Off Market Jun 2023 for $393K

$518,543

Est. refi paymentEst. refi $2,875/mo

•

1,496

sq ft

27 Highview Rd, Dover Plains, NY 12522

About this home

Set off the road and nestled amid 7.7 acres you will find this sweet country cottage in the Town of Union Vale, Dutchess County. The rustic, light-filled interior is complemented by vertical pine paneled walls, boxed out wood beams in the ceilings, a stone fireplace, and handsome built-in cabinetry. It features a kitchen with pine cabinetry, a spacious living room, a cozy family room with a gas fireplace, three bedrooms, one full bathroom, a utility room with laundry and half bath. The grounds are attractive and offer privacy, a wonderful level yard, a fenced garden, and woodlands to walk and enjoy nature. There are three storage sheds and a barn style one car garage with a workshop. A wonderful full-time residence or weekend getaway located in the scenic Hudson Valley, only a 12 minute drive to the Village of Millbrook. Come enjoy country living!,ExteriorFeatures:Landscaped,InteriorFeatures:Beamed Ceilings,ROOF:Asphalt Shingles,AboveGrade:1496,FLOORING:Vinyl,Wood,OTHERROOMS:Laundry/Util. Room,Level 1 Desc:KITCHEN, LR WITH STONE FP, FR W/GAS STOVE, BR, BATH,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,Level 2 Desc:2 BEDROOMS,FOUNDATION:Concrete

Single-familyProperty Type

1951Year Built

7.7 acresLot Size

$347Est. Price/Sq.Ft.

Listing by Susan Whalen • George T Whalen Real Estate

Bought with Susan Whalen • George T Whalen Real Estate

Bought with • FNIS

Redfin checked: 2 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #M414736

Redfin Estimate

$518,543

$125K since sold in June 2023$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.9% higher than the average sale price ($459K) of 6 comparable homes.

SOLD NOV 20, 2025
$415,000
A
3 beds2 baths1,300 sq ft
3889 Route 82, Millbrook, NY 12545
Listing by K. Fortuna Realty, Inc.
SOLD JUN 2, 2026
$503,500
B
3 beds2 baths1,592 sq ft
222 Highview Rd, Dover Plains, NY 12522
Listing by BHHS Hudson Valley Properties
SOLD AUG 13, 2026
$69,900
C
3 beds1 bath1,324 sq ft
12 Neighborly Ln, Dover Plains, NY 12522
Listing by River Realty Services, Inc.
SOLD AUG 13, 2026
$849,000
D
3 beds3 baths2,033 sq ft
611 N Clove Rd, Millbrook, NY 12545
Listing by Corcoran Country Living
SOLD MAR 13, 2026
$383,000
E
3 beds2 baths1,523 sq ft
105 S Nellie Hill Rd, Dover Plains, NY 12522
Listing by Havens Real Estate
SOLD OCT 30, 2025
$535,000
F
3 beds2 baths1,756 sq ft
225 N Smith Rd, Lagrangeville, NY 12540
Listing by Helen Schweitzer Realty, LLC

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Earn from this home

Sell

$190,694

Est. take-home

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Refinance

Est. cash available

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Rent

$2,137/mo

Redfin rental estimate

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Market trends in 12522, NY

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.4%

+0.7% MoM

Median sale price

$414K

$48K MoM

Avg. days on market

54d

0 days MoM

Recently sold homes

2 MoM

New listings for sale

NEW 6 HRS AGO
$220,000
3 beds2 baths1,187 sq ft
60 Celeste Dr, Dover Plains, NY 12522
Listing by VYLLA Home
$315,000
3 beds1 bath952 sq ft
39 N Farm Dr, Dover Plains, NY 12522
Listing by Coldwell Banker Realty
See all

Provided by Redfin

Sale history for 27 Highview Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,645 (+2.2%)

$103,800 + $173,600

$277,400

2024

$7,483 (−1.3%)

$103,800 + $173,600

$277,400

2023

$7,581 (−8.4%)

$103,800 + $173,600

$277,400

2022

$8,274 (+2.8%)

$103,800 + $173,600

$277,400

2021

$8,049 (+31.6%)

$103,800 + $173,600

$277,400

2020

$6,117 (+189.2%)

$103,800 + $173,600

$277,400

2019

$2,115 (−64.6%)

$103,800 + $173,600

$277,400

2018

$5,981 (−2.0%)

$103,800 + $173,600

$277,400

2017

$6,103 (−1.8%)

$103,800 + $160,400

$264,200

2016

$6,217 (−2.4%)

$103,800 + $160,400

$264,200

2015

$6,367 (−0.5%)

$103,800 + $160,400

$264,200

2014

$6,397

$103,800 + $160,400

$264,200

Tax history for 27 Highview Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,645 (+2.2%)

$103,800 + $173,600

$277,400

2024

$7,483 (−1.3%)

