143 Ryan Road, Pine Plains, NY 12567
SOLD
JAN 23, 2026

143 Ryan Road
Pine Plains, NY 12567

  • 4 Beds
  • 2.5 Baths
  • 2,580 sqft (on 1.16 acres)

$575,000

Last Sold: Jan 23, 2026
$223/sqft
Est. Refi. Payment $3,811/mo*
Refinance Your Home

$575,000

Last Sold: Jan 23, 2026
$223/sqft
Est. Refi. Payment $3,811/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,580 sqft
(on 1.16 acres)

Local Information

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

Description

This 4 Bedroom, 2.5 Bath Classy Contemporary Colonial emulates "Pride of Ownership" and has so much to offer anyone looking for a turnkey home in a wonderful town. As you enter the airy Center Hall you will immediately fall in love with the gleaming Bamboo Floors that run abundantly through the whole home. Appreciate the Crown Molding that accentuates each room. Marvel at the lofty ceilings that give a sense of space and light! The Bright Open Floor plan has an Elegant Living Room with Fireplace, room for all to spread out and accesses a massive Patio with outdoor grill. The Fabulous Sleek and Stylish Kitchen is a dream for anyone who loves to cook, bake and create signature meals and is abundant with custom cabinetry, stainless appliances, a wine fridge, Quartz countertops and plenty of prep space. It is a welcoming place for after school snacks and homework while reconnecting with family at the end of a long day. The formal Dining Room is where all will enjoy Sunday and holiday dinners. A Powder room and pantry plus a huge Two car Garage complement the first floor and is conveniently off the Kitchen. Ascend the pretty staircase to the 2nd level, you will be delighted with the Main Bedroom with its private Ensuite Bath and huge walk-in Closet plus two more for seasonal clothes. Three more comfortable Bedrooms and a full guest Bath become a sanctuary at bedtime making for sweet dreams. The full Basement with its top-of-the-line custom Owens Corning finishing system ensures comfort. A Play/Media room is perfect for kids' parties, game night or home Gym as well plus a separate storage area and top-notch mechanicals. The yard is a perfect 1.16 easily maintained Acre with room to run, garden and even a pool. There is a baby Barn for tools and outdoor toys. A park like setting with lovely shade trees, flowing shrubs and set back off a quiet country road gives great curb appeal. Distant views of Stissing Mountain are lovely throughout every season. A skip and a jump bring you to the center of town for dining and shopping as well as great schools and church. Enjoy the many farmers markets, winery, distilleries as well as boating on Stissing Lake and Thompson Pond. Ten minutes to the Taconic Parkway, Rhinebeck, Red Hook and a short trip takes you into Great Barrington and Sharon, Connecticut for a day of shopping. A great value in today's market!
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. This description is from January 25, 2026

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
$223/sqft
Listed
180+ days ago

Home Details for 143 Ryan Road

Interior Features

Interior Details
Basement: Bilco Door(s),Full,Partially Finished,See Remarks,Walk-Out AccessNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Basement, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2580 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Phone Available, Propane, Trash Collection Public, Underground Utilities, Water ConnectedAppliances: Dryer, Exhaust Fan, Gas Oven, Gas Range, Refrigerator, Stainless Steel Appliance(s), Washer, Indirect Water Heater, Water Purifier OwnedDryerLaundry: Washer/Dryer Hookup,Gas Dryer Hookup,In Hall,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,PropaneNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Electric, Living RoomHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Carpet, Ceramic Tile, Hardwood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Carpet, Ceramic Tile, Hardwood
View
Has a ViewView: Mountain(s), Park/Greenbelt, Trees/Woods
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: PatioFencing: Back Yard, Partial, WoodExterior: LightingFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 6Parking: Attached,Covered,Driveway,Garage,Garage Door Opener,Off Street,Private
Frontage
Road Frontage: MunicipalResponsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 280

Property Information

Year Built
Year Built: 2010Year Renovated: 2010
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial,Contemporary
Building
Not Attached Property
Property Information
Condition: ActualParcel Number: 1342006772129945000000

