515 Cakeout Turnpike, Hillsdale, NY 12529 (MLS# 20251871)
$1,100,000
Hillsdale, NY 12529
MLS# 20251871
Status: Closed
3 beds | 2 baths | 2134 sqft

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Property Description
Private Country Estate with Sweeping Views on 28 Acres Welcome to Camp George. This country retreat offers timeless charm and modern ease with panoramic views of the Taconic Range. Nestled along a winding country road just outside the idyllic hamlet of Spencertown, this secluded 28-acre estate blends rustic elegance with contemporary updates for effortless four-season living. At its center, a warm, beautifully modernized log cabin that has been meticulously maintained invites you in with lofted ceilings, rich wood finishes, and abundant light-filled spaces throughout. At the heart of the property is a striking 1,700-square-foot 1850s peg-and-awl barn, relocated from the Adirondacks and reimagined as the ultimate space for entertainment and retreat. Vaulted ceilings, a wet bar with triple sinks, chef-grade outdoor kitchen - complete with four-burner grill, smoker, and sink - and two sleeping lofts create the ideal setting for hosting friends and family in rustic-luxe style. Just beyond the barn, a one-acre, stream-fed swimming pond with floating dock is ringed by manicured lawns, wooded trails, firepits, and multiple dining areas—perfect for starlit evenings and long summer days. A small vineyard of Cabernet Franc and Riesling vines brings a pastoral touch, while a detached garage with a poured-concrete foundation (with included golf cart) makes for easy roaming across the estate. Though completely private, Camp George is ideally situated —just minutes from the beloved Hawthorne Valley Farm Store, and within easy reach of Great Barrington, Chatham, Copake Lake, Hudson, and Hillsdale. Albany International Airport and the Taconic State Parkway offer easy access to New York City (2 hours) and Boston. Additional features include: freshly re-stained log exterior, extensive outdoor lighting, a home generator powering essential systems (heat, kitchen, Wi-Fi, and well pump), and a propane stove in the main kitchen, complemented by a second grill at the barn for large-scale entertaining. Outdoor recreation abounds in every season. Whether you're hosting summer gatherings, enjoying autumn foliage, or skiing nearby at Catamount (10 minutes), Butternut, or Jiminy Peak in the winter, this estate offers a year-round lifestyle that's connected, yet incredibly private. Just 30 minutes from cultural destinations like Tanglewood, Jacob's Pillow, and Art Omi, and close to top private schools, Camp George is more than a home, it is a private retreat, a gathering place, and a legacy property in the making.
Details
Contract Information
Listing Agreement: Exclusive Right To Sell
Owner Name: David Roady
Occupant Type: Owner
Lease Considered YN: No
Current Price: $1,100,000
Original List Price: 1195000
Sold Price: $1,100,000
Status: Closed
Listing Contract Date: 2025-05-31
Property Sub Type: Single Family Residence
Location, Tax, and Legal
911 Address: 515 County Route 21 Hillsdale, NY 12529
Township: Hillsdale
Zip Code +4: 5505
School District: Taconic Hills Central Schools
General Tax: 3849.5
School Tax: 5117.35
Tax Annual Amount: 8966
Assessors Full Market Value: 756250
Tax Assessed Value: 484000
Tax Legal Description: Not given
Parcel Number: 104200-115.-1-4
Tax Lot: N/A
Tax Block: N/A
Tax Exemptions YN: No
Zoning: RU C-
Directions: Taconic Parkway to Hillsdale Exit Route 217. Right onto Route 21C, Right on County Route 21 / Cakeout Turnpike to 515 - driveway entrance on Right. Sign at driveway entrance.
General Property Information
Bathrooms Half: 0
Above Grade Finished Area: 2184
Below Grade Finished Area: 0
Lot Size Acres: 27.86
New Construction YN: No
Garage YN: No
Flood Plain YN: No
Senior Community YN: No
Sign On Property YN: Yes
Basement YN: Yes
Stories: 2
Fireplace YN: Yes
Fireplaces Total: 1
List Price/SqFt: 559.98
Sold Price/SqFt: 515.46
Bedrooms Total: 3
Bathrooms Total: 2
Bathrooms Full: 2
Living Area: 2134
Year Built: 1983
Remarks and Miscellaneous
Public Remarks: Private Country Estate with Sweeping Views on 28 Acres
Welcome to Camp George. This country retreat offers timeless charm and modern ease with panoramic views of the Taconic Range.
