24 Overlook Drive, Pawling, NY 12564

• 3 beds |
• 4 baths |
• 3,175 sqft

Property Description

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!

Listing Status:

Active

Data Last Updated:

May 11, 2026 at 7:20AM

Listing Office:

Keller Williams NY Realty : 914-437-6100

MLS ID:

995102

Interior

• General: First Floor BedroomFirst Floor Full BathBreakfast BarCeiling Fan(s)Chefs KitchenDouble VanityEat-in KitchenEntrance FoyerGranite CountersOpen FloorplanPrimary BathroomStorageWalk-In Closet(s)
• Appliances: CooktopDishwasherDryerExhaust FanFreezerGas CooktopGas OvenMicrowaveRefrigeratorWasher
• Laundry: In Basement
• Basement: FinishedFullStorage SpaceWalk-Out Access
• Flooring: HardwoodLaminateTile
• A/C: Central Air
• Heating: BaseboardForced AirOil
• Fireplace: Pellet StoveFireplaceFireplaces: 1

Exterior

• General: Playground
• Style: Contemporary
• Other Structures: Shed(s)PorchDeckScreenedPatioCovered
• Parking: AttachedDrivewayGarageOversizedPrivateParking spaces: 20

Construction

• Windows: BlindsDouble Pane WindowsInsulated WindowsOversized WindowsSkylight(s)Wall of Windows
• General: Three Or More

Location

• Originating MLS: onekey2
• School District: Pawling
• County: Dutchess County

Lot

• Zoning: 134089-6956-00-471704-0000

Utilities

• Utilities: Electricity ConnectedTrash Collection Private
• Water: Well
• Sewer: Septic Tank

Financial

• Source: onekey2