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5 Downer Lane, Woodstock, NY 12498

Ulster County

Key Facts

4Beds
4Baths
3,172Sq Ft
2019Year Built
5.85Lot (acres)

Description

Set on six bucolic acres along one of Woodstock's most scenic country roads, this extraordinary barn residence captures sweeping views of Overlook Mountain, the timeless beauty of the Hudson Valley landscape, and the quiet rhythm of a true farm setting. Reimagined from a historic 19th-century barn that was carefully disassembled and relocated from farther north, the home is a remarkable example of craftsmanship, creativity, and preservation. Following the tradition of Woodstock's celebrated handmade houses, the interiors were assembled over many years from salvaged architectural elements, reclaimed materials, and one-of-a-kind finds — each room richly layered with hand-hewn timbers, antique details, stained glass, and finishes that create an atmosphere unlike anything on the market. The grand living spaces are anchored by soaring timber-frame construction, warm gathering areas inside and out, open meadows, and unobstructed mountain views. The property comfortably accommodates farm animals, making it well-suited for a small hobby farm, equestrian use, or simply a deeper connection to the land. A heated pool, sauna, gym, and generous entertaining spaces complete the picture — along with proximity to Woodstock's beloved swimming holes, hiking trails, and village life. For those seeking a weekend escape, this is the kind of place you stop looking once you find it. For investors, the numbers speak clearly: the property carries a proven short-term rental track record in one of the Hudson Valley's most in-demand markets. Woodstock's STR environment has tightened considerably, making an established, permitted rental operation here a genuine asset — not a starting point. More than a residence, this is a work of art and a sound investment — an authentic expression of Woodstock's creative spirit with the income history to back it up.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Barndominium

Year Built

2019

Living Area

3,172 sq ft

Lot Size

5.85 acres

Days on Market

44

MLS® Listing#

1006872

Property Features

Interior

Built-in FeaturesChandelierHigh CeilingsNatural WoodworkSoaking Tub

Appliances

DishwasherDryerRangeRefrigeratorWasher

Cooling

Multi Units

Heating

Propane

Basement

PartialStorage SpaceWalk-Out Access

Pool

Private

Parking

DrivewayOff Street

Laundry

In Basement

Construction

FrameOtherWood Siding

Utilities

Cable ConnectedElectricity ConnectedPropaneWater Connected

Sewer

Septic Tank

Water Source

PublicPrivateWell

Schools

Elementary:
E R Crosby Elementary School
Middle:
M Clifford Miller Middle School
High:
Kingston High School

Financial Details

Annual Taxes

$23,526

Assessed Value

$625,000

Parcel Number

5800-027.004-0001-034.200-0000

Affordability Calculator

$240,000

Estimated monthly payment

$6,387/mo

Principal $960,000 · Est. interest $1,339,285 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Woodstock, NY

$1,000,000
Median Listing Price
55
Median Days on Market
2,480
Median Sq Ft
$536
Median Price / Sq Ft
23
Active Listings
  • This home’s price is 20% above the area median.
  • Its price per sq ft is 29% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Woodstock, NY.

Location

Map showing the location of 5 Downer Lane, Woodstock, NY 12498

Points of Interest in Woodstock, NY

Showing the Woodstock area map.

Nearby Schools

  • Woodstock Elementary School

    Elementary · 1.3 mi away

  • Zena Elementary School

    Elementary · 1.4 mi away

  • Woodstock Day School

    School · 1.7 mi away

  • West Hurley School

    School · 2.6 mi away

  • Hudson Valley Sudbury School

    Secondary · 2.8 mi away

  • Mountaintop Waldorf Children's Garden

    School · 3.9 mi away

  • Mount Marion Elementary School

    Elementary · 4.4 mi away

  • Middle Way School

    School · 5.6 mi away

  • E.R. Crosby Elementary School

    Elementary · 5.7 mi away

  • M. Clifford Miller Middle School

    Secondary · 5.8 mi away

  • Grant D Morse Pta

    Elementary · 6.2 mi away

  • Children's Work SP of the Catskills

    School · 6.5 mi away

  • Aunt Jenn's Early Learning Center

    School · 6.6 mi away

  • Montessori School

    Elementary · 6.9 mi away

  • Chambers Elementary School

    Elementary · 7.1 mi away

  • Riccardi Elementary School

    Elementary · 7.1 mi away

  • Little Red School House

    School · 7.4 mi away

  • J Watson Bailey Middle School

    Secondary · 7.5 mi away

  • Hurley Nursery School

    School · 7.5 mi away

  • Harry L Edson Elementary School

    Elementary · 7.6 mi away

Commute Calculator

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
19 Blues Quarry, Woodstock, NY$1,400,000442,613
106 Mountain Laurel Lane, Woodstock, NY$1,499,900343,330

Moving Cost Estimate

EXIT Agents in Woodstock

Listing Courtesy: Serhant LLC - 6464807665

Presented by: Baris Demirel

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#1006872. © 2026EXIT Realty®. All rights reserved.