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.
$280,000/mo
$280,000/mo
Price may not include required fees and charges.
- 6 Beds
- 7.5 Baths
- 3,800 sqft (on 0.35 acres)
Local Information
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Description
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.
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Costs and Fees
Required monthly rent & fees
Base rent
$280,000/mo
Required one-time fees
Security deposit
Contact for details
Application fee
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Administrative fee
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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.
Home Highlights
Pets Allowed
Contact Manager
Parking
None
Outdoor
Pool
A/C
Heating & Cooling
Utilities
Contact Manager
Listed
114 days ago
Listing by: Corcoran Group, 516-380-0538
Details for 74 Hillside Dr E
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Heating & Cooling Heating: FireplaceAir ConditioningHeating Fuel: Fireplace |
Fireplace & Spa Fireplace |
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Year Built Year Built: 2017 |
Property Type / Style Property Type: Single Family Home |
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Lease Term: Contact For Details |
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Pool Pool |
Parking & Garage Parking: None |
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Lot Area: 0.00 Acres |
Price History for 74 Hillside Dr E
| Date | Price | Event | Source |
|---|---|---|---|
| 12/06/2025 | $280,000 | Listed For Rent | Zillow Rentals |
| 12/06/2025 | $21,000 | ListingRemoved | Zillow Rentals |
| 12/03/2025 | $21,000 | Listed For Rent | Zillow Rentals |
| 12/03/2025 | $21,000 | ListingRemoved | Zillow Rentals |
| 11/01/2025 | $21,000 | PriceChange | Zillow Rentals |
| 10/01/2025 | $40,000 | PriceChange | Zillow Rentals |
| 09/01/2025 | $50,000 | PriceChange | Zillow Rentals |
| 07/01/2025 | $125,000 | PriceChange | Zillow Rentals |
| 06/01/2025 | $62,000 | PriceChange | Zillow Rentals |
| 04/01/2025 | $30,000 | PriceChange | Zillow Rentals |
| 01/13/2025 | $21,000 | Listed For Rent | Zillow Rentals |
| 12/13/2024 | $20,000 | ListingRemoved | Zillow Rentals |
| 11/01/2024 | $20,000 | PriceChange | Zillow Rentals |
| 10/01/2024 | $40,000 | PriceChange | Zillow Rentals |
| 09/01/2024 | $50,000 | PriceChange | Zillow Rentals |
| 08/01/2024 | $125,000 | PriceChange | Zillow Rentals |
| 07/01/2024 | $100,000 | PriceChange | Zillow Rentals |
| 06/01/2024 | $91,666 | PriceChange | Zillow Rentals |
| 05/01/2024 | $40,000 | PriceChange | Zillow Rentals |
| 04/01/2024 | $30,000 | PriceChange | Zillow Rentals |
| 01/01/2024 | $20,000 | PriceChange | Zillow Rentals |
| 11/01/2023 | $18,000 | PriceChange | Zillow Rentals |
| 10/01/2023 | $36,000 | PriceChange | Zillow Rentals |
| 09/01/2023 | $45,000 | PriceChange | Zillow Rentals |
| 08/01/2023 | $113,000 | Listed For Rent | Zillow Rentals |
| 07/09/2021 | $3,888,888 | Sold | N/A |
| 09/10/2015 | $100,000 | Sold | N/A |
| 01/21/2005 | $550,000 | Sold | 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
$10,080,000 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 74 Hillside Dr E.
- Pierson Middle High School
- 6-12
- Public
- 502 Students
7/10GreatSchools RatingParent Rating AverageI had 3 children graduate fro Pierson. Most recently in June of this year. While the teachers for the most part due a good job, you need to be a relative or a relative of a relative to be considered for a job. This seriously limits the pool of potential teachers. As for the Principal, he's merely a $200,000 a year puppet on a string doing the bidding of the board which is run like dictatorship. I gave the parent involvement 1 star because the parents actually have to much input. This is a public school that they try to like a private academy without the quality of education. My children did well in spite of the school not because of the school.Parent Review11y ago - Sag Harbor Elementary School
- PK-5
- Public
- 431 Students
6/10GreatSchools RatingParent Rating AverageN/AParent Review16y ago 
Check out schools near 74 Hillside Dr E.
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.
Local Legal Protections
Local Legal Protections
LGBTQ • Source of Income
Corcoran Group
Gary DePersia - Associate Real Estate Broker
Phone Number: 516-380-0538
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 $280,000/month on Dec 6, 2025.