2,529

Oakdale Homes

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  • /42

    $1,249,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,267 Sq Ft

    94 Border St, Dedham, MA 02026

    Situated in established Oakdale, this sunny, newer construction home offers generous living across 3 levels. The heart of the home is the main floor w/ its polished open kitchen seamlessly connected to the living room, adjoining dining room & deck – creating a warm setting for gatherings w/ family & friends. An office & powder room complete this level. Upstairs are 4 bedrooms, including a primary

    Donna Charpentier William Raveis R.E. & Home Services

    94 Border St, Dedham, MA 02026
  • /29

    $2,900 per month plus fees

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    135 Ashcroft St Unit 1, Dedham, MA 02026

    Great Cul-de-sac location with off-street parking!! Updated 3 level unit that feels like a single-family home that includes and finished basement (possible 3rd bedroom) and driveway and yard/patio area. The main floor consists of a large living room, eat-in kitchen and 1/2 bath, the upstairs has 2 large bedrooms (one with a Murphy bed) the primary bedroom has a walk-in closet and there is a

    Agent Photo

    Douglas Bosse

    Olde Towne Real Estate Co.

    (339) 231-8525

    135 Ashcroft St Unit 1, Dedham, MA 02026
  • /21

    $665,000 Sold Sep 12, 2025

    • 1,817 Sq Ft
    • $366/SF
    • 17 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1908

    8 Oakdale Ave, Dedham, MA 02026

    Set on a spacious corner lot in the sought-after Oakdale neighborhood, this move-in ready Colonial offers comfort, functionality, and thoughtful updates throughout. The first floor features a generous layout with a bright and inviting family room, a dining room perfect for entertaining, a main-level bedroom or office, and a convenient half bath. The kitchen is outfitted with 39” maple cabinetry,

    Georgia Balafas Corcoran Property Advisors

    8 Oakdale Ave, Dedham, MA 02026
    • /15

      Est $404,891 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 920 Sq Ft

      80 High St Unit 203, Dedham, MA 02026

      80 High St Unit 203, Dedham, MA 02026
  • /39

    $1,049,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,135 Sq Ft

    8 Gibson Ave, Dedham, MA 02026

    Welcome to your private oasis in the heart of Dedham, ideal for multigenerational living, hosting guests, or creating the perfect live/work/play lifestyle. Set on a fenced lot, this rare property includes three distinct buildings offering exceptional flexibility. The beautifully landscaped backyard features a heated saltwater pool w/waterfall, firepit, and custom stone walkways-an entertainer’s

    Jennifer Barsamian Compass

    8 Gibson Ave, Dedham, MA 02026
  • /46

    $2,491 - $3,389 total monthly price

    Jefferson at Dedham Station

    1 - 2 Beds

    1000 Presidents Way, Dedham, MA 02026

    Our captivating location embodies a sociable atmosphere, within a 3 minute walk of Legacy Place offering the best shopping, dining and entertainment experience in the region. Take in the day with some of the trendiest boutique shops or experience the lavish collection of specialty retailers. Enjoy a dinner with friends at The Yard House and complete your evening at the Showcase Cinema De Lux or

    1000 Presidents Way, Dedham, MA 02026
  • /35

    $620,000 Sold Sep 10, 2025

    • 1,772 Sq Ft
    • $350/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    15 Ohio St, Dedham, MA 02026

    Nestled at the end of a tranquil dead-end street, this updated 3-bedroom, 2-bath split-level home offers both comfort and convenience. The main level boasts an open floor plan connecting the living, kitchen and dining areas with sliders to a large, composite deck overlooking the abutting woods. Hardwood flooring on main level, both bathrooms have been tastefully updated and recently painted

    Lisa Paulette Coldwell Banker Realty - Framingham

    15 Ohio St, Dedham, MA 02026
    • /33

      Est $1,237,144 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,971 Sq Ft

      18 Russell Rd, Dedham, MA 02026

      18 Russell Rd, Dedham, MA 02026
  • /42

    $1,249,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,899 Sq Ft

    46 Oscars Way, Dedham, MA 02026

    Beautifully maintained home on a desirable cul-de-sac offers space, elegance, and comfort. Sun-drenched rooms feature soaring ceilings, hardwood floors, and fine architectural details throughout. The open-concept kitchen flows seamlessly into a spacious family room with gas fireplace—ideal for everyday living and entertaining. A formal dining room and living room complete the main level.

