Watertown CT Just Listed Real Estate, Homes, Condos for Sale

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

$495,000

3 Baths ⋅ 24194650 MLS

mixed-use investment opportunity! This income-producing property features a two-family residence with a commercial retail storefront, offering outstanding versatility for investors or owner-occupants. The residential portion offers a total of 2,012 square feet. The first-floor apartment features 2 bedrooms and includes a washer, dryer, refrigerator, range and dishwasher. The second-floor apartment offers 3 bedrooms and includes a refrigerator, range, washer and dryer. Both units provide spacious layouts and strong rental potential. The commercial space consists of approximately 1,660 square feet and is currently operating as a successful restaurant, providing an established retail presence with excellent visibility and additional income potential. Whether you're looking to expand your investment portfolio or occupy one of the units while generating rental income, this unique property offers multiple income streams and endless possibilities. Conveniently located near shopping, restaurants, schools, and major highways, this is a rare opportunity to own a versatile mixed-use property with both residential and commercial appeal.

202 Main St, Watertown

$340,000

3 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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

$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

$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

$89,900

24193739 MLS

Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're envisioning a sprawling estate, a modern retreat, or a personal sanctuary, this expansive lot gives you the flexibility to design and customize every detail. Surrounded by nature yet conveniently close to local amenities, schools, and major roadways, this is the ideal location for those seeking both serenity and accessibility. Buyer are to do their own due diligence.

Old Colonial Rd, Watertown

$195,000

24191411 MLS

Prime Main Street Location in the heart of Watertown! This highly visible property offers exceptional exposure with a high daily traffic count, sidewalks leading directly to the downtown business district, and Starbucks as a neighboring business, making it an ideal location for a variety of commercial opportunities. Located in Watertown's Business Central (BC) Zone, the property offers a wide range of potential uses, including retail stores, professional offices, medical and financial offices, restaurants, cafes, bakeries, personal service businesses such as salons, barber shops, spas, and fitness studios, as well as mixed-use development with commercial space on the first floor and residential apartments above. The BC District is designed to promote a vibrant downtown environment. All applications subject to applicable Town approvals. Buyers are encouraged to verify all permitted uses and zoning requirements with the Town of Watertown Planning & Zoning Department for their specific intended use.

854 Main St, Watertown

$265,000

2 Beds ⋅ 2 Baths ⋅ 24191699 MLS

Investors and handymen take notice! Welcome to this ranch-style home offering comfortable one-level living in a desirable Watertown neighborhood. The thoughtfully designed floor plan features a spacious living room filled with natural light, a formal dining room perfect for entertaining, and an eat-in kitchen with ample cabinet and counter space. A larger bright sunroom addition with heat provides the ideal spot for gatherings or to relax year-round while overlooking the backyard with access to the back deck. The inviting family room offers additional living space for gatherings or everyday enjoyment. The home includes two generously sized bedrooms and two full bathrooms, providing comfort and convenience. Whether you're looking to downsize or purchase your first home, this property offers a flowing layout with plenty of space to make it your own. Conveniently located near shopping, restaurants, parks, schools, and major commuting routes, this is an excellent opportunity to enjoy all that Watertown has to offer.

28 Wilder St, Watertown

$325,000

3 Beds ⋅ 2 Baths ⋅ 24191720 MLS

Investors take notice or Excellent owner-occupant opportunity in the heart of Watertown! This well-maintained two-family home offers separate living spaces, making it ideal for generating rental income while occupying one unit or adding to your investment portfolio. Situated on a level to sloping lot with ample off-street parking and 2 car garage, the property provides convenience and flexibility for a variety of living arrangements. The home features spacious rooms with a functional layout with plenty of natural light. Perfect opportunity for handyman. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this property offers the perfect combination of comfort and accessibility. Whether you're looking for a solid income-producing property or a home with multi-generational living potential, this is an opportunity you won't want to miss.

33 Hillcrest Ave, Watertown

$275,000

4 Beds ⋅ 2 Baths ⋅ 24184713 MLS

Country home awaiting your finishing touches! Enjoy peace, privacy, and a serene setting with no neighbors across the street (a state forest) and on a dead end road. This 1716 sq ft home offers 4 bedrooms, 2 full bathrooms and a detached 1-car garage. With plenty of potential to make it your own, this property is an excellent opportunity for those looking to add personal touches while enjoying the charm and tranquility of country living.

