74 Hillside Dr E, Sag Harbor, NY 11963
Property image
Property image
FOR RENT
0.35 ACRES

74 Hillside Dr E
Sag Harbor, NY 11963

  • 6 Beds
  • 7.5 Baths
  • 3,800 sqft (on 0.35 acres)
Price may not include required fees and charges.
Cost and fees breakdown

$50,000/mo

Original price: $280,000

$50,000/mo

Original price: $280,000
Price may not include required fees and charges.
Cost and fees breakdown
  • 6 Beds
  • 7.5 Baths
  • 3,800 sqft (on 0.35 acres)

Home Highlights

Outdoor
Pool
Listed
180+ days ago
Climate Control
Central, Fireplace & Central Air

Local Information

  • Map ViewExplore the area around 74 Hillside Dr E.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set in one of Sag Harbor's most desirable waterfront communities-with deeded beach access, this recently built modern farmhouse by noted local architect Richard Hirt, available for Summer 2026, blends striking design with effortless livability. Inside, clean lines and sunlit spaces define the open floor plan, flowing seamlessly from the soaring double-height great room with fireplace to the sleek Euro influenced chef's kitchen and dining area. Walls of glass open to a broad mahogany deck with a second fireplace and multiple lounge areas, creating a perfect balance between indoor comfort and outdoor entertainment. Six ensuite bedrooms, including a stunning primary suite with custom California Closets, spa bath, and private mahogany sundeck, ensure both privacy and luxury. The second-level layout, connected by a dramatic sky bridge, provides distinct guest and owner wings, while the lower level offers another bedroom and ample storage. Outdoors, a zero-edge heated Gunite pool and spa, covered porch, and manicured backyard invite copious days and nights of relaxation and gatherings. Located just minutes from Sag Harbor Village, this exceptional home offers access to the best of the Hamptons' most dynamic destination-renowned dining, boutique shopping, fitness studios, and marinas, all part of the village's vibrant new energy. Whether for peaceful weekends or a full-time summer escape, this residence exudes modern luxury in perfect harmony with coastal beauty and Hampton convenience.
Contact this Building
(516) 380-0538
Listing by: Corcoran Group, 516-380-0538

Details for 74 Hillside Dr E

Interior Features

Heating & Cooling
Heating: Central, FireplaceAir ConditioningHeating Fuel: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool

Agent Information

Listing Agent
MLS/Source ID: 391968

Lot Information

Lot Area: 0.00 Acres

Additional Information

Pool
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $50,000/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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Around this home

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

  • 67 % 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

  • 52 % Say kids play outside

  • 42 % Say there are sidewalks

  • 42 % Say there are community events

  • 34 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Good schools, plenty of things to do."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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."
    0
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Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
May 15, 2026
Source: Zillow Rentals
PriceChange
$50,000
Price decreased by 82%
Dec 6, 2025
Source: Zillow Rentals
Listed For Rent
$280,000
Dec 6, 2025
Source: Zillow Rentals
ListingRemoved
$21,000
Dec 3, 2025
Source: Zillow Rentals
Listed For Rent
$21,000
Dec 3, 2025
Source: Zillow Rentals
ListingRemoved
$21,000
Corcoran Group
Gary DePersia - Associate Real Estate Broker
Phone Number: 516-380-0538

Frequently asked questions about 74 Hillside Dr E

  • How does the rent for 74 Hillside Dr E compare to similar 4+ bedroom houses in Sag Harbor?
    74 Hillside Dr E in Sag Harbor, NY rents about 28% below the area average for 4+ bedroom houses in Sag Harbor ($69,714/mo).
  • What are the closest schools to 74 Hillside Dr E?
    The closest schools to 74 Hillside Dr E in Sag Harbor, NY are Pierson Middle High School (rated 8/10), Sag Harbor Elementary School (Pre-K, rated 8/10).
  • What do residents say about Sag Harbor?
    Residents describe Sag Harbor, NY as dog-friendly, well-kept, and quiet. Most residents say you need a car. See apartments for rent in Sag Harbor, NY.
  • Does 74 Hillside Dr E have a pool?
    Yes, 74 Hillside Dr E in Sag Harbor, NY has a pool.
  • How big is the lot at 74 Hillside Dr E?
    The lot at 74 Hillside Dr E in Sag Harbor, NY is about 0.35 acres (15,246 sq ft).

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
$1,800,000 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.

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74 Hillside Dr E, Sag Harbor, NY is a 6 bedroom, 8 bathroom, 3,800 sqft single-family home built in 2017. 74 Hillside Dr E was listed for rent for $50,000/month on Dec 6, 2025.