its finest. The spacious primary suite features a full bath and walk-in closet, while three additional bedrooms provide plenty of room for everyone. Enjoy cooking and gathering in the large eat-in kitchen with granite countertops, island, and double oven, plus a separate dining room ideal for entertaining. A dedicated office space could easily be transformed into a walk-in pantry. Step down into the inviting living room with a cozy fireplace-perfect for relaxing evenings. The expansive lower level adds over 2,000 sq ft of heated living space, complete with a brand-new pellet stove, full bathroom, and kitchen-offering great in-law potential or the ultimate recreation area. Additional highlights include a 3-car garage, brand-new central air, and a walk-up attic ready to be finished for even more living space. The home's solar panels provide exceptional energy efficiency and cost savings while supporting a sustainable lifestyle. Surrounded by nature with a circular driveway and ample privacy, this property combines modern comfort with peaceful country living yet just a few minutes from Hawk Ridge Vineyard and conveniently located near many great restaurants, shopping and highways! Property being sold as-is.

305 Killorin Rd, Watertown

1729 Litchfield Rd, Watertown
$799,000
4 Beds ⋅ 4 Baths ⋅ 24155493 MLS
Exceptional custom contemporary set on a rare 9.4 acre private, interior lot, just minutes to Litchfield center! Offering approx. 3,400 sq ft, this home showcases custom woodwork and architectural detailing throughout. Upon entry, you're welcomed by a formal living room & dining room, defined by hardwood floors, soaring cathedral ceilings, a gas fireplace, & elegant custom pillars that create a striking first impression and timeless sense of scale. The home then flows seamlessly into the eat in kitchen, featuring a center island, granite countertops, stainless steel appliances, &a tray ceiling-ideal for both every day living & entertaining. The spacious sun room off of the kitchen offers sliders leading to an 18x34 heated in ground pool with a brand new liner & jacuzzi, all surrounded by peaceful, wooded privacy. A main level primary suite with full bath and convenient main level laundry add ease and functionality. The second floor features a loft overlooking the living room & dining room, three bedrooms, and an additional living room with gas fireplace, and wet bar. An additional room on the second level could easily function as a home office or use your imagination! 3.5 baths have all been remodeled. Additional features include a 3 car garage(3rd bay, negative pressure, dust free) central air (new first floor unit), 4 zone heat, central vac, abundant storage with tons of closets and pull down attic, central speaker system with subwoofer, & a 2500-watt generator.

1729 Litchfield Rd, Watertown

57 Joshua Town Rd, Watertown
$795,000
4 Beds ⋅ 3 Baths ⋅ 24131961 MLS
Expansive Colonial in one of Watertown's Most Sought-After Neighborhoods! Enjoy beautiful views of Smith Pond, perfectly set in a desirable subdivision. Step inside the grand two-story foyer that opens up to a formal living room and a dedicated home office. The heart of the home is a chef's dream eat-in kitchen-featuring granite countertops, stainless steel appliances, a double oven, and a seamless flow into the dining room. Off the kitchen, step down into the inviting family room with a cozy pellet stove. A convenient half bathroom completes the main level. Oversized sliding doors from both the kitchen and family room open to a charming brick paver patio with gazebo-perfect for relaxing and enjoying the private backyard. From the family room, stairs lead to a versatile loft area-great for a recreation room or playroom and connects to the upper level. The spacious primary suite offers a jetted tub, dual sinks, and a walk-in shower. Three additional generously sized bedrooms, a full bathroom with double vanities, and a laundry room complete the upstairs. Gleaming hardwood floors run throughout both levels. Additional highlights include a newer furnace (2020), newer roof (2012), new well pump (2024), Leaf Life Guard gutter protectors, new first floor condenser and air handler, central vac system, "holiday light" package, generator hook-up, hard-wired surround sound system on the main floor, garage and outside patio area and landscape lighting. MOVE QUICK!

57 Joshua Town Rd, Watertown

55 Butternut Ln, Watertown
$780,000
4 Beds ⋅ 4 Baths ⋅ 24178706 MLS
Motivated Seller Price Improved 15K Welcome to 55 Butternut Ln, Watertown! Tucked away on 3.5 private acres, this custom-built 2006 home offers over 3,200 sq. ft. of living space thoughtfully designed for both comfort and entertaining. The open floor plan showcases soaring two-story ceilings, a spacious dining room/living room with wet bar, ice machine, and wine chiller, a welcoming family room with gas fireplace, and an eat-in kitchen that makes gathering easy. Additional highlights include central air, a built-in desk/office area, half bath, and an oversized two-car garage. Step outside and enjoy your own private retreat with a heated in-ground pool, hot tub, fire pit, bocce court, and horseshoe area perfect for hosting family and friends. Upstairs, you'll find four generously sized bedrooms, all with gleaming hardwood floors. The primary suite offers a walk-in closet, spa-like full bath, and private balcony overlooking the serene grounds. With a seamless blend of privacy, elegance, and entertainment-ready spaces, this rare property is truly one of a kind.

