Watertown Homes under $2 million

Welcome to Watertown, Massachusetts—a charming and vibrant community nestled in Middlesex County. Just a stone's throw away from the bustling city of Boston, Watertown offers a unique blend of suburban tranquility and urban convenience. Known for its rich history, picturesque landscapes, and diverse cultural scene, this city is an ideal place for families, young professionals, and retirees alike.

Watertown boasts a variety of charming neighborhoods, each with its own distinct character. From the tree-lined streets of East Watertown to the historic homes in the heart of the town, there’s a perfect spot for everyone. The city is also home to several parks, recreational facilities, and the scenic Charles River, making it easy to enjoy outdoor activities year-round. With excellent schools, a strong sense of community, and a plethora of local shops and restaurants, Watertown is a place where you can truly feel at home.

For those seeking a new residence, you’ll be delighted to know that Watertown offers a range of beautiful homes priced under $2 million. Whether you’re searching for a cozy single-family home, a modern townhouse, or a charming colonial, there’s something to fit every taste and budget. Many of these properties feature spacious layouts, updated amenities, and easy access to public transportation, ensuring you can enjoy all that the Greater Boston area has to offer.

Discover the charm and convenience of Watertown today—your dream home awaits in this delightful community!

Newest Watertown Homes under $2 million

$1,199,000

6 Beds ⋅ 2 Baths ⋅ 73589086 MLS

Fabulous opportunity to own a multi-family in Watertown's desirable East End/Oakley CC neighborhood! Situated on a beautiful tree-lined street, this sprawling two-family offers over 3,000 square feet of living space, charming period details, and endless sunlight. The first-floor unit had been updated in the last 10 years and features a gracious fire-placed living room, dining room with original built-ins, two spacious bedrooms as well as rear sunroom perfect for a home office, newer kitchen and bath, and newer windows. The second floor which is ready for your own personal touches offers the same layout plus two additional bedrooms on the 3rd floor, as well as a large unfinished attic space with great expansion potential or adding a second bath. Both units feature gorgeous original woodwork, hardwood flooring, wood-burning fireplaces, built-ins & pantry space, high ceilings, decks and natural light. Large unfinished basement with high ceilings, one car garage and 3+ driveway parking. Incredible opportunity for owner-occupants, investors, multi-generational living or developers looking to do a condo-conversion in a prime neighborhood. Vibrant East Watertown location near Arsenal Yards, shops, restaurants, green space and all that Watertown has to offer! Commuter-friendly, easy to Boston/Cambridge and right down the street from the 73 bus to Harvard Square and the Red Line. Must see!

38 Carver Rd E, Watertown

Listing courtesy of Listing Agent: Fleet Homes Group from Listing Office: Keller Williams Realty.

$950,000

5 Beds ⋅ 2 Baths ⋅ 73588201 MLS

OPPORTUNITY KNOCKS - ATTN SAVVY INVESTORS & OWNER OCCUPANTS - Rare opportunity to build equity quickly in this classic New England 2 family style home. RARE WATERFRONT HOME in exceptional location, overlooking the Charles River and just a stone's throw from the Watertown Boat Yard. Fabulous area especially for those who enjoy being outdoors in nature - including water sports/recreation such as kayaking and boating or biking/walking/jogging alongside the Charles. Either way, you have direct access to both, just steps from your front door. Although you'll have a bit of updating to do, some major items have already been taken care of. This includes a new roof (2026), new water heaters for both units (2026), new plumbing in both baths including new stack (2026), refinished flooring in unit 2, both heating units have been serviced recently and are in good working order. Each unit gets 2 tandem off street parking, including 1 garage spot EACH. Easy commuter access to Harvard/Cambridge, downtown Boston & Brighton. Leave the car, take the bike along the Charles River bike path, minutes to the New Arsenal Yards for shopping and dining. Great layouts, sunroom/office area overlooking the Charles, beautiful decorative fireplaces in each unit, on a corner lot with outstanding parking options are just some of the core features adding to the untapped potential of this home.

