Sylvia Woods

151 Prospect Hill Road

Cuddebackville, NY
$ 1,500,000 Beds 13 Baths 5 Sq 3,000
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 1,500,000
  • City
  • Cuddebackville
  • Bedrooms
  • 13
  • Full Bathrooms
  • 4
  • County
  • ORANGE
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 142.57 Acres
  • Zip
  • 12729
  • Sqr Footage
  • 3,000
  • Year Built
  • 1905
  • Taxes
  • $ 21249
  • Style
  • Craftsman,Includes Legal Accessory Apartment
  • MLS#
  • 1044137
Listed By: Gibson E McKean Inc
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

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 No
Garage Y/N Yes
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 No
High School District Port Jervis
Carport Spaces 1
Carport Y/N Yes
Elementary School East Main Street Elementary School
Property Attached Y/N Yes
Tax Annual Amount 21249.5
Middle/Junior High School Minisink Valley Middle School
Property Condition Actual
Additional Parcels Y/N No
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
Listing Appliances Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer

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 Yes
Basement Features Partial
Basement (Y/N) Yes
Window Features Bay Window(s)
Fireplace Y/N Yes
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 Yes
Ceiling Fan(s) Yes

Exterior Features

Exterior Amenities Garden,Mailbox
Fencing Fenced
Parking Features Detached,Driveway,Garage,Oversized
Water Source Well
Parking Features Detached, Driveway, Garage, Oversized
Spa No
Waterfront Y/N No
Road Frontage Type Municipal
Other Equipment Negotiable,Pool Equip/Cover
Horse Y/N No
General Features Ext. Garden,Mailbox

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Mount Vernon, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School East Main Street Elementary School
Middle School Minisink Valley Middle School
High School Port Jervis Senior High School

Price History

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

Property vs Zip Code Average in 12729

Price
AVG $550K
$1.5M
Taxes
AVG $6,964
$21,249
Year Built
AVG 1934
1905
Visits
AVG 85
6
Data Provided by Inside Real Estate®

Areas That We Cover

151 Prospect Hill Road Cuddebackville, NY is a Single Family Home for sale at $1500000 with 3000 sqft and a lot size of 142.57 Acres Acre(s). 151 Prospect Hill Road Cuddebackville has 13 bedrooms, 4 baths and was built in 1905. The property's zip code is 12729 which is in Cuddebackville, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Sylvia Woods

Sylvia Woods

Broker/Owner

914-523-5624

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