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44-46 Quimby Street, Watertown
$999,900
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73593805 MLS ⋅ 2,176 SqFt.
***MAJOR PRICE IMPROVEMENT ONLY DUE TO, SELLER WANTING TO TEST THE MARKET FIRST IN THE FIRST WEEK - THE PRICE IS RIGHT NOW!!!*** 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
$925,000
3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED 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
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
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
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
10 Holly St, Watertown
$987,000
4 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73582281 MLS ⋅ 2,337 SqFt.
A rare Queen Anne Victorian ready for you to make your own. Its classic lines, period details, and striking architectural presence immediately draw you in. The first floor offers a natural flow across the living, dining, and kitchen areas, opening seamlessly to the outdoors where an in-ground pool and spacious patios create an ideal setting for summer fun, gatherings, and BBQs. The 2-car garage adds versatility, easily transforming into an indoor entertainment zone with space for serving, seating, and watching the action by the pool. Upstairs, the second-floor features three well-proportioned bedrooms. The third floor unfolds into a dramatic, fully open space—turret, dormers, skylights, and all—once used as an artist’s studio and now serving as a fourth bedroom. This unique level is ready for your personal vision and lifestyle. The generous lot provides room for gardening and outdoor enjoyment. Come see it and imagine the possibilities.

10 Holly St, Watertown
22 Olney Unit 22, Watertown
$925,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73581189 MLS ⋅ 1,800 SqFt.
Masterfully renovated 3-bedroom, 2-bath condominium in the heart of Watertown. This thoughtful layout offers flexible living options. The lower level provides a generous primary suite plus office, or can be used as guest quarters. On the main level, two full bedrooms sit on opposite sides of the home, offering privacy when needed. A well-proportioned kitchen anchors the main level, alongside a comfortable living area, full bath, and a spacious laundry room. Southeastern exposure makes this a surprisingly bright first-floor unit. A large driveway provides a dedicated parking space, with extra room when needed. Available separately from 24 Olney, or together as a multi-family opportunity. Come tour this beautifully redesigned home and imagine the possibilities. 22and24olney.com

22 Olney Unit 22, Watertown
25 Lyons Ct, Watertown
$999,000
5 Beds ⋅ 3 Baths ⋅ UNDER AGREEMENT Status ⋅ 73580479 MLS ⋅ 1,900 SqFt.
Newton Line! Perfect opportunity to expand this two-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 an original singe family with 3 bedrooms on the first floor with an eat-in kitchen, bright & spacious living room and full bath. Large walk-up attic bedroom 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
70 Hovey St, Watertown
$900,000
3 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73578712 MLS ⋅ 2,201 SqFt.
Where Morning Coffee Meets Afternoon AdventuresPicture waving goodbye from your front door as the kids walk one block to school — no rush, no traffic, just an easy start to the day. That's life in this 2,200-square-foot home, offering three bedrooms and two full baths in a layout that balances togetherness with privacy.Out back, a private yard invites quiet mornings, weekend gatherings, and room for kids and pets to roam — all within a neighborhood peaceful enough to hear the birds.The elementary, middle and high schools sit within a half-mile, local shops and restaurants are just minutes away, and public transit puts Cambridge and downtown Boston within easy reach — trade the commute for a good book and still be home for dinner.This is a home that gives you back your time and peace of mind. Schedule your private showing today — homes like this don't last.

70 Hovey St, Watertown
750 Mount Auburn St. Unit 750, Watertown
$975,000
3 Beds ⋅ 3 Baths ⋅ PRICE CHANGED Status ⋅ 73571242 MLS ⋅ 1,963 SqFt.
More space, more light, and the feel of new construction—just outside Boston. This fully reimagined 3-bedroom, 2.5-bath Watertown residence offers two levels of living designed for how you actually want to live.Step inside and the first thing you’ll notice is the natural light. Abundant windows and generous proportions create a bright, open feel throughout the home, with enough space to entertain, or host family and friends. A seperate office surrounded by sunlight as you work from home. The expansive primary suite feels like a true premier suite, with an oversized bedroom and two walk-in closets offering the kind of space and storage that can be difficult to find this close to Boston.The outdoor space becomes an extension of the home, with decks at both the front and rear. Start the morning outside with coffee, enjoy dinner on a summer evening, or simply have a place to step outside without leaving home.And while the finishes are what you see, some of the most important upgrades are the ones you don’t. This was a comprehensive renovation taken down to the studs and rebuilt with new electrical, plumbing, roof, windows, flooring, HVAC, insulation, and finishes throughout. It offers the comfort and confidence of a newly rebuilt home without having to sacrifice the character and convenience of an established Watertown neighborhood. Private storage gives you a dedicated place for everything you don’t want taking up living space, while two off-street parking spaces make coming home easy.Located along Mount Auburn Street, you’re positioned just outside Boston with convenient access to the city while getting something increasingly difficult to find closer in: real space, outdoor living, parking, and a home where the major work has already been done.

