55 WINDSOR DR
Valuation
Tax & Assessment
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: Edgartown School District
Neighborhood · ZIP 02539These 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
55 Windsor 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.
- Smaller than 65% of homes in Edgartown 02539
How it measures up in Edgartown 02539
The dot is this home. The mark in the middle is the typical home in Edgartown 02539.
Bigger than 35% of homes nearby
Bigger than 39% of homes nearby
Newer than 49% of homes nearby
| Measure | This home | Edgartown 02539 | Dukes County |
|---|---|---|---|
| Living areabigger than | 1,568 ft² | 35% of homes | 40% of homes |
| Lot sizebigger than | 0.5 ac | 39% of homes | 42% of homes |
| Year builtnewer than | 1985 | 49% of homes | 54% of homes |
About 55 Windsor Dr
When did 55 Windsor Dr, Edgartown, MA last sell?
55 Windsor Dr, Edgartown, MA last sold on Jul 31, 2023 for $1,100,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 55 Windsor Dr, Edgartown, MA?
55 Windsor Dr, Edgartown, MA has 3 bedrooms, 2 bathrooms, 1,568 square feet of living space and a 0.50-acre lot.
When was 55 Windsor Dr, Edgartown, MA built?
55 Windsor Dr, Edgartown, MA was built in 1985, making it 41 years old. It is a ranch home. The building has 1 story.
What schools serve 55 Windsor Dr, Edgartown, MA?
55 Windsor Dr, Edgartown, MA is assigned to Martha's Vineyard Regional High School (high), rated B-; Edgartown Elementary School (elementary), rated A-. All sit in Edgartown School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 55 Windsor Dr, Edgartown, MA compare to other homes in Edgartown 02539?
Among the 4,634 homes in Edgartown 02539, it is bigger than 35% of them (1,568 ft² against a typical 1,863 ft²), its lot is bigger than 39% of them (0.5 ac against a typical 0.53 ac) and it is newer than 49% of them (1985 against a typical 1986). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 55 Windsor Dr, Edgartown, MA?
The 2025 property tax bill for 55 Windsor Dr, Edgartown, MA was $3,369. The county assessed it at $1,271,300.
More homes on Windsor Dr
- 72 Windsor Dr0.55 ac · Sold $701K · May 2025
- 46 Windsor Dr$1.4M3 bd · 2 ba · 1,520 ft² · Sold $1.2M · May 2024
- 5 Windsor Dr$1.1M3 bd · 2 ba · 1,038 ft² · Sold $960K · Mar 2023
- 69 Windsor Dr$1.4M2 bd · 2 ba · 1,365 ft² · Sold $1.2M · Oct 2022
- 27 Windsor Dr$1.3M3 bd · 2.5 ba · 1,224 ft² · Sold $580K · Sep 2020
- 73 Windsor Dr$1.5M4 bd · 2.5 ba · 2,240 ft² · Sold $785K · Sep 2019
- 21 Windsor Dr$1.4M4 bd · 2 ba · 1,468 ft² · Sold $679K · Apr 2017
- 23 Windsor Dr$1.7M3 bd · 3 ba · 2,392 ft² · Sold $725K · Oct 2016
- 42 Windsor Dr$1.3M2 bd · 2 ba · 1,565 ft² · Sold $525K · May 2016
- 2 Windsor Dr$1.4M4 bd · 2 ba · 1,828 ft² · Sold $554K · Jun 2015
- 62 Windsor Dr$1.5M4 bd · 3.5 ba · 1,184 ft² · Sold $550K · Feb 2013
- 47 Windsor Dr$1M3 bd · 3 ba · 1,440 ft² · Sold $530K · Jun 2010
Closest homes
- 59 Windsor Dr$1.1M114 ft · 3 bd · 2 ba · 1,363 ft² · Sold $18K · Aug 1982
- 2 Thames Ct137 ft · 0.53 ac
- 7 Thames Ct$988K196 ft · 3 bd · 2 ba · 1,062 ft² · Sold $533K · Nov 2004
- 58 Windsor Dr$1.8M207 ft · 3 bd · 3 ba · 2,309 ft²
- 5 Thames Ct$1.7M226 ft · 4 bd · 2 ba · 2,184 ft² · Sold $215K · Apr 1988
- 56 Windsor Dr$1.3M225 ft · 3 bd · 2 ba · 1,542 ft² · Sold Feb 1998
- 60 Windsor Dr$1.5M257 ft · 3 bd · 2 ba · 1,666 ft² · Sold $34K · Mar 1993
- 1 Thames Ct$2M319 ft · 3 bd · 3 ba · 3,270 ft² · Sold $1.9M · Aug 2025
More homes in Edgartown 02539
- 9 Plains Ct$2.4M3 bd · 2.5 ba · 1,928 ft² · Sold $2.1M · Sep 2026
- 7 Marthas Way$4.8M2 bd · 1 ba · 912 ft² · Sold $4.5M · Sep 2026
- 23 Pinehurst Rd0.42 ac · Sold $4.7M · Sep 2026
- 10 N Bog Rd$3M5 bd · 4.5 ba · 2,608 ft² · Sold $2.9M · Sep 2026
- 61 Ocean Ave$862K1 bd · 1 ba · 546 ft² · Sold $1.2M · Sep 2026
- 1 Dodgers Hole Rd$1.2M4 bd · 2 ba · 1,512 ft² · Sold $1.1M · Sep 2026
- 17 Katama Point Rd4 bd · 5 ba · 3,832 ft² · Sold $6.4M · Sep 2026
- 82 Oyster Pond Rd$3.3M4 bd · 3 ba · 2,348 ft² · Sold $2.1M · Sep 2026
- 28 Deacon Vincent Way$2.5M4 bd · 2 ba · 2,286 ft² · Sold $2.6M · Sep 2026
- 69 School St5 bd · 3 ba · 1,729 ft² · Sold $3.6M · Sep 2026
- 49 High St$4M4 bd · 2 ba · 2,641 ft² · Sold $3.7M · Sep 2026
- 57 Butlers Cove Rd6.7 ac · Sold $16M · Aug 2026
Assigned schools
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