326-328 Charles River Rd, Watertown

Listing courtesy of Listing Agent: Michelle Joslin-Chaves from Listing Office: Leading Edge Real Estate.

$800,000

3 Beds ⋅ 2 Baths ⋅ 73588030 MLS

Perched at the top of Hillside Road, this corner-lot home offers a wonderful combination of sunlight, privacy, mature trees, and comfortable city living in East Watertown. The open floor-plan unit features hardwood floors, built-in bookcases, ample closet space and abundant windows. You'll enjoy cooking in the well-designed kitchen with its wood cabinets, granite counters, stainless steel appliances, and a bay window for year-round herb growing. The main level also includes two bedrooms, a full bath, a gas fireplace, and a wonderful sunroom currently used as an office. Upstairs, the airy primary bedroom features a large double closet, an en suite bathroom with a sauna and access to the attic. From the kitchen step onto the back porch to enjoy views of the side and front gardens, trees, and a friendly cul-de-sac neighborhood. The basement is spacious enough for storage, gym equipment or a play space. Near the many restaurants and shops on Belmont, Mount Auburn and Arsenal Streets, you’ll also be able to walk to several parks and playgrounds, and reach Storrow Drive or the Mass Pike by car in minutes. Two nearby bus lines take you to Harvard Square, Watertown Square, or Waverley Square (with a commuter rail connection). Updated HVAC system and tankless water heater.

129 Hillside Road Unit 2, Watertown

Listing courtesy of Listing Agent: Laurie Crane from Listing Office: Gibson Sotheby's International Realty.

$900,000

5 Beds ⋅ 2 Baths ⋅ 73587698 MLS

Classic 1925 two-family in East Watertown, on a quiet block between Mount Auburn Street and Belmont Street, with hardwood through both floors under high ceilings, deep moldings and built-in china cabinets, and enclosed sunporches stacked front and back that keep every room bright. The first floor has eight rooms, two bedrooms, a full bath, formal dining with a corner built-in, an eat-in kitchen with a butler's pantry. The second floor has three bedrooms, a renovated bath, living and dining opening through original French doors, a sunroom, and a walk-up attic above. The full basement runs the length of the house, partially finished, with laundry, workshop and a walkout to a level lawn, flagstone patio and storage shed, plus two off-street spaces on a paved drive. Separate entries and separate heating systems. Walk to the Mount Auburn Street bus into Harvard Square, minutes to Star Market, Arsenal Yards and the Charles River paths, quick to Route 2 and the Pike. Sold as-is. Live on one floor and rent the other, or take the whole building. Both units delivered vacant at closing, with the seller requesting some flexibility on the closing date.

51-53 Prentiss St, Watertown

Listing courtesy of Listing Agent: Ethan Piani-Hohmann from Listing Office: PH Realty Group.

$899,000

3 Beds ⋅ 2 Baths ⋅ 73587518 MLS

Amazing opportunity to own a 3-bedroom colonial in a sough after neighborhood in the East End of Watertown. First floor offers a large living room with fireplace. Formal dining room, eat-in kitchen. Bonus enclosed three season porch. Second floor has 3 bedrooms and a full bath. Storage and laundry in lower level. Hardwood floors throughout. 1 car garage with direct entry into lower level. Conveniently located near all specialty shops, cafe's, restaurants, short walk to the New Arsenal Yards and bike path. Just a Half a block to the bus stop to Harvard Square. Perfect for a first-time home buyer or someone looking to downsize. Book your showing today. Welcome to Watertown!

43 Upland Rd, Watertown

Listing courtesy of Listing Agent: Ari Koufos from Listing Office: Realty Executives.

