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$1,895,000
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Property Description
A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island's beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to "work from home" that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps.
Full Property Details
Full Property Details for 73 N Midway Rd
General
- Price: $1,895,000
- Taxes: $7,610
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 929830
- Updated: 1/13/2026
- Added to Site: 78 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: First Floor Bedroom, First Floor Full Bath, Open Kitchen, Primary Bathroom, Master Downstairs, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas
- Appliances: Dishwasher, Dryer, Gas Cooktop, Gas Oven, Refrigerator, Washer
- Laundry Facilities: Yes
- Flooring: Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Exterior
- Porch/Patio/Deck: Patio
Parking
- Parking Features: Private
Location
- County: Suffolk County
- Cross Streets: West Neck Rd
- Driving Directions: Rte 114 to West Neck Rd , Left onto N Midway Rd
School Information
- High School District: Shelter Island
- Elementary School: Shelter Island School
- Middle School: Shelter Island School
- High School: Shelter Island School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Propane, Radiant, Radiant Floor
- Heating Zones: 2
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Connected, Electricity Connected, Propane
Structural Information
- Architectural Style: Contemporary
- Detached/Attached: Detached
- Construction: Wood Siding
- Basement: Yes
- Basement Desc.: Finished, Walk-Out Access
- Unfinished Attic: Yes
- Building Size: 2544
- Square Feet: 2,544
- Sq. Ft. Source: Other
- Year Built: 1976
Additional Structures
- Other Structures: Outbuilding
Lot Features
- Lot Size (Acres): 0.88
- Lot Size (Sq. Ft.): 38,333
- Fence: Yes
- Fencing (Description): Back Yard
Financial Considerations
- Tax Amount: $7,610.43
Disclosures and Reports
- Special Conditions: None
- Property ID: 0700-014-00-03-00-035-005
- Block: 3
- Lot Number: 35.5
Listed by Daniel Gale Sothebys Intl Rlty
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Schools
Schools serving 73 N Midway Rd
School District:Shelter Island Union Free School District
| Name | Grades | Distance |
|---|---|---|
Shelter Island School 33 North Ferry Road, Shelter Island, NY 11964 | PK-12 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 73 N Midway Rd
Date
Details
Price
Change
Source
11/01/2025
Listed
$1,895,000
16.47%
MLS
4/08/2022
Sold
$1,627,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 73 N Midway Rd
Year
Property Taxes
Change
Tax Assessment
Change
2020
-100%
$890,000
—
2021
$5,428
-3%
$890,000
—
2022
$5,602
3%
$890,000
2%
2021
$5,428
64%
$875,000
61%
2020
$3,312
10%
$543,000
8%
2017
$3,011
1%
$505,000
3%
2016
$2,973
4%
$488,000
4%
2015
$2,860
-2%
$471,000
—
2015
$2,921
17%
$471,000
2%
2014
$2,486
2%
$460,000
—
2013
$2,430
—
$462,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 73 N Midway Rd
73 N Midway Road, Shelter Island, NY 11964 (MLS# 929830) is a Single Family property with 4 bedrooms and 3 full bathrooms. 73 N Midway Road is currently listed for $1,895,000 and was received on November 01, 2025. Want to learn more about 73 N Midway Road? Do you have questions about finding other Single Family real estate for sale in Shelter Island? You can browse all Shelter Island real estate or contact a Coldwell Banker agent to request more information.
