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50 Carey Avenue Unit 9, Watertown
$397,000
2 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73596899 MLS ⋅ 600 SqFt.
Welcome to a charming garden condo situated in the highly desirable Chatham Condominiums complex of West Watertown.This top floor two-bedroom corner unit offers a wonderful opportunity for comfortable living and investment in a prime location. Upon entering, you’ll be welcomed by an inviting open-concept design that harmoniously connects the living and dining areas, creating a cozy space for both entertaining and relaxation. Large windows fill the space with natural light. The kitchen features Granite countertops and attractive updated cabinetry. Easy access to the common laundry facilities, plus additional storage space.1 assigned parking spot close to the entrance adds to the ease of everyday life.With quick access to local amenities, public transportation, and a fast commute to Boston, this condo is perfectly situated for an active lifestyle. Heat and hot water included in condo fee.

50 Carey Avenue Unit 9, Watertown

54 Jensen Rd, Watertown
$774,900
3 Beds ⋅ 1 Baths ⋅ NEW Status ⋅ 73596427 MLS ⋅ 2,224 SqFt.
Welcome to this inviting single-family home offering comfort, character, and plenty of potential! Featuring 3 bedrooms and 1 full bathroom, this home includes a kitchen, a comfortable living room, Two 1st floor bedrooms, and a bonus sunroom perfect for relaxing, entertaining, or enjoying the natural light throughout the seasons. Beautiful hardwood floors add warmth and charm, while the new central air conditioning provides modern comfort. Outside, enjoy the added privacy and outdoor enjoyment of a fenced-in yard, all situated on a desirable 6,730 sq ft corner lot. The lower level consisting of approximately 832 sq ft offers exciting possibilities for additional use, storage, a hobby area, or future improvements. With its desirable features, flexible layout, and opportunity to make it your own, this wonderful home is a fantastic possibility for homeowners looking for charm & comfort. Steps to the brand new Bemis playground.

54 Jensen Rd, Watertown

559 Main St, Watertown
$899,000
3 Beds ⋅ 3 Baths ⋅ NEW Status ⋅ 73596416 MLS ⋅ 1,344 SqFt.
WHAT IF YOUR NEXT HOME CAME WITH LOWER MORTGAGE PAYMENTS FOR YOUR FIRST TWO YEARS? Welcome to 559 Main Street, Watertown, MA—a move-in-ready single-family home combining flexible living space, outdoor enjoyment, a convenient location, and a SELLER OFFERED 2/1 mortgage rate BUYDOWN!Offering 3 bedrooms, 2.5 bathrooms, and just over 1,900 square feet of total living space, this home puts you within close proximity of local restaurants, shops, and public transportation connecting you to Boston, Cambridge, and Waltham. Inside, a spacious living room, full bathroom, and open kitchen and dining area create a welcoming main level, flowing into a versatile three-season sunroom. Upstairs, three bedrooms and another full bathroom provide comfortable everyday living. Need more room? The finished walk-out basement with half bath offers flexible space for a home office, playroom, guest area, or additional living space. Love the outdoors? Open the sunroom on three sides to connect with the deck and backyard—ideal for entertaining, relaxing, or enjoying time with family and friends. The fully fenced yard features white vinyl fencing and professionally installed sod, both added in 2020, plus beautifully maintained gardens. Enjoy privacy, room to play, and space for kids and dogs to enjoy the outdoors. With a SELLER-OFFERED 2/1 mortgage rate BUYDOWN, your effective mortgage rate is reduced by 2 percentage points in year 1, reduced by 1 percentage point in year 2, and in year 3 onward: payments return to the amount based on your original note rate. This incentive can mean lower initial monthly principal-and-interest payments, giving you more breathing room for moving costs, furniture, and rebuilding your savings. Move-in-ready comfort. Flexible living space. A fenced backyard. Convenient Watertown living. And a mortgage incentive designed to help ease the transition into homeownership.Don't just look at the asking price—consider the opportunity! Actual savings depend on loan amount, note rate, loan program, lender approval, and buydown terms. Seller is offering a 2/1 seller paid temporary buydown through our Preferred lender, Kathleen Caddell, of Fairway Home Mortgage NMLS ID #39620

559 Main St, Watertown

90 Cypress St Unit 2, Watertown
$539,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73596270 MLS ⋅ 896 SqFt.
Sun-filled top-floor living in East Watertown! This updated 2-bedroom, 1-bath condo offers 896 sq. ft. of inviting space in a four-unit association. Refinished fir floors, recessed lighting, and abundant natural light create a warm feel throughout. The renovated kitchen features quartz countertops, stainless steel appliances, and induction cooking, while the updated bath offers modern finishes. Enjoy separate living and dining areas, plus an enclosed rear sunroom ideal for a reading nook or workspace. Modern conveniences include 2024 gas heating and central air, in-unit laundry and private basement storage. A shared patio adds space to unwind outdoors. Close to Arsenal Yards, the Watertown-Cambridge Greenway, Charles River paths, restaurants and shops. Nearby MBTA Route 71 offers direct bus service to Harvard Square and the Red Line, with convenient connections to Cambridge and Boston. Classic character meets everyday comfort and connectivity. Pet-friendly!

