30 Dewey Lane, Pawling, NY

$3,750,000

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6

Beds

6

Baths

6,460

Square feet

23.77

Acres

About 30 Dewey Lane

Westerly is one of the finest estates on Quaker Hill, located on 23.77 private, level acres, all cleared & landscaped, at the end of a truly local road. The expansive fields & meadows are perfect for a horse farm. The original home was built in 1860, the front addition was built in 1920 by the DeWitt-Wallaces of Readers Digest fame. A sensitive whole house renovation was completed in 1990 preserving the original character of the home with modern upgrades for ones comfort & enjoyment. The home itself is magical with over sized rooms which flow into one another for an open feeling. A wide, two story foyer with elegant winding staircase leads to the upstairs. A spacious LR w/fplc, a library with built in bookshelves & a fplc, an office, a formal DR w/ fplc, a designer eat in kitchen w/granite counters, a dining area & the original wood burning stove still installed in a fireplace, (not usable but left as a historical reminder). The back staircase leads to the upstairs. The entire house has hardwood floors. There are French doors everywhere & the windows are tall to let in the beautiful sunlight. Upstairs, 6 BR's, 4 full bathrooms. Downstairs, 2 powder rooms. There is a recreation/pool room & a mud room with built ins. The covered veranda offers shade & a lovely place for those lazy afternoon lunches & early evening sun downers. The patio off the LR offers an additional outdoor space to relax. There is a caretakers cottage with a 3 car garage & a 2 stall stable with tack room. There is also a large 3 bay barn towards the back of the property, a har-tru tennis court in need of repair & a basketball court. The in ground pool which hasn't been used in years is below the main house, privately situated alongside a stream. There is a fabulous gazebo overlooking the stream which was used for a writers studio & also as changing rooms. The property is minutes from the village of Pawling, the train station, shops, places of worship, restaurants & the Saturday morning farmers market from June through September. Only 90 minutes from NYC, it is an easy commute either by train or car.

Features of 30 Dewey Lane

MLS® # 900491
Price $3,750,000
Sold Price $2,700,000
Date Sold January 10th, 2026
Bedrooms 6
Bathrooms 6.00
Full Baths 4
Half Baths 2
Square Footage 6,460
Acres 23.77
Taxes $34,564
Year Built 1860
Type Residential
Sub-Type Single Family Residence
Style Colonial, Estate, Farmhouse
Status Closed

Community Information

Address 30 Dewey Lane
City Pawling
County Dutchess County
State NY
Zip Code 12564
Adult 55+ Community No

Amenities

Utilities Cable Connected, Electricity Connected, Propane, Trash Collection Private, Water Connected
Parking Spaces 10
Parking Driveway
# of Garages 6
View Open, Park/Greenbelt
Is Waterfront Yes
Waterfront Creek
Has Pool Yes
Pool In Ground

Interior

Interior Hardwood
Interior Features Beamed Ceilings, Built-in Features, Cathedral Ceiling(s), Chandelier, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, Kitchen Island, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Recessed Lighting, Soaking Tub, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
Appliances Dishwasher, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Water Softener Owned
Heating Hot Air, Oil, Radiant
Cooling None
Has Basement Yes
Basement Bilco Door(s), Full, Storage Space, Unfinished
Fireplace Yes
# of Fireplaces 5
Fireplaces Wood Burning

Exterior

Lot Description Back Yard, Cleared, Front Yard, Historic District, Landscaped, Level, Near School, Near Shops, Private, Secluded, Views
Windows Double Pane Windows, Floor to Ceiling Windows
Exterior Clapboard, Fiberglass Insulation, Frame, Wood Siding

School Information

District Pawling
Elementary Pawling Elementary School
Middle Pawling Middle School
High Pawling High School

Additional Information

Date Listed August 12th, 2025
Days on Market 386
Short Sale No
RE / Bank Owned No
Levels Two

Listing Details

OfficeGillian Stewart Real Estate

Listing Map

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