Nestled along a winding country road just outside the idyllic hamlet of Spencertown, this secluded 28-acre estate blends rustic elegance with contemporary updates for effortless four-season living. At its center, a warm, beautifully modernized log cabin that has been meticulously maintained invites you in with lofted ceilings, rich wood finishes, and abundant light-filled spaces throughout.
At the heart of the property is a striking 1,700-square-foot 1850s peg-and-awl barn, relocated from the Adirondacks and reimagined as the ultimate space for entertainment and retreat. Vaulted ceilings, a wet bar with triple sinks, chef-grade outdoor kitchen - complete with four-burner grill, smoker, and sink - and two sleeping lofts create the ideal setting for hosting friends and family in rustic-luxe style.
Just beyond the barn, a one-acre, stream-fed swimming pond with floating dock is ringed by manicured lawns, wooded trails, firepits, and multiple dining areas—perfect for starlit evenings and long summer days. A small vineyard of Cabernet Franc and Riesling vines brings a pastoral touch, while a detached garage with a poured-concrete foundation (with included golf cart) makes for easy roaming across the estate.
Though completely private, Camp George is ideally situated —just minutes from the beloved Hawthorne Valley Farm Store, and within easy reach of Great Barrington, Chatham, Copake Lake, Hudson, and Hillsdale. Albany International Airport and the Taconic State Parkway offer easy access to New York City (2 hours) and Boston.
Additional features include: freshly re-stained log exterior, extensive outdoor lighting, a home generator powering essential systems (heat, kitchen, Wi-Fi, and well pump), and a propane stove in the main kitchen, complemented by a second grill at the barn for large-scale entertaining.
Outdoor recreation abounds in every season. Whether you're hosting summer gatherings, enjoying autumn foliage, or skiing nearby at Catamount (10 minutes), Butternut, or Jiminy Peak in the winter, this estate offers a year-round lifestyle that's connected, yet incredibly private.
Just 30 minutes from cultural destinations like Tanglewood, Jacob's Pillow, and Art Omi, and close to top private schools, Camp George is more than a home, it is a private retreat, a gathering place, and a legacy property in the making.
Status Change Information
Status Change Timestamp: 2025-08-18
Concessions: No
Buyer Financing: Cash
Major Change Timestamp: 2025-08-18T19:38:52Z
Major Change Type: Status Change
Purchase Contract Date: 2025-07-25
Close Date: 2025-08-18
Close Price: 1100000
Appliances
Dishwasher: 1
Free-Standing Gas Oven: 1
Free-Standing Gas Range: 1
Free-Standing Refrigerator: 1
Ice Maker: 1
Range Hood: 1
Stainless Steel Appliance(s): 1
Architectural Style
Cabin: 1
Attic Features
None: 1
Basement
Concrete: 1
Exterior Entry: 1
French Drain: 1
Interior Entry: 1
Storage Space: 1
Sump Pump: 1
Unfinished: 1
Walk-Up Access: 1
Book Information
Liber/Book: N/A
Page: N/A
Section: N/A
Community Features
Fishing: 1
Restaurant: 1
Construction Materials
Log: 1
Log Siding: 1
Cooling
Ductless: 1
Electric: 1
Heat Pump: 1
Wall Unit(s): 1
Zoned: 1
Door Features
ENERGY STAR Qualified Doors: 1
French Doors: 1
Electric
200+ Amp Service: 1
Circuit Breakers: 1
Generator: 1
