• Primary Photo - 238 Madison St
  • Building Photo - 238 Madison St
    Building Photo - 238 Madison St
  • Building Photo - 238 Madison St
    Building Photo - 238 Madison St
$32,000 / Month

238 Madison St

,

Sag Harbor, NY 11963

2 Weeks Ago
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Under 30 minutes

Commute Time is calculated at rush hour.
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238 Madison St
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Beds Baths Average SF
3 Bedrooms 3 Bedrooms 3 Br 3 Baths 3 Baths 3 Ba —

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

Details

Lease Options

  • 12 Months

About This Property

Featured on the cover of Hamptons Cottages & Gardens in July 2021, every detail has been carefully considered in this idyllic Sag Harbor home. Built in the 1890s and beautifully restored and updated with every modern amenity by the architect and fashion designer owners, thoughtful and meticulous finishes, reclaimed oak floors, and impeccable woodwork. The public rooms include an intimate living room with a fireplace, a dining room fully paneled with beautiful custom wood bookshelves, and a sun-drenched family room with a second fireplace. French doors open to a stone patio with a double barbecue station and sitting area. The gourmet kitchen boasts a La Cornue range, high-end appliances, and modern stainless steel cabinetry juxtaposed with marble countertops. There's also a wine refrigerator and a full-sized washer/dryer. The second floor has a serene owner's suite has a generously sized sleeping area, a marble-floored bathroom with a claw foot bathtub, a separate glass enclosed shower, and a sitting room with double French doors that overlook the gunite pool and garden below. Two charming and sunlit bedrooms (one with 4 bunk beds) and a guest bathroom complete the 3 bedroom layout. Outside, the beautifully landscaped yard is terraced and outlined with stonewalls and boxwood hedges. A 10 foot wooden barn table for 12 sits under a bamboo pergola and is the perfect spot to enjoy a relaxed summer meal. The charming pool house with a hammock and bean bag furniture that spills out onto the grass is a perfect place to relax poolside during the day and it also converts into an outdoor theatre in the evenings with a projector that plays movies on the back wall. This village home is situated in the historic neighborhood just a stone's throw to Sag Harbor Village restaurants, boutiques, and marina and 5 +/- miles to Ocean beaches. It has been beautifully designed for a gracious and easy living making it the perfect Hamptons rental.

238 Madison St is a house located in Suffolk County and the 11963 ZIP Code. This area is served by the Sag Harbor Union Free School District attendance zone.

House Features

  • Air Conditioning
  • Hardwood Floors
  • Tile Floors
  • Package Service
  • Laundry Facilities
  • Controlled Access
Location
238 Madison St, Sag Harbor,
NY 11963
Get Directions
City - Sag Harbor

Sag Harbor sits at the edge of the Hamptons where whaling history and waterfront life shape every corner of this small but storied Long Island village. The entire business district along Main Street holds a spot on the National Register of Historic Places, giving everyday errands a backdrop of 19th-century architecture and seafaring heritage. Strolling to the harbor, browsing independent boutiques, and catching a show at the historic Bay Street Theater are all part of the routine here. Sag Harbor Village sits within easy reach of East Hampton and Southampton, so the dining and recreation options extend well beyond the village limits.

The rental landscape here leans toward character-filled cottages, historic homes converted into apartment communities, and waterfront townhomes that put Gardiners Bay practically in your backyard. Inventory is limited given the village spans just two square miles, so available rentals tend to move quickly.

Learn more about living in Sag Harbor 

Below are rent ranges for similar nearby apartments

Beds Average Size Lowest Typical Premium
1 Bed 1 Bed 1 Bed 800 Sq Ft $1,175 $1,185 $1,195
Amenities
  • Air Conditioning
  • Hardwood Floors
  • Tile Floors
  • Package Service
  • Laundry Facilities
  • Controlled Access
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 53 min 30.1 mi
Connecticut College
Drive: 160 min 38.7 mi
University of Connecticut
Drive: 168 min 42.4 mi
238 Madison St is within 53 minutes or 30.1 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Sag Harbor Elementary School
Public Elementary School
Grades PK-5
431 Students
Attendance Zone
Pierson Middle High School
Public Middle & High School
Grades 6-12
502 Students
Attendance Zone
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation
Commuter Rail Distance
Commuter Rail Distance
Bridgehampton Station
Drive: 10 min 4.6 mi
East Hampton Station
Drive: 14 min 6.8 mi
Greenport Station
Drive: 49 min 10.0 mi
Amagansett Station
Drive: 21 min 10.2 mi
Southampton Station
Drive: 21 min 10.2 mi

Walkability Near 238 Madison St Sag Harbor, NY 11963

Getting Around
Fairly Walkable
Walkability
50 / 100
Minimal Public Transit
Transit
10 / 100
Very Drivable
Drivability
80 / 100
Moderately Bikeable
Bikeability
60 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 238 Madison St.

Shopping Centers Distance
Shopping Centers Distance
Bridgehampton Village
Drive: 10 min 4.4 mi
Bridgehampton Commons
Drive: 12 min 5.2 mi
Wainescott Village
Drive: 12 min 5.6 mi
238 Madison St has 3 shopping centers within 5.6 miles, which is about a 12-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Elizabeth A. Morton National Wildlife Refuge
 Drive: 8 min 2.9 mi
South Fork Natural History Museum & Nature Center
 Drive: 7 min 3.2 mi
LongHouse Reserve
 Drive: 16 min 6.9 mi
Cedar Point County Park
 Drive: 25 min 7.9 mi
Custer Institute Observatory
 Drive: 59 min 15.3 mi
238 Madison St has 5 parks within 15.3 miles, including Elizabeth A. Morton National Wildlife Refuge, South Fork Natural History Museum & Nature Center, and LongHouse Reserve.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Drive: 50 min 10.6 mi
238 Madison St is 10.6 miles and a 50 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 160 min 38.3 mi
New London Naval Sub Base
Drive: 168 min 42.2 mi
238 Madison St is 38.3 miles from Fort Trumbell US Navy, and is convenient to other military bases, including New London Naval Sub Base.

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