Last Sold Price
3 beds3,175 sqft$231/sqft
24 Overlook Rd, Pawling, NY 12564

Description

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...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 CLOSED: 07/21/2026 12:00 AM

  1. Listed by Eric Staub • Keller Williams NY Realty
    P: (914) 437-6100 C: (845) 532-4275 Staubhometeam@gmail.com

Property Details for 24 Overlook Road

Status
MLS #
995102
Days on Market
5
Taxes
$14,389 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Single Family
Year Built
1964
Lot Size
1.95 AC / 84,942 SF
City/Township
Pawling
Architectural Style
Contemporary
Garage Spaces
2
Waterfront
No

Location

Listing Courtesy of Keller Williams NY Realty

Sold By Berkshire Hathaway HS NY Prop

Add your commute

Building Information for 24 Overlook Road

Stories-Year Built1964Building Size-Lot Size1.95 AC / 84,942 SF

Payment Calculator

$4,935 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,736

Property Taxes

$1,199

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 24 Overlook Road

Summary
Location and General Information
  • Village: None
  • Senior Community YN: No
  • Directions: Route 22 N to Route 55 W. Overlook Road on right - look for #24
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Three Or More
  • Property Condition: Updated/Remodeled
  • State Or Province: NY
School Information
  • School District: Pawling
  • Elementary School District: Pawling
  • Elementary School: Pawling Elementary School
  • Middle Or Junior School District: Pawling
  • Middle Or Junior School: Pawling Middle School
  • High School District: Pawling
  • High School: Pawling High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 134089-6956-00-471704-0000
  • Tax Assessed Value: $193,700.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: 1st Floor Bedrm, Blinds, Breakfast Bar, Ceiling Fan(s), Chefs Kitchen, Contemporary, Covered, Deck, Double Pane Windows, Double Vanity, Eat in Kitchen, Entrance Foyer, First Floor Full Bath, Granite Counters, Hardwood Floors As Seen, In Basement, Insulated Windows, Laminate, Open Floorplan, Oversized Windows, Patio, Pellet Stove, Playground, Porch, Primary Bathroom, Screened, Shed(s), Sky Light, Storage, Tile, Walk In Closet, Wall of Windows, Well
  • Interior Features: 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)
  • Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Washer
  • Number Of Kitchens: 1
  • Total Rooms: 8
  • Basement: Finished, Full, Storage Space, Walk-Out Access
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Pellet Stove
  • Location Amenities: Walk Out Basement, Hardwood Floors As Seen, 1st Fl Master Bedroom, Chef's Kitchen, Dual Sinks, Eat in Kitchen, Entry Foyer, Foyer, Granit Countertops, Storage, Walk In Closet, Privacy, Scenic View, Deck, Patio, Porch, Double Paned Windows, Oversized Windows, Sky Light, Wall of Windows
  • Laundry Features: In Basement
  • Door Features: Storm Door(s)
  • Window Features: Blinds, Double Pane Windows, Insulated Windows, Oversized Windows, Skylight(s), Wall of Windows
  • Flooring: Hardwood, Laminate, Tile
  • Living Area: 3175
  • Basement: Yes
Exterior Features
  • Exterior Features: Playground
  • Exterior Property Features: Playground, Covered, Deck, Patio, Porch, Screened, Attached, Driveway, Garage, Oversized, Private, Blinds, Double Pane Windows, Insulated Windows, Oversized Windows, Skylight(s), Wall of Windows, Back Yard, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Views, Wooded
  • Elevation Certificate: No
  • Patio And Porch Features: Covered, Deck, Patio, Porch, Screened
  • Construction Materials: Frame
  • Other Structures: Shed(s)
  • Pool Private: No
Lot Information
  • Lot Features: Back Yard, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Views, Wooded
  • Additional Parcel: No
  • Site Features: Back Yard, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Views, Wooded
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway, Garage, Oversized, Private
  • Parking Total: 20.00
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Forced Air, Oil
  • Heat Fuel Type: Baseboard, Forced Air, Oil
  • Number Of Heating Zones: 3
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Electricity Connected, Trash Collection Private
Green Features
  • Green Features: Blinds, Double Pane Windows, Insulated Windows, Oversized Windows, Skylight(s), Wall of Windows, Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Washer, Storm Door(s), Baseboard, Forced Air, Oil, Playground
Virtual Tour
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 24 Overlook Road

DateEvent & SourcePriceAppreciation
Jul 21, 2026

Sold

ONEKEY #995102

$735,000
May 21, 2026

Pending

ONEKEY #995102

May 12, 2026

Temporarily Off Market

ONEKEY #995102

$689,000
DateEvent & SourcePrice
07/21/2026

Sold

ONEKEY #995102

$735,000
05/21/2026

Pending

ONEKEY #995102

05/12/2026

Temporarily Off Market

ONEKEY #995102

$689,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 24 Overlook Road

Taxable ValueLand$24,400Additions$169,300Total$193,700
Tax Record2025$14,295 ($1,191 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,972 SqFtAbove Grade Finished SqFt3,036 SqFtFinished Basement SqFt936 SqFtStories2Lot Size84,942 SqFtStyleSingle Family ResidenceYear Built1964Year Renovated2015ZoningR-1CountyDUTCHESSAPN134089-6956-00-471704-0000

Schools near 24 Overlook Road

This home is within Pawling Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Pawling Elementary School
PublicPK to 4

Pawling Middle School
Public5 to 8

Pawling High School
Public9 to 12

Mizzentop Day School
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Keller Williams NY Realty

Based on information submitted to the MLS GRID as of 07/21/2026 03:40 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.