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

Cuddebackville, NY, 12729
$ 1,500,000
Bedrooms13 Baths4.2 Sq 3,000

Monthly Estimate*

$ 9,471

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Single Family Home for sale in Cuddebackville, NY

for $1,500,000 with 13 bedrooms and 4 full baths, 2 half baths. This 3,000 square foot home was built in 1905 on a lot size of 149.5.

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.

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Single Family Active

Price

$ 1,500,000

Bedrooms

13

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 21,249

Style

Craftsman,Includes Legal Accessory Apartment

Lot Size

149.5

Year Built

1905

Town/City

Cuddebackville

County/Region

Orange

MLS | Web ID

1044137

Features
Interior
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
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
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General
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
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Exterior
Exterior Amenities Garden Mailbox
Fencing Fenced
Parking Features Detached Driveway Garage Oversized Detached Driveway Garage Oversized
Water Source Well
Spa N
Waterfront Y/N N
Road Frontage Type Municipal
Other Equipment Negotiable Pool Equip/Cover
Horse Y/N N
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Internal Only
Street Number 1 151
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* Excluded Features
List By
Gibson E Mc Kean

Listing Agent

Gibson E Mckean Inc

Broker

845-557-8338

Contact

Affordability Calculator

$11,242
Per Month
84%
16%
0%
Monthly Principal & Interest
$9,471
Monthly Property Taxes
$1,771
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
5115156 Elementary School
5554208 Middle School
Port Jervis Senior High School High School
Pricing History
DatePricePrice ChangeDescription
9/4/2026$1,500,000 Listed Price

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151 Prospect Hill Road, Cuddebackville, NY, 12729 is a Single Family Home for sale at $1,500,000 with 3,000 sqft and a lot size of 149.5. 151 Prospect Hill Road has 13 bedrooms, 4.2 baths, and was built in 1905. The property's zip code is 12729 which is in Cuddebackville, NY