342 Upper Cherrytown Rd

1,400 Sq. Ft.
$482 / Sq. Ft.
1,400
Sq. Ft.
$482
per Sq. Ft.

Description

Set on two private, wooded acres in the heart of the Shawangunks, Cherrytown Chalet is a bright, modern home built in 2021 and offered fully furnished and turnkey. Cathedral pine ceilings crown an open single level living, dining, and kitchen layout, and double French doors open onto a wraparound deck with forest views and the dark star-filled skies. The kitchen is built for gathering, with quartz countertops, warm oak cabinetry, stainless steel appliances, and a center island open to the dining...Set on two private, wooded acres in the heart of the Shawangunks, Cherrytown Chalet is a bright, modern home built in 2021 and offered fully furnished and turnkey. Cathedral pine ceilings crown an open single level living, dining, and kitchen layout, and double French doors open onto a wraparound deck with forest views and the dark star-filled skies. The kitchen is built for gathering, with quartz countertops, warm oak cabinetry, stainless steel appliances, and a center island open to the dining and living areas. The primary suite has an en-suite bath with a walk-in shower and double vanity, plus a walk-in closet, and two more bedrooms (one with its own walk-in closet) share a second full bath. Behind the finishes, the home is built to be easy to own: central heating and air conditioning, an in-unit washer and dryer, new well with softener and UV filtration, high-speed internet, and year-round easy access. Furniture and furnishings convey with the sale, so you can arrive with nothing more than your bags. A full walk-out basement opens to the backyard ready for an in-ground pool and offers generous storage now, with the option to finish it into a family room, office, or guest suite down the road, and a roomy attic adds even more room to stow gear. Vernooy Falls is a ten-minute drive, with Minnewaska State Park, Mohonk Preserve, the Ashokan Rail Trail, and the village of New Paltz all within twenty-five minutes away. Skiing at Belleayre is roughly forty minutes, with Hunter and Windham a bit beyond. The food-and-drink hamlets of Accord, High Falls, and Stone Ridge are close by, along with Arrowood Farm Brewery and Westwind Orchard, and New York City is about two hours south. Whether you are after quiet weekends out of the city or a full-time home in the mountains, Cherrytown Chalet is a modern, low-maintenance place you can step into and start enjoying the day you arrive. Home is an active short term rental with non-transferrable permit. Property gross revenue $97k in 2025, $60k 2026 year-to-date with a 4.98 average Airbnb review score. Contact Town of Rochester for information about upcoming permit application cycle this fall.
  1. Listed by Ashley Trattner • Keller Williams Upstate NY Properties
    P: (845)-674-3535 C: (845)-674-3535 ashleytrattner@kw.com

Property Details for 342 Upper Cherrytown Road

Architectural Style
Chalet Alpine
Has Waterfront
No
LISTING UPDATED: 07/19/2026 03:01 PM

Property Details for 342 Upper Cherrytown Road

StatusActive
MLS #R1693710
Days on Market27
Taxes$11,228 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2021
Lot Size2.00 AC / 87,120 SF
CountyUlster County

Location

Listing Courtesy of Keller Williams Upstate NY Properties
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Building Information for 342 Upper Cherrytown Road

