$8,350,000
Last sold price
5 Beds
5 Baths
5,935 sqft (on 28.84 acres)
25 Winchell Trail, Pine Plains, NY 12567
Currently Off Market - Sold Jul 3, 2025 for $8,350,000
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 |
|---|---|---|---|---|---|---|---|
1.32 | Single-Family Home | $1,250,000 | 12/29/25 | 4 | 3.5 | 3,510 | |
2.24 | Single-Family Home | $2,725,000 | 08/07/26 | 5 | 6 | 7,690 | |
1.40 | Single-Family Home | $373,000 | 05/28/26 | 3 | 1 | 1,056 | |
1.73 | Single-Family Home | $365,000 | 02/24/26 | 3 | 2.5 | 1,768 | |
1.39 | Single-Family Home | $374,000 | 03/09/26 | 3 | 1 | 1,573 | |
2.12 | Single-Family Home | $725,000 | 10/15/25 | 3 | 2.5 | 1,920 | |
1.98 | Single-Family Home | $800,000 | 07/10/26 | 3 | 2.5 | 2,320 | |
2.03 | Single-Family Home | $800,000 | 07/10/26 | 3 | 2.5 | 2,320 | |
1.88 | Single-Family Home | $255,000 | 02/13/26 | 3 | 2 | 1,424 | |
2.41 | Single-Family Home | $530,000 | 07/01/26 | 4 | 2 | 1,876 |
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 |
|---|---|---|---|---|---|---|
0.53 | $486,700 | 3 | 2 | 2,219 | Off Market | |
0.87 | $4,250,000 | 6 | 5 | 6,146 | For Sale | |
0.99 | $1,450,000 | - | - | - | For Sale | |
0.99 | $1,550,000 | - | - | - | For Sale | |
0.99 | $3,000,000 | - | - | - | For Sale | |
1.18 | $3,495,000 | - | - | - | For Sale | |
1.17 | $612,200 | 4 | 1.5 | 1,800 | Off Market | |
1.29 | $1,299,999 | 4 | 3 | 2,000 | For Sale | |
1.29 | - | 3 | 3.5 | 4,207 | Off Market | |
1.32 | $1,250,000 | 4 | 3.5 | 3,510 | Recently Sold | |
1.35 | - | - | - | - | Off Market |
Local Information
- Map ViewExplore the area around 25 Winchell Trail.
- Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Single-Family Home
Built in 2023
28.84 acre lot
5,935 sqft
2 Car Garage
About this House
Stretching across the top of 29 wildflower-blanketed acres on the southern ridge of Winchell Mountain, w/commanding Catskills views, lies High View Farm. Inspired by the rolling farmland & expansive blue skies of this very special part of the Hudson Valley, the Architectural & Interior Design duo HallidayGreer collaborated with Architect Graydon Yearick & LaGuardia Design Group Landscape Architects to create a one-of-a-kind living experience. Using sustainable natural materials & state-of-the-art building technology, High View Farm is a perfect synthesis of contemporary modernism & rural barn. Working primarily with local artisans, they have created the ultimate combination of comfort & understated luxury. Relying on the endless power of the sun & the constant, cool temperature of geothermal energy they've realized a passive, architecturally-inspired EcoLux compound that will excite and endure for generations.
The 5900 sf, 5 BR/5 BA main house has 3 primary suites and 2 additional ensuite guest rooms. The baths are all appointed with Waterworks fixtures & custom cabinets. The bedrooms, all with spectacular views, are generously proportioned with custom millwork closets with oak interiors. The kitchen is a chef's dream with an AGA Mercury induction stove, a Thermador fridge, an appliance pantry, 2 dishwashers, full butler's pantry with wine refrigeration, and a Miele integrated coffee system. The great room has a masonry fireplace & dining for 14 people. The ground floor has a Tonal Smart personal training machine, free weights, a yoga/stretching area, surround-sound cinema, and a cedar sauna. The piece-de-resistance is the four season indoor/outdoor room with a wood-burning fireplace-a dream for entertaining in a country home.
The 50x11ft. saltwater gunite infinity pool, w/sun-shelf & tub spa, overlooks Stissing Mtn. and has a pool house with a ''live'' green roof, full kitchen & bath, & lounge/sleeping area. It's united to the pool by floor-to-ceiling sliding glass panel doors running the length of the pool. A lovely fire pit area for cooler summer & autumn evenings is just past the pool and up the ridge from the built-in BBQ. Closer to the main house, with its own wood-burning built-in BBQ, is the Maple Grove; another idyllic outdoor moment for more elaborate summer parties & alfresco dining.