55 Butternut Ln, Watertown

9 Wolf Hill Rd, Watertown
$777,000
4 Beds ⋅ 3 Baths ⋅ 24087317 MLS
This Beautiful Farmhouse Colonial is the last home to be built in the sought-after Wolf Hill subdivision. Nestled on a peaceful cul-de-sac, this seven-room, four-bedroom home features an open floor plan with approximately 2,500 sq ft of living space. The first floor features a luxurious master bedroom suite with a walk-in closet and a full bath. The large eat-in kitchen, complete with an island, Quartz countertops, and stainless steel appliances, and it opens seamlessly to the dining room, dining room also has fench pocket doors to foyer. The family room is the perfect gathering space, featuring a cozy gas fireplace. Upstairs, you'll find three spacious bedrooms, a full bath. The full walkout basement features endless possibilities-it can be easily finished as an in-law apartment or an additional living space. This home is thoughtfully designed with hardwood floors throughout, central air, and a large Trex deck with stunning views. The two-car garage adds practicality to this picturesque property. Enjoy the serene feel of country living while being close to modern conveniences. Don't miss the opportunity to make this exceptional home yours! Taxes To Be Determined, Photos Similar to last built. Square footage approximate Occupancy October 2025.

9 Wolf Hill Rd, Watertown

1460 Guernseytown Rd, Watertown
$775,000
5 Beds ⋅ 4 Baths ⋅ 24165679 MLS
Welcome to your private retreat set on 2.7 beautifully maintained acres, offering the perfect blend of space, comfort, and lifestyle. This expansive 5-bedroom, 3.5-bath home spans approximately 3,400 square feet and features a bright, open layout designed for both everyday living and entertaining. Vaulted ceilings with exposed wood beams create a warm, architectural statement, while updated flooring and neutral tones provide a modern, move-in-ready feel. The spacious living areas flow seamlessly, offering flexibility for gatherings, relaxation, and work-from-home needs. Large windows throughout the home bring in abundant natural light and highlight the peaceful surroundings. Step outside to enjoy your own private outdoor oasis: In-ground pool perfect for summer enjoyment Tennis court offering recreation or multi-use potential Expansive yard with endless possibilities Recent updates include a newer roof, siding, garage doors, and patio-adding both value and peace of mind. This property offers a rare combination of privacy, space, and, lifestyle amenities, all within close proximity to shopping, dining, and major routes.

1460 Guernseytown Rd, Watertown

21 Hidden Pond Dr, Watertown
$775,000
5 Beds ⋅ 4 Baths ⋅ 24160061 MLS
Stunning 4,414 Sq Ft Colonial in one of Watertown's most desirable neighborhoods! This beautifully maintained home offers exceptional space, comfort & versatility meeting multi-generational needs. Enjoy relaxing mornings & peaceful evenings on the inviting covered porch featuring removable screens. Inside you will find a large foyer with a grand spiral staircase. There is a large formal living room as well as a generous sized formal dining room perfect for entertaining family & friends. A gorgeous eat-in kitchen any home chef would enjoy is just off the dining area with a center island, large walk-in pantry, double ovens, dishwasher & cooktop make this a great functional kitchen. Off the kitchen is a large family room with sliders to the covered 3 season porch providing access to a beautiful brick patio. Upstairs there is a primary bedroom with ensuite & walk in closet. You'll also find 3 additional bedrooms, a full bath & a separate laundry room. Through the breezeway area there is an extra large office for working from home or great work out space. Upstairs off the breezeway is a guest area/in-law suite featuring a spacious living room/dinning room area, great kitchen, bedroom, full bath with a compact washer/dryer. This home is nestled on a professionally landscaped 1.92 acre lot! Don't miss this one!

