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Homes for Sale near Dedham Country Day School

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  • /41

    $839,000

    • 3 Beds
    • 2 Baths
    • 2,480 Sq Ft

    340 Baker St Unit 1, West Roxbury, MA 02132

    Welcome to this stunning contemporary condo in West Roxbury’s desirable Brook Farm neighborhood. This modern home features 3 spacious bedrooms, 2 full baths, and 2+ driveway parking spots. The chef’s kitchen offers top-of-the-line appliances, custom cabinetry, quartz countertops, and elegant backsplash finishes. A bright open layout with 9” engineered hardwood flooring adds warmth and

    Agent Photo

    Lisa Batista

    Coldwell Banker Realty - Wellesley

    (617) 997-0973

    340 Baker St Unit 1, West Roxbury, MA 02132
  • /18

    $1,549,900

    • 9 Beds
    • 3 Baths
    • 4,393 Sq Ft

    34 Averton St, Roslindale, MA 02131

    Hard to find and well-maintained 3-family home located on a quiet side street! This property has been thoughtfully cared for and offers a great opportunity for both investors and owner-occupants. Each unit features spacious layouts, abundant natural light, and solid updates throughout. With off-street parking, a low-maintenance exterior, and convenient access to local amenities, this home

    Agent Photo

    Jay McHugh

    LAER Realty Partners

    (617) 934-2318

    34 Averton St, Roslindale, MA 02131
  • /37

    $525,000

    • 4 Beds
    • 1 Bath
    • 1,390 Sq Ft

    13 Winslow St Unit 15, Hyde Park, MA 02136

    Welcome to 13 Winslow St, a beautifully maintained townhome located near the heart of Hyde Park. This lovely property features a spacious eat-in kitchen, modern living with updated appliances, and quartz countertops, perfect for family meals and entertaining. Cozy Living Spaces A generously sized dining room and living room with tall ceilings provide ample space for relaxation and gatherings. The

    Agent Photo

    Mary Forde

    Insight Realty Group, Inc.

    (617) 393-5623

    13 Winslow St Unit 15, Hyde Park, MA 02136
  • /19

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 2,622 Sq Ft

    55 Metropolitan Ave, Roslindale, MA 02131

    These homes in this neighborhood don't usually get on the market, here's an opportunity to get your family this rare gem. This amazingly large home is exactly what the family needs! 4-level living allows everyone to pick their own space to make it their own. The first floor is an entertainment juggernaut with a big kitchen with gas stove and double in-wall oven. A dining hall is right behind the

    Agent Photo

    Roc Noelsaint

    Real Broker MA, LLC

    (617) 250-7372

    55 Metropolitan Ave, Roslindale, MA 02131
  • /26

    $385,000 Open Sat 11AM - 12PM

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    365 Washington St Unit 5, Norwood, MA 02062

    WELCOME HOME to a cozy and efficient CORNER unit in desirable Williamsburg Village! MOVE-IN READY 2-bed condo blends comfort, quality, and convenience. The expanded kitchen offers granite countertops, maple cabinetry, gas range, garbage disposal, NEW stainless dishwasher, generous storage, and extra counter/desk space. The living room features an oversized window seat, engineered hardwood and

    Nicole DeBenedictis Homistic Real Estate Inc.

    365 Washington St Unit 5, Norwood, MA 02062
  • /36

    $1,625,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    14 Starling St, West Roxbury, MA 02132

    Sunlight, space, and style come together at this newly built home in one of Boston’s most exciting new neighborhoods. With nearly 2,700 sq ft of living space, this 4-bed, 2.5-bath home was designed for modern living—open, bright, and made for connection. Gather around the living room fireplace, cook and entertain in the chef’s kitchen, or enjoy morning coffee in the natural light that floods the

    Maria DiLetizia Insight Realty Group, Inc.

    14 Starling St, West Roxbury, MA 02132
  • /42

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 2,792 Sq Ft

    152 Stratford St, West Roxbury, MA 02132

    Welcome to an extraordinary home on one of the most sought-after streets in town. Rarely available on Stratford Street: this 2025 builder-owned home is a reimagined work of art featuring top-tier finishes and design on every level! Each fixture and finish speaks to a level of craftsmanship rarely seen—and the multi-level layout is tailor-made for both grand entertaining and everyday ease. The

    Michael McGuire Insight Realty Group, Inc.

