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Oakdale Homes for Sale

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  • /29

    $330,000

    Open Sun 12PM - 2PM $19K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

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

    PRICE ADJUSTMENT ATTN FRIST TIME HOME BUYERS, COLLEDGE GRADUATES. CONVENIANT LOCATION INTO BOSTON EASY COMMUTE. Close to public transportiion This attractive condominium is move-in ready and beautifully maintained. The updated kitchen serves as the centerpiece of the home, show casing BRAND-NEW, NEVER-USED APPLIANCES: REFRIGERATOR, STOVE, DISPOSAL, DISHWASHER — INCLUDING A NEW AC UNIT — along

    Agent Photo

    Lyssa Phillips

    Coldwell Banker Realty - Westwood

    30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026
  • /38

    $765,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft

    18 Fales Rd, Dedham, MA 02026

    Lovingly maintained single-family home with classic New England charm in the sought-after Oakdale location. Freshly painted with a brand new roof, this home offers peace of mind for years to come. Inside are 7+ spacious rooms with a traditional layout, including a 1st-floor bedroom, formal living and dining rooms, and a cozy wood-burning stove. The bright eat-in kitchen, 1st-floor laundry, and

    Kim Johnson Redfin Corp.

    18 Fales Rd, Dedham, MA 02026
  • /41

    $1,250,000

    $100K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    180 Walnut St, Dedham, MA 02026

    There's a reason people say "homes aren't built like this anymore" and you'll recognize it the moment you enter this turn of the century beauty. From the spacious entry hall, to the dual staircases, high ceilings, tall windows, period detail, and comfortably sized rooms, this is a home built to explore. Gorgeous living room with intricate fireplace. Open kitchen/dining room with sliders to the

    Mary Ellen McDonough Donahue Real Estate Co.

    180 Walnut St, Dedham, MA 02026
  • /38

    $1,049,000

    Open Sat 1PM - 2:30PM
    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    51 Fulton St, Dedham, MA 02026

    Rich in character, thoughtfully updated, and tucked within one of Dedham's most desirable Oakdale neighborhoods, this classic 1920s Colonial showcases beautiful built-ins, wainscoting, and timeless period details throughout. At the heart of the home is a gracious fireplace living room that flows into a cozy den with vaulted skylit ceilings, plantation shutters, and walls of windows that fill the

    Nancy Pallotta Gibson Sotheby's International Realty

    51 Fulton St, Dedham, MA 02026
  • /39

    $829,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    115 Walnut St, Dedham, MA 02026

    Enjoy the ease of single-level living in a home designed for both comfort and connection. The open floor plan creates an inviting space where everyday life and entertaining flow with ease. At day's end, retreat to the spacious primary suite with its spa-like bath, a peaceful place to relax and recharge. Two separate office spaces offer flexibility for remote work. The full-height basement

    Anne Fantasia Gibson Sotheby's International Realty

    115 Walnut St, Dedham, MA 02026
  • /33

    $799,900

    Open Sat 10:30AM - 12PM
    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft

    812 East St, Dedham, MA 02026

    Location, Location, Location! Picture perfect 4 bedroom, 2 bath cape style home located on a beautiful corner lot in the desirable Oakdale section of Dedham. As you step inside, you'll be nicely greeted by a warm, inviting, & versatile floor plan that tastefully blends historical charm w/ modern conveniences & amenities. Updated eat-in kitchen is equipped w/ granite countertops, stainless steel

    Paul White Keller Williams Realty Signature Properties

    812 East St, Dedham, MA 02026
  • /42

    $950,000

    Open Sat 10AM - 12:30PM
    • 4 Beds
    • 4 Baths
    • 2,052 Sq Ft

    198 Cedar St, Dedham, MA 02026

    Alex Shapiro M.I.R. Realty

    198 Cedar St, Dedham, MA 02026
  • /40

    $899,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 2,047 Sq Ft

    255 Madison St, Dedham, MA 02026

    Pride of ownership defines this beautifully renovated Arts & Crafts style Cape, quietly tucked away on a dead-end street in the coveted Endicott neighborhood. Blending classic charm with modern luxury, the home features soaring ceilings, elegant French doors, and gleaming hardwood floors refinished in June 2026. Main level offers two spacious bedrooms, an updated full bath, 1st-floor laundry, and

    Anne Fahy Coldwell Banker Realty - Canton

    255 Madison St, Dedham, MA 02026
  • /9

    $349,900

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

    90 High St Unit 309, Dedham, MA 02026

    First Time Home Buyer Assistance Program Qualified for up to a $30,000 Grant for down payment and closing costs.This Mass Housing Program is offered a limited time for qualified Buyer(s) Completely Renovated 1 bedroom condo located just over the Boston line. Recent updates include new kitchen with new appliances and kitchen cabinets, new bath with shower/tub, new laminate flooring throughout and

    David O'Shea Northeast Property Network

    90 High St Unit 309, Dedham, MA 02026
  • /37

    $1,050,000

    Open Sun 11AM - 12:30PM
    • 6 Beds
    • 5 Baths
    • 3,432 Sq Ft

    155 Dale St, Dedham, MA 02026

    Beautiful Victorian multi-family home with a classic center entrance, front portico, and elegant bay windows offers timeless architectural charm and exceptional investment potential. Soaring ceilings and gleaming hardwood floors throughout elevate the living spaces. Unit 1 features an eat-in kitchen, gracious living room, formal dining room, two spacious bedrooms, two full baths, laundry hookup,

