A rare Pawling hilltop retreat with panoramic views & endless potential! Opportunities like this are extraordinarily hard to come by. Perched high to capture breathtaking, miles-long panoramic vistas, this true “sunset house” offers an idyllic Hudson Valley lifestyle centered around big skies, rolling hills, and complete tranquility. Imagine sitting on the expansive covered patio with your favorite beverage looking out into the vibrant sunset, or lounging by the crystal-clear in-ground pool, sunbathing while overlooking nearby farms and sparkling lakes. This property was built for unforgettable outdoor living and limitless entertaining.
Inside, the home is a clean-cut, light-filled ranch featuring three bedrooms and two-and-a-half bathrooms. The expansive living room serves as the heart of the home with its classic brick wood-burning fireplace, two huge picture windows framing the valley skyline, and sliding glass doors that open directly onto the massive patio. Adjacent, the kitchen is outfitted with high-end cabinetry and modern stainless steel appliances, opening seamlessly to a bright dining area framed by another impressive picture window. The primary bedroom offers its own private half bath, while a hallway closet conveniently houses the main-level laundry. Downstairs, the finished walk-out basement expands your living space with two versatile rooms perfect for a home theater, gym, or guest quarters, complemented by a full bathroom and abundant storage space. Spanning over 4.5 acres, the grounds offer exceptional privacy along with rare long-term flexibility. Whether you envision expanding the existing home or exploring options to subdivide and sell or build a second residence, this property delivers a quintessential Pawling sanctuary where indoor ease meets endless horizon.
- Heating System:
- Oil
- Cooling System:
- Central Air
- Basement:
- Walk-out Access, See Remarks, Storage Space
- View:
- Mountain(s), Panoramic, Skyline, Neighborhood
- Patio:
- Patio, Covered
- Swimming Pool:
- In Ground, Outdoor Pool, Fenced, Diving Board
- Appliances:
- Dishwasher, Refrigerator, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Indirect Water Heater, Electric Range
- Exterior Features:
- Mailbox, Garden, Rain Gutters
- Fireplace Features:
- Wood Burning, Living Room
- Fireplaces Total:
- 1
- Flooring:
- Hardwood, Carpet, Tile
- Garage Spaces:
- 2
- Interior Features:
- First Floor Bedroom, First Floor Full Bath, Beamed Ceilings
- Laundry Features:
- In Hall, Inside
- Lot Features:
- Near Public Transit, Private, Sloped, Stone/Brick Wall, Cleared, Views, Secluded, Garden, Part Wooded, Near Shops, Near School, Sprinklers In Rear, Back Yard, Landscaped, Front Yard, Near Golf Course, Split Possible
- Parking Features:
- Driveway, Garage, Heated Garage, Oversized
- Sewer:
- Septic Tank
- Utilities:
- Trash Collection Private, Propane, Cable Connected, Electricity Connected, Phone Connected
- City:
- Pawling
- State:
- NY
- Street:
- Overlook
- Street Number:
- 21
- Street Suffix:
- Drive
- Postal Code:
- 12564
- Floor Number:
- 0
- Longitude:
- W74° 22' 41.7''
- Latitude:
- N41° 33' 19.3''
- PostalCity:
- Pawling
- Architectural Style:
- Ranch
- Construction Materials:
- Frame, Aluminum Siding, Block
- Elementary School:
- Pawling Elementary School
- High School:
- Pawling High School
- Levels:
- One
- Agent MlsId:
- 62138
- MiddleOrJunior School:
- Pawling Middle School
- PhotosCount:
- 47
- Special Listing Conditions:
- No
- Tax Annual Amount:
- $10,222
- VirtualTour URL:
- https://app.cloudpano.com/tours/6C-QNZb6Q?mls=1&disable=logo,controls,floorplan,request,leadgen,, https://app.cloudpano.com/tours/6C-QNZb6Q?mls=1&disable=logo,controls,floorplan,request,leadgen,, https://app.cloudpano.com/tours/6C-QNZb6Q?mls=1&disable=logo,controls,floorplan,request,leadgen,, https://app.cloudpano.com/tours/6C-QNZb6Q?mls=1&disable=logo,controls,floorplan,request,leadgen,, https://app.cloudpano.com/tours/6C-QNZb6Q?mls=1&disable=logo,controls,floorplan,request,leadgen,
- Water Source:
- Well
- Office MlsId:
- KEVMCG
Residential - MLS# 1029600
21 Overlook Drive, Pawling, NY
- Property Type :
- Residential
- Property SubType :
- Single Family Residence
- Listing Type :
- For Rent
- Listing ID :
- 1029600
- Price :
- $699,000
- Rooms :
- 8
- Bedrooms :
- 3
- Bathrooms :
- 2
- Half Bathrooms :
- 1
- Bathrooms Total :
- 3
- Square Footage :
- 1,460 Sqft
- Building Area :
- 2,908 Sqft
- Lot Area :
- 4.52 Acre
- Year Built :
- 1968
- Status :
- Active
- Listing Agent :
- Colleen McGrath
- Listing Office :
- McGrath Realty Inc
















