75 Black Rock Rd, 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

$399,900

4 Beds ⋅ 4 Baths ⋅ 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

$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

$350,000

3 Beds ⋅ 2 Baths ⋅ 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

$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

$199,900

2 Beds ⋅ 1 Baths ⋅ 24188866 MLS ⋅ Porter East BLDG.

Here is the chance to get your hands on a well maintained and rare 3 units condos sold together as a part of 5-unit association with long-term tenants in place. Current unit is leased for $1500 per month and has 2 bedrooms and 1 bath, kitchen and living room, all in a good condition and updated throughout years. Kitchen has nice cabinets and laminate flooring put in lately and extends on the other rooms. A good size living room following in the back of the kitchen area with a sliding door that leads to outside porch, which is freshly painted and used as a hangout place. The only full bathroom has tile flooring and updated cabinets. Primary bedroom is spacious compared to the size of the unit and layout of the space which allows for maximum usage of the whole area. Unit has 2 assigned parking spaces as well as stackable washer and dryer (both new). This unit can be sold as a package(preferred) with 237 porter st listing MLS#24188844 and 243 Porter st listing MLS#24188869, but seller will consider selling separate. Call today to find out for more details and get this investment package before is too late!

239 Porter St Unit 239, Watertown

$54,900

1 Baths ⋅ 24188869 MLS ⋅ Porter East BLDG.

Opportunity is knocking to get to an investment property with less work to maintain and increase your profits as you go. The stand-alone building condo/studio is part of a 5-unit association with low taxes, which make it more appealing to investors or owner occupied alike. Currently rented to a long-term tenant this unit is basically one bedroom, one bath, kitchen and living area good enough for someone that wants something on their own, without anything to do outside. Unit has 1 parking space. Rented at below market value on month-to-month basis, since tenant has been renting for a long time and keeping the unit in good condition. This unit can be sold together as a package with 237 Porter street listing MLS#24188844 and 239 Porter street listingMLS#24188866 or separate.

243 Porter St Unit 243, Watertown

$159,900

2 Beds ⋅ 1 Baths ⋅ 24188844 MLS ⋅ Porter East BLDG.

Rare opportunity to own this well-maintained condo as a part of 5-unit condo association with low taxes and easy to manage. Property features kitchen with tile flooring, living room with new laminate flooring and sliding door that leads to a wooded patio for relaxing or family gatherings. The 2 good sized bedrooms are located on the back of the unit, and both have laminate flooring. Currently is rented to a long-term tenant for $1300 a month, below the market value. Seller owns majority of the units of the association and prefers selling this unit together as a package with units 239 and 243 Porter st, but will consider selling separate.

237 Porter St Unit 237, Watertown

$319,000

3 Beds ⋅ 2 Baths ⋅ 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, home is approximately 1250 ft.2, definitely bigger than Town records show, Outside of House is being scraped and painted and this home should be eligible for any type of loan you desire, FHA, CHFA, conventional, any loan, A/C Does NOT Work

50 Porter 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

$725,000

4 Beds ⋅ 4 Baths ⋅ 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

$415,000

4 Beds ⋅ 3 Baths ⋅ 24188056 MLS

Welcome to 35 Ball Farm Road, a charming 4-bedroom home that blends classic character with thoughtful updates. Inside, you'll find beautiful original woodwork, gleaming hardwood floors, spacious connected living and dining areas, and abundant natural light throughout. The kitchen offers stainless-steel appliances, generous cabinetry, quartz counters, and a bright adjoining sunroom-an ideal spot for morning coffee, dining, or a home office. The home also features a first-floor accessible full bath with walk-in shower, a welcoming front porch, and an exterior ramp for convenient access. Set in a convenient Watertown location, this home offers space, warmth, and timeless appeal. Schedule your private showing today!

35 Ball Farm Rd, Watertown

$409,000

4 Beds ⋅ 2 Baths ⋅ 24187591 MLS

Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park Rd, Watertown

$319,900

2 Beds ⋅ 2 Baths ⋅ 24187800 MLS

Conveniently located in a fantastic commuter-friendly location with easy access to town, this well-maintained 2-bedroom, 2-full-bath home offers comfort, updates, and flexible living space throughout. The updated kitchen features granite countertops and flows into the main living areas with beautiful hardwood floors. The finished walk-up attic provides additional versatile space, perfect for a home office, playroom, or guest area. The finished lower level boasts a spacious rec room with a cozy fireplace, a full bath, and direct access to a private backyard-ideal for entertaining or relaxing. Major improvements include newer roof, windows, doors, driveway, and garage door, providing peace of mind for years to come. Additional features include city utilities and a 1-car detached garage. Whether you're commuting to work or looking for a move-in-ready home with extra living space, this property offers exceptional value in a convenient location. Don't miss this opportunity!

