38 Sigler Road Pine Plains, NY $ 3,495,000
38 Sigler Road
$ 3,495,000
Recently Listed
Open House 11/1 1pm - 3:30pm
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38 Sigler Road

Pine Plains, NY, 12567
$ 3,495,000
Bedrooms10 Baths7.0 Sq 6,860

Monthly Estimate*

$ 24,139

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Single Family Home for sale in Pine Plains, NY

for $3,495,000 with 10 bedrooms and 7 full baths. This 6,860 square foot home was built in 1930 on a lot size of 37.88.

Welcome to Sigler Estate, a park-like Hudson Valley compound of country houses, historic barns, and cultivated grounds on nearly sprawling 40 acres, minutes from the hamlet of Pine Plains. A new heated 50-foot saltwater pool sits among rolling meadows, mature woodland, and stone-terraced gardens. A restored vintage post & beam home with big views toward the Taconic Mountains, a charming white clapboard cottage, and a one-bedroom studio have each been given a professional designer renovation, and the circa 1930 Main House, with six fireplaces, awaits restoration. Along the drive stands the original Silvernails railroad depot, a link to the estate's past. In all, ten bedrooms and seven baths fill 6,860 square feet across the residences. In the designer Post & Beam, hand-built solid oak posts and beams rise over oak floors in the high-ceilinged great room, where a floor-to-ceiling stone hearth and chimney frame a new cast-iron wood stove. The open kitchen pairs custom cabinetry and Carrara marble with Bosch appliances, and mullioned windows and French doors bring the meadows in from every room. A main-floor bedroom sits beside a bath with a restored antique clawfoot tub, and the loft above has a second bedroom and sunny reading nook. The walkout lower level offers a primary bedroom with a statuario marble bath, plus a media room. Radiant heated floors and custom millwork carry through the house. Outside, a 24-foot Thermory ash deck with a custom cedar hot tub overlooks the fields, and a stone terrace below opens to gardens, stone walls, and a fire pit. Reached by its own private driveway, the Cottage has an easy character, with a dormered roofline, painted beams, and new Marvin windows. Its open kitchen and dining area face the grounds, with a living room, main-floor bedroom, and renovated bath on the first level and two more bedrooms upstairs. The fully renovated Studio, with clean lines, an open plan, and a full bath, suits an artist, a home office, or visiting guests. With its own address and private driveway, the Main House is wrapped in weathered gray shingles and opens to a vaulted beadboard living room with a fieldstone fireplace and a wall of windows. Its lower level has been gutted to the studs, ready to be configured to a new owner's specifications around a striking river-stone chimneypiece that rises to the ceiling like a beehive. A garden path leads to the pool, completed in 2021 with Roman steps, a hand-built stone wall, retractable cover, and mechanical shed. A Dutch barn with original dairy stalls now serves as a renovated workshop with office and loft, and a three-car barn garage, root cellars, and a chicken coop complete the outbuildings. The depot served the Rhinebeck and CT line, nicknamed the Hucklebush for trains slow enough for passengers to hop off to pick berries. The owners have invested deeply throughout, from new 800-amp combined service to a whole-house generator. Stone walls and walking trails, made for cross-country skiing in winter, wind through the acreage. In the center of Pine Plains, Stissing House, a 1782 tavern reimagined by chef Clare de Boer, was named one of the best restaurants in America by Food & Wine, and the Stissing Center hosts concerts and theater year-round. The Roeliff Jansen Kill is within walking distance, the 90-foot fire tower atop Stissing Mountain rewards a climb with sweeping views, and Thompson Pond Preserve circles a glacial pond rich with birdlife. Millerton's antique shops and the Wassaic Project are about 20 minutes away. Hudson, Rhinebeck, and the Rhinecliff Amtrak station are about 30 minutes away, and NYC is roughly two hours away. The Post & Beam has operated as a successful vacation rental when not in use by the owners, and the estate offers many possibilities: a multigenerational private country compound, a creative retreat with studio and workshop, or a country home with guest houses that earn their keep.

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Open House

11/1/2026 1:00 PM - 3:30 PM
38 Sigler Road Pine Plains, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 3,495,000

Bedrooms

10

Full Bath

7

Property Type

Single Family

Taxes

$ 21,075

Style

Farmhouse

Lot Size

37.88

Year Built

1930

Town/City

Pine Plains

County/Region

Dutchess

MLS | Web ID

20266385

Features
General
Sewer Septic Tank
Heating Baseboard Central Electric Forced Air Propane Radiant Floor
Cooling Central Air ENERGY STAR Qualified Equipment
Roof Asphalt Metal
Appliances Water Softener Water Purifier Washer/Dryer Washer Refrigerator Range Oven Microwave Freezer Dryer Disposal Dishwasher
Zoning 02
Garage Spaces 3
Patio/Porch Features Patio Porch Terrace
Architectural Style Farmhouse
Pool Features Heated In Ground Private Salt Water
Construction Materials Frame Wood Siding
Year Built 1930
Electric 200+ Amp Service
View Creek/Stream Garden Mountain(s) Neighborhood Panoramic Pasture Pond Pool Rural Trees/Woods Water
Township Pine Plains
Property Subtype Single Family Residence
County Columbia
New Construction false false
Property Type Residential
Attached Garage false
Garage Y/N true
Other Structures Barn(s) Guest House Outbuilding Workshop
Total Rooms 0
Full Baths 7
Status Active
City Pine Plains
High School District Pine Plains Central School District
Open Parking Spaces 15
MLS Area Gallatin
Lot Size Units Acres
Lot Size Square Feet 1650052.8
Tax Annual Amount 21075
MLS Area Minor Gallatin
Standard Status Active
Tax Assessed Value 912272
Tax Lot 7
Legal Description 38 Sigler Rd Pine Plains NY 12567
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Interior
Interior Amenities Beamed Ceilings Bookcases Built-in Features Eat-in Kitchen Entrance Foyer High Ceilings High Speed Internet In-Law Floorplan Natural Woodwork Open Floorplan Pantry Primary Downstairs Storage Vaulted Ceiling(s) Walk-In Closet(s)
Basement Finished Full Interior Entry Partial Walk-Out Access
Flooring Wood
Total Fireplaces 7
Fireplace Features Family Room Wood Burning Wood Burning Stove
Basement (Y/N) true
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Above Grade Finished Area 6860
Half Baths 0
Laundry Features Laundry Room
Total Bedrooms 10
Below Grade Finished Area 0
Total Baths 7
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Exterior
Exterior Amenities Garden Gas Grill Lighting Private Yard
Fencing Fenced Gate
Parking Features Garage Faces Front Private Off Street Driveway
Lot Features Back Yard Garden Landscaped Pasture Private Secluded Subdivide Possible Views Wooded
Water Source Well
Lot Size Area 37.88
Building Area Total 6860
Lot Size Acres 37.88
Other Equipment Generator
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* Excluded Features
List By
Anthony Dargenzio

Listing Agent

Houlihan Lawrence Inc.

Broker

adargenzio@houlihanlawrence.com

Email

Affordability Calculator

$25,895
Per Month
93%
7%
0%
Monthly Principal & Interest
$24,139
Monthly Property Taxes
$1,756
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/28/2026$3,495,000 Listed Price

Map


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38 Sigler Road, Pine Plains, NY, 12567 is a Single Family Home for sale at $3,495,000 with 6,860 sqft and a lot size of 37.88. 38 Sigler Road has 10 bedrooms, 7.0 baths, and was built in 1930. The property's zip code is 12567 which is in Pine Plains, NY