24 Overlook Drive

Pawling NY 12564

3175 sq. ft.

84942 sq. ft.

Single-Family

Last sold for $735,000

Eric Staub, last sold this property on 21 July 2026 after 74 days on market.

Overview

Tucked away on nearly two private acres, this inviting and versatile home offers the perfect balance of everyday comfort and refined country living—just down the street from the heart of Pawling and less than five minutes to Metro-North via the Harlem Line, allowing for an easy commute to the city. Thoughtfully designed as a 3-bedroom home that lives like a 4-bedroom, the layout adapts naturally to today’s lifestyle. The main level features two generously sized bedrooms, along with a flexible third room ideal as a home office, playroom, or additional bedroom, complemented by 1.5 baths. Completing the first floor, the updated kitchen finished with granite countertops flows effortlessly into the living room and opens to a spacious screened-in porch, creating a seamless indoor-outdoor connection optimized for both everyday living and long summer evenings. Upstairs, the primary suite spans the entire floor, providing a private, oasis-like setting with abundant natural light, large walk-in closet and its own en suite bath. On the lower level, the heated, finished walk-out adds exceptional functionality with extra storage options, a bar and lounge area, pellet stove, full bath, and an ideal setup for entertaining, guest quarters, or extended living. The outdoor living space is equally compelling, with Trex decking overlooking 1.95 acres of park-like grounds—providing the peace and tranquility so many are seeking. An attached two-car garage, storage shed, and oversized driveway with a roundabout complete the offering. With a few modern touches, this property can be elevated into something truly special—your own private retreat with the best of both worlds. Conveniently located near shops, dining, schools, and the train, this home presents a rare opportunity to enjoy both accessibility and escape. Don’t miss this one!

Features

3 bedrooms

4 bathrooms

20 carspaces

2 garage spaces

3175 sq. ft. floor area

84942 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Pawling over the last 12 months, the estimated median property value of 24 Overlook Drive is $535k.

Median value

$535k

Estimated value range

$269.95k - $860k

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Pawling. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 24 Overlook Drive

2026

Sold

$735,000

21 Jul 2026 by Eric Staub, of Keller Williams NY Realty

2022

Sold

$599,000

18 Jul 2022 by Teddie Leonaggeo, of BHHS Hudson Valley Properties

Happy sellers in Pawling

We have insufficient information to provide an overview of customer satisfaction for Pawling. Viewing the agent profiles, reviews and sales for Pawling can provide insights for this location.