Homes for Sale near Winsor School

• 

  

  

  /17

  $580,000

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  250 W Fifth St Unit 1, Boston, MA 02127

  Beautifully renovated 1 bed, plus office, 1 bath first-floor condo! Step inside to find a bright, open layout featuring a brand-new eat-in kitchen with quartz countertops, stainless appliances, and modern cabinetry. The updated bathroom includes a fully tiled shower with a sleek glass door (to be installed) and contemporary finishes throughout. Convenient in-unit laundry hookups give you the

  Andrew Schena Capital Residential Group, LLC

  250 W Fifth St Unit 1, Boston, MA 02127
• 

  

  

  /29

  $539,000

  • 2 Beds
  • 1 Bath
  • 815 Sq Ft

  20 Radcliffe Rd Unit 209, Allston, MA 02134

  UNBEATABLE LOCATION, walking distance to green line MBTA and Allston Village with restaurants, cafe and bars on Harvard Ave and Brighton Ave just steps away! Easy access and close proximity to Boston University and Boston College. Don't miss this opportunity as an owner occupant or investor to see this updated two bedroom one bathroom condo with an OFF-STREET PARKING SPACE. The unit opens to a

  Christie Xie Nuage Real Estate Group

  20 Radcliffe Rd Unit 209, Allston, MA 02134
• 

  

  

  /13

  $3,075,000

  • 12 Beds
  • 6 Baths
  • 4,338 Sq Ft

  285 Lamartine St, Boston, MA 02130

  Welcome to 285 Lamartine Street. Rare new construction 3-unit offering with strong investment potential and owner-occupant appeal. Each unit features 4 bedrooms, 2 baths, private outdoor space, and parking CONDO QUALITY. Spacious open layouts include bay windows, large living/dining areas, and stylish kitchens with shaker cabinets, quartz counters, and gas cooking. Primary bedrooms offer walk-in

  Morgan Franklin Coldwell Banker Realty - Boston

  285 Lamartine St, Boston, MA 02130
• 

  

  

  /40

  $1,095,000

  • 4 Beds
  • 4.5 Baths
  • 2,453 Sq Ft

  11 Savin Hill Ave, Dorchester, MA 02125

  Fantastic opportunity in Savin Hill! Beautiful brick Victorian-style multi-family with three unique units. Unit 1 is a lofted 1-bedroom, 2.5-bath with direct access to a dramatic two-story atrium; both sleeping areas include full baths. Unit 2 is a classic floor-through 1-bedroom with great light. Unit 3, the penthouse, features an open floor plan with exposed brick, hardwood floors, and a lofted

  James Silva At Home Real Estate Group, Inc

  11 Savin Hill Ave, Dorchester, MA 02125
• 

  

  

  /19

  $530,000 Open Sun 2PM - 4PM

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  121 Portland St Unit 605, Boston, MA 02114

  Experience the perfect blend of sophistication and historic charm in this elegant one-bedroom residence, ideally located at the edge of the Greenway and just steps from Faneuil Hall. A Juliet balcony off the living area invites natural light and city views, while rich hardwood floors, central air, and refined contemporary finishes create a polished, modern ambiance. Forecaster 121 offers an

  Alex Zhang HMW Real Estate, LLC

  121 Portland St Unit 605, Boston, MA 02114
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  /38

  $1,100,000

  • 3 Beds
  • 2.5 Baths
  • 1,724 Sq Ft

  239 Stratford St, West Roxbury, MA 02132

  Set in the highly sought-after Bellevue Hill neighborhood, this charming Colonial combines timeless character with modern comfort. The open-concept kitchen, living, and dining areas create a bright, inviting space ideal for everyday living and entertaining. The remodeled kitchen showcases sleek, contemporary finishes perfect for culinary enthusiasts. Three spacious bedrooms, including a serene

  Shannon Boeckelman Compass

  239 Stratford St, West Roxbury, MA 02132
• 

  

  /34

  $749,000

  • 3 Beds
  • 2.5 Baths
  • 1,224 Sq Ft

  87 Knoll St, Roslindale, MA 02131

  Welcome Home to this charming house! Meticulously maintained by the same family since 1969, this classic Cape-style house blends timeless character with thoughtful updates. Set in a quiet yet convenient neighborhood, this home offers comfort, space & a welcoming feel from the moment you arrive. Step inside to discover pretty hardwood floors, a spacious fireplaced living room, & a bright dining

  Lisa Iantosca Donahue Real Estate Co.