13 Roberts Ave, Watertown

$205,000

2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.

Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more.

245 Cherry Ave Unit A24, Watertown

$380,000

3 Beds ⋅ 2 Baths ⋅ 24186870 MLS

Welcome to this well-maintained 3-bedroom ranch, ideally situated on a level lot in a quiet neighborhood. Step inside to a spacious living room that flows seamlessly into the eat-in kitchen, creating a comfortable layout for everyday living. Just off the kitchen is a bright three-season sunroom with central air conditioning, offering the perfect place to enjoy your morning coffee while taking in the natural sunlight. The main level also features three generously sized bedrooms and a full bath. A thoughtful addition provides a versatile bonus room ideal for a home office, playroom, or additional living space. The partially finished lower level offers even more room for a recreation area, home gym, or storage. Outside, enjoy a low-maintenance Trex-style deck overlooking a spacious backyard with plenty of room for a pool while still leaving ample green space for entertaining and play. Additional highlights include a newer oil tank, fresh carpeting in the upper-level bonus room and basement, and a peaceful location close to local amenities. This move-in-ready home offers comfort, flexibility, and room to grow. MOVE QUICK!

116 Frances Ann Dr, Watertown

$390,000

3 Beds ⋅ 2 Baths ⋅ 24186780 MLS

Well-maintained 3-bedroom, 2 full bath home situated on a desirable corner lot. The interior offers a warm, inviting layout with great natural light and a beautifully kept living space. Two pellet stoves provide efficient supplemental heat to help offset winter heating costs. The attached 2-car garage adds convenience and storage. The lower level includes a second kitchen, creating excellent flexibility for in-law or multigenerational living possibilities. A versatile, move in ready home with room for everyone. BEST AND FINAL OFFERS DUE 11:59 PM Tuesday 07/07/2026

127 Eaton St, Watertown

$230,000

2 Beds ⋅ 2 Baths ⋅ 24186305 MLS ⋅ Highgate BLDG.

Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this condo offers the perfect blend of comfort, convenience, and easy, low-maintenance living with plenty of space to make your own.

245 Cherry Ave Unit E24, Watertown

$292,500

1 Beds ⋅ 1 Baths ⋅ 24185596 MLS

Charm abounds at this unique 5 room bungalow near the Crestbrook Golf Course and in walking distance to downtown. From the covered front porch step into a welcoming foyer. Hardwood floors run through out the main level of the home. The living room feels airy and bright. Gorgeous French doors draw one into the formal dining room. The kitchen incudes an antique sink and retro refrigerator. Also on the main level is an office that can double as a guest room. Upstairs is the primary bedroom which is spacious. In the backyard a stone patio with pergola awaits and further back sits a she-shed with lots of potential. The property also includes a one car garage and is connected to city water and natural gas. This gem wont last long!

111 Woolson St, Watertown

$580,000

3 Beds ⋅ 3 Baths ⋅ 24185698 MLS

Welcome to this exceptional one-owner Colonial, where timeless elegance meets meticulous care. Offering 3 spacious bedrooms, 2.5 baths, and a walk-up attic with endless possibilities for future living space, this home has been lovingly maintained and thoughtfully cared for throughout the years. An inviting front porch sets the tone, providing the perfect spot to enjoy your morning coffee, unwind with a good book, or relax on warm summer evenings. Step inside to discover beautiful hardwood floors, sun-filled rooms, and a warm, welcoming layout designed for both comfortable everyday living and effortless entertaining. Outside, the landscaped grounds create a private oasis, highlighted by a serene koi pond, vibrant plantings, and a convenient irrigation system that keeps the property looking its best season after season. From its impeccable condition and classic charm to its outdoor beauty and expansion potential, this is a rare opportunity to own a truly special home that reflects pride of ownership at every turn. Move right in and enjoy all the comfort, character, and tranquility this exceptional property has to offer.

