NEW 21 HRS AGO

For sale

$500,000

Est. $3,860/mo —

•

2,086

sq ft

269 Orchard Rd, Highland, NY 12528

About this home

Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power and a water source. All of this bucolic beauty is available a mere 1 hour from New York City!

Single-familyProperty Type

1880Year Built

19.8 acresLot Size

$240Price/Sq.Ft.

Listing by Daniel Balassone • VYLLA Home

Listing updated: Sep 16, 2026 at 05:01am

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #1050871

Redfin agents who toured

This home has potential but needs renovations and updating. Great location beautiful space outside.
9 months ago• May not reflect the current state of the home
Alexia Velez
Redfin Associate agent

Payment calculator

$3,860 per month

Principal and interest$2,695

Property taxes

$1,094

HOA dues

Home insurance

$71

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 11AM TO 1PM
$558,000
3 beds2 baths1,580 sq ft
7 Tina Dr, Highland, NY 12528
Listing by Compass Greater NY, LLC
OPEN SAT, 11AM TO 1PM
$799,000
4 beds2.5 baths2,458 sq ft
125 Vineyard Ave, Highland, NY 12528
Listing by BHHS Hudson Valley Properties
OPEN SAT, 12PM TO 2PM
$649,000
4 beds2.5 baths2,483 sq ft
76 Rockledge Dr, Pleasant Valley, NY 12569
Listing by BHHS Hudson Valley Properties
OPEN SAT, 12PM TO 4PM
$599,000
3 beds2 baths1,280 sq ft
316 State Route 32 N, New Paltz, NY 12561
Listing by Mary Jane Pastor Realty
OPEN SAT, 12:30PM TO 2:30PM
$499,000
3 beds2 baths1,584 sq ft
23 Westview Dr, Poughkeepsie, NY 12603
Listing by Coldwell Banker Realty
OPEN SUN TO 2PM
$649,000
3 beds2.5 baths2,408 sq ft
428 Clinton Hollow Rd, Salt Point, NY 12578
Listing by Mondello Upstate Properties
OPEN SUN, 11AM TO 1PM
$329,900
2 beds1 bath776 sq ft
26 Buena Vista Ave, Wallkill, NY 12589
Listing by Rita Levine Real Estate
OPEN SUN, 12PM TO 2PM
$500,000
4 beds2.5 baths2,034 sq ft
44 Degarmo Hills Rd, Wappingers Falls, NY 12590
Listing by Real Broker NY LLC
OPEN SUN, 12PM TO 2PM
$475,000
3 beds1 bath1,080 sq ft
3 Kinderhook Dr, Poughkeepsie, NY 12603
Listing by Houlihan Lawrence Inc.
OPEN SUN, 12PM TO 2PM
$500,000
4 beds3 baths1,802 sq ft
42 Streit Ave, Poughkeepsie, NY 12603
Listing by RE/MAX Town & Country

Around this home

Schools

K - 12
Preschool & daycare

Highland Elementary School

Public K-5 • Assigned • 3.1mi

4/10

Highland Middle School

Public 6-9 • Assigned • 3.0mi

2/10

Highland High School

Public 9-12 • Assigned • 3.0mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Beamed ceilings
Granite counters
Washer/dryer hookup
Unfinished basement

Bedrooms
7 rooms total (includes bedrooms and living spaces)

Bathrooms
2 full bathrooms

Kitchen
Gas range
Dishwasher
Refrigerator
Granite counters

Laundry & utility
Washer and dryer included
Washer/dryer hookup

Heating & cooling
Oil heating
Wood heating
No central cooling

Sale and tax history for 269 Orchard Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2025

$12,397 (−5.6%)

$105,500 + $180,600

$286,100

2024

$13,127 (+2.4%)

$105,500 + $180,600

$286,100

2023

$12,819 (+7.3%)

$105,500 + $180,600

$286,100

2022

$11,942 (+1.7%)

$105,500 + $180,600

$286,100

2021

$11,745 (+7.5%)

$105,500 + $180,600

$286,100

2020

$10,928 (−23.1%)

$105,500 + $180,600

$286,100

2019

$14,207 (+36.9%)

$105,500 + $180,600

$286,100

2018

$10,380 (+2.0%)

$105,500 + $180,600

$286,100

2017

$10,173 (+3.3%)

$105,500 + $180,600

$286,100

2016

$9,846 (−0.6%)

$105,500 + $180,600

$286,100

2015

$9,907 (+3.1%)

$105,500 + $180,600

$286,100

2014

$9,606

$105,500 + $180,600

$286,100

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

19.8 Acres

Year renovated

—

Finished Sq. Ft.

2,086

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,086

Year built

1880

Style

Vacant Land

County

Ulster County

APN

513600A09500400020081000000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.31% 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

4/10 Wind Factor

11% 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

Highland, NY • 12528

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 26% for direct sun exposure in Highland. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.4 hrs

6.1 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 269 Orchard Rd

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

Nearby homes have recently sold between $425,000 and $560,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $425K to $560K.

SOLD JAN 14, 2026
$500,000 Last sold price
3 beds2.5 baths2,212 sq ft
61 Peach Ln, Milton, NY 12547
Listing by Coldwell Banker Village Green
$14/sq ft
smaller lot
128 years newer
SOLD AUG 27, 2026
$505,000 Last sold price
3 beds1.5 baths1,944 sq ft
75 S Randolph Ave, Poughkeepsie, NY 12601
Listing by RE/MAX Classic Realty
$20/sq ft
smaller lot
55 years newer
SOLD SEP 3, 2026
$510,000 Last sold price
3 beds1.5 baths1,704 sq ft
34 Parkwood Blvd, Poughkeepsie, NY 12603
Listing by Four Seasons Sothebys Intl
$59/sq ft
smaller lot
80 years newer
BOUGHT WITH REDFIN JUL 21, 2026
$425,000 Last sold price
3 beds2 baths1,582 sq ft
3 Wilcox Ave, Highland, NY 12528
Listing by River to Ridge Rlty Associates
$29/sq ft
smaller lot
68 years newer
SOLD AUG 10, 2026
$535,000 Last sold price
3 beds2 baths1,862 sq ft
85 Bellevue Rd, Highland, NY 12528
Listing by Century 21 Alliance Rlty Group
$47/sq ft
smaller lot
107 years newer
SOLD FEB 24, 2026
$560,000 Last sold price
3 beds3 baths1,918 sq ft
38 Mayer Dr, Highland, NY 12528
Listing by The Machree Group, LLC
$52/sq ft
smaller lot
109 years newer

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