Watertown Homes for Sale

Welcome to Watertown, a charming town located in Litchfield County, Connecticut. Known for its picturesque landscapes and tight-knit community, Watertown offers a tranquil and inviting atmosphere for residents to call home.

For those looking to settle down in this idyllic town, there are plenty of homes for sale in Watertown that cater to various preferences and budgets. Whether you are in the market for a cozy single-family home, a spacious townhouse, or a luxurious estate, Watertown has something for everyone. With a range of architectural styles and modern amenities, finding your dream home in Watertown is a breeze.

Watertown boasts a convenient location with easy access to major highways, making it a desirable choice for commuters. The town also offers a selection of local shops, restaurants, and recreational activities, ensuring that residents have everything they need right at their fingertips.

If you are searching for a peaceful and welcoming community to call home, look no further than Watertown. With its beautiful surroundings, diverse real estate options, and strong sense of community, Watertown is the perfect place to put down roots and create lasting memories. Explore the homes for sale in Watertown today and discover the perfect place to start your next chapter.

Newest Watertown Homes for Sale

$499,900

3 Beds ⋅ 2 Baths ⋅ 24184918 MLS

Located in a well-established Watertown neighborhood just moments from Smith Pond, this well-maintained 3-bedroom, 2-bath Raised Ranch offers a great combination of space, updates, and convenience. Set on a beautiful 1-acre lot, the property provides plenty of outdoor space while remaining close to shopping, dining, parks, major commuter routes, and the Watertown school district. Inside, you'll find hardwood floors throughout the main level, a versatile floor plan, and a partially finished lower level that's ideal for a family room, home office, or recreation space. The all-season sunroom adds valuable living space and provides easy access to the fully fenced backyard, perfect for entertaining, pets, gardening, or play. Recent improvements include a brand-new furnace and central A/C system, new refrigerator and gas range, and newer windows with a transferable warranty. A whole-house generator offers added peace of mind. Whether you're a first-time buyer, looking for more space, or searching for a home in an established neighborhood, this property offers an excellent opportunity to make it your own. With its spacious lot, thoughtful updates, and convenient location, it's ready for its next chapter.

379 Smith Pond Rd, Watertown

$339,000

3 Beds ⋅ 1 Baths ⋅ 24195402 MLS

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

48 Rockdale Ave, Watertown

$289,999

3 Beds ⋅ 1 Baths ⋅ 24188604 MLS

Welcome home to this well maintained 3 bedroom, 1 bathroom ranch located in a quiet Oakville neighborhood! Offering comfortable one-level living, this home features a beautifully renovated full size bathroom & hardwood flooring in the living room and two of the three bedrooms. The eat in kitchen offers a sliding glass door that leads to a spacious , fully fenced backyard- perfect for entertaining, outdoor gatherings, gardening, or simply relaxing. Stay cool during the summer months with the convenience of a mini-split air conditioning system. Additional highlights include an attached one car garage, an additional parking pad for extra convenience, an approximately 8 yr old roof equipped with solar panels, and a pellet stove in the basement that serves as an excellent supplemental heat source. Whether you're a first time homebuyer, looking to downsize, or searching for a home that's been lovingly cared for, this charming ranch offers the perfect blend of comfort, functionality, and value. **The seller has received multiple offers and is calling for HIGHEST AND BEST OFFERS DUE BY SATURDAY 8/1 AT 8PM. **

51 Turner Ave, Watertown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24194409 MLS

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

532 Nova Scotia Hill Rd, Watertown

$995,000

4 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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

$369,900

3 Beds ⋅ 2 Baths ⋅ 24191323 MLS

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

161 Chestnut Grove Rd, Watertown

$329,000

3 Beds ⋅ 2 Baths ⋅ 24190590 MLS

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

98 Greenwood St, Watertown

$459,900

3 Beds ⋅ 2 Baths ⋅ 24190619 MLS

This updated, well maintained home, located on a quiet cul de sac, with a fenced in yard is now ready for new owners. The main level features a kitchen/dining room that flows to the living room. The large living room features a gas fireplace, wood floor and bay window. The sliders off the dining area lead to an expansive deck with gazebo. Three bedrooms and a full bath complete this level. The lower level is a large family room with gas fireplace, wet bar, a full bath and sliders to the patio. Many possibilities for additional living space. The fenced in backyard is ideal for gardening, entertaining and relaxing. There is a storage shed in the back yard as well.

15 Fieldwood Dr, Watertown

$449,900

4 Beds ⋅ 2 Baths ⋅ 24189851 MLS

Prepare to feel right at Home here at 12 Woolson Street. Full of character & meticulously maintained by its current owners, this Circa 1870 antique Colonial is so inviting & will speak to your senses. In the heart of Watertown & situated on a gorgeous acre lot w/access to a babbling brook (no flood ins) the grounds are truly a gardener's paradise. Lovers of nature will be drawn to the botanical gardens. 3 finished permitted levels provide 4 bdrms- Primary Bdrm is on top level w/wonderful sunrise views. Main full bath feels like you are entering a Spa -complete w/both a walk-in shower as well as a claw soaking tub. Main level offers a wonderful living room w/built-in bookshelves & Year 2022 wood stove that heats the entire house. Dining Rm w/blt-in corner hutch & Kitchen are so spacious! Half-bath is updated & lovely. New Thermal Windows. Hardwood flrs, chair railing, crown molding, 6-panel wood doors, bead board paneling & wall sconces grace this home w/integrity. Lower level recently designed into living/play area w/kitchenette & walks out to backyard. French doors in finished downstairs office lead right outdoors. There's also plenty of storage in the basement. The grounds are park-like w/patios, a deck, a Pergola, stone wall, area for winter sledding, a fire pit area & gardens galore. 2-car det. garage is huge w/extra bay below that walks out. Mechanical systems all up to date. Public Water & Sewer. 12 Woolson St. is a magical place where Your Story is to be created!

12 Woolson St, Watertown

$969,900

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

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