282 Hillys Ln Middletown, NY 12459
Property details
About 282 Hillys Ln
Tucked away at the end of a private road in the bucolic Thompson Hollow, this private two-bedroom, one-bath chalet on 14.6 acres is a true Catskills retreat. Backing directly onto 390 acres of NYC DEP forever-wild land, and surrounded by hundreds more acres of protected land, this property offers unmatched peace and seclusion in scenic New Kingston, NY. A 0.16-acre spring-fed pond with a small waterfall and water wheel creates a tranquil focal point, perfect for relaxing or enjoying nature. A short walk from the front door brings you to the stream that winds through Thompson Hollow—an ideal spot to unwind and connect with the landscape. The chalet features two well-sized bedrooms and an open kitchen/living area anchored by a striking fieldstone wood-burning fireplace. Soaring ceilings and a wall of windows fill the space with natural light, and a cozy loft above the main room offers additional sleeping or lounging space. A newly built deck stretches across the front of the home, providing elevated views of the surrounding greenery. Downstairs, the full unfinished basement offers ample storage and workshop potential. Step outside to an impressive covered outdoor dining area complete with a built-in stone BBQ, ceiling fan, and room to host guests. A charming small barn on the property lends itself to multiple uses—studio, storage, or hobby space. Located just 15 minutes from the villages of Margaretville, Roxbury, and Andes, you’ll enjoy easy access to shopping, dining, and local markets. Skiing at Belleayre and Plattekill Mountains is within easy reach, as are hiking, fishing, and all-season outdoor adventure. This one-of-a-kind Catskills property blends rustic comfort, natural beauty, and total privacy—making it a perfect full-time home or weekend getaway.
Highlights
Summary
- Full Bathrooms: 1
- Appliances: Electric Oven, Electric Range, Electric Water Heater, Refrigerator
- Basement: Yes
- Flooring Type: Carpet, Ceramic Tile, Laminate, Varies
- Interior: Cathedral Ceiling(s), Kitchen/Family Room Combo, Living/Dining Room, Natural Woodwork, Loft
- Total Bedroom Count: 2
- Parking: No Garage
- Waterfront: Pond
- Exterior: Barbecue, Dirt Driveway, Deck, Patio, Private Yard, See Remarks
- Architectural Style: Chalet/Alpine
- Heating: Electric, Baseboard
- List Price: $540,000
- Price/SqFt: $487
- Lot: Near Public Land, Rectangular Lot
- Directions: Main St Margaretville take Walnut St Continue onto Margaretville Mountain Rd take right onto County Hwy 6 drive 2.3 miles make right onto Thompson Hollow drive 0.8 miles make a right on Hillys Rd left over bridge drive to end of road
- Year Built: 1996
- Stories: 2
- Living Area: 1,108 SqFt
- Lot Size: 14.6 Acres
- MLS Number: R1613348
- MLS Name: NYS
- Office Name: Coldwell Banker Timberland Properties
- Office Phone: (607) 287-0030
- Listing Agent: Sean O'Shaughnessy
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Price information
Property sales
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Nearby schools
5
Delaware Academy Elementary School
Public District KG-5
13.0 mi
•2 Sheldon Dr
6
Phoenicia Elementary School
Public District KG-3
20.1 mi
•11 School Ln
6
Hunter Elementary School
Public District PK-6
23.3 mi
•7794 Main St
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $64,563. The most common annual income of people living in Middletown, NY is between $35k-100k. The majority of families are married, no kids. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Figure Skating
Hunting
NASCAR
Where do the neighbors shop?
Dollar General
Dillards
Dick's Sporting Goods
Where do the neighbors go to eat?
Applebees
Cracker Barrel
Hardee's
What do the neighbors drive?
Cadillac
GMC
Subaru
What do the neighbors listen to?
Classic Country
News/Talk/Information
New Country
Frequently asked questions
About 282 Hillys Ln
The listing price of 282 Hillys Ln property is $540,000.
The property 282 Hillys Ln is a house located in Middletown, New York, 12459.
Active Listing: 282 Hillys Ln is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 282 Hillys Ln are: Delaware Academy Elementary School (GreatSchools Rating 5/10), Phoenicia Elementary School (GreatSchools Rating 6/10), Hunter Elementary School (GreatSchools Rating 6/10), Walton Middle School (GreatSchools Rating 3/10), Reginald Bennett Elementary School (GreatSchools Rating 4/10), Onteora Middle School (GreatSchools Rating 5/10), Margaretville Central School (GreatSchools Rating 4/10), Andes Central School (GreatSchools Rating 4/10), Roxbury Central School (GreatSchools Rating 5/10).
The property at 282 Hillys Ln has 2 bedrooms and 1 bathroom.
The property 282 Hillys Ln is 1,108 SqFt (source: MLS/tax record).
The year of construction for 282 Hillys Ln is 1996.
This home is located at 282 Hillys Ln in Middletown, NY and zip code 12455. This 1,108 square foot home, which was built in 1996, sits on a 14.60 acre lot. Features: 2 bedrooms, 1 bathroom. It has been listed on Rocket Homes since June 11, 2025 and is currently priced at $540,000.
While more than 20 listings in Middletown, NY in June 2025 were sold above asking price, there were more than 8 listings sold at asking price, and more than 15 were sold below. Between May and June 2025, Middletown, NY real estate market has seen decrease in the number of listings by 7.5%. The median list price of listings available in June 2025 was $391,000, while the average time on the real estate market was 57 days.