Affording privacy and seclusion, this jewel of a property is nestled into a perfect corner of the Hudson Valley and is truly one of a kind. This artistic masterpiece was lovingly designed and constructed by a master craftsman for his own family, using fascinating natural faces on the locally collected stone. The house is centered in a 20.5-acre parcel reminiscent of the John Burroughs nature sanctuary, with abundant wildlife and idyllic settings. There are 2 miles of established trails and a stunning spring-fed 3-acre pond with a pebble beach and floating dock to enjoy swimming, kayaking and skating. Two fenced gardens, irrigated from the pond, produce vegetables and flowers from spring to fall. The main level of the house has an open floor plan, soaring ceilings, furniture-grade red oak beams, and a wall of south-facing windows for light and passive-solar heating. Floors of handcrafted terracotta tile from Saltillo and the view from a wall of windows overlooking open space and the pond, ushers in the out of doors. The cabinetry, doors, and built-ins are hand made from oak and cherry, each from a single tree, allowing for bookmatched panels and symmetry of the grain. The upper level, presently divided into three bedrooms and a full bath, was built as a loft and can easily be converted, as the walls can be removed and the integrity of the beautiful wood floors and ceiling revealed. The large 700 sq ft, three-car detached garage/workshop, with heat and electricity, could be converted to a terrific studio or guest cottage. Begin your own new journey and intimate relationship with this exceptional gem and enjoy all the riches it has to offer. Minutes to the village of Red Hook, Rhinebeck, Bard College and Amtrak. Definitely check more details at www.notion.so/Secluded-Masterpiece-49-Rocky-Road-74117fc2d6d34a1db7ec5c76bf4b4feb,Level 2 Desc:3BR, FULL BATH,Cooling:Zoned,Ceiling Fan,ROOF:Wood Shingles,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OTHERROOMS:Office/Computer Room,Pantry,FLOORING:Wide Board,Ceramic Tile,AboveGrade:1810,FOUNDATION:Concrete,Slab,InteriorFeatures:Electric Dryer Connection,Beamed Ceilings,Electric Stove Connection,Walk-In Closets,Washer Connection,Heating:Zoned,ExteriorFeatures:Landscaped,Level 1 Desc:KITCHEN, LR, DR, OFFICE, HALF BATH/LAUNDRY, PANTRY
Single-familyProperty Type
1998Year Built
20.5 acresLot Size
$790Est. Price/Sq.Ft.
Listing by Kathleen Ward• HomeSmart Homes & Estates
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
3
Baths
2
Stories
1.5
Lot width
—
Lot depth
—
Lot size
20.5 Acres
Year renovated
2014
Sq. Ft.
1,810
Year built
1998
Style
Vacant Land
County
Dutchess County
APN
134889A00637400005334160000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 16, 2026.
RD3
Rural Development 3
The Rural Development 3 (RD3) District is intended to allow a mix of agricultural use and compatible moderate-density rural residential development and other conservation, recreation and open space uses consistent with established land use patterns. In order to conserve prime agricultural and other environmentally sensitive lands throughout the RD3 District, as well to maintain the overall rural and scenic character of the district, use of the residential cluster subdivision technique, encouragement of conservation density subdivisions and limitations on the scale of development that may be authorized are provided.
Property details
Parking
Parking Information
Parking Features: Detached, Garage Door Opener, Garage
Middle Or Junior School: Linden Avenue Middle School
High School: Red Hook Senior High School
High School District: Red Hook
Location Information
Directions: RT9 NORTH TO RT ON EAST KERLEY CORNERS RD, .07 MILES TO RT ON ROCKY RD (PRIVATE RD) FOLLOW DRIVEWAY STRAIGHT BACK TO #49. DO NOT ENTER PROPERTY WITHOUT AN APPOINTMENT.
County Or Parish: Dutchess County
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,810
Stories: 1.5
Lot Size: 20.5 acres
Style: Vacant Land
Year Built: 1998
Year Renovated: 2014
County: Dutchess County
APN: 134889A00637400005334160000
Home facts updated by county records on Oct 16, 2026
Around this home
Schools
Mill Road Intermediate Grades
Public PreK-5 • Assigned • 2.4mi
5/10
Linden Avenue Middle School
Public 6-9 • Assigned • 3.8mi
5/10
Red Hook Senior High School
Public 9-12 • Assigned • 3.8mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
4/10 Heat Factor
7 days above 97° expected this year, 15 days in 30 years
4/10 Wind Factor
9% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Red Hook, NY • 12571
Average low and high temperatures (°F)
32
19
35
19
52
32
62
41
69
50
81
60
84
65
80
59
76
55
65
45
52
35
37
23
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.8 hours in
June and 3.7 hours in December, placing it below the
U.S. average for solar exposure.
8.8 hrs
3.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.36M – $1.65M
Sell confidently with a local market expert in Red Hook. 3 minutes to get started.
Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match public records. Learn more.
Listing provided courtesy of: Upstate Down
Listing agent: Doreen DeCarolis (5182692197)
Based on information submitted to the MLS GRID as of Tue Oct 27 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.