Price & Status

Price
List Price: $575,000Price Per Sqft: $223/sqft
Status Change & Dates
Off Market Date: Fri Nov 14 2025

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 2580 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.16 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA

Miscellaneous

BasementMls Number: 897294Attic: ScuttleShowing Requirements: Appointment Only
Last check for updates: about 3 hours ago
Listed by Catherine Mondello, (845) 518-0256
Mondello Upstate Properties, (845) 758-5555
Bought with: Margaret Santamorena, (845) 876-4443, Houlihan Lawrence Inc., (845) 876-4443
Source: OneKey® MLS as distributed by MLS GRID, MLS#897294

Price History for 143 Ryan Road

DatePriceEventSource
01/23/2026$575,000Sold
OneKey® MLS as distributed by MLS GRID #897294
11/14/2025$575,000PendingOneKey® MLS as distributed by MLS GRID #897294
08/06/2025$575,000Listed For SaleOneKey® MLS as distributed by MLS GRID #897294
08/04/2025$575,000ListingRemovedOneKey® MLS as distributed by MLS GRID #873185
07/09/2025$575,000PriceChange
OneKey® MLS as distributed by MLS GRID #873185
06/04/2025$585,000Listed For SaleOneKey® MLS as distributed by MLS GRID #873185
05/30/2025$589,000ListingRemovedOneKey® MLS as distributed by MLS GRID #834779
04/24/2025$589,000PriceChange
OneKey® MLS as distributed by MLS GRID #834779
03/17/2025$595,000Listed For SaleOneKey® MLS as distributed by MLS GRID #834779
03/12/2025$600,000ListingRemovedOneKey® MLS as distributed by MLS GRID #813363
01/26/2025$600,000Listed For SaleOneKey® MLS as distributed by MLS GRID #813363
06/14/2016$334,900ListingRemovedAgent Provided
06/03/2016$334,900PendingToActiveAgent Provided
05/24/2016$334,900PendingAgent Provided
12/12/2015$334,900Listed For SaleN/A
01/13/2010$95,000Sold
N/A

Market trends in Pine Plains

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
11
1MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$491,700
Home facts updated by county records

Comparable Sales for 143 Ryan Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
48 Woodside Street, Pine Plains, NY
0.21
Single-Family Home
$360,000
09/25/25
3
2
1,280
30 N Main Street, Pine Plains, NY
0.82
Single-Family Home
$520,000
12/30/25
4
2.5
3,180
43 Stissing Mountain Drive, Pine Plains, NY
0.92
Single-Family Home
$515,000
10/27/25
3
1.5
1,862
6 Carla Terrace, Pine Plains, NY
0.80
Single-Family Home
$285,000
08/13/25
4
1.5
1,488
5-7 Myrtle Avenue, Pine Plains, NY
1.24
Single-Family Home
$537,500
09/09/25
4
2
2,605
37 Stissing Mountain Drive, Pine Plains, NY
1.02
Single-Family Home
$711,000
09/22/25
2
2
1,624
34 Myrtle Avenue, Pine Plains, NY
1.34
Single-Family Home
$270,000
01/08/26
5
2.5
2,100
198 Sigler Road, Pine Plains, NY
1.34
Single-Family Home
$825,000
11/04/25
5
3.5
2,714

Nearby homes

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Assigned Schools

These are the assigned schools for 143 Ryan Road.
View nearby schools on GreatSchools
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.
  • 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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Homes for sale near 143 Ryan Road

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Off Market Homes Near 143 Ryan Road

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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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

Homes for rent near 143 Ryan Road

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143 Ryan Road, Pine Plains, NY 12567 is a 4 bedroom, 3 bathroom, 2,580 sqft single-family home built in 2010. This property is not currently available for sale. 143 Ryan Road was last sold on Jan 23, 2026 for $575,000 (0% higher than the asking price of $575,000). The current Trulia Estimate for 143 Ryan Road is $583,600.