14 WINSLOW DR
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(3)
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
14 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 more than 85% of homes in Barnstable County
- Bigger than 84% of homes in Barnstable County
- Has a bigger lot than 76% of homes in Barnstable County
- Older than 67% 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 66% 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 66% of homes nearby
Pricier than 44% of homes nearby
Bigger than 73% of homes nearby
Bigger than 47% of homes nearby
Newer than 33% of homes nearby
| Measure | This home | Orleans 02653 | Barnstable County |
|---|---|---|---|
| Estimated valuepricier than | $1,411,569 | 66% of homes | 85% of homes |
| Price per ft²pricier than | $558 | 44% of homes | 62% of homes |
| Living areabigger than | 2,531 ft² | 73% of homes | 84% of homes |
| Lot sizebigger than | 0.7 ac | 47% of homes | 76% of homes |
| Year builtnewer than | 1967 | 33% of homes | 33% of homes |
About 14 Winslow Dr
How much is 14 Winslow Dr, Orleans, MA worth?
The TopHap Estimate for 14 Winslow Dr, Orleans, MA is $1,411,569 as of Sep 24, 2026. The likely range is $1,285,782 to $1,537,356. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 14 Winslow Dr, Orleans, MA last sell?
14 Winslow Dr, Orleans, MA last sold on Jun 26, 2017 for $770,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 14 Winslow Dr, Orleans, MA?
14 Winslow Dr, Orleans, MA has 4 bedrooms, 4 bathrooms, 2,531 square feet of living space and a 0.70-acre lot.
When was 14 Winslow Dr, Orleans, MA built?
14 Winslow Dr, Orleans, MA was built in 1967, making it 59 years old. It is a colonial home. The building has 2 stories.
What schools serve 14 Winslow Dr, Orleans, MA?
14 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 14 Winslow Dr, Orleans, MA compare to other homes in Orleans 02653?
Among the 4,916 homes in Orleans 02653, it is worth more than 66% of them ($1,411,569 against a typical $1,093,375), its price per square foot is higher than 44% of them ($558 against a typical $583), it is bigger than 73% of them (2,531 ft² against a typical 1,914 ft²), its lot is bigger than 47% of them (0.7 ac against a typical 0.76 ac) and it is newer than 33% of them (1967 against a typical 1977). Measured against all of Barnstable County, it is worth more than 85% 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 14 Winslow Dr, Orleans, MA?
The 2025 property tax bill for 14 Winslow Dr, Orleans, MA was $8,116. The county assessed it at $1,300,700.
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
- 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
- 53 Winslow Dr$687K3 bd · 2.5 ba · 1,382 ft² · Sold $395K · Apr 2015
- 40 Winslow Dr$1.2M3 bd · 3.5 ba · 2,429 ft² · Sold $505K · Jul 2014
Closest homes
- 18 Winslow Dr$1.2M106 ft · 3 bd · 2 ba · 2,250 ft² · Sold $270K · May 1998
- 10 Winslow Dr$1.3M141 ft · 4 bd · 2.5 ba · 2,368 ft² · Sold Aug 2010
- 22 Winslow Dr$2.2M217 ft · 5 bd · 3 ba · 4,091 ft² · Sold Jan 1900
- 17 Winslow Dr$1.1M312 ft · 3 bd · 2.5 ba · 2,477 ft² · Sold $369K · Dec 2009
- 8 Winslow Dr$2.2M302 ft · 4 bd · 4 ba · 3,814 ft² · Sold $1.2M · Sep 2015
- 7 Winslow Dr$1.1M263 ft · 4 bd · 3.5 ba · 2,760 ft² · Sold $585K · Aug 2017
- 21 Winslow Dr$837K367 ft · 3 bd · 2 ba · 1,632 ft² · Sold $175K · Nov 1992
- 13 Winslow Dr$1.1M293 ft · 3 bd · 3 ba · 2,539 ft² · Sold $485K · May 2002
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
Explore the area
See this home in context
Open 14 Winslow Dr on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map