90 Cypress St Unit 2, Watertown

25 Beechwood Avenue Unit 2, Watertown
$1,295,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73595745 MLS ⋅ 2,331 SqFt.
Welcome to an absolute masterpiece of modern living in the heart of Watertown, Massachusetts. This luxurious, newly renovated 3-bedroom, 3-bathroom condominium perfectly blends state-of-the-art finishes with an unbeatable location. Completely transformed from the inside out, this home delivers the look, feel, and energy efficiency of premium new construction. Every detail has been meticulously executed, featuring high-end materials and custom upgrades typically reserved for million-dollar estates.Inside, you are greeted by an expansive, sun-drenched open layout. Main living spaces are flooded with natural light through numerous oversized windows, creating an airy atmosphere that complements soaring ceilings. At the center of the home is a chef-inspired gourmet kitchen. It stands as a triumph of form and function, fully equipped with professional-grade stainless steel appliances, sleek quartz countertops, and custom cabinetry perfect for dining or hosting gatherings.Exceptional comfort is built into the fabric of this residence. The primary and secondary suites serve as private sanctuaries, featuring spa-like bathrooms with custom indoor heated flooring for crisp New England mornings. Organization is effortless thanks to massive walk-in closets offering abundant storage. For everyday convenience, a dedicated in-unit laundry area is tucked away elegantly within the layout.The luxury extends seamlessly outside. Discover your own private, exclusive outdoor patio—a rare urban oasis perfect for morning coffee, al fresco dining, or unwinding. The grounds are framed by professional landscaping and supported by a multi-zone outdoor sprinkler system.Car enthusiasts, families, and commuters will appreciate the rare convenience of a 3-car parking capacity, and EV charging solves a major logistical challenge. Strategically situated, this property places you moments from premier shopping, dining, and entertainment at Arsenal Yards, as well as major transit routes for a seamless commute into Boston or Cambridge. Best of all, you are steps from the scenic banks of the Charles River, where you can access daily strolls or active morning jogs along waterfront trails. This condo is truly an unparalleled find.

25 Beechwood Avenue Unit 2, Watertown

194 N. Beacon Street Unit 1, Watertown
$1,195,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73595744 MLS ⋅ 2,034 SqFt.
Welcome to an absolute masterpiece of modern living in the heart of Watertown, Massachusetts. This luxurious, newly renovated 3-bedroom, 3-bathroom condominium perfectly blends state-of-the-art finishes with an unbeatable location. Completely transformed from the inside out, this home delivers the look, feel, and energy efficiency of premium new construction. Every detail has been meticulously executed, featuring high-end materials and custom upgrades typically reserved for million-dollar estates. Inside, you are greeted by an expansive, sun-drenched open layout. Main living spaces are flooded with natural light through numerous oversized windows, creating an airy atmosphere that complements soaring ceilings. At the center of the home is a chef-inspired gourmet kitchen. It stands as a triumph of form and function, fully equipped with professional-grade stainless steel appliances, sleek quartz countertops, and custom cabinetry perfect for dining or hosting gatherings. Exceptional comfort is built into the fabric of this residence. The primary and secondary suites serve as private sanctuaries, featuring spa-like bathrooms with custom indoor heated flooring for crisp New England mornings. Organization is effortless thanks to massive walk-in closets offering abundant storage. For everyday convenience, a dedicated in-unit laundry area is tucked away elegantly within the layout. The luxury extends seamlessly outside. Discover your own private, exclusive outdoor patio—a rare urban oasis perfect for morning coffee, al fresco dining, or unwinding. The grounds are framed by professional landscaping and supported by a multi-zone outdoor sprinkler system. Car enthusiasts, families, and commuters will appreciate the rare convenience of a 3-car parking capacity and EV charging solving major logistical challenges. Strategically situated, this property places you moments from premier shopping, dining, and entertainment at Arsenal Yards, as well as major transit routes for a seamless commute into Boston or Cambridge. Best of all, you are steps from the scenic banks of the Charles River, where you can access daily strolls or active morning jogs along waterfront trails. This condo is truly an unparalleled find.

