Homes for Sale near Dedham Country Day School

• 

  

  

  /38

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 2,217 Sq Ft

  10 Hackensack Terrace, Chestnut Hill, MA 02467

  Beautifully updated 4-bedroom, 3-bath home on a wooded cul-de-sac in highly desirable Chestnut Hill! This spacious residence offers a bright, open layout on the first floor with gleaming hardwood floors, recessed lighting, and a gas fireplace. The recently renovated kitchen features cherry soft-close cabinets, granite countertops, Grohe pot filler and faucet, and a GE Café stainless suite. From

  Ellen + Janis Team Compass

  10 Hackensack Terrace, Chestnut Hill, MA 02467
• 

  

  

  /39

  $1,350,000

  • 6 Beds
  • 2.5 Baths
  • 3,591 Sq Ft

  600 East St, Dedham, MA 02026

  Expansive 6 bedroom, 2.5 bath residence, perfectly situated on a professionally landscaped lot with mature plantings framed by a stone wall. This home blends timeless New England charm with thoughtful modern updates and a layout designed for comfort, functionality and style. Inside architectural features include tall ceilings,& classical fireplaces. The living and dining rooms are elegant and

  Robert Keogh Hope McDermott Real Estate

  600 East St, Dedham, MA 02026
• 

  

  

  /31

  $365,000

  • 1 Bed
  • 1 Bath
  • 635 Sq Ft

  115 Grove St Unit 11, West Roxbury, MA 02132

  Bright & Easy Living at Glen Grove!Welcome to this sunny and spacious 1-bedroom, 1-bath condo on the second floor of the desirable Glen Grove complex. Located on the sunny side of the building, this unit features a large sliding door from the living room that opens onto a broad, covered deck—perfect for relaxing or entertaining. The bedroom comfortably fits a king-size bed and includes a walk-in

  Ermal Taraj Cameron Real Estate Group - Framingham

  115 Grove St Unit 11, West Roxbury, MA 02132
• 

  

  

  /30

  $949,000

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  46 Charles River St, Needham, MA 02492

  Built in 1996 this 3 level home abutting the Bay Colony Rail Trail has a very flexible floor plan for the living level. Sitting room off of the kitchen has a wood burning fireplace & Deck with sweeping woodsy views. First floor has garage, workshop, den (exercise room) and laundry, 2nd floor has open kitchen and family room. Kitchen has a great layout, plenty of granite countertops with peninsula

  Mary M. Wallace Gibson Sotheby's International Realty

  46 Charles River St, Needham, MA 02492
• 

  

  

  /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

  Lin Shi Phoenix Real Estate

  275 Bellevue St, West Roxbury, MA 02132
• 

  

  /38

  $1,350,000

  • 5 Beds
  • 4 Baths
  • 2,419 Sq Ft

  145 Lagrange St, West Roxbury, MA 02132

  2 family home in West Roxbury’s desirable Bellevue Hill. Spacious living spaces w/a flexible layout perfect for owner-occupants or investors. 1st floor unit features a large bedroom, eat in kitchen, dining room & sunlit living area. Room to make it a 2 bedroom. The second unit has 2 floors of living including 4 generous bedrooms, sunny office, 2 full baths, eat in kitchen & outdoor deck. Hardwood

  Hunter Ware Access

  145 Lagrange St, West Roxbury, MA 02132
• 

  

  /22

  $399,000

  • 2 Beds
  • 1 Bath
  • 845 Sq Ft

  15 Cass St Unit 3, West Roxbury, MA 02132

  Desirable Monterey Gardens!! Open living and dining area. Great closet space. Could use some TLC. Low CF includes heat and hot water. Large primary bedroom. Laundry and storage in building. High owner occupancy. Perfect opportunity for first time buyers to build equity and get into the market. Great for investors as easy rental, across from supermarket, on bus line and can walk to shops and

  Steve Ward RE/MAX Unlimited

  15 Cass St Unit 3, West Roxbury, MA 02132
• 

  

