299 Upper Cherrytown Rd, Kerhonkson, NY 12446
Property image
Property image
OFF MARKET

299 Upper Cherrytown Rd
Kerhonkson, NY 12446

  • 4 Beds
  • 2 Baths
  • 1,689 sqft (on 3.83 acres)

$582,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $3,809/mo*
Refinance Your Home

$582,100

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $3,809/mo*
Refinance Your Home
4 Beds
2 Baths
1,689 sqft
(on 3.83 acres)

Home Value

Trulia Estimate
$582K
Since last month
Decreased$7K (-1.3%)
Since last year
Decreased$14K (-2.3%)
Since last sale
Increased$311K (+114.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +39% in the last 10 years
MonthEstimated value
2026
August 2026$583K
July 2026$591K
June 2026$588K
May 2026$588K
April 2026$565K
March 2026$563K
February 2026$545K
January 2026$550K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
119 Baker Road, Kerhonkson, NY
0.35
Single-Family Home
$270,000
05/15/26
3
1
1,300
140 Stillerberg Strada, Kerhonkson, NY
0.79
Single-Family Home
$400,000
06/10/26
3
2
1,430
767 Cherrytown Road, Kerhonkson, NY
0.91
Single-Family Home
$389,900
12/08/25
4
2
1,980
Wright Rd, Rochester, NY
0.76
Single-Family Home
$1,387,500
10/17/25
2
2
1,876
246 Wright Road, Kerhonkson, NY
0.77
Single-Family Home
$1,387,500
10/08/25
2
2
1,876
214 Wright Road, Kerhonkson, NY
0.74
Single-Family Home
$899,000
06/15/26
4
2.5
4,164
89 Stillerberg, Kerhonkson, NY
0.76
Single-Family Home
$1,150,000
12/26/25
3
3.5
2,550
297 Schwabie Turnpike, Kerhonkson, NY
0.97
Single-Family Home
$620,000
11/06/25
4
2.5
2,300
520 Upper Cherrytown Road, Kerhonkson, NY
1.55
Single-Family Home
$324,450
01/23/26
5
2
1,600
106 Schwabie Tpke, Kerhonkson, NY
1.98
Single-Family Home
$285,000
09/25/25
4
1.5
1,495

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
343 Upper Cherrytown Road, Kerhonkson, NY 12446
0.29
$560,700
3
1.5
1,192
Off Market
119 Baker Road, Kerhonkson, NY 12446
0.35
$270,000
3
1
1,300
Recently Sold
344 Upper Cherrytown Road, Kerhonkson, NY 12446
0.38
$1,129,900
4
3
2,294
Off Market
32 White Birch Ln Lane, Kerhonkson, NY 12446
0.45
$547,500
1
1
904
Off Market
363 Upper Cherrytown Road, Kerhonkson, NY 12446
0.49
-
2
3
1,960
Off Market
375 Upper Cherrytown Road, Kerhonkson, NY 12446
0.51
-
-
-
-
Off Market
Tbd Wright Road, Kerhonkson, NY 12446
0.68
$225,000
-
-
-
For Sale
214 Wright Road, Kerhonkson, NY 12446
0.74
$899,000
4
2.5
4,164
Recently Sold
246 Wright Road, Kerhonkson, NY 12446
0.77
$1,456,100
2
2
1,876
Off Market
89 Stillerberg, Kerhonkson, NY 12446
0.76
$1,150,000
3
3.5
2,550
Recently Sold
30 Cherry Ln, Kerhonkson, NY 12446
0.80
$659,600
3
2
1,416
Off Market
24 Burpo Lane, Kerhonkson, NY 12446
0.81
$771,200
2
2
1,274
Off Market

Local Information

  • Map ViewExplore the area around 299 Upper Cherrytown Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1848
Lot Size
3.83 acres
Living Area
1,689 sqft
Price/Sqft
$345