21 Hidden Pond Dr, Watertown

47 J Ryan Way, Watertown
$766,250
4 Beds ⋅ 4 Baths ⋅ 24167873 MLS
"Coming Soon" Welcome to 47 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,600 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized bedrooms highlighted by an enormous primary suite that offers comfort and privacy. The main level showcases a warm and inviting family room with fireplace, a front-to-back living room filled with natural light, and a formal dining room perfect for hosting gatherings. At the heart of the home is a spacious eat-in kitchen, ideal for both casual meals and entertaining. Additional highlights include two full baths and two half baths, stunning hardwood floors throughout, and beautifully tiled bathrooms that add a refined touch. Situated on a level .70-acre lot in a quiet cul-de-sac setting, this property offers both privacy and convenience. The oversized two-car garage adds functionality, while the setting enhances the home's appeal. With three brand-new homes available, all completed, this is a rare opportunity to secure a move-in-ready property in one of Watertown's most desirable locations. Motivated seller don't miss your chance to make this exceptional home yours

47 J Ryan Way, Watertown

278 Georgetown Dr, Watertown
$760,000
3 Beds ⋅ 3 Baths ⋅ 24125826 MLS
NEW CONSTRUCTION! Don't miss this chance to own a stunning new construction home nestled in a peaceful Watertown neighborhood, located conveniently to shopping and major highways! Set on a private, interior 2.92-acre level lot, this home offers over 2,500 sq ft of quality craftsmanship and thoughtful design. Step inside to an open-concept floor plan ideal for modern living and entertaining. The chef's kitchen features Quartz countertops, an abundance of cabinetry, a large center island, and a sunlit eat-in area with sliders leading to a 16x12 Trex deck overlooking your secluded backyard. Enjoy gatherings in the front-to-back Great Room with a cozy fireplace, or host formal meals in the elegant dining room. Beautiful hardwood flooring runs throughout this quality-constructed home. Upstairs, you will find 3 spacious bedrooms, including a primary suite with a luxurious full bath and an impressive 10x10 walk-in closet. Additional features include 2.5 baths, propane heating, central air, and a two-car ground-level garage. Experience the serenity of country living with the ease of city access-just minutes from shopping, restaurants, and major highways. The 4.94-acre adjacent parcel is offered at $149,900. Own almost 8 acres. Bring your horses or just enjoy your secluded oasis. The adjacent parcel is an approved building lot also for sale.

278 Georgetown Dr, Watertown

50 J Ryan Way, Watertown
$759,000
4 Beds ⋅ 4 Baths ⋅ 24167876 MLS
"Coming Soon" Welcome to 50 J. Ryan Way, Watertown, a stunning, newly built 4-bedroom Colonial set on a beautifully level 0.95-acre lot at the end of a quiet cul-de-sac in one of Watertown's newest subdivisions. From the moment you step inside, you're greeted by a dramatic two-story grand foyer that sets the tone for the rest of the home. The formal dining room flows seamlessly into a spacious living area with fireplace, creating the perfect layout for both everyday living and entertaining. The open-concept kitchen anchors the home, offering functionality and style in one inviting space sliders to large deck overlooking private backyard. A major highlight is the first-floor primary bedroom suite, providing comfort, convenience, and flexibility for today's lifestyle. The main level is completed by a half bath, dedicated laundry room, and access to an oversized two-car garage. Upstairs, you'll find three generously sized bedrooms, two full bathrooms, a Bonus room, and a walk-in attic, offering excellent storage. Throughout the home, enjoy hardwood flooring, beautifully tiled bathrooms, and quality craftsmanship that truly stands out. Situated on a peaceful cul-de-sac with three brand-new homes available, this is a rare opportunity to secure a home in a highly desirable and growing neighborhood. Showings will begin shortly. Motivated Seller - don't miss your chance to make this exceptional home yours.

50 J Ryan Way, Watertown

146 Hollow Rd, Watertown
$750,000
3 Beds ⋅ 3 Baths ⋅ 24174868 MLS
A custom-built Victorian reproduction in the Italianate style. Masterfully designed by it's original owners. No detail has been overlooked in this remarkable design. This unique offering is equipped with all the modern conveniences of a newer home blended with charming architectural design elements and historic, vintage charm. The first floor boasts an open floor plan with expansive custom kitchen, pantry and formal dining area with reclaimed antique fireplace with custom carved mantel and surround. The spacious living room is equipped with a second fireplace with an efficient wood-burning insert. A first floor powder room and separate den with glass french doors completes the first floor. A breezeway with custom bench and storage area conveniently connects the first floor to the three car garage area and rear patio with custom grill area and hot tub/spa. A large primary bedroom suite on the second floor is well equipped with a soaking whirlpool bathtub, a separate tiled shower stall, large vanity with double sinks and a spacious walk-in closet. Two additional bedrooms share a hall bath with a separate laundry room. Beautiful hardwood flooring and custom trim, tray ceilings, and custom moldings throughout the home. A partially finished basement of approximately 1000/sf. consists of a large family room, a large recreation room and an additional area utilized as an exercise room. Proximate to the Watertown Country Club, Rumsey Hall, and the Taft School.