  /35

  $3,450,000

  • 5 Beds
  • 5.5 Baths
  • 9,196 Sq Ft

  267 Dedham St, Dover, MA 02030

  A sweeping driveway leads to a stunning private estate, beautifully sited on 3.37 acres of manicured grounds surrounded by conservation land.This exceptional 5 bed, 5.5 bath home offers 9,000+ sq ft of elegant living space designed for both formal entertaining & everyday living. The grand 2-story foyer opens to a gracious living room with elegant stone fireplace & walls of glass overlooking the

  Felicia Captain Coldwell Banker Realty - Wellesley

  267 Dedham St, Dover, MA 02030
• 

  

  /5

  $989,000

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft

  142 Metropolitan Ave Unit A, Roslindale, MA 02131

  Newly renovated 4-bedroom, 3-bath home with modern finishes throughout. The open-concept layout features engineered hardwood floors, quartz countertops, stainless steel appliances, and a large kitchen island perfect for entertaining. Spacious living and dining areas flow seamlessly, complemented by a versatile bonus room for an office, gym, or playroom. Outside, enjoy a large yard, two parking

  Dan Duval Elevated Realty, LLC

  142 Metropolitan Ave Unit A, Roslindale, MA 02131
• 

  

  /35

  $829,000

  • 5 Beds
  • 2 Baths
  • 2,080 Sq Ft

  150 Grove St, West Roxbury, MA 02132

  Phenomenal location for commuters! Here is your opportunity to own a legal 2 family in West Roxbury. This multi-unit property offers an updated 2 bedroom, 1 bathroom 1st floor unit, and a comfortable 3 bedroom, 1 bathroom top level unit. Parking for 4 vehicles, a spacious yard, and a T stop within walking distance are just a few of the amenities this property has to offer. Both units are gas

  Radhy Pena Pondside Realty

  150 Grove St, West Roxbury, MA 02132
• 

  

  /7

  $1,150,000

  • Land
  • 0.26 Acre
  • $4,423,077 per Acre

  287 High Rock St, Needham, MA 02492

  Lot for sale. Opportunity to build new on an 11,200 sq ft corner lot across from town forest with miles of walking trails. Short distance to bike path,High Rock School, and Needham Junction Train Station.

  Pamela Condon Louise Condon Realty

  287 High Rock St, Needham, MA 02492
• 

  

  /40

  $969,000

  • 4 Beds
  • 2 Baths
  • 2,235 Sq Ft

  21 Birch St, Westwood, MA 02090

  Charming, updated Cape in one of Westwood’s most convenient locations! The main level features a sunny living room with fireplace, family room, updated kitchen, renovated full bath, bedroom, and office (ideal for any work-from-home setup). Upstairs offers a spacious primary bedroom with walk-in closet, stylish full bath, and two additional bedrooms. The finished lower level provides flexible

  Michael Tinsley Longwood Residential, LLC

  21 Birch St, Westwood, MA 02090
• 

  

  /37

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  62 Washington Ave, Needham, MA 02492

  Thoughtfully reimagined and expanded 4-bedroom, 3.5-bathroom home in a coveted Needham neighborhood, steps from Perry Park and Mitchell Elementary. This comprehensive “to the studs” renovation blends classic charm with a modern floor plan, new systems, and high-end finishes. A newly built addition offers a spacious primary suite, while a second ensuite bedroom adds flexibility. Wide-plank

  Noah Pearlstein Gibson Sotheby's International Realty

  62 Washington Ave, Needham, MA 02492
• 

  

  /42

  $2,850,000

  • 5 Beds
  • 4.5 Baths
  • 5,266 Sq Ft

  39 Westbrook Ln, Westwood, MA 02090

  Set in a popular neighborhood this carefully crafted home offers a contemporary style and beautiful views from the private 3+ acres of land yet boasts a walk to all location. High ceilings, spacious rooms, open floor plan and walls of glass allow natural light to beam throughout. There are three finished floors of living space to accommodate multi generations. Move in ready this home recently

  Elena Price Coldwell Banker Realty - Westwood

  39 Westbrook Ln, Westwood, MA 02090
• 

  

