34 Jermain Ave, Sag Harbor, NY 11963
FOR RENT
0.46 ACRES

34 Jermain Ave
Sag Harbor, NY 11963

  • 6 Beds
  • 6.5 Baths
  • 4,515 sqft (on 0.46 acres)
Price may not include required fees and charges.
Cost and fees breakdown

$100,000/mo

$100,000/mo

Price may not include required fees and charges.
Cost and fees breakdown
  • 6 Beds
  • 6.5 Baths
  • 4,515 sqft (on 0.46 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Rental Registration #: R24-0086 In the historic Village of Sag Harbor, with views of Otter Pond, this circa 1860's captain's home is sited on .46 acres of sun-drenched, south-facing property. The residence offers six bedrooms, six and half baths, with two private guest suites on the main floor and four additional bedrooms, including the primary, upstairs-creating a layout that is both gracious and well-suited for hosting. Designed for quintessential summer living, the home flows seamlessly from the interior to the outdoors, where expansive grounds and thoughtfully arranged spaces invite effortless entertaining. A heated gunite saltwater pool and spa anchor the setting, complemented by a separate pool house with lounge, bath, and kitchenette-ideal for long afternoons and relaxed evenings. A whole house water filtration system and infrared sauna introduce a wellness-focused element, enhancing the sense of ease and retreat throughout. Just moments from the heart of Sag Harbor Village, you're close to charming shops, restaurants, and the harbor. A timeless offering that captures the essence of village living with a refined, resort-like feel.
Contact this Building
(631) 725-0200

Costs and Fees

Required monthly rent & fees
Base rent
$100,000/mo
Required one-time fees
Security deposit
Contact for details
Application fee
Contact for details
Administrative fee
Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Home Highlights

Pets Allowed
Contact Manager
Parking
Contact Manager
Outdoor
Pool
A/C
Heating & Cooling
Utilities
Contact Manager
Listed
39 days ago
Listing by: Douglas Elliman Real Estate, 631-725-0200

Details for 34 Jermain Ave

Interior Features

Heating & Cooling
Heating: FireplaceAir ConditioningHeating Fuel: Fireplace
Fireplace & Spa
FireplaceHot Tub or Spa

Days on Market

Days on Market: 39 days on Trulia

Property Information

Year Built
Year Built: 1860
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking: Detached Other, On Site

Lot Information

Lot Area: 0.00 Acres

Price History for 34 Jermain Ave

DatePriceEventSource
03/20/2026$100,000Listed For RentZillow Rentals
11/07/2024$25,000ListingRemovedZillow Rentals
10/01/2024$25,000PriceChange
Zillow Rentals
05/30/2024$15,000PriceChange
Zillow Rentals
05/17/2024$20,000PriceChange
Zillow Rentals
03/13/2024$15,000PriceChange
Zillow Rentals
02/23/2024$50,000PriceChange
Zillow Rentals
10/20/2023$66,666Listed For RentZillow Rentals
06/26/2023ListingRemovedZillow Rentals
04/21/2023$40,000PriceChange
Zillow Rentals
03/29/2023$45,000PriceChange
Zillow Rentals
01/05/2023$50,000PriceChange
Zillow Rentals
05/20/2022$10,000PriceChange
Out East #349205
03/11/2022$50,000PriceChange
Out East #349205
10/08/2021$55,000PriceChange
Out East #349205
09/13/2021$63,333PriceChange
Out East #349205
09/09/2021$9,000Listed For RentOut East #349205
08/26/2021ListingRemovedOut East
08/24/2021$63,333PriceChange
Out East #349205
07/09/2021$9,000PriceChange
Out East #349205
04/08/2021$75,000PriceChange
Out East #349205
01/04/2021$58,333PriceChange
Out East #349205
11/30/2020$30,000Listed For RentAgent Provided
05/16/2020$30,000ListingRemovedAgent Provided
04/21/2020$30,000Listed For RentAgent Provided
12/19/2019$3,312,500Sold
N/A
07/26/2013$1,287,500Sold
N/A