    The Semple and Hettrich Team Coldwell Banker Realty - Sudbury

    46 Oscars Way, Dedham, MA 02026
  • /10

    $3,200 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    18 Ashcroft St Unit 301, Dedham, MA 02026

    Welcome to 18 Ashcroft St, a freshly renovated third-floor apartment located in the heart of Dedham’s desirable Oakdale neighborhood. This spacious and updated 3-bedroom, 1-bath unit features modern finishes and thoughtful upgrades throughout. Enjoy a brand-new kitchen with stainless steel appliances, gas stove, and dishwasher, plus a fully renovated bathroom with contemporary fixtures. The

    Christina Young eXp Realty

    18 Ashcroft St Unit 301, Dedham, MA 02026
  • /42

    $1,800,000 Sold Sep 05, 2025

    • 3,000 Sq Ft
    • $600/SF
    • 9 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1914

    78 Woodleigh Rd, Dedham, MA 02026

    This home's charm begins with its coveted location on one of Dedham's most desirable streets. A stunning stucco residence, crafted by the noted 20th century builder Bailey, it exudes timeless character with modern comfort. Designed for effortless entertaining,it offers 4/5 BR, 2.5 baths and a gracious layout.The elegant living room features coffered ceilings, mullioned windows, gas fireplace and

    Jane Weiss Donahue Real Estate Co.

    78 Woodleigh Rd, Dedham, MA 02026
    • /34

      Est $806,954 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,912 Sq Ft

      40 Robinwood Rd, Dedham, MA 02026

      40 Robinwood Rd, Dedham, MA 02026
  • /42

    $1,599,900 Pending

    • 6 Beds
    • 5.5 Baths
    • 5,868 Sq Ft

    62 Abbott Rd, Dedham, MA 02026

    Welcome to this exquisite 1820 Antique Colonial, a timeless blend of luxury and history, nestled on nearly an acre of beautifully landscaped grounds. Spanning over 5,800 sq ft, this home offers 6 spacious bedrooms, 5.5 elegant baths & a two-car garage, harmonizing classic charm with modern comforts. Enter through the grand foyer, where a stunning glass chandelier sets the tone for sophistication.

    Peggy Perkins Lamacchia Realty, Inc.

    62 Abbott Rd, Dedham, MA 02026
  • /50

    $2,780 - $5,765 total monthly price

    The Avens at Dedham Station

    1 - 3 Beds

    250 Station Cir, Dedham, MA 02026

    Live carefree every day. At The Avens at Dedham Station, coming home feels like you're on vacation. With impressive finishes and resort-quality amenities, our one-, two-, and three-bedroom apartments make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Conveniently located next to premier shopping and dining at Legacy

    250 Station Cir, Dedham, MA 02026
  • /26

    $710,000 Sold Sep 02, 2025

    • 1,466 Sq Ft
    • $484/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1952

    86 Pratt Ave, Dedham, MA 02026

    The time has come to transition ownership of this well loved colonial style home located .2 miles from the Oakdale School.Located on a side street this welcoming 3 bedroom 1.5 bath colonial features hardwood floors throughout most of the home (exceptions baths& kitchen),F/P LIV. RM that flows into the formal d/r; that opens to both the E/I KIT & family room.The 1st floor also features a half

    Steve Callahan Steve Callahan Realty LLC

    86 Pratt Ave, Dedham, MA 02026
    • /28

      Est $900,959 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,811 Sq Ft

      20 Robinwood Rd, Dedham, MA 02026

      20 Robinwood Rd, Dedham, MA 02026
  • /23

    $679,000

    • 2 Beds
    • 1.5 Baths
    • 1,349 Sq Ft

    183 Grant Ave, Dedham, MA 02026

    Updated Oakdale Gem with Exceptional Commuter Access! Inside this updated commuter's dream, a bright, open feel welcomes you with a spacious modern kitchen with 9' butcher block island, tucked away laundry, and sunroom. Discover built-in bookcases, Carrara marble in the full bath, and a half bath on the first floor. For commuters, this home is unmatched: 25 minutes from the front door to South