About this House

This charming farmhouse has infinite possibilities for bringing it back to the gentle ambiance of another time. All the rooms are period except for the kitchen which was installed in 1935 with knotty pine cabinets and modern appliances. The room next to the kitchen with the rustic barn wood siding, hand hewn beams and wide board pine flooring was an addition to the house in the 1970's. It was used as the dining room. The stucco wall is actually the original exterior laid-up stone wall of the house. The reclaimed barn wood siding and wide board flooring came out of an old farm house. The room with the fireplace hearth was used as the living room. The chimney was removed to create a closet upstairs so the fireplace is not functioning. However it is possible to create a new chimney by installing a triple wall metal chimney for a wood stove or pellet stove. The entry way with the brick floor was used as an office. There are three Dutch doors on the first level, two of which lead to the large deck that overlooks the expansive lawn. There is a full bath on each level
299 Upper Cherrytown Rd, Kerhonkson, NY 12446 is a 4 bedroom, 2 bathroom, 1,689 sqft single-family home built in 1848. It last sold for $272,000 on Dec 21, 2017. It is currently off market. The Trulia Estimate is $582,100, with a rent estimate of $3,784/month.

Home Details for 299 Upper Cherrytown Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1.7000000476837158Floors: Concrete
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1848
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: WoodPorch

Community

Units in Building: 1

Lot Information

Lot Area: 3.83 acres

Price and Tax history

DateEventPrice
Dec 21, 2017
Source: HVCRMLS #20173182
Sold
$272,000
Dec 5, 2017
Source: Agent Provided
Pending
$299,000
Oct 5, 2017
Source: Agent Provided
PendingToActive
$299,000
Sep 25, 2017
Source: Agent Provided
Pending
$299,000
Aug 22, 2017
Source: Agent Provided
PriceChange
$299,000
Price decreased by 14%

Market trends in Kerhonkson

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
2MoM

Around this home

What Locals Say about Kerhonkson

At least 15 Trulia users voted on each feature.

  • 100 % Say car is needed

  • 91 % Say yards are well-kept

  • 88 % Say parking is easy

  • 86 % Say there's wildlife

  • 78 % Say there's holiday spirit

  • 60 % Say it's dog friendly

  • 58 % Say it's quiet

  • 51 % Say neighbors are friendly

  • 50 % Say kids play outside

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say people would walk alone at night

  • 41 % Say there are community events

  • 21 % Say it's walkable to grocery stores

  • 12 % Say it's walkable to restaurants

  • 11 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Talia N. T.
    "Long and far. Most places to work and make decent money aren’t I. The area but it’s a great quiet place to live "
    0
    Flag
  • cnc23us
    "I need to put a bid on this place. It's just soo perfect !!"
    0
    Flag
  • Shmgmt
    "Sweeping views, peaceful escape, 10,000+ acres of nature reserves surround this property. With two boys in college with great academic scholarships, Rondout Valley Schools proved to be the right move from the city and it's private school tuitions. Skiing, hiking, running, swimming are a plus and are not city assets. P"
    0
    Flag
  • Shmgmt
    "I live and work here, raised two children here we love it!"
    0
    Flag
  • Karen
    "gorgeous views!!! great hiking trails!!! fun nights at the resorts!!! close to shopping and interstate 87. friendly people, good schools!!!"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 299 Upper Cherrytown Rd

  • What is 299 Upper Cherrytown Rd estimated to be worth?
    Trulia's estimated value for 299 Upper Cherrytown Rd in Kerhonkson, NY is $582,100.
  • What is the price history for 299 Upper Cherrytown Rd?
    299 Upper Cherrytown Rd in Kerhonkson, NY last sold for $272,000 in December 2017.
  • Is Kerhonkson a buyer's or seller's market?
    Kerhonkson is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Kerhonkson?
    Residents describe Kerhonkson, NY as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Kerhonkson, NY.
  • Does 299 Upper Cherrytown Rd have air conditioning?
    Yes, 299 Upper Cherrytown Rd in Kerhonkson, NY has air conditioning.
  • Does 299 Upper Cherrytown Rd have laundry facilities?
    Yes, 299 Upper Cherrytown Rd in Kerhonkson, NY has in-unit laundry.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Kerhonkson, NY

Explore by feature - Air Conditioning

6 rentals with air conditioning in Kerhonkson, NY

Explore by feature - Washer/dryer

8 rentals with a washer/dryer in Kerhonkson, NY

Apartments for Rent

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Off Market Homes Near 299 Upper Cherrytown Rd

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