194 N. Beacon Street Unit 1, Watertown

437 Mount Auburn St, Watertown
$1,700,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 73594412 MLS ⋅ 3,000 SqFt.
Welcome to 437 Mount Auburn Street, a beautifully renovated and expanded 1926 craftsman-style bungalow offering high quality finishes and flexible floorplan, sunlit living space across three levels with three bedrooms and 3.5 baths. Highlighting fine architectural craftsmanship throughout, the main floor features a charming mahogany front porch, an open-concept layout anchored by a coffered-ceiling living room with a gas fireplace, a dedicated office adorned with decorative columns and built-ins, an ensuite bedroom, and a chef’s kitchen equipped with GE Café appliances, quartz countertops, and peninsula seating. Upstairs, the top-floor primary suite serves as a private retreat complete with vaulted ceilings, a luxury soaking tub, a walk-in closet, and a private deck, while the walk-out lower level expands your entertaining options with a secondary family room, electric fireplace, laundry room, third bedroom, and full ensuite bath. Modern upgrades—including full-size lower-level windows with patio slider access, motorized window shades, an EV charger connection, a fully fenced landscaped yard, and off-street parking for two cars—make this turn-key property a rare find, all just minutes from Cambridge, Boston, public transit, and Arsenal Yards.

437 Mount Auburn St, Watertown

44-46 Quimby Street, Watertown
$999,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593805 MLS ⋅ 2,176 SqFt.
Space, character, and an exceptional Watertown location come together in this two-family home offering 2,176 sq ft of living space! The vacant first-floor unit features three bedrooms, a full bath, freshly refinished hardwood floors, fresh paint, all-new replacement windows, and charming original woodwork and built-ins. The kitchen offers new flooring and appliances, while the entire unit has been deleaded with a Certificate of Compliance. Upstairs, the tenant-occupied second unit features two bedrooms, a full bath, hardwood floors, in-unit laundry, and an additional sunroom offering flexible space for an office or storage. Currently rented for $2,700 per month with a lease through July 2027, this unit provides immediate rental income. Major improvements include two brand-new oil tanks, two new hot water heaters, updated 100-amp electrical panels, and separate utilities. Both units enjoy rear decks overlooking a very spacious, fully fenced shared backyard. A one-car garage for storage and off-street parking for approximately 4–6 vehicles add further appeal. Ideally located near Watertown Square, Arsenal Yards, the Charles River Greenway, public transportation, and major routes into Cambridge and Boston. An outstanding opportunity to enjoy owner-occupancy with rental income in a desirable Watertown location!

44-46 Quimby Street, Watertown

748 Mount Auburn St. Unit 748, Watertown
$950,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73591192 MLS ⋅ 1,853 SqFt.
Seller offering credits toward rate buy down and closing costs. Behind a classic Mount Auburn Street facade, a renovated 3-bredroom 2.5 bathresidence was taken down to the studs and reborn - new roof, electrical, plumbing, HVAC, and insulation with new finishes throughout. The result has the feel fo brand-new construction. The main level lives open and bright with high ceilings and space that actually breathes - plus a separate, sunlit home office. The primary suite takes over its own floor: an oversized bedroom with two walk-in closets, and a spaw-like bath, with two more bedrooms giving everyone room for their own. The home also comes with private storage and two off-street parking spaces. All in an established Watertown neighborhood, minutes to cambridge and an easy ride into Boston.

748 Mount Auburn St. Unit 748, Watertown

20 Riverside Street Unit 2-3, Watertown
$359,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73591184 MLS ⋅ 421 SqFt.
Welcome to Riverside Condominiums, ideally situated along the Charles River in the heart of Watertown Square! This beautifully renovated studio condo offers a perfect blend of comfort, convenience, and low-maintenance living. The thoughtfully designed layout features a bright and inviting living room/bedroom combination, an updated kitchen, and a renovated full bathroom. Additional amenities include laundry facilities in the building, a private storage locker, and one assigned off-street parking space. Enjoy an unbeatable location just moments from Watertown Square's vibrant shops, restaurants, and local amenities, with easy access to scenic parks, walking and biking trails along the Charles River. Whether you're a first-time buyer, down-sizer, or investor, this move-in-ready condo presents a fantastic opportunity to enjoy all that Watertown has to offer!

