21 Overlook Drive
Pawling, NY 12564
3
Bed
3
Bath
1,460Sqft
4.52Acres(Lot)
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 o
Property Details
Open House
- 08/02 10 AM-12 PM
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 3Bathroom Information
Total Baths: 3 Full Baths: 2 Half Baths: 1Room Information
Rooms Total: 8 Basement: Storage Space, Walk-Out Access -
Flooring Information
Carpet, Hardwood, Tile -
Interior Features
Beamed Ceilings Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: In Hall, Inside Window Features: Skylight(s) -
Heating & Cooling
Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air
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Building Information
Year Built: 1968 Building Area Total: 2908 Construction Materials: Aluminum Siding, Block, Frame Patio And Porch Features: Covered, Patio Pool Features: Diving Board, Fenced, In Ground, Outdoor Pool, Private Private Pool: Yes View: Mountain(s), Neighborhood, Panoramic, Skyline -
Exterior Features
Exterior Features: Garden, Rain Gutters
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Lot Information
Lot Size Acres: 4.52 Lot Size Square Feet: 196020 Lot Description: Sloped, Back Yard, Cleared, Front Yard, Garden, Landscaped, Near Golf Course, Near Public Transit, Private, Secluded, Split Possible, Sprinklers In Rear, Views
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Listing Price Information
Listing Price: $699000
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Tax Information
Parcel Number: 134089-6956-00-470746-0000 Annual Tax: $10222.34
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Parking Information
Parking Total: 4 Driveway, Garage, Heated Garage, OversizedGarage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: Pawling Elementary SchoolJunior High School: Pawling Middle SchoolSenior High School: Pawling High School -
Utility Information
Cable Connected, Electricity Connected, Phone Connected, Propane -
Location Information
WaterSource: Private, Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| Prospect Street, Pawling, NY, 12564 | $619,900 | 3 | 3 | 1,652 | 1,652 SqFt |
| 41 AND 43 Meeting House.., Pawling, NY, 12564 | $1,799,000 | 5 | 6 | 5,390 | 5,390 SqFt |
| 15 Kirby Hill Road, Pawling, NY, 12564 | $14,995,000 | 4 | 4 | 3,942 | 3,942 SqFt |
| 809 Quaker Hill Road, Pawling, NY, 12564 | $3,100,000 | 3 | 3 | 3,600 | 3,600 SqFt |
| 618 Quaker Hill Road, Pawling, NY, 12564 | $5,000,000 | 8 | 13 | 15,000 | 15,000 SqFt |
| 64 S Quaker Hill Road, Pawling, NY, 12564 | $1,235,000 | 5 | 4 | 4,248 | 4,248 SqFt |
| 6 Byrds Hill Road, Pawling, NY, 12564 | $20,000 | 4 | 3 | 3,035 | 3,035 SqFt |
| 57 Buhleir Road, Pawling, NY, 12564 | $629,900 | 3 | 2 | 1,768 | 1,768 SqFt |
| 121 Quaker Hill Road, Pawling, NY, 12564 | $30,000 | 4 | 4 | 4,233 | 4,233 SqFt |
| 121 Quaker Hill Road, Pawling, NY, 12564 | $30,000 | 4 | 4 | 4,233 | 4,233 SqFt |
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ByOwner last updated this listing 07/31/2026 @ 14:32
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