Stories1Year Built2021Building Size-Lot Size2.00 AC / 87,120 SF

Payment Calculator

$4,367 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,431

Property Taxes

$936

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 342 Upper Cherrytown Road

Summary
Location and General Information
  • Cross Street: White Birch Lane
  • Directions: From Route 209 in Kerhonkson, take Samsonville Road to Cherrytown Road. Bear right onto Upper Cherrytown Road. Property is on the right at 342 Upper Cherrytown Road.
  • Latitude: 41.84061
  • Longitude: -74.346116
  • MLS Area Major: Rochester-Ulster-514400
  • Has Senior Community: No
  • Township: Not Applicable
Taxes and HOA
  • Parcel Number: 67.-1-56.300
  • Tax Annual Amount: $11,228.00
  • Tax Assessed Value: 622000
School Information
  • Elementary School District: Rondout Valley
  • High School District: Rondout Valley
  • Middle Or Junior School District: Rondout Valley
Parking
  • Has Garage: No
  • Parking Features: No Garage
Property
Lot Information
  • Lot Features: Irregular Lot
  • Lot Size Acres: 2.0
  • Lot Size Area: 2.0
  • Lot Size Units: Acres
  • Lot Size Dimensions: 326X245
  • Lot Size Square Feet: 87120.0
  • Road Frontage Type: Main Thoroughfare
Property and Assessments
  • Building Area Source: Public Records
  • Building Area Total: 1400.0
  • Living Area: 1400.0
  • Property Condition: Resale
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Year Built: 2021
  • Year Built Details: Existing
Building Features
  • Construction Materials: Attic Crawl Hatchways Insulated, Wood Siding
  • Foundation Details: Poured
  • Levels: One
Utilities
  • Sewer: Septic Tank
  • Utilities: Electricity Connected
  • Water Source: Well
Interior and Exterior Features
Interior Features
  • Appliances: Dryer, Dishwasher, Electric Water Heater, Gas Oven, Gas Range, Refrigerator, Washer
  • Basement: Walk Out Access
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 3
  • Cooling: Central Air
  • Has Cooling: Yes
  • Has Fireplace: No
  • Flooring: Luxury Vinyl, Tile, Varies
  • Heating: Propane, Forced Air
  • Has Heating: Yes
  • Interior Features: Breakfast Bar, Eat In Kitchen, Granite Counters, Kitchen Island, Bath In Primary Bedroom, Main Level Primary
  • Laundry Features: Main Level
  • Main Level Bathrooms: 2
  • Main Level Bedrooms: 3
  • Rooms Total: 5
Exterior Features
  • Exterior Features: Gravel Driveway, Propane Tank Leased
  • Roof: Shingle
  • Stories: 1
  • Stories Total: 1

Property History for 342 Upper Cherrytown Road

DateEvent & SourcePriceAppreciation
Jul 4, 2026

Listed (Active)

WNYREIS #R1693710

$675,000
Jul 4, 2026

Listed (Active)

New York State Alliance of MLSs (Buffalo) #R1693710

$675,000
Apr 14, 2022

Sold

HVCR MLS #20214352

$528,650
DateEvent & SourcePrice
07/04/2026

Listed (Active)

WNYREIS #R1693710

$675,000
07/04/2026

Listed (Active)

New York State Alliance of MLSs (Buffalo) #R1693710

$675,000
04/14/2022

Sold

HVCR MLS #20214352

$528,650

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 342 Upper Cherrytown Road

Taxable ValueLand$58,000Additions$274,600Total$332,600
Tax Record2025$8,706 ($726 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,375 SqFtAbove Grade Finished SqFt1,375 SqFtStories1Lot Size87,120 SqFtStyleSingle Family ResidenceYear Built2022Year Renovated2022ZoningR2CountyULSTERAPN514400 67.-1-56.300

Schools near 342 Upper Cherrytown Road

This home is within Rondout Valley Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - 4 to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Kerhonkson Elementary School
PublicPK to 3

Rondout Valley Intermediate School
Public4 to 6

Rondout Valley Junior High School
Public7 to 8

Rondout Valley High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

342 Upper Cherrytown Road is a single family home for sale in Rochester, NY 12446. This property was listed for sale on July 4, 2026 by Keller Williams Upstate NY Properties, it's currently listed at $675,000. It has been on the market for a total of 27 days and was last sold on April 14, 2022. This listing's school district is Rondout Valley Central School District. Nearby schools include Kerhonkson Elementary School, Rondout Valley Intermediate School and Rondout Valley Junior High School. 342 Upper Cherrytown Road is a 3-bed, 2-bath, 1,400 sqft single family home built in 2021.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Upstate NY Properties

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Compass and its related brokerages, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Compass and its related brokerages shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.