20 Riverside Street Unit 2-3, Watertown

298 Mt. Auburn Street Unit 7, Watertown
$539,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73591173 MLS ⋅ 1,282 SqFt.
This charming brick rowhouse condo offers the timeless elegance of Boston's Back Bay at an attainable price point. Climb the front stoop and into a shared vestibule featuring natural woodwork, decorative glass-wood doors and hardwood floors. Inside the unit, a spacious foyer awaits leading to a sun-filled living room, next a formal dining room showcasing original natural wood built-in cabinetry and wainscoting. The hardwood floors, soaring beamed ceilings, and crown molding add warmth and character throughout the living spaces. The bright, eat-in kitchen offers abundant storage, space and stainless steel appliances. Two generously sized bedrooms, each with ample closet space and an updated bathroom featuring a subway-tile shower complete the unit. Freshly painted interiors, newer windows, and the convenience of an in-unit washer and dryer add to the appeal. There is access to a shared courtyard/patio area behind the unit and additional storage in the shared basement. This property is ideal for commuters, located directly on the MBTA bus route and provides easy access to Cambridge and beyond, shopping, dining, and biking/walking trails. Street parking is available on adjacent streets from April to November. In the winter months parking is generally available in the school lot across the street.

298 Mt. Auburn Street Unit 7, Watertown

230 Orchard St, Watertown
$1,189,999
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589967 MLS ⋅ 2,455 SqFt.
Welcome to 230 Orchard Street! This beautifully updated Victorian offers timeless charm, modern upgrades, and exceptional space on a nearly 10,000 sq. ft. lot! Freshly painted in a striking white-and-black palette with refreshed landscaping and an inviting wraparound porch featuring new railings. Inside, enjoy soaring ceilings, refinished hardwood floors, fresh paint, and abundant natural light throughout. The recently remodeled kitchen, spacious living areas, and newly added first-floor half bath provide comfort and convenience. Upstairs features four generously sized bedrooms with closets and an updated full bath with classic black-and-white tile and tub. An expansive walk-up attic offers incredible potential for future expansion, with renderings showcasing the possibilities. Additional highlights include central air, well-maintained gas forced hot air heating, recent major system updates, a newer roof, and a spacious, dry basement with great ceiling height and laundry. Enjoy a rear deck, detached garage, off-street parking, and generous yard space. Ideally located near Victory Field, Watertown Middle and High Schools, shops, restaurants, and public transportation, with easy access to Harvard Square, the Mass Pike, and Boston. A rare opportunity to own a move-in-ready home with incredible space and room to grow!

230 Orchard St, Watertown

88 Belmont Street Unit 88, Watertown
$674,000
2 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73589904 MLS ⋅ 1,200 SqFt.
Set on the second floor of a two-unit association right on the Cambridge line, this home combines traditional character, generous natural light, and practical modern improvements. The entry begins in a dedicated mudroom with an adjacent half bath, opening through French doors into an expansive living room anchored by a full wall of windows and hardwood floors that carry throughout the home. Off the living room, a sunroom provides flexible space for a home office or playroom, while a formal dining room leads directly into a utilitarian kitchen equipped with neutral wood cabinetry, granite countertops, and a gas range. The layout thoughtfully isolates the living zones from the private wing, which holds two well-sized bedrooms and a full bath. Major capital improvements have already been handled, including a new roof, replacement windows throughout most of the home, added insulation, a newer furnace, and a fully owned solar panel system to offset electric costs. Heating is delivered via classic radiators paired with three mini-splits that provide targeted cooling and supplemental heat, alongside ceiling fans beneath tall ceilings. Additional amenities include a private rear balcony, a shared partially fenced front yard, substantial unfinished basement storage, and two-car parking with one space in the driveway and one in the detached garage—perfect for vehicle or gear storage. Commuters will appreciate quick access to Boston and Cambridge, with Sullivan Park, the Cambridge/Watertown Greenway, and Star Market all just minutes away.

88 Belmont Street Unit 88, Watertown

745/ 747 Mount Auburn St, Watertown
$1,500,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73589846 MLS ⋅ 3,050 SqFt.
**INCOME-PRODUCING WATERTOWN TWO-FAMILY!** Ideally located on Mount Auburn Street with convenient access to Boston and surrounding communities, this two-family property presents an excellent opportunity for both investors and owner-occupants. Currently generating approximately **$7,200 per month in rental income**, both units are occupied with tenants at will. The property offers immediate income with potential upside for the next owner. Features include separate water meters, off-street parking, and deleaded status. Whether you're looking to expand your investment portfolio or occupy one unit while generating rental income from the other, 745–747 Mount Auburn Street offers flexibility and opportunity in a highly desirable Greater Boston location. Property to be sold **AS IS**; buyers and their agents are encouraged to conduct their own independent due diligence. Listing agent is related to the seller.

