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Serving Buyers & Sellers in Columbia County, NY

50 Conklin Hill Road, Milton, NY 12547 (MLS# 20252830)


$395,000
50 Conklin Hill Road
Milton, NY 12547
MLS# 20252830
3 beds  |  1 baths  |  1954 sqft


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Property Description
Welcome to the Woolsey-Conklin house - a living piece of Hudson Valley history built in 1760 by one of the foundational families of Marlboro. This English Colonial has been preserved to honor its historical integrity and updated for today's world. Classic features of colonial craftsmanship, including a steep side-gabled roof and center-hall layout, welcome you at both the front and rear entrances. Inside, original wide-plank red pine floors, four fireplaces, hand-hewn beams, and finely preserved trim reflect more than 260 years of American domestic life. The finished walk-out basement, once used to store provisions through long Hudson Valley winters, showcases Dutch-style framing with long, continuous beams—a rare and enduring structural hallmark of 18th-century architecture. The unfinished second floor (approx. 600 sq ft.) provides an opportunity to expand your living space while honoring the original design. Upgrades have been undertaken with great care to maintain the home's authenticity. These include new Pella architectural windows, a whole-house generator, a new roof, and updates to the heating system, kitchen, and bathroom. This home is a canvas for your storybook vision - a unique opportunity to live in history without sacrificing comfort or convenience. Outside, follow the stone pathways and enjoy a meditative walk through the fairytale gardens brimming with thoughtfully curated native flowers and shrubbery. Set on 1.3 acres, you'll still have plenty of space to add your own magic. This historical artifact is tucked into the rolling countryside of Marlboro, a town dedicated to preserving the agrarian lifestyle the Woolseys and Conklins knew. You'll find no shortage of outstanding provisions - pick your own at Weeds Orchard, sip local wine at Fjord Vineyards and Glorie Winery, grab veggies for dinner at Overlook Farms and the Marlboro farmer's market. And do not miss a show at the renowned Falcon music venue! This home is a quick drive to New Paltz, Beacon, Gardiner — each offering some of the best dining, wining, breweries, and outdoor activities in the region. Metro-North trains are just 15 (Poughkeepsie) and 25 (Beacon) minutes away, and only 65 miles from the George Washington Bridge. The Woolsey-Conklin house awaits its next steward.

