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$1,299,000

169 Cunningham Hill Rd Canaan, NY 12029

3 beds
2 full
3,420 sqft
37.0 acres
$380 / sqft
House

Property details

About 169 Cunningham Hill Rd

Experience the enchantment of this idyllic retreat! Nestled on a sprawling 36.95 acres, this stunning three-bedroom, two-bath contemporary farmhouse offers a serene escape from the hustle and bustle of everyday life. Accessed via a picturesque stone wall-lined driveway, off a quiet country dirt road, this property is a nature lover's paradise.Immerse yourself in the beauty of spectacular gardens, expansive open meadows, and lush mature woods with winding trails. Enjoy the tranquility of a gentle stream and three ponds that enhance the landscape. The impressive amenities include an oversized two-car garage with a loft, a three-stall horse barn, and a charming chicken coop. Plus, a large, heated studio equipped with electricity awaits your creativity- it's ideal for a workspace or a perfect conversion into a guest house.Two tax map parcels ( 28.95 acres with house & all outbuildings and 8 acres with underground electric & a gorgeous view ). Build on smaller parcel in future or sell/ gift to a family member/ friend. Don't miss your opportunity to make this extraordinary property your own! A fantastic location nestled next to the Berkshire border, just 15 minutes to Chatham, Pittsfield & Lenox, 30 minutes to Hudson & Gt. Barrington and 2 hours & 25 minutes from NYC & 2 hours from Boston. Open Houses on Sunday June 1st 2025 from Noon to 2pm.

Highlights

Home typeSingle Family Residence
HeatingBaseboard, Hot Water, Oil, Propane
StatusAccepting Backup Offers
(Pending Continue to Show)
Size3,420 sqft
BasementYes
Lot size36.95 Acres
Year built1987
ParkingDriveway
MLS #156864
Garage2 spaces
FireplaceLiving Room, Wood Burning, Wood Burning Stove
ViewCreek/Stream, Meadow, Mountain(s), Pasture, Pond, Rural, Trees/Woods

Summary

  • Full Bathrooms: 2
  • Appliances: Other, Water Heater, Washer, Refrigerator, Range, Dryer, Dishwasher
  • Basement: Yes
  • Flooring Type: Hardwood, Tile
  • Interior: High Speed Internet
  • Fireplace: Living Room, Wood Burning, Wood Burning Stove
  • Total Bedroom Count: 3
  • Garage Space: 2 spaces
  • Attached Garage: No
  • Parking: Driveway
  • View: Creek/Stream, Meadow, Mountain(s), Pasture, Pond, Rural, Trees/Woods
  • Exterior: Fire Pit, Garden, Lighting, Private Yard, Rain Barrel/Cistern(s), Rain Gutters
  • Architectural Style: Contemporary
  • Heating: Baseboard, Hot Water, Oil, Propane
  • List Price: $1,299,000
  • Price/SqFt: $379
  • Annual Tax Amount: $3,339
  • Tax Year: 2021
  • Lot: Secluded
  • Directions: TSP NORTH to Route 295/East Chatham/Canaan Exit. Take a right on to Route 295 heading East - Go through East Chatham & continue straight through the traffic light at the intersection of Route 22. Mak
  • Year Built: 1987
  • Living Area: 3,420 SqFt
  • Lot Size: 36.95 Acres
  • MLS Number: 156864
  • MLS Name: UlsterCounty
  • Office Name: Country Life Real Estate, LLC
  • Office Phone: (518) 392-6600
  • Office Email: kelly@countryliferealestate.com
  • Listing Agent: Anne Harrison

IDX Copyright © 2025 Hudson Valley Catskill Region MLS. All rights reserved. Real estate listings of brokerage firms other than Hudson Valley Catskill Region MLS are marked with the IDX logo and the detailed information about them includes the listing broker's name. This information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 7/22/2025, 11:45:34 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
Jun 22, 2015
Home Sold
$410,000

Tax history

YearAssessmentProperty Tax
2023$528,640$-
2022$448,000$-
2021$448,000$3,339
2020$448,000$3,339
2019$445,000$9,025
2018$445,000$9,261
2017$445,000$9,514

History based on county public records data.

Nearby schools

7

Morris

Public District PK-5

5.9 mi

129 West St

4

Stearns

Public District KG-5

6.6 mi

75 Lebanon Ave

5

Walter B Howard Elementary School

Public District PK-6

7.8 mi

1478 Route 20

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $81,481. The majority of Canaan, NY residents have income between $35k-100k annually. Most families are married, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

18%
<35k
46%
35k-100k
28%
100k-200k
8%
200k+

What level of education do the neighbors have?

No High School
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

35%
Single, No Kids
5%
Single, with Kids
44%
Married, No Kids
16%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

8%
<11 yrs old
19%
12-17 yrs old
11%
18-34 yrs old
41%
35-64 yrs old
21%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • NASCARNASCAR
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Dollar GeneralDollar General

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • Hardee'sHardee's

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • OldsmobileOldsmobile

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • OldiesOldies
All data provided by Home Junction and Claritas

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Frequently asked questions

About 169 Cunningham Hill Rd

The listing price of 169 Cunningham Hill Rd property is $1,299,000.

The property 169 Cunningham Hill Rd is a house located in Canaan, New York, 12029.

Accepting Backup Offers: 169 Cunningham Hill Rd is Accepting Backup Offers (Active Under Contract), there is still a chance to have your real estate agent submit an offer.

The nearby schools for 169 Cunningham Hill Rd are: Morris (GreatSchools Rating 7/10), Stearns (GreatSchools Rating 4/10), Walter B Howard Elementary School (GreatSchools Rating 5/10), Theodore Herberg Middle School (GreatSchools Rating 5/10), John T Reid Middle School (GreatSchools Rating 2/10), Chatham Middle School (GreatSchools Rating 4/10), New Lebanon Junior-Senior High School (GreatSchools Rating 4/10), Lenox Memorial High School (GreatSchools Rating 8/10), Taconic High School (GreatSchools Rating 3/10).

According to the records, the last property tax for 2021 is $3,339 (source: MLS/based on county public records data).

The last sale was on June 22, 2015 for $410,000 (source: MLS/tax record).

The property at 169 Cunningham Hill Rd has 3 bedrooms and 2 bathrooms.

The property 169 Cunningham Hill Rd is 3,420 SqFt (source: MLS/tax record).

The year of construction for 169 Cunningham Hill Rd is 1987.

This home is located at 169 Cunningham Hill Rd in Canaan, NY and zip code 12029. This 3,420 square foot home, which was built in 1987, sits on a 36.95 acre lot. Features: 3 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since April 24, 2025 and is currently priced at $1,299,000.

From Rocket Homes Real Estate and based on county public records data.

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