For sale

$455,000

Est. $3,322/mo —

•

1,545

sq ft

168 Shawangunk Rd, Middletown, NY 10940

About this home

Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and electrical systems, as well as energy-efficient mini-split units providing both heating and air conditioning. Enter through the welcoming mudroom into a spacious kitchen featuring stainless steel appliances, a charming dining alcove and a door out to the deck. The large, inviting living room is filled with tons of natural light. Upstairs, three comfortable bedrooms and one full bathroom complete the main residence, bringing the total sqft of the house to 1,545 sqft. The property also features a separate cottage with the 2nd full bath (additional 426 sqft), offering excellent potential for guest accommodations, a home office, studio, or other flexible use. Located behind the cottage is an additional freestanding, one-room structure that may offer the possibility of being connected to the cottage to create a one-bedroom guest house or potential rental property, subject to all applicable municipal approvals. Surrounded by natural beauty, the property is located across the road from a picturesque pond creating a peaceful setting with abundant opportunities to enjoy the outdoors. Commuters will appreciate the home's proximity to the Train Station, providing service to Hoboken with easy PATH access into Manhattan. The property is also approximately one hour by car to Manhattan. Shopping, dining, and everyday conveniences are within easy reach, including the renowned Woodbury Common Premium Outlets.

Single-familyProperty Type

1870Year Built

2.2 acresLot Size

$294Price/Sq.Ft.

Listing by Jason Kerwar • William Raveis Real Estate

Listing by Diane Madden • William Raveis Real Estate

Contact: 914-245-0460

Listing updated: Sep 15, 2026 at 01:35pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1024368

Payment calculator

$3,322 per month

Principal and interest$2,483

Property taxes

$767

HOA dues

Home insurance

$72

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 11AM TO 1PM
$1,150,000
4 beds3.5 baths5,360 sq ft
289 Pine Grove Rd, Middletown, NY 10940
Listing by Curasi Realty, Inc.
OPEN SAT, 12PM TO 2PM
$465,000
3 beds1 bath1,320 sq ft
13 Columbia Ave, Middletown, NY 10940
Listing by eXp Realty
OPEN SAT, 12PM TO 2PM
$220,000
1 bed1.5 baths785 sq ft
14 Brick Pond Rd, Middletown, NY 10940
Listing by Howard Hanna Rand Realty
OPEN SAT, 1PM TO 3PM
$649,000
3 beds1.5 baths1,976 sq ft
936 Goshen Tpke, Circleville, NY 10919
Listing by Keller Williams Realty
OPEN SAT, 1PM TO 3PM
$440,000
3 beds2 baths1,344 sq ft
97 Heselton Dr, Slate Hill, NY 10973
Listing by Howard Hanna Rand Realty
OPEN SUN, 12PM TO 2PM
$529,000
3 beds2 baths1,753 sq ft
95 Silver Lake Sctn Rd, Middletown, NY 10940
Listing by eXp Realty
OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$988,500
4 beds3.5 baths3,700 sq ft
12 Azalea Ln, Slate Hill, NY 10973
Listing by Realty Promotions Inc
OPEN SUN, 1PM TO 3PM
$409,999
3 beds2 baths1,560 sq ft
17 Benton Dr, Cuddebackville, NY 12729
Listing by Hawk's Nest Realty Inc
OPEN SUN, 1PM TO 3PM
$475,000
4 beds2.5 baths2,152 sq ft
8 Pine St, Middletown, NY 10940
Listing by KW Hudson Valley United
OPEN SEP 26, 12PM TO 2PM
$479,000
3 beds2 baths1,590 sq ft
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Listing by J C Realty International Inc.

Around this home

Schools

K - 12
Preschool & daycare

Otisville Elementary School

Public K-5 • Assigned • 1.7mi

6/10

Minisink Valley Middle School

Public 6-8 • Assigned • 4.6mi

5/10

Minisink Valley High School

Public 9-12 • Assigned • 4.6mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

168 Shawangunk Rd · $455,000

Strong offer

$456K and above

75% chance or better to win

Why $456K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 42 days.

