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$1,850,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538495 MLS ⋅ 3,900 SqFt.
1890ca Victorian on one of Watertown's finest streets. Located just outside Watertown Square this unique single-family now incorporates the added benefit of a rental unit in the basement. Classic period details feature prominently such as high-ceilings, oversized windows, stained-glass, 3 wood-burning fireplaces, hardwood floors, a hidden powder room and a first floor library with beamed ceiling, wainscotting and French Doors. The vintage mid-century kitchen offers ample cabinets, stone counters and large picture windows overlooking the yard and gardens. The 2nd floor contains 4 well-proportioned bedrooms which includes a master bedroom suite with fireplace. The 3rd floor is fully-finished with flex space for a game room or additional bedrooms and offers another bathroom. The lower-level apartment is vintage 1940's and has been consistently rented for decades.

27 Oliver Street, Watertown
$1,850,000
6 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73538490 MLS ⋅ 3,900 SqFt.
1890ca Victorian two-family on one of Watertown's finest streets. Located just outside Watertown Square this unique property was built as a single-family house but now incorporates the added benefit of a rental unit in the basement. Classic period details feature prominently such as high-ceilings, oversized windows, stained-glass, 3 wood-burning fireplaces, hardwood floors, a hidden powder room and a first floor library with beamed ceiling, wainscotting and French Doors. The vintage mid-century kitchen offers ample cabinets, stone counters and large picture windows overlooking the yard and gardens. The 2nd floor contains 4 well-proportioned bedrooms which includes a master bedroom suite with fireplace. The 3rd floor is fully-finished with flex space for a game room or additional bedrooms and offers another bathroom. The lower-level apartment is vintage 1940's and has been consistently rented for decades.

27 Oliver Street, Watertown
$869,000
4 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73538132 MLS ⋅ 2,040 SqFt.
Price Improvement! Great opportunity to enjoy this 2020 renovated condominium just minutes from Boston, Arsenal yards, bike path and Charles river boating featuring recent enhancements: freshly painted kitchen, front and back composite decking, new bath vanity, upgraded light fixtures, replacement gutters and central air conditioning. The kitchen is equipped with stainless steel appliances, and spacious pantry providing a functional and appealing space. The two bathrooms include a new half bath vanity, and a top floor primary en suite. Enjoy summer nights with outdoor tree top dining or relaxing on the welcoming porch. Tons of storage in the exclusive use basement space or outdoor shed.

50-52 Beechwood Ave Unit 2, Watertown
$899,900
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73537593 MLS ⋅ 1,800 SqFt.
Hard-to-find brick two-family duplex with a 2-car garage in the highly sought-after Lowell School district. Each spacious apartment offers a bright first-floor living room, dining area, and kitchen, plus two bedrooms and a full bath upstairs. Hardwood floors run throughout both units. A full, separate basement provides excellent storage and offers potential for additional living space with the right vision and sweat equity. This property is ideal for a first-time homeowner, investor, or condo converter looking for long-term value. Enjoy a private rear yard perfect for grilling, outdoor activities, and gatherings with friends and family. Opportunities like this don’t come often — act now and move into your new home this summer.

55-57 York Ave, Watertown
$795,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73535634 MLS ⋅ 1,350 SqFt.
DESIRED OAKLEY COUNTRY CLUB AREA - Nestled on low-traffic dead end street. This move-in ready 3 BR / 1.5 BA Condo features tastefully remodeled kitchen, updated bathrooms, upgraded electrical, freshly refinished hardwood floors (2026), and is the perfect blend of modern convenience, easy commuter access, and low maintenance living with an exceptionally low condo fee of currently only $200/mo. The deeded 3rd floor offers amazing expansion opportunity. One of only 2 units in this attractive Colonial home, this unit comes with driveway parking for 3-cars! Relax on your private enclosed porch and rear deck or on the oversized common patio. It's prime location 0.12 miles from brand new Watertown High School (opening fall 2026) and 0.39 miles from Hosmer Elementary (opened 2022) makes walking the kids to school an option. Outstanding Value!

