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Back 286 Montauk Highway
Off Market

286 Montauk Highway

Shinnecock Hills NY 11968

5
6
2
4800 sq. ft.
1.1 ac.
Other
Last sold for $3,100,000
Christopher StewartChristopher Stewart, last sold this property on 21 May 2026 after -22 days on market.

Overview

Privately tucked behind mature landscaping in the heart of Southampton, this elegant six-bedroom, eight-and-a-half-bathroom residence offers timeless Hamptons style and effortless indoor-outdoor living. Just minutes from world-class beaches, the village center, and renowned dining and golf, this home is an ideal year-round residence, summer escape, or investment opportunity. Set on a beautifully landscaped lot, the home features a heated pool with a spacious sundeck, an elevated dining terrace, and a generous lawn-perfect for entertaining, relaxing, or family enjoyment. Inside, vaulted ceilings with skylights fill the open-concept living spaces with natural light. The main floor includes a formal dining area, a chef's kitchen with high-end appliances and center island, and a gracious living room with fireplace and direct access to the outdoor deck. Thoughtful design provides comfort and flexibility with three en-suite bedrooms on the main level, including multiple king suites ideal for guests or multi-generational living. Upstairs, the luxurious primary suite offers a private balcony, spa-like bath, and serene views of the grounds. Two additional en-suite bedrooms complete the second level. Additional features include central air, ample private parking, and close proximity to Cooper's Beach, farm stands,Southampton Village and Canoe Place. This beautifully maintained home is move-in ready and perfectly positioned to enjoy the Hamptons lifestyle year-round.

Features

5 bedrooms
6 bathrooms
2 carspaces
2 garage spaces
4800 sq. ft. floor area
1.1 ac. lot size
Other

Estimated Value

We need at least 3 similar 5 bedroom other properties sold in Shinnecock Hills over the last 12 months.

Property history for 286 Montauk Highway

2026
Sold
$3,100,000
21 May 2026 by Christopher Stewart

Happy sellers in Shinnecock Hills

~%

We have insufficient information to provide an overview of customer satisfaction for Shinnecock Hills. Viewing the agent profiles, reviews and sales for Shinnecock Hills can provide insights for this location.

Local market activity for 5 bedroom other properties in Shinnecock Hills

In the last 12 months, 1 five-bedroom other similar to 286 Montauk Highway, have been sold.

This represents a 100% decrease in five-bedroom other properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Shinnecock Hills

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Beth Marano

Beth Marano is a recommended agent for Shinnecock Hills.  They have 7 local sales across the last 12 months.

  •  7 Sales in Shinnecock Hills
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Rejane Ribeiro

Rejane Ribeiro is a recommended agent for Shinnecock Hills.  They have 1 local sale across the last 12 months.

  •   5   (2 reviews)
  •  1 Sale in Shinnecock Hills
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William Rahner

William Rahner is a recommended agent for Shinnecock Hills.  They have 1 local sale across the last 12 months.

  •   5   (4 reviews)
  •  1 Sale in Shinnecock Hills
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Viviana Smith

Viviana Smith is a recommended agent for Shinnecock Hills.  They have 1 local sale across the last 12 months.

  •  1 Sale in Shinnecock Hills
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