  87 Knoll St, Roslindale, MA 02131
• 

  

  /39

  $1,108,000

  • 6 Beds
  • 3 Baths
  • 2,607 Sq Ft

  610 Cambridge St, Allston, MA 02134

  Calling all investors and homeowners! This is the one you’ve been waiting for—a rarely found attached single-family home in a prime location just a 10-minute walk to the T and surrounded by restaurants, shops, and colleges. Always easy to lease and ideal for both investment or owner-occupancy. This spacious home features high ceilings, beautifully refinished hardwood floors, and generous square

  Chris Yang Keller Williams Realty Boston South West

  610 Cambridge St, Allston, MA 02134
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  /24

  $729,000

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  70 Day St Unit 2, Jamaica Plain, MA 02130

  Astounding 1086 sqft Jamaica Plain condominium - New Condo Conversion. This Beauty features high ceilings and huge windows that allow ton of Sunlight. Updated kitchen with New Stainless Steel Appliances, Massive bedrooms, Tile bathrooms, Exclusive Storage Room w/ laundry, gleaming hardwood floors. Assigned Parking. Private Rear Deck, Seconds to Hyde Square's restaurants, shops and bars, Moments

  Jerome Bibuld Red Tree Real Estate

  70 Day St Unit 2, Jamaica Plain, MA 02130
• 

  

  /18

  $665,000

  • 2 Beds
  • 1 Bath
  • 591 Sq Ft

  76 Phillips St Unit A, Boston, MA 02114

  Nestled in the heart of historic Beacon Hill, this charming two-bedroom condominium blends timeless character with modern conveniences. The thoughtfully updated kitchen features a gas range, dishwasher, and ample cabinetry, making it as functional as it is stylish. Both bedrooms are well-proportioned, offering flexibility for a home office or guest space, and one includes a coveted walk-in closet

  Marc Marsan Red Brick Real Estate, LLC

  76 Phillips St Unit A, Boston, MA 02114
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  /33

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft

  4 Charlesgate E Unit 601, Boston, MA 02215

  4 Charlesgate East, Unit 601 offers a rare opportunity to own a piece of Boston’s history in one of the city’s most iconic buildings. This spacious 2 bedroom, 2 bath residence features stunning views of the Boston skyline from your living room and breakfast nook, creating the perfect backdrop for both everyday living and entertaining. Ideally situated at the corner of Back Bay and Fenway, you’ll

  Kurt Martell Compass

  4 Charlesgate E Unit 601, Boston, MA 02215
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  /9

  $1,199,000

  • 5 Beds
  • 3 Baths
  • 2,430 Sq Ft

  4 Saxton St, Dorchester, MA 02125

  This Savin Hill brick rowhouse abounds with charm! A wonderfully solid building! Well maintained! Exposed brick inside the units provide a warm feeling that sheetrock just can't match! Hardwood floors shine throughout and add to the ambience! The eat-in kitchens have glass sliders to rear porches! The incredible location is two blocks from the Savin Hill Station on the T Red Line! It's also only

  Stevedoug.com Team LAER Realty Partners

  4 Saxton St, Dorchester, MA 02125
• 

  

  /12

  $2,125,000

  • 12 Beds
  • 6 Baths
  • 6,396 Sq Ft

  140 Callender St, Dorchester Center, MA 02124

  This property features six spacious 2-bedroom / 1-bath units, offering strong rental appeal and versatile occupancy options. Ideally situated in Dorchester Center, the building benefits from excellent access to public transportation via multiple bus routes as well as convenient roadway connections to downtown Boston. With six units under, the property provides an investor with immediate scale and

