New Listing - 05/11/2026


25 Rockledge Road, Canaan, NY, 12029

25 Rockledge Road, Canaan, NY, 12029

12 rooms

3 beds

3 Full / 1 Half baths

2003

Contemporary

Welcome to this one-of-a-kind mountain oasis with breathtaking views of the Taconic Range. Set on 10 private acres, this extraordinary upstate retreat features a stunning 3,768 SF custom lodge-style home, a 3-car garage with a private guest suite, an in-ground pool with pool house, and an additional 2-car garage. The main residence blends rustic elegance with modern comfort, offering 3 bedrooms, including both a first-floor primary suite and a second-floor primary suite, 3.5 baths, a gourmet kitchen, multiple wood-burning fireplaces, and a spacious family/media room designed for both relaxing and entertaining. Step outside to your own resort-style setting complete with sweeping mountain views, a fire pit, koi pond, and in-ground pool -the perfect backdrop for relaxing or hosting guests year-round. What truly sets this property apart is its incredible versatilty and income potential. In addition to the main home, the property includes a fully equipped 2-bedroom guest/pool house and a private 1-bedroom guest suite above the 3-car garage, each featuring its own living space, fireplace and kitchen. Whether you're searching for a multi-generational compound, luxury retreat, or investment opportunity, the possibilities are endless. Perfectly suited for short-term rental opportunities such as Airbnb or VRBO, this unique property offers the ability to offset expenses while enjoying luxury living in one of the region's most scenic settings. Conveniently located just 14 minutes to the Taconic Parkway, 20 minutes to Jiminy Peak Mountain Resort, 24 minutes to Tanglewood, and 18 minutes to Chatham, this exceptional property offers the perfect balance of privacy, convenience, lifestyle, and investment potential. A rare opportunity to own an extraordinary mountain retreat in one of the area's most scenic and sought-after locations.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Laundry Room, Main Level

Zoning:

r1

Garage:

5-car Detached

Heating:

Forced Air, Propane

Cooling:

Central Air, Ceiling Fan(s), Multi Units

Parking:

Additional Parking, Driveway, Garage Door Opener, Guest, Off Street

Acreage:

10.6

Est. Taxes:

$23,392

Assessment

$1,480,000

Construction

Cedar, Wood Siding

Lot Description:

Cleared, Garden, Landscaped, Level, Pond on Lot, Private, Secluded, Steep Slope, Views, Wooded

View Description:

Garden, Mountain(s), Pond

School District:

New Lebanon

Appliances:

Cooktop, Dishwasher, Microwave, Oven, Refrigerator, Washer/Dryer

Pool:

In Ground, Salt Water

MLS #:

20262263


Community Info

School Info

Walk Score

Mass Transit

Yelp


Copyright ©2026 Hudson Valley Catskill Region MLS
Listing courtesy of Crystal Coleman Realty, LLC