59 WINSLOW DR
Valuation
Tax & Assessment
Property Facts
Transaction History(11)
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: Orleans School District
Neighborhood · ZIP 02653These 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
59 Winslow Dr 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.
- Worth less than 72% of homes in Orleans 02653
- Costs less per square foot than 76% of homes in Orleans 02653
- Has a smaller lot than 79% of homes in Orleans 02653
What homes are worth in Orleans 02653
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 28% of homes in Orleans 02653.
How it measures up in Orleans 02653
The dot is this home. The mark in the middle is the typical home in Orleans 02653.
Pricier than 28% of homes nearby
Pricier than 24% of homes nearby
Bigger than 39% of homes nearby
Bigger than 21% of homes nearby
Newer than 37% of homes nearby
| Measure | This home | Orleans 02653 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $763,828 | 28% of homes | 52% of homes |
| Price per ft²pricier than | $465 | 24% of homes | 40% of homes |
| Living areabigger than | 1,642 ft² | 39% of homes | 54% of homes |
| Lot sizebigger than | 0.49 ac | 21% of homes | 60% of homes |
| Year builtnewer than | 1970 | 37% of homes | 38% of homes |
About 59 Winslow Dr
How much is 59 Winslow Dr, Orleans, MA worth?
The TopHap Estimate for 59 Winslow Dr, Orleans, MA is $763,828 as of Oct 21, 2026. The likely range is $679,683 to $847,973. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 59 Winslow Dr, Orleans, MA last sell?
59 Winslow Dr, Orleans, MA last sold on Jun 11, 2010 for $405,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 59 Winslow Dr, Orleans, MA?
59 Winslow Dr, Orleans, MA has 3 bedrooms, 2.5 bathrooms, 1,642 square feet of living space and a 0.49-acre lot.
When was 59 Winslow Dr, Orleans, MA built?
59 Winslow Dr, Orleans, MA was built in 1970, making it 56 years old. It is a colonial home. The building has 2 stories.
What schools serve 59 Winslow Dr, Orleans, MA?
59 Winslow Dr, Orleans, MA is assigned to Orleans Elementary School (elementary), rated A; Nauset Regional Middle School (middle), rated B-; Nauset Regional High School (high), rated B-. All sit in Orleans School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 59 Winslow Dr, Orleans, MA compare to other homes in Orleans 02653?
Among the 4,916 homes in Orleans 02653, it is worth more than 28% of them ($763,828 against a typical $1,089,881), its price per square foot is higher than 24% of them ($465 against a typical $583), it is bigger than 39% of them (1,642 ft² against a typical 1,924 ft²), its lot is bigger than 21% of them (0.49 ac against a typical 0.75 ac) and it is newer than 37% of them (1970 against a typical 1977). Measured against all of Barnstable County, it is worth more than 52% 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 59 Winslow Dr, Orleans, MA?
The 2025 property tax bill for 59 Winslow Dr, Orleans, MA was $4,201. The county assessed it at $673,200.
More homes on Winslow Dr
- 49 Winslow Dr$885K4 bd · 3 ba · 2,026 ft² · Sold $615K · Jan 2021
- 50 Winslow Dr$951K3 bd · 3 ba · 1,876 ft² · Sold $650K · Sep 2020
- 57 Winslow Dr$876K3 bd · 2.5 ba · 1,728 ft² · Sold $523K · Jul 2020
- 1 Winslow Dr$1.1M4 bd · 2.5 ba · 2,471 ft² · Sold $578K · Mar 2020
- 7 Winslow Dr$1.1M4 bd · 3.5 ba · 2,760 ft² · Sold $585K · Aug 2017
- 14 Winslow Dr$1.3M4 bd · 4 ba · 2,531 ft² · Sold $770K · Jun 2017
- 58 Winslow Dr$1.4M4 bd · 5 ba · 2,918 ft² · Sold $890K · Feb 2017
- 64 Winslow Dr$2M3 bd · 3 ba · 3,320 ft² · Sold $567K · Jan 2017
- 67 Winslow Dr4 bd · 3 ba · 2,540 ft² · Sold $173K · May 2016
- 8 Winslow Dr$2.2M4 bd · 4 ba · 3,814 ft² · Sold $1.2M · Sep 2015
- 34 Winslow Dr$1.1M4 bd · 2.5 ba · 2,432 ft² · Sold $485K · Aug 2015
- 53 Winslow Dr$682K3 bd · 2.5 ba · 1,382 ft² · Sold $395K · Apr 2015
Closest homes
- 57 Winslow Dr$876K149 ft · 3 bd · 2.5 ba · 1,728 ft² · Sold $523K · Jul 2020
- 63 Winslow Dr$1.1M156 ft · 4 bd · 4.5 ba · 2,806 ft² · Sold $270K · Oct 1997
- 145 Harwich Rd$585K142 ft · 2 bd · 1 ba · 1,200 ft² · Sold Aug 2016
- 141 Harwich Rd$622K204 ft · 3 bd · 2 ba · 1,152 ft² · Sold $305K · Apr 2003
- 58 Winslow Dr$1.4M202 ft · 4 bd · 5 ba · 2,918 ft² · Sold $890K · Feb 2017
- 147 Harwich Rd$735K205 ft · 3 bd · 1 ba · 1,310 ft² · Sold $280K · Mar 2014
- 54 Winslow Dr$1.1M255 ft · 3 bd · 3 ba · 1,780 ft² · Sold $580K · Jun 2012
- 53 Winslow Dr$682K308 ft · 3 bd · 2.5 ba · 1,382 ft² · Sold $395K · Apr 2015
More homes in Orleans 02653
- 4 Baywood Dr$740K3 bd · 3 ba · 1,346 ft² · Sold $750K · Oct 2026
- 43 Namskaket Rd$555K2 bd · 1 ba · 962 ft² · Sold $555K · Oct 2026
- 152 Namequoit Rd$1.8M3 bd · 2.5 ba · 1,761 ft² · Sold $1.7M · Oct 2026
- 507 S Orleans Rd$1000K3 bd · 2 ba · 1,436 ft² · Sold $985K · Oct 2026
- 63 Kescayoganset Rd3 bd · 2 ba · 1,102 ft² · Sold $4.4M · Oct 2026
- 24 Portanimicut Rd0.92 ac · Sold $3.1M · Oct 2026
- 26 Portanimicut Rd$1.1M5 bd · 3 ba · 2,454 ft² · Sold $3.1M · Oct 2026
- 96 Briar Spring Rd0.77 ac · Sold $2.1M · Oct 2026
- 20 Freedom Trl$643K2 bd · 2.5 ba · 1,780 ft² · Sold $685K · Oct 2026
- 17 Kings Way$725K3 bd · 2 ba · 1,040 ft² · Sold $675K · Oct 2026
- 38 Shorewood Dr$849K3 bd · 3 ba · 1,908 ft² · Sold $825K · Oct 2026
- 38 Clayton Cir$634K2 bd · 2 ba · 1,436 ft² · Sold $700K · Sep 2026
Assigned schools
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