  Kevin Benzinger Boston Realty Advisors

  140 Callender St, Dorchester Center, MA 02124
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  /4

  $450,000

  • 2 Beds
  • 2 Baths
  • 700 Sq Ft

  1 13th St, Boston, MA 02129

  One-of-a-kind investment opportunity with this new custom-built houseboat currently under construction and designed with high-end short-term rental potential in mind. Blending boutique hotel luxury with the serenity of life on the water, this floating retreat promises to captivate guests seeking a truly memorable stay. The layout features a bright, open-concept living area, designer kitchen with

  Sarah Fillmann Coldwell Banker Realty - Boston

  1 13th St, Boston, MA 02129
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  /21

  $709,000

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft

  492 Massachusetts Ave Unit 53, Boston, MA 02118

  This charming 3-bedroom, 1-bath condo in the heart of the vibrant South End, combines classic comfort with urban convenience. High ceilings bring an expansive feel to every space, and sunlight pours through oversized bay windows highlighting original decorative details. The updated kitchen opens to a bright, open living area—ideal for both everyday living and entertaining. The spacious primary

  Martha Delaney Coldwell Banker Realty - Belmont

  492 Massachusetts Ave Unit 53, Boston, MA 02118
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  /29

  $749,900

  • 2 Beds
  • 1 Bath
  • 1,300 Sq Ft

  78 Kilsyth Rd Unit 3, Brighton, MA 02135

  Elegant and expansive, this 2+ bedroom residence is set within a distinguished brownstone just moments from the best of Brighton & Brookline. Thoughtfully renovated, the home boasts a stunning new kitchen with designer appliances, custom cabinetry, and quartz countertops. An open, flexible layout is enhanced by soaring ceilings, gleaming hardwood floors, and oversized windows—flooding the space

  James Brasco III William Raveis R.E. & Home Services

  78 Kilsyth Rd Unit 3, Brighton, MA 02135
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  /35

  $1,549,000

  • 2 Beds
  • 2.5 Baths
  • 1,457 Sq Ft

  81 Appleton St Unit 1, Boston, MA 02116

  Perfectly situated on one of the South End’s most desirable streets, this 2-bedroom, 2.5-bath duplex blends brownstone charm with modern design. The open-concept upper level features a sleek kitchen with stone countertops, stainless steel appliances, and an oversized island flowing into a bright living and dining area. Step out to your private deck — ideal for entertaining — with stairs leading

  Hans Nagrath Compass

  81 Appleton St Unit 1, Boston, MA 02116
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  /22

  $435,000

  • 1 Bath
  • 480 Sq Ft

  60 Cross St E Unit 315, Somerville, MA 02145

  Welcome to Eastside Place Condominium—a beautifully designed studio unit flooded with natural light, creating a warm and inviting living space. This home offers a fresh, modern aesthetic and all the conveniences of contemporary living. Enjoy unbeatable location benefits with easy access to Assembly Row’s vibrant shopping, dining, and entertainment options. Commuting is a breeze with nearby public

  Joe Flanagan Coldwell Banker Realty - Boston

  60 Cross St E Unit 315, Somerville, MA 02145
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  /40

  $1,249,000

  • 8 Beds
  • 3 Baths
  • 4,241 Sq Ft

  71 Brooks St, Brighton, MA 02135

  Nestled in the heart of Brighton's desirable Oak Square neighborhood, this classic two-family home offers incredible potential for both homeowners and investors. Featuring spacious layouts and timeless details, including a living room with a fireplace and elegant molding, this property is ready to be reimagined into something truly special. Each unit offers comfortable living space with bright

  Josh Bryan EDGE Realty Advisors

  71 Brooks St, Brighton, MA 02135
• 

  

  /35

  $2,845,000

  • 4 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  65 Francis St, Brookline, MA 02446

  Welcome to this beautifully renovated 2025 Coolidge Corner unit, where timeless charm meets modern comfort. A welcoming mudroom opens to a sunlit kitchen with generous counter space, perfect for cooking together or hosting friends. The cozy family room with fireplace and a cheerful breakfast nook make the main level inviting, while a powder room adds convenience. A graceful curved staircase leads

  Rozita Tabatabaei William Raveis R.E. & Home Services

  65 Francis St, Brookline, MA 02446
• 

  

