299 Winslow Gray Rd

West Yarmouth, MA 02673

$699,000
Price
6
Beds
2,580 Sq. Ft.
$271 / Sq. Ft.
2,580
Sq. Ft.
$271
per Sq. Ft.
Pending
Pending
a car parked in front of a house
a view of a house with backyard and sitting area
a living room with furniture and a flat screen tv
a view of a dining room with furniture window and outside view
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor
a view of entryway
a bedroom with a bed and a desk
a living room with a bed and furniture
a bedroom with a bed and a window
a bedroom with a bed and a window
a bathroom with a sink toilet and shower
a kitchen with white cabinets and sink
a living room with furniture and a flat screen tv
a kitchen with a dining table and chairs
a bedroom with a bed and tv
a bedroom with a bed and a window
a bathroom with a sink a toilet and a bathtub
a view of an bike storage
a view of retail shops

Description

6 Bedroom Duplex. Unique opportunity to purchase a large investment in a very convenient location which features 6 bedrooms. 3 level split cape design offers 3 floors and 10 rooms. Good condition but could use updating/refresh. Upper unit is 4 bedrooms and lower unit has 2 bedrooms with expansion possibilities through previous lower level stairwell that has been removed and closed. Both units have separate utilities paid by tenants. Current rents are under market to long term tenants. The year round...6 Bedroom Duplex. Unique opportunity to purchase a large investment in a very convenient location which features 6 bedrooms. 3 level split cape design offers 3 floors and 10 rooms. Good condition but could use updating/refresh. Upper unit is 4 bedrooms and lower unit has 2 bedrooms with expansion possibilities through previous lower level stairwell that has been removed and closed. Both units have separate utilities paid by tenants. Current rents are under market to long term tenants. The year round income of $4,400/month of which $2,000 is from the two bedroom and $2,400 is from the 4 bedroom. Good tenants who are currently tenant at will. Buyer can Keep them in place or seller will assist in relocation prior to close. OR, Buyer could live in one side and rent the other in order to subsidize your costs. Good size bedrooms, living areas and kitchens, nice fenced yard, separate utilities, FHW/gas heat, nearly 2000 square feet of living area. Broker/Owner. New 6 bedroom Title V has been designed to meet new codes and will be installed prior to sale. Some notice is requested. Seller is cooperating with Buyer's Agents.
  1. Listed by Nile A Morin • Oceanside Realty Group

Property Details for 299 Winslow Gray Road

Village
West Yarmouth
School District
Dennis-Yarmouth
Waterfront
No
Waterview
No
Num Parking Spaces
5.00
FEMA 100 Yr Flood Plain
X
Town
Yarmouth
LISTING UPDATED: 12/30/2025 07:04 PM

Property Details for 299 Winslow Gray Road

StatusPending
MLS #22505845
Days on Market18
Taxes$2,951 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / Duplex
Year Built1970
Lot Size0.17 AC / 7,405 SF
CountyBarnstable County