$103,800 + $173,600

$277,400

2023

$7,581 (−8.4%)

$103,800 + $173,600

$277,400

2022

$8,274 (+2.8%)

$103,800 + $173,600

$277,400

2021

$8,049 (+31.6%)

$103,800 + $173,600

$277,400

2020

$6,117 (+189.2%)

$103,800 + $173,600

$277,400

2019

$2,115 (−64.6%)

$103,800 + $173,600

$277,400

2018

$5,981 (−2.0%)

$103,800 + $173,600

$277,400

2017

$6,103 (−1.8%)

$103,800 + $160,400

$264,200

2016

$6,217 (−2.4%)

$103,800 + $160,400

$264,200

2015

$6,367 (−0.5%)

$103,800 + $160,400

$264,200

2014

$6,397

$103,800 + $160,400

$264,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

7.7 Acres

Year renovated

—

Sq. Ft.

1,136

Year built

1951

Style

Single Family Residential

County

Dutchess County

APN

135400A00696200000284450000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 31, 2026.

Property details

Parking

Parking Information
Parking Features: Detached, Garage

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 1

Heating & Cooling
Cooling: None
Heating: Electric

Interior Features
Appliances: Refrigerator, Washer

Room Information
Basement YN: Yes
Basement: Crawl Space

Bathroom Information
Bathrooms Full: 1
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame, Other, T111
Fencing: Fenced
Foundation Details: Other
Waterfront YN: No

Lot Information
Additional Parcels YN: No
Lot Features: Level, Wooded

Property Information
Living Area Source: Other
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2023
Tax Annual Amount: $6,428

Financial Information
Buyer Financing: Cash, Conventional

Location

School Information
Elementary School: Dover Elementary School
Middle Or Junior School: Crispell Middle School
High School: Dover High School
High School District: Dover

Location Information
Hamlet: Dover Plains
Directions: Chestnut Ridge Road to #27 Highview Road
County Or Parish: Dutchess County

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 1,136
Stories: 1.0
Lot Size: 7.7 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: —
County: Dutchess County
APN: 135400A00696200000284450000

Home facts updated by county records on Jul 31, 2026

Around this home

Schools

Dover Elementary School

Public 3-5 • Assigned • 3.5mi

3/10

Dover Middle School

Public 6-8 • Assigned • 3.6mi

7/10

Dover High School

Public 9-12 • Assigned • 3.6mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 95° expected this year, 15 days in 30 years

4/10 Wind Factor

14% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Dover Plains, NY • 12522

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 4 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$493,000 – $597,000

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Nearby similar homes

$299,900

2 beds1 bath1,378 sq ft

122 Weil Rd, Wingdale, NY 12594

Listing by River Realty Services, Inc.

$3,750,000

7 beds6 baths6,138 sq ft

151 Benson Hill Rd, Dover Plains, NY 12522

Listing by Houlihan Lawrence Inc.

NEW CONSTRUCTION

$4,495,000

4 beds5 baths5,679 sq ft

101 N Tower Hill Rd, Millbrook, NY 12545

Listing by KW MidHudson

$595,000

3 beds2.5 baths2,409 sq ft

20 Craig Ln, Dover Plains, NY 12522

Listing by K. Fortuna Realty, Inc.

$89,999

4 beds2 baths1,884 sq ft

70 May Lane Ext, Dover Plains, NY 12522

Listing by Compass Greater NY, LLC

$575,000

4 beds2.5 baths2,222 sq ft

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Listing by McGrath Realty Inc

New listings for sale in 12522

NEW 6 HRS AGO

$220,000

3 beds2 baths1,187 sq ft

60 Celeste Dr, Dover Plains, NY 12522

Listing by VYLLA Home

$315,000

3 beds1 bath952 sq ft

39 N Farm Dr, Dover Plains, NY 12522

Listing by Coldwell Banker Realty

Home values near 27 Highview Rd

Data from public records.

Address	Redfin Estimate
52 Highview Road, Dover Plains, NY 6 Beds \| 3 Baths \| 2821 Sq. Ft.	$550,503
16 Highview Road, Dover Plains, NY 4 Beds \| 2 Baths \| 1336 Sq. Ft.	$440,662

Address	Redfin Estimate
19 Highview Road, Dover Plains, NY 3 Beds \| 2 Baths \| 1620 Sq. Ft.	$526,201
68 Highview Road, Dover Plains, NY 2 Beds \| 2 Baths \| 1440 Sq. Ft.	$525,273

Address	Redfin Estimate
43 Highview Road, Dover Plains, NY 5 Beds \| 3 Baths \| 2500 Sq. Ft.	$537,663
28 Highview Road, Dover Plains, NY 3 Beds \| 1 Baths \| 1232 Sq. Ft.	$292,687

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12522, NY

Sale history for 27 Highview Rd

Tax history for 27 Highview Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 12522

Home values near 27 Highview Rd

More real estate resources