    Brian Kenneally Keller Williams Realty

    155 Dale St, Dedham, MA 02026
  • /35

    $639,900

    $85K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft

    73 Walnut St, Dedham, MA 02026

    Beautifully renovated single-family home located in a desirable residential setting in Dedham, MA. This spacious property features three bedrooms and one and a half bathrooms across over 2,000 square feet of living space. The home has been completely redone and is move-in ready with updated finishes throughout. The newly renovated kitchen includes stainless steel appliances, modern cabinetry, and

    Kyle Seyboth

    73 Walnut St, Dedham, MA 02026
  • /32

    $675,000

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft

    405 Whiting Ave, Dedham, MA 02026

    Welcome to 405 Whiting Ave Summer Oasis, a beautifully renovated 2-bedroom, 2-bath Colonial that perfectly blends classic character with today's most sought-after updates. Renovated in 2023, this move-in ready home features a stunning new kitchen with updated appliances, stylish new bathrooms, upgraded electrical panel, new roof, and energy-efficient mini-split systems for year-round comfort. The

    Sheila Moylan Coldwell Banker Realty - Westwood

    405 Whiting Ave, Dedham, MA 02026
  • /31

    $410,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 935 Sq Ft

    40 High St Unit 205, Dedham, MA 02026

    Move right into this beautifully and fully renovated extra spacious 4 room, 2 bedroom, 1 bath sun filled High St condominium. This spectacular unit features loads of new finishes including a new kitchen with stylish white cabinets and stainless appliances, new full bath with walk in shower, new high-quality windows and balcony slider, new plank flooring, new wall ac, fresh paint and so much more.

    John Bethoney Discover Properties

    40 High St Unit 205, Dedham, MA 02026

Why Live in Oakdale

Oakdale, a neighborhood in Dedham, Massachusetts, blends historical charm with suburban convenience. Streets named after U.S. presidents and classic homes, including the notable Bailey houses designed by Robert Morris Bailey, give the area a stately feel. The neighborhood features Colonial and Cape Cod-style homes, many from the early to mid-20th century, set on spacious lots with well-maintained yards. Oakdale is less than 20 miles from Boston, making it a popular choice for commuters. The area is highly walkable, with connected sidewalks and easy access to the Dedham Corporate Center and Endicott MBTA commuter rail stations, providing a quick 30-minute ride to Downtown Boston. Local attractions include Fairbanks Park, which offers baseball fields and a playground, and Wigwam Pond for winter ice skating. The historic Endicott Estate hosts summer concerts and houses the Endicott branch of the Dedham Public Library. Dining options feature the popular Yard House, and shopping needs are met at nearby Legacy Place, Whole Foods, and Costco. Oakdale Elementary, Dedham Middle School, and Dedham High School serve the neighborhood, with the high school noted for its successful soccer teams. The neighborhood is safer than the national average, adding to its appeal for families and individuals alike.

Oakdale Home Prices vs. Nearby Dedham, MA Neighborhoods

Oakdale Merrymount East Weymouth Thompsonville
Median Home Price
$749,900
$764,000
$564,000
$899,000
Median Sale Price
$770,000
-3% YoY
$830,000
+14% YoY
$545,000
-3% YoY
$1,825,000
+3% YoY
Median Single Family Price
$799,950
$825,000
$640,000
$1,880,000
Median Townhouse Price
$805,000
--
$597,000
$1,775,000
Median Condo Price
$433,000
$709,000
$321,500
$727,500
Total Active Listings
12
9
25
27
Market Conditions
2 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
2 Months of Supply
Seller's Market
4 Months of Supply
Balanced Market

Frequently Asked Questions

Is Oakdale a good place to live?
Oakdale is a good place to live. Oakdale is considered somewhat walkable and bikeable with good transit options. Oakdale is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Oakdale has 8 parks for recreational activities. It is somewhat dense in population with 8.0 people per acre and a median age of 41. The average household income is $123,358 which is above the national average. College graduates make up 55.8% of residents. A majority of residents in Oakdale are home owners, with 33% of residents renting and 67% of residents owning their home. A local real estate agent serving Oakdale can help you decide if this neighborhood is the right one for you. Learn more on our Oakdale neighborhood guide.
Is Oakdale, MA a safe neighborhood?
Oakdale, MA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Oakdale?
The median home price in Oakdale is $749,900. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $3,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $162K a year to afford the median home price in Oakdale. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oakdale is $123K.
What are the best public schools in Oakdale?
The best public schools that serve Oakdale are:
  • Dedham High School has a B+ Niche grade, a student teacher ratio of 11:1 and an average review score of 3.5.
  • Dedham Middle School has a B+ Niche grade, a student teacher ratio of 10:1 and an average review score of 3.5.
  • Oakdale Elementary School has a B Niche grade, a student teacher ratio of 12:1 and an average review score of 5.0.
What are the best private schools in Oakdale?
The best private schools that serve Oakdale are:
What are the most popular zip codes in Oakdale, Dedham, MA?
The most popular zip codes in Oakdale, Dedham, MA include 02026, 02090, 02136, 02132 and 02186.
What are the most popular neighborhoods near Oakdale, Dedham, MA?
The most popular neighborhoods near Oakdale, Dedham, MA are The Manor, East Dedham, Dexter, Hyde Park and Upper Washington-Spring Street.
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