SALE-TO-LIST

Most homes are selling 0% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Eat-in kitchen
Partial unfinished basement
Unfinished attic

Bathrooms
2 full bathrooms

Kitchen
Dishwasher
Microwave
Oven
Range
Refrigerator
Stainless steel appliances

Laundry & utility
Washer
Dryer
Laundry in basement

Flooring
Hardwood floors

Heating & cooling
Forced air heating (oil)
Central air
Wall/window air conditioning units

Sale and tax history for 168 Shawangunk Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1024368

Sep 3, 2026

Price Changed

$455,000

$294/sq ft

Jul 31, 2026

Listed

$465,000

$301/sq ft

OneKey® MLS as Distributed by MLS Grid #H6268856

Feb 2, 2024

Sold

$425,000

$275/sq ft

Dec 29, 2023

Pending

—

Dec 12, 2023

Relisted

—

Nov 2, 2023

Pending

—

Sep 23, 2023

Listed

$425,000

$275/sq ft

The utterly delightful house with its exposed beams and historic charm was thoroughly gutted prior to renovation and fully foam insulated. One enters through a mudroom into the spacious kitchen with stainless appliances and a dining alcove. The living room contains a library and a secret swing door to the basement. Upstairs are three bedrooms and a full bathroom. All plumbing and electricity are new. Heat and a/c are provided by energy-efficient mini-split units. The additional unit is a cottage with a bathroom, In the back of that is another free-standing one-room structure that could be connected to the cottage, creating a one-bedroom guest house or rental property. The property is on 2.3 wooded acres and across the road from a pond frequented by migratory birds and wildlife. The property is an hour from Manhattan by car. Nearby Otisville has trains going into Hoboken with a Path connection to Manhattan. Plentiful shopping nearby, Including luxury outlets at Woodbury Commons. Additional Information: HeatingFuel:Oil Above Ground,

OneKey® MLS as Distributed by MLS Grid #H6241965

Sep 1, 2023

Listing Removed

—

Jul 2, 2023

Price Changed

$425,000

$275/sq ft

Apr 12, 2023

Listed

$495,000

$320/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$9,206 (+1.8%)

$35,000 + $121,700

$156,700

2024

$9,043 (+41.3%)

$35,000 + $121,700

$156,700

2023

$6,399 (−3.2%)

$35,000 + $76,000

$111,000

2022

$6,610 (+11.2%)

$35,000 + $71,000

$106,000

2021

$5,942 (−29.7%)

$35,000 + $71,000

$106,000

2020

$8,457 (+5.0%)

$35,000 + $71,000

$106,000

2019

$8,058 (+5.3%)

$35,000 + $71,000

$106,000

2018

$7,650 (+75.1%)

$35,000 + $71,000

$106,000

2017

$4,368 (−22.5%)

$35,000 + $71,000

$106,000

2016

$5,635 (+327.2%)

$35,000 + $71,000

$106,000

2015

$1,319 (−7.4%)

$35,000 + $71,000

$106,000

2014

$1,424

$35,000 + $71,000

$106,000

Public record

Beds

Baths

Stories

Lot width

394 ft.

Lot depth

—

Lot size

2.2 Acres

Year renovated

—

Finished Sq. Ft.

1,912

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,912

Year built

1870

Style

Single Family Residential

County

Orange County

APN

334489A01200000010250000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 13, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

0.93% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

3/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Middletown, NY • 10940

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

91/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Middletown. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 168 Shawangunk Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $360,000 and $485,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $360K to $485K.

SOLD AUG 31, 2026
$360,000 Last sold price
4 beds1 bath1,566 sq ft
4 Mt Hope Ave, Otisville, NY 10963
Listing by RE/MAX Benchmark Realty Group
$64/sq ft
smaller lot
55 years newer
SOLD NOV 11, 2025
$436,000 Last sold price
3 beds2 baths1,266 sq ft
257 Tally Ho Rd, Middletown, NY 10940
Listing by Eichner Realty Group Inc.
$50/sq ft
larger lot
95 years newer
SOLD FEB 10, 2026
$380,000 Last sold price
3 beds1 bath1,550 sq ft
7 Manhattan Ave, Middletown, NY 10940
Listing by R New York
$49/sq ft
smaller lot
88 years newer
SOLD AUG 4, 2026
$485,000 Last sold price
3 beds2.5 baths1,852 sq ft
13 Hermanette Ave, Middletown, NY 10940
Listing by Weichert Realtors
$32/sq ft
smaller lot
134 years newer
SOLD JUN 2, 2026
$380,000 Last sold price
4 beds1.5 baths1,598 sq ft
16 Mountain Ave, Middletown, NY 10940
Listing by Keller Williams Realty
$56/sq ft
smaller lot
102 years newer
SOLD SEP 25, 2025
$430,000 Last sold price
3 beds1.5 baths1,620 sq ft
76 Maureen Dr, Middletown, NY 10940
Listing by Julia B Fee Sothebys Int. Rlty
$29/sq ft
smaller lot
117 years newer

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