  /23

  $895,000

  • 5 Beds
  • 1.5 Baths
  • 1,419 Sq Ft

  290 East St, Westwood, MA 02090

  Charming Cape style home ideally situated on a private half-acre lot along East Street in sought-after Islington. A commuter’s dream just minutes to the train, highways, Islington Village, Norfolk Country Club, and Downey Elementary with sidewalks leading to all. This inviting 5-bedroom home offers a flexible floor plan perfect for today’s lifestyle. The main level features a bright living and

  DeWolfe Group Gibson Sotheby's International Realty

  290 East St, Westwood, MA 02090
• 

  

  /25

  $699,000

  • 4 Beds
  • 1 Bath
  • 1,669 Sq Ft

  148 Beaver St, Hyde Park, MA 02136

  First time on the market in over 70 years! This classic Folk Victorian style home sits on a generous lot with a large fenced backyard and a newly renovated barn/garage offering endless possibilities . The main home features four bedrooms, one bath and charming architectural details including steep gables, ornate trim and a storybook entrance. The first floor offers a spacious living room, dining

  Leslie MacKinnon Compass

  148 Beaver St, Hyde Park, MA 02136
• 

  

  /18

  $595,000

  • 3 Beds
  • 1.5 Baths
  • 1,503 Sq Ft

  15 Newburg St Unit 1, Roslindale, MA 02131

  This move-in ready single-family alternative near the commuter rail is unique. It feels more like a single family than a condo. Great for a first-time home buyer or anyone looking to build equity with some minor changes over time. Also listed as condo: MLS # 73435962

  Mary Bennett Shore Road Realty - Cityside

  15 Newburg St Unit 1, Roslindale, MA 02131
• 

  

  /31

  $684,900

  • 4 Beds
  • 2 Baths
  • 1,610 Sq Ft

  531 Walpole St, Norwood, MA 02062

  HOME FOR THE HOLIDAYS! This beautifully renovated 4-bedroom, 2-bathroom home is ready for you to move in, complete with numerous upgrades. Inside, you'll find a brand-new kitchen, a renovated bathroom, and a finished basement. The open-concept living room features refinished hardwood floors and an electric fireplace, perfect for relaxation or entertaining. The layout includes two spacious

  Bruce Bradford Coldwell Banker Realty - Easton

  531 Walpole St, Norwood, MA 02062
• 

  

  /10

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  7 Preacher Rd, Milton, MA 02186

  Fabulous ranch style condominium on one level of living at Quisset Brook Condominiums! This spacious unit has two good-sized bedrooms, two full baths and plenty of closet space, plus large pull down attic storage. This end unit has lots of privacy, with a beautiful, wooded lot set in the Blue Hills. Large living room with a fireplace and french doors leading to an outside deck, enjoy the sun and

  Denise Petitti Coldwell Banker Realty - Milton

  7 Preacher Rd, Milton, MA 02186
• 

  

  /32

  $1,100,000

  • 4 Beds
  • 2 Baths
  • 2,572 Sq Ft

  92 Old River Place, Dedham, MA 02026

  Step back in time with this enchanting American Gothic Revival home, where timeless craftsmanship meets modern comfort in the heart of Dedham’s Square/ Upper Dedham. Distinguished architectural details arched doorways, decorative moldings, and rich hardwood floors infuse every room with character and warmth. The flexible floor plan includes elegant living and dining rooms with fireplaces and

  DeWolfe Group Gibson Sotheby's International Realty

  92 Old River Place, Dedham, MA 02026
• 

  

  /39

  $7,200,000

  • 5 Beds
  • 7.5 Baths
  • 9,136 Sq Ft

  99 Baldpate Hill Rd, Newton Center, MA 02459

  This contemporary masterpiece embodies modern luxury—deceivingly understated from the front yet unfolding into a stunning four-level estate of architectural brilliance. Custom built with every imaginable feature, the home showcases 18+ rooms of exquisite craftsmanship and design. Step through grand double doors into a world of custom millwork, built-ins, and refined finishes. The main level is