325 Georgetown Dr, Watertown

$479,900

3 Beds ⋅ 3 Baths ⋅ 24185081 MLS

HIGHEST AND BEST DUE BY 6PM on TUESDAY 6/30 Welcome home to this tastefully remodeled Cape, thoughtfully updated in 2016 and meticulously maintained. Offering 3 large BRs, 3 full baths, and an ideal open-concept layout. The home seamlessly connects the kitchen, dining, living, and home office/flex room areas-perfect for everyday living and entertaining. The flex room leads out to a covered porch for morning coffee or watching evening sunsets. The heart is the impressive kitchen with an oversized center island, granite countertops, large workspace and plenty of storage/built-ins for casual daily meals to holiday gatherings. The main floor also provides a bedroom and full bath with a walk in shower. Upstairs you'll find another bedroom, full bath, and the spacious primary bedroom with a large walk-in closet, and a luxurious ensuite bath complete with dual sink vanity, jacuzzi tub, and a walk-in shower. Quality finishes abound, including hardwood flooring throughout, ample closet space, and exceptional storage. The partially finished basement offers laundry and gym area. Major updates in 2016 include central air, furnace, water heater, roof, siding, paver driveway, and beautifully designed paver patio complete with a stone wall for outdoor gatherings in a private back yard setting. Close to Route 8 and I-84 for commuting.

142 Bamford Ave, Watertown

$414,900

24185775 MLS

Established and profitable golf cart business offering sales, service, and rentals with a strong reputation and numerous long-standing relationships with private schools, event coordinators, wedding venues, and other repeat commercial clients. The sale includes 28 golf carts, two Ford F-250 trucks, three trailers, a utility lift, a large parts inventory, and much more, making this a true turnkey opportunity. The current owner has intentionally maintained the business at its present size and has chosen not to aggressively expand, leaving substantial room for growth for a new owner. With an established customer base and numerous opportunities to increase revenue, a motivated buyer can take the business to the next level. To ensure a seamless transition, the owner is willing to work closely with the buyer and provide guidance after the sale. This includes introducing key accounts, transferring long-standing relationships, and sharing operational knowledge to help maintain continuity and position the new owner for continued success. An exceptional opportunity to acquire a well-established business with a solid foundation and significant upside potential.

59 Watertown Rd, Watertown

$3,668,000

7 Beds ⋅ 3 Baths ⋅ 24185537 MLS

Rare opportunity to acquire a well-maintained 28-unit multifamily portfolio spanning 8 buildings across 4 tax parcels in Watertown, CT. The portfolio includes 15 Pythian Ave, 20 Pythian Ave, 28, 38, 48, 58 and 68 Atwood Court, and 805 Main St. Under single ownership for five years, the current owner has completed significant capital improvements including new roofs, siding, and porches throughout, with the majority of units already renovated. At 96.4% occupancy, long-term tenants have kept rents below market, creating immediate upside as units turn over. Current rents generate $32,665/month across a diversified mix of 1, 2, and 3 bedroom units. At $3,668,000 ($131K/door), the property delivers a 7.54% in-place cap rate on current signed leases. Watertown boasts a median household income of $103,200, well above neighboring Waterbury, supporting strong and consistent rental demand. Quiet, private setting within walking distance to local retail. Simple 4-parcel closing structure. Turnkey value-add with the heavy lifting already done.

805 Main St, Watertown

$874,900

4 Beds ⋅ 3 Baths ⋅ 24185421 MLS

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

193 Stoneybrook Ln, Watertown

$399,000

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 ⋅ 4 Baths ⋅ 24184504 MLS

Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional access to both the garage and main home. The main home offers a large living room, spacious kitchen with island and pantry space, and a family room featuring a pellet stove for supplemental heat, helping to keep heating costs low. Sliders lead to a deck overlooking the nearly one-third acre fenced yard. Upstairs, the generous primary bedroom includes a full bath, walk-in closet, and a good-sized loft area ideal for a home office, additional bedroom, sitting room, or exercise space. Additional features include a covered front porch, one-car under-house garage, large driveway with plenty of parking, and a desirable location in a lovely Watertown neighborhood close to shopping and restaurants.

