• 19 days on site
  • 2 views

A Waterfront Compound of Rare Scale: Discover a rare waterfront compound designed for the way people truly live in the Hamptons, centered around the water, the outdoors, and effortless gathering with family and friends. Set on nearly a full acre with deep-water dockage, expansive lawns, a heated gunite pool, and multiple structures, 20 Penny Lane offers a waterfront and boating lifestyle rarely found at this price point. Originally renovated and expanded over time, the home blends relaxed coastal comfort with thoughtfully designed living spaces oriented toward the water. The heart of the home is an expansive gourmet kitchen that flows seamlessly into the dining area with wood-burning fireplace and a dramatic vaulted living room filled with natural light. Large glass doors open to a covered porch overlooking the pool, lawn, dock, and open water beyond, creating an easy indoor-outdoor lifestyle throughout the seasons. The upper-level primary suite serves as a peaceful private retreat with water views, its own balcony, and a dedicated office or sitting room with an additional balcony overlooking the property. Two guest suites on the main level provide comfort and privacy for family and visitors, while the lower level offers additional flexible guest accommodations, recreation space, and a full laundry room. A second laundry area within the primary suite adds everyday convenience. A separate cottage of approximately 1,000 square feet adds exceptional versatility to the property. Complete with a wet bar, it functions beautifully as a guest lounge, media room, studio, gym, home office, or creative retreat, a true bonus space that expands how the property can be enjoyed. Outside, the property unfolds into a complete Hamptons waterfront experience. The bulkheaded shoreline and deep-water dock accommodate boats and water toys with ease, while the heated gunite pool, fire pit, covered porch, and sprawling lawn create an ideal setting for entertaining or quiet afternoons by the water. A striking three-car carport, additional barn structure, and mature landscaping complete the compound. Whether your ideal summer revolves around boating, paddle boarding, sunset dinners by the pool, or simply escaping the crowds for a more relaxed waterfront lifestyle, 20 Penny Lane offers a rare opportunity to enjoy the Hamptons from the water outward.

Source: OneKey MLS, MLS#: 1011341

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Open House

See this property for yourself! Drop in on these dates, no appointment necessary.

  • Saturday
    July
    4
    11:00AM - 1:00PM EDT
  • Property Type
    Residential
  • Lot
    0.96 acres

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Owning this Home

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

Life at 20 Penny Lane


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
6/11/2026Source: OneKey MLS Added to Database
June 11, 2026
Listing provided courtesy of Compass Greater NY LLCMaida Srdanovic- MLS# 1011341MLS ProviderContact Information: 631-871-4142