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20 Point Drive

Lake Peekskill, NY 10537
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Bed 4

Bed

Bath 2

Bath

SqFt2,044

Sqft

Acres0.25

Acre(Lot)

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 enjo yed 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 character with over $125,000 in recent improvements, including new Andersen energy-efficient windows and patio/balcony sliding doors, a newly installed Belgian block-lined gravel driveway, new automatic garage door, new LeafGuard gutters, new flooring in the kitchen, dining room, and living room, refinished original wood floors in all bedrooms and the home office, and new kitchen appliances. The grounds are simply spectacular. Mature plantings, vibrant perennial gardens, impressive stone walls surrounding much of the property, two magnificent magnolia trees, a greenhouse, and exquisite stonework throughout create a setting unlike any other. A beautiful pergola with a stone patio and a picturesque turret overlooking the water offer additional outdoor spaces ideal for entertaining, relaxing, or enjoying quiet evenings by the lake. The expansive front and back yards provide ample space for gatherings while the walkout basement leads directly to a private dock, providing effortless access to boating, kayaking, fishing, and all the beauty of lakefront living. Every season at this extraordinary home offers its own beauty — from vibrant spring blooms and lush summer landscapes to spectacular autumn colors and peaceful snow-covered winter mornings. More than a home, this is a rare legacy property where nature, tranquility, privacy, and lifelong memories come together on one of Heart Shaped Lake’s most extraordinary waterfront settings.

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Detail Ic Property Details

Property Type : Residential

Price : $749,900

AD Id : 78633332

MLS Id : 996251

Beds : 4

Lot Size : 0.25 Acre

Living Area Size : 2,044

Year Built : 1940

Garage : 2

County : Putnam

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Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 2 Full Baths: 1 Half Baths: 1

    Room Information

    Rooms Total: 8 Basement: Full, Storage Space, Walk-Out Access
  • Flooring Information

    Hardwood
  • Interior Features

    Built-in Features, Eat-in Kitchen, High Speed Internet, His and Hers Closets, Natural Woodwork, Pantry, Recessed Lighting, Storage Appliances: Dishwasher, Microwave, Dryer, Exhaust Fan, Gas Cooktop, Gas Oven, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: Electric Dryer Hookup, In Basement, Washer Hookup Window Features: Bay Window(s), Double Pane Windows, ENERGY STAR Qualified Windows, Insulated Windows, Screens, Shutters
  • Heating & Cooling

    Has Heating: Yes Heating: Hot Water, Oil, Steam Has Cooling: Yes Cooling: Wall/Window Unit(s)

  • Building Information

    Year Built: 1940 Construction Materials: Frame Patio And Porch Features: Covered, Deck, Patio, Porch, Wrap Around Private Pool: No Water front Features: Lake Front, Lake Privileges, Waterfront, Waterfront Access View: Lake, Panoramic, Water
  • Exterior Features

    Exterior Features: Garden, Balcony, Boat Slip, Dock, Lighting, Rain Gutters

  • Lot Information

    Lot Size Acres: 0.25 Lot Size Square Feet: 10890 Lot Description: Waterfront, Back Yard, Cul-De-Sac, Front Yard, Garden, Landscaped, Level, Near Golf Course, Near Public Transit, Private, Views

  • Listing Price Information

    Listing Price: $749900

  • Tax Information

    Parcel Number: 372800-083-074-0001-015-000-0000 Annual Tax: $17071.3

  • Parking Information

    Parking Total: 6 Detached

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Putnam Valley Elementary School
    Junior High School: Putnam Valley Middle School
    Senior High School: Putnam Valley High School
  • Utility Information

    Cable Connected, Electricity Connected, Phone Connected, Water Connected
  • Location Information

    WaterSource: Public, Private, Well
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Nearby Home Value

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22 Harper Street, Lake Peekskill, NY, 10537 $299,000 2 1 1,392 1,392 SqFt
17 Argyle Street, Lake Peekskill, NY, 10537 $299,000 2 1 616 616 SqFt
46 Argyle Street, Lake Peekskill, NY, 10537 $369,000 2 1 896 896 SqFt
116 Lake Drive, Lake Peekskill, NY, 10537 $435,000 4 2 1,323 1,323 SqFt
93 Lake Drive, Lake Peekskill, NY, 10537 $550,000 2 2 1,444 1,444 SqFt
72 Johnson Street, Lake Peekskill, NY, 10537 $410,000 3 2 1,426 1,426 SqFt
45 Laurel Road, Lake Peekskill, NY, 10537 $339,900 2 1 1,029 1,029 SqFt
11 Forest Place, Lake Peekskill, NY, 10537 $625,000 4 3 2,248 2,248 SqFt
LOT 20 Traverse Road, Lake Peekskill, NY, 10537 $12,000 -- -- --

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 06/03/2026 @ 23:58

MLS: 996251 LISTED BY: Christine Rowley, RE/MAX Classic Realty 914-243-5200 SOURCE: OneKey MLS

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