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THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. FOR COLORADO VIEWERS, INFORMATION ABOUT NON-COMMERCIAL PROPERTIES IS PROVIDED EXCLUSIVELY FOR YOUR PERSONAL, NON-COMMERCIAL USE.

575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON MAY 12 2025 AT 1:22 AM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

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75 Hill 99

woodstock, NY 12498

$16,500

/ Month
  • 4 BR
    3 BA, 1 HALF BA
    APPROX. 4,044 SF

INTERESTED? LET'S CONNECT

Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside Lodge, both connected by an expansive deck with a heated pool, open from mid-May through November 1st, and a built-in outdoor grill station perfect for entertaining.
Inside the main house, soaring cathedral ceilings and wide-plank wooden floors create an immediate sense of warmth and grandeur. The second floor spacious living room is anchored by a striking double-sided wood-burning fireplace, which also serves a cozy alcove office lined with picture windows—a peaceful and inspiring workspace. The adjoining kitchen is fully equipped with modern appliances, including an induction stovetop, oven, and two refrigerators. A large island with seating for four offers a casual spot for dining, while the adjacent alcove provides a more formal space with a handcrafted wooden table positioned to capture stunning views of the Hudson Valley. Step onto the wooden terrace for a peaceful morning coffee, watching the sunrise over the mountains. On clear days, the view stretches as far as the Berkshires. Behind the living room, two serene bedrooms, each with a queen-size bed, offer restful retreats. One overlooks the pool and deck area, while the other gazes out at the garden and bocce court. A beautifully designed modern bathroom sits just across the hall. A spiral staircase leads to the top floor, where the expansive primary suite is a sanctuary unto itself. Cathedral ceilings create an airy feel, while the en-suite bathroom is a luxurious escape, featuring a bubble-stream tub and a sunlit glass block windowed shower brings the outdoors in. A grand staircase leads to the first-floor great room, where another working fireplace, plush leather seating, and a cozy library plus corner bench seating reading nook create an inviting atmosphere. Behind the living area, a ground-floor bedroom offers a private retreat with french doors opening to nature and a handcrafted solid cherry Le Grange bed. An elegant en-suite Porcelanosa bathroom enhances this space, making it feel like a mini-suite. Stepping outside and crossing the pool deck brings you to the Poolside Lodge, an inviting space designed for relaxation and entertaining. The upper level is dominated by a grand room with walls of windows and private terrace that capture sweeping 180-degree mountian views. Luxurious leather seating and an open, airy layout make it the perfect place to gather. On warm days, four large french doors open to let in the fresh mountain air, creating an effortless indoor-outdoor flow. Downstairs, the lower level of the Poolside Lodge offers a spacious retreat with a piano, pool table, and gym equipment, providing plenty of space for recreation and entertainment. Beyond the homes, the lower portion of the property features a tranquil pond, ideal for rowing a boat or enjoying a picnic at the shaded table by the dock. The front of the main house opens to a vast, open lawn surrounded by wooded land, with a fire pit that invites guests to gather under the star-filled sky. For those who love the outdoors, the chalet is perfectly situated. Hunter and Belleayre ski resorts are just a 30-40 minute drive away, while nearby hiking trails offer endless opportunities to explore nature. Despite its secluded feel, the property is only two hours from New York City, making it an accessible escape from the hustle and bustle. This remarkable retreat is available for rent for high season rates (inquire) July 7 - August 1, then on a month-to-month or long-term basis starting September 3, 2025. This is more than just a rental—it's an experience.

available on

7/8/2025

Details

4,044 Sq Ft

9.23 Private Acres Exterior Space

Single Family Home

Built in 1973

MLS/Listing ID 831283

Amenities & Features

Dishwasher

Dryer

Refrigerator

Washer

Cooling - Central Air

Heating - Forced Air

Pool - Solar Heated

Mountains View

Stainless Steel Appliance(s)

Style - Chalet

Construction - Wood Siding

Pool - Outdoor

Heating - Wood

Listing Courtesy of CORCORAN COUNTRY LIVING, ALEXIS LI - 845-505-6608

ONEKEY

Source of Data: ONEKEY MLS

Interested in 75 Hill 99?