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$3,600,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

Assigned Schools

These are the assigned schools for 34 Jermain Ave.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Sag Harbor

At least 47 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 85 % Say car is needed

  • 80 % Say yards are well-kept

  • 77 % Say it's quiet

  • 75 % Say they plan to stay for at least 5 years

  • 73 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 66 % Say parking is easy

  • 63 % Say it's walkable to grocery stores

  • 62 % Say it's walkable to restaurants

  • 59 % Say neighbors are friendly

  • 59 % Say there's holiday spirit

  • 53 % Say kids play outside

  • 42 % Say there are sidewalks

  • 42 % Say there are community events

  • 34 % Say streets are well-lit

Learn more about our methodology.
  • Renee
    "Great school district with new facilities being built. Lovely community. The best of Long Island in a small town."
    0
    Flag
  • Alex26dario
    "The neighborhood is quiet. I have lived here for 3 years and the people are friendly and grateful. "
    0
    Flag
  • Trulia User
    "This is in the Hamptons which is a secondary home area near beaches. In off season, it is quiet and not many children live here. "
    2
    Flag
  • Josue
    "Chill neighborhood, busy road, not very close to parks or school approximately 8 minutes by car to get to sag harbor town but great place overall "
    12
    Flag
  • Mjmnyny
    "There is a lot of self policing. People walk up to your property and into your home without invites to tell you how things are done. Oh yes. They’ll tell you how long they’ve lived here as to show superiority. Many rent their homes and don’t use the shops or restaurants. They suck the town dry but don’t contribute. Others put the seasonal residents down who pay for the great schools and all the extras this town would not have without their tax dollars. They even point out who belongs and who doesn’t. Not as laid back as the picture they paints. Keep to yourself. You’ll love it here "
    1
    Flag
  • Stephen C.
    "Great for family retreat. Excellent town and beaches. Nice quiet neighborhoods for bike rides with children. "
    0
    Flag
  • Kjduchemin
    "I have lived here my whole life ! Safe place to raise your family . Schools good , locals friendly , and nice place to raise your kids "
    0
    Flag
  • sloaneharbor
    "Near to bay beach and village business district. The downtown has all the necessary shops, and though quite overcrowded in the summer, it’s a beautiful place to live. "
    0
    Flag
  • Kfsanderson666
    "Short walk into town. sidewalks are well maintained. Area is as safe as can be at all times of day or night. lots of year round families here. Perfect American small town. "
    0
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  • Victoria H.
    "I drive to New York City in 2 hours. This is my weekend home. I use my car. You can also take the HAMPTON Jitney bus."
    0
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  • Wendy T.
    "We have a beautiful private beach around the corner. Gorgeous trees and lush landscaping all over our neighborhood, kid friendly, warm community"
    0
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  • Kjduchemin
    "Safe, Friendly upscale neighborhood where every knows everyone and looks out for each other’s children and property "
    0
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  • Kjduchemin
    "Nice place , friendly people , a tad bit expensive , not much walking or biking to delis , shops or restaurants . Beaches are beautiful , get there early to grab a parking space and a space on the beach . "
    0
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  • Lizlesar
    "The neighborhood of Sag Harbor Village is a wonderful location to live or vacation in. There's so much to do here, you can't do it all in one season. I've been living here one year and have barely scratched the surface. The area retains a neighborhood-y, genuine ambience even in the summertime. It's the perfect antidote to Manhattan or other city living. And if you love antique homes, this is the place to be."
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Local Legal Protections

LGBTQ • Source of Income
Douglas Elliman Real Estate
Agnes Wanielista - Real Estate Sales Person
Phone Number: 631-725-0200
34 Jermain Ave, Sag Harbor, NY is a 6 bedroom, 7 bathroom, 4,515 sqft single-family home built in 1860. 34 Jermain Ave was listed for rent for $100,000/month on Mar 20, 2026.