53 WINSLOW DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(7)
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
53 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 79% of homes in Orleans 02653
- Costs less per square foot than 71% of homes in Orleans 02653
- Smaller than 73% of homes in Orleans 02653
- Has a bigger lot than 77% of homes in Barnstable County
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 21% 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 21% of homes nearby
Pricier than 29% of homes nearby
Bigger than 27% of homes nearby
Bigger than 50% of homes nearby
Newer than 41% of homes nearby
| Measure | This home | Orleans 02653 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $687,228 | 21% of homes | 42% of homes |
| Price per ft²pricier than | $497 | 29% of homes | 48% of homes |
| Living areabigger than | 1,382 ft² | 27% of homes | 39% of homes |
| Lot sizebigger than | 0.75 ac | 50% of homes | 77% of homes |
| Year builtnewer than | 1971 | 41% of homes | 40% of homes |
About 53 Winslow Dr
How much is 53 Winslow Dr, Orleans, MA worth?
The TopHap Estimate for 53 Winslow Dr, Orleans, MA is $687,228 as of Sep 24, 2026. The likely range is $633,242 to $741,214. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 53 Winslow Dr, Orleans, MA last sell?
53 Winslow Dr, Orleans, MA last sold on Apr 30, 2015 for $395,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 53 Winslow Dr, Orleans, MA?
53 Winslow Dr, Orleans, MA has 3 bedrooms, 2.5 bathrooms, 1,382 square feet of living space and a 0.75-acre lot.
When was 53 Winslow Dr, Orleans, MA built?
53 Winslow Dr, Orleans, MA was built in 1971, making it 55 years old. It is a cape cod home. The building has 2 stories.
What schools serve 53 Winslow Dr, Orleans, MA?
53 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 53 Winslow Dr, Orleans, MA compare to other homes in Orleans 02653?
Among the 4,916 homes in Orleans 02653, it is worth more than 21% of them ($687,228 against a typical $1,093,375), its price per square foot is higher than 29% of them ($497 against a typical $583), it is bigger than 27% of them (1,382 ft² against a typical 1,914 ft²), its lot is bigger than 50% of them (0.75 ac against a typical 0.76 ac) and it is newer than 41% of them (1971 against a typical 1977). Measured against all of Barnstable County, it is worth more than 42% 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 53 Winslow Dr, Orleans, MA?
The 2025 property tax bill for 53 Winslow Dr, Orleans, MA was $4,150. The county assessed it at $665,000.
More homes on Winslow Dr
- 49 Winslow Dr$911K4 bd · 3 ba · 2,026 ft² · Sold $615K · Jan 2021
- 50 Winslow Dr$1.1M3 bd · 3 ba · 1,876 ft² · Sold $650K · Sep 2020
- 57 Winslow Dr$828K3 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$1.4M4 bd · 4 ba · 2,531 ft² · Sold $770K · Jun 2017
- 58 Winslow Dr$1.5M4 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
- 40 Winslow Dr$1.2M3 bd · 3.5 ba · 2,429 ft² · Sold $505K · Jul 2014
Closest homes
- 49 Winslow Dr$911K160 ft · 4 bd · 3 ba · 2,026 ft² · Sold $615K · Jan 2021
- 57 Winslow Dr$828K160 ft · 3 bd · 2.5 ba · 1,728 ft² · Sold $523K · Jul 2020
- 151 Harwich Rd$701K181 ft · 4 bd · 3.5 ba · 1,584 ft² · Sold $562K · May 2022
- 147 Harwich Rd$673K239 ft · 3 bd · 1 ba · 1,310 ft² · Sold $280K · Mar 2014
- 155 Harwich Rd$656K212 ft · 3 bd · 2.5 ba · 1,248 ft² · Sold $86K · Aug 1993
- 59 Winslow Dr$727K308 ft · 3 bd · 2.5 ba · 1,642 ft² · Sold $405K · Jun 2010
- 50 Winslow Dr$1.1M257 ft · 3 bd · 3 ba · 1,876 ft² · Sold $650K · Sep 2020
- 4 Tar Kiln Rd$599K275 ft · 2 bd · 2 ba · 1,020 ft² · Sold $170K · Jun 2001
More homes in Orleans 02653
- 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$662K2 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$667K2 bd · 2 ba · 1,436 ft² · Sold $700K · Sep 2026
- 69 Champlain Rd$1.3M4 bd · 1 ba · 1,340 ft² · Sold $600K · Sep 2026
- 64 Tar Kiln Rd$1.4M3 bd · 2 ba · 1,290 ft² · Sold $1.4M · Sep 2026
- 30 Captain Linnell Rd$725K3 bd · 2 ba · 1,106 ft² · Sold $826K · Sep 2026
- 58 Old Colony Way$425K2 bd · 2 ba · 1,300 ft² · Sold $415K · Sep 2026
- 136 Monument Rd$2.3M4 bd · 3 ba · 2,445 ft² · Sold $2.3M · Sep 2026
Assigned schools
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