$665,000

1 Beds ⋅ 2 Baths ⋅ 73587405 MLS ⋅ ['Repton Place'] BLDG.

Welcome to Repton Place, one of Watertown's most sought-after addresses! This beautifully maintained corner unit offers 1 bedroom + office/2nd bed, 1.5 baths, and an inviting open floor plan that's perfect for entertaining. Sunlight pours in from multiple exposures, creating a bright, airy feel with wonderful cross-ventilation. The kitchen features granite counters, tiled floors, and high-end stainless steel appliances. The living room, with hardwood flooring, opens through sliding glass doors to a private balcony. The versatile bonus room is ideal as a second bedroom, home office, or playroom. The spacious primary suite offers a walk-in closet and private full bath. Enjoy the convenience of a deeded garage space, in-unit laundry hookups, Pet friendly, and separate storage on the same floor. Residents love the clubhouse, courtyard, pool and fitness center. Close to shops and bus routes. A must see!

5 Repton Cir Unit 5213, Watertown

Listing courtesy of Listing Agent: Wilson Group from Listing Office: Keller Williams Realty.

$1,799,000

7 Beds ⋅ 2 Baths ⋅ 73585653 MLS

Welcome Home to 340 School Street in East Watertown! This massive 2 family property is situated in a prime Oakley Country Club location on a corner lot with entrances on both School Street and Maplewood Street. The property has been meticulously maintained & updated while keeping the original magnificent natural hardwood trim, flooring, french doors & leaded glass work. This is truly a gorgeous home boasting with charm & character that's rarely available today while offering all the modern conveniences for contemporary living. Both kitchens are very modern with granite counters, gas cooking & stainless appliances, all 3 baths are fully tiled & have also been completely redone. The upper unit is extremely large with roughly 2,600 square feet with 2 levels of living, 4 bedrooms, 2 full baths, formal living & dining rooms, gas fireplace, front & back staircases, 3 private exterior porches, 3rd floor laundry & ample storage. The 1st floor unit is also large with almost 1,750 square feet with 3 bedrooms, formal living & dining room, gas fireplace & 2 private exterior porches. Both kitchens are very modern with granite counters, gas cooking & stainless appliances, all 3 full baths are fully tiled & have also been completely redone. Both gas heating systems are steam based & have been redone, there's recent central a/c, the electrical has been completely updated with 2 separate 100 amp panels & even the gas hot water has been updated. There's also a 2-car garage, ample storage, separate water meters, lawn irrigation & professional landscaping, This property is really outstanding & in amazing condition with truly unlimited potential.

340 School St, Watertown

Listing courtesy of Listing Agent: The Popps Properties Group from Listing Office: Keller Williams Boston MetroWest.

$699,900

2 Beds ⋅ 2 Baths ⋅ 73585644 MLS

Welcome home to Watertown Square! Set in the heart of the Square, you will love living in this updated two-bedroom, two-bath condo that offers something rare: two exclusive off-street parking spaces and natural light from three sides. The open living, dining, and kitchen area is made for entertaining, whether you're hosting a holiday meal by the gas fireplace or gathering friends around the kitchen bar, which comfortably seats four. The kitchen has been updated with new pendant lighting, gas range, microwave, dishwasher, and disposal. The spacious primary suite easily fits a king-size bed and features double closets with custom California Closets systems, plus an ensuite full bath updated with new toilet, lighting, mirror, faucets, and showerhead. Step through to your private balcony, with upgraded decking. The second bedroom also has custom California Closets, so it works equally well as a guest room or home office. A second updated full bath with tub/shower serves guests. This unit has been carefully maintained, enhanced throughout ownership, and includes: refinished hardwood floors, added recessed lighting, a Nest thermostat, and a new in-unit washer and dryer that convey with the sale. Forced air heating and cooling by gas. Skip the hunt for street parking or leave the car at home because public transportation, coffee shops, restaurants, shops, parks, and the Charles River paths are all just steps from your front door.

69 Galen St Unit 3, Watertown

Listing courtesy of Listing Agent: Friel Team from Listing Office: FrielEstate.

$785,000

3 Beds ⋅ 2 Baths ⋅ 73585606 MLS

WELCOME to this well maintained, expanded Cape held and cherished by the same family since it was built in the '50's! Nestled in the desirable WARRENDALE neighborhood, this unique property spans both Watertown and Waltham with dual addresses. The main features include: a spacious living room with a fireplace, formal dining room- perfect for hosting gatherings, an expanded Eat-In Kitchen with SS appliances and a slider to the outdoor deck which leads to a huge, fenced-in, level yard. A perfect layout for seamless indoor-outdoor entertaining. A mudroom and full bath complete the first level.The second floor boasts of three generously sized bedrooms and a full bath. Additional features include hardwood floors throughout, replacement windows, a newer roof, freshly painted, and a one-car garage. Amazing location in close proximity to shops, restaurants, schools, etc. A real value!!

