39 Overlook Drive, Pawling, NY


Previous Next






Square feet



About 39 Overlook Drive

Get ready to feel the All-American dream come to life as you make your way up to this impeccably maintained 5.77-acre property just minutes from the bucolic Village of Pawling. As you pass the 4-stall horse barn (crafted by Old Town Barns) and riding ring to your right, you'll find the inviting, contemporary home accompanied by the gleaming, freshly epoxy coated 2-bay garage with workshop, two overhangs, 2nd floor studio space situated around the circular drive topped off with a charming garden shed. Step onto the newly re-finished hardwood wraparound porch, offering views galore, plenty of space for rocking chairs, BBQing, sunbathing & more - 'tis the season! Step inside the front door to be greeted with the living room's cathedral, abundant windows letting in natural light, a stone fireplace with a custom wooden mantle and a dining area. The kitchen boasts custom wood cabinetry, quartz countertops, a double oven, and a propane cooktop island, creating an inviting space that inspires culinary creativity. The dining nook offers daily enjoyment, where you can relax and watch birds. The 1st floor master suite offers a spacious walk-in closet, a cozy bay window nook (perfect for reading) and a sensationally updated wet-room with a sliding barn door, double yet separate sinks, a freestanding soaking tub and a walk-in shower. Up the stairs you will find bedroom #2 & #3, each with ample closet space and stunning views (one with a balcony facing East). Between them is the second updated full bathroom with dual sinks and a step-in shower. The 2nd floor also includes a multi-use room currently being used as an office. In the basement, you will find plenty of storage space, a utility room and roughed-in plumbing for the potential of a bathroom. Here, you can enjoy the best of both worlds peaceful, scenic surroundings and easy access to Pawling restaurants and shopping, as well as major highways and Metro-North for a convenient commute.

Features of 39 Overlook Drive

MLS® # H6303832
Price $1,249,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 2,441
Acres 5.77
Taxes $20,465
Year Built 1998
Type Residential
Sub-Type Single Family Residence
Style Colonial, Farmhouse
Status Active

Community Information

Address 39 Overlook Drive
City Pawling
County Dutchess
State NY
Zip Code 12564
Adult 55+ Community No


Parking Detached, 2 Car Detached, Covered, Driveway
# of Garages 2
View Other
Is Waterfront No
Has Pool No


Interior Features Master Downstairs, Cathedral Ceiling(s), Double Vanity, Eat-in Kitchen
Appliances Cooktop, Dishwasher, Dryer, Microwave, Oven, Refrigerator, Washer
Heating Oil, Propane, Hot Water, Steam
Cooling Central Air
Has Basement Yes
Basement Full, See Remarks
Fireplace No


Exterior Features Balcony
Lot Description Sloped, Near Public Transit
Windows Casement
Exterior Block, Vinyl Siding

School Information

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

Additional Information

Date Listed May 1st, 2024
Days on Market 28
Short Sale No
RE / Bank Owned No
Levels Two

Listing Details

OfficeMcGrath Realty Inc

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?