  Samantha Stumpo New Brook Realty Group, LLC

  99 Baldpate Hill Rd, Newton Center, MA 02459
• 

  

  /27

  $2,770,000

  • 4 Beds
  • 4 Baths
  • 4,700 Sq Ft

  375 Atherton St, Milton, MA 02186

  Nestled at 375 Atherton, Milton, Massachusetts, this contemporary single-family residence is in one of the most desirable neighborhood's in Milton. The living room presents an inviting space, enhanced by a fireplace that promises warmth and ambiance during cooler months. High and vaulted ceilings contribute to the room's expansive feel, while crown molding adds a touch of classic elegance. In the

  Stephen Kraunelis Gibson Sotheby's International Realty

  375 Atherton St, Milton, MA 02186
• 

  

  /26

  $660,000

  • 4 Beds
  • 1.5 Baths
  • 2,000 Sq Ft

  95 Newburg St, Roslindale, MA 02131

  Timeless elegance meets every day comfort in this gem! This well loved Home exudes old world charm. Enter the welcoming foyer & be captivated by the graceful staircase & classic details that echo a bygone era. Spacious living room opens into a bright, formal dining room, perfect for gatherings & special occasions. A convenient 1/2 bath is located on the main level while the eat in kitchen

  Patty McNulty McNulty REALTORS®

  95 Newburg St, Roslindale, MA 02131
• 

  

  /41

  $2,560,000 Open Sat 11AM - 12:30PM

  • 5 Beds
  • 5.5 Baths
  • 5,350 Sq Ft

  7 Avery St, Needham, MA 02494

  OPEN HOUSES Saturday & Sunday from 11:00 – 12:30. Experience the perfect blend of timeless elegance & modern comfort in a newly constructed Colonial, ideally situated on an expansive lot adjacent to 6.7-acre Cricket Field. Offering over 5,300 sq. ft. of beautifully appointed living space including a finished lower level w/ 9-foot ceilings & more than 1,000 sq. ft., this 5-bedroom, 5.5-bath

  Preston Hall Keller Williams Realty

  7 Avery St, Needham, MA 02494
• 

  

  /16

  $510,000

  • 2 Beds
  • 2 Baths
  • 1,061 Sq Ft

  15 Yuill Cir Unit 2, Boston, MA 02136

  BRAND NEW HIGH-END 2BR/2BA CONDO W/ DEEDED PARKING IN THE DESIRABLE READVILLE AREA OF HYDE PARK! All units have an open kitchen/living/dining area, stainless steel appliances (GE/GE Profile/Jenn Air) and quartz counters, European tilt and turn windows, hardwood floors, tiled bathrooms (one with a walk-in shower and one with a tub), ample closet space throughout, ductless mini-splits in each room

  Jennifer Collins-McKinney Collins McKinney Real Estate & Investments

  15 Yuill Cir Unit 2, Boston, MA 02136
• 

  

  /18

  $918,000

  • 4 Beds
  • 2 Baths
  • 1,548 Sq Ft

  223 Robert Rd, Dedham, MA 02026

  Gorgeous bright and sunny Raised Ranch located in Precinct 1... This home features a spacious fireplaced living room with great light, formal dining room, an eat in kitchen with skylight that has been beautifully updated. Plus, two full baths both tastefully updated also. There is an oversized family room with access to a large deck overlooking the fenced in back yard. The lower level has a

  James Rinaldi eXp Realty

  223 Robert Rd, Dedham, MA 02026
• 

  

  /29

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,061 Sq Ft

  15 Yuill Cir Unit 1, Boston, MA 02136

  BRAND NEW HIGH-END 2BR/2BA CONDO W/ DEEDED PARKING IN THE DESIRABLE READVILLE AREA OF HYDE PARK! BONUS for this unit only - Private parking area at the front of the building and exclusive use of fenced side yard area. All units have an open kitchen/living/dining area, stainless steel appliances (GE/GE Profile/Jenn Air) and quartz counters, European tilt and turn windows, hardwood floors, tiled

