20 Point Drive S • Lake Peekskill, NY 10537

$749,900 Beds: 4 • Baths: 1 full 1 partial • Sq. Feet: 2044 • MLS ID: 996251 • Subdivision:School Dist: Putnam Valley
Offered for the first time in 70 years, this extraordinary waterfront lake house presents a rare opportunity to own a cherished family retreat on coveted Point Drive South - the most private, peaceful, and picturesque section of Heart Shaped Lake. Set on one of the largest and most impressive waterfronts ever available here, this remarkable property has been lovingly owned by the same family for seven decades and filled with generations of treasured memories. Nestled on a cul-de-sac just 60 minutes from Manhattan, this remarkable property offers charm, lake views, and an unmatched connection to nature. For years, this home has been the backdrop for summers spent fishing, boating, and kayaking, along with winters filled with skating across the frozen lake - a true four-season lifestyle enjoyed year after year. Equally special is the close-knit neighborhood, where neighbors of more than 65 years have become lifelong friends, creating a friendly and welcoming lakeside community. Surrounded by the beauty of nature, the lake is home to an abundance of wildlife, including graceful shore birds and majestic eagles often seen soaring above the water, adding to the peaceful and picturesque setting enjoyed throughout every season. Winter transforms the lake into a serene wonderland, perfect for skating and taking in the quiet beauty of the snow-covered landscape. This spacious home features four bedrooms, two baths, and a dedicated office, offering flexibility for full-time living, guests, or working remotely in a serene lakeside setting. The primary suite is a peaceful private sanctuary complete with its own balcony overlooking the lake - the perfect place to enjoy morning coffee or breathtaking sunset views across the water.At the heart of the home is an impressive 500-square-foot living room designed to capture the beauty of the lake from nearly every angle. Floor-to-ceiling windows fill the space with natural light while framing sweeping waterfront views. A stunning wood-burning fireplace creates warmth and character, while the expansive wraparound deck seamlessly extends the living space outdoors for effortless entertaining and panoramic lake views. Beautiful stained-glass accents throughout the home further enhance its unique architectural charm and inviting atmosphere. The dining room features a dramatic wall of floor-to-ceiling windows with elegant French doors leading out to the rear deck, creating a stunning indoor-outdoor dining experience overlooking the lake. The home beautifully blends timeless c View this listing at: http://www.laffey.com/lid=186740008

Property Features

  • Garage: 2
  • Taxes: $17,071
  • Basement: Yes
  • Fenced: Yes
  • Formal Dining: Yes
  • Exterior: Frame
  • Special View Info: Lake,Open,Panoramic,Water
  • Lot Size: 0.25 Acres
  • Heating: Hot Water,Oil,Steam
  • Cooling: Wall/Window Unit(s)
  • Year Built: 1940
  • Fireplaces: 1
  • Water: Well
  • Sewer: Septic Tank
  • On Market Date: 2026-05-14
  • Accessibility: Accessible Common Area,Accessible Doors,Accessible Entrance,Accessible Kitchen,Accessible Kitchen Appliances
  • Appliances: Dishwasher,Dryer,Exhaust Fan,Gas Cooktop,Gas Oven,Gas Range,Microwave,Refrigerator,Stainless Steel Appliance(s),Washer,Oil Water Heater
  • Basement: Full,Storage Space,Walk-Out Access
  • Community Features: Clubhouse,Park,Playground
  • Exclusions: washer, dryer
  • Exterior Features: Balcony,Boat Slip,Dock,Garden,Juliet Balcony,Lighting,Mailbox,Rain Gutters
  • Fencing: Fenced,Front Yard
  • Fireplace Features: Living Room,Wood Burning
  • Fireplace Y/N: Yes
  • Flooring: Hardwood
  • GarageY/N: Yes
  • Inclusions: stove, dishwasher, microwave, light fixtures, curtains, generator
  • Interior Features: Built-in Features,Eat-in Kitchen,ENERGY STAR Qualified Door(s),Formal Dining,High Speed Internet,His and Hers Closets,Natural Woodwork,Original Details,Pantry,Primary Bathroom,Recessed Lighting,Storage,Washer/Dryer Hookup
  • Laundry: Electric Dryer Hookup,In Basement,Washer Hookup
  • Lot Features: Back Yard,Cul-De-Sac,Front Yard,Garden,Landscaped,Level,Near Golf Course,Near Public Transit,Near School,Near Shops,Private,Stone/Brick Wall,Views,Waterfront
  • Attic: Partial,Storage
  • Included In Taxes: Trash
  • Number Of Kitchens: 1
  • Other Structures: Garage(s),Greenhouse
  • Parcel Number: 372800-083-074-0001-015-000-0000
  • Parking Features: Detached
  • Parking Total: 6
  • Patio And Porch: Covered,Deck,Patio,Porch,Wrap Around
  • Rental Term: Monthly
  • Road Responsibility: Public Maintained Road
  • Rooms Total: 8
  • Utilities: Cable Connected,Electricity Connected,Phone Connected,Trash Collection Public,Water Connected
  • Waterfront Features: Lake Front,Lake Privileges,Water Access,Waterfront
  • Window Features: Bay Window(s),Double Pane Windows,ENERGY STAR Qualified Windows,Floor to Ceiling Windows,Insulated Windows,New Windows,Oversized Windows,Screens,Shutters,Wall of Windows

School Information

  • High School: Putnam Valley High School
  • Middle School: Putnam Valley Middle School
  • Elementary School: Putnam Valley Elementary School
  • School District: Putnam Valley
Printed June 25, 2026


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