    152 Stratford St, West Roxbury, MA 02132
  • /34

    $649,900

    • 2 Beds
    • 1.5 Baths
    • 1,378 Sq Ft

    70 Endicott St Unit 404, Norwood, MA 02062

    Discover peace and privacy at Endicott Woods in this beautifully updated 2-bedroom, 1.5-bath condo in Norwood, built in 2016. Perfectly situated near charming antique shops, grocery stores, gyms, restaurants, and public transportation, this home blends convenience with comfort. Inside, enjoy stylish upgrades including new flooring, modern countertops, a sleek backsplash, and a stunning glass wall

    Kristen Donahue Donahue Real Estate Co.

    70 Endicott St Unit 404, Norwood, MA 02062
  • /27

    $1,029,000

    • 4 Beds
    • 2.5 Baths
    • 2,013 Sq Ft

    142 Birch St Unit 2, Roslindale, MA 02131

    Discover modern living in the heart of Roslindale Village with this stunning new construction tri-level townhouse. Featuring 4 spacious bedrooms and 2.5 baths, this ground up new construction home offers a thoughtful layout perfect for today’s lifestyle. The open concept main level boasts high ceilings, abundant natural light, and a designer kitchen with premium finishes including custom

    Steven Musto Insight Realty Group, Inc.

    142 Birch St Unit 2, Roslindale, MA 02131
  • /26

    $690,000

    • 3 Beds
    • 2.5 Baths
    • 1,313 Sq Ft

    103 Neponset Ave Unit 103A, Roslindale, MA 02131

    Stylish and newly renovated, this Roslindale condo offers two well-proportioned bedrooms plus a versatile third room—perfect as an office, den, or nursery. The primary suite features a sleek tiled shower and generous closet space, while the second bedroom provides great storage and light. The open kitchen, with breakfast bar seating for four, showcases custom cabinetry and GE Café appliances

    Kris Macdonald Insight Realty Group, Inc.

    103 Neponset Ave Unit 103A, Roslindale, MA 02131
  • /42

    $1,325,000

    • 6 Beds
    • 4.5 Baths
    • 2,640 Sq Ft

    103-105 Neponset Ave, Boston, MA 02131

    Located at 103-105 Neponset in the historic Woodbourne Neighborhood of JP/Roslindale, this fully gut renovated multi-family property offers a strong 6% CAP rate, making it an exceptional investment opportunity or owner occupant scenerio allowing for supplemental income to offset your mortgage. The residence combines the look and feel of new construction with the charm of its 1933 origins.

    Steven Musto Insight Realty Group, Inc.

    103-105 Neponset Ave, Boston, MA 02131
  • /32

    $699,900

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    425 Lagrange St Unit 203, West Roxbury, MA 02132

    Comfort, convenience, and style! Park in the secure garage and take the elevator to this second floor, open floor plan, two bedroom condo. A fully equipped kitchen, two full bathrooms, in-unit laundry, and plenty of storage wait for you in this sunny home. Make use of the building’s workout room, spacious deck, and community room. Easy walking distance to the train, restaurants, a park, and a new

    Tina Keith Leading Edge Real Estate

    425 Lagrange St Unit 203, West Roxbury, MA 02132
  • /24

    $715,000

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft

    105 Neponset Ave Unit 105, Boston, MA 02131

    Bright, bold, and totally move-in ready—this Roslindale condo brings the vibes. Three bedrooms plus a sunny front office with porch access make WFH feel like an upgrade, not a chore. The open kitchen steals the show with GE Café appliances, a chef-style gas range, and breakfast bar seating for four. Hardwood floors, new systems, and high-efficiency heating and cooling keep things modern and

    Kris Macdonald Insight Realty Group, Inc.

    105 Neponset Ave Unit 105, Boston, MA 02131
  • /40

    $1,195,000 Open Sun 11:30AM - 1PM

    • 5 Beds
    • 2.5 Baths
    • 3,507 Sq Ft

    141 Beacon St, Hyde Park, MA 02136

    This H.H. Richardson–inspired home on stunning Fairmount Hill combines distinctive architectural design with thoughtful updates throughout. Exceptional woodwork and fine period details are complemented by newly refurbished curved windows and new windows across the rest of the home. Recent improvements include a new roof, new half bath, new bedroom, new electric fireplace in the living room, and a

    Bill Patterson Craft Realty

    141 Beacon St, Hyde Park, MA 02136
  • /39

    $1,169,000

    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    50 Heron St, West Roxbury, MA 02132

