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$769,000
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Property Description
Here is your opportunity to own a versatile homestead with something for everyone! Over 5 private acres with the Minnewaska State Preserve as your backyard, the outdoor enthusiast has direct access all the way to Sam's Point. As you enter the main home from the rocking chair front porch with seasonal views, you will notice the contrast of the home's traditional exterior with its elegant and modern interior. You can see how every detail has been carefully considered as you step inside to a versatile room, ideal as a formal dining room or office, with French doors leading into a Great Room featuring vaulted ceilings, abundant natural light, and wood paneling that adds a warm, chalet-like feel. A large walk-through pantry connects the Great Room to the kitchen, which boasts new Dekton counters and backsplash-a durable, carbon neutral and non-porous material resistant to stains, scratches, and extreme heat-complemented by new Cafe white appliances with brass accents. The kitchen flows into a bright, eat-in area overlooking the family room, complete with a wood stove and sliders opening to a stamped concrete patio. The formal living room offers a custom acoustic walnut panel wall and built-in desk, perfect as a sitting area, office, or library. Upstairs, you will find a generously sized master en-suite with vaulted ceilings, Jacuzzi tub, stall shower, dual sinks and walk-in California Closet. The remainder of the second-floor features 3 additional bedrooms, a full bathroom and ample closet space. The third bedroom has a large, arched window with beautiful seasonal views. The entire upstairs features new wall-to-wall carpet. In addition to the main home, the property also includes a stunning auxiliary 1400 sq. ft. building with an inspirational custom loft space, ideal for a home business/office, studio, or potential for an additional living area. The back of the auxiliary building has three outdoor horse stalls ready for you to bring your animals! The possibility for multi-generational living, allowing family to live close by while maintaining privacy is the real WOW factor of this property. There is also a dedicated electric vehicle charger on the 2-car garage as well as a 22kw Generac generator capable of powering the entire property. Close to Resorts World Catskill Casino, Kartrite Resort & Indoor Waterpark, Legoland, Mohonk Mountain House, Bethel Woods Center for the Arts, Breweries, Wineries, Restaurants, festivals and more! Pine Bush School District.
Full Property Details
Full Property Details for 557 Oregon Trail
General
- Price: $769,000
- Taxes: $12,564
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 924697
- Updated: 11/26/2025
- Added to Site: 86 day(s) ago
Interior
- Number of Rooms: 10
- Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Primary Bathroom, Recessed Lighting, Walk-In Closet(s), Washer/Dryer Hookup
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Wood Burning Stove
- Appliances: Dishwasher, Dryer, Oven, Range, Refrigerator, Washer, Oil Water Heater
- Laundry Facilities: Yes
- Flooring: Carpet, Hardwood, Reclaimed Wood, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Basement
Exterior
- Exterior Features: Fire Pit
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage
Location
- County: Ulster County
School Information
- High School District: Pine Bush
- Elementary School: E J Russell Elementary School
- Middle School: Crispell Middle School
- High School: Pine Bush Senior High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Baseboard
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Frame, Vinyl Siding
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished, Walk-Out Access
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Lot Size (Acres): 5.3
- Lot Size (Sq. Ft.): 230,868
- Lot Features: Borders State Land, Part Wooded, Views
Financial Considerations
- Tax Amount: $12,564.54
Disclosures and Reports
- Special Conditions: None
- Exclusions: outdoor wood boiler, blinds, make-up desk in master bedroom
- Property ID: 5200-098.002-0004-023.100-0000
- Block: 4
- Lot Number: 23.1
Listed by Curasi Realty, Inc.
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Schools
Schools serving 557 Oregon Trail
School District:Pine Bush Central School District
| Name | Grades | Distance |
|---|---|---|
E J Russell Elementary School 78 Holland Avenue, Pine Bush, NY 12566 | PK-5 | 4.1 mi |
Crispell Middle School 77 Maple Avenue, Pine Bush, NY 12566 | 6-8 | 3.9 mi |
Pine Bush Senior High School 156 New York 302, Pine Bush, NY 12566 | 9-12 | 4.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 557 Oregon Trail
Date
Details
Price
Change
Source
10/24/2025
Listed
$769,000
49.03%
MLS
9/16/2022
Sold
$516,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 557 Oregon Trail
Year
Property Taxes
Change
Tax Assessment
Change
2024
$12,462
269%
$73,000
—
2021
$3,380
-69%
$73,000
—
2020
$11,038
3%
$73,000
—
2018
$10,729
2%
$73,000
—
2017
$10,510
2%
$73,000
—
2016
$10,274
-2%
$73,000
—
2015
$10,481
1%
$73,000
—
2015
$10,345
2%
$73,000
—
2013
$10,161
—
$73,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 557 Oregon Trail
557 Oregon Trail, Walker Valley, NY 12566 (MLS# 924697) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 557 Oregon Trail is currently listed for $769,000 and was received on October 24, 2025. Want to learn more about 557 Oregon Trail? Do you have questions about finding other Single Family real estate for sale in Walker Valley? You can browse all Walker Valley real estate or contact a Coldwell Banker agent to request more information.
