$689,000
PENDING

24 Overlook Dr Pawling, NY 12564

Estimated payment $4,920/month

Total Views 908
3 Beds
3.5 Baths
3,175 Sq Ft
$217 Price per Sq Ft

Highlights

  • Eat-In Gourmet Kitchen
  • 1.95 Acre Lot
  • Deck
  • Pawling High School Rated A-
  • Open Floorplan
  • Contemporary Architecture

About This Home

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 Agent

Eric Staub

Keller Williams NY Realty Brokerage Phone: 914-437-6100 License #10401279334 Listed on: 05/07/2026

Keller Williams NY Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $14,389

Year Built

  • Built in 1964

Lot Details

  • 1.95 Acre Lot
  • Private Lot
  • Level Lot
  • Wooded Lot
  • Back and Front Yard

Parking

  • 2 Car Attached Garage
  • Oversized Parking
  • Driveway

Home Design

  • Contemporary Architecture
  • Frame Construction

Interior Spaces

  • 3,175 Sq Ft Home
  • 3-Story Property
  • Open Floorplan
  • Ceiling Fan
  • Skylights
  • 1 Fireplace
  • Double Pane Windows
  • Insulated Windows
  • Blinds
  • Entrance Foyer
  • Storage
  • Storm Doors
  • Property Views

Kitchen

  • Eat-In Gourmet Kitchen
  • Breakfast Bar
  • Gas Oven
  • Gas Cooktop
  • Microwave
  • Freezer
  • Dishwasher
  • Granite Countertops

Flooring

  • Wood
  • Laminate
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Main Floor Bedroom
  • En-Suite Primary Bedroom
  • Walk-In Closet
  • Bathroom on Main Level
  • Double Vanity

Laundry

  • Dryer
  • Washer

Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House
  • Laundry in Basement
  • Basement Storage

Outdoor Features

  • Deck
  • Covered Patio or Porch
  • Shed
  • Playground

Location

  • Property is near golf course, public transit, schools, and shops

Schools

  • Pawling Elementary School
  • Pawling Middle School
  • Pawling High School

Utilities

  • Forced Air Heating and Cooling System
  • Pellet Stove burns compressed wood to generate heat
  • Vented Exhaust Fan
  • Baseboard Heating
  • Heating System Uses Oil
  • Well
  • Septic Tank

Listing and Financial Details

  • Assessor Parcel Number 134089-6956-00-471704-0000

Home Details

Home Type

Single Family

Est. Annual Taxes

$14,389

Year Built

Built in 1964

Lot Details

1.95 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Architectural Style: Contemporary
  • Property SubType: Single Family Residence
  • Property Condition: Updated/Remodeled
  • Levels: Three Or More
  • Year Built: 1964
  • Attribution Contact: 914-437-6100
  • Carport Y N: No
  • CurrentPrice: 689000.00
  • MlsMajorChangeType: Pending
  • CurrentPrice_By_LivingArea: 217.00787
  • ListPrice_By_LivingArea: 217.00787
  • ListPrice_By_OriginalListPrice: 1.00000
  • ListPrice_By_LotSizeAcres: 353333.3333
  • LivingAreaSearchSqFt: 3175.00
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Washer
  • Interior Amenities: First Floor Bedroom, First Floor Full Bath, Breakfast Bar, Ceiling Fan(s), Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Granite Counters, Open Floorplan, Primary Bathroom, Storage, Walk-In Closet(s)
  • Fireplaces: 1
  • Flooring: Hardwood, Laminate, Tile
  • Fireplace Features: Pellet Stove
  • Door Features: Storm Door(s)
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement: Finished, Full, Storage Space, Walk-Out Access
  • Total Bedrooms: 3
  • Fireplace: Yes
  • Living Area: 3175
  • Window Features: Blinds, Double Pane Windows, Insulated Windows, Oversized Windows, Skylight(s), Wall of Windows
  • Basement YN: Yes

Exterior Features

  • Other Structures: Shed(s)
  • Construction Materials: Frame
  • Pool Private: No
  • Exterior Features: Playground
  • Patio and Porch Features: Covered, Deck, Patio, Porch, Screened
  • Waterfront: No

Garage/Parking

  • Total Parking Spaces: 20
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Description: Attached, Driveway, Garage, Oversized, Private

Utilities

  • Cooling: Central Air
  • Heating: Baseboard, Forced Air, Oil
  • Laundry Features: In Basement
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Trash Collection Private
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Pawling Middle School

Lot Info

  • Lot Size Acres: 1.95
  • Lot Size Sq Ft: 84942
  • Lot Features: Back Yard, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Views, Wooded
  • Parcel Number: 134089-6956-00-471704-0000
  • Property Attached: No
  • Additional Parcels: No

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 14389
  • Tax Year: 2026

MLS Schools

  • Elementary School: Pawling Elementary School
  • High School: Pawling High School
  • Middle School District: Pawling

Map

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $14,295 $193,700 $24,400 $169,300
2024 $14,295 $193,700 $24,400 $169,300
2023 $13,895 $193,700 $24,400 $169,300
2022 $13,495 $193,700 $24,400 $169,300
2021 $13,318 $193,700 $24,400 $169,300
2020 $12,475 $193,700 $24,400 $169,300
2019 $12,260 $193,700 $24,400 $169,300
2018 $12,253 $193,700 $24,400 $169,300
2017 $12,276 $193,700 $24,400 $169,300
2016 $12,479 $193,700 $24,400 $169,300
2015 -- $193,700 $24,400 $169,300
2014 -- $193,700 $24,400 $169,300
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/21/2026 05/21/26 Pending -- -- --
05/12/2026 05/12/26 Off Market $689,000 -- --
05/07/2026 05/07/26 For Sale $689,000 +15.0% $217 / Sq Ft
07/18/2022 07/18/22 Sold $599,000 0.0% $189 / Sq Ft View Prior Sale
05/20/2022 05/20/22 Off Market $599,000 -- --
05/17/2022 05/17/22 Pending -- -- --
04/21/2022 04/21/22 Price Changed $599,000 -3.2% $189 / Sq Ft
04/05/2022 04/05/22 For Sale $619,000 -- $195 / Sq Ft
Source: OneKey® MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $599,000 None Available
Land Contract $187,000 --
Source: Public Records

Source: OneKey® MLS

MLS Number: 995102

OneKey® MLS

APN: 134089-6956-00-471704-0000

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