75 Hill 99
Woodstock, NY 12498
- 4 beds
- 4 baths
- 4,044 sqft
- $4 per sqft
- 1973 build
- – on site
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 on a month-to-month or long-term basis starting July 7, 2025. High season rates (Memorial Day to Labor Day) for 25,000/month, while the remaining months are available for 16,500 per month. This is more than just a rental—it's an experience.
Last checked:
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Last updated Mar 30, 2025
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MLS# 831283 —
The Building
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Year Built:1973
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Basement:false
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Architectural Style:Chalet
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Construction Materials:Wood Siding
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Building Area Units:Square Feet
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Attic:None
Interior
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Living Area:4044
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Total Rooms:8
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Interior Features:First Floor Bedroom
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Fireplaces Total:2
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Fireplace:true
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Living Area Source:Other
Financial & Terms
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Availability Date:2025-07-08
The Property
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Lot Size Acres:9.23
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Parcel Number:5800-027.017-0001-007.000-0000
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Property Type:Residential Lease
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Property Subtype:Single Family Residence
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Lot Size SqFt:273,557 Sqft
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Property Attached:false
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Waterfront:false
Listing Agent
- Contact info:
- Agent phone:
- (845) 505-6608
- Office phone:
- (845) 876-6676
Beds
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Total Bedrooms:4
Baths
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Full Baths:3
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Half Baths:1
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Total Baths:4
The Listing
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Special Listing Conditions:None
Heating & Cooling
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Heating:Forced Air, Wood
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Cooling:Central Air
Utilities
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Sewer:Septic Tank
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Utilities:None
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Water Source:Drilled Well
Appliances
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Appliances:Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer
Schools
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High School:Onteora High School
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Elementary School:Phoenicia Elementary School
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High School District:Onteora
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Middle School:Onteora Middle School
The Community
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Association:false
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Senior Community:false
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Pool Features:Outdoor Pool, Solar Heat
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Pool Private:true
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Pets Allowed:Breed Restrictions
Parking
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Garage:false
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Carport:false
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.