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$749,900 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 3,566 Sq. Ft.
  • 0.99 Acres
  • 2 Car Garage
  • Updated 5 days ago
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Set gracefully on a beautiful, private lot, this sprawling 10-room Cape offers the perfect blend of space, character, and opportunity. From the moment you arrive, the home's classic curb appeal is enhanced by a brand-new architectural roof, complete with a transferable warranty-providing both peace of mind & long-term value. Inside, you'll find a thoughtfully designed layout with generous living spaces ideal for both everyday living & entertaining. While the home has been well cared for, it presents an exciting opportunity for the next owner to add their personal touch with some interior cosmetic updates, this property can truly shine and be transformed into a showpiece tailored to your style. Step outside and discover your own private oasis: a beautiful inground pool surrounded by a spacious yard, offering endless opportunities for summer enjoyment, relaxation, and entertaining. A rare offering combining size, setting, & potential-this is a home where you can move in, make it your own

Full Property Details for 38 Oakland St

General

  • Price: $749,900
  • Taxes: $8,879 (2025)
  • Status: Contingent
  • Type: Single Family
  • MLS ID: 73497751
  • Updated: 5/21/2026
  • Added to Site: 48 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Bathroom 1: First
  • Bathroom 2: First
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 15.50 x 13.50, First
  • Bedroom 2: 15.58 x 11.17, First
  • Bedroom 3: 20.83 x 10.08, Second
  • Bedroom 4: 19.00 x 10.75, Second

Other Rooms

  • Living Room: 25.75 x 149.00, First
  • Kitchen: 15.00 x 14.00, First
  • Dining Room: 158.00 x 12.00, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Location

  • County: Norfolk

Structural Information

  • Architectural Style: Cape
  • Basement: Yes
  • Square Feet: 3,566
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 0.99

Financial Considerations

  • Tax Amount: $8,879
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: New architectural roof with transferable warranty installed in March, 2026. Audio & Video system on site and in use.
  • Property ID: M:51 B:032, 3162471

Listed by Berkshire Hathaway Home Services Commonwealth Real Estate, The Rao Team and Albert Rao

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Listing agents

— 38 Oakland St —

  • The Rao Team

    Berkshire Hathaway Home Services Commonwealth Real Estate

  • Albert Rao

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 38 Oakland St

School District:Medway School District
NameGradesDistance
Medway Middle School, Medway, MA
45 Holliston Street, Medway, MA 02053
5-80.8 mi
Memorial Elementary School, Medway, MA
16 Cassidy Lane, Medway, MA 02053
2-40.9 mi
John D Mc Govern Elementary School
9 Lovering Street, Medway, MA 02053
PK-11.3 mi
Medway High School
88 Summer Street, Medway, MA 02053
9-122.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 38 Oakland St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/16/2026
Price Reduced
$749,900
-3.85%
MLS
4/29/2026
Price Reduced
$779,900
-2.5%
MLS
4/08/2026
Listed
$799,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 38 Oakland St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,879
-1%
$623,100
—
2024
$8,973
3%
$623,100
15%
2023
$8,670
-1%
$543,900
5%
2022
$8,766
1%
$517,800
4%
2021
$8,706
7%
$498,600
7%
2020
$8,160
5%
$466,300
1%
2019
$7,799
1%
$459,600
5%
2018
$7,732
4%
$437,800
6%
2017
$7,428
-2%
$414,500
-1%
2016
$7,594
5%
$419,300
5%
2015
$7,250
-2%
$397,500
1%
2014
$7,408
—
$393,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Berkshire Hathaway Home Services Commonwealth Real Estate, The Rao Team and Albert Rao

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38 Oakland St, Medway, MA 02053 (MLS# 73497751) is a Single Family property with 4 bedrooms and 3 full bathrooms. 38 Oakland St is currently listed for $749,900 and was received on April 08, 2026. Want to learn more about 38 Oakland St? Do you have questions about finding other Single Family real estate for sale in Medway? You can browse all Medway real estate or contact a Coldwell Banker agent to request more information.

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