54 Ryan Rd, Pine Plains, NY 12567
OFF MARKET

54 Ryan Rd
Pine Plains, NY 12567

  • 5 Beds
  • 2.5 Baths
  • 4,148 sqft (on 3.09 acres)

$952,200

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $6,234/mo*
Refinance Your Home

$952,200

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $6,234/mo*
Refinance Your Home
5 Beds
2.5 Baths
4,148 sqft
(on 3.09 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This 1930's historic farmhouse estate, once the headquarters of the Moonshine Mobster, Dutch Shultz, has been completely updated from top to bottom into a warm and elegant home, with more than three scenic acres, offering the best of family living while providing plenty of private space for the entire family. New feature front gardens with center medallion and winding walkways lead you to the front door that opens into light-filled family and living rooms with real hardwood floors throughout and a few delightfully secret surprises hidden behind faux swinging bookshelves. The first floor also features a gourmet kitchen with custom cabinetry and new appliances, a warm fireplace in the family room surrounded by an antique-farmhouse mantel; a large sunroom/dining room showcasing sizable windows facing the level backyard, and a private office with a separate outdoor entrance. Beyond the bedrooms on the second floor, an additional third floor holds a large climate controlled sunny attic with finished hardwood flooring, prime for a home gym or game room. Every room is individually climate controlled with a state-of-the-art heating and cooling system. The new roof and new Low-e windows add to the exceptional energy efficiency and solar packages are available for those wishing to take advantage of this home's exceptional solar ratings. The quaint town of Pine Plains hosts local food markets and eateries as well as the newly opened Dutch's Spirits Distillery (@dutchesspirits) nearby, featuring spirit tasting rooms and fine foods, sharing this property's ties to the Moonshine Mogul. Also within walking distance of this home is the Twin Lakes region with mountainous state parks and picturesque preserves -- perfect for canoeing and hiking. Pine plains also offers rousing polo matches and exhilarating horse-country activities and is just a short drive away from the Rhinebeck/Red Hook area, the Hudson River and local skiing resorts.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 54 Ryan Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14Types of Rooms: Breakfast NookWet Bar
Heating & Cooling
Heating: Heat Pump, OilAir ConditioningCooling System: Central, OtherHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Concrete, Hardwood
Appliances & Utilities
Cable ReadyDishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPorch
Parking & Garage
GarageParking Space: 1Parking: Garage Detached

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.09 acres

Price History for 54 Ryan Rd

DatePriceEventSource
05/27/2021$699,000Sold
OneKey® MLS as distributed by MLS GRID #M395040
01/15/2021$699,900ListingRemovedMHMLS #395040
09/25/2020$699,900Listed For SaleAgent Provided
08/18/2020$699,900ListingRemovedAgent Provided
07/03/2020$699,900PriceChange
Agent Provided
06/12/2020$724,900PriceChange
Agent Provided
04/17/2020$725,000Listed For SaleAgent Provided
11/25/2019$800,000ListingRemovedAgent Provided
08/29/2019$800,000PriceChange
Agent Provided
08/22/2019$848,000PriceChange
Agent Provided
08/15/2019$849,000PriceChange
Agent Provided
07/19/2019$850,000Listed For SaleAgent Provided
02/16/2019$220,000Sold
OneKey® MLS as distributed by MLS GRID #H4849470
02/15/2019$264,900PendingAgent Provided
02/12/2019$264,900PendingToActiveAgent Provided
01/17/2019$264,900PendingAgent Provided
12/12/2018$264,900PriceChange
Agent Provided
11/26/2018$284,900PriceChange
Agent Provided
10/26/2018$289,900Listed For SaleAgent Provided
07/21/2016$500Sold
N/A
04/19/2016$299,900ListingRemovedAgent Provided
01/13/2016$299,900PendingAgent Provided
01/13/2016$299,900Listed For SaleAgent Provided
12/07/2015$299,900ListingRemovedAgent Provided
11/26/2015$299,900PendingAgent Provided
11/26/2015$299,900Listed For SaleAgent Provided
09/19/2015$299,900ListingRemovedAgent Provided
06/09/2000$159,500Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$791,400
Home facts updated by county records

Comparable Sales for 54 Ryan Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
143 Ryan Road, Pine Plains, NY
0.25
Single-Family Home
$575,000
01/23/26
4
2.5
2,580
48 Woodside Street, Pine Plains, NY
0.10
Single-Family Home
$360,000
09/25/25
3
2
1,280
30 N Main Street, Pine Plains, NY
0.80
Single-Family Home
$520,000
12/30/25
4
2.5
3,180
43 Stissing Mountain Drive, Pine Plains, NY
1.17
Single-Family Home
$515,000
10/27/25
3
1.5
1,862
54 Birch Dr, Pine Plains, NY
0.81
Single-Family Home
$250,000
06/24/25
4
2
1,788
6 Carla Terrace, Pine Plains, NY
0.82
Single-Family Home
$285,000
08/13/25
4
1.5
1,488
198 Sigler Road, Pine Plains, NY
1.24
Single-Family Home
$825,000
11/04/25
5
3.5
2,714
5-7 Myrtle Avenue, Pine Plains, NY
1.27
Single-Family Home
$537,500
09/09/25
4
2
2,605
37 Stissing Mountain Drive, Pine Plains, NY
1.27
Single-Family Home
$711,000
09/22/25
2
2
1,624
34 Myrtle Avenue, Pine Plains, NY
1.36
Single-Family Home
$270,000
01/08/26
5
2.5
2,100

Assigned Schools

These are the assigned schools for 54 Ryan Rd.

What Locals Say about Pine Plains

At least 17 Trulia users voted on each feature.

  • 95 % Say parking is easy

  • 95 % Say yards are well-kept

  • 94 % Say it's dog friendly

  • 89 % Say there's wildlife

  • 86 % Say there's holiday spirit

  • 85 % Say people would walk alone at night

  • 81 % Say kids play outside

  • 78 % Say car is needed

  • 76 % Say it's walkable to restaurants

  • 72 % Say it's quiet

  • 70 % Say there are sidewalks

  • 68 % Say it's walkable to grocery stores

  • 65 % Say they plan to stay for at least 5 years

  • 64 % Say there are community events

  • 63 % Say neighbors are friendly

  • 61 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • hill_js
    "Neighbors are friendly and for the most part don’t mind if a dog barks. Neighborhoods are walkable and safe too. "
    1
    Flag
  • Martin H.
    "People walk their dogs up and down this street while there are no sidewalks cars are respectful of pedestrians"
    1
    Flag
  • Kate O.
    "I have lived in Pine Plains for most of my life. It is a friendly community. It is a truly beautiful place to live with amazing hiking trails in and around the area."
    2
    Flag
  • Kate O.
    "small town, great school, I have lived here my entire life. nice mix of second home owners and locals. great place for outdoor activities and good food "
    1
    Flag
  • gailtkelly
    "It is close enough to town to walk. The HS is a few blocks away. The fire house is 2 blocks away . Entertainment is in town."
    1
    Flag
  • Ccrizal
    "Have lived in a few places, really like it here, assuming you are an involved parent - good school system, love the views & hiking opportunities - in 20 years have never locked my door & have never had a problem...."
    3
    Flag

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54 Ryan Rd, Pine Plains, NY 12567 is a 5 bedroom, 3 bathroom, 4,148 sqft single-family home built in 1930. This property is not currently available for sale. 54 Ryan Rd was last sold on May 27, 2021 for $699,000. The current Trulia Estimate for 54 Ryan Rd is $952,200.