This modern masterpiece offers the perfect balance of sophistication and relaxation, inviting guests to indulge in an unparalleled vacation experience. Located within walking distance to Sag Harbor Village, this stunning five-bedroom, four-bathroom home, complete with two additional half-bathrooms, is designed to accommodate up to 12 guests. With a private fenced-in yard, a heated resort-style pool, and an elegant pool house, this property is a true sanctuary. Windows flood the interiors with natural light, while an open floor plan seamlessly connects the indoor and outdoor living spaces. Whether unwinding by the cozy indoor fireplace, enjoying a morning workout in the private exercise area, or gathering with loved ones in multiple entertaining areas, guests will find that this home is a destination in itself.Nestled on a pristine private lot, this Sag Harbor escape offers total seclusion while being just moments from town, beaches, and world-class restaurants. The beautifully landscaped yard envelops guests in lush greenery, creating a serene atmosphere. The heated resort-style pool invites guests to take a refreshing dip, while the stylish pool house provides a chic retreat for lounging. Sun-drenched outdoor spaces are thoughtfully appointed with plush sofas, sun loungers, and multiple seating areas perfect for enjoying morning coffee or evening cocktails. A covered outdoor dining space, complete with a built-in gas BBQ, allows for effortless al fresco meals, and an outdoor shower adds to the spa-like ambiance. With free parking and expansive grounds, this property is designed for both relaxation and entertainment.Step inside and experience the refined elegance of this three-level home. Designed with impeccable attention to detail, the interiors feature designer furnishings, contemporary decor, and an airy open layout. The state-of-the-art kitchen boasts top-of-the-line appliances, a spacious island perfect for hosting, and a formal dining room ideal for intimate gatherings. Multiple entertainment areas, including a sophisticated living room with a cozy fireplace, set the stage for memorable moments. Sliding glass doors open effortlessly to the pool deck, allowing guests to transition seamlessly from indoor comfort to outdoor leisure. The finished lower level is a haven of relaxation and recreation, featuring a stylish living room, a pool table, two bedrooms, and a full bathroom. With modern amenities such as WiFi, air conditioning, and a washer and dryer, every detail has been thoughtfully curated for a comfortable stay.Each bedroom is a tranquil retreat, carefully designed to ensure restful nights. The master suite is a true sanctuary, complete with sliding doors that open to a private balcony overlooking the pool. A spacious ensuite bathroom, adorned with luxurious finishes, offers a serene escape with its spa-like atmosphere. Three additional bedrooms feature plush king or queen beds, providing the perfect blend of comfort and elegance. A charming bunk room with four built-in beds is perfect for younger guests or those seeking a fun, communal sleeping arrangement. Two convenient powder rooms are located on the main level, ensuring ease and comfort for all visitors.This home is ideally located to explore all that the Hamptons have to offer. Stroll into Sag Harbor Village and discover a charming array of boutiques, art galleries, and coffee shops. Savor an exquisite meal at one of the town's acclaimed restaurants, or enjoy a leisurely day at the nearby beaches, just a short drive away. Spend an afternoon exploring the vibrant local art scene or take in a breathtaking sunset by the marina. Whether guests seek relaxation, adventure, or a bit of both, this modern, resort-style retreat provides the ultimate Hamptons getaway.
House for rent
$150,000/mo
Fees may apply
344 Main St, Sag Harbor, NY 11963
5beds
--sqft
Price may not include required fees and charges. Learn more|
Singlefamily
Available now
Central air
None parking
What's special
Private fenced-in yardFive-bedroom four-bathroom homePristine private lotTwo additional half-bathroomsAiry open layoutMultiple entertaining areasCozy indoor fireplace
- 9 days |
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Listing updated:
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 5
Rooms
- Room types: Laundry Room
Cooling
- Central Air
Property
Parking
- Parking features: Contact manager
- Details: Contact manager
Features
- Exterior features: Broker Exclusive
- Has private pool: Yes
- Pool features: Pool
Details
- Parcel number: 0903004000200023000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: SingleFamily
Community & HOA
HOA
- Amenities included: Pool
Location
- Region: Sag Harbor
Financial & listing details
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 7/4/2026 | Listed for rent | $150,000 |
Source: Zillow Rentals Report a problem | ||
| 6/17/2026 | Listing removed | $150,000 |
Source: Zillow Rentals Report a problem | ||
| 6/19/2025 | Listed for rent | $150,000 |
Source: Zillow Rentals Report a problem | ||
| 4/5/2025 | Listing removed | $4,950,000 |
Source: Out East #383406 Report a problem | ||
| 2/21/2025 | Pending sale | $4,950,000 |
Source: Out East #383406 Report a problem | ||
| 1/23/2025 | Price change | $4,950,000-5.7% |
Source: Out East #383406 Report a problem | ||
| 8/22/2024 | Price change | $5,250,000+5.1% |
Source: Out East #383406 Report a problem | ||
| 5/11/2023 | Price change | $4,995,000-8.8% |
Source: Out East #370603 Report a problem | ||
| 3/3/2023 | Price change | $5,475,000-4.8% |
Source: Out East #370603 Report a problem | ||
| 12/28/2022 | Listed for sale | $5,750,000+86.2% |
Source: Out East #370603 Report a problem | ||
| 5/10/2019 | Sold | $3,087,500-6.3% |
Source: Agent Provided Report a problem | ||
| 4/26/2019 | Pending sale | $3,295,000 |
Source: Sotheby's International Realty Report a problem | ||
| 1/17/2019 | Listed for sale | $3,295,000 |
Source: Sotheby's International Realty - Southampton Brokerage #107244 Report a problem | ||
| 10/18/2018 | Listing removed | $3,295,000 |
Source: Sotheby's International Realty - Southampton Brokerage #107244 Report a problem | ||
| 8/18/2018 | Listed for sale | $3,295,000+231.2% |
Source: Sotheby's International Realty #107244 Report a problem | ||
| 10/24/2017 | Sold | $995,000-5.2% |
Source: Agent Provided Report a problem | ||
| 7/18/2017 | Listing removed | $1,050,000 |
Source: Compass #25800 Report a problem | ||
| 5/9/2017 | Price change | $1,050,000-19.2% |
Source: Compass #25800 Report a problem | ||
| 12/29/2016 | Price change | $1,299,000+3.9% |
Source: Owner Report a problem | ||
| 10/6/2016 | Listed for sale | $1,250,000+39.7% |
Source: Owner Report a problem | ||
| 5/11/2009 | Listing removed | $895,000 |
Source: Prudential Real Estate #H0159191 Report a problem | ||
| 6/5/2008 | Price change | $895,000-5.8% |
Source: Prudential Real Estate #H0159191 Report a problem | ||
| 5/29/2008 | Listed for sale | $950,000 |
Source: Prudential Real Estate #H0159191 Report a problem | ||
Neighborhood: 11963
Nearby schools
GreatSchools rating
- 6/10Sag Harbor Elementary SchoolGrades: PK-5Distance: 0.7 mi
- 7/10Pierson Middle High SchoolGrades: 6-12Distance: 0.7 mi







