57 Jermain Ave Sag Harbor, NY 11963
Estimated payment $10,987/month
About This Home
First time buyers, investors, renovators, and village-lifestyle seekers should all pay attention to 57 Jermain Avenue. Set on the corner of Jermain and Oakland in the Sag Harbor Village Historic District, this circa-1938 legal two-family offers a rare combination of walkability, flexibility, income potential, and future upside. The property includes three-plus bedrooms, three full baths, a den, two kitchens, two living rooms, off-street parking, and room for a pool. Use it as a true two-family, live in one side and rent the other, create guest quarters, or explore conversion into a larger single-family village home. The long Oakland frontage adds presence, access, and design flexibility. Moments from Main Street, Mashashimuet Park, tennis, pickleball, and Otter Pond, this is an affordable village manse with real upside in one of the Hamptons' most beloved historic communities.
Property Details
Home Type
- Multi-Family
Year Built
- Built in 1938
Home Design
- Traditional Architecture
Interior Spaces
- 1,577 Sq Ft Home
- 2-Story Property
- Partial Basement
Bedrooms and Bathrooms
- 3 Bedrooms
- 3 Full Bathrooms
Additional Features
- 9,148 Sq Ft Lot
- Septic Tank
Map
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 | $2,157 | $776,500 | $574,200 | $202,300 |
| 2024 | $2,157 | $776,500 | $574,200 | $202,300 |
| 2023 | $2,135 | $776,500 | $574,200 | $202,300 |
| 2022 | $2,108 | $776,500 | $574,200 | $202,300 |
| 2021 | $2,122 | $776,500 | $574,200 | $202,300 |
| 2020 | $2,122 | $776,500 | $574,200 | $202,300 |
| 2019 | $1,016 | $0 | $0 | $0 |
| 2018 | -- | $765,200 | $574,200 | $191,000 |
| 2017 | $4,396 | $765,200 | $574,200 | $191,000 |
| 2016 | $4,572 | $765,200 | $574,200 | $191,000 |
| 2015 | -- | $765,200 | $574,200 | $191,000 |
| 2014 | -- | $765,200 | $574,200 | $191,000 |
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 |
|---|---|---|---|---|
| 11/15/2025 11/15/25 | Price Changed | $1,995,000 | -5.0% | $1,265 / Sq Ft |
| 09/17/2025 09/17/25 | Price Changed | $2,100,000 | -10.6% | $1,332 / Sq Ft |
| 08/01/2025 08/01/25 | For Sale | $2,350,000 | -- | $1,490 / Sq Ft |
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 |
|---|---|---|---|
| Deed | -- | None Available | |
| Deed | -- | None Available | |
| Deed | $190,000 | -- | |
| Deed | $190,000 | -- |
Source: NY State MLS
MLS Number: 11544491
APN: 0903-006-00-01-00-024-000
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