37 Plain Field Way Edgartown, MA 02539
Edgartown NeighborhoodEstimated payment $32,657/month
Total Views
17,803
5
Beds
6
Baths
3,606
Sq Ft
$1,607
Price per Sq Ft
Highlights
- Popular Property
- Deck
- Furnished
- Landscaped Professionally
- Wood Flooring
- Laundry Room
About This Home
SOPHISTICATED KATAMA RETREAT WITH POOL AND CUSTOM FINISHES. Tucked at the end of a lightly traveled road, this modern farmhouse offers an exceptional combination of sophisticated design, generous living spaces, and complete backyard privacy. Working closely with the builder, the owners thoughtfully incorporated custom design elements and elevated finishes throughout the home, creating a residence that feels both distinctive and effortlessly livable. A dramatic wall of glass fills the open-concept great room with natural light and creates a seamless connection to the outdoor entertaining spaces. Designed for everyday comfort as well as memorable gatherings, the main level features spacious living and dining areas anchored by a gas fireplace and custom built-ins. The chef’s kitchen is equally impressive, with marble countertops, commercial-style stainless and integrated appliances, an oversized center island, beverage refrigerator, and a wall of sliding glass panels that opens to a poolside bar. A luxurious first-floor primary suite, private office, laundry area, and powder room complete this level. The home offers five bedrooms and four-and-one-half baths, including a second en suite primary bedroom on the upper level. Two additional upstairs bedrooms share a thoughtfully designed Jack-and-Jill bath, while the finished lower level provides a fifth bedroom, full bath, and expansive game and media room with pool and ping-pong tables—creating flexible space for guests, recreation, or extended stays. Outside, the property transforms into an entirely private, resort-style retreat. A heated 16-by-38-foot gunite saltwater pool with a generous sun shelf is surrounded by an expansive bluestone patio, multiple lounge and dining areas, a fire table, and a separate wood-burning fire pit. Manicured grounds, thoughtful landscaping, an enclosed outdoor shower, and broad lawn areas complete the setting. In addition to its appeal as a refined island residence, the property has a strong rental income history, offering an attractive opportunity for buyers seeking both personal enjoyment and investment potential. The home is being offered turnkey with indoor and outdoor furnishings, allowing the next owner to begin enjoying the property—or continue its successful rental use—with ease. ***NOTE: Showings to commence on Sunday, August 23rd.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,190
Year Built
- Built in 2021
Lot Details
- 41,817 Sq Ft Lot
- Landscaped Professionally
- Property is zoned R20
Interior Spaces
- 3,606 Sq Ft Home
- Furnished
- Gas Fireplace
- Wood Flooring
Bedrooms and Bathrooms
- 5 Bedrooms
Laundry
- Laundry Room
- Washer
Outdoor Features
- Deck
Utilities
- Well
- Cable TV Available
Listing and Financial Details
- Tax Lot 32.21
- $697,800 per year additional tax assessments
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,971 | $3,385,200 | $599,400 | $2,785,800 |
| 2024 | $7,575 | $2,970,500 | $599,400 | $2,371,100 |
| 2023 | $7,243 | $2,874,300 | $620,000 | $2,254,300 |
| 2022 | $1,854 | $611,900 | $611,900 | $0 |
| 2021 | $2,578 | $785,900 | $529,800 | $256,100 |
| 2020 | $2,458 | $733,600 | $486,900 | $246,700 |
| 2019 | $2,711 | $700,500 | $472,500 | $228,000 |
| 2018 | $2,505 | $582,800 | $429,600 | $153,200 |
| 2017 | $2,394 | $674,500 | $458,200 | $216,300 |
| 2016 | $2,205 | $609,000 | $415,300 | $193,700 |
| 2015 | $2,072 | $597,000 | $415,300 | $181,700 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/17/2026 08/17/26 | For Sale | $5,795,000 | +92.7% | $1,607 / Sq Ft | |
| 09/08/2021 09/08/21 | Sold | $3,007,000 | +228.6% | $1,002 / Sq Ft | View Prior Sale |
| 02/02/2021 02/02/21 | Pending | -- | -- | -- | |
| 10/28/2020 10/28/20 | Sold | $915,000 | -66.4% | $627 / Sq Ft | View Prior Sale |
| 09/29/2020 09/29/20 | For Sale | $2,725,000 | +147.7% | $908 / Sq Ft | |
| 09/28/2020 09/28/20 | Pending | -- | -- | -- | |
| 08/27/2020 08/27/20 | For Sale | $1,100,000 | -- | $753 / Sq Ft |
Source: LINK (Vineyard)
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $3,007,000 | None Available | |
| Fiduciary Deed | $915,000 | None Available | |
| Deed | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $2,255,250 | Purchase Money Mortgage | |
| Previous Owner | $862,500 | Reverse Mortgage Home Equity Conversion Mortgage | |
| Previous Owner | $209,400 | Credit Line Revolving | |
| Previous Owner | $200,000 | No Value Available | |
| Previous Owner | $100,000 | No Value Available | |
| Previous Owner | $100,000 | No Value Available | |
| Previous Owner | $11,500 | No Value Available |
Source: Public Records
About the Listing Agent
Since founding Point B Realty in 2008, Wendy has helped hundreds of buyers, sellers, and investors navigate the dynamic Martha’s Vineyard market, with a deep local knowledge and a client-first approach.
With over 25 years of experience in corporate branding, marketing, and publishing, Wendy seamlessly integrates cutting-edge marketing strategies, technology, and top-tier client service to ensure exceptional real estate experiences.
Her move to COMPASS in 2022 further strengthened
Wendy's Other Listings
Source: LINK (Vineyard)
MLS Number: 44835
APN: EDGA-000028-000032-000021
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