24 Overlook Dr Pawling, NY 12564
Estimated payment $4,920/month
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
Keller Williams NY Realty Brokerage Phone: 914-437-6100 License #10401279334 Listed on: 05/07/2026
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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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: OneKey® MLS
MLS Number: 995102
APN: 134089-6956-00-471704-0000
- 103 S Harmony Hill Rd
- 40 Harmony Rd
- 6 Martingale Way
- 15 Dykeman St
- 0 Walnut St
- 16 Juniper Ln
- 17 Townsend Blvd
- 0 Marble Ln
- 178 Charles Colman Blvd
- 120 Harmony Rd
- 750 Route 292
- 45 Willow Lake Dr
- 0 New York 292
- 132 Mountain View Dr
- 225 Route 22
- 358 Route 292
- 1080 Route 292
- 1616 Route 292 Unit Cottage 12
- 1 Cushing Green N
- 1098 New York 292
Ask me questions while you tour the home.