Off market may 2025 for $449K

$534,085

Est. refi paymentEst. refi $3,006/mo

•

2,000

sq ft

27 N Valley Rd, Canaan, NY 12029

About this home

Motivated owners are ready for your offer!Charming 3-Bed, 3-Bath Home on 2 Acres in Canaan, NY - A Perfect Retreat Near Chatham and the BerkshiresNestled on 2 serene acres in Canaan, NY, this inviting 3-bedroom, 3-bathroom home offers both tranquility and convenience. Just a short drive to the vibrant town of Chatham, NY, and the scenic Berkshires, this property is the ideal blend of rural charm and easy access to cultural attractions, shopping, and dining.Upon entering, you're welcomed by a spacious and light-filled interior with thoughtful updates throughout. The open-concept living and dining areas provide a perfect setting for both relaxing and entertaining. The fully equipped kitchen boasts modern appliances, ample counter space, and plenty of storage.The primary suite is a peaceful

Single-familyProperty Type

1998Year Built

2.04 acresLot Size

$267Est. Price/Sq.Ft.

2 garage spacesParking

Listing by non-member non member • NON MLS OFFICE

Bought with Daniel Mahar • Mahar Real Estate LLC

Redfin checked: 2 minutes ago

•Source:Global MLS #202516537

Listing provided courtesy of Global Multiple Listing Service, Inc.

Redfin Estimate

$534,085

$84K since sold in May 2025$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.1% higher than the average sale price ($534K) of 6 comparable homes.

SOLD OCT 1, 2026
$735,000
A
3 beds2 baths1,974 sq ft
92 Baker St, Richmond, MA 01254
SOLD APR 17, 2026
$390,000
B
3 beds3 baths2,260 sq ft
33 Dermody Rd, Canaan, NY 12029
Listing by Gilcrest Properties
SOLD NOV 4, 2025
$410,000
C
3 beds2.5 baths1,728 sq ft
18 Mcgrath Hill Rd, East Chatham, NY 12060
Listing by Beach & Bartolo Realtors
SOLD AUG 10, 2026
$381,500
D
3 beds2.5 baths1,800 sq ft
186 W Hand Hill Rd, East Nassau, NY 12062
Listing by KW Platform
SOLD SEP 16, 2026
$385,000
E
3 beds1.5 baths1,500 sq ft
13149 New York 22, Canaan, NY 12029
Listing by William Pitt Sothebys Intn'l
SOLD APR 2, 2026
$900,000
F
3 beds3.5 baths2,162 sq ft
5 Smith Rd, West Stockbridge, MA 01266

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,253/mo

Redfin rental estimate

List your home for rent

Market trends in 12029, NY

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

100.8%

+0.5% MoM

Median sale price

$544K

$160 MoM

Avg. days on market

187d

59 days MoM

Recently sold homes

0 MoM

Provided by Redfin

Sale history for 27 N Valley Rd

Date

Event

Price

Global MLS #202516537

May 2, 2025

Sold

$449,900

$225/sq ft

May 1, 2025

Listed

$449,900

$225/sq ft

HVCRMLS #156055

May 2, 2025

Sold

$449,900

$225/sq ft

Apr 1, 2025

Delisted

—

Feb 16, 2025

Listed

$449,900

$225/sq ft

+15

OPEN HOUSE SUNDAY 3/9 11am-1pmMotivated owners are ready for your offer!Charming 3-Bed, 3-Bath Home on 2 Acres in Canaan, NY - A Perfect Retreat Near Chatham and the BerkshiresNestled on 2 serene acres in Canaan, NY, this inviting 3-bedroom, 3-bathroom home offers both tranquility and convenience. Just a short drive to the vibrant town of Chatham, NY, and the scenic Berkshires, this property is the ideal blend of rural charm and easy access to cultural attractions, shopping, and dining. Upon entering, you're welcomed by a spacious and light-filled interior with thoughtful updates throughout. The open-concept living and dining areas provide a perfect setting for both relaxing and entertaining. The fully equipped kitchen boasts modern appliances, ample counter space, and plenty of storage. The primary suite is a peaceful retreat with its own private bath, offering a spa-like experience. Two additional generously sized bedrooms and two more well-appointed bathrooms ensure comfort and privacy for family or guests. Step outside to enjoy the expansive 2-acre lot, ideal for gardening, outdoor activities, or simply soaking in the beautiful surroundings. The peaceful atmosphere and natural beauty of the property create a perfect escape from the hustle and bustle, while still being close to everything you need. Whether you're looking for a full-time residence or a weekend getaway, this home offers the perfect combination of comfort, convenience, and charm.