146 Hollow Rd, Watertown

195 Hinman Rd, Watertown
$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

1110 Bassett Rd, Watertown
$669,900
3 Beds ⋅ 3 Baths ⋅ 24123839 MLS
Welcome to 1110 Bassett Rd! As you enter this home set on over 2.25 acres of private land, a professionally landscaped yard greets you as you pull up the driveway. Entering through the garage, a large mudroom awaits you with ample storage for all of your coats, shoes and bags. Through the mudroom is an inviting kitchen with a center island, granite countertops, stainless steel appliances, a large pantry for all of your kitchen essentials and a separate eat-in area. Just off of the kitchen is the dining room which is large enough to host all your favorite people for holidays and special occasions. The sunken living room off of the kitchen offers a breakfast bar area where you can pony up to the kitchen while enjoying your favorite Netflix series or game on tv. This large room with a wood burning fireplace offers so much space to entertain your guests. French doors allows for quick access to the back yard as well. A bedroom/office on the main level and a full bathroom for your guests. The primary bedroom suite has a fireplace, walk-in closet, a private bath with double sinks and a separate whirlpool tub and a walk in shower. A room just off the primary bedroom is perfect for a home office. Two other very spacious bedrooms are on the second level. 2nd floor laundry! A massive great room over the garages is perfect for hosting friends for game nights. There's a 3 car attached garage and an additional space on the side for your recreational vehicle or additional parking

1110 Bassett Rd, Watertown

57 Bayview Cir, 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

15 Deer Run Rd, Watertown
$650,000
4 Beds ⋅ 3 Baths ⋅ 24130326 MLS
Tucked away on a peaceful corner lot in one of Watertown's most desirable neighborhoods, this well-maintained Colonial-style home offers the perfect balance of space, comfort, and classic New England appeal-just minutes from local shops, parks, schools, and major commuter routes. Inside, you're greeted by a front porch leading into a welcoming two-story foyer. Hardwood floors run throughout the home, adding warmth and cohesion to the space. The main level features a spacious living room with a wood pellet stove fireplace-ideal for cozy evenings or relaxed gatherings. French doors open to the formal dining room, offering a natural flow for entertaining. The kitchen is both warm and functional, with solid hardwood cabinetry, granite countertops, a dual sink, and sliding doors that open to a small private back deck overlooking the yard-perfect for morning coffee or evening unwinding. A dedicated main-floor office offers a quiet and convenient space to work from home or manage daily routines without being isolated from the rest of the household. A half bath with laundry hookups completes the main level, along with direct access to the backyard and a double attached garage, ensuring daily convenience and seamless entry in all seasons. Upstairs, the spacious primary suite includes a full bath with both a soaking tub and separate stall shower, a walk-in closet. A second-floor balcony offers a peaceful spot to begin or end your day, easily accessible from the upstairs hallway.

15 Deer Run Rd, Watertown

1000 Bassett Rd, Watertown
$640,000
4 Beds ⋅ 2 Baths ⋅ 24177820 MLS
Timeless New England Charm, Thoughtfully Reimagined. Beautifully renovated and meticulously maintained, this move-in-ready Cape blends classic New England character with clean, modern updates. Set on a desirable corner lot in the heart of Litchfield County, the home offers four spacious bedrooms, bright living spaces, and an effortless sense of comfort throughout. The sun-filled interior is centered around a thoughtfully renovated kitchen featuring white shaker cabinetry, granite countertops, subway tile backsplash, stainless steel appliances, and contemporary lighting throughout. Every update has been carefully selected for both style and function. Major system upgrades provide true peace of mind, including a new furnace (2022), updated septic system, whole -house water filtration, sump pump installation, new washer and dryer, and refrigerator-creating a genuinely move-in-ready experience from day one. Outside, the property unfolds into a private backyard designed for quiet relaxation and entertaining alike. Landscaped with manicured raised garden beds, sculpted boxwood hedges, and an expansive gravel patio. Framed by mature trees and fencing the lush lawn space offers exceptional privacy and serenity.

