
56 Winkelstern Ln Callicoon, NY 12723
Estimated payment $13,656/month
Highlights
- Docks
- Fitness Center
- New Construction
- Guest House
- Cabana
- Home fronts a creek
About This Home
Nestled on 145 acres of unspoiled natural beauty, this extraordinary estate offers a rare blend of privacy, adventure, and modern comfort. With three other surrounding parcels thoughtfully acquired to preserve peace and prevent future development, this is more than a home, it's a destination designed for those who value space, serenity, and an elevated lifestyle.
Whether you're looking for the perfect space to get away with the family, recharge in nature, or simply escape the demands of city life, this property offers a rare blend of comfort, beauty, and freedom. It's ideal for those seeking a slower pace, meaningful connection, and a long-term investment in both land and lifestyle.
Be sure to open the links from the list of Photographs, then see link to the aerial video. Ask the LR for a 360 deg walkthru tour using your mouse clicking on the circles to walk around.
Property Highlights:
•A private fishing pond for quiet reflection, canoeing, or family fun;
•Almost a half mile on both sides of a NY State rated trout stream ideal for fly fishing and leisurely stream walking, with thoughtfully placed seating area to take in the surrounding landscape;
•Private trails for dirt biking, ATVs, hiking, and horseback riding;
•The higher lands include the summit of Fulton Hill at 1.278 feet with hayfield meadows interspersed with mature forest;
•The main residence features open-concept living, indoor-outdoor spaces for entertaining, and breathtaking views with two fireplaces;
•Thermally insulated European style heavy frame windows and doors are by All-Seasons.
•The chef's kitchen is outfitted with premium Viking and Sub-Zero appliances with refrigerator-freezer, stove, oven, microwave, dishwasher, etc., perfectly balancing high-end functionality with natural, rustic elegance;
•The heating system is a combination of split heat pump and hot water and air and there are ceiling fans throughout;
•There is a full-house audio system by Sonos;
•A two car garage with Tesla charger is radiant heated loft that houses both a fully equipped home gym for year-round fitness and a private guest suite—perfect for extended family, visitors to stay, offering comfort and separation from the main home.
•In-ground heated, salt water treated swimming pool for summer relaxation and entertaining;
•A separate outdoor cedar sauna by Almost Heaven to unwind and recharge all year round;
•Vegetable garden for seasonal harvests;
•Bocce court for relaxed afternoons with friends;
•The home's formed metal siding is powder-coat painted for permanence. The metal roof is coated with bitumen for long life.
•A full house central alarm system is set up for intrusion, motion, and breaking and entering.
With six spacious bedrooms and four full bathrooms, the home is designed to comfortably accommodate both family and guests. It includes a private master suite on the ground level as well as a second-floor master suite with its own en-suite bathroom, offering flexible living arrangements and added privacy. Three walk-in cedar lined closets provide generous storage, and a full unfinished cellar offers endless potential for additional living space, a wine cellar, workshop, or expanded storage.
Meandering trails and the gently flowing stream invite you to wade, explore, or simply pause and listen to nature's soundtrack. A scenic orchard provides the perfect backdrop for sunset strolls, picnics, or quiet meditation.
This is a one-of-a-kind opportunity to own a retreat that offers adventure, wellness, and tranquility all in one place. Whether for full-time living, weekend getaways, or building a personal haven to share with generations, this estate invites you to create a life of comfort, connection, and meaning.
Listing Agent
Four Seasons Sotheby's Int'l R License #10301211689 Listed on: 10/21/2024

