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Homes for Sale near Dedham High School

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  • /29

    $345,000

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

    30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026

    ASK ME ABOUT THE ONE DOWN PROGRAM WITH $6K GRANT OR 1% RATE BUY DOWN FOR THE FIRST YEAR This attractive condominium awaits, presented in great condition. Within this residence, the kitchen stands as a testament to thoughtful design, featuring elegant stone countertops and classic shaker cabinets, perfectly integrated with a built-in refrigerator for a seamless aesthetic. This space offers a

    Agent Photo

    Lyssa Phillips

    Coldwell Banker Realty - Westwood

    (339) 444-0765

    30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026
  • /35

    $1,049,000

    • 4 Beds
    • 3.5 Baths
    • 2,129 Sq Ft

    27 Pine St, Dedham, MA 02026

    Do not miss this stunning townhome that lives like a single family and offers a flexible floor plan, hardwood floors throughout, high ceilings and exceptional natural light. Ideally located in the Riverdale school district and across from Noble and Greenough School, this home is minutes to Legacy Place and all that Dedham has to offer. The open concept living and dining space feels airy and

    Agent Photo

    Jessica Tyler

    Compass

    (339) 220-3127

    27 Pine St, Dedham, MA 02026
  • /42

    $824,900

    • 4 Beds
    • 1.5 Baths
    • 1,739 Sq Ft

    49 Greenhood St, Dedham, MA 02026

    Looking for space, flexibility, and opportunity for future customization? Located in a well established neighborhood with access to local schools and convenient commuting options, including nearby commuter rail and routes to the Longwood area, this home blends New England charm with everyday convenience. Updated with a newer roof and heating, plumbing, and electrical systems, the home also

    Agent Photo

    Marie Presti

    (339) 231-8142

    49 Greenhood St, Dedham, MA 02026
  • /41

    $1,195,900

    • 5 Beds
    • 3.5 Baths
    • 2,524 Sq Ft

    93 Alden St, Dedham, MA 02026

    Brand new full renovation! Just unpack and enjoy. This stunning 5-bedroom, 3.5-bath Colonial has been completely transformed with high-end finishes throughout. The open-concept main level wows with a chef's kitchen featuring a quartz waterfall island, high-gloss cabinetry, stainless appliances, and pendant lighting, all flowing seamlessly into the dining and living areas with a statement stone

    Claudette Hayes Niello Realty Group,LLC

    93 Alden St, Dedham, MA 02026
  • /42

    $849,000

    • 3 Beds
    • 1.5 Baths
    • 2,190 Sq Ft

    137 Robert Rd, Dedham, MA 02026

    Welcome home to this beautifully remodeled split-level on a desirable corner lot, melding comfort, style, and modern convenience. Main level features open floor plan with hardwood flooring and crown molding. The living room showcases a fireplace and built-in shelving, open to stunningly remodeled kitchen with an substantial island, wine chiller, and SS appliances. For effortless entertaining, an

    The Jowdy Group RE/MAX Distinct Advantage

    137 Robert Rd, Dedham, MA 02026
  • /16

    $349,999

    • 1 Bed
    • 1 Bath
    • 663 Sq Ft

    40 High St Unit 308, Dedham, MA 02026

    This light and cozy 663 square foot condo presents an excellent investment opportunity. Currently occupied by wonderful TAW into their third year renting an apartment and timely paying monthly rent. This property offers a refined living experience, thoughtfully designed for comfort and convenience on the third floor. The single bedroom provides a private and tranquil retreat with hardwood floors,

    Yuliya Gafanovich Bridgemont Realty LLC

    40 High St Unit 308, Dedham, MA 02026
  • /37

    $725,000

    • 4 Beds
    • 1.5 Baths
    • 1,639 Sq Ft

    188 Tower St, Dedham, MA 02026

    Lovingly maintained by the same family for generations, this full-dormer Cape, built in 1952, offers a rare opportunity in a highly desirable Dedham neighborhood. Set on an expansive 17,000 sq ft lot—larger than it appears—this 4-bedroom, 1.5-bath home blends classic charm with thoughtful updates. Bright and cheerful family room opens to dining area and updated kitchen with maple cabinets,