  Jennifer Collins-McKinney Collins McKinney Real Estate & Investments

  15 Yuill Cir Unit 1, Boston, MA 02136
• 

  

  /22

  $559,000

  • 2 Beds
  • 1.5 Baths
  • 1,250 Sq Ft

  227 Prospect St, Norwood, MA 02062

  Welcome to 277 Prospect Street in Norwood! This updated home offers comfort and convenience. The refreshed kitchen features stainless steel appliances, updated countertops, and a subway tile backsplash, with access to a fenced yard, deck, and storage shed. The dining room includes built-in shelves and space for a sitting area. Upstairs, two bright bedrooms share a renovated bath with a tiled

  Svetlana Gorokhovsky Panorama Realty, Inc.

  227 Prospect St, Norwood, MA 02062
• 

  

  /42

  $2,300,000

  • 5 Beds
  • 5.5 Baths
  • 5,728 Sq Ft

  250 Meadowbrook Rd, Dedham, MA 02026

  Looking for privacy with water views this custom designed Arts and Crafts style offers thoughtful appointments, high ceilings, and rich detail throughout. Precinct One location close to town, shops, commuter trains, highway. Front porch welcomes your guests into the open foyer and a well thought out floor plan perfect for entertaining and enjoying the tranquil setting. First floor offers a front

  Elena Price Coldwell Banker Realty - Westwood

  250 Meadowbrook Rd, Dedham, MA 02026
• 

  

  /20

  $789,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  120 University Ave Unit 2308, Westwood, MA 02090

  Newly luxury condo ready for move in! This 2B2B unit is the best in the building and comes with a garage parking spot! Covered by hardwood floors, the unit is 1320 sq ft with everything you need! Enjoy numerous upgrades installed during construction. There is an open living space with a granite countertop kitchen that has its own island, stainless steel appliances, a large fridge and gas range. A

  The Ridick Revis Group Compass

  120 University Ave Unit 2308, Westwood, MA 02090
• 

  

  /38

  $660,000

  • 3 Beds
  • 1.5 Baths
  • 2,061 Sq Ft

  16 Norwich St, Dedham, MA 02026

  Price Improvement!! Discover timeless charm and modern comfort in this beautifully maintained 3-bedroom, 1.5-bath home, tucked away on a dead-end street. The main level offers a gracious fireplaced living room, formal dining room, kitchen, three well-proportioned bedrooms and a full bath. The finished lower level impresses with a second fireplace, wet bar, TV/game room, half bath, and a dedicated

  Jennifer Soderquist Conway - Mansfield

  16 Norwich St, Dedham, MA 02026
• 

  

  /20

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,055 Sq Ft

  4975 Washington St Unit 311, West Roxbury, MA 02132

  Welcome to 4975 Washington St, Unit 311 – a rare find in the heart of West Roxbury.This spacious 2-bedroom, 2-bath condominium offers a unique dual-suite layout, with two separate bed-and-bath combinations, ideal for roommates, guests, or extended family living. Each bedroom is paired with its own full bathroom, offering privacy and flexibility rarely found in condo living.Located on the third

  Jianing Li Compass

  4975 Washington St Unit 311, West Roxbury, MA 02132
• 

  

  /10

  $2,095,000

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  71 School St, Needham, MA 02492

  Exceptional townhouse in the heart of town by Catalyst Development, showcasing elevated design, refined craftsmanship, and custom finishes throughout. This 5-bed, 4.5-bath home features a sunlit open layout with a designer kitchen, expansive family room with floor-to-ceiling windows and glass doors, and fireplace. The luxe primary suite offers soaring ceilings, walk-in closet, and spa-like bath.