  /41

  $1,195,000

  • 6 Beds
  • 2 Baths
  • 2,390 Sq Ft

  5 Mason Rd, Watertown, MA 02472

  Perfect opportunity to own this immaculate Two Family located near the Lowell School & the Oakley Country club with a short walk to Watertown Square and Cushion Squar in Belmont. This home has been lived in and owned for over 50 years by the same family and it shows. Each floor boasts 6 room 3 bedrooms and 1 bath. Bright and spacious living rooms, formal dining room with built-in hutches,

  Ari Koufos Realty Executives

  5 Mason Rd, Watertown, MA 02472
• 

  

  /13

  $625,000

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  69 Falcon St Unit 2, Boston, MA 02128

  Seller is offering a 2-1 rate buy down! Stunning 2021 renovation featuring 2 bedrooms and 2 full bathrooms in the heart of Eagle Hill. The open-concept kitchen, living, and dining area is perfect for entertaining, highlighted by a custom built banquette, high end stainless steel appliances, black quartz countertops, and white shaker cabinetry. The primary suite offers a walk-in closet with custom

  Haywood Kristian Group Coldwell Banker Realty - Boston

  69 Falcon St Unit 2, Boston, MA 02128
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  /28

  $1,699,000

  • 3 Beds
  • 2.5 Baths
  • 1,946 Sq Ft

  114 Inman St Unit 3, Cambridge, MA 02139

  This stunning condominium, mostly new construction in 2020, offers space, privacy, and modern amenities in one of the city's most vibrant neighborhoods. Set back off the street, this bright and spacious home provides a peaceful sanctuary while being just moments from restaurants, shopping, MBTA, and charming coffee shops. Three distinct levels of living space provide an exceptional flexibility

  John O'Neil Gibson Sotheby's International Realty

  114 Inman St Unit 3, Cambridge, MA 02139
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  /19

  $1,150,000

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft

  14 Chauncy St Unit 4, Cambridge, MA 02138

  Nestled in the heart of Harvard Square, this sun-filled first floor 2-bedroom, 2-bath condominium offers a peaceful retreat surrounded by the energy of Cambridge’s most iconic neighborhood.The unique airy layout features high ceilings, oversized windows, and an open concept living space, highlighted by the sunken living room that opens to a private deck, brick patio, and fenced garden area,

  Susan Condrick Gibson Sotheby's International Realty

  14 Chauncy St Unit 4, Cambridge, MA 02138
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  /34

  $979,000

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  34 Temple St Unit 34, Boston, MA 02114

  LOWER MILLS MASTERPIECE, newer construction single-family home within a townhouse development benefiting from HOA amneties— just steps to shops, restaurants, and public transit this modern house offers four levels of well-designed living space, featuring an open-concept main floor with beautiful oak flooring, custom seating foyer area, high ceilings, and contemporary finishes throughout. The

  Steven Musto Insight Realty Group, Inc.

  34 Temple St Unit 34, Boston, MA 02114
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  /38

  $359,900

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft

  40 Williams St Unit C, Chelsea, MA 02150

  Leave ordinary behind! Chelsea Waterfront delivers downtown sophistication at a fraction of the cost. This 546 sq ft third floor unit has serious character with soaring ceilings, exposed brick walls, chalkboard wall, and hardwood floors that blow away cookie-cutter white-everything condos. Windows flood the space with light, open concept flows from living area to kitchen with counter space,

  Adam Shulman Leading Edge Real Estate

  40 Williams St Unit C, Chelsea, MA 02150
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  /42

  $4,299,000

  • 6 Beds
  • 9 Baths
  • 8,584 Sq Ft

  42 Sunhill Ln, Newton Center, MA 02459

  One-of-a-kind hilltop cul-de-sac villa in Newton Centre. This extraordinary residence offers a triple-bay garage, 8,000+ sqft of elegant living space, and unobstructed views. Its grand and natural light filled interior space is fully custom-built with soaring 10 to 13-ft ceilings, Sonos surround sound systems, fine millwork, gas fireplaces, and oversized windows. The kitchen features full-slab

  Winston Sheng Li Blue Ocean Realty, LLC

  42 Sunhill Ln, Newton Center, MA 02459
• 

  