    Watson Homes Team RE/MAX Real Estate Center

    188 Tower St, Dedham, MA 02026
  • /34

    $1,025,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,964 Sq Ft

    29 Boulevard Rd, Dedham, MA 02026

    CUSTOM BUILT - A stunning kitchen renovation anchors this classic 1950's EXPANDED CAPE, where quartz counters, a seated island, and premium appliances create a sophisticated entertaining hub. Loads of natural light stream throughout adding warmth and charm to this lovely home. The stone-surrounded fireplace serves as an elegant focal point in the living room and adjacent dining room. A main level

    Ellen Crawford Leading Edge Real Estate

    29 Boulevard Rd, Dedham, MA 02026
  • /18

    $428,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 923 Sq Ft

    80 High St Unit 101, Dedham, MA 02026

    Discover a sophisticated urban retreat at 80 High St U:101, Deadhead, MA. This 923 square foot condominium offers a seamless blend of classic design and modern living, situated on the first floor of a three-story building. The residence features two well-proportioned bedrooms, providing comfortable and private spaces for rest and rejuvenation. These rooms are designed to accommodate various

    Viktoriya Tsisar Conway - West Roxbury

    80 High St Unit 101, Dedham, MA 02026
  • /42

    $699,999

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    91 Ashcroft St, Dedham, MA 02026

    Welcome to 91 Ashcroft Street in Dedham, Massachusetts—a move-in ready single-family home designed for effortless living. This sun-filled residence offers a seamless open flow between the living, dining, and kitchen areas, creating the perfect setting for both everyday comfort and entertaining. The spacious layout features well-sized bedrooms, flexible bonus space ideal for a home office or

    Pamela Bardhi eXp Realty

    91 Ashcroft St, Dedham, MA 02026
  • /20

    $739,900

    • 2 Beds
    • 1 Bath
    • 1,186 Sq Ft

    441 Washington St Unit 305, Dedham, MA 02026

    Don’t miss this rare opportunity to own a beautiful condo unit in the heart of vibrant Dedham Square. These new condos feature custom-designed kitchens with modern finishes, stainless steel appliances, and a spacious in-unit laundry room for added convenience. Additional highlights include extra private storage in the basement and one parking space included. Step outside and enjoy all that Dedham

    Marcella Musto Discover Properties

    441 Washington St Unit 305, Dedham, MA 02026
  • /42

    $659,900

    • 3 Beds
    • 1 Bath
    • 1,548 Sq Ft

    17 Walters Ave, Dedham, MA 02026

    Picture perfect and move in ready!! Super well maintained 8 room, 3-4 bedroom bedroom ranch style home situated on a picturesque lot and located on a dead end street in desired Greenlodge location. The first floor features a large, bright fireplaced living room, sunny dining area, fully applianced kitchen, 3 spacious bedrooms (one with sliders to a big deck) and a modern full bath. The finished

    John Bethoney Discover Properties

    17 Walters Ave, Dedham, MA 02026
  • /37

    $1,059,999

    • 4 Beds
    • 3 Baths
    • 3,660 Sq Ft

    72 Stivaletta Dr, Dedham, MA 02026

    Rare offering! Sprawling (72'), one owner,10 room, 4 bedroom, 3 bath split level home offering two full levels of gracious living space that's just perfect for a growing or extended family. Located in highly sought after neighborhood, this home features a big formal living room with marble fireplace, dining room with sliders to balcony overlooking gorgeous yard, oversized fully applianced cherry

