4174 State Route 66, Chatham, NY

$998,000

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3

Beds

3

Baths

2,986

Square feet

7.48

Acres

About 4174 State Route 66

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.

Features of 4174 State Route 66

MLS® # 926263
Price $998,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Internal Footage 2,986
Square Footage 325829
Acres 7.48
Year Built 1986
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Active

Community Information

Address 4174 State Route 66
City Chatham
County Columbia County
State NY
Zip Code 12115

Amenities

Utilities Cable Connected, Electricity Connected, Propane
Parking Detached, Garage, Heated Garage
# of Garages 2
View Trees/Woods
Is Waterfront Yes
Waterfront Pond, Stream
Has Pool No

Interior

Interior Tile, Wood
Interior Features Chefs Kitchen, Eat-in Kitchen, Granite Counters, High Ceilings, Kitchen Island, Open Kitchen, Primary Bathroom, Sauna, Walk-In Closet(s)
Appliances Cooktop, Dishwasher, Dryer, Electric Oven, Microwave, Refrigerator, Washer
Heating Heat Pump, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Fireplaces Family Room, Gas
Has Basement Yes
Basement Full, Storage Space, Unfinished

Exterior

Exterior Features Dog Run, Garden
Lot Description Back Yard, Front Yard, Garden, Landscaped, Private, Secluded, Stone/Brick Wall, Wooded
Construction Cedar

School Information

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

Additional Information

Date Listed October 20th, 2025
Days on Market 11
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofThe Kinderhook Group, Inc.

Listing Map

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