$779,900
38 Oakland St
Medway, MA, 02053
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
Property Details
Price:
$779,900
MLS #:
73497751
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Apr 8, 2026
Finished Sq Ft:
3,566
Total Sq Ft:
3,566
Lot Size:
43,124 sqft / 0.99 acres (approx)
Year Built:
1983
Schools
Interior
Above Grade Finished Area
2566
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator
Bathrooms
3 Full Bathrooms
Below Grade Finished Area
1000
Cooling
Central Air
Fireplaces Total
1
Flooring
Wood, Carpet, Flooring – Wall to Wall Carpet, Concrete
Heating
Forced Air, Natural Gas, Electric
Interior Features
Slider, Sunken, Wet bar, Lighting – Overhead, Sun Room, Great Room
Laundry Features
Electric Dryer Hookup, Washer Hookup
Exterior
Accessibility Features
No
Architectural Style
Cape
Attached Garage YN
1
Community Features
Shopping, Park
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch – Enclosed, Pool – Inground Heated, Sprinkler System, Fenced Yard, Outdoor Shower
Fencing
Fenced/Enclosed, Fenced
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
6
Open Parking YN
1
Other Structures
Greenhouse, Workshop
Parking Features
Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street
Parking Spots
8
Parking Total
8
Patio And Porch Features
Porch – Enclosed
Roof
Shingle
Security Features
Security System
Window Features
Insulated Windows, Storm Window(s)
Financial
Tax Year
2025
Taxes
$8,879
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Medway as of May 04, 2026
31
Single Family Listed
46
Avg DOM
317
Avg $ / SqFt
$831,003
Avg List Price
Community
- Address38 Oakland St Medway MA
- CityMedway
- CountyNorfolk
- Zip Code02053
Subdivisions in Medway
Similar Listings Nearby
Property Summary
- 38 Oakland St Medway MA is a Single Family for sale in Medway, MA, 02053. It is listed for $779,900 and features 4 beds, 3 baths, and has approximately 3,566 square feet of living space, and was originally constructed in 1983. The current price per square foot is $219. The average price per square foot for Single Family listings in Medway is $317. The average listing price for Single Family in Medway is $831,003. To schedule a showing of MLS#73497751 at 38 Oakland St in Medway, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Berkshire Hathaway HomeServices Page Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
38 Oakland St
Medway, MA











































