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$2,700,000

  • Sold
  • Closed
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 6 Car Garage
  • Updated 23 hours ago
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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.

Full Property Details for 30 Dewey Ln

General

  • Sold For: $2,700,000
  • Taxes: $34,564
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 900491
  • Added to Site: 158 day(s) ago

Interior

  • Number of Rooms: 15
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Fireplace(s): Wood Burning
  • Appliances: Dishwasher, Dryer, Electric Oven, Exhaust Fan, Gas Cooktop, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Water Softener Owned
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 6

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground
  • Security/Safety: Security System

Exterior

  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 6
  • Total Spaces: 10
  • Parking Features: Driveway

Location

  • County: Dutchess County
  • Driving Directions: Rt 22 N, R on Resevoir Road, L on Dewey Lane all the way to the end, second driveway. Park in the front of the house.
  • Direction Faces: West

School Information

  • High School District: Pawling
  • Elementary School: Pawling Elementary School
  • Middle School: Pawling Middle School
  • High School: Pawling High School

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Air, Oil, Radiant

Utilities

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

Structural Information

  • Architectural Style: Colonial, Estate, Farmhouse
  • Detached/Attached: Detached
  • Construction: Clapboard, Fiberglass Insulation, Frame, Wood Siding
  • Basement: Yes
  • Basement Desc.: Bilco Door(s), Full Basement, Storage Space, Unfinished
  • Windows: Double Pane Windows, Floor to Ceiling Windows
  • Sq. Ft. Source: Public Records
  • Year Built: 1860

Additional Structures

  • Other Structures: Barn(s), Cabana, Garage(s), Pool House, Residence, Stable(s), Workshop

Lot Features

  • Property View: Open, Park/Greenbelt
  • Lot Size (Acres): 23.77
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Back Yard, Cleared, Front Yard, Historic District, Landscaped, Level, Near School, Near Shops, Private, Secluded, Views
  • Fencing (Description): Partial

Water Features

  • Water Front View: Creek

Financial Considerations

  • Tax Amount: $34,564

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 134089-7057-00-771879-0000

Listed by Gillian Stewart Real Estate
Sold by McGrath Realty Inc

Listing agent

— 30 Dewey Ln —

  • Gillian Stewart Real Estate

845-855-5092

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 30 Dewey Ln

School District:Pawling Central School District
NameGradesDistance
Pawling Middle School
80 Wagner Drive, Pawling, NY 12564
5-80.7 mi
Pawling Elementary School
7 Haight Street, Pawling, NY 12564
K-41.8 mi
Pawling High School
30 Wagner Drive, Pawling, NY 12564
9-120.8 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 30 Dewey Ln

Date
Details
Price
Change
Source
1/10/2026
Sold
$2,700,000
-28%
MLS
8/12/2025
Listed
$3,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Gillian Stewart Real Estate
Sold by McGrath Realty Inc

30 Dewey Lane, Pawling, NY 12564 (MLS# 900491) is a Single Family property that was sold at $2,700,000 on January 10, 2026. Want to learn more about 30 Dewey Lane? Do you have questions about finding other Single Family real estate for sale in Pawling? You can browse all Pawling real estate or contact a Coldwell Banker agent to request more information.