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$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

$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

$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

$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

$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

$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

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