    John Bethoney Discover Properties

    72 Stivaletta Dr, Dedham, MA 02026
  • /24

    $685,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,336 Sq Ft

    8 Breede Terrace, Dedham, MA 02026

    Exceptionally located and rich in New England charm, this beautifully maintained Bungalow-Cape blends timeless character with thoughtful updates, offering comfort, flexibility, and long-term value. Hardwood flooring runs throughout, complemented by newer windows, a detached garage, and an expansive backyard. A heated entry provides versatile space ideal for a mudroom, home office, or creative

    Terrance Moreau Coldwell Banker Realty - Dorchester

    8 Breede Terrace, Dedham, MA 02026
  • /27

    $388,000

    • 1 Bed
    • 1 Bath
    • 818 Sq Ft

    3 S Stone Mill Dr Unit 225, Dedham, MA 02026

    Rare opportunity for a Loft 1 bedroom corner unit at Mother Brook Condominium, an Historic Mill and the oldest man made water way in the country! This unit features soaring ceilings, natural light, wood beams, and exposed brick. Meticulously cared for condo and it shows, with beautiful bamboo floors throughout. There is a wood burning fireplace in the living room and floor to ceiling windows on

    Greg Maund William Raveis R. E. & Home Services

    3 S Stone Mill Dr Unit 225, Dedham, MA 02026
  • /41

    $2,100,000

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

    250 Meadowbrook Rd, Dedham, MA 02026

    Enjoy water views all year long in this custom designed Arts and Crafts style home. Thoughtful appointments, high ceilings, and rich detail is seen throughout. Enjoy sitting on your front porch. Open foyer welcomes your guests and a well thought out floor plan is perfect for entertaining or quietly enjoying the tranquil setting. First floor offers a fireplace sitting room or den, dining room

    Elena Price Coldwell Banker Realty - Westwood

    250 Meadowbrook Rd, Dedham, MA 02026
  • /42

    $2,895,000

    • 8 Beds
    • 4.5 Baths
    • 6,528 Sq Ft

    800 High St, Dedham, MA 02026

    Welcome to 800 High St. Set in the coveted Precinct 1 neighborhood, this distinguished residence combines timeless elegance, generous scale, and an exceptional location just steps from downtown Dedham. Beautifully positioned, the home showcases hardwood floors, classic finishes, and refined carpentry throughout. The sun-filled first floor offers gracious living, dining, family room and country

    Linda Dwinell Logan Compass

    800 High St, Dedham, MA 02026
  • /29

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,261 Sq Ft

    53 Oakland St, Dedham, MA 02026

    Welcome to this well-maintained 2-bedroom Colonial offering a comfortable and thoughtfully designed layout. The main level features a spacious living room, a dedicated dining area, a functional kitchen, and an additional family room that provides versatile space for everyday living or entertaining. Upstairs, you will find two well-proportioned bedrooms with ample closet space, along with two full

    Lin Xu Dream Realty

    53 Oakland St, Dedham, MA 02026
  • /28

    $624,900

    • 2 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    91 Kimball Rd, Dedham, MA 02026

    COME SEE THIS LOVELY 2 BEDROOM CAPE*****FRONT FOYER LEADS TO SUNNY LIVING ROOM AND BRIGHT KITCHEN ****FORMAL DINING ROOM (OR FAMILY ROOM)******BONUS ROOM ON 1ST LEVEL HAS POTENTIAL FOR 3RD BEDROOM OR HOME OFFICE*****PARTIALLY FINISHED BASEMENT CAN BE USED FOR GAME ROOM OR PLAYROOM*****PRIVATE YARD PERFECT FOR GARDENING AND ENJOYING THOSE WARM DAYS*****EASY ACCESS TO 128/95*****SELLER OR AGENT

    Alisa Coyle Greater Boston Realty

    91 Kimball Rd, Dedham, MA 02026
  • /23

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft

    27 Edison Ave, Dedham, MA 02026

    Mint ranch in quiet neighborhood! Many upgrades over last few years. Fantastic location, walk to all the schools! Hardwood floors, spacious living room with fireplace. Dining room with charming built-in hutch. Updated kitchen and main bath! Finished basement makes for a great downstairs family room or home office! Central air! Large garage is great for extra storage. Newer

