Architecturally distinctive and deeply connected to its coastal setting, 126 South Midway Road is a private compound that captures the spirit of Shelter Island's artistic legacy. A private sanctuary comprising a four-bedroom main residence, a dedicated large art studio, and an independent two-bedroom casita, the property is thoughtfully arranged to maximize natural light, privacy, and sweeping water views. The architecture recalls relaxed modernism of iconic beach houses, an approach rooted in simplicity, creativity, and a fluid relationship with the landscape. Clean lines, a sleek pool and an intuitive indoor-outdoor flow create spaces that feel both intentional and effortlessly livable, ideal for a design-minded coastal lifestyle. The separate studio enhances the compound's creative sensibility, offering a quiet, light-filled environment for work or reflection, while the two-bedroom casita provides comfortable, private accommodations for guests or extended stays. Together, the structures form a cohesive yet flexible retreat, equally suited to intimate living and hosting. Comprised of 3,400 sq. feet living space across 3 levels in the main house plus additional storage, an expansive art studio of 1,400 sq. ft and 2-bedroom Casita living 1,140 sq feet with multiple decks and outdoor entertaining spaces this incredible compound is moments from Wades Beach. The property offers a rare combination of architectural character and proximity to one of Shelter Island's most celebrated shorelines. Longtime Shelter Island residents David Rankin OAM and Lily Brett OAM, both internationally recognized for their contributions to the visual arts and literature, have stewarded the home with a deep appreciation for creativity and place. (OAM denotes the Order of Australia Medal, a national honor recognizing distinguished contribution.) A compelling offering for those drawn to thoughtful design, privacy, and coastal modernism, 126 South Midway Road is a singular Shelter Island retreat.
For sale
Price cut: $200K (5/1)
$3,100,000
126 S Midway Rd, Shelter Island, NY 11964
6beds
4,540sqft
Single Family Residence
Built in ----
0.9 Acres Lot
$2,834,100 Zestimate®
$683/sqft
$-- HOA
What's special
Independent two-bedroom casitaClean linesSweeping water viewsPrivate compoundFour-bedroom main residenceSleek poolIntuitive indoor-outdoor flow
- 140 days |
- 491 |
- 25 |
Zillow last checked:
Listed by:
Sotheby's International Realty 917-743-2525,
Jenny Landey - Real Estate Sales Person 917-743-2525
Source: Out East,MLS#: 393477
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Cooling
- Central Air
Features
- Basement: Yes
- Has fireplace: Yes
Interior area
- Total structure area: 4,540
- Total interior livable area: 4,540 sqft
Video & virtual tour
Property
Parking
- Parking features: None
Features
- Stories: 2
- Has private pool: Yes
- Pool features: Heated
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.9 Acres
Details
- Parcel number: 0700023000100042007
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
Community & HOA
Location
- Region: Shelter Island
Financial & listing details
- Price per square foot: $683/sqft
- Tax assessed value: $2,502,000
- Date on market: 2/11/2026
- Lease term: Contact For Details
Estimated market value
$2,834,100
$2.69M - $2.98M
$7,640/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/1/2026 | Price change | $3,100,000-6.1%$683/sqft |
Source: Out East #393477 Report a problem | ||
| 2/11/2026 | Listed for sale | $3,300,000+3782.4%$727/sqft |
Source: Out East #393477 Report a problem | ||
| 7/19/1996 | Sold | $85,000$19/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $2,502,000 +67.4% |
| 2024 | -- | $1,495,000 |
| 2023 | -- | $1,495,000 |
| 2022 | -- | $1,495,000 |
| 2021 | -- | $1,495,000 +1% |
| 2020 | -- | $1,480,000 +0.3% |
| 2019 | -- | $1,476,000 +0.3% |
| 2018 | -- | $1,471,000 +2.5% |
| 2017 | $8,724 | $1,435,000 +3% |
| 2016 | -- | $1,393,000 +4% |
| 2015 | -- | $1,340,000 +0.8% |
| 2014 | -- | $1,329,000 +3% |
| 2013 | -- | $1,290,000 -0.3% |
| 2012 | -- | $1,294,000 -4.5% |
| 2011 | -- | $1,355,000 +0.4% |
| 2010 | -- | $1,350,000 -10.4% |
| 2009 | -- | $1,506,000 -1.1% |
| 2008 | -- | $1,523,000 +1.3% |
| 2007 | $7,682 +67.6% | $1,504,100 +120.4% |
| 2005 | $4,584 +12.2% | $682,500 +20.4% |
| 2004 | $4,085 -0.9% | $566,800 +1.7% |
| 2003 | $4,123 -20.7% | $557,300 +22.5% |
| 2002 | $5,201 | $455,000 |
| 2001 | -- | $455,000 +310.6% |
| 2000 | $1,168 | $110,800 |
Find assessor info on the county website
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 11964
Nearby schools
GreatSchools rating
- 6/10Shelter Island SchoolGrades: PK-12Distance: 1.3 mi
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Suffolk County
- Shelter Island
- 11964
- 126 S Midway Rd
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