745/ 747 Mount Auburn St, Watertown

227 Common St, Watertown
$1,150,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73589593 MLS ⋅ 2,150 SqFt.
Classic Watertown two-family in a desirable neighborhood near the Belmont line! This well-maintained property offers two spacious units, each featuring two bedrooms, a full bath, living room, formal dining room with charming built-ins, and hardwood floors. The second-floor unit offers additional flexibility with a finished third-floor area featuring a family room and bonus room, complete with electric heat and air conditioning. Enjoy inviting front and rear porches, including an enclosed three-season porch with windows and screens, plus a private backyard with sprinkler system. Additional highlights include updated mechanical systems, a full basement with laundry and storage, a detached two-car garage, and ample driveway parking. Ideal for an owner-occupant looking to enjoy the upper-level living space while generating rental income from the first floor, or an investor seeking a solid multifamily opportunity. Conveniently located near Watertown High School, Oakley Country Club, Watertown Square, Arsenal Yards, the Charles River, and commuter routes to Cambridge and Boston.

227 Common St, Watertown

25 Lyons Ct, Watertown
$999,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73589555 MLS ⋅ 1,900 SqFt.
Newton Line! Perfect opportunity to expand this single family home situated at the end of a dead-end street on over a 13,000+ sq ft piece of land.. Lower-level has a 1-bedroom apartment with separate entrance and private driveway. Main home is a 2 level ranch style singe family with a walk-up finished attic. 3 bedrooms on the first floor with an eat-in kitchen, bright & spacious living room and full bath. Attic consists of 1 or 2 bedrooms with a half bath. The possibilities are endless for this property. Renovate and make your own custom single-family home or a development opportunity for 2 Townhomes as this home is in a T-Zone. Developers to do their own due diligence. Conveniently located on the Newton line near Watertown Square, the sought-after bike path, restaurants, shopping, cafe's and bus transportation to downtown, Central & Harvard Sq. with easy access to the Mass Turnpike. Welcome to Watertown!

25 Lyons Ct, Watertown

38 Carver Rd E, Watertown
$1,199,000
6 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73589086 MLS ⋅ 3,072 SqFt.
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

326-328 Charles River Rd, Watertown
$950,000
5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73588201 MLS ⋅ 2,484 SqFt.
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 Burnham 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

129 Hillside Road Unit 2, Watertown
$800,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73588030 MLS ⋅ 1,902 SqFt.
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

51-53 Prentiss St, Watertown
$900,000
5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73587698 MLS ⋅ 2,240 SqFt.
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

340 School St, Watertown
$1,799,000
7 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73585653 MLS ⋅ 4,400 SqFt.
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

66 Wayne Ave, Watertown
$785,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73585606 MLS ⋅ 1,436 SqFt.
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

128 Summer St, Watertown
$1,395,000
7 Beds ⋅ 3 Baths ⋅ BACK ON MARKET Status ⋅ 73585274 MLS ⋅ 3,822 SqFt.
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

106 Poplar St Unit 1, Watertown
$590,000
2 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584708 MLS ⋅ 1,140 SqFt.
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

30 Oakley Rd Unit 2, Watertown
$799,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73584363 MLS ⋅ 1,955 SqFt.
**Price Adjustment** 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

70 Putnam Street Unit 70, Watertown
$689,000
3 Beds ⋅ 1 Baths ⋅ PRICE CHANGED Status ⋅ 73584318 MLS ⋅ 1,185 SqFt.
Set in the heart of East Watertown, this beautifully updated first-floor condominium pairs classic character with thoughtful modern improvements. An inviting private front porch opens to a welcoming vestibule and a light-filled interior featuring high ceilings, oversized windows, beautiful hardwood floors, and original period moldings. The open living and dining areas flow naturally into the kitchen, which opens to an exclusive-use rear porch overlooking the private yard and garden. Three bedrooms offer generous closets and comfortable living space. Notable features include a new roof (2025), newly installed mini-split heat pump system for added efficiency, in-unit washer and dryer, deeded garage parking, one exterior parking space, freshly painted, and exclusive use of half the basement for storage. Just two blocks from the newly completed Hosmer Elementary School and athletic fields, with the Charles River and bike path and Arsenal Yards nearby. Convenient to Cambridge, Boston, major routes, and public transportation.

70 Putnam Street Unit 70, Watertown

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