    Set on an idyllic dead-end street among the Bird Streets of the Upper Washington St area of West Roxbury, this home offers the perfect contrast of city convenience and suburban tranquility. You'll enter this modern colonial via an expansive wrap-around porch, ideal for morning coffee, and step into a beautiful open foyer. Natural light floods the oak hardwood floors that flow seamlessly

    Lisa Berry Simply Sell Realty

    50 Heron St, West Roxbury, MA 02132
  • /26

    $659,900

    • 3 Beds
    • 1.5 Baths
    • 1,550 Sq Ft

    14 Winter St, Boston, MA 02136

    Welcome to this charming 3-bedroom, 1.5-bath Colonial nestled in the heart of Hyde Park! This spacious home offers generous living areas including a large living room with a picture window, open-concept kitchen with dining area, and a slider leading to a deck overlooking the backyard—perfect for entertaining or relaxing. The large main bedroom provides a comfortable retreat, and the full basement

    Tom Dixon Keller Williams Realty

    14 Winter St, Boston, MA 02136
  • /42

    $669,000 Open Sun 1PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,521 Sq Ft

    235 Curve St, Dedham, MA 02026

    Move-in ready and thoughtfully updated, this 3-bedroom, 1.5-bath home in sought-after Dedham blends charm with modern convenience. The inviting enclosed front porch welcomes you inside, where hardwood floors, classic trim, and a spacious layout set the tone. The first floor offers a large, updated kitchen with abundant cabinet storage, a half bath, and the flexibility of a main-level bedroom or

    Andersen Group Realty Keller Williams Realty Boston Northwest

    235 Curve St, Dedham, MA 02026
  • /32

    $1,375,000

    • 5 Beds
    • 2 Baths
    • 2,136 Sq Ft

    331 Vermont St, Boston, MA 02132

    Nestled in a sought after neighborhood in West Roxbury, this meticulously renovated two family home blends classic charm with modern luxury. Each unit boasts brand new kitchens, complete with sleek quartz counters and stainless steel appliances, Gleaming hardwood floors throughout , completely renovated bathrooms,. First floor unit has living room, dining room, eat in kitchen & 2 bedrooms, 2nd

    Effie Treon Treon Realty Group

    331 Vermont St, Boston, MA 02132
  • /35

    $585,000

    • 2 Beds
    • 2 Baths
    • 1,101 Sq Ft

    543 Hyde Park Ave Unit 1, Roslindale, MA 02131

    Look no further than this beautifully renovated two-bedroom, two-bath condo in Roslindale. Designed for modern living, it features tall ceilings with crown molding, gleaming hardwood floors, and an open plan that flows from a sunlit living room to a spacious dining area and chef’s kitchen with quartz counters, stainless steel appliances, and a walk-in pantry. The primary suite offers a private

    Mission Realty Advisors Compass

    543 Hyde Park Ave Unit 1, Roslindale, MA 02131
  • /25

    $989,000 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft

    71 Wyvern St, Roslindale, MA 02131

    Welcome home! This condominium offers an attractive property in great condition. This home offers a blend of comfort and style, perfect for those seeking a sophisticated urban lifestyle. The kitchen is a dream, featuring spacious countertops and cabinets and a large kitchen island that provides ample workspace, which is perfect for casual dining or entertaining; Dinning area blends into the

    Ankur Patel AP Realty Group LLC

    71 Wyvern St, Roslindale, MA 02131
  • /17

    $3,450,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 7,002 Sq Ft

    29 Hartford St, Dover, MA 02030

    Come see this beautiful new home under construction by a high-end, local builder. The thoughtfully designed farmhouse style home seamlessly blends classic charm with contemporary luxury. This 7,000 SF home features living space on three floors and includes 5-bedrooms, 5.5 baths, a finished basement and a huge 3-car garage. The open concept kitchen will include SubZero refrigerator, Wolf ovens,

    Eleanor Bright Berkshire Hathaway HomeServices Commonwealth Real Estate

    29 Hartford St, Dover, MA 02030
  • /35

    $2,499,000

    • 5 Beds
    • 5.5 Baths
    • 4,550 Sq Ft

    62 Evelyn Rd, Needham Heights, MA 02494

    New Construction! This striking modern home offers the perfect blend of space, light, and elegance. Spread across four levels, the home welcomes you with dramatic ceilings and an open concept living area that flows beautifully for modern living and entertaining. The spacious layout includes 5 bedrooms and 5 and half bathrooms, offering comfort and flexibility for family and guests. A modern

    Britta Reissfelder Coldwell Banker Realty - Canton

    62 Evelyn Rd, Needham Heights, MA 02494
  • /41

    $699,900 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,918 Sq Ft

    26 Arcadia Rd, Norwood, MA 02062

    Located steps from Willett Pond, Wilson Street park, and the commuter rail, 26 Arcadia St offers space and style at an attractive price point. The first floor features 3 bedrooms, 1 bath, an open living, dining, and kitchen area as well as a massive bonus sunroom overlooking the oversized deck and yard with inground pool. The basement space offers a family room, half bath, and office/bonus room

    Kristin Weekley Leading Edge Real Estate

    26 Arcadia Rd, Norwood, MA 02062
  • /9

    $1,095,000

    • 5 Beds
    • 3 Baths
    • 2,318 Sq Ft

    5 7 Hemman St, Boston, MA 02131

    Looking for a strong investment? Welcome to Hemman Street - a rare opportunity in Roslindale. Currently operating at a mid–6% cap rate, this partially updated 3-family features modern, condo-quality finishes in Units 1 and 2, while Unit 3, though unrenovated, is leased at a strong rental rate through 8/31/2026. Units 1 and 2 offer updated kitchens and baths, hardwood floors, private outdoor

    Zachary Conley NextGen Realty, Inc.

    5 7 Hemman St, Boston, MA 02131
  • /32

    $7,500,000

    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /12

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    485 Blue Hills Pkwy Unit 2, Milton, MA 02186

    Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The

    Timothy Driscoll Coldwell Banker Realty - Duxbury

    485 Blue Hills Pkwy Unit 2, Milton, MA 02186
  • /2

    $1,688,888

    • 4 Beds
    • 2.5 Baths
    • 3,268 Sq Ft

    19 Lewis Ln, Dedham, MA 02026

    Patrick Lydon USA Real Estate Advisors

    19 Lewis Ln, Dedham, MA 02026
  • /28

    $577,000

    • 2 Beds
    • 1.5 Baths
    • 1,005 Sq Ft

    24 Prescott St Unit 3, Hyde Park, MA 02136

    Welcome Home! This meticulously maintained top-floor condo offers the perfect blend of comfort, charm, and convenience. Ideally located within walking distance to the Readville Commuter Rail Station and just a 20-minute ride to South Station, it provides easy access to the city while nestled in a peaceful neighborhood setting. Inside, the spacious layout features two generous bedrooms, one and a

    Krista Scire J. Mulkerin Realty

    24 Prescott St Unit 3, Hyde Park, MA 02136
  • /39

    $3,295,000

    • 6 Beds
    • 8 Baths
    • 6,364 Sq Ft

    544 Saw Mill Brook Pkwy, Newton Center, MA 02459

    Construction to be completed by year-end 2025. Experience luxury in this stunning new construction home where modern comfort meets timeless design. Featuring 6 spacious en-suite bedrooms for a total of 6 full baths, and 2 half baths. The custom kitchen flows into the open living area complete with electric fireplace. First floor office/bedroom. Primary suite offers dual luxury closets and a

    Michelle Lane Michelle Lane Real Estate

    544 Saw Mill Brook Pkwy, Newton Center, MA 02459
  • /16

    $2,725,000 New Construction

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

    298 Summer St, Westwood, MA 02090

    This sophisticated New England Farmhouse on Westwood’s iconic Summer Street, with expected completion in early December, offers classic details integrated with tasteful contemporary design. The well-appointed, eat-in kitchen with west facing windows opens to a deck that overlooks the beautiful two-acre lot. It features granite countertops, high-end appliances and leads to a fireplaced living room

    John Boyle LandVest, Inc.

    298 Summer St, Westwood, MA 02090
  • /42

    $445,000

    • 1 Bed
    • 1 Bath
    • 901 Sq Ft

    11 Cheriton Rd Unit 102B, Boston, MA 02132

    Welcome to a rare find at 11 Cheriton Rd, Unit 102, where luxury and convenience unite in West Roxbury's most desirable enclave! This stunning residence is designed to impress, featuring a gorgeous kitchen adorned with rich cherry cabinetry, sleek granite countertops, and premium stainless steel appliances—a true chef's delight. Step through your sliders to a private deck overlooking beautifully

    Team ROVI Real Broker MA, LLC

    11 Cheriton Rd Unit 102B, Boston, MA 02132
  • /41

    $1,999,000

    • 8 Beds
    • 9 Baths
    • 10,084 Sq Ft

    1086 Washington St, Norwood, MA 02062

    An exceptional mixed use property is now available in the heart of Norwood. Offering a rare opportunity to own a well established family owned restaurant with a loyal customer base and strong community presence. Situated on a generous three parcel,14,478 sf lot, this 2.5 story,10,000 sf building, with full basement, garage and on-site parking facilities, this property combines commercial and

    Bill Skerry Keller Williams Realty

    1086 Washington St, Norwood, MA 02062
  • /19

    $899,000

    • 6 Beds
    • 3 Baths
    • 3,407 Sq Ft

    16 Albemarle Rd, Norwood, MA 02062

    Welcome to this spacious split-level home in the desirable Westover Estates neighborhood of Norwood. Offering an exceptional layout and abundant square footage, this home is perfect for buyers seeking both space and the opportunity to update it to their own style. The main level features a large eat-in kitchen, a formal dining room, a bright living room with a fireplace, and an additional family

    Chris Kostopoulos Keller Williams Realty

    16 Albemarle Rd, Norwood, MA 02062
  • /41

    $2,195,000

    • 4 Beds
    • 4 Baths
    • 5,215 Sq Ft

    14 Ruel Dr, Dover, MA 02030

    Welcome to this beautifully renovated 4 bedroom, 4 bathroom home, offering over 5,000 square feet of thoughtfully designed living space nestled on more than 3.5 acres in a wonderful family neighborhood. A flexible open floor plan is bathed in natural light, creating warm, inviting spaces perfect for both relaxed daily living & entertaining. The gourmet kitchen features custom cabinetry, high end

    The Atwood Scannell Team Dover Country Properties Inc.

    14 Ruel Dr, Dover, MA 02030
  • /19

    $2,050,000

    • 5 Beds
    • 5.5 Baths
    • 3,004 Sq Ft

    40 Otis St Unit L, Needham, MA 02492

    Only one left. Stunning newly built home located near Needham Center. This modern single-family alternative is drenched in sunlight and has a fabulous view of the grounds. The entry-level has 9 ft ceilings and an open floor plan in the living/dining room/kitchen: the living room features a stone fireplace; the chef’s kitchen is state-of-the-art and leads out to a patio and the beautiful yard.

    Chris Kostopoulos Keller Williams Realty

    40 Otis St Unit L, Needham, MA 02492
  • /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
  • /42

    $1,574,900 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    183 Temple St, West Roxbury, MA 02132

    Welcome to 183 Temple St, West Roxbury. This beautiful home was fully renovated and restored to its original glory. A stunning 10-room, 5-bedroom, 3.5-bath home blends timeless charm with modern luxury across three levels. The first floor features a foyer with open staircase, living room, powder room, and a chef’s kitchen with high-end appliances, custom cabinetry, quartz counters & backsplash,

    Rich Carlo Conway - West Roxbury

    183 Temple St, West Roxbury, MA 02132
  • /42

    $3,998,000 Open Sat 1PM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 8,182 Sq Ft

    365 Charles River St, Needham, MA 02492

    Welcome to 365 Charles River Street. Set on an expansive 1+ acre lot, this home is built by Trio Development & captures today's modern living with custom design, expert craftsmanship & luxurious finishes. You are welcomed into this home by a stunning 2 story foyer & open concept floor plan. The gourmet chef's kitchen features stainless appliances, custom cabinetry, large island, butler's pantry &

    Jeff Groper Coldwell Banker Realty - Newton

    365 Charles River St, Needham, MA 02492
  • /17

    $3,595,000 Open Sun 11:30AM - 12:30PM

    • 5 Beds
    • 7 Baths
    • 6,300 Sq Ft

    53 Heather Ln, Needham, MA 02492

    Discover luxury and privacy at this magnificent gated estate on a sprawling level 4.5-acre parcel, showcasing an extensive renovation in 2018, with a sophisticated 2024 addition of a family room, mudroom, and attached garage. Indulge with the 7 fireplaces warming the expansive living areas. Five bedroom suites include a first-floor option.The primary suite offers a cozy fireplace, walk-in closet,

    Jill Finkelstein & Associates Compass

    53 Heather Ln, Needham, MA 02492
  • /32

    $639,900

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    136 Dana Ave, Hyde Park, MA 02136

    Discover this charming 1910 two-family duplex in the heart of Hyde Park, offering a perfect blend of classic character and modern potential. Nestled on an expansive 10,454 sq ft lot, this property provides ample outdoor space with room for gardening, recreation, or future enhancements— including the potential for an accessory dwelling unit (ADU) in the rear yard, subject to all applicable City of

    Adam Gluzman Century 21 Limitless

    136 Dana Ave, Hyde Park, MA 02136

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