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$998,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,986 Sq. Ft.
  • 2 Car Garage
  • Updated 3 days ago
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Exquisite Contemporary Retreat in Chatham Tucked away at the end of a private, tree-lined drive and perched atop a hill, this one-of-a-kind modern compound offers unparalleled privacy and elegance. Surrounded by meticulously landscaped perennial gardens, a charming footbridge, and a tranquil stream with a cascading waterfall, the property invites you to indulge in the ultimate escape from city life. Start your mornings with a cup of coffee in the sun-drenched breakfast room or in the screened in porch which seamlessly flow onto a peaceful stone patio and koi pond-perfect for quiet reflection or hosting intimate gatherings. Inside, this impeccably maintained light filled home spans 3 spacious bedrooms and 2.5 baths. The gourmet kitchen, outfitted with top-tier stainless steel appliances including a Sub-Zero refrigerator, Fisher & Paykel oven, and a beverage fridge, is a culinary dream. A large prep island with an additional sink and a thoughtful layout make it the perfect hub for entertaining. The adjacent family room, featuring a stone gas insert fireplace that creates a cozy yet sophisticated atmosphere. An expansive open living room with a vaulted ceilings flows seamlessly to a formal dining room separated by an impressive staircase-ideal for hosting guests in style. Whether you're in the market for a weekend retreat or making it your full-time home, this residence provides the perfect sanctuary to unwind and recharge. For those seeking a quiet workspace or additional privacy, the property includes an oversized 2-car garage with 2 separate offices/studios all with heat that can double as guest rooms. The thoughtful and functional design also includes a sauna, whole-house generator, cedar lined walk-in closet, lots of storage, formal entry way, alarm system, central air, fenced dog run and a shed. Set on 7+ acres of lush, secluded land, this estate offers complete peace and serenity-an ideal refuge from the hustle and bustle of city life. Conveniently located just minutes from the charming historic towns of Kinderhook and Chatham, 20 minutes from the Berkshires, and 25 minutes to Hudson's vibrant Warren St./Amtrak station, this home is within easy reach of New York City-only 2 hours north-making it the perfect getaway or permanent residence for the discerning buyer. A true country retreat that combines privacy, space, luxury, and convenience in one breathtaking exceptional property! We kindly ask that you not visit the property on your own without a confirmed appointment please.

Full Property Details for 4174 State Route 66

General

  • Price: $998,000
  • Taxes: $12,534
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 926263
  • Updated: 1/14/2026
  • Added to Site: 90 day(s) ago

Interior

  • Number of Rooms: 3
  • Interior Features: Chefs Kitchen, Eat-in Kitchen, Granite Counters, High Ceilings, Kitchen Island, Open Kitchen, Primary Bathroom, Sauna, Walk-In Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room, Gas
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Oven, Microwave, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Dog Run, Garden
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Detached, Garage, Heated Garage

Location

  • County: Columbia County
  • Driving Directions: Take Route 66 out of Hudson. Look for sign and mailbox. The house is set way back up a long driveway on a hill.

School Information

  • High School District: Chatham
  • Elementary School: Walter B Howard Elementary School
  • Middle School: Call Listing Agent
  • High School: Chatham High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Heat Pump, Propane
  • Heating Zones: 1

Utilities

  • Sewer: Septic Tank
  • Water: Well, Private
  • Utility Description: Cable Connected, Electricity Connected, Propane

Structural Information

  • Architectural Style: Contemporary
  • Detached/Attached: Detached
  • Construction: Cedar
  • Basement: Yes
  • Basement Desc.: Full Basement, Storage Space, Unfinished
  • Building Size: 2986
  • Square Feet: 2,986
  • Sq. Ft. Source: Public Records
  • Year Built: 1986

Additional Structures

  • Other Structures: Shed(s)

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 7.48
  • Lot Size (Sq. Ft.): 325,829
  • Frontage: State Road
  • Frontage Feet: small water fall and
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Back Yard, Front Yard, Garden, Landscaped, Private, Secluded, Stone/Brick Wall, Wooded
  • Fencing (Description): Partial

Water Features

  • Water Front View: Pond, Stream

Financial Considerations

  • Tax Amount: $12,534

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 102689-025-000-0001-026-100-0000

Listed by The Kinderhook Group, Inc.

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Listing agent

— 4174 State Route 66 —

  • The Kinderhook Group, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4174 State Route 66

School District:Chatham Central School District
NameGradesDistance
Mary E Dardess Elementary School
50 Woodbridge Avenue, Chatham, NY 12037
PK-55.6 mi
Chatham Middle School, Chatham, NY
50 Woodbridge Avenue, Chatham, NY 12037
6-85.6 mi
Chatham High School, Chatham, NY
50 Woodbridge Avenue, Chatham, NY 12037
9-125.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4174 State Route 66 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/20/2025
Listed
$998,000
70.02%
MLS
10/21/2019
Sold
$587,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4174 State Route 66

Year
Property Taxes
Change
Tax Assessment
Change
2024
$11,694
100%
$685,000
—
2021
-100%
$685,000
42%
2021
$5,380
-59%
$481,900
—
2020
$13,204
—
$481,900
—
2018
$13,245
3%
$481,900
—
2017
$12,897
-1%
$481,900
—
2016
$13,059
20%
$481,900
—
2015
$10,913
-18%
$481,900
—
2015
$13,326
-2%
$481,900
—
2013
$13,627
—
$481,900
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 4174 State Route 66

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by The Kinderhook Group, Inc.

4174 State Route 66, Chatham, NY 12115 (MLS# 926263) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 4174 State Route 66 is currently listed for $998,000 and was received on October 20, 2025. Want to learn more about 4174 State Route 66? Do you have questions about finding other Single Family real estate for sale in Chatham? You can browse all Chatham real estate or contact a Coldwell Banker agent to request more information.

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