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MLS ID KEY1060099Last updated Oct 28, 2026

Single Family

6 Overlook Drive

Pending · Pawling · Dutchess County, NY 12564

Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
1971
Est. monthly taxes
$990.17
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About this home

Enjoy the best of Pawling, where everyday comfort meets resort-style outdoor living. This versatile 3-bedroom, 3-bath ranch offers approximately 1,884 square feet of above-grade living space set on 1.3 acres. Surrounded by open, park-like grounds, the property combines a functional layout, thoughtful improvements and an impressive array of amenities for relaxation and entertaining. The main level features a spacious family room with a wood-burning fireplace and sliding glass doors opening directly onto the upper level of the Trex deck—an inviting setting for gathering with friends and family. The layout flows naturally into the dining and living areas, while the kitchen offers its own deck access and a charming breakfast nook surrounded by a wall of windows, filling the space with natural light. The primary suite features an oversized bathroom with a large Whirlpool soaking tub. Two additional bedrooms, an updated hall bath and a separate, conveniently located laundry room round out the main level. The walk-out lower level offers an additional 1100 sqft of space for recreation, ample storage and a dedicated workshop area, with a pellet stove adding warmth and comfort. Step outside to enjoy the fully fenced, heated 20' x 40' salt-water in-ground swimming pool, ideal for summer gatherings and leisurely afternoons. An expansive, two-level Trex deck overlooks the surrounding grounds, creating additional space for outdoor dining, entertaining and relaxation. A pool house, storage shed, attached two-car garage, expansive driveway and underground electric dog fence complete the package. Notable improvements include a 20 kW Generac whole-house backup generator with a 200-amp transfer switch and propane tank (2015); A/C condenser (2018); roof, well, UV water-treatment system, pool heater and propane tank (2021); two above-ground oil tanks and remodeled bath (2022). Conveniently located near shops, dining, schools and the Metro-North train, 6 Overlook Drive presents an excellent opportunity to enjoy the best of country living while leaving room to add your own personal touches.

Listing snapshot

Days on site
19 days
Listed on MLS
Oct 9, 2026
Full baths
3
Half baths
0
Annual property tax (MLS)
$11,882
Tax year
2027
Area source (MLS)
Public Records
Listing brokerage
Keller Williams NY Realty
MLS ID
KEY1060099
Last updated
Oct 28, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1971
Garage
Yes
Garage spaces
2
Parking
Driveway, Garage, Garage Door Opener, Off Street, Private
Water source
Well
Sewer
Septic Tank
Utilities
Electricity Connected, Propane, Trash Collection Private

Interior features

Basement
Full, Storage Space, Walk-Out Access
Heating
Hot Water, Oil, Propane
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Eat-in Kitchen, Storage
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Flooring
Hardwood, Tile
Fireplace
Yes

Exterior features

Architectural style
Ranch
Construction materials
Vinyl Siding
Exterior
Awning(s), Fire Pit, Garden
Private pool
Yes

Schools (MLS)

Elementary school
Pawling Elementary School
Elementary school district
Pawling
Middle school
Pawling Middle School
Middle school district
Pawling
High school
Pawling High School
High school district
Pawling

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Pawling · Dutchess County, NY 12564Show interactive map
6 Overlook Drive

Pawling · Dutchess County, NY 12564

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.