54 Ryan Rd, Pine Plains, NY 12567
Property image
Property image
OFF MARKET

54 Ryan Rd
Pine Plains, NY 12567

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

$1,013,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,806/mo*
Refinance Your Home

$1,013,700

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $6,806/mo*
Refinance Your Home
5 Beds
2.5 Baths
4,148 sqft
(on 3.09 acres)

Home Value

Trulia Estimate
$1.01M
Since last month
Increased$4K (+0.4%)
Since last year
Increased$107K (+11.9%)
Since last sale
Increased$308K (+44.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.01M
July 2026$1M
June 2026$1.01M
May 2026$967K
April 2026$924K
March 2026$926K
February 2026$918K
January 2026$899K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
73 Meusel Road, Pine Plains, NY
0.19
Single-Family Home
$400,000
07/31/26
3
2.5
2,688
608 Lake Road, Pine Plains, NY
0.74
Single-Family Home
$850,000
08/07/26
3
2
2,700
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
23 Myrtle Avenue, Pine Plains, NY
1.31
Single-Family Home
$835,000
06/23/26
4
2.5
2,425
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

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
66 Ryan Road, Pine Plains, NY 12567
0.05
$140,000
-
-
-
For Sale
48 Woodside Street, Pine Plains, NY 12567
0.10
$381,800
3
2
1,280
Off Market
53 BRITTON Street, Pine Plains, NY 12567
0.14
$446,300
3
1
1,632
Off Market
22-28 Ryan Road, Pine Plains, NY 12567
0.16
$165,000
3
2
1,037
Recently Sold
58 Britton Street, Pine Plains, NY 12567
0.17
$135,000
-
-
-
Recently Sold
73 Meusel Road, Pine Plains, NY 12567
0.19
$400,000
3
2.5
2,688
Recently Sold
23 Willow Street, Pine Plains, NY 12567
0.24
$438,500
2
2
1,867
Off Market
143 Ryan Road, Pine Plains, NY 12567
0.25
$575,000
4
2.5
2,580
Recently Sold
32 Britton Street, Pine Plains, NY 12567
0.25
$490,500
3
2.5
2,002
Off Market
50 Meusel Road, Pine Plains, NY 12567
0.29
$423,500
3
2.5
1,760
Off Market
7 Woodside Street, Pine Plains, NY 12567
0.31
$107,750
3
1
800
For Sale
16 MEUSEL Road, Pine Plains, NY 12567
0.38
$532,600
3
2
3,012
Off Market

Local Information

  • Map ViewExplore the area around 54 Ryan Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1930
Lot Size
3.09 acres
Living Area
4,148 sqft
Price/Sqft
$244
Parking
Garage

About this House

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.
54 Ryan Rd, Pine Plains, NY 12567 is a 5 bedroom, 3 bathroom, 4,148 sqft single-family home built in 1930. It last sold for $699,000 on May 27, 2021. It is currently off market. The Trulia Estimate is $1,013,700, with a rent estimate of $5,161/month.

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: CentralHeating 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 and Tax history

DateEventPrice
May 27, 2021
Source: OneKey® MLS as distributed by MLS GRID #M395040
Sold
$699,000
Jan 15, 2021
Source: MHMLS #395040
ListingRemoved
$699,900
Sep 25, 2020
Source: Agent Provided
Listed For Sale
$699,900
Aug 18, 2020
Source: Agent Provided
ListingRemoved
$699,900
Jul 3, 2020
Source: Agent Provided
PriceChange
$699,900
Price decreased by 3%

Market trends in Pine Plains

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
23
4MoM
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Around this home

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...."
    4
    Flag

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Homes for sale near 54 Ryan Rd

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Frequently asked questions about 54 Ryan Rd

  • What is 54 Ryan Rd estimated to be worth?
    Trulia's estimated value for 54 Ryan Rd in Pine Plains, NY is $1,013,700.
  • What is the price history for 54 Ryan Rd?
    54 Ryan Rd in Pine Plains, NY last sold for $699,000 in May 2021.
  • Is Pine Plains a buyer's or seller's market?
    Pine Plains is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Pine Plains?
    Residents describe Pine Plains, NY as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Pine Plains, NY.
  • Does 54 Ryan Rd have air conditioning?
    Yes, 54 Ryan Rd in Pine Plains, NY has air conditioning.
  • How big is the lot at 54 Ryan Rd?
    The lot at 54 Ryan Rd in Pine Plains, NY is about 3.1 acres.