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Land with Home for Sale in Pawling, New York

24 Overlook Dr, Pawling, NY 12564

$689,000
2 acres
Pending sale
Under contract

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!

3,175
Sq feet
3
Beds
3
Full baths
1
1/2 bath
1964
Built

Location

Street address
24 Overlook Dr
School district
Pawling
Elevation
725 feet
Coordinates
41.5545, -73.6213

Directions

Route 22 N to Route 55 W. Overlook Road on right - look for #24

Property details

Acreage
1.95 acres
MLS #
MLSLI 995102
Posted

Property taxes

2026
$14,389

Parcels

  • 134089-6956-00-471704-0000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence
Franchise
Keller Williams Realty

Lot

Features
Back Yard, Front Yard, Level, Near Golf Course, Near Public Transit, Near School, Near Shops, Private, Views, Wooded

Exterior

Parking Spaces
20
Parking
Driveway, Garage, Oversize
Pool
Deck, Patio, Porch
Structures
Storage
Features
Playground

Structure

Style
Contemporary
Stories
3
Basement
Finished, Full, Storage Space, Walk-Out Access
Water
Well
Sewer
Septic Tank
Heating
Baseboard, Forced Air, Oil
Cooling
Central Air
Materials
Frame
Windows
Blinds, Double Pane Windows, Insulated Windows, Skylight(s)

Interior

Room Count
8
Rooms
Basement, Bathroom x 4, Bedroom x 3
Flooring
Hardwood, Laminate, Tile
Fireplaces
Yes
Appliances
Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Washer
Features
Breakfast Bar, Ceiling Fan(s), Chefs Kitchen, Double Vanity, Eat-In Kitchen, Entrance Foyer, First Floor Bedroom, First Floor Full Bath, Granite Counters, Open Floorplan, Primary Bathroom, Walk-In Closet(s)

Nearby schools

NameTypeDistrict
Pawling Elementary SchoolElementaryPawling
Pawling Middle SchoolMiddlePawling
Pawling High SchoolHighPawling

Listing history

DateEventPriceChangeSource
May 22, 2026Under contract$689,000MLSLI
May 13, 2026Listing removed$689,000Listing agent
May 7, 2026New listing$689,000MLSLI
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This 1.95-acre property is located at 24 Overlook Dr in Pawling, NY 12564. The property is pending sale. It has a 3,175 sq ft 3 bedroom, 3 bath house built in 1964.

Listed by Keller Williams NY Realty, (914) 437-6100

Checked 1 hour agoUpdated Source

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