    John Bethoney Discover Properties

    183 Grant Ave, Dedham, MA 02026
  • /10

    $2,750 per month plus fees

    • 1 Bed
    • 1 Bath
    • 797 Sq Ft
    • Apartment for Rent

    918 Providence Hwy Unit 407, Dedham, MA 02026

    AVAILABLE NOW ~ Brand New Construction! Dior Dedham is a newly constructed building with all of the amenities you could ask for. Conveniently located on Providence Highway, Residence at The Dior is a new construction building with four stories, great light and premium features in a prime Dedham location. You'll love the open concept floor plan and luxury finishes! This 1 Bedroom 1 Bath features:

    J. Sarae Morales Pena Realty Corporation

    918 Providence Hwy Unit 407, Dedham, MA 02026
  • /42

    $805,000 Sold Aug 29, 2025

    • 2,209 Sq Ft
    • $364/SF
    • 3 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1920

    88 Clark St Unit 88, Dedham, MA 02026

    **OPEN HOUSES CANCELED** ***SELLERS ACCEPTED AN OFFER***Welcome to this stunning newly listed townhouse that blends the spaciousness of a single-family home with the ease of luxury condo living. Expertly crafted w/exceptional finishes, this home features an open-concept layout perfect for entertaining. The spacious kitchen features granite countertops, custom cabinetry, & premium stainless

    Jannine Bussey Conway - Canton

    88 Clark St Unit 88, Dedham, MA 02026
    • /42

      Est $910,674 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,869 Sq Ft

      409 Mount Vernon St, Dedham, MA 02026

      409 Mount Vernon St, Dedham, MA 02026
  • /23

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,352 Sq Ft

    108 High St, Dedham, MA 02026

    This delightful single-family offers 3 bedrooms and 1 full bath, blending timeless character with thoughtful updates. The sun-filled eat-in kitchen features maple cabinetry and stainless steel appliances, while the elegant dining room is highlighted by a classic built-in hutch. Well-proportioned rooms, gleaming details, and meticulous upkeep showcase the very best of New England charm. Perfectly

    Rosalind Ford Century 21 XSELL REALTY

    108 High St, Dedham, MA 02026
  • /2

    $3,200 per month plus fees

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Apartment for Rent

    15 Linden Place Unit 3, Dedham, MA 02026

    WELCOME to 15 Linden Pl, Unit 1 In a prime location near Dedham’s best amenities. Easy access to Route 1 (Providence Hwy), Route 128, I-95, and public transportation. Walking distance to Dedham Center. Less than 10 minute drive to Legacy Place and Dedham Mall. Excellent school district. Recently underwent extensive renovations, including painting and upgraded appliances. Filled with a lot of

    Guerns Bernadeau Dependable Realty Group, LLC

    15 Linden Place Unit 3, Dedham, MA 02026
  • /24

    $580,000 Sold Aug 28, 2025

    • 1,456 Sq Ft
    • $398/SF
    • 23 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1940

    254 Madison St, Dedham, MA 02026

    SELLER ACCEPTING BACK UP OFFERS! Terrific value in this ranch/cape sited on a corner lot in desirable Endicott neighborhood. Features include hardwood flooring, modern kitchen and baths, spacious living and dining rooms & renovated lower level with full bath. Enjoy the large deck with awning overlooking rear yard. Walking distance to Oakdale elementary school, and minutes to 128/95, Endicott

    Stockman Farrar Group Berkshire Hathaway HomeServices Commonwealth Real Estate

    254 Madison St, Dedham, MA 02026
    • /17

      Est $559,894 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 911 Sq Ft

      179 Grant Ave, Dedham, MA 02026

      179 Grant Ave, Dedham, MA 02026
  • /40

    $1,749,900

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    442 High St, Dedham, MA 02026

