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21 Overlook Drive, Pawling, NY 12564

Pawling
Local realty services provided by:CENTURY 21 Alliance Realty Group
21 Overlook Drive,Pawling, NY 12564
$699,000
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  • 3 Beds
  • 3 Baths
  • 1,460 sq. ft.
  • Single family
  • Pending
Listed by: colleen mcgrath, brian mcgrath
Office: mcgrath realty inc
MLS#:1029600
Source:OneKey MLS

Price summary

  • Price:$699,000
  • Price per sq. ft.:$240.37

About this home

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...

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Home facts

  • Year built:1968
  • Listing ID #:1029600
  • Added:46 day(s) ago
  • Updated:September 13, 2026 at 08:06 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:8
  • Flooring:Hardwood
  • Kitchen Description:Dishwasher, Microwave, Refrigerator, Stainless Steel Appliance(s)
  • Bedroom Description:First Floor Bedroom
  • Basement:Yes
  • Basement Description:Walk-Out Access
  • Living area:1,460 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Oil
  • Central air:Yes

Structure and exterior

  • Year built:1968
  • Building area:1,460 sq. ft.
  • Lot area:4.52 Acres
  • Lot Features:Cleared, Garden, Near Public Transit, Part Wooded, Private, Secluded, Sloped, Stone/Brick Wall, Views
  • Architectural Style:Ranch
  • Construction Materials:Aluminum Siding, Block, Frame
  • Levels:1 Story

Schools

  • High school:Pawling High School
  • Middle school:Pawling Middle School
  • Elementary school:Pawling Elementary School

Utilities

  • Water:Well
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$699,000
  • Price per sq. ft.:$240.37
  • Tax amount:$10,222 (2025)

Features and amenities

  • Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry features:Dryer, Washer
  • Pool features:In Ground, Outdoor Pool

Parking

  • Total parking spaces:4
  • Parking description:Driveway, Garage, Heated Garage
  • Garage:Yes
  • Garage spaces:2
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