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $20,017
Year Built
- Built in 2023 | New Construction
Lot Details
- 144 Acre Lot
- Home fronts a creek
- Home fronts a pond
- River Front
- Property fronts a private road
- Property fronts a county road
- Property fronts an easement
- Adjacent to Greenbelt
- Landscaped
- Native Plants
- Secluded Lot
- Open Lot
- Irregular Lot
- Gentle Sloping Lot
- Meadow
- Orchard
- Cleared Lot
- Wooded Lot
- Many Trees
- Garden
- Back Yard Fenced and Front Yard
- Property is zoned 240 RuralRes-1, Rural Residential, Agricultural, Forest
Parking
- 2 Car Garage
- 6 Open Parking Spaces
- Heated Garage
- Common or Shared Parking
- Garage Door Opener
- Driveway
- Gated Parking
- Additional Parking
- Off-Street Parking
- Golf Cart Garage
Property Views
- Pond
- Panoramic
- Woods
- Pasture
- Orchard Views
- Creek or Stream
- Mountain
- Hills
- Forest
- Meadow
- Rural
- Garden
- Park or Greenbelt
- Pool
Home Design
- Modern Architecture
- Entry on the 1st floor
- Permanent Foundation
- Frame Construction
- Foam Insulation
- Bituthene Roof
- Rubber Roof
- Metal Roof
- Steel Siding
- Concrete Perimeter Foundation
- Cedar
Interior Spaces
- 2-Story Property
- Open Floorplan
- Sound System
- Bookcases
- Cathedral Ceiling
- Ceiling Fan
- Skylights
- Recessed Lighting
- Track Lighting
- Wood Burning Stove
- Wood Burning Fireplace
- Free Standing Fireplace
- Sealed Combustion
- Insulated Windows
- Blinds
- Drapes & Rods
- Aluminum Window Frames
- Window Screens
- Sliding Doors
- ENERGY STAR Qualified Doors
- Entrance Foyer
- Family Room with Fireplace
- 2 Fireplaces
- Living Room with Fireplace
- Dining Room
- Storage
- Sauna
- Home Gym
Kitchen
- Built-In Gas Oven
- Built-In Gas Range
- Range Hood
- Microwave
- Built-In Freezer
- Built-In Refrigerator
- Ice Maker
- Dishwasher
- Viking Appliances
- Stainless Steel Appliances
Flooring
- Wood
- Radiant Floor
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Primary Bedroom on Main
- Cedar Closet
- Dual Closets: Yes
- Walk-In Closet
- 4 Full Bathrooms
- Double Vanity
Laundry
- Laundry Room
- Stacked Washer and Dryer
Unfinished Basement
- Partial Basement
- Exterior Basement Entry
- French Drain
- Basement Storage
Home Security
- Security System Owned
- Smart Lights or Controls
- Smart Locks
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Accessible Home Design
- Accessible Full Bathroom
- Grip-Accessible Features
- Accessible Bedroom
- Accessible Common Area
- Accessible Kitchen
- Kitchen Appliances
- Accessible Hallway
- Accessible Closets
- Accessible Washer and Dryer
- Ceiling Track
- Accessible Doors
- Accessible Approach with Ramp
- Accessible Entrance
Eco-Friendly Details
- Energy-Efficient Windows
- Energy-Efficient Exposure or Shade
- Energy-Efficient HVAC
- Energy-Efficient Lighting
- Energy-Efficient Insulation
- Energy-Efficient Thermostat
Pool
- Cabana
- Heated In Ground Pool
- Heated Spa
- Above Ground Spa
- Fiberglass Pool
- Gas Heated Pool
- Saltwater Pool
- Outdoor Shower
- Pool Cover
Outdoor Features
- River Access
- Docks
- Pond
- Stream or River on Lot
- Courtyard
- Patio
- Outdoor Fireplace
- Terrace
- Fire Pit
- Exterior Lighting
- Outdoor Storage
- Outdoor Grill
- Playground
Additional Homes
- Guest House
Location
- Property is near public transit
- Property is near a golf course
Farming
- Farm
- Agricultural
- Pasture
Utilities
- Cooling System Powered By Gas
- Ductless Heating Or Cooling System
- Forced Air Zoned Heating and Cooling System
- Heating System Uses Propane
- Heating System Uses Wood
- Heat Pump System
- Baseboard Heating
- Power Generator
- Propane
- Well
- Tankless Water Heater
- Gas Water Heater
- Engineered Septic
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 14.1 / 1
- Assessor Parcel Number 23.-1-14.1
Community Details
Overview
- No Home Owners Association
- Electric Vehicle Charging Station
- Community Lake
Recreation
- Racquetball
- Community Playground
- Fitness Center
- Community Pool
- Fishing
- Park
Security
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
06/24/2025 06/24/25 | Price Changed | $2,250,000 | -10.0% | $450 / Sq Ft |
04/28/2025 04/28/25 | Price Changed | $2,499,000 | 0.0% | $500 / Sq Ft |
04/21/2025 04/21/25 | Price Changed | $2,499,999 | 0.0% | $500 / Sq Ft |
10/21/2024 10/21/24 | For Sale | $2,500,000 | -- | $500 / Sq Ft |
About the Listing Agent

Sherret’s specialty has been the location of exclusive residential and rural commercial properties in the Catskill Mountain region and surrounding Hudson Valley areas. Large properties and unique homes are his greatest interest, and complex projects including land development are his passion.
Enjoying the challenge of having a high level of responsibility, his organizational ability has been critical to resolving complex systems with permitting requirements, innovative methods and
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Source: Hudson Valley Catskills Region Multiple List Service
MLS Number: 20244265

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