21 Sheldon Drive, Pine Plains, NY 12567
OFF MARKET

21 Sheldon Drive
Pine Plains, NY 12567

  • 3 Beds
  • 2 Baths
  • 2,000 sqft (on 3.81 acres)

$643,600

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $3,338/mo*
Refinance Your Home

$643,600

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $3,338/mo*
Refinance Your Home
3 Beds
2 Baths
2,000 sqft
(on 3.81 acres)

Local Information

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

Description

Beautifully designed custom built 3 bedroom 2.5 bath home with pastoral views is reminiscent of a converted barn with modern amenities. This spacious home built in 2003 is full of special features and little details throughout its flowing design. A sizable custom kitchen presides in the center of the home and is any cook's dream, with large windows offering natural light and panoramic views as a backdrop and highlighting the antique beams in the cathedral ceilings throughout the home. Massive barn doors, hardwood floors, bonus loft space and built ins add to the home's unique touches. Making this even more desirable is the home's expansive first floor garage and workshop boasting room for 3+ cars and extra tall ceilings, allowing for the space to be outfitted for any enthusiast's needs and wants. With upgraded electrical capacity and radiant heating system, this property has plenty of opportunity for additional customizations. Sitting atop a lovely 2 acres parcel, this property is just minutes from the charming and historic hamlet of Pine Plains and area attractions. With so much to offer, you will not want to miss your chance to experience this property. Additional Information: ParkingFeatures:3 Car Attached,
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 November 16, 2024

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 21 Sheldon Drive

Interior Features

Interior Details
Number of Rooms: 12
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2000 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Dishwasher, Electric Water Heater, MicrowaveDishwasherMicrowave
Heating & Cooling
Heating: Propane,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Propane
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: Multi/Split, TwoFloors: Hardwood
View
Has a ViewView: Mountain(s)

Exterior Features

Exterior Home Features
Vegetation: Partially WoodedFoundation: Slab
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas Open ParkingParking Spaces: 3Parking: Attached,Driveway,Garage Door Opener,Garage,Off Street,Other,Storage
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Contemporary
Building
Construction Materials: HardiPlank TypeNot Attached Property
Property Information
Condition: ActualNot Included in Sale: Dryer, See Remarks, WasherIncluded in Sale: Door Hardware, Light Fixtures, Oven/RangeParcel Number: 1342006972001651020000

Price & Status

Price
List Price: $569,900
Status Change & Dates
Off Market Date: Wed Mar 13 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Pine Plains
School Information
Elementary School: Seymour Smith Intermediate Lrn CtrJr High / Middle School: Stissing MountainHigh School: Stissing Mountain Jr/Sr High SchoolHigh School District: Pine Plains

Building

Building Area
Building Area: 2000 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 3.81 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

Mls Number: H6276564Attic: NoneAttribution Contact: (845) 896-9000Showing Advance Notice: 24Showing Requirements: Combination Lock Box
Last check for updates: about 17 hours ago
Listed by Angela Ingham, (845) 416-3845
BHHS Hudson Valley Properties, (845) 831-3080
Bought with: Kelly Campbell, (845) 297-4700, Century 21 Alliance Rlty Group, (845) 297-4700
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6276564

Price History for 21 Sheldon Drive

DatePriceEventSource
06/25/2024$545,000Sold
OneKey® MLS as distributed by MLS GRID #H6276564
04/20/2024$569,900PendingBHHS broker feed #H6276564
03/13/2024$569,900ContingentBerkshire Hathaway HomeServices New England Properties #H6276564
03/13/2024$569,900PendingOneKey® MLS as distributed by MLS GRID #H6276564
11/02/2023$569,900Listed For SaleOneKey® MLS as distributed by MLS GRID #H6276564
04/29/2003$50,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$545,900
Home facts updated by county records

Comparable Sales for 21 Sheldon Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5-7 Myrtle Avenue, Pine Plains, NY
1.39
Single-Family Home
$537,500
09/09/25
4
2
2,605
2067 County Rd 83, Pine Plains, NY
1.59
Single-Family Home
$665,000
08/15/25
3
2
1,640
30 N Main Street, Pine Plains, NY
1.49
Single-Family Home
$520,000
12/30/25
4
2.5
3,180
34 Myrtle Avenue, Pine Plains, NY
1.27
Single-Family Home
$270,000
01/08/26
5
2.5
2,100
2365 Route 83, Pine Plains, NY
1.25
Single-Family Home
$850,000
10/14/25
5
2.5
2,413
6 Carla Terrace, Pine Plains, NY
1.57
Single-Family Home
$285,000
08/13/25
4
1.5
1,488
48 Woodside Street, Pine Plains, NY
2.07
Single-Family Home
$360,000
09/25/25
3
2
1,280
143 Ryan Road, Pine Plains, NY
2.24
Single-Family Home
$575,000
01/23/26
4
2.5
2,580
3807 Route 199, Pine Plains, NY
2.08
Single-Family Home
$374,000
03/09/26
3
1
1,573

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Sheldon Drive.
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 21 Sheldon Drive

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Off Market Homes Near 21 Sheldon Drive

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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 21 Sheldon Drive

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21 Sheldon Drive, Pine Plains, NY 12567 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home built in 2003. This property is not currently available for sale. 21 Sheldon Drive was last sold on Jun 25, 2024 for $545,000 (4% lower than the asking price of $569,900). The current Trulia Estimate for 21 Sheldon Drive is $643,600.