    Steve Ward RE/MAX Unlimited

    27 Edison Ave, Dedham, MA 02026
  • /41

    $625,000

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    21 Chauncey St, Dedham, MA 02026

    The wait is over! Charming side-entrance, hip-roof Colonial offering comfort, character, and thoughtful updates throughout. A welcoming 3-season front porch steps into a freshly painted interior with a cozy living room and dining area that seamlessly opens into a modern, fully applianced kitchen, ideal for everyday living and entertaining. Step outside from the kitchen’s side entrance to a patio

    Watson Homes Team RE/MAX Real Estate Center

    21 Chauncey St, Dedham, MA 02026
  • /27

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    187 Colburn St Unit 187, Dedham, MA 02026

    Tucked away on a quiet dead-end street, Everything has been renovated. Original Hardwood floors, refinished to look like new; New Walls, New Ceilings, Recessed lighting through out the entire first floor and finished basement. Featuring 3 bedrooms and 2 full baths, the layout is both functional and flexible with a first-floor bedroom and full bath, and two additional bedrooms on the second level.

    LeeAnn Cerretani Conway - Mansfield

    187 Colburn St Unit 187, Dedham, MA 02026
  • /19

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,354 Sq Ft

    16 N Stone Mill Dr Unit 1014, Dedham, MA 02026

    Discover your dream home in this stunning 2-bedroom, townhouse at the highly sought-after Mother Brook Condos! with an abundance of natural light and breathtaking water views, this beautiful residence offers a private deck off the master bedroom and a spacious balcony accessible from the living room, providing the perfect setting formorning coffee or evening relaxation. The newly renovated

    Donna Greene D. M. Greene Realty

    16 N Stone Mill Dr Unit 1014, Dedham, MA 02026
  • /36

    $2,779,900

    • 5 Beds
    • 5 Baths
    • 6,046 Sq Ft

    20 Shuttleworth Place, Dedham, MA 02026

    The second of two new construction homes to be completed in Dedham’s Precinct One neighborhood! 20 Shuttleworth offers an opportunity to influence design while premier local builder handles the rest. Private, wooded setting, professionally designed landscape, modern living on four stories. Gourmet kitchen, formal dining and living, decorative finishes throughout. An amazing opportunity for a

    Michael Musto RE/MAX Distinct Advantage

    20 Shuttleworth Place, Dedham, MA 02026
  • /27

    $5,279,899

    • 10 Beds
    • 10 Baths
    • 12,448 Sq Ft

    20-35 Shuttleworth Place, Dedham, MA 02026

    **Private Two-Home Compound – Endless Possibilities Await** Welcome to your own private compound — a rare opportunity to own not one, but *two* beautifully appointed, newly built homes on a single expansive parcel in Dedham’s coveted Precinct One neighborhood. Ideally located near major travel routes, this private wooded setting opens up to over two acres of scenic landscape, featuring two

    Michael Musto RE/MAX Distinct Advantage

    20-35 Shuttleworth Place, Dedham, MA 02026
  • /29

    $2,499,999

    • 5 Beds
    • 5 Baths
    • 6,046 Sq Ft

    35 Shuttleworth Place, Dedham, MA 02026

    Nestled along a private road in Dedham’s Precinct One neighborhood, a wooded, gently sloped setting makes way for a beautiful new home soon to be completed for its deserving first owners. One acre of scenic landscape, traditional, modern, tasteful living on four stories. Welcome to 35 Shuttleworth Place! Enter the home, find a gourmet kitchen opening to decorative gathering space. Formal dining

