Home Highlights
Lot/Land
3.45 acre lot
Local Information
- Map ViewExplore the area around 66 Ryan Road.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Ready to build your Hudson Valley dream home? Save numerous months of engineering expense and time with this fully Board of Health Approved 3.45-acre parcel, pre-tested and permitted for a 4-bedroom residence! (Please note: the image of the home in the listing pictures is a POSSIBLE concept created by AI using the land photos.)
A rough-cut driveway leads up to a secluded, elevated building site nestled at the top of the hill, offering exceptional privacy, natural breezes, and seasonal Stissing Mountain views. The heavy lifting with county health board approval is already done—making this an ideal canvas for a custom build, country getaway, or spec construction.
Located just a short distance from Twin Lakes and the Thompson Pond Preserve, your days can be filled with hiking, kayaking, and taking in the iconic Hudson Valley vistas. Enjoy the local community charm of Pine Plains while staying just a short drive from the cultural hubs of Red Hook and Rhinebeck. From winter skiing to summer river excursions, this property delivers the quintessential upscale country lifestyle. Easy to show—just log and go through showing service.
A rough-cut driveway leads up to a secluded, elevated building site nestled at the top of the hill, offering exceptional privacy, natural breezes, and seasonal Stissing Mountain views. The heavy lifting with county health board approval is already done—making this an ideal canvas for a custom build, country getaway, or spec construction.
Located just a short distance from Twin Lakes and the Thompson Pond Preserve, your days can be filled with hiking, kayaking, and taking in the iconic Hudson Valley vistas. Enjoy the local community charm of Pine Plains while staying just a short drive from the cultural hubs of Red Hook and Rhinebeck. From winter skiing to summer river excursions, this property delivers the quintessential upscale country lifestyle. Easy to show—just log and go through showing service.
Last check for updates: about 10 hours ago
Listing by: Legacy Land & Homes LLC, (845) 206-9462
Vida Odescalchi, (845) 635-1436
Source: OneKey® MLS as distributed by MLS GRID, MLS#1010757
Also Listed on OneKey® MLS as distributed by MLS GRID.
Home Details for 66 Ryan Road
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Parking & Garage No Carport |
Water & Sewer Sewer: Septic Needed |
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Cumulative Days on Market: 50Days on Market: 77 |
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Property Type / Style Property Type: LandProperty Subtype: Land |
Property Information Parcel Number: 1342006872001596610000 |
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Price List Price: $140,000 |
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MLS Status: Active |
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Direction & Address City: Pine Plains |
School Information Elementary School: Seymour Smith Intermediate Lrn CtrJr High / Middle School: Stissing Mountain Junior/Senior High SchoolHigh School: Stissing Mountain Jr/Sr High SchoolHigh School District: Pine Plains |
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Listing Agent Listing ID: 1010757 |
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Not Senior Community |
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No HOA |
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Lot Area: 3.45 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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Mls Number: 1010757Attribution Contact: 845-206-9462 |
Around this home
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.
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.
Market trends in Pine Plains
Last updated August 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
21
2MoM
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
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 |
|---|---|---|---|---|---|---|---|
0.22 | Lot/Land | $135,000 | 01/23/26 | - | - | ||
2.19 | Lot/Land | $120,000 | 05/15/26 | - | - | ||
2.78 | Lot/Land | $342,500 | 11/14/25 | - | - | ||
3.16 | Lot/Land | $120,000 | 05/14/26 | - | - | ||
3.73 | Lot/Land | $160,000 | 06/09/26 | - | - | ||
3.71 | Lot/Land | $850,000 | 02/10/26 | - | - | ||
5.13 | Lot/Land | $185,000 | 11/01/25 | - | - | ||
5.48 | Lot/Land | $260,000 | 02/09/26 | - | - | ||
5.48 | Lot/Land | $675,000 | 12/24/25 | - | - |
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 |
|---|---|---|---|---|---|---|
0.12 | $384,100 | 3 | 2 | 1,280 | Off Market | |
0.19 | $441,200 | 3 | 1 | 1,632 | Off Market | |
0.22 | $575,000 | 4 | 2.5 | 2,580 | Recently Sold | |
0.19 | $165,000 | 3 | 2 | 1,037 | Recently Sold | |
0.22 | $135,000 | - | - | - | Recently Sold | |
0.23 | $400,000 | 3 | 2.5 | 2,688 | Recently Sold | |
0.27 | $438,000 | 2 | 2 | 1,867 | Off Market | |
0.30 | $488,600 | 3 | 2.5 | 2,002 | Off Market | |
0.34 | $427,000 | 3 | 2.5 | 1,760 | Off Market | |
0.44 | $404,300 | 3 | 2 | 3,010 | Off Market | |
0.43 | $530,800 | 3 | 2 | 3,012 | Off Market |
Price and Tax history
| Date | Event | Price |
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Jun 30, 2026 Source: OneKey® MLS as distributed by MLS GRID #1010757 | Listed For Sale | $140,000 |
Feb 8, 2026 Source: OneKey® MLS as distributed by MLS GRID #885377 | ListingRemoved | $145,000 |
Jul 7, 2025 Source: OneKey® MLS as distributed by MLS GRID #885377 | Listed For Sale | $145,000 |
Apr 19, 2016 Source: Agent Provided | ListingRemoved | $87,000 |
Jan 13, 2016 Source: Agent Provided | Pending | $87,000 |
Jan 13, 2016 Source: Agent Provided | Listed For Sale | $87,000 |
Dec 7, 2015 Source: Agent Provided | ListingRemoved | $87,000 |
Jul 13, 2015 Source: Agent Provided | Pending | $87,000 |
Jan 14, 2015 Source: Agent Provided | Listed For Sale | $87,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | Unavailable | $93,600 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Vida Odescalchi, Legacy Land & Homes LLC, (845) 206-9462
Agent Phone: (845) 635-1436
Based on information submitted to the MLS GRID as of 2026-09-15 23:33:17 PDT 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. Some IDX listings have been excluded from this website. Click here for more information
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Frequently asked questions about 66 Ryan Road
- How big is 66 Ryan Road?66 Ryan Road in Pine Plains, NY is about 3.5 acres.
- What is the price per acre for 66 Ryan Road?66 Ryan Road in Pine Plains, NY is listed at $140,000, or about $40K per acre.
- 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 homes for sale in Pine Plains, NY.
- What are the closest schools to 66 Ryan Road?The closest schools to 66 Ryan Road in Pine Plains, NY are Cold Spring Early Learning Center (Pre-K/Elementary), Seymour Smith Intermediate Learning Center (Elementary, rated 3/10), Stissing Mountain High School (Middle, rated 7/10).
66 Ryan Road, Pine Plains, NY 12567 is a lot/land. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jun 30, 2026. The MLS # for this home is MLS# 1010757.