    Completely rebuilt from the foundation up, this stunning home offers modern luxury and timeless charm. With all new siding, windows, roof, plumbing, electrical, heating, and HVAC systems, every detail has been designed for comfort and ease of living. The chef’s kitchen with butler’s prep area opens to a bright living space with a sleek fireplace. Offering 4 bedrooms, 4 full baths, and a fully

    Rafael Hernandez A Plus Realty Group, LLC

    442 High St, Dedham, MA 02026
  • /42

    $925,000 Sold Aug 25, 2025

    • 1,981 Sq Ft
    • $467/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1930

    398 Mount Vernon St, Dedham, MA 02026

    Start Packing! This beautifully maintained and updated center entrance colonial in the sought-after Oakdale neighborhood checks off all the boxes! Beautifully designed and remodeled cooks' kitchen with stainless appliances, quality cabinetry, quartz counters, beautiful backsplash, coffee bar and an incredible dining area is the heart of the home! The bright living room with gleaming hardwood

    Amy Black Donahue Real Estate Co.

    398 Mount Vernon St, Dedham, MA 02026
    • /37

      Est $952,555 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,435 Sq Ft

      93 Elmwood Ave, Dedham, MA 02026

      93 Elmwood Ave, Dedham, MA 02026
  • /28

    $550,000

    • 3 Beds
    • 1 Bath
    • 1,271 Sq Ft

    94 Madison St, Dedham, MA 02026

    CONTRACTORS AND VERY HANDY PEOPLE TAKE NOTICE OF THE PRICE REDUCTION! Turn of the century colonial, with lovely woodwork and built in hutch. Spacious living room with bay window. Extra large kitchen, generous eating area, also, with a bay window. Convenient first floor laundry. Enclosed front porch, Young roof, 2 car garage and a large lot, all in a vibrant neighborhood. FLOOR PLANS ATTACHED.

    Virginia Sullivan Coldwell Banker Realty - Westwood

    94 Madison St, Dedham, MA 02026
  • /31

    $825,000 Sold Aug 18, 2025

    • 1,666 Sq Ft
    • $495/SF
    • 4 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1952

    22 Sanderson Ave, Dedham, MA 02026

    Welcome to this inviting 3-bedroom, 1.5-bath home in a great Dedham neighborhood! Full of charm and smart updates. The main level features an open floor plan with the kitchen and dining area flowing together, a cozy living room with a gas insert fireplace (2020), one bedroom, a half bath and a mudroom off the kitchen adds everyday convenience. Upstairs, you’ll find two large bedrooms and a full

    Ann Marie Silva Redfin Corp.

    22 Sanderson Ave, Dedham, MA 02026
    • /42

      Est $735,863 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,676 Sq Ft

      173 Adams St, Dedham, MA 02026

      173 Adams St, Dedham, MA 02026
  • /38

    $500,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,458 Sq Ft

    50 Clark St, Dedham, MA 02026

    Here’s your chance to own in a premier Dedham neighborhood at an incredible value. In need of a full renovation, this colonial-style, 1875 built, home is ideal for contractors, investors, or handy buyers looking to flip, rebuild, or expand. It is also a solid opportunity for a handy buyer or homeowner willing to put in some sweat equity. Whether you’re planning a flip project or envisioning

    Joe Watson RE/MAX Way

    50 Clark St, Dedham, MA 02026
  • /19

    $805,000 Sold Aug 15, 2025

    • 1,795 Sq Ft
    • $448/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1895

    120 Walnut St, Dedham, MA 02026

    ***Make a gentle transition from the City to Dedham.*** Easy access to the Emerald Necklace or major Highways, just up the road is Endicott Estate with concerts and car shows, sledding and a wealth of Children's programs at the Endicott Branch Library. Legacy Place has a JP Licks and Whole Foods, but Dedham Center is exciting to discover also. Dedham Community Theatre is a cultural Gem, with

    Carol Meehan Insight Realty Group, Inc.