There are 2 add'l structures on the property. First, a 30x40 mortice & tenon barn w/pine & oak hand-hewn beams assembled by local Connecticut barn builders, with room for 2 cars, and a hayloft easily convertible to additional living space. Second, an atmospheric potting shed, inspired by an outbuilding on the grounds of the Parrish Art Museum in Southampton, NY made of pine & clad with perforated stainless steel...a sculptural solution to a utilitarian need.
Among the many eco-lux features are fumed white oak wide plank flooring, radiant floor heating, forced geothermal cooling to maintain absolute climate control, ultra-efficient top-quality windows throughout, sustainable radiata pine Abodo siding, and an aesthetically pleasing Tesla solar tile roof that generates almost 20KW of electricity-enough to power the whole property. It also has smart home features like programmable solar roof power generation distribution control, 3 car-charging connections, remote-controlled audio sound system, landscape lighting, window shades, security cameras & automated entry gates.
The home comes fully furnished w/bespoke soft furnishings, and fully outfitted, from luxurious sheets to elegant knife sets, all displaying the designers' impeccable style. The interiors blend European & American classical, modernist, & contemporary pieces (primarily sourced from local antique dealers & Hudson Valley craftsmen) in a palette that reflects the rich colors & textures of the surrounding landscape. High View Farm is a homage to the rich history and diversity of the area's rural farming community with an equally engaged commitment to the future
The 5900 sf, 5 BR/5 BA main house has 3 primary suites and 2 additional ensuite guest rooms. The baths are all appointed with Waterworks fixtures & custom cabinets. The bedrooms, all with spectacular views, are generously proportioned with custom millwork closets with oak interiors. The kitchen is a chef's dream with an AGA Mercury induction stove, a Thermador fridge, an appliance pantry, 2 dishwashers, full butler's pantry with wine refrigeration, and a Miele integrated coffee system. The great room has a masonry fireplace & dining for 14 people. The ground floor has a Tonal Smart personal training machine, free weights, a yoga/stretching area, surround-sound cinema, and a cedar sauna. The piece-de-resistance is the four season indoor/outdoor room with a wood-burning fireplace-a dream for entertaining in a country home.
The 50x11ft. saltwater gunite infinity pool, w/sun-shelf & tub spa, overlooks Stissing Mtn. and has a pool house with a ''live'' green roof, full kitchen & bath, & lounge/sleeping area. It's united to the pool by floor-to-ceiling sliding glass panel doors running the length of the pool. A lovely fire pit area for cooler summer & autumn evenings is just past the pool and up the ridge from the built-in BBQ. Closer to the main house, with its own wood-burning built-in BBQ, is the Maple Grove; another idyllic outdoor moment for more elaborate summer parties & alfresco dining.
There are 2 add'l structures on the property. First, a 30x40 mortice & tenon barn w/pine & oak hand-hewn beams assembled by local Connecticut barn builders, with room for 2 cars, and a hayloft easily convertible to additional living space. Second, an atmospheric potting shed, inspired by an outbuilding on the grounds of the Parrish Art Museum in Southampton, NY made of pine & clad with perforated stainless steel...a sculptural solution to a utilitarian need.
Among the many eco-lux features are fumed white oak wide plank flooring, radiant floor heating, forced geothermal cooling to maintain absolute climate control, ultra-efficient top-quality windows throughout, sustainable radiata pine Abodo siding, and an aesthetically pleasing Tesla solar tile roof that generates almost 20KW of electricity-enough to power the whole property. It also has smart home features like programmable solar roof power generation distribution control, 3 car-charging connections, remote-controlled audio sound system, landscape lighting, window shades, security cameras & automated entry gates.
The home comes fully furnished w/bespoke soft furnishings, and fully outfitted, from luxurious sheets to elegant knife sets, all displaying the designers' impeccable style. The interiors blend European & American classical, modernist, & contemporary pieces (primarily sourced from local antique dealers & Hudson Valley craftsmen) in a palette that reflects the rich colors & textures of the surrounding landscape. High View Farm is a homage to the rich history and diversity of the area's rural farming community with an equally engaged commitment to the future
25 Winchell Trail, Pine Plains, NY 12567 is a 5 bedroom, 5 bathroom, 5,935 sqft single-family home built in 2023. It last sold for $8,350,000 on Jul 3, 2025 (7% below the $8,950,000 asking price). This property is not currently displayed as for sale or rent on Trulia.