Avail #2

Mar 23, 2025

Rental Removed

$3,500

$2/sq ft

Feb 22, 2025

Listed for Rent

$3,500

$2/sq ft

TURBOTENANT #1

Oct 20, 2023

Rental Removed

$2,800

$1/sq ft

Oct 15, 2023

Listed for Rent

$2,800

$1/sq ft

Constellation-cgndmls #150290

Oct 12, 2023

Rental Removed

$2,800

$1/sq ft

Oct 10, 2023

Listed for Rent

$2,800

$1/sq ft

Global MLS #202321248

Oct 12, 2023

Listing Removed

—

Oct 5, 2023

Price Changed

$449,900

$225/sq ft

Sep 29, 2023

Price Changed

$475,000

$238/sq ft

Jul 23, 2023

Listed

$499,000

$250/sq ft

HVCRMLS #147356

Jul 26, 2023

Listed

$449,900

$225/sq ft

HVCRMLS #136780

Jun 18, 2021

Sold

$350,000

$175/sq ft

Mar 31, 2021

Listed

$359,900

$180/sq ft

Global MLS #202114897

Jun 18, 2021

Sold

$350,000

$175/sq ft

Mar 31, 2021

Listed

$359,900

$180/sq ft

Global MLS #201204047

Mar 31, 2013

Listing Removed

—

Mar 5, 2012

Listed

$239,000

$120/sq ft

BCMLS #197323

Jul 20, 2012

Listing Removed

—

Mar 5, 2012

Listed

$239,000

$120/sq ft

Global MLS #29115135

Jul 31, 2010

Listing Removed

—

Aug 2, 2009

Listed

$267,000

$134/sq ft

Public Records

Dec 9, 1997

Sold

$17,000

$9/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$6,166

$49,300 + $376,700

$426,000

2025

$6,166 (−2.7%)

$49,300 + $376,700

$426,000

2024

$6,338 (+16.1%)

$49,300 + $376,700

$426,000

2023

$5,458 (+8.2%)

$49,950 + $250,050

$300,000

2022

$5,046 (−6.5%)

$45,000 + $205,000

$250,000

2021

$5,397 (+16.9%)

$45,000 + $205,000

$250,000

2020

$4,617 (−0.8%)

$45,000 + $205,000

$250,000

2019

$4,656 (−11.9%)

$45,000 + $205,000

$250,000

2018

$5,282 (+7.7%)

$45,000 + $205,000

$250,000

2017

$4,905 (−0.1%)

$45,000 + $205,000

$250,000

2016

$4,912 (+0.2%)

$76,600 + $148,400

$225,000

2015

$4,900 (+0.3%)

$76,600 + $148,400

$225,000

2014

$4,887

$76,600 + $148,400

$225,000

Tax history for 27 N Valley Rd

Year

Property tax

Land + Additions

Assessment*

2026

$6,166

$49,300 + $376,700

$426,000

2025

$6,166 (−2.7%)

$49,300 + $376,700

$426,000

2024

$6,338 (+16.1%)

$49,300 + $376,700

$426,000

2023

$5,458 (+8.2%)

$49,950 + $250,050

$300,000

2022

$5,046 (−6.5%)

$45,000 + $205,000

$250,000

2021

$5,397 (+16.9%)

$45,000 + $205,000

$250,000

2020

$4,617 (−0.8%)

$45,000 + $205,000

$250,000

2019

$4,656 (−11.9%)

$45,000 + $205,000

$250,000

2018

$5,282 (+7.7%)

$45,000 + $205,000

$250,000

2017

$4,905 (−0.1%)

$45,000 + $205,000

$250,000

2016

$4,912 (+0.2%)

$76,600 + $148,400

$225,000

2015

$4,900 (+0.3%)

$76,600 + $148,400

$225,000

2014

$4,887

$76,600 + $148,400

$225,000

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

2.04 Acres

Year renovated

2005

Sq. Ft.

