Pawling, New York

Where the Harlem Valley meets the Berkshires — a close-knit village, storied country roads, two Metro-North stops, and some of the Hudson Valley's best trail access.

~105 min to Grand Central on Metro-North
Quaker Hill estates & Revolutionary history
Appalachian Trail & 1,060-acre nature reserve
Village center dining, shops & live music

Explore Pawling

Browse the village, Quaker Hill, lakes, trails, dining, and transportation — then open Pawling in 3D.

Tip: zoom out to see Quaker Hill, Whaley Lake, the Appalachian Trail and the Maybrook Trailway.

Fly over Pawling's village center, Quaker Hill, Harlem Valley, lakes and ridgelines in 3D.

Explore Pawling in Google Earth

Opens in a new tab — Google Earth tours run best full-screen.

Pawling Market Pulse

A current snapshot of Pawling's market, with live HGAR statistics ready to drop in.

$486,894 median sale 43 median days on market · Redfin, May 2026
Pre-2020Country Value Village homes, lake properties and Quaker Hill estates trade in distinct lanes
2020–2022The Shift Remote work and NYC migration accelerate Hudson Valley demand
202480 Rentals The Woods at Pawling expands mixed-income housing near Route 22
2026$486.9K Median sale price; Zillow's 12564 typical value reaches $521.6K

Sources: Redfin market data through May 2026, Zillow Home Value Index through June 2026, Dutchess County housing records, and Federal Reserve Bank of NY pandemic housing research. Small-town monthly medians can swing sharply; ask Rick for a current street-level analysis.

Pawling Through the Lens

Rick's aerial and on-the-ground photography of the village, lakes, trails and country landscape — shot across every season.

Hover or touch to pause · drone photography by Aspire Above

Life in Pawling

