Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 2 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 3 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 4 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 5 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 6 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 7 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 8 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 9 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 10 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 11 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 12 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 13 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 14 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 15 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 16 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 17 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 18 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 19 of 24
Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 20 of 24
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Single Family Residence at 366 Winslow Gray Rd, Yarmouth MA 02673, photo 24 of 24
24 photos

$499,000

366 Winslow Gray Rd, Yarmouth MA 02673
Yarmouth, MA 02673
Listed by Deborah Del Negro
Bedrooms
3
Bathrooms
2
Living area
1,155 sqft
Year built
1800

About this home

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

Highlights

Fireplace

Property details

MLS
MLS Property Information Network
MLS #
73494522
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
205
On market date
April 1, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
N/A
Parking spaces
2
Lot size
0.23 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Station Avenue Elementary
1.42 mi away · Grades 0-3
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
427
Student:teacher ratio
11.2:1
District
Dennis-Yarmouth
Middle
Mattacheese Middle School
1.58 mi away · Grades 6-7
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
428
Student:teacher ratio
9.5:1
District
Dennis-Yarmouth
High
Dennis-Yarmouth Regional High
1.41 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
900
Student:teacher ratio
11.1:1
District
Dennis-Yarmouth

Walkability

Blended score for Yarmouth's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

47
Somewhat walkable
out of 100
EPA National Walkability Index
6.2 / 20 -- Below average walkable
Google Places amenity density
72 / 100
Restaurants & cafes13
Grocery stores2
Parks4
Schools0
Transit stops2
Pharmacies4

Market position

How this listing compares to current activity in Yarmouth, from live MLS data.

On the market 205 days -- 118 more days than Yarmouth's current average of 87 days.
For reference, the median list price across 179 active listings in Yarmouth right now is $675,000.

Mortgage calculator

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Est. monthly payment
$3,155/mo
$99,800 down
$399,200 loan
Principal & interest$2,589
Property tax (est.)$416
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated May 16, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.