# 57 JERMAIN AVE, Sag Harbor, NY 11963

> **TL;DR:** 3bd/3ba single family, $1,939,000 ($1230/sqft), built 1938, 1,577 sqft. Est. $10,371/mo. Listed 425 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,939,000 |
| Price/sqft | $1230 |
| Bedrooms | 3 |
| Bathrooms | 3 full |
| Square Feet | 1,577 |
| Year Built | 1938 |
| Lot Size | 9,148 sqft (0.21 acres) |
| Stories | 2 |
| Property Type | Single Family (Other) |
| Status | Active |
| Days on Market | 425 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $9,805 |
| Estimated Insurance | $566 |
| **Total** | **$10,371** |

## Property Highlights

- Built in 1938
- 0.21 acre lot
- 2 stories

## Description

### Agent Description
Price Improvement! 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.

## Location

- **Address:** 57 JERMAIN AVE, Sag Harbor, NY 11963
- **County:** Suffolk
- **Coordinates:** 40.992447, -72.297072
- **Google Maps:** https://www.google.com/maps?q=40.992447,-72.297072

## Listing Agent

- **Name:** Simon Harrison
- **Brokerage:** Simon Harrison Real Estate, LLC
- **Phone:** (917) 822-6652
- **Broker Phone:** (917) 822-6652
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/57-Jermain-Ave_Sag-Harbor_NY_11963_M41395-89073?f=listhub&s=NYSMLS&m=11544491&c=propsimple)

## Photos

![57 JERMAIN AVE - Photo 1](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1617121438r.jpg)

![57 JERMAIN AVE - Photo 2](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1487509180r.jpg)

![57 JERMAIN AVE - Photo 3](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2186423544r.jpg)

![57 JERMAIN AVE - Photo 4](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f766184138r.jpg)

![57 JERMAIN AVE - Photo 5](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f896322860r.jpg)

![57 JERMAIN AVE - Photo 6](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1678140542r.jpg)

![57 JERMAIN AVE - Photo 7](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f195094127r.jpg)

![57 JERMAIN AVE - Photo 8](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1786367395r.jpg)

![57 JERMAIN AVE - Photo 9](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2686138716r.jpg)

![57 JERMAIN AVE - Photo 10](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f124011040r.jpg)

![57 JERMAIN AVE - Photo 11](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1610566997r.jpg)

![57 JERMAIN AVE - Photo 12](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f670411154r.jpg)

![57 JERMAIN AVE - Photo 13](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f229378883r.jpg)

![57 JERMAIN AVE - Photo 14](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2469220881r.jpg)

![57 JERMAIN AVE - Photo 15](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f77630236r.jpg)

![57 JERMAIN AVE - Photo 16](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f3007751620r.jpg)

![57 JERMAIN AVE - Photo 17](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2702509947r.jpg)

![57 JERMAIN AVE - Photo 18](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f4211761138r.jpg)

![57 JERMAIN AVE - Photo 19](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1283247958r.jpg)

![57 JERMAIN AVE - Photo 20](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1414200615r.jpg)

![57 JERMAIN AVE - Photo 21](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2664809726r.jpg)

![57 JERMAIN AVE - Photo 22](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f4226042451r.jpg)

![57 JERMAIN AVE - Photo 23](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f680520890r.jpg)

![57 JERMAIN AVE - Photo 24](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f763819296r.jpg)

![57 JERMAIN AVE - Photo 25](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f46918755r.jpg)

![57 JERMAIN AVE - Photo 26](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f2275388538r.jpg)

![57 JERMAIN AVE - Photo 27](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f275106615r.jpg)

![57 JERMAIN AVE - Photo 28](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1524952428r.jpg)

![57 JERMAIN AVE - Photo 29](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f4092806264r.jpg)

![57 JERMAIN AVE - Photo 30](http://lh.rdcpix.com/6c83badb01d2f410c58eb2c072b6fe8bl-f1749762368r.jpg)

---

**MLS#:** 11544491 | **Updated:** 2026-09-23
**Source:** listhub

*Copyright © 2026 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/57-jermain-ave-sag-harbor-ny-11963-11544491)

---

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