1000 Bassett Rd, Watertown

65 J Ryan Way, Watertown
$635,000
4 Beds ⋅ 3 Baths ⋅ 24174072 MLS
Like new Colonial in a prime location convenient to commuting, shopping, and local amenities. This energy-efficient home features a spacious open-concept layout that seamlessly connects the kitchen, dining area, and living room, all accented by beautiful hardwood floors throughout. The living room offers sliding glass doors leading to the deck and fenced side yard, perfect for indoor-outdoor living. Just off the kitchen, you'll find a practical mudroom with laundry and a half bath, providing direct access to the garage. The main level also includes a desirable primary bedroom suite with a full bath and walk-in closet. A welcoming front porch and spacious entryway create a warm first impression for guests. Upstairs, there are three generously sized bedrooms and a stylish full bath. An additional unfinished space at the top of the stairs offers endless possibilities for a future bedroom, recreation room, or home office. The walk-out basement, complete with sliding doors to the backyard, also provides excellent potential for additional finished living space. Exceptionally low utility costs are the perfect finishing touch to this wonderful home.

65 J Ryan Way, Watertown

1743 Litchfield Rd, Watertown
$635,000
4 Beds ⋅ 3 Baths ⋅ 24126213 MLS
Beautiful 4 bedroom colonial with front porch set on 2.13 acres of secluded, landscaped grounds. Located in a highly desirable section of Watertown and minutes from Litchfield center! This home delivers privacy, comfort, and a perfect blend of indoor/outdoor living. The inviting main level, all freshly painted, features a 2 story foyer, first floor bedroom, hardwood floors, and an easy flow layout with convenient first floor laundry. An intimate living room with propane fireplace creates the perfect cozy retreat, while the expansive family room offers a wood stove, wet bar, updated half bath, & soaring, vaulted ceilings that fill the space with natural light from the beautiful, oversized windows. The bright and functional kitchen features granite counters, double ovens, and a breakfast bar. Upstairs you'll find the primary bedroom complete with cathedral ceilings, a walk in closet , and a full size bath with private vanity. Two additional well proportioned bedrooms and a full size guest bath complete the upstairs. Step outside to your brand new sports pool and composite deck, perfect for summer entertaining or relaxing. A large walk out basement offers incredible storage or the potential for future finished space. Extra long driveway for tons of parking and 2 car garage. Other highlights include a bluestone walkway, extensive landscape renovations, brand new water softener system, & a 6 stage reverse osmosis system. Property line extends all the way back into the woods.

1743 Litchfield Rd, Watertown

47 Maple Tree Dr, Watertown
$629,000
3 Beds ⋅ 3 Baths ⋅ 24180245 MLS
Welcome to 47 Maple Tree Drive! Located on a quiet cul-de-sac just a five-minute walk from Lake Winnemaug, this meticulously maintained, 3 bedroom home offers privacy, charm, and complete peace of mind. Set on a picturesque 0.96-acre lot, this home blends timeless character with extensive updates throughout.Outstanding curb appeal features a two-year-old paved driveway with Belgium block edging, an illuminated stone wall, bluestone walkway, and mature landscaping. Andersen windows,new roof with newer gutters and leaf guards, as well as underground utilities. The beautifully renovated kitchen showcases custom cabinetry, abundant workspace,an impressive 8' x 3' quartz island with sink and storage, newer appliances, and a sun-filled bay window. The bedroom level includes a primary suite with private bath, a recently renovated main bath, and convenient upstairs laundry.Major mechanical updates include 200-amp electrical service, generator hookup, gas grill hookup, whole-house fan, added attic insulation, and a three-year-old propane furnace with owned tanks and efficient three-zone heating.Outdoor living is exceptional, with a spacious 16' x 20' deck, 16' x 22' patio, and large electric awning-perfect for entertaining or relaxing.Additional features include a stone walkway and a 10' x 12' shed with electricity. This home has it all, offering quality craftsmanship, thoughtful updates, and a sought-after lake community. Make your appointment today! Will not last!

47 Maple Tree Dr, Watertown

19 Wentworth Ct Unit 8, Watertown
$625,713
3 Beds ⋅ 2 Baths ⋅ 24125060 MLS
Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offering 32 single-story homes tailored for low-maintenance living. These to-be-built residences combine style and practicality with open-concept layouts, vaulted ceilings, and a range of customizable finishes to suit your personal taste. Each home features 3 bedrooms, 2 full bathrooms, and floor plans ranging from 1,444-1,610 square feet with an optional 12'x12' cathedral three or four-season sunroom. Highlights include a fireplaced living room, kitchen with island and stainless steel appliances, primary suite complete with walk-in closet and en-suite bath, an attached 2-car garage, full basement, covered front porch, and 10'x12' patio or deck. Enjoy the perfect balance of design and convenience in a serene setting just minutes from local dining, shopping, parks and rec, and Route 8. This Planned Unit Development will start occupancy Fall 2025. Agent related.

19 Wentworth Ct Unit 8, 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.

How much is your home worth?

Get instant property value now!