Location

Listing Courtesy of Oceanside Realty Group, Nile A Morin
Add your commute

Building Information for 299 Winslow Gray Road

Stories3Residences-Year Built1970Building Size-Lot Size0.17 AC / 7,405 SF

Payment Calculator

$3,653 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,407

Property Taxes

$246

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 299 Winslow Gray Road

Summary
Location and General Information
  • Directions to Property: Buck island to Winslow Gray. Right on Winslow Gray, second house on the right.
  • Title Reference - Book: 34730
  • SqFt Source: Estimated
  • Location Description:North of Route 28: Yes
  • Region: Mid-Cape
  • County: Barnstable
  • City Postal ID: 02673
  • Street Number: 299
  • MLSAreaMajor: Yarmouth
Parking
  • Garage: No
Taxes and HOA Information
  • Tax Year: 2024
  • Annual Assoc Fee: $0
  • Annual Taxes: $2,951
Virtual Tour
  • Virtual Tour YN: No
Property
Lot Information
  • Zoning: R1
  • Tax ID: YARM M:0049 B:00089 L:0000
  • Lot Size Source: Field Card
  • Land Use: 104 - Residential, two family
  • Lot Size Square Feet: 7405
  • Sqft Total: 2580
  • Field Card SqFt: 1980
  • Additional Finished Space: 600
  • Lot Size Units: Acres
Property and Assessments
  • Total Assessment: $399,800
  • Land Assessments: $126,400
  • Building Assessments: $273,400
  • Other Assessments: $0
  • Renovated: No
  • Flood Ins Required: No
  • Lead Base Paint: Unknown
  • Year Round: Yes
  • Landlord Pays:Hot Water: Yes
  • Year Built Desc:Approximate: Yes
  • Property Type: Multi-Family
  • Property Subtypes: Duplex
  • Year Built Numeric: 1970
  • Construction Materials: Shingle
  • Property Type: Multi-Family
Utilities
  • Cooling: Other
  • Fuel Type:Natural Gas: Yes
  • Hot Water Source:Natural Gas: Yes
  • Sewer:Septic Tank: Title V Grade Level
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Exterior Features: Other
  • Private Dock: No
  • Roof Description: Pitched, Shingle
  • Siding Description:Shingle: Yes
  • Private Pool YN: No
Interior Features
  • Basement Description:Bulkhead Access: Yes
  • Basement Description:Full: Yes
  • Basement Description:Partial: Yes
  • Floors: Carpet
  • Heating: Natural Gas
  • Basement: Yes
  • Baths Per Level: Baths - Level 1: 1
  • Baths Per Level: Baths - Level 2: 1
  • Total Rooms: 10
  • Baths Total: 2
  • Baths Full: 2
  • Baths Half: 0
  • Bedrooms Total: 6
  • Total Floor Plans Count: 0
  • RoomsTotal: 10
  • Bathrooms Total (Decimal): 2.00
  • Bathrooms Total (Notational): 2.00
  • Cooling: Yes
  • Heating: Yes
  • Stories: 3
  • General Property Info:Stories: 3
Multi Family
Multi-Family Information
  • Number of Units: 2
Unit 1
  • Unit 1 Info:Bedrooms: 4
  • Unit 1 Info:Floor/Level: 23
  • Unit 1 Info:Full Baths: 1
  • Unit 1 Info:Lease Expires: Tenant at will
  • Unit 1 Info:Leased: Yes
  • Unit 1 Info:Monthly Rent: $2,400
  • Unit 1 Info:Rooms: 6
  • Unit 1 Floor LvlDes:Basement: Yes
  • Unit 1 Floor LvlDes:Second Floor: Yes
  • Unit 1 Floor LvlDes:Third Floor: Yes
  • Unit 1 Features:Gas Meter: Yes
  • Unit 1 Features:Hi-Speed Internet: Yes
  • Unit 1 Features:Refrigerator: Yes
  • Unit 1 Features:Washer Hook-up: Yes
  • Unit 1 Features:Water Heater: Yes
Unit 2
  • Unit 2 Info:Bedrooms: 2
  • Unit 2 Info:Floor/Level: 1
  • Unit 2 Info:Full Baths: 1
  • Unit 2 Info:Lease Expires: Tenant at will
  • Unit 2 Info:Leased: Yes
  • Unit 2 Info:Monthly Rent: $2,000
  • Unit 2 Info:Rooms: 4
  • Unit 2 Features:Dryer - Gas: Yes
  • Unit 2 Features:Hi-Speed Internet: Yes
  • Unit 2 Features:HU Cable: Yes
Rental
Rental Information
  • Owner Pays: Hot Water

Property History for 299 Winslow Gray Road

DateEvent & SourcePriceAppreciation
Dec 30, 2025

Under Agreement

Cape Cod & Islands Multiple Listing Service #22505845

—
Dec 12, 2025

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22505845

$699,000—
DateEvent & SourcePrice
12/30/2025

Under Agreement

Cape Cod & Islands Multiple Listing Service #22505845

—
12/12/2025

Listed (Active)

Cape Cod & Islands Multiple Listing Service #22505845

$699,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 299 Winslow Gray Road

This home is within Dennis-Yarmouth School District.
Rating
School
Type
Grades
Distance
Marguerite E Small Elementary School
Public - PK to 3
Dennis-Yarmouth Regional High School
Public - 8 to 12
Dennis-Yarmouth Middle School
Public - 6 to 7
Station Avenue Elementary School
Public - K to 3
Rating
School
Distance
Marguerite E Small Elementary School
PublicPK to 3

Dennis-Yarmouth Regional High School
Public8 to 12

Dennis-Yarmouth Middle School
Public6 to 7

Station Avenue Elementary School
PublicK to 3

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Oceanside Realty Group, Nile A Morin

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