55 Bates Unit B, Watertown
$1,050,000
4 Beds ⋅ 2 Baths ⋅ EXTENDED Status ⋅ 73532861 MLS ⋅ 1,731 SqFt.
Welcome to this well-maintained Colonial offering 9 rooms, 4 bedrooms, and 1.5 baths in the heart of vibrant east Watertown. Filled w/ character and charm, this home features beautiful original details including stained-glass windows, a welcoming farmer’s porch, high ceilings, pocket door, and hardwood floors. The 1st floor offers an ideal layout w/ a spacious living room, and an open kitchen and dining area with peninsula. A bonus den or office is also on the 1st floor as well as the 1/2 bath. Upstairs are 4 generously sized corner bedrooms w/ hardwood and a full bath. A bonus room (5th bedroom or home office) is on the 3rd floor. Enjoy exceptional outdoor living w/ a relaxing front porch, rear deck, and beautifully landscaped yard w/ mature plantings and colorful gardens. Ample storage is available in the walk-out basement and in the attic. Conveniently located near public transportation, restaurants, Hosmer Elementary School, Arsenal Yards, Coolidge Square, Cambridge, and Boston.

108 Langdon Ave, Watertown
$1,250,000
6 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73528750 MLS ⋅ 3,166 SqFt.
Rare opportunity to acquire a well-maintained legal 3-family home perfectly located in east Watertown. Featuring 16 rooms, 6 bedrooms, 3 bathrooms, and 3 levels of living space. The property has been well maintained w/ hardwood floors, abundant natural light, excellent ceiling height, and an updated kitchen in Unit 2. Each unit is serviced w/ its own heating system, electrical panel, and hot water tank. Vinyl siding, replacement windows, and an architectural shingle roof. Outstanding location on the bus line and minutes to Arsenal Yards, Charles River, Coolidge Sq., Cambridge/Boston, Watertown Schools, and major highways. Terrific investment opportunity with great rental history in highly desirable east Watertown.

204-206 School St, Watertown
$950,000
ACTIVE Status ⋅ 73528752 MLS
Rare opportunity to acquire a standalone commercial property in a highly desirable east Watertown. Offering excellent visibility and exposure, this versatile building features 5 rooms, 2 half bathrooms. The property is well-suited for a variety of business or investment uses. Situated on a T-zoned lot of more than 7,500 square feet, the property presents future redevelopment potential. The existing building also offers the flexibility to continue its current use or generate rental income as an investment property. Possible opportunities may include a two-unit residential development with an accessory dwelling unit (ADU). Buyers are encouraged to perform their own due diligence. A double-width driveway provides ample off-street parking, adding convenience for occupants, clients, or tenants. The location is exceptional, w/ public transportation and easy access to Arsenal Yards, the Charles River, Cambridge, Boston.

443 Mount Auburn St, Watertown
$545,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73526220 MLS ⋅ 1,311 SqFt.
Sought-after Village Condominium! This sunfilled townhouse blends timeless charm with modern living across 3 levels, featuring 2 beds / 2 full baths and 1 parking space. The invting main level offers living and dining area, coat closet, and a beautifully renovated kitchen appointed with SS appliances, granite countertops, and generous peninsula, creating an inviting focal point perfect for gatherings and effortless entertaining. The lower finished bonus room with a full bath is ideal for a home office, gym, or flexible use. Lots of storage space in the attic and basement. Newer Windows, Nest thermosta and 2025 hot water tank. Professionally managed association with manicured courtyard, clubhouse and in-ground pool. Conveniently located near Belmont, Cambridge, and Boston with easy access to puclic trasportation, Waverly commuter rail, Rt. 2, mass pike, the bike path, parks, restaurants & shopping.