750 Mount Auburn St. Unit 750, Watertown
67-69 York Ave, Watertown
$950,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73562267 MLS ⋅ 1,750 SqFt.
WONDERFUL WATERTOWN! NEW GREAT PRICE! OPEN HOUSE: SUN 11/1, NOON-1PM VIDEO: https://youtu.be/5C9JQjpXhcQ Solid, meticulously maintained brick two-family in East Watertown, ideal for an investor or owner-occupant seeking immediate rental income. Built in 1939 and standing on a 5,500 SF lot, this classic two-story duplex offers 1,750 SF of living area across two mirrored 2-bedroom, 1-bath units — 10 rooms total. Each unit features a bright living room, dining area, eat-in kitchen, screened porch, and two second-floor bedrooms with a full bath. Both units currently have long-term tenants in place, making this a turnkey income property from day one.This home has been meticulously maintained with a steady stream of big-ticket updates: a new roof in 2017, boilers replaced in 2019 and 2020, a new dishwasher installed December 2025, and a new washing machine added February 2026 — giving the next owner real peace of mind on major systems and appliances alike. The full basement is split into two individual sections — one per unit — each with its own utility/mechanical space and a semi-finished room offering flexible storage or non-sleeping bonus space...add heat and you could have 1300sqft+ units! Plus an installed waterproofing system. A detached 2-car garage adds valuable off-street parking, a rare commodity in this part of Watertown.Location is a standout: the property sits directly across from the Lowell Elementary School, and is just under a mile to the Waverley Commuter Rail stop for an easy inbound commute. It's also close to MBTA bus lines and just minutes from the shops, restaurants, and everyday conveniences of Coolidge Square — including Coolidge Hardware, Dunkin', Artemis Yoga, and a mix of local eateries — as well as the broader dining and retail corridor along Trapelo Road in nearby Waverley Square. Commuters and shoppers alike will also appreciate easy access to Arsenal Yards and the Charles River Greenway/bike path system.With income already in place, meticulously maintained mechanical systems, and a location that checks the boxes for schools, transit, and walkable amenities, 67-69 York Ave offers a compelling combination of stability and long-term upside in one of Watertown's most convenient East End pockets.

67-69 York Ave, Watertown
146-148 Waverley Ave, Watertown
$949,999
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73562096 MLS ⋅ 2,312 SqFt.
Exceptional opportunity to own a spacious two-family in one of Watertown's most sought-after neighborhoods. Offering over 2,300 sq ft of living space, each unit features 2 bedrooms, 1 full bath, hardwood floors, separate living and dining rooms, generous kitchens, and abundant natural light, creating layouts that appeal to both owner-occupants and investors. Recent improvements include a new roof, leaf-blocking gutters, and a fully renovated first-floor including the bathroom. The fenced corner lot provides outdoor space, while off-street parking adds convenience. Ideally situated just minutes from Watertown Square, Arsenal Yards, the Charles River Greenway, restaurants, shopping, public transportation, and major commuter routes with easy access to Boston and Cambridge. Whether you're looking to generate rental income, occupy one unit while offsetting your mortgage, or expand your investment portfolio, this property offers flexibility and long-term value in a high-demand location!

146-148 Waverley Ave, Watertown
33 Melendy Ave, Watertown
$900,000
5 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73561201 MLS ⋅ 2,227 SqFt.
Developers and Contractors!! Presenting a multi-opportunity property. Do a complete gut renovation and restore to its original single family glory, renovate as 2 units and sell as condominiums, add on a second unit or ADU to suit your needs or knock down and build two new condominium units. Sited on 7,500 sq ft, the property is conveniently located off Mt. Auburn St near vibrant Coolidge Sq. with restaurants and wonderful small shops. Immediate access to busline to Harvard Sq and Watertown Sq. Also a short distance to Arsenal Yards!

33 Melendy Ave, Watertown
18 Prospect Street, Watertown
$960,000
5 Beds ⋅ 2 Baths ⋅ UNDER AGREEMENT Status ⋅ 73547064 MLS ⋅ 2,250 SqFt.
Located in highly desirable Warrendale, this spacious two-family home offers an exceptional opportunity for homeowners, developers, and investors seeking to build equity. The first-floor apartment features five rooms with two bedrooms, while the second-floor unit offers six rooms with three bedrooms. Both apartments showcase hardwood floors in the living rooms, dining rooms, and bedrooms, along with classic built-in dining room hutches that add timeless character. Double-pane windows provide improved energy efficiency, and each unit includes both front and rear covered porches, perfect for relaxing or enjoying the outdoors. Ideally situated near Waverley Square, this property offers convenient access to local shops, restaurants, parks, Watertown Center, and Arsenal Yards. Enjoy the nearby Charles River walking, jogging, and bike path. Commuters will enjoy easy access to the Massachusetts Turnpike, multiple public transportation options, and the commuter rail.

18 Prospect Street, Watertown
443 Mount Auburn 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
443 Mount Auburn St, Watertown
$950,000
ACTIVE Status ⋅ 73528751 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
33 Melendy Ave, Watertown
$900,000
ACTIVE Status ⋅ 73523468 MLS
Currently occupied as a two family home, the property is ideal for residential development. It is located in the residential 2 Family zone off Mt. Auburn Street near the Cambridge line and is very close to the bus to Harvard Square and Watertown Square. The property is very close to the wonderful shops and restaurants in Coolidge Square, a short distance to Arsenal Yards, The Watertown Mall, the Hosmer elementary school and offers easy access to the Mass Pike via Storrow Drive. Build your next home here! Property Sold "As Is"

33 Melendy Ave, Watertown

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