Listed By:
Gibson E McKean Inc

$ 1,500,000 151 Prospect Hill Road Cuddebackville, NY

MLS: 1044137   Type: Single Family   County: Orange   City: Cuddebackville   Zip: 12729   Style: Craftsman,Includes Legal Accessory Apartment     Taxes: $21,249

Mortgage $7,042 /mo

Beds

Baths

Half Baths

Sqr Footage

Acres

Built

13

4

2

3,000

142.57

1905

Grand estate residence on 149 acres, including 20+ acres of a Hazel Nut farm. The original orchard trees were planted in 2010 and have been successfully harvested and brought to market in the Hudson Valley and New York City areas. Aside from the working orchard, the grounds have numerous specimen trees and plantings – some dating back to the early 1900s and prior. The spacious main residence features 6 bedrooms, 4 full bathrooms, and powder room. Your spacious primary bedroom and ensuite bathroom are located on the first floor in addition to a second bedroom/office and full bathroom. Four Bedrooms and 2.5-bathrooms are located on the second floor. The updated kitchen has a gas range with vented hood and stainless-steel appliance package, wood cabinetry, composite countertops, and breakfast counter. The dining room and living room each have working wood-burning fireplaces and provide access to a large wrap sunroom with wood-burning stove, large windows, and French doors that lead to your private stone patio. Living areas have hardwood and tile floors throughout, and ceiling fans are located in every room. The main home features plenty of closets, built-ins, large-scale bedrooms, an attic, large second floor deck (providing views of the grounds) laundry closet with LG washer/dryer, and so much more. Vehicle storage on the property is a car-collector’s dream. The main garage with a depth for 2 cars has a second-floor studio space with a half bathroom that is great for quiet, creative artistry, office, or short-term visitors. The second garage/workshop has depth and width to accommodate 4 vehicles and work areas. There is also an additional 5-6 bay garage and maintenance building, with a 3-bedroom, 2-bath apartment above. The inground swimming pool is complete with planted patio, diving board, and mechanical shed, with room for the pool toys. There are stone walls, extensive wooded acreage, two greenhouses, flower gardens, rolling hills, and mountain views complete this grand estate property. Proximate to Monticello Resorts World Casino, Monticello Motor Club, the Delaware River, Breweries, Wineries, excellent restaurants, shopping, and numerous options for outdoor adventures.

Elementary School

Middle School

High School

East Main Street
Distance: N/A Miles
Minisink Valley
Distance: N/A Miles
Port Jervis Senior
Distance: N/A Miles

Price History

9/4/2026 Listed $1,500,000

Sewer Septic Tank
Heating Oil
Cooling Wall/Window Unit(s)
Utilities Propane
Appliances Dishwasher,Dryer,Gas Range,Microwave,Refrigerator,Washer
Garage Spaces 6
Patio/Porch Features Patio
Architectural Style Craftsman,Includes Legal Accessory Apartment,Other
Pool Features Diving Board,Fenced,In Ground,Pool Cover
Security Features Security System
Construction Materials Stucco
Year Built 1905
View Mountain(s),Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 332800-031-000-0001-036.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 18
Full Baths 4
Directions 151 Prospect Hill Road,Cuddebackville,NY 12729
High School Port Jervis Senior High School
City Deerpark
Disclosures Lead Paint,Seller Property Disclosure
Senior Community Y/N N
High School District Port Jervis
Carport Spaces 1
Carport Y/N Y
Elementary School East Main Street Elementary School
Property Attached Y/N Y
Tax Annual Amount 21249.5
Middle/Junior High School Minisink Valley Middle School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Minisink Valley
Elementary School District Port Jervis
Tax Assessed Value 349200
PostalCity Cuddebackville
AttributionContact 845-557-8338

Interior Features

Interior Amenities First Floor Bedroom,Ceiling Fan(s),Formal Dining,Granite Counters,Pantry,Primary Bathroom,Master Downstairs,Walk-In Closet(s),Washer/Dryer Hookup
Basement Partial
Flooring Ceramic Tile,Hardwood,Tile
Total Fireplaces 2
Fireplace Features Living Room,Wood Burning,Wood Burning Stove
Formal Dining Y
Basement Features Partial
Basement (Y/N) Y
Window Features Bay Window(s)
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 13
Total Baths 6
General Features First Floor Bedroom,Ceiling Fan(s),Formal Dining,Granite Counters,Pantry,Primary Bathroom,Master Downstairs,Walk-In Closet(s),Washer/Dryer Hookup
Walk-In Closet Y
Ceiling Fan(s) Y

Exterior Features

Exterior Amenities Garden,Mailbox
Fencing Fenced
Parking Features Detached,Driveway,Garage,Oversized
Water Source Well
Parking Features Detached, Driveway, Garage, Oversized
Spa N
Waterfront Y/N N
Road Frontage Type Municipal
Other Equipment Negotiable,Pool Equip/Cover
Horse Y/N N
General Features Ext. Garden,Mailbox

Property Schools



Direct Link:

https://horacemann.josephmacey.com/property/784-1044137-151-prospect-hill-road-cuddebackville-NY-12729

Gallery (50 photos)

Listed By:
Gibson E McKean Inc

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Property vs Zip Code Avg (12729)

Price 1.50M Avg 0

Sqr Feet 3,000 Avg 0

Cost / Sqr Ft $500 Avg $0

Taxes $21,249 Avg $0

Acres 142.57 Avg 0

Visits 7 Avg 0

Days on Site 24 Avg 20,724

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Listed By: Gibson E McKean Inc




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Location & Address

Horace Mann
66 N Broadway
Nyack, NY
Cell: 845-555-3952