Watertown Homes for Sale

Welcome to Watertown, Connecticut – a charming town nestled in the picturesque Litchfield County, where history and modern living blend seamlessly. Known for its rich heritage and stunning landscapes, Watertown boasts beautiful parks, serene lakes, and a welcoming community atmosphere that makes it an ideal place to call home.

As you explore the homes for sale in Watertown, you'll discover a diverse array of properties that cater to various lifestyles and preferences. From charming colonial-style houses with timeless character to modern, spacious family homes equipped with all the latest amenities, there's something for everyone in this delightful town. Many properties are situated in tranquil neighborhoods, offering a sense of peace and privacy while still being conveniently close to local shops, restaurants, and schools.

Watertown’s vibrant community is complemented by its excellent educational institutions, making it a perfect choice for families. The town also features numerous recreational opportunities, including hiking trails, sports facilities, and community events that foster a strong sense of belonging among residents.

In addition, Watertown's strategic location provides easy access to larger cities like Waterbury and Hartford, ensuring you can enjoy the best of both worlds – the tranquility of suburban living combined with the excitement of urban amenities.

If you're searching for a place that offers not just a house, but a true home, Watertown is a wonderful choice. Come explore the available homes for sale and discover the charm and warmth of this delightful Connecticut town. Your dream home awaits!

Newest Watertown Homes for Sale

$340,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193146 MLS

Welcome to this well-maintained home in a desirable Watertown neighborhood, offering numerous quality updates and timeless features. Beneath the wall-to-wall carpeting, you'll find hardwood flooring throughout, providing an excellent opportunity to reveal the home's original character. The spacious interior is complemented by central air conditioning, a whole-house fan, and added attic insulation for enhanced year-round comfort and energy efficiency. Major improvements include a new furnace (2024), water heater (2018), New windows installed 2018 throughout , and a roof replaced approximately 8 years ago. Outside, enjoy relaxing or entertaining on the low-maintenance Trex deck overlooking the yard. The driveway was replaced just 3 years ago, adding to the home's curb appeal and long-term value. With strong mechanical updates already completed, this move-in-ready property offers peace of mind while allowing the next owner to add their own personal touches. Conveniently located near schools, parks, shopping, and major commuting routes, this is a wonderful opportunity to own a beautifully cared-for home in Watertown.

78 Westview Dr, Watertown

$369,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194409 MLS

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

532 Nova Scotia Hill Rd, Watertown

$995,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24192726 MLS

Coming Soon! Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the garage. Designed with today's lifestyle in mind, the finished walk-out lower level with a full bath provides exceptional flexibility and presents an outstanding opportunity for multigenerational living. With only minimal modifications, this space could easily accommodate an in-law suite, guest quarters, or a private living area, making it ideal for extended family or long-term visitors. The primary suite features direct access to an expansive deck overlooking the picturesque property, with additional deck access from the family room, creating the perfect setting for relaxing or entertaining while taking in the spectacular views. At the rear of the property sits an impressive 24' x 48' two-story post-and-beam barn, with an approximate replacement value of $250K. Whether you're an equestrian looking for exceptional horse facilities or car enthusiast this remarkable barn is a true showpiece. Offering the perfect blend of privacy, and versatility, this rare new construction combines modern design with endless possibilities.Coming to the market next week. Available by appointment only.

191 Northfield Rd, Watertown

$429,999

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193923 MLS

***HIGHEST & BEST DEADLINE MONDAY 9PM 7/27/26*** THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless appliances, flowing into bright living and dining space over hardwood floors that run throughout. Every bathroom has been tastefully renovated and a wood burning fireplace warms the heart of the home. The finished walkout lower level flexes as family room, office, or gym, with a laundry closet and direct access to the yard and side entry two car garage. The systems tell the same story. Owned rooftop solar installed in 2021 transfers with no lease to assume and pairs with ductless heating and cooling added in 2024 to keep utility costs remarkably low. A new electrical panel with professional rewiring in 2018, a roof about four years young, Andersen windows throughout, and city water and sewer complete the picture. Outside, a three season sunroom overlooks a covered patio at the walkout, while a custom retaining wall patio turns a sloped corner of the yard into a private outdoor patio framed by garden beds and a newer shed. Level lot on a quiet Oakville street, minutes to Route 8 and Main Street shops, restaurants, schools, and parks.

332 Williamson Cir, Watertown

$899,900

6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24192575 MLS

Welcome to 47 Academy Hill, a stately Victorian-era Colonial where timeless craftsmanship meets modern comfort in the heart of Watertown. Offering more than 3,700 square feet of beautifully maintained living space, this exceptional home is just a five-minute walk from The Taft School and minutes from downtown shops, restaurants, and amenities. A gracious wraparound porch creates an impressive first impression and sets the tone for the remarkable period details found throughout. Inside, soaring 10-foot ceilings, extensive moldings, custom built-ins, and generously proportioned rooms reflect a level of craftsmanship that would be extraordinarily difficult to reproduce in today's building climate. The versatile layout includes several en suite bedrooms and baths, providing excellent flexibility for family, guests, or multigenerational living. A bright sun porch overlooks the private backyard and in-ground pool, creating a beautiful space to relax and enjoy the changing seasons. The pool area offers a peaceful setting for summer entertaining and everyday enjoyment. Rich in character and filled with irreplaceable architectural details, this distinctive home presents a rare opportunity to own one of Watertown's truly special properties.

47 Academy Hl, Watertown

$399,900

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

$329,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190590 MLS

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

98 Greenwood St, Watertown

$399,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188687 MLS

Located in a quiet Watertown, CT neighborhood just minutes from shopping, dining, and major conveniences, this 4-bedroom, 2.5-bath home offers space and flexibility. The upper level features a bright kitchen, dining area, and a spacious family room with skylights that fill the home with natural light, along with three generously sized bedrooms, a full bath, and a half bath in the primary bedroom. The lower level is ideal for an in-law setup, complete with a full kitchen, large living room with fireplace, bedroom, full bath, and private entrance. Outside, enjoy a fenced backyard with a private deck offering plenty of space and privacy. Subject to probate court approval.

15 Monroe St, Watertown

$350,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190285 MLS

Welcome home to this adorable Cape-style gem, where timeless charm meets everyday comfort. From the moment you arrive, you'll be captivated by its inviting curb appeal, cozy atmosphere, and classic architectural details. Step inside to discover bright, welcoming living spaces filled with natural light, creating the perfect setting for relaxing evenings or entertaining. The thoughtfully designed layout offers a comfortable flow between the living room, dining area, and kitchen, making daily living both functional and enjoyable. The spacious bedrooms provide peaceful retreats, while the home's character shines through with charming details. Outside, enjoy a lovely yard with plenty of space for gardening, outdoor gatherings, or simply unwinding after a long day. This delightful Cape offers the perfect blend of charm, comfort, and convenience. Located close to shopping and commuter routes, it's a place you'll love coming home to. Don't miss the opportunity to make this picture-perfect home your own!

159 Riverside St, Watertown

$319,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189088 MLS

4 Level Split Level on Corner Lot, 3 Bedroom, 1 1/2 Bath's, 12x17 Living Room / Dining Room with Hardwood Floors & Electric F/place, Eat-In Kitchen with Granite Countertops and Stacked Stone Backsplash & Bamboo Floor,Lower-Level Family Room / Living Room 11x20, 12x12 Rear Deck,Peeling Paint on the Outside of House only( CHFA/FHA )will (NOT) work for this Home, Central A/C Does NOT Work

50 Porter St, Watertown

$969,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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

$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

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