  /30

  $1,190,000

  • 4 Beds
  • 4 Baths
  • 2,088 Sq Ft

  275 Bellevue St, West Roxbury, MA 02132

  Bellevue Hill Beauty – Renovated Victorian with Historic Charm! Rarely available and beautifully updated, this stunning single-family Victorian in West Roxbury’s coveted Bellevue Hill neighborhood blends classic elegance with modern upgrades. Featuring original architectural details including crown moldings, wainscoting, turned stairs, 9’ ceiling and three fireplaces, this home offers timeless

  Wei Wenny Fu Phoenix Real Estate

  275 Bellevue St, West Roxbury, MA 02132
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  /33

  $2,395,000 Open Mon 4PM - 6PM

  • 3 Beds
  • 4 Baths
  • 2,581 Sq Ft

  24 Fayette St, Boston, MA 02116

  Classic Bay Village 1899 single family 4-floor townhouse. 3+ bedrooms, 4 bathrooms, spacious flex space, double living room with beautiful fireplaces, dining room with french doors to patio, adjoining large open kitchen, top floor dormers enable spacious bedroom with en-suite bathroom. Beautiful sunlit windows throughout, original trim & fireplace details and oak & pine wood floors. Mini-split

  Beatrice Cassis eXp Realty

  24 Fayette St, Boston, MA 02116
• 

  

  /14

  $719,999

  • 2 Beds
  • 2 Baths
  • 803 Sq Ft

  8 Peters St Unit 2, Boston, MA 02127

  Rarely available in the East Side of Southie for under 720k!!! This fantastic TWO bedroom / TWO bathroom condominium features a renovated eat-in kitchen with stone counter-tops, stainless steel appliances, white kitchen cabinetry with direct access to enormously sized private rear deck. Along with recently refinished hardwood floors, oversized primary bedroom with en-suite bath and walk-in

  Jonathon Curley Compass

  8 Peters St Unit 2, Boston, MA 02127
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  /34

  $15,800,000

  • 7 Beds
  • 6.5 Baths
  • 9,473 Sq Ft

  153 Brattle St, Cambridge, MA 02138

  Situated between Appleton St & Riedesel Ave, this grand & prominent center entrance 7+ bed, 6.5 bath home was originally built in c.1803 has been painstakingly restored, elegantly modernized and expertly crafted for modern living. Ideally sited on a maturely landscaped 22,500+ sq ft lot, this gracious home rests behind an elegant white fence with antique walkways and restored balustrade. Welcomed

  Michael Harper Coldwell Banker Realty - Boston

  153 Brattle St, Cambridge, MA 02138
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  /21

  $999,900

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft

  20 Penniman Rd Unit P3, Boston, MA 02134

  A very rare Penhouse unit in the building of Penniman on the Park! This sunny unit has great view of the Boston landing skyline. Penniman on the Park is ideally situated 1 block from the Boston Landing commuter rail station, as well as being 2 blocks from Allston Village. Close to Boston University, the T and easy access to I-90 and Storrow Drive. The unit is impeccably designed with sleek

  Jessica & Sam Group JW Real Estate Services, LLC

  20 Penniman Rd Unit P3, Boston, MA 02134
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  /31

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  33 Pearl St Unit 4, Dorchester, MA 02125

  50% under agreement with only 3 units left! This stunning brand-new construction in the highly sought-after Savin Hill neighborhood is ready for you to move in! Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed residence blends classic elegance with modern sophistication. Step inside to open-concept living illuminated by European-style tilt & turn windows, with a chef’s

  Patrick Mulligan Northeast Realty + Co.

  33 Pearl St Unit 4, Dorchester, MA 02125
• 

  

  /16

  $740,000

  • 2 Beds
  • 2 Baths
  • 1,121 Sq Ft

  33 Pearl St Unit 1, Dorchester, MA 02125

  50% under agreement with only 3 units left! This stunning brand-new construction in the highly sought-after Savin Hill neighborhood is ready for you to move in! Featuring 2 bedrooms and 2 full bathrooms, this thoughtfully designed residence blends classic elegance with modern sophistication. Step inside to open-concept living illuminated by European-style tilt & turn windows, with a chef’s

  Patrick Mulligan Northeast Realty + Co.

