66 WINDING WAY
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(8)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Plymouth School District
Neighborhood · ZIP 02360These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
66 Winding Way measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Older than 72% of homes in Plymouth 02360
What homes are worth in Plymouth 02360
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 56% of homes in Plymouth 02360.
How it measures up in Plymouth 02360
The dot is this home. The mark in the middle is the typical home in Plymouth 02360.
Pricier than 56% of homes nearby
Pricier than 56% of homes nearby
Bigger than 51% of homes nearby
Bigger than 46% of homes nearby
Newer than 28% of homes nearby
| Measure | This home | Plymouth 02360 | Plymouth County |
|---|---|---|---|
| Estimated valuepricier than | $685,297 | 56% of homes | 57% of homes |
| Price per ft²pricier than | $381 | 56% of homes | 48% of homes |
| Living areabigger than | 1,801 ft² | 51% of homes | 54% of homes |
| Lot sizebigger than | 0.4 ac | 46% of homes | 44% of homes |
| Year builtnewer than | 1965 | 28% of homes | 45% of homes |
About 66 Winding Way
How much is 66 Winding Way, Plymouth, MA worth?
The TopHap Estimate for 66 Winding Way, Plymouth, MA is $685,297 as of Sep 24, 2026. The likely range is $634,694 to $735,900. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 66 Winding Way, Plymouth, MA last sell?
66 Winding Way, Plymouth, MA last sold on Nov 30, 1998 for $176,500, according to the county's recorded deed.
How big is 66 Winding Way, Plymouth, MA?
66 Winding Way, Plymouth, MA has 1 bedrooms, 2 bathrooms, 1,801 square feet of living space and a 0.40-acre lot.
When was 66 Winding Way, Plymouth, MA built?
66 Winding Way, Plymouth, MA was built in 1965, making it 61 years old. It is a contemporary home. The building has 2 stories.
What schools serve 66 Winding Way, Plymouth, MA?
66 Winding Way, Plymouth, MA is assigned to Plymouth North High School (high), rated C-; Nathaniel Morton Elementary School (elementary), rated B; Plymouth Commun Intermediate School (middle), rated C. All sit in Plymouth School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 66 Winding Way, Plymouth, MA compare to other homes in Plymouth 02360?
Among the 25,202 homes in Plymouth 02360, it is worth more than 56% of them ($685,297 against a typical $656,294), its price per square foot is higher than 56% of them ($381 against a typical $370), it is bigger than 51% of them (1,801 ft² against a typical 1,792 ft²), its lot is bigger than 46% of them (0.4 ac against a typical 0.46 ac) and it is newer than 28% of them (1965 against a typical 1982). Measured against all of Plymouth County, it is worth more than 57% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 66 Winding Way, Plymouth, MA?
The 2025 property tax bill for 66 Winding Way, Plymouth, MA was $6,497. The county assessed it at $512,000.
More homes on Winding Way
- 24 Winding Way$920K3 bd · 3 ba · 3,314 ft² · Sold $910K · Sep 2026
- 11 Winding Way$967K5 bd · 3.5 ba · 3,470 ft² · Sold $963K · Aug 2026
- 32 Winding Way$551K4 bd · 2.5 ba · 3,702 ft² · Sold $500K · Dec 2024
- 70 Winding Way$948K3 bd · 3.5 ba · 2,647 ft² · Sold $825K · Sep 2023
- 28 Winding Way$1.3M5 bd · 3.5 ba · 4,199 ft² · Sold $983K · Jun 2023
- 48 Winding Way$994K4 bd · 3.5 ba · 3,182 ft² · Sold $870K · Mar 2022
- 84 Winding Way$1.2M3 bd · 3.5 ba · 3,843 ft² · Sold $820K · Aug 2021
- 54 Winding Way$863K4 bd · 2.5 ba · 2,240 ft² · Sold $585K · Sep 2020
- 2 Winding Way$885K3 bd · 2.5 ba · 2,116 ft² · Sold $528K · Jun 2020
- 18 Winding Way$995K5 bd · 4.5 ba · 3,517 ft² · Sold $595K · Aug 2019
- 107 Winding Way$990K4 bd · 5 ba · 2,663 ft² · Sold $525K · Nov 2018
- 55 Winding Way$897K4 bd · 3 ba · 2,752 ft² · Sold $530K · Jun 2018
Closest homes
- 62 Winding Way$1.2M155 ft · 4 bd · 3.5 ba · 3,464 ft² · Sold $556K · Nov 2015
- 15 Sunrise Ave$690K129 ft · 3 bd · 1.5 ba · 1,901 ft² · Sold $285K · Oct 2018
- 70 Winding Way$948K172 ft · 3 bd · 3.5 ba · 2,647 ft² · Sold $825K · Sep 2023
- 17 Sunrise Ave$662K184 ft · 3 bd · 2.5 ba · 1,958 ft² · Sold $650K · May 2026
- 11 Sunrise Ave$615K170 ft · 3 bd · 1.5 ba · 1,600 ft² · Sold $499K · Jun 2021
- 67 Winding Way$927K209 ft · 4 bd · 2.5 ba · 2,624 ft² · Sold Jan 1900
- 19 Sunrise Ave$640K322 ft · 3 bd · 2 ba · 2,106 ft² · Sold $379K · Oct 2019
- 91 Warren Ave$1.1M345 ft · 3 bd · 3 ba · 3,584 ft² · Sold $540K · Dec 2014
More homes in Plymouth 02360
- 11 Highland Ter$1.2M2 bd · 3 ba · 3,008 ft² · Sold $1.2M · Sep 2026
- 46 Sandwich Rd1 ba · 30,376 ft² · Sold $1.2M · Sep 2026
- 50 Nightingale Rd$530K1 bd · 2 ba · 1,070 ft² · Sold $512K · Sep 2026
- 12 Cutter Dr$600K2 bd · 2 ba · 1,344 ft² · Sold $620K · Sep 2026
- 7 Bridge Gate$1.4M3 bd · 2.5 ba · 3,035 ft² · Sold $1.4M · Sep 2026
- 681 State Rd$225K2 bd · 1 ba · 776 ft² · Sold $215K · Sep 2026
- 48 Liberty St$597K3 bd · 1.5 ba · 1,556 ft² · Sold $600K · Sep 2026
- 31 Clearwater Dr$550K3 bd · 2 ba · 1,036 ft² · Sold $550K · Sep 2026
- 74 Raymond Rd$622K3 bd · 2.5 ba · 1,560 ft² · Sold $465K · Sep 2026
- 353 Carver Rd$480K3 bd · 1.5 ba · 1,664 ft² · Sold $550K · Sep 2026
- 1112 Long Pond Rd0.15 ac · Sold $475K · Sep 2026
- 35 Raymond Rd$900K4 bd · 3 ba · 4,307 ft² · Sold $890K · Sep 2026
Assigned schools
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