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75 Hill 99

Woodstock, NY 12498
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Bed 4

Bed

Bath 4

Bath

SqFt4,044

Sqft

Acres9.23

Acres(Lot)

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 a lcove 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.

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Detail Ic Property Details

Property Type : Residential Lease

Price : $16,500

AD Id : 75702923

MLS Id : 831283

Beds : 4

Lot Size : 9.23 Acres

Living Area Size : 4,044

Year Built : 1973

County : Ulster

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Rooms Total: 8
  • Interior Features

    Appliances: Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Forced Air, Wood Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1973 Construction Materials: Wood Siding Pool Features: Heated, Outdoor Pool, Solar Heat, Private Private Pool: Yes View: Mountain(s)

  • Lot Information

    Lot Size Acres: 9.23 Lot Size Square Feet: 273557

  • Listing Price Information

    Listing Price: $16500

  • Tax Information

    Parcel Number: 5800-027.017-0001-007.000-0000

  • Garage Information

    Pets Allowed: Breed Restrictions

  • School Information

    Elementary School: Phoenicia Elementary School
    Junior High School: Onteora Middle School
    Senior High School: Onteora High School
  • Utility Information

    None
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

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56 Lauren Court, Woodstock, NY, 12498 $2,300,000 3 4 2,613 2,613 SqFt
328 John Joy Road, Woodstock, NY, 12498 $569,000 2 2 1,300 1,300 SqFt
97 John Joy Road, Woodstock, NY, 12498 $825,000 3 2 1,532 1,532 SqFt
110 Cottontail Lane, Woodstock, NY, 12498 $539,000 4 3 2,265 2,265 SqFt
12 Oriole Drive, Woodstock, NY, 12498 $785,000 4 3 2,340 2,340 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt
5 Downer Lane, Woodstock, NY, 12498 $1,200,000 4 4 3,172 3,172 SqFt
5 - 7 Downer Lane, Woodstock, NY, 12498 $1,700,000 5 5 4,628 4,628 SqFt
19 Blues Quarry, Woodstock, NY, 12498 $1,450,000 3 3 2,613 2,613 SqFt

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 06/23/2026 @ 10:51

MLS: 831283 LISTED BY: Alexis Li, Corcoran Country Living 845-876-6676 SOURCE: OneKey MLS

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