66 Wayne Ave, Watertown

Listing courtesy of Listing Agent: Barbara Hakim from Listing Office: Coldwell Banker Realty - Newton.

$1,395,000

7 Beds ⋅ 3 Baths ⋅ 73585274 MLS

Offered for the first time in more than 80 years, this classic circa-1857 Mansard-style three-family, with more than 3,800 sf of living space, presents a value-add opportunity for owner-occupants, investors, developers, and alike. Ready for its next chapter, the property offers the opportunity to restore to its original architectural charm or explore a range of possibilities, including condominium conversion and building expansion. The generous 12,550-square-foot lot with six off-street parking spaces further enhances the property's significant upside development appeal and long-term investment potential. Ideally located just a few blocks from vibrant Watertown Square, offering easy access to restaurants, cafés, the public library, banks, pharmacies, and everyday amenities. Roughly one mile from Exit 127 off the Massachusetts Turnpike at Newton Corner, the location provides excellent commuter access to Cambridge, Downtown Boston and Logan International Airport.

128 Summer St, Watertown

Listing courtesy of Listing Agent: Jerry Mazzeo from Listing Office: All Star Realty, Inc..

$590,000

2 Beds ⋅ 1 Baths ⋅ 73584708 MLS

Amazing opportunity to own this 2-bedroom, 1-bath condominium in one of Watertown’s most desirable neighborhoods. Freshly painted throughout, this bright and inviting home offers a wonderful combination of character, amenities, and potential. The spacious living room features beautiful hardwood floors, a fireplace, and plenty of natural light. The dining room offers a comfortable space for entertaining and flows naturally into the rest of the home. A bright and versatile sunroom provides additional living space and could easily serve as a home office, reading room, or relaxing retreat. A bonus space could be used as storage or built out as a formal pantry or converted into a convenient half bath. Two generous bedrooms feature hardwood floors, excellent closet space, and great natural light. A full, tiled bath located between the two bedrooms The unit also has exclusive rights to the entire basement, providing an abundance of private storage space. Two-car parking is another major plus, with one space in the garage and a second off-street space. Outside, enjoy your own exclusive yard area, complete with newly installed sod. Ideally located on the Belmont line, this home is just steps from public transportation, Starbucks, restaurants, shops, and everyday conveniences. You’re also just minutes from the newly renovated Lowell Elementary School, Watertown’s new net-zero high school, Arsenal Yards, Cambridge, and Boston.

106 Poplar St Unit 1, Watertown

Listing courtesy of Listing Agent: Bob Airasian from Listing Office: Coldwell Banker Realty - Belmont.

$849,900

3 Beds ⋅ 2 Baths ⋅ 73584363 MLS ⋅ ['The 30 Oakley Road Condominium'] BLDG.

Enjoy a prime location in this light-filled two-level condo perched in Watertown’s desirable Oakley Country Club neighborhood. The main living level occupies the second floor and features a spacious living room with fireplace, sunny den, dining room, updated kitchen, two bedrooms, a full bath, office and a charming indoor porch. Upstairs, the third floor is dedicated to a private primary suite with a full bath, laundry, and flexible lounge or office space. Classic period details combine with modern updates throughout, including fresh paint, refinished hardward floors, and an updated HVAC system with central air. Additional highlights include garage and driveway parking and outdoor space shared with the first-floor unit. Come see this wonderful home with convenient access to shopping, dining, Watertown’s new high school, and Cambridge and Boston via public transportation, as well as Routes 2, 95, and the Mass Pike.

30 Oakley Rd Unit 2, Watertown

Listing courtesy of Listing Agent: Sandra Siciliano from Listing Office: Dwell360.

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