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$335,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • Updated 1 day ago
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Beautifully preserved and thoughtfully updated, this original 1930 Smallwood cabin offers the perfect balance of rustic charm and modern comfort. Immaculately maintained, the home features restored original wood floors, a bright and airy interior, and an inviting layout designed to bring the outdoors in. The sun-filled living space is complemented by a stone fireplace with insert, providing both ambiance and efficiency, along with a highly effective heating system for year-round comfort and central air for warmer months. Additional features include a renovated bathroom, partial basement with laundry, well and septic systems, and a brand-new paved driveway. Ideally located within walking distance to the lake, mini falls and scenic hiking trails, this property also offers optional membership to the Smallwood Civic Association ($350 annually per household), granting access to the community beach, lake, and amenities including boating. Enjoy close proximity to lakeside dining, Golf Course, Bethel Woods Center for the Arts, with Resorts World Catskills casino just a short drive away. Short-term rentals are permitted in the area, offering excellent investment potential. All of this, just under two hours from New York City.

Full Property Details for 64 Cumberland Trail

General

  • Price: $335,000
  • Taxes: $2,905
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 987715
  • Updated: 4/22/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Entrance Foyer, High Ceilings, High Speed Internet, Natural Woodwork, Original Details, Master Downstairs
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room, Masonry, Wood Burning
  • Appliances: Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Exterior

  • Porch/Patio/Deck: Deck

Parking

  • Total Spaces: 4
  • Parking Features: Driveway, Oversized, Private

Location

  • County: Sullivan County
  • Neighborhood: Smallwood
  • Cross Streets: Rocky Trail
  • Driving Directions: GPS

School Information

  • High School District: Monticello
  • Elementary School: Kenneth L Rutherford School
  • Middle School: Robert J Kaiser Middle School
  • High School: Monticello High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air, Electric
  • Heating Type: Electric, Forced Air, Kerosene, Wood

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Cabin, Cottage
  • Detached/Attached: Detached
  • Construction: Log
  • Basement: Yes
  • Basement Desc.: Storage Space, Walk-Out Access
  • Windows: Double Pane Windows, Storm Window(s)
  • Sq. Ft. Source: Other
  • Year Built: 1930

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.287
  • Lot Size (Sq. Ft.): 12,500

Financial Considerations

  • Tax Amount: $2,905

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 2000-047-0-0012-008-001

Listed by Malek Properties

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Listing agent

— 64 Cumberland Trail —

  • Malek Properties

845-583-6333

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 64 Cumberland Trail

School District:Monticello Central School District
NameGradesDistance
Kenneth L Rutherford School
26 Patricia Place, Monticello, NY 12701
3-55.6 mi
Robert J Kaiser Middle School
45 Breakey Avenue, Monticello, NY 12701
6-85.5 mi
Monticello High School
39 Breakey Avenue, Monticello, NY 12701
9-125.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 64 Cumberland Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/22/2026
Listed
$335,000
168%
MLS
3/26/2021
Sold
$125,000
—
Public Record
Get Price Alerts and Save Property
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 for 64 Cumberland Trail

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,879
-38%
$55,300
—
2021
$4,643
68%
$55,300
—
2016
$2,757
-42%
$55,300
—
2020
$4,753
64%
$55,300
—
2018
$2,901
1%
$55,300
—
2017
$2,882
4%
$55,300
—
2016
$2,776
1%
$55,300
—
2015
$2,761
-2%
$55,300
—
2015
$2,830
-1%
$55,300
—
2013
$2,862
—
$55,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Malek Properties

64 Cumberland Trail, Smallwood, NY 12778 (MLS# 987715) is a Single Family property with 3 bedrooms and 1 full bathroom. 64 Cumberland Trail is currently listed for $335,000 and was received on April 22, 2026. Want to learn more about 64 Cumberland Trail? Do you have questions about finding other Single Family real estate for sale in Smallwood? You can browse all Smallwood real estate or contact a Coldwell Banker agent to request more information.

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