Introducing an extraordinary new construction completed in 2024, nestled in the Historic Business District of Shelter Island Heights. Allowing for both residential and commercial uses, the offering was constructed in a traditional Heights vernacular with all modern amenities, seamlessly integrating historic charm with functionality. The main building, currently permitted as a primary residence with an accessory apartment, boasts 2,000 +/- square feet including three bedrooms and three bathrooms. Newly and imaginatively staged by Cristiana Mascarenhas in conjunction with the acclaimed Brazilian design and furniture company Espasso, the house exudes a sophisticated yet laid-back Brazilian beach vibe that highlights the beauty and the functionality of D&D Harvey Architects design. A key feature of this home is the habitable mezzanine level, constructed with reclaimed 1870s barn wood, early 1900s timbers, and exposed steel detailing. This level is complemented by a custom-crafted timber staircase with steel cable rails and hand-cut, nailed wide plank long length flooring. Adding to the property's charm are high-quality finishes such as wide plank white oak hardwood floors, custom vanities and cabinets utilizing reclaimed white oak lumber from Duryea's dock in Montauk, and reclaimed brick foundation cladding on the porch piers and chimney. A modern Scandinavian wood-burning stove enhances the home's stylish and functional design. The 880 +/- square foot basement affords 9-foot ceilings and a private entrance, providing ample space and versatility. Measuring 504 +/- square feet, the detached two-car garage includes additional loft storage and is optimally sited by the driveway entrance. An additional highlight of the property is an expansive wrap-around 625 +/- square foot covered porch, overlooking picturesque landscaping and stonework. Designed with future possibilities in mind, the main building is structurally prepared for interior stairs throughout, a custom kitchen on the first floor, and a finished basement. Zoned as Business District B, this property allows flexibility for both residential and business uses, making it a versatile investment and one of the most unique opportunities to ever present itself in Shelter Island. With four dedicated parking spaces and its close proximity to shops, restaurants, and the ferry, the location provides unparalleled convenience and accessibility.
Sold for $1,999,999
$1,999,999
5 Grand Ave, Shelter Island Heights, NY 11965
3beds
2,000sqft
Single Family Residence
Built in 2024
10,454 Square Feet Lot
$2,020,600 Zestimate®
$1,000/sqft
$6,594 Estimated rent
Home value
$2,020,600
$1.84M - $2.22M
$6,594/mo
Zestimate® history
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List your homeWhat's special
Modern scandinavian wood-burning stoveFour dedicated parking spacesHabitable mezzanine level
Zillow last checked:
Source: Out East,MLS#: 383748
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Cooling
- Central Air
Features
- Basement: No
- Has fireplace: No
Interior area
- Total structure area: 2,000
- Total interior livable area: 2,000 sqft
Property
Parking
- Parking features: GarageDetached
- Has garage: Yes
Lot
- Size: 10,454 Square Feet
Details
- Parcel number: 0700005000500020001
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New Construction
- New construction: Yes
- Year built: 2024
Community & HOA
Location
- Region: Shelter Island Heights
Financial & listing details
- Price per square foot: $1,000/sqft
- Date on market: 9/11/2024
- Lease term: Contact For Details
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Sold | $1,999,999-7%$1,000/sqft |
Source: Agent Provided Report a problem | ||
| 5/16/2026 | Pending sale | $2,150,000$1,075/sqft |
Source: Out East #383748 Report a problem | ||
| 1/30/2026 | Listed for sale | $2,150,000-13.8%$1,075/sqft |
Source: Out East #383748 Report a problem | ||
| 9/24/2025 | Listing removed | $2,495,000$1,248/sqft |
Source: Out East #383748 Report a problem | ||
| 8/12/2025 | Price change | $2,495,000-3.9%$1,248/sqft |
Source: Out East #383748 Report a problem | ||
| 7/10/2025 | Price change | $2,595,000-5.6%$1,298/sqft |
Source: Out East #383748 Report a problem | ||
| 10/22/2024 | Price change | $2,750,000-8.2%$1,375/sqft |
Source: Out East #383748 Report a problem | ||
| 9/11/2024 | Listed for sale | $2,995,000-10.1%$1,498/sqft |
Source: Out East #383748 Report a problem | ||
| 9/7/2024 | Listing removed | $3,330,000$1,665/sqft |
Source: Out East #378862 Report a problem | ||
| 7/6/2024 | Price change | $3,330,000-4.9%$1,665/sqft |
Source: Out East #378862 Report a problem | ||
| 5/1/2024 | Price change | $3,500,000-6.7%$1,750/sqft |
Source: Out East #378862 Report a problem | ||
| 2/13/2024 | Listed for sale | $3,750,000+971.4%$1,875/sqft |
Source: Out East #378862 Report a problem | ||
| 12/17/2021 | Listing removed | -- |
Source: | ||
| 12/17/2021 | Contingent | $350,000$175/sqft |
Source: | ||
| 3/6/2017 | Listed for sale | $350,000$175/sqft |
Source: DERING HARBOR REAL ESTATE LLC #10391992 Report a problem | ||
Public tax history
Tax history is unavailable.
Neighborhood: 11965
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Nearby schools
GreatSchools rating
- 8/10Shelter Island SchoolGrades: PK-12Distance: 1.4 mi
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Estimated market value
$2,020,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$2,020,600
- New York
- Suffolk County
- Shelter Island
- 11965
- 5 Grand Ave