Last check for updates: about 4 hours ago
Listed by Gary Dimauro, (518) 755-3973
Four Seasons Sotheby's Int.
Bought with: Four Seasons Sotheby's Int.
Source: HVCRMLS, MLS#20243158
Home Details for 25 Winchell Trail
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MLS Status: Closed |
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Interior Details Basement: FinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Exercise Room, Great Room, Kitchen, Laundry, Media Room, Sauna |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5 |
Dimensions and Layout Living Area: 5935 Square Feet |
Appliances & Utilities Appliances: Wine Refrigerator, Water Softener Owned, Water Purifier Owned, Washer/Dryer Stacked, Solar Hot Water, Induction Cooktop, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Washer, ENERGY STAR Qualified Freezer, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Appliances, Dryer, Built-In Gas RangeDishwasherDryerLaundry: Laundry Room |
Heating & Cooling Heating: Active Solar,Radiant FloorHas CoolingAir Conditioning: Central Air,GeothermalHas HeatingHeating Fuel: Active Solar |
Fireplace & Spa Number of Fireplaces: 2Fireplace: Fire Pit, Living Room, See RemarksSpa: Gunite, In GroundHas a FireplaceHas a Spa |
Gas & Electric Electric: 200+ Amp Service |
Windows, Doors, Floors & Walls Window: ENERGY STAR Qualified WindowsDoor: ENERGY STAR Qualified DoorsFlooring: Hardwood |
Levels, Entrance, & Accessibility Stories: 3Levels: Three Or MoreFloors: Hardwood |
View Has a ViewView: Mountain(s), Panoramic, Valley |
Security Security: Security Service |
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Exterior Home Features Roof: See RemarksPatio / Porch: DeckFencing: PerimeterOther Structures: Barn(s), Pool House, Shed(s)Foundation: Concrete Perimeter |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageNo Open ParkingParking Spaces: 2Parking: Electric Gate,Electric Vehicle Charging Station(s) |
Pool Pool: Gunite, Heated, In Ground, Infinity, Pool Cover, Pool/Spa Combo, Salt WaterPool |
Frontage Road Surface Type: Gravel |
Water & Sewer Sewer: Private Sewer |
Finished Area Finished Area (above surface): 5484 Square FeetFinished Area (below surface): 451 Square Feet |
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Year Built Year Built: 2023 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary |
Building Construction Materials: Concrete, Wood SidingIs a New Construction |
Property Information Included in Sale: see remarksParcel Number: 972980 |
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Price List Price: $8,950,000 |
Status Change & Dates Off Market Date: Mon May 19 2025 |
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Direction & Address City: Pine Plains |
School Information Elementary School: Seymour Smith Elementary SchoolHigh School District: Pine Plains Central School District |
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Building Area Building Area: 5935 Square Feet |
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Lot Area: 28.84 Acres |
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Listing Terms: Cash, Conventional |
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BasementMls Number: 20243158Above Grade Unfinished Area: 5484 |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 3, 2025 Source: HVCRMLS #20243158 | Sold | $8,350,000 |
May 19, 2025 Source: OneKey® MLS as distributed by MLS GRID #H6318222 | Pending | $8,950,000 |
May 12, 2025 Source: HVCRMLS #153621 | Contingent | $8,950,000 |
May 12, 2025 Source: HVCRMLS #153621 | PendingToActive | $8,950,000 |
May 12, 2025 Source: HVCRMLS #153621 | Contingent | $8,950,000 |
Sep 30, 2024 Source: Columbia Greene Northern Dutchess MLS #153621 | PriceChange | $8,950,000 Price decreased by 9% |
Jul 17, 2024 Source: Columbia Greene Northern Dutchess MLS #153621 | Listed For Sale | $9,800,000 |
Market trends in Pine Plains
Last updated July 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
23
4MoM
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.
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IDX information © 2026 by the Hudson Valley Catskill Region MLS. All Rights Reserved.
The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but is not guaranteed accurate by the MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Frequently asked questions about 25 Winchell Trail
- What is the price history for 25 Winchell Trail?25 Winchell Trail in Pine Plains, NY last sold for $8,350,000 in July 2025.
- 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.
- What are the closest schools to 25 Winchell Trail?The closest schools to 25 Winchell Trail 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).
- Does 25 Winchell Trail have air conditioning?Yes, 25 Winchell Trail in Pine Plains, NY has air conditioning.
- Does 25 Winchell Trail have a pool?Yes, 25 Winchell Trail in Pine Plains, NY has a pool.
Explore by feature - Air Conditioning
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