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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
Buck Island, right on Winslow Gray, second house on the right.
Source: School Digger
Ezra H Baker Elementary School
Public • PK - 3 • Serves this home
Distance
Public • 6 - 7 • Serves this home
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Dennis Yarmouth Regional High School
Public • 8 - 12 • Serves this home
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Ezra H Baker Elementary School
Public • PK - 3 • Serves this home
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Public • 6 - 7 • Serves this home
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Marguerite E Small Elementary School
Public • 4 - 5
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Nathaniel H Wixon Innovation School
Public • 4 - 5
Distance
Dennis Yarmouth Regional High School
Public • 8 - 12 • Serves this home
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Public • 9 - 12
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Private • PK - 12
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Private • 09 - 12
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Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 28 CIRCUIT Road W | 2 | 1 | Oct 25, 2025 | $339,000 | Dec 15, 2025 | - |
| 261 Winslow Gray Road | Listing | 2 | 1 | Oct 25, 2025 | $339,000 | Jul 15, 2024 | $315,300 |
| 37 Wedgemere Road | 2 | 1 | Oct 25, 2025 | $299,000 | Dec 15, 2025 | - |
| 9 Wedgemere Road | Listing | 2 | 1 | Oct 25, 2025 | $375,000 | Feb 11, 2022 | $398,600 |
| 50 Lake Road | Listing | 3 | 2 | Oct 24, 2025 | $319,900 | Nov 12, 2021 | $330,200 |
| 49 Swan Lake Road | Listing | 2 | 1 | Oct 25, 2025 | $335,000 | Nov 12, 2021 | $331,900 |
| 51 Circuit Road N | 2 | 1 | Oct 25, 2025 | $329,000 | Dec 15, 2025 | - |
| 44 Circuit Road N | 2 | 1 | Oct 25, 2025 | $389,900 | Dec 15, 2025 | - |
| 32 Lake Road | Listing | 2 | 1 | Oct 25, 2025 | $389,000 | Dec 26, 2023 | $454,249 |
| 20 ROBIN Road | Listing | 2 | 1 | Oct 24, 2025 | $433,000 | Jan 15, 2021 | $296,800 |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 7,671 | 7,671 | 224,793 | 335,858,263 |
| Population Density | 828 | 828 | 571 | 95 |
| People per Household | 2.2 | 2.2 | 2.2 | 2.6 |
| Median Age | 47.4 | 47.4 | 52.5 | 39.1 |
| Median Income | $66,044 | $66,044 | $78,548 | $66,222 |
| Average Income | $36,677 | $36,677 | $47,040 | $35,475 |
| Cost of Living Index | 96 | 96 | 101 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 21.2°F | 21.2°F | 21.2°F | 22.6°F |
| July Avg. High Temp | 77.8°F | 77.8°F | 77.8°F | 86.2°F |
| Annual Precipitation | 43.03" | 43.03" | 43.03" | 38" |
20/100
Walk Score ®
28/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 19/100, Transit Score: 1/100, Bike Score: 33/100.
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3 bds • 3 ba • 1,903 sqft
2 Ocean Spray Lane, West Yarmouth, MA 02673
4 bds • 2 ba • 1,716 sqft
14 School House Road, Dennis, MA 02670
4 bds • 2 ba • 1,836 sqft
23 Doric Avenue, West Dennis, MA 02670
4 bds • 2 ba • 2,028 sqft
72 Grove Street, Hyannis, MA 02601
2 bds • 3 ba • 1,684 sqft
287 Ocean Street 2 BLDG C, Hyannis, MA 02601
2 bds • 3 ba • 1,684 sqft
287 Ocean Street C-2, Barnstable, MA 02601
2 bds • 3 ba • 2,142 sqft
50 John Hall Cartway 50, Yarmouth, MA 02675
2 bds • 3 ba • 2,142 sqft
50 John Hall Cartway, Yarmouth Port, MA 02675
3 bds • 3 ba • 1,864 sqft
294 Salt Rock Road, Barnstable, MA 02630
3 bds • 3 ba • 1,864 sqft
294 Salt Rock Road, Barnstable, MA 02630
3 bds • 3 ba • 1,872 sqft
9 Country Lane, Dennis, MA 02639
3 bds • 3 ba • 1,872 sqft
9 Country Lane, Dennis Port, MA 02639
4 bds • 3 ba • 2,177 sqft
58 Loomis Lane, Centerville, MA 02632
5 bds • 3 ba • 2,177 sqft
58 Loomis Lane, Barnstable, MA 02632
0 bds • 0 ba • 1,736 sqft
628 Craigville Beach Road, Centerville, MA 02632
0 bds • 0 ba • 1,858 sqft
627 S Main Street, Centerville, MA 02632
0 bds • 1 ba • 1,858 sqft
627 S Main, Barnstable, MA 02632
0 bds • 1 ba • 1,858 sqft
627 S Main Street, Centerville, MA 02632
4 bds • 2 ba • 1,816 sqft
159 Pleasant Lake Ave, Harwich, MA 02645
6 bds • 2 ba • 2580 sqft
299 Winslow Gray Road
3 bds • 7 ba • 1952 sqft
33 Lake Rd
3 bds • 1 ba • 1952 sqft
33 Lake Road
3 bds • 2 ba • 2500 sqft
11 Bob-O-Link Lane
3 bds • 3 ba • 1903 sqft
2 Ocean Spray Lane
3 bds • 2 ba • 1504 sqft
2 Candlewood Lane
3 bds • 2 ba • 1504 sqft
2 Candlewood Ln
2 bds • 1 ba • 1149 sqft
48 Captain Dore Road
2 bds • 2 ba • 940 sqft
35 Captain Percival Rd
2 bds • 2 ba • 940 sqft
35 Captain Percival Road
3 bds • 2 ba • 1394 sqft
17 South St
3 bds • 2 ba • 1394 sqft
17 South Street
2 bds • 1 ba • 1070 sqft
55 Pawkannawkut Drive
2 bds • 1 ba • 1020 sqft
55 Pawkannawkut Drive
3 bds • 2 ba • 1264 sqft
21 Hazelmoor Rd
3 bds • 2 ba • 2110 sqft
16 Yacht Avenue
3 bds • 2 ba • 1287 sqft
29 Lumberjack Trail
3 bds • 2 ba • 1287 sqft
29 Lumberjack Tr
2 bds • 3 ba • 1510 sqft
59 Main Street UNIT 19-2
Source: Realty.com
299 301 Winslow Gray Rd, Yarmouth, MA 02673 is a Multi Family, Residential Income property listed for $699,000 The property is 1980 sq. ft with 6 bedrooms and 2 bathrooms
Realty.com has 18 photos of 299 301 Winslow Gray Rd.
Our records indicate that 299 301 Winslow Gray Rd was built in 1970.
The full address for this home is 299 301 Winslow Gray Rd, Yarmouth, MA 02673.
299 301 Winslow Gray Rd has been listed on Realty.com since Fri December 12, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 19/100, Transit Score: 1/100, Bike Score: 33/100.
There are 3 schools assigned to this home. Check out the schools near 299 301 Winslow Gray Rd. Ezra H Baker Elementary School (Grades: PK - 3), Mattacheese Middle School (Grades: 6 - 7), Dennis Yarmouth Regional High School (Grades: 8 - 12)
Listing provided courtesy of:
Oceanside Realty Group, Inc.
(tel: 5087753333)
Listing agent:
Nile Morin
(#CT001617)
This content last refreshed on 2025-12-15 22:56:32. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 299 301 Winslow Gray Rd, Yarmouth, MA 02673 : MLS# 73461859