Details
Contract Information
Listing Agreement: Exclusive Right To Sell
Owner Name: DeLesseps
Occupant Type: Vacant
Lease Considered YN: No
Current Price: $395,000
Original List Price: 415000
List Price: $395,000
Status: Active
Listing Contract Date: 2025-07-09
Property Sub Type: Single Family Residence
Location, Tax, and Legal
911 Address: 50 Conklin Hill Rd, Milton, Ny, 12547
Township: Marlborough
School District: Marlboro Central School District
General Tax: 3263.8
School Tax: 5880.65
Tax Annual Amount: 9144
Tax Year: 2025
Assessors Full Market Value: 365553
Tax Assessed Value: 213300
Tax Legal Description: Single Family Residential
Parcel Number: 360010200200020031000000
Tax Lot: 3
Tax Block: 2
Tax Exemptions YN: No
Zoning: RAG1
Directions: From the south: Take 9W to Lattintown Road about 6.5 miles - Turn Left on Conklin and go .2 miles to #50
General Property Information
Bathrooms Half: 0
Above Grade Finished Area: 1183
Below Grade Finished Area: 771
Lot Size Acres: 1.3
Association YN: No
New Construction YN: No
Garage YN: No
Waterfront 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: 4
Wood Stove YN: No
Spa YN: No
List Price/SqFt: 202.15
Bedrooms Total: 3
Bathrooms Total: 1
Bathrooms Full: 1
Living Area: 1954
Year Built: 1760
Remarks and Miscellaneous
Public Remarks: Welcome to the Woolsey-Conklin house - a living piece of Hudson Valley history built in 1760 by one of the foundational families of Marlboro. This English Colonial has been preserved to honor its historical integrity and updated for today's world. Classic features of colonial craftsmanship, including a steep side-gabled roof and center-hall layout, welcome you at both the front and rear entrances. Inside, original wide-plank red pine floors, four fireplaces, hand-hewn beams, and finely preserved trim reflect more than 260 years of American domestic life. The finished walk-out basement, once used to store provisions through long Hudson Valley winters, showcases Dutch-style framing with long, continuous beams—a rare and enduring structural hallmark of 18th-century architecture. The unfinished second floor (approx. 600 sq ft.) provides an opportunity to expand your living space while honoring the original design. Upgrades have been undertaken with great care to maintain the home's authenticity. These include new Pella architectural windows, a whole-house generator, a new roof, and updates to the heating system, kitchen, and bathroom. This home is a canvas for your storybook vision - a unique opportunity to live in history without sacrificing comfort or convenience. Outside, follow the stone pathways and enjoy a meditative walk through the fairytale gardens brimming with thoughtfully curated native flowers and shrubbery. Set on 1.3 acres, you'll still have plenty of space to add your own magic. This historical artifact is tucked into the rolling countryside of Marlboro, a town dedicated to preserving the agrarian lifestyle the Woolseys and Conklins knew. You'll find no shortage of outstanding provisions - pick your own at Weeds Orchard, sip local wine at Fjord Vineyards and Glorie Winery, grab veggies for dinner at Overlook Farms and the Marlboro farmer's market. And do not miss a show at the renowned Falcon music venue! This home is a quick drive to New Paltz, Beacon, Gardiner — each offering some of the best dining, wining, breweries, and outdoor activities in the region. Metro-North trains are just 15 (Poughkeepsie) and 25 (Beacon) minutes away, and only 65 miles from the George Washington Bridge. The Woolsey-Conklin house awaits its next steward.
Status Change Information
Status Change Timestamp: 2025-12-16
Back on Market Date: 2025-12-16
Major Change Timestamp: 2025-12-16T21:26:19Z
Major Change Type: Back on Market
Price Change Timestamp: 2025-10-02T16:39:10Z
Appliances
Double Oven: 1
Freezer: 1
Microwave: 1
Oven: 1
Range: 1
Range Hood: 1
Refrigerator: 1
Washer/Dryer: 1
Architectural Style
Cottage: 1
Attic Features
Permanent Stairs: 1
Stand Up: 1
Unfinished: 1
Walk-In Attic: 1
Basement
Daylight: 1
Finished: 1
French Drain: 1
Full: 1
Walk-Out Access: 1
Walk-Up Access: 1
Book Information
Liber/Book: 7403
Page: 149
Section: 102-2
Community Features
None: 1
Construction Materials
Stone: 1
Wood Siding: 1
Cooling
Window Unit(s): 1
Electric
200+ Amp Service: 1
Exterior Features
Garden: 1
Private Yard: 1
Fencing
Gate: 1
Partial: 1
Other: 1
Fireplace Features
Basement: 1
Dining Room: 1
Primary Bedroom: 1
Flooring
Hardwood: 1
Tile: 1
Vinyl: 1
Foundation Details
Concrete Perimeter: 1
Heating
Baseboard: 1
Oil: 1
Interior Features
Beamed Ceilings: 1
Built-in Features: 1
Chandelier: 1
Crown Molding: 1
Granite Counters: 1
Natural Woodwork: 1
Storage: 1
Laundry Features
In Basement: 1
Laundry Closet: 1
Lower Level: 1
Levels
Two: 1
Lot Features
Garden: 1
Landscaped: 1
Many Trees: 1
Meadow: 1
Native Plants: 1
Private: 1
Wooded: 1
Other Equipment
Generator: 1
Other Structures
None: 1
Parking Features
Driveway: 1
Patio And Porch Features
Patio: 1
Plumbing
Mixed: 1
Pool Features
None: 1
Property Condition
Average: 1
Roof
Asphalt: 1
Shingle: 1
Sewer
Septic Tank: 1
Showing Considerations
Inconsistent Cell Service: 1
Structure Type
House: 1
Utilities
Cable Available: 1
Electricity Connected: 1
Water Available: 1
View
Garden: 1
Trees/Woods: 1
Water Source
Well: 1
Showing Requirements
Combination Lock Box: 1
Location Tax and Legal
Street Number: 50
Street Name: Conklin Hill
Street Suffix: Road
County: Ulster
State: NY
Zip Code: 12547
Town (Taxable): Marlboro
Property Features
Appliances: Double Oven; Freezer; Microwave; Oven; Range; Range Hood; Refrigerator; Washer/Dryer
Architectural Style: Cottage
Attic Features: Permanent Stairs; Stand Up; Unfinished; Walk-In Attic
Basement: Daylight; Finished; French Drain; Full; Walk-Out Access; Walk-Up Access
Community Features: None
Construction Materials: Stone; Wood Siding
Cooling: Window Unit(s)
Electric: 200+ Amp Service
Exterior Features: Garden; Private Yard
Fencing: Gate; Partial; Other
Fireplace Features: Dining Room; Primary Bedroom
Flooring: Hardwood; Tile; Vinyl
Foundation Details: Concrete Perimeter
Heating: Baseboard; Oil
Interior Features: Beamed Ceilings; Built-in Features; Chandelier; Crown Molding; Granite Counters; Natural Woodwork; Storage
Laundry Features: In Basement; Laundry Closet; Lower Level
Levels: Two
Lot Features: Garden; Landscaped; Many Trees; Meadow; Native Plants; Private; Wooded
Other Equipment: Generator
Other Structures: None
Parking Features: Driveway
Patio And Porch Features: Patio
Plumbing: Mixed
Pool Features: None
Property Condition: Average
Roof: Asphalt; Shingle
Sewer: Septic Tank
Showing Considerations: Inconsistent Cell Service
Structure Type: House
Utilities: Cable Available; Electricity Connected; Water Available
View: Garden; Trees/Woods
Water Source: Well
Showing Requirements: Combination Lock Box

Listing Courtesy of Compass Greater NY, LLC
Listing Agent: Caroline Brennan

Information deemed reliable but not guaranteed.