    120 Walnut St, Dedham, MA 02026
    • /41

      Est $714,374 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,296 Sq Ft

      819 East St, Dedham, MA 02026

      819 East St, Dedham, MA 02026
  • /33

    $749,900 Pending

    • 4 Beds
    • 2 Baths
    • 1,510 Sq Ft

    27 Eleanor St, Dedham, MA 02026

    Welcome to this beautifully updated 4 bedroom multi-level home ideally located within walking distance to vibrant Dedham Square. The tastefully remodeled kitchen offers gas cooking, quartz countertops, new cabinets, stainless steel appliances & recessed lighting. Both full bathrooms have been thoughtfully upgraded, each showcasing luxurious walk-in showers. Hardwood flooring runs throughout the

    Rose Dacey Century 21 North East

    27 Eleanor St, Dedham, MA 02026
  • /34

    $835,000 Sold Aug 15, 2025

    • 2,178 Sq Ft
    • $383/SF
    • 25 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1858

    115 Whiting Ave, Dedham, MA 02026

    Step into 115 Whiting Ave and be welcomed by the timeless charm of this 4-bed, 1.5-bath Victorian, thoughtfully updated for you. Bright sunlight streams through oversized windows, illuminating the rich original woodwork and hardwood floors through the open flowing first floor. Gather in the eat-in kitchen or enjoy the formal dining area with original built in details. A convenient mudroom, pantry

    The Ultan and Caitlyn Team Insight Realty Group, Inc.

    115 Whiting Ave, Dedham, MA 02026
    • /22

      Est $730,797 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,627 Sq Ft

      25 Glenway St, Dedham, MA 02026

      25 Glenway St, Dedham, MA 02026
  • /29

    $569,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    440 East St Unit 440, Dedham, MA 02026

    Welcome to 440 East Street ! A must see beautifully updated and remodeled 3 bedroom and 1.1 bathroom Townhome Condominium with the feeling of a single family home. Entering through the large enclosed front porch, brings you into the home, offering a Living room with 9' ceilings, a new half bathroom, an eat-in kitchen, complete with granite countertops, stainless steel appliances and led

    Ron Resha Coldwell Banker Realty - Canton

    440 East St Unit 440, Dedham, MA 02026
  • /40

    $1,284,000 Sold Aug 15, 2025

    • 2,460 Sq Ft
    • $522/SF
    • 55 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1937

    16 Bailey Ln, Dedham, MA 02026

    Classic 3 bedroom, 2.5 bath center entrance colonial, perfectly positioned in the desirable Woodleigh neighborhood. Blending timeless elegance with modern updates, this meticulously maintained home offers a spacious sun-filled layout ideal for both relaxing and entertaining. The beautifully updated kitchen features high-end finishes, stainless steel appliances and a seamless flow into the dining

    Robert Keogh Hope McDermott Real Estate

    16 Bailey Ln, Dedham, MA 02026
    • /32

      Est $673,722 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,514 Sq Ft

      831 East St, Dedham, MA 02026

      831 East St, Dedham, MA 02026
  • /41

    $625,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,661 Sq Ft

    85 Whiting Ave, Dedham, MA 02026

    Downsizers and first-time homebuyers—take note! This charming cape-style home sits proudly on a corner lot with views of all the local schools and is ready for its next chapter. With some TLC and your creative vision, you can build instant equity and transform this home into a modern and comfortable retreat. The first floor offers a flexible layout with a bedroom, living room, full bath, dining

    Jennifer Barsamian Compass

    85 Whiting Ave, Dedham, MA 02026

Showing Results 1 - 40, Page 1 of 18

Home Trends in Oakdale, MA

Housing Trends

Median Sale Price
$802,500
Median Single Family Sale Price
$805,000
Median Townhouse Sale Price
$877,500
Median 2 Bedroom Sale Price
$420,100
Average Price Per Sq Ft
$467
Number of Homes for Sale
4
Last 12 months Home Sales
64
Months of Supply
0.80
Median List Price
$749,450
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
15%
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