  33 Pearl St Unit 1, Dorchester, MA 02125
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  /16

  $949,900

  • Land
  • 0.06 Acre
  • $15,831,667 per Acre

  142 Cross St, Somerville, MA 02145

  Excellent development opportunity in Somerville, just 0.3 miles from East Somerville Green Line Station, on the bike path and great proximity to East Cambridge and downtown Boston. Located on the edge of the rapidly growing Inner Belt neighborhood, this ZBA-approved 3-unit condo project is ideal for developers or end users looking to create a community and build equity. The first floor unit

  Brian Fitzpatrick Coldwell Banker Realty - Waltham

  142 Cross St, Somerville, MA 02145
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  /24

  $1,099,000

  • 2 Beds
  • 2 Baths
  • 1,224 Sq Ft

  527 E 7th St Unit 4, Boston, MA 02127

  BRAND NEW 2-BEDROOM CONDO WITH PARKING AND OUTDOOR SPACE! Don’t miss this rare opportunity to own new construction in one of South Boston’s best locations—steps from one of the top city beaches and a short walk to restaurants, shops, and more. This stunning 2-bedroom, 2-bathroom home spans over 1,200 sq ft and offers a perfect blend of luxury, comfort, and functionality. The custom finishes were

  Jessica Quirk Coldwell Banker Realty - Boston

  527 E 7th St Unit 4, Boston, MA 02127
• 

  

  /23

  $1,249,000

  • 2 Beds
  • 2.5 Baths
  • 1,156 Sq Ft

  97 Elmwood St Unit 313, Cambridge, MA 02140

  Last chance to own—only a few units remain! The Pathmark is a striking new collection of 35 ground-up condominium homes with garage parking and elevator access in Cambridge. In the heart of Davis Square (Red Line T) and adjacent to the Somerville Community Path, City living has never been easier or more accessible. Designed with intention and elegance, each residence offers a unique flow defined

  Lauren Holleran Team Gibson Sotheby's International Realty

  97 Elmwood St Unit 313, Cambridge, MA 02140
• 

  

  /26

  $1,347,000

  • 3 Beds
  • 2.5 Baths
  • 1,350 Sq Ft

  97 Elmwood St Unit 310, Cambridge, MA 02140

  Last chance to own—only three bedroom remaining! The Pathmark is a striking collection of 35 ground-up condominium homes with garage parking and elevator access in Cambridge. In the heart of Davis Square (Red Line T) and adjacent to the Somerville Community Path, City living has never been easier or more accessible. Designed with intention and elegance, each residence offers a unique flow defined

  Lauren Holleran Team Gibson Sotheby's International Realty

  97 Elmwood St Unit 310, Cambridge, MA 02140
• 

  

  /25

  $1,950,000

  • 5 Beds
  • 2.5 Baths
  • 2,173 Sq Ft

  15 Roberts Rd Unit D, Cambridge, MA 02138

  A bright and airy townhouse tucked away in beloved Kirkland Village. Through the foyer, the living room has a fireplace & access to the private deck & yard shaded by mature trees. The dining room opens to the contemporary kitchen with stainless steel appliances & gas cooking. There is also an office & half bathroom on this floor. Upstairs, the spacious primary bedroom has a double-height ceiling,

  Gail Roberts, Ed Feijo & Team Coldwell Banker Realty - Cambridge

  15 Roberts Rd Unit D, Cambridge, MA 02138
• 

  

  /42

  $1,299,000

  • 8 Beds
  • 2 Baths
  • 3,957 Sq Ft

  105 Central St, Somerville, MA 02143

  A rare Somerville classic, this move-in ready 2-family blends timeless architecture with endless potential. Perched on a beautifully landscaped, fenced-in lot, it offers the flexibility every buyer wants, whether investor, owner-occupant, condo converter (permit in hand), or multi-generational household. The upper Philadelphia-style duplex showcases soaring ceilings, bay windows, rich wood

  Stewart Silvestri Gibson Sotheby's International Realty

  105 Central St, Somerville, MA 02143

Showing Results 161 - 200, Page 5 of 18