264 Lexington Unit 264, Watertown
$100,000
1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73521669 MLS
Offers due by June 30,2026 Locations!!Turnkey pizza shop opportunity in prime Watertown location! Fully equipped with loyal customer base, low overhead, and strong neighborhood traffic. Experienced chef/manager available to continue operations for the new owner !!!!Easy access to Cambridge, Newton & Boston. Great growth potential. Asking $100,000.No Real Estate included for sale. Lease Options:1.) 5-Year Lease• $2,250/month fixed, or• $1,950/month Year 1 with 10% annual increases.2.) 5-Year Lease + Optional 5-Year Extension• $2,250/month fixed for first 5 years; second term subject to 10% annual increases, or• $1,950/month Year 1 with 10% annual increases throughout.Landlord may negotiate a flat rate for the second term once a qualified buyer is secured.

212 Waverley Ave, Watertown
$875,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73519565 MLS ⋅ 1,736 SqFt.
Traditional Colonial, inviting foyer, living room, dinning room, eat in kitchen, 3 bed, 1.5 baths, 2nd floor office.

103 Westminster Ave, Watertown
$1,099,900
5 Beds ⋅ 2 Baths ⋅ CONTINGENT Status ⋅ 73517705 MLS ⋅ 2,614 SqFt.
PRISTINE OVERSIZED TWO FAMILY featuring bright eat-in-kitchens, large living rooms, formal dining rooms w/built-ins', hardwood flooring throughout, natural gas heating, newer roof, large relaxing front porch, ample off street parking and more! Walk to public transportation and shops! A real find!

601-603 Main Street, Watertown
$1,399,900
7 Beds ⋅ 5 Baths ⋅ UNDER AGREEMENT Status ⋅ 73517311 MLS ⋅ 4,029 SqFt.
Set in the beloved Oakley CC neighborhood, this inviting Watertown two-family blends early-20th-century charm with modern updates. Perched on a corner lot, the home offers flexibility for multigenerational living, rental income, or condo conversion. The first-floor unit features an airy open layout with a bright family room, dining area, updated kitchen, two bedrooms, and two full baths. The upper unit lives like a single-family with two floors, five bedrooms, three full bathrooms, a cozy living room with wood-burning fireplace, classic dining room with built-in hutch, and an updated kitchen. Enjoy Boston skyline views from upstairs and country club views from all floors and effortless access to local amenities, transit, and commuter routes. Showings to begin at group showings Thursday 5/14 and Friday 5/15 from 1-2PM.

64 Commonwealth Rd, Watertown
$679,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73514465 MLS ⋅ 1,200 SqFt.
Welcome to 75 Elm St—a renovated 1,200 SF single-family home with four bedrooms ideally positioned in one of Watertown’s most convenient and amenity-rich locations. This well-maintained residence features central heating and cooling for year-round comfort, along with a private driveway and a spacious backyard—perfect for outdoor entertaining, gardening, or relaxing. The efficient layout offers comfortable living space with the flexibility to suit a variety of lifestyles. The current tenant in the house is a TAW paying $3,500/mo. Located directly across from Watertown Mall and Arsenal Yards, the property enjoys immediate access to a wide array of retail, dining, and everyday conveniences. With excellent proximity to major roadways and public transportation, this home combines suburban comfort with urban accessibility—an exceptional opportunity in a highly sought-after Watertown location. Please do not visit property unaccompanied. No showings until 5/14, please call broker to schedule.

75 Elm, Watertown
$1,275,000
4 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73507277 MLS ⋅ 3,089 SqFt.
*Contractors/Developers take note* This substantial 1920's brick colonial is in need of total renovation. Please bring your vision to this over 3,000 square foot home, not including the walk-up attic or basement (partially finished). Beautiful original molding, woodwork & archways with an addition to the home which includes a large family room off of the kitchen and a vaulted ceiling in the primary bedroom. There are 3 fireplaces, 4 bedrooms and 2 1/2 baths. A two-car garage and deep lot round up the outdoor space. Please note major water damage. This in a neighborhood of much higher end homes and is assessed at over $1.8M. Oakley Country Club in your backyard! Easy access to Cambridge & Boston. Just minutes to Arsenal Yards’ shops, dining, and entertainment, and with easy access to bus routes to Harvard Square. Floor plan attached to MLS!