Generator Hookup: 1
Entry Information
Entry Location: Front of home
Exterior Features
Barbecue: 1
Built-in Barbecue: 1
Dock: 1
Fire Pit: 1
Garden: 1
Gas Grill: 1
Lighting: 1
Outdoor Grill: 1
Outdoor Kitchen: 1
Outdoor Shower: 1
Private Entrance: 1
Private Yard: 1
Rain Gutters: 1
Smart Camera(s)/Recording: 1
Smart Light(s): 1
Storage: 1
Fencing
Gate: 1
Partial: 1
Fireplace Features
Basement: 1
Blower Fan: 1
Fire Pit: 1
Free Standing: 1
Gas: 1
Living Room: 1
Pellet Stove: 1
Recreation Room: 1
Stone: 1
Wood Burning: 1
Wood Burning Stove: 1
Flooring
Ceramic Tile: 1
Concrete: 1
Hardwood: 1
Plank: 1
Foundation Details
Concrete Perimeter: 1
Heating
Central: 1
Ductless: 1
Electric: 1
ENERGY STAR/ACCA RSI Qualified Installation: 1
Fireplace(s): 1
Floor Furnace: 1
Forced Air: 1
Heat Pump: 1
Oil: 1
Pellet Stove: 1
Propane: 1
Wood: 1
Wood Stove: 1
Zoned: 1
Interior Features
Beamed Ceilings: 1
Breakfast Bar: 1
Built-in Features: 1
Cathedral Ceiling(s): 1
Cedar Closet(s): 1
Entrance Foyer: 1
High Speed Internet: 1
Kitchen Island: 1
Low Flow Plumbing Fixtures: 1
Natural Woodwork: 1
Pantry: 1
Recreation Room: 1
Smart Camera(s)/Recording: 1
Smart Light(s): 1
Storage: 1
Sun Room: 1
Track Lighting: 1
Vaulted Ceiling(s): 1
Wet Bar: 1
Land Details
Water Rights YN: Yes
Laundry Features
Electric Dryer Hookup: 1
In Basement: 1
Laundry Room: 1
Lower Level: 1
Washer Hookup: 1
Levels
Tri-Level: 1
Listing Terms
1031 Exchange: 1
Cash: 1
Conventional: 1
Lot Features
Agricultural: 1
Back Yard: 1
Bluff: 1
Cleared: 1
Farm: 1
Front Yard: 1
Garden: 1
Gentle Sloping: 1
Landscaped: 1
Many Trees: 1
Meadow: 1
Open Lot: 1
Pond on Lot: 1
Private: 1
Rolling Slope: 1
Secluded: 1
Views: 1
Wooded: 1
Other Equipment
Call Listing Agent: 1
Fuel Tank(s): 1
Generator: 1
List Available: 1
Negotiable: 1
Other Structures
Barn(s): 1
Garage(s): 1
Outbuilding: 1
Shed(s): 1
Storage: 1
Workshop: 1
Parking Features
Additional Parking: 1
Converted Garage: 1
Driveway: 1
Garage Faces Front: 1
Golf Cart Garage: 1
Gravel: 1
Off Street: 1
On Site: 1
Private: 1
Storage: 1
Patio And Porch Features
Covered: 1
Front Porch: 1
Patio: 1
Porch: 1
Rear Porch: 1
Side Porch: 1
Plumbing
Copper: 1
Plastic: 1
Pool Features
None: 1
Possession
Close Of Escrow: 1
Property Condition
Updated/Remodeled: 1
Road Frontage Type
County Road: 1
Road Surface Type
Asphalt: 1
Paved: 1
Roof
Asphalt: 1
Metal: 1
Security Features
Closed Circuit Camera(s): 1
Security Lights: 1
Smoke Detector(s): 1
Sewer
Septic Tank: 1
Showing Considerations
Occupied: 1
Security System: 1
Special Listing Conditions
Standard: 1
Structure Type
Cabin: 1
Dock: 1
House: 1
Utilities
Electricity Connected: 1
Sewer Connected: 1
Water Connected: 1
Propane: 1
View
Forest: 1
Garden: 1
Meadow: 1
Mountain(s): 1
Park/Greenbelt: 1
Pond: 1
Ridge: 1
Rural: 1
Trees/Woods: 1
Valley: 1
Vineyard: 1
Water Source
Private: 1
Well: 1
Window Features
Double Hung Window(s): 1
Insulated Windows: 1
Documents Available
Brochure: 1
Drawing/Plans: 1
Seller's Disclosure: 1
Showing Requirements
Appointment Only: 1
Call Listing Agent: 1
Showing Information
Showing Attended YN: Yes
Showing Instructions: Contact Listing Agent Joseph Briggs 917-975-9926 jbriggs@wpsir.com
Location Tax and Legal
Street Number: 515
Street Name: Cakeout
Street Suffix: Turnpike
County: Columbia
State: NY
Zip Code: 12529
