Rare Catskills Investment Retreat — Pool, Views & Proven Short-Term Rental Income. One of the few properties in the Catskills with a private pool and the income to match, this turnkey 4-bedroom, 2-bath mountain retreat on 5+ acres offers a competitive edge that most area listings simply cannot. The private pool extends peak demand well beyond the winter ski season, attracting premium summer bookings and ensuring a high-performing, four-season revenue stream.
The numbers work, and the lifestyle is exceptional. Perched above the breathtaking Denver Vega Valley with sweeping mountain vistas and glowing sunsets, the property borders 300 acres of Forever Wild protected land, meaning your views and privacy are permanent. A seasonal stream, fire pit, wooded trails, and two expansive decks round out an outdoor experience that guests return to again and again.
Inside, the “Upstate Luxe” aesthetic shines with exposed beams and a wood stove, while every detail has been updated for modern comfort: fully renovated bathrooms, a refreshed walk-out basement, and a thoughtfully furnished interior that is move-in and rent-ready from day one. No work is needed—just collect the keys and the bookings.
The location is unbeatable for year-round recreation, situated just seven miles to Belleayre Ski Center and nine miles to Plattekill Mountain. Two hours from the George Washington Bridge, the vibrant hamlets of Fleischmanns, Roxbury, Arkville, and Margaretville are all minutes away for fine dining, farmers markets, and everyday convenience.
This is a turnkey short-term rental business and a private sanctuary in one. Properties at this elevation with 5+ acres, a pool, and proximity to two major ski mountains are exceptionally rare. Sold fully furnished and ready for the spring market. Now that the weather is warming up, pool season is just around the corner—schedule your showing today before this rare gem is gone.
The numbers work, and the lifestyle is exceptional. Perched above the breathtaking Denver Vega Valley with sweeping mountain vistas and glowing sunsets, the property borders 300 acres of Forever Wild protected land, meaning your views and privacy are permanent. A seasonal stream, fire pit, wooded trails, and two expansive decks round out an outdoor experience that guests return to again and again.
Inside, the “Upstate Luxe” aesthetic shines with exposed beams and a wood stove, while every detail has been updated for modern comfort: fully renovated bathrooms, a refreshed walk-out basement, and a thoughtfully furnished interior that is move-in and rent-ready from day one. No work is needed—just collect the keys and the bookings.
The location is unbeatable for year-round recreation, situated just seven miles to Belleayre Ski Center and nine miles to Plattekill Mountain. Two hours from the George Washington Bridge, the vibrant hamlets of Fleischmanns, Roxbury, Arkville, and Margaretville are all minutes away for fine dining, farmers markets, and everyday convenience.
This is a turnkey short-term rental business and a private sanctuary in one. Properties at this elevation with 5+ acres, a pool, and proximity to two major ski mountains are exceptionally rare. Sold fully furnished and ready for the spring market. Now that the weather is warming up, pool season is just around the corner—schedule your showing today before this rare gem is gone.
Property Details
Price:
$759,000
MLS #:
R1662295
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
SingleFamilyResidence
Neighborhood:
middletown124689
Listed Date:
Feb 14, 2026
Finished Sq Ft:
1,395
Total Sq Ft:
1,395
Lot Size:
234,353 sqft / 5.38 acres (approx)
Year Built:
1970
See this Listing
Schools
School District:
Margaretville
Interior
Appliances
Dryer, Electric Water Heater, Freezer, Gas Oven, Gas Range, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Fireplaces Total
1
Flooring
Carpet, Hardwood, Varies
Heating
Electric, Baseboard, Radiant
Interior Features
Breakfast Bar, Entrance Foyer, Separate Formal Living Room, Guest Accommodations, Country Kitchen, Living Dining Room, Bedroom On Main Level, Bath In Primary Bedroom, Main Level Primary, Primary Suite, Workshop
Laundry Features
In Basement
Levels
Two
Main Level Bathrooms
2
Main Level Bedrooms
3
Exterior
Architectural Style
Raised Ranch
Community Features
Trails Paths
Construction Materials
Attic Crawl Hatchways Insulated, Frame, Wood Siding
Exterior Features
Dirt Driveway, Gravel Driveway
Garage Spaces
2
Lot Features
Adjacent To Public Land, Irregular Lot, Wooded
New Construction YN
1
Other Structures
Garage Apartment
Parking Features
Detached, Garage
Stories
2
View
Slope View
Financial
Taxes
$3,229
Map
Community
- Address903 DIMMICK MTN ROAD Middletown NY
- CityMiddletown
- CountyDelaware
- Zip Code12421
Subdivisions in Middletown
Market Summary
Current real estate data for Single Family in Middletown as of Apr 23, 2026
19
Single Family Listed
108
Avg DOM
283
Avg $ / SqFt
$596,000
Avg List Price
Property Summary
- 903 DIMMICK MTN ROAD Middletown NY is a Single Family for sale in Middletown, NY, 12421. It is listed for $759,000 and features 4 beds, 2 baths, and has approximately 1,395 square feet of living space, and was originally constructed in 1970. The current price per square foot is $544. The average price per square foot for Single Family listings in Middletown is $283. The average listing price for Single Family in Middletown is $596,000. To schedule a showing of MLS#r1662295 at 903 DIMMICK MTN ROAD in Middletown, NY, contact your Concrete Jungle Realty agent at 3472420937.
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Courtesy of Jewett and Jewett LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the New York State Alliance of MLSs. Detailed information about real estate listings held by brokerage firms other than Concrete Jungle Realty include the name of the listing broker. Neither the listing company nor Concrete Jungle Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. New York State Alliance of MLSs. All rights reserved. 903 DIMMICK MTN ROAD
Middletown, NY