287 Cherry Ave, Watertown

$499,000

3 Beds ⋅ 3 Baths ⋅ 24183152 MLS

This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round. The inviting interior features a bright eat-in kitchen, formal dining room, dedicated first-floor office ideal for remote work, and a spacious family room highlighted by a dramatic vaulted ceiling. Significant updates provide peace of mind, including a newer central air system and a recently replaced hot water tank, while the primary bedroom serves as a true retreat with its beautifully remodeled en-suite bathroom. This exceptional property is situated in a prime location, just minutes away from shopping, restaurants, schools, parks and all local town amenities, offering both convenience and tranquility.

63 Northwest Dr, Watertown

$589,000

24182179 MLS

Beautiful Litchfield County land, 18.26 Acres, with summer vacation cottage AND post and beam barn with loft. Live in the cottage while building or relax and enjoy and leave the land as a legacy for future generations! Options include vacation/summer cottage, hunting,cross country skiing, BMX, Snowmobiling, ATVing, etc. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has a finished loft apartment with kitchen, living areas, bedroom and bathroom. Sold as two parcels.

2581 Litchfield Rd, Watertown

$399,500

4 Beds ⋅ 2 Baths ⋅ 24184144 MLS

Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers two bedrooms, a full bathroom, a cozy living room, a dining area, and a functional kitchen with a walk-in pantry, providing a great layout for extended family or rental income potential. Located just a short walk from Watertown's vibrant downtown, you'll enjoy easy access to local shops, restaurants, parks, and public transportation. Whether you're looking for an investment opportunity or a place to call home, this property has it all.

87 Woodruff Ave, Watertown

$620,000

4 Beds ⋅ 3 Baths ⋅ 24182378 MLS

Stunning 4-bedroom Colonial in one of Watertown's most desirable neighborhoods! This beautifully maintained home offers the perfect blend of space, comfort, and updates. The welcoming foyer opens to formal living and dining rooms, ideal for entertaining. The updated granite kitchen features stainless steel appliances, Brazilian cherry hardwood floors, and ample cabinetry, along with a dry bar including a beverage & wine cooler. The spacious family room boasts soaring cathedral ceilings and abundant natural light. The main level also includes a laundry room and half bath. Enjoy outdoor living on the deck overlooking the expansive, mostly level backyard, complete with an awning for shade and comfort. Upstairs, the primary suite offers a private bath and walk-in closet, while three additional generously sized bedrooms and a full bath provide plenty of space. New carpeting throughout both levels adds a fresh touch. The fully finished basement offers flexible living space for a home office, recreation room, or gym, with electric heat and two cedar-lined closets for additional storage. Recent improvements include a newer roof, newer paved driveway, hot water heater, and garage doors. Additional features include central air, two-zone baseboard heat, whole-house fan, hardwired surround sound/music system with amplifier throughout the main level, and wiring in place for an electric dog fence. Move-in ready and waiting for its next owner!

515 Mount Fair Dr, Watertown

$389,000

3 Beds ⋅ 2 Baths ⋅ 24183904 MLS

This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This home has a laundry room off the main living floor which could possibly be turned into another bathroom. This home needs some minor updating but new owners could move in and update as they go! A show is a sale! Needs probate approval. More pics Monday

152 Saugus Ave, Watertown

$345,000

3 Beds ⋅ 1 Baths ⋅ 24183305 MLS

Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and major commuter routes, 462 Davis Street combines small-town charm with everyday convenience. Walk to shops and restaurants! This is a wonderful opportunity to own a classic Oakville home and enjoy all that the Watertown community has to offer.

462 Davis St, Watertown

$69,900

24183711 MLS

Beautiful, level lot, zoned R12.5 with city water and sewer available on the street- a rare development opportunity in a convenient location. This offering includes two adjoining parcels sold together: Lot 1C (95X100), approx. .22 acres and Lot 1B, (100X100) approx. .25 acres for a combined .47 acres. Zoning allows for one or two family construction, offering flexibility for builders, investors, or end users. Some wetlands are present on the property. Buyer to perform all due diligence regarding permitted uses and site development.

Lots 1B & 1C Lots 1b & 1c Portland Street, Watertown

$324,900

2 Beds ⋅ 1 Baths ⋅ 24182083 MLS

Lovely 5-room ranch in desirable Watertown featuring beautiful hardwood floors throughout. Enjoy a spacious yard perfect for entertaining, outdoor gatherings, and everyday relaxation. This charming home offers comfortable one-level living with great potential inside and out.

28 Vittorio St, Watertown

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