    Michael Musto RE/MAX Distinct Advantage

    35 Shuttleworth Place, Dedham, MA 02026
  • /20

    $599,000

    • 1 Bed
    • 1 Bath
    • 915 Sq Ft

    1000 Washington St Unit 205, Dedham, MA 02026

    Built in 2025, this beautifully designed 1 bedroom residence at Dedham West offers modern, low maintenance living in an unbeatable location. Residence 205 features 915 sq ft of bright, open living space with modern finishes throughout. The stylish kitchen showcases sleek cabinetry, quartz countertops, stainless Frigidaire appliances, and a spacious center island, flowing seamlessly into the

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    1000 Washington St Unit 205, Dedham, MA 02026
  • /25

    $899,000

    • 4 Beds
    • 2 Baths
    • 3,230 Sq Ft

    105 Oakdale Ave, Dedham, MA 02026

    Rare offering: Large two-family property located in Oakdale Square. Spacious owners unit includes 2 Bedrooms one bathroom with hardwood floors, recessed lighting, multiple fire-places and large family room. Unit 2 is currently tenant-occupied; buyer to perform due diligence regarding tenancy. Property to be sold as-is.

    Joseph Murray JMM Residential LLC

    105 Oakdale Ave, Dedham, MA 02026
  • /20

    $449,000

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft

    7 S Stone Mill Dr Unit 412, Dedham, MA 02026

    One of the area's most distinctive addresses - a bright, updated 2BR/2BA condo set within a historic 19th-century mill on one of America's oldest man-made waterways. Soaring ceilings, tall windows, exposed brick and hand-hewn beams lend timeless character to the sun-filled living and dining area. The inviting kitchen features white shaker cabinets, quartz countertops and stainless steel

    MacKinnon & Co. Compass

    7 S Stone Mill Dr Unit 412, Dedham, MA 02026
  • /42

    $3,995,000

    • 9 Beds
    • 6.5 Baths
    • 10,987 Sq Ft

    570 Bridge St, Dedham, MA 02026

    Experience refined living in this distinguished 9-bedroom estate set within Dedham’s coveted Precinct 1. Poised on nearly two acres with serene views of the Charles River marshes, the property blends classic elegance with modern comfort. A grand foyer leads to gracious formal living & dining rooms, each with a fireplace and sweeping windows that invite natural light—perfect for entertaining. The

    Linda Dwinell Logan Compass

    570 Bridge St, Dedham, MA 02026
  • /38

    $2,650,000

    • 6 Beds
    • 5.5 Baths
    • 4,735 Sq Ft

    47 Bemis Rd, Dedham, MA 02026

    Nestled in the heart of Dedham’s coveted Precinct One neighborhood, 47 Bemis Road is a refined 6-bedroom residence that blends classic New England charm with modern luxury. Set on a private 1.3-acre lot, this beautifully updated home offers the rare combination of tranquil living and walkable convenience-just steps from Dedham Square’s restaurants, cafés, and shops. The home’s elegant design

    Linda Dwinell Logan Compass

    47 Bemis Rd, Dedham, MA 02026
  • /42

    $925,000

    • 5 Beds
    • 2 Baths
    • 2,448 Sq Ft

    193 Vincent Rd, Dedham, MA 02026

    HOME SWEET HOME!!! Welcome to this oversized 5-bedroom, 2 full bath Cape style home located in the highly desirable Greenlodge area of town. This spacious home offers a wonderful blend of classic charm and modern updates. Step inside to a large living room featuring a wood burning fireplace and picture window, filling the space with natural light. The newly renovated kitchen showcases beautiful

    Erin Thomas Conway - Walpole

    193 Vincent Rd, Dedham, MA 02026
  • /29

    $649,900

    • 1 Bed
    • 1 Bath
    • 918 Sq Ft

    441 Washington St Unit 301, Dedham, MA 02026

    Don’t miss this rare opportunity to own a beautiful condo unit in the heart of vibrant Dedham Square. These new condos feature custom-designed kitchens with modern finishes, stainless steel appliances, and a spacious in-unit laundry room for added convenience. Additional highlights include extra private storage in the basement and one deeded parking space included. Step outside and enjoy all that