1,960

Year built

1998

Style

Single Family Residential

County

Columbia County

APN

102400A03800000010231120000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 28, 2026.

Property details

Parking

Parking Information
# of Garage Spaces: 2
# of Parking Total: 15

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Total Integer): 3
Bath Levels: Full Bath 1: 1st
Bath Levels: Full Bath 2: 2nd
Bath Levels: Full Bath 3: 2nd

Room 1 Information
Type: Bedroom
Level: Second

Room 2 Information
Type: Bedroom
Level: Second

Room 3 Information
Type: Bedroom
Level: Second

Room 4 Information
Type: Kitchen
Level: First

Room 5 Information
Type: Living Room
Level: First

Room 6 Information
Type: Dining Room
Level: First

Room 7 Information
Type: Family Room
Level: First

Room 8 Information
Type: Mud Room
Level: Basement

Room 9 Information
Type: Office
Level: Second

Basement Information
Basement: Walk-Out Access

Fireplace Information
Has Fireplace
# of Fireplaces Total: 1

Interior Features
# of Rooms Total: 9
Appliances: Dishwasher, Microwave, Range, Refrigerator

Exterior

Exterior Features
Exterior Features: Other

Property Information
Property Sub Type: Single Family Residence
Living Area: 2,000
Construction Materials: Vinyl Siding

Lot Information
Lot Size Acres: 2.04
Lot Size Square Feet: 88,862.4

Financial

Tax Information
Tax Annual Amount: $6,824.10
Tax Annual Amount: $6,824.10

Utilities

Heating & Cooling
Has Heating
Heating: Oil
Has Cooling
Cooling: Central Air

Utility Information
Sewer: Septic Tank
Water Source: Other

Location

School Information
School District: Chatham

Location Information
Directions: From Chatham: Take Route 295 to Route 5. Make a left and then a right on to North Valley Road. The house is on the left.

Public facts

Beds: 3
Baths: 3.5
Sq. Ft.: 1,960
Stories: 2.0
Lot Size: 2.04 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: 2005
County: Columbia County
APN: 102400A03800000010231120000

Home facts updated by county records on Aug 28, 2026

Around this home

Schools

Mary E Dardess Elementary School

Public PreK-5 • Assigned • 9.2mi

5/10

Chatham Middle School

Public 6-8 • Assigned • 9.2mi

4/10

Chatham High School

Public 9-12 • Assigned • 9.2mi

7/10

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 92° expected this year, 16 days in 30 years

4/10 Wind Factor

8% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

Canaan, NY • 12029

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 3.7 hours in December, placing it below the U.S. average for solar exposure.

8.6 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$508,000 – $615,000

Sell confidently with a local market expert in Canaan. 3 minutes to get started.

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Manageable acreage • 0.5 acre lot • Built 1890

Home values near 27 N Valley Rd

Data from public records.

Address	Redfin Estimate
43 North Valley Rd, Canaan, NY 2 Beds \| 1 Baths \| 2100 Sq. Ft.	$678,946
28 North Valley Rd, Canaan, NY 4 Beds \| 2.5 Baths \| 2275 Sq. Ft.	$606,343

Address	Redfin Estimate
44 North Valley Rd, Canaan, NY 3 Beds \| 1.5 Baths \| 2121 Sq. Ft.	$528,434
29 Reardon York Est, Canaan, NY 4 Beds \| 3.5 Baths \| 2740 Sq. Ft.	$725,497

Address	Redfin Estimate
8 North Valley Rd, Canaan, NY 4 Beds \| 2.5 Baths \| 2100 Sq. Ft.	$653,894
1838 County Route 5, Canaan, NY 3 Beds \| 2.5 Baths \| 1988 Sq. Ft.	$802,793

Property information provided by undefined when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 12029, NY

Sale history for 27 N Valley Rd

Tax history for 27 N Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 27 N Valley Rd

More real estate resources