10 Stoneleigh Cir, Watertown
$1,199,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73500452 MLS ⋅ 2,153 SqFt.
Luxury upper floor duplex offering four bedrooms, three full baths, three private decks and two parking spaces all completely renovated in 2020. This grand home is located in the desirable East End/Oakley Country Club neighborhood with quick access to downtown Boston & Cambridge. The main level features an open floor plan centered around a beautiful kitchen with premium appliances, stone countertops and access to a private deck. Also, featuring a fabulous living room with grand fireplace and front facing deck. This level does feature flex space of two bedrooms or office space/study with bath. The top floor has the main bedroom suite with private deck and another bedroom with full bath. Additional features include in unit laundry, central AC, hardwood floors, fireplace and three decks. enjoy the added perk of a shaded park just across the street-perfect for walking the dog or just relaxing.

22 Carver Rd East Unit 22, Watertown
$899,900
ACTIVE Status ⋅ 73500005 MLS
Amazing opportunity for a Mid-Size contractor office, Lawyer, insurance company or an investor looking for a long term investment opportunity. This free standing brick building is located near Watertown Sq, on Main St. The main floor is currently set up as two store front businesses/ offices. 2 renovated bathrooms. Newer A/C. The possibilities are endless.

311 Main St, Watertown
$1,500,000
UNDER AGREEMENT Status ⋅ 73495469 MLS
Auto Repair & Service Shop for Owner/User or redevelopment, 1,685± SF single-story building on an 8,206± SF corner lot, with on-site parking for fourteen (14) vehicles. The site has long been home to Santoro’s Service Center, which has operated continuously at this location since 1967. Positioned at the signalized intersection of Orchard Street and Waverley Avenue, the property benefits from strong visibility and consistent traffic flow, making it an exceptional candidate for a variety of future uses. The site is well-suited for continued automotive service operations, adaptive reuse, or potential redevelopment. 250 Orchard Street presents a compelling opportunity for both owner-users and developers to acquire a highly visible and well-located commercial asset in Watertown. The property will be delivered vacant at the time of sale.

250 Orchard, Watertown
$1,195,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73487888 MLS ⋅ 1,600 SqFt.
Payson Estate. Top-floor 2 bedroom, 2.5 bathroom condominium with panoramic Boston skyline views in Elevator-Building. Professionally-designed and gut-renovated, this corner unit merges Tudor Architecture with a modern minimalist interior. Bright and airy throughout with 3-exposures, cathedral ceilings, skylights, wide plank flooring, new custom windows & doors by Kolbe and Kolbe, kitchen cabinets by Nobilia of Germany & stainless steel appliances by Miele & Liebherr. Spacious master bedroom suite features a walk-in shower, radiant floors and custom wardrobe by Fimes of Italy. Other amenities include full-size in-unit laundry, new heating/air-conditioning, deeded parking along with guest parking. Spacious walk-in storage room for all your downsizing woes. Easy walk to cafes & shops in Cushing Square with public transport to Cambridge. South-facing pool for summer get-togethers. A tranquil and unique setting.

456 Belmont Street Unit #10, Watertown
$979,900
3 Beds ⋅ 4 Baths ⋅ UNDER AGREEMENT Status ⋅ 73476094 MLS ⋅ 2,019 SqFt.
Beautiful 3BR/3.5BA Townhouse in Fantastic Watertown Square location, minutes to Mass Pike, public transportation, shops and restaurants. The first floor features an open concept, living room, dining room, half bath and kitchen with stainless steel appliances, granite counters, gas range and overhead hood. On the second and third floors, are two master suite options as well as a third bedroom and third full guest bathroom with laundry. Finished basement, parking for 3 cars, central air, gas furnace, tankless hot water heater, nice sized yard space and so much more! OPEN HOUSE Saturday 2/21 from 12-1:30!

51 Eliot St Unit 51, Watertown

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