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Oakdale Homes for Sale

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  • 442 High St, Dedham, MA 02026
    442 High St, Dedham, MA 02026
    442 High St, Dedham, MA 02026
    /25

    $1,135,000 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    442 High St, Dedham, MA 02026

    Welcome to 442 High Street, Dedham, MA – a fully renovated 3-bed, 4-bath W/ office. classic New England home that feels brand new in 2026 This move-in-ready gem offers 2,900 sq ft of thoughtfully designed space with gleaming refinished hardwood floors, an open concept living/dining area, and a stunning chef’s kitchen featuring quartz counters, white shaker cabinets, a large island, and stainless

    Agent Photo

    Richard Knox

    RF Boston Realty Group

    (339) 444-1307

    442 High St, Dedham, MA 02026
  • 213 River St, Dedham, MA 02026
    213 River St, Dedham, MA 02026
    213 River St, Dedham, MA 02026
    /38

    $689,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    213 River St, Dedham, MA 02026

    Located in the highly desirable Oakdale area, this picture-perfect Cape offers 3–4 bedrooms, 2 full baths, and exceptional value for the neighborhood. The first floor features an open-concept kitchen that flows seamlessly into a warm and inviting fireplaced living/dining area, creating the perfect space for entertaining or everyday. A flexible den or optional fourth bedroom, a separate living

    KAREN KELLY Insight Realty Group, Inc.

    213 River St, Dedham, MA 02026
  • 90 High St Unit 309, Dedham, MA 02026
    90 High St Unit 309, Dedham, MA 02026
    90 High St Unit 309, 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
  • 105 Oakdale Ave, Dedham, MA 02026
    105 Oakdale Ave, Dedham, MA 02026
    105 Oakdale Ave, 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
  • 30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026
    30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026
    30 High St ( Cass St Entrance) Unit 209, Dedham, MA 02026
    /29

    $345,000 Open Sun 2PM - 4PM

    • 1 Bed
    • 1 Bath
    • 664 Sq Ft

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

    ASK ABOUT QUALIFYING FOR 1% DOWN. RATES 5% & 10% DOWN PAYMENTS UNDER $3,000/MO INCLUDING HOA FEES. 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

    Lyssa Phillips Coldwell Banker Realty - Westwood

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

    $775,000

    • 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
  • 28 Linden Place, Dedham, MA 02026
    28 Linden Place, Dedham, MA 02026
    28 Linden Place, Dedham, MA 02026
    /42

    $949,900

    • 5 Beds
    • 2.5 Baths
    • 3,045 Sq Ft

    28 Linden Place, Dedham, MA 02026

    Extra spacious (more than 3,000 sq'), well maintained two family home located in convenient location within walking distance to Dedham Sq, bus stop, shopping, restaurants and more! Unit 1 features 5 big rooms including an oversized living room, dining room, eat-in kitchen, 2 king sized bedrooms and a full bath. Unit 2 features a big living room, family room, eat-in kitchen 2 good king sized

    John Bethoney Discover Properties

    28 Linden Place, Dedham, MA 02026
  • 147 Mount Vernon St, Dedham, MA 02026
    147 Mount Vernon St, Dedham, MA 02026
    147 Mount Vernon St, Dedham, MA 02026
    /38

    $1,575,000

    • 5 Beds
    • 3.5 Baths
    • 3,348 Sq Ft

    147 Mount Vernon St, Dedham, MA 02026

    Desired Endicott location introduces you to this stately tudor style home combining old world charm with many updates for today's conveniences. From the front entry vestibule to the sweeping staircases, detailed woodwork, stain glass and high ceilings you are warmly welcomed. There are three finished floors of living space offering great flow. Fireplaced front sitting room and den are great

    Elena Price Coldwell Banker Realty - Westwood

    147 Mount Vernon St, Dedham, MA 02026
Massachusetts Norfolk County Dedham Oakdale

Real Estate & Homes for Sale in Oakdale, Dedham

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.
Learn more about living in Oakdale

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 7.1 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 33.4% of residents renting and 66.6% 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 $782,450. If you put a 20% down payment of $156,500 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,910 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $168K 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, 02136, 02090, 02132 and 02021.
What are the most popular neighborhoods near Oakdale, Dedham, MA?
The most popular neighborhoods near Oakdale, Dedham, MA are East Dedham, Dexter, Upper Washington-Spring Street, Hyde Park and Roslindale.

Home Trends in Oakdale, MA

On average, homes in Oakdale, Dedham sell after 21 days on the market compared to the national average of 55 days. The median sale price for homes in Oakdale, Dedham over the last 12 months is $805,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$805,000
Median Single Family Sale Price
$829,000
Median Townhouse Sale Price
$877,500
Median 2 Bedroom Sale Price
$456,000
Median 1 Bedroom Sale Price
$360,000
Average Price Per Sq Ft
$446
Number of Homes for Sale
6
Last 12 months Home Sales
64
Months of Supply
1.10
Median List Price
$782,450
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
8%
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