21 Sheldon Drive, Pine Plains, NY 12567
OFF MARKET

$644,300

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

21 Sheldon Drive, Pine Plains, NY 12567

Est. Refi. Payment $4,414/mo*
Refinance Your Home
Currently Off Market - Sold Jun 25, 2024 for $545,000

Home Value

Trulia Estimate
$644K
Since last month
Increased$800 (+0.1%)
Since last year
Increased$71K (+12.3%)
Since last sale
Increased$100K (+18.4%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$645K
August 2026$645K
July 2026$644K
June 2026$642K
May 2026$643K
April 2026$632K
March 2026$629K
February 2026$620K
January 2026$612K
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
30 Myrtle Avenue, Pine Plains, NY
1.28
Single-Family Home
$440,000
06/17/26
3
2
1,298
5-7 Myrtle Avenue, Pine Plains, NY
1.39
Single-Family Home
$537,500
09/09/25
4
2
2,605
23 Myrtle Avenue, Pine Plains, NY
1.30
Single-Family Home
$835,000
06/23/26
4
2.5
2,425
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
608 Lake Road, Pine Plains, NY
2.33
Single-Family Home
$850,000
08/07/26
3
2
2,700
73 Meusel Road, Pine Plains, NY
1.98
Single-Family Home
$400,000
07/31/26
3
2.5
2,688
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

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 3327 Route 199, Pine Plains, NY 12567
0.17
$766,900
4
3
3,000
Off Market
3362 Route 199, Pine Plains, NY 12567
0.35
-
-
-
-
Off Market
3441 ROUTE 199, Pine Plains, NY 12567
0.50
$431,700
3
1
2,112
Off Market
8032-8060 Rt-82, Pine Plains, NY 12567
0.58
$4,495,000
7
4
5,481
For Sale
20 VICTORIA CROSSING Crossing, Pine Plains, NY 12567
0.58
$588,900
3
3
3,237
Off Market
0 Hammertown Road, Pine Plains, NY 12567
0.62
-
4
2
2,750
Off Market
200 CHASE Road, Pine Plains, NY 12567
0.65
$4,627,200
7
8
7,617
Off Market
3526 Route 199, Pine Plains, NY 12567
0.77
$249,699
3
2
1,620
For Sale
404 Schultz Hill Road, Pine Plains, NY 12567
0.80
$525,000
3
2
1,372
For Sale
8096 Rte.82, Pine Plains, NY 12567
1.07
$614,600
5
1
1,786
Off Market
3088 Church Street, Pine Plains, NY 12567
1.11
$452,300
3
2
2,328
Off Market

Local Information

  • Map ViewExplore the area around 21 Sheldon Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
3.81 acre lot
2,000 sqft
$322/sqft
Garage

About this House

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,
21 Sheldon Drive, Pine Plains, NY 12567 is a 3 bedroom, 2 bathroom, 2,000 sqft single-family home built in 2003. It last sold for $545,000 on Jun 25, 2024 (4% below the $569,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $644,300, with a rent estimate of $3,925/month.
Last check for updates: about 1 hour 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

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

Price and Tax history

DateEventPrice
Jun 25, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6276564
Sold
$545,000
Apr 20, 2024
Source: BHHS broker feed #H6276564
Pending
$569,900
Mar 13, 2024
Source: Berkshire Hathaway HomeServices New England Properties #H6276564
Contingent
$569,900
Mar 13, 2024
Source: OneKey® MLS as distributed by MLS GRID #H6276564
Pending
$569,900
Nov 2, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6276564
Listed For Sale
$569,900

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

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

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-04 15:23:23 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

Frequently asked questions about 21 Sheldon Drive

  • What is 21 Sheldon Drive estimated to be worth?
    Trulia's estimated value for 21 Sheldon Drive in Pine Plains, NY is $644,300.
  • What is the price history for 21 Sheldon Drive?
    21 Sheldon Drive in Pine Plains, NY last sold for $545,000 in June 2024.
  • 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 21 Sheldon Drive have air conditioning?
    Yes, 21 Sheldon Drive in Pine Plains, NY has air conditioning.
  • How big is the lot at 21 Sheldon Drive?
    The lot at 21 Sheldon Drive in Pine Plains, NY is about 3.8 acres.

Explore by feature - Air Conditioning

7 rentals with air conditioning in Pine Plains, NY

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