CCertihomes
282 Hillys Lane, Middletown, NY 12459

$540,000

2 beds 1 baths 1,108 sqft Built 19963 days on marketActive

About this home

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.

Affordability — calculate your monthly payment

Adjust your budget to see what's left after housing, utilities and transportation. Numbers below assume a 5% down, 30YrFixed at 7.15% APR.

Your estimated payment
$4,803/mo

Real estate (PITI + HOA + PMI)
$4,506
Principal + interest$3,465
Property tax + insurance$838
PMI / 2nd mortgage$203
Utilities
$820
Heating + cooling$262
Internet + TV + phone$130
Water + sewer + garbage$58
Transportation
$0
Other (entertainment)
$130
$4,803/mo TLC
Budget$5,303/mo
Remaining after TLC$500/mo
Purchase price
$540,000
Down payment
$27,000 (5%)
Loan amount
$513,000
APR
7.15%

Quick facts

Type
SingleFamilyResidence
Style
ChaletAlpine
Year built
1996
Lot size
14.6 ac
Stories
2
Heating
Electric, Baseboard
Cooling
Water
Well
HOA
Annual tax
$3,720
MLS #
R1613348
County
Delaware

At a glance

Fireplace
Basement

Home features

Appliances
ElectricOvenElectricRangeElectricWaterHeaterRefrigerator
Interior
CathedralCeilingsKitchenFamilyRoomComboLivingDiningRoomNaturalWoodworkLoft
Exterior
BarbecueDirtDrivewayDeckPatioPrivateYardSeeRemarks
Parking
NoGarage
Flooring
Carpet, CeramicTile, Laminate, Varies
Roof
Asphalt
Sewer
SepticTank

Lot features

AdjacentToPublicLand, Rectangular, RectangularLot

Map & walkability

Open in Google Maps →

Listing information last refreshed 6/11/2025. Provided courtesy of Coldwell Banker Timberland Properties via Buffalo MLS. Information deemed reliable but not guaranteed.

282 Hillys Lane · Middletown — $540,000 · Certihomes