  Lena Voloshin LV Group Real Estate

  71 School St, Needham, MA 02492
• 

  

  /40

  $1,350,000

  • 6 Beds
  • 3.5 Baths
  • 3,426 Sq Ft

  80 Caledonian Ave, West Roxbury, MA 02132

  Elegant multi-family potential in three unique levels with ADU possibilities in the garage. This home welcomes you with the natural elegance of warm, wood accents throughout, creating sophistication across every level. With six spacious bedrooms and living areas on every level-including the basement and the attic- there isroom for everyone to spread out, work, relax or create. Thoughtful updates

  Derek Greene The Greene Realty Group

  80 Caledonian Ave, West Roxbury, MA 02132
• 

  

  /41

  $945,000

  • 5 Beds
  • 3 Baths
  • 2,060 Sq Ft

  35 Garfield Ave, Hyde Park, MA 02136

  Welcome to 35 Garfield Ave in Fairmount Hills. This newly remodeled and expanded home combines modern design with thoughtful function, featuring a brand-new mudroom and a full third-floor addition. Hardwood floors flow seamlessly across all levels, with tall ceilings and recessed lighting setting the tone for a bright and welcoming main level designed for entertaining. The kitchen showcases

  Serge Desir Boston One Realty Group Inc

  35 Garfield Ave, Hyde Park, MA 02136
• 

  

  /21

  $360,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  416 Belgrade Ave Unit 25, West Roxbury, MA 02132

  Unbeatable West Roxbury Location!!! Steps to the commuter rail station, Starbucks, and the new Trader Joe’s. This bright and inviting 2-bedroom condo is truly move-in ready. It features an open concept living/dining area with hardwood floors and great natural light, updated kitchen with crisp white cabinetry and tile backsplash. The primary bedroom offers excellent closet space, and the second

  Betsaleel Pierre Genesis Equity Realty, LLC

  416 Belgrade Ave Unit 25, West Roxbury, MA 02132
• 

  

  /40

  $1,225,000

  • 4 Beds
  • 3 Baths
  • 2,539 Sq Ft

  276 Cornell St, Roslindale, MA 02131

  Modern luxury meets unbeatable location in this custom-built showstopper just minutes from Roslindale Village, Centre Street, and the Commuter Rail. Originally crafted as the builder’s own home, it’s loaded with high-end finishes, smart Lutron Caseta lighting, and sleek contemporary style throughout. The open layout is all about flow—perfect for entertaining and effortless everyday living. A

  Kris Macdonald Insight Realty Group, Inc.

  276 Cornell St, Roslindale, MA 02131
• 

  

  /28

  $825,000

  • 4 Beds
  • 2 Baths
  • 2,085 Sq Ft

  50 Sprague St, Dedham, MA 02026

  Move-in ready single family for primary or mid term rental property investment! Step inside to find a brand-new kitchen (2023) with new appliances and stove (2025), fresh floors, updated bathrooms (2023), new paint and trims, and energy-efficient LED lighting. Major system upgrades include a new boiler and new water heater, giving buyers peace of mind for years to come. Enjoy added living space

  Rahel Choi eXp Realty

  50 Sprague St, Dedham, MA 02026
• 

  

  /42

  $2,699,000

  • 5 Beds
  • 4.5 Baths
  • 5,908 Sq Ft

  175 Schoolmaster Ln, Dedham, MA 02026

  Exceptional, meticulously maintained home located in one of the town’s most sought-after neighborhoods. Elegant open floor plan with abundant natural light, coffered ceilings, and custom built-ins throughout. Main level features a private office, formal dining room, and chef’s kitchen with island, breakfast area, walk-in pantry, and butler’s pantry. Family room with fireplace and custom millwork.

  Maria Gorman Coldwell Banker Realty - Westwood

  175 Schoolmaster Ln, Dedham, MA 02026
• 

  

  /19

  $399,999

  • 1 Bed
  • 1 Bath
  • 575 Sq Ft

  23 Westgate Rd Unit 6, Boston, MA 02467

  Located on the Brookline/West Roxbury line, this beautifully renovated top floor condo with a private balcony is in the charming Chestnut Village community. This condo has a stunning kitchen with stainless steel appliances, quartz countertops, white shaker cabinets, and a stone backsplash. Throughout the condo you have luxury wide plank vinyl floors, recessed lighting, great closet space, updated

  Matt Kesner All-Bright Realty

  23 Westgate Rd Unit 6, Boston, MA 02467

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