Town (Taxable): Hillsdale
Property Features
Appliances: Dishwasher; Free-Standing Gas Oven; Free-Standing Gas Range; Free-Standing Refrigerator; Ice Maker; Range Hood; Stainless Steel Appliance(s)
Architectural Style: Cabin
Attic Features: None
Basement: Concrete; Exterior Entry; French Drain; Interior Entry; Storage Space; Sump Pump; Unfinished; Walk-Up Access
Community Features: Fishing; Restaurant
Construction Materials: Log; Log Siding
Cooling: Ductless; Heat Pump; Wall Unit(s); Zoned
Door Features: ENERGY STAR Qualified Doors; French Doors
Electric: 200+ Amp Service; Circuit Breakers; Generator; Generator Hookup
Exterior Features: Barbecue; Built-in Barbecue; Dock; Fire Pit; Garden; Gas Grill; Lighting; Outdoor Grill; Outdoor Kitchen; Outdoor Shower; Private Entrance; Private Yard; Rain Gutters; Smart Camera(s)/Recording; Smart Light(s); Storage
Fencing: Gate; Partial
Fireplace Features: Blower Fan; Fire Pit; Free Standing; Gas; Living Room; Pellet Stove; Recreation Room; Stone; Wood Burning; Wood Burning Stove
Flooring: Ceramic Tile; Concrete; Hardwood; Plank
Foundation Details: Concrete Perimeter
Heating: Central; Ductless; Electric; ENERGY STAR/ACCA RSI Qualified Installation; Fireplace(s); Floor Furnace; Forced Air; Heat Pump; Oil; Pellet Stove; Propane; Wood; Wood Stove; Zoned
Interior Features: Beamed Ceilings; Breakfast Bar; Built-in Features; Cathedral Ceiling(s); Cedar Closet(s); Entrance Foyer; High Speed Internet; Kitchen Island; Low Flow Plumbing Fixtures; Natural Woodwork; Pantry; Recreation Room; Smart Camera(s)/Recording; Smart Light(s); Storage; Sun Room; Track Lighting; Vaulted Ceiling(s); Wet Bar
Laundry Features: Electric Dryer Hookup; In Basement; Laundry Room; Lower Level; Washer Hookup
Levels: Tri-Level
Listing Terms: 1031 Exchange; Cash; Conventional
Lot Features: Agricultural; Back Yard; Bluff; Cleared; Farm; Front Yard; Garden; Gentle Sloping; Landscaped; Many Trees; Meadow; Open Lot; Pond on Lot; Private; Rolling Slope; Secluded; Views; Wooded
Other Equipment: Call Listing Agent; Fuel Tank(s); Generator; List Available; Negotiable
Other Structures: Barn(s); Garage(s); Outbuilding; Shed(s); Storage; Workshop
Parking Features: Additional Parking; Converted Garage; Driveway; Garage Faces Front; Golf Cart Garage; Gravel; Off Street; On Site; Private; Storage
Patio And Porch Features: Covered; Front Porch; Patio; Porch; Rear Porch; Side Porch
Plumbing: Copper; Plastic
Pool Features: None
Possession: Close Of Escrow
Property Condition: Updated/Remodeled
Road Frontage Type: County Road
Road Surface Type: Asphalt; Paved
Roof: Asphalt; Metal
Security Features: Closed Circuit Camera(s); Security Lights; Smoke Detector(s)
Sewer: Septic Tank
Showing Considerations: Occupied; Security System
Special Listing Conditions: Standard
Structure Type: Cabin; Dock; House
Utilities: Electricity Connected; Sewer Connected; Water Connected; Propane
View: Forest; Garden; Meadow; Mountain(s); Park/Greenbelt; Pond; Ridge; Rural; Trees/Woods; Valley; Vineyard
Water Source: Private; Well
Window Features: Double Hung Window(s); Insulated Windows
Showing Requirements: Appointment Only; Call Listing Agent
Documents Available: Brochure; Drawing/Plans; Seller's Disclosure
Listing Courtesy of William Pitt Sotheby's Int'l
Listing Agent: Joseph Briggs