67 Winslow Dr, Orleans, MA 02653
OFF MARKET

67 Winslow Dr
Orleans, MA 02653

  • 4 Beds
  • 3 Baths
  • 2,540 sqft (on 0.48 acres)

$1,104,900

Trulia Estimate
as of May 5, 2026
Est. Refi. Payment $6,011/mo*

$1,104,900

Trulia Estimate
as of May 5, 2026
Est. Refi. Payment $6,011/mo*
4 Beds
3 Baths
2,540 sqft
(on 0.48 acres)

Homes for sale near 67 Winslow Dr

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Apartments for Rent

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Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This multi-family home is located at 67 Winslow Dr, Orleans, MA. 67 Winslow Dr is in Orleans, MA and in ZIP code 02653. This property has 4 bedrooms, 3 bathrooms and approximately 2,540 sqft of floor space. This property has a lot size of 0.48 acres and was built in 1972.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 67 Winslow Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972Year Updated: 1987
Property Type / Style
Property Type: Multi FamilyArchitecture: Cape Cod

Community

Units in Building: 2

Lot Information

Lot Area: 0.48 acres

Price History for 67 Winslow Dr

DatePriceEventSource
07/23/1999$296,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$6,011
Assessment$963,300
Home facts updated by county records

Comparable Sales for 67 Winslow Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4.67
Multi-Family Home
$3,400,000
12/30/25
5
5.5
7,396
5.48
Multi-Family Home
$565,000
09/30/25
4
2
1,351
4.28
Multi-Family Home
$3,950,000
02/12/26
20
7.5
6,217
6.80
Multi-Family Home
$612,000
07/14/25
4
2
1,536
6.61
Multi-Family Home
$1,550,000
04/01/26
9
8.5
4,503
6.63
Multi-Family Home
$1,550,000
04/01/26
9
8.5
4,503

Assigned Schools

These are the assigned schools for 67 Winslow Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Orleans

At least 30 Trulia users voted on each feature.
  • 94 % Say parking is easy

  • 93 % Say yards are well-kept

  • 88 % Say there's wildlife

  • 86 % Say it's dog friendly

  • 85 % Say people would walk alone at night

  • 84 % Say it's quiet

  • 83 % Say car is needed

  • 70 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 64 % Say neighbors are friendly

  • 53 % Say there are community events

  • 43 % Say it's walkable to restaurants

  • 37 % Say kids play outside

  • 32 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

  • 22 % Say there are sidewalks

Learn more about our methodology.
  • Deanna Johnson
    "None People are very unfriendly and selfish. Very little kindness shown in this town. Speaking is not enforced in Orleans. Many people have been hit on bicycles including myself. This town is more business oriented than people oriented. Overall very unfriendly compared to nearby towns"
  • Gladda07
    "Not too bad, there are good traffic days and there are not so good days.It all depends on the season.Fall/Winter its not bad. Spring /Summer time its a nightmare. Lots of out of towners come visit so it is a bit congested. "
  • Maria L.
    "Very dog-friendly! And what dogs don't love the Cape? Water, beaches, squirrels & bunnies to chase...It's dog heaven!"
  • Jessicalennox
    "A lot of residents are not here year round. People are genuine and friendly but in the off season there aren’t as many"
  • Ib4alljm
    "You must have access to personal transportation if you want to go farther than a mile or two in your day to day life. However this is a lovely area if you want to walk to the post office or to Friends Marketplace, or just across the street to the bank or Corner Store Burrito bar."
  • Robert C.
    "We have a very active Nauset Heights Association, with both an annual meeting and a business meeting, a summer sand sculpture event, a tennis tournament and a golf tournament. There is also our annual lawn party, at which most of the 200 members Appear. Finally, we do a community cleanup both once in the spring and once in the fall."
  • Robert C.
    "We have owned here 27 years, and lived here full-time for the past 10 years. The neighborhood is unique because it is low density, has homes of character, is quiet and for most of us is a five minute walk to the Atlantic Ocean. And most of us see it from our windows, and hear it almost always. Is that good or what?"
  • Ryan
    "There are a lot of elderly and also expensive summer homes, so you have a TON of tax revenue going to the schools, but not too many students..."
  • Judy B.
    "Police Block party, concerts, shopping,ice skating rink, Nauset Beach, Baseball games, Christmas Stroll, Halloween walk"
  • nauset
    "This is beach town with a ton of elderly so you have a HUGE tax base with a lot of money going to schools with very few kids. The schools are terrific as a result. Plus, kids can play outside, and out “back yard” is Cape Cod National Seashore. Not bad. Don’t tell anyone!! "
  • nauset
    "Neighborhood with year round residents in a beach town with a lot of seasonal people. Plus, we’re basically in a National Park. There are little stores and food available in East Orleans. ~3 miles to Nauset Beach. Year round on Cape Cod has turned out better than we could have hoped for. "
  • Shelly E.
    "It has both ocean cost line and bay coastline. The schools are amazing. Access to the off road beach area for residence only. "
  • Madison S.
    "You should put things like 'ocean views', beach access, deeded rights, when figuring values. Stated values never seem to reflect such precious commodities, which are such a plus in these areas, in fact, one of the whole reasons people live here. "
  • Brianhopkins a.
    "short walk to for coffee/grocery/dinning bike to bay or on trail"

LGBTQ Local Legal Protections

Homes for rent near 67 Winslow Dr

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Off Market Homes Near 67 Winslow Dr

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67 Winslow Dr, Orleans, MA 02653 is a 4 bedroom, 3 bathroom, 2,540 sqft multi-family built in 1972. This property is not currently available for sale. 67 Winslow Dr was last sold on Jul 23, 1999 for $296,000. The current Trulia Estimate for 67 Winslow Dr is $1,104,900.