    Marcella Musto Discover Properties

    441 Washington St Unit 301, Dedham, MA 02026
  • /23

    $389,000

    • 1 Bed
    • 1 Bath
    • 830 Sq Ft

    7 S Stone Mill Dr Unit 403, Dedham, MA 02026

    Rarely available 1BR/1BA at Mother Brook Condominiums - where historic charm meets modern elegance along the scenic Mother Brook Canal in Dedham. This sunlit gem features soaring 9-ft ceilings, hardwood floors & oversized windows. The renovated kitchen shines with granite counters, stainless appliances & custom cabinetry. Spacious bedroom with walk-in closet & spa-inspired bath. Enjoy in-unit

    MacKinnon & Co. Compass

    7 S Stone Mill Dr Unit 403, Dedham, MA 02026
  • /20

    $375,000

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

    90 High St Unit 309, Dedham, MA 02026

    Welcome home to this completely renovated and move-in ready 1-bedroom condo at 90 High Street, Unit 309 in Dedham. This beautifully updated unit offers modern comfort and convenience with brand-new luxury vinyl plank flooring, fresh paint throughout, and a stylish refreshed interior. The updated kitchen features upgraded cabinetry, countertops, and modern lighting, perfect for everyday living.

    Tyler Winder Winder Realty, LLC

    90 High St Unit 309, Dedham, MA 02026
  • /38

    $2,450,000

    • 4 Beds
    • 3.5 Baths
    • 4,155 Sq Ft

    213 Sandy Valley Rd, Dedham, MA 02026

    This stunning new construction home offers 4 bedrooms and 3.5 baths, beautifully tucked away on a private dead-end street surrounded by a wooded lot for exceptional privacy. The first floor is designed for both comfort and entertaining, featuring three fireplaces in the dining, living, and family rooms, along with a custom chef’s dream kitchen complete with stainless steel appliances, a scullery,

    Marcella Musto Discover Properties

    213 Sandy Valley Rd, Dedham, MA 02026
  • /42

    $1,995,000

    • 5 Beds
    • 7 Baths
    • 9,896 Sq Ft

    85 Schoolmaster Ln, Dedham, MA 02026

    A special home for the right buyer. Very unique in style and perfect for multi generational living. The flexible floor plan with open design embodies all types of living scenarios. From the large studio with its own entry way, to the indoor pool for exercise enthusiasts that opens to the private outdoors and can be used all year long. The newer kitchen has a large walk in pantry, breakfast room

    Elena Price Coldwell Banker Realty - Westwood

    85 Schoolmaster Ln, Dedham, MA 02026
  • /37

    $2,250,000

    • 3 Beds
    • 4 Baths
    • 4,050 Sq Ft

    57 Horrigan Dr Unit 3, Dedham, MA 02026

    Move In ready, stunning new construction with all the amenities you are looking for in your next home! You will appreciate the architectural detail, quality craftsmanship, high-end finishes, designer upgrades, and open/flexible floor plan. Main level features a spectacular chef's kitchen with upgraded quartz counters, center island & Thermador appliances; fireplaced great room; spacious dining

    Jill Kelly Coldwell Banker Realty - Westwood

    57 Horrigan Dr Unit 3, Dedham, MA 02026
  • /18

    $899,999

    • 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
  • /42

    $2,499,000

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

    175 Schoolmaster Ln, Dedham, MA 02026

    Offered at an exceptional value, this meticulously maintained home is set in one of the town’s most sought-after neighborhoods. Light-filled open floor plan with coffered ceilings and custom built-ins throughout. Main level features private office, formal dining room, and chef’s kitchen with large island, breakfast area, walk-in pantry, and butler’s pantry. Inviting family room with fireplace and

    Maria Gorman Coldwell Banker Realty - Westwood

    175 Schoolmaster Ln, Dedham, MA 02026

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