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$525,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,155 Sq. Ft.
  • 0.23 Acres
  • Updated 2 hours ago
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Charming 1790s Antique Cape. This 3bedroom, 2bath Antique Cape was moved to its current location in the mid 1990s and set on a new, full foundation-offering the best of historic character with modern stability. The spacious living room welcomes you with extra-wide pine plank flooring, exposed beams, a pine paneled fireplace wall, chair rail detailing, and classic 12 over 12 windows that fill the space with natural light. A dining room (or den) features built-ins, exposed beams, and matching wide plank floors, creating a warm and flexible gathering space. The kitchen, rich with character thanks to exposed brick and beams, wide plank flooring, skylight, dedicated pantry, copper lantern fixtures, built-ins, fabulous soapstone sink, and a charming alcove perfect for a breakfast nook or cozy reading corner. A hallway with multiple closets and a full bath-complete with clawfoot tub and wide plank floors-round out the first floor. Upstairs, you'll find three inviting bedrooms, all with wide

Full Property Details for 366 Winslow Gray Rd

General

  • Price: $525,000
  • Taxes: $2,578 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73494522
  • Updated: Today (4/1/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Location

  • County: Barnstable

Structural Information

  • Architectural Style: Cape, Antique
  • Square Feet: 1,155
  • Year Built: 1800

Lot Features

  • Lot Size (Acres): 0.23

Financial Considerations

  • Tax Amount: $2,578
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: Property to be sold in as-is condition. The D-box requires replacement, and the Title V inspection has not yet been completed.
  • Property ID: M:0058 B:00388 L:0000, 2418128

Listed by Kinlin Grover Compass, Deborah Del Negro and Jan Rodrigues

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Listing agents

— 366 Winslow Gray Rd —

  • Deborah Del Negro

    Kinlin Grover Compass

  • Jan Rodrigues

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 366 Winslow Gray Rd

School District:Dennis-Yarmouth School District
NameGradesDistance
Station Avenue Elementary School
276 Station Avenue, Yarmouth, MA 02664
K-31.4 mi
Dennis-Yarmouth Intermediate School
286 Station Avenue, Yarmouth, MA 02664
4-51.5 mi
Marguerite E Small Elementary School
440 Higgins Crowell Rd, Yarmouth, MA 02673
PK-31.7 mi
Dennis-Yarmouth Regional High School
210 Station Avenue, Yarmouth, MA 02664
9-121.4 mi
Dennis-Yarmouth Middle School
286 Station Avenue, Yarmouth, MA 02664
6-81.5 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 366 Winslow Gray Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$525,000
48.94%
MLS
3/30/2006
Sold
$352,500
—
Public Record
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 366 Winslow Gray Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,578
6%
$364,100
10%
2024
$2,438
-7%
$330,400
2%
2023
$2,623
2%
$323,400
16%
2022
$2,568
7%
$279,700
11%
2021
$2,399
-12%
$250,900
-8%
2020
$2,720
4%
$272,000
7%
2018
$2,619
4%
$254,500
2%
2017
$2,507
-2%
$250,200
-1%
2015
$2,547
2%
$253,700
4%
2014
$2,498
—
$245,100
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 366 Winslow Gray Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Kinlin Grover Compass, Deborah Del Negro and Jan Rodrigues

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366 Winslow Gray Rd, Yarmouth, MA 02673 (MLS# 73494522) is a Single Family property with 3 bedrooms and 2 full bathrooms. 366 Winslow Gray Rd is currently listed for $525,000 and was received on April 01, 2026. Want to learn more about 366 Winslow Gray Rd? Do you have questions about finding other Single Family real estate for sale in South Yarmouth? You can browse all South Yarmouth real estate or contact a Coldwell Banker agent to request more information.

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