241 Cunningham Hill Road, Canaan, NY 12029 (MLS# 20264226)

Listing Agreement: Exclusive Right To Sell

Owner Name: Maidstone II, LLC

Occupant Type: Owner

Lease Considered YN: No

Current Price: $9,950,000

Original List Price: 9950000

List Price: $9,950,000

Status: Active

Listing Contract Date: 2026-07-24

Property Sub Type: Single Family Residence

911 Address: 241 Cunningham Hill Road

Township: Canaan

School District: New Lebanon Central Schools

General Tax: 14819.99

School Tax: 31664.33

Tax Annual Amount: 46484

Assessors Full Market Value: 3135000

Tax Assessed Value: 3135000

Tax Legal Description: 60.-1-52.2, 60.-1-86

Parcel Number: 102400-060-000-0001-052-002-0000

Tax Lot: 52.2

Tax Block: 60

Tax Exemptions YN: No

Zoning: RA-2

Zoning Description: RA-2 Rural Density (2 and 5 acre zones)

Directions: Route 295 to Cunningham Hill Rd. Look for PIERCE PEAK sign. Security Gate will be opened for accompanied showings only.

Rooms Total: 18

Bathrooms Half: 3

Above Grade Finished Area: 6240

Below Grade Finished Area: 0

Lot Size Acres: 31.56

Association YN: No

New Construction YN: No

Garage YN: Yes

Attached Garage YN: Yes

Garage Spaces: 4

Flood Plain YN: No

Sign On Property YN: No

Disclaimer: The information on the listing sheet and its attachments is considered reliable, but we can't guarantee it. The buyer's agent is responsible for verifying the accuracy and acceptability of all stated and attached details, including but not limited to bedroom and bathroom counts, room dimensions, square footage, and taxes.

Basement YN: Yes

Stories: 3

Fireplace YN: Yes

Fireplaces Total: 3

List Price/SqFt: 1594.55

Bedrooms Total: 4

Bathrooms Total: 6

Bathrooms Full: 3

Living Area: 6240

Year Built: 2016

Public Remarks: Introducing Pierce Peak, an extraordinary estate set on 31+ acres of private mountaintop where the Hudson Valley meets the Berkshires. Designed by acclaimed architects Burr & McCallum, the 6,000-plus-square-foot residence crowns Cunningham Hill, commanding 360-degree views across the New York and Massachusetts countryside. A dramatic 300-foot roofline stretches across the landscape, interrupted only by an infinity-edge pool that appears to merge with the horizon. Inside the main residence, walls of glass fill the open-concept interior with natural light while framing the surrounding mountains and countryside from nearly every room. The great room and screened three-season porch each feature dramatic cathedral ceilings defined by substantial exposed timber beams and fireplaces. The main residence includes a gourmet kitchen and pantry and two primary suites, while the guest house offers two additional bedrooms. Together, the estate offers four bedrooms and three full and three half baths. A dedicated fitness center and pool house complete the living and recreational spaces. Geothermal heating and cooling complement the home's thoughtful design, while a covered courtyard leads to the garage discreetly integrated beneath the residence. Beyond the residence, the estate unfolds into a complete equestrian setting with an impressive covered riding arena, a five-stall barn with tack room, fenced paddocks, and open pasture. Ideally positioned between the Hudson Valley and Berkshires, Pierce Peak is approximately eight minutes from Queechy Lake, 13 minutes from West Stockbridge, and 20 minutes from Chatham, placing celebrated dining, shopping, culture, and outdoor recreation within effortless reach.

Status Change Timestamp: 2026-07-24

Major Change Timestamp: 2026-07-24T22:20:10Z

Major Change Type: New Listing

Dishwasher: 1

Double Oven: 1

Gas Cooktop: 1

Range Hood: 1

Refrigerator: 1

Washer/Dryer: 1

Modern: 1

Floored: 1

Pull-Down Stairs: 1

Full: 1

Partially Finished: 1

Liber/Book: 791

Page: 677

Section: 60-1

Concrete: 1

ICFs (Insulated Concrete Forms): 1

Radiant Barrier: 1

Stone: 1

Central Air: 1

Geothermal: 1

200+ Amp Service: 1

Fire Pit: 1

Private Yard: 1

Partial: 1

Wood: 1

Fire Pit: 1

Great Room: 1

Metal: 1

Outside: 1

Propane: 1

Concrete: 1

Reclaimed Wood: 1

Tile: 1

Wood: 1

Concrete Perimeter: 1

HVAC: 1

Thermostat: 1

Forced Air: 1

Geothermal: 1

Radiant Floor: 1

Zoned: 1

3 Seasons Room: 1

Bar: 1

Beamed Ceilings: 1

Breakfast Bar: 1

Cathedral Ceiling(s): 1

Eat-in Kitchen: 1

Entrance Foyer: 1

High Ceilings: 1

High Speed Internet: 1

In-Law Floorplan: 1

Kitchen Island: 1

Natural Woodwork: 1

Open Floorplan: 1

Pantry: 1

Primary Downstairs: 1

Recreation Room: 1

Smart Thermostat: 1

Stone Counters: 1

Storage: 1

Track Lighting: 1

Walk-In Closet(s): 1

Wet Bar: 1

Wired for Data: 1

Laundry Room: 1

Lower Level: 1

Sink: 1

Tri-Level: 1

Bluff: 1

Cleared: 1

Farm: 1

Gentle Sloping: 1

Landscaped: 1

Pasture: 1

Rolling Slope: 1

Secluded: 1

Views: 1

Air Purifier: 1

Dehumidifier: 1

Fuel Tank(s): 1

Generator: 1

Barn(s): 1

Covered Arena: 1

Guest House: 1

Outbuilding: 1

Pool House: 1

Shed(s): 1

Stable(s): 1

Aggregate: 1

Covered: 1

Driveway: 1

Electric Gate: 1

Electric Vehicle Charging Station(s): 1

Garage Door Opener: 1

Garage Faces Side: 1

Heated Garage: 1

Enclosed: 1

Screened: 1

Side Porch: 1

Mixed: 1

Gunite: 1

Heated: 1

Infinity: 1

Salt Water: 1

Private Road: 1

Gravel: 1

Metal: 1

24 Hour Security: 1

Security Gate: 1

Security System: 1

Engineered Septic: 1

Septic Tank: 1

Mountain(s): 1

Panoramic: 1

Private: 1

Well: 1

Bathroom: 1

Bathroom Level: Main

Bedroom: 1

Bonus Room: 1

Bonus Room Level: Second

Den: 1

Den Level: Second

Dining Room: 1

Dining Room Level: Main

Great Room: 1

Great Room Level: Main

Gym: 1

Gym Level: Lower

Kitchen: 1

Kitchen Level: Main

Laundry: 1

Laundry Level: Lower

Living Room: 1

Living Room Level: First

Primary Bathroom: 1

Primary Bedroom: 1

Primary Bedroom Level: Main

Utility Room: 1

Utility Room Level: Lower

Other Room: 1

Other Room Level: Main

Street Number: 241

Street Name: Cunningham Hill

Street Suffix: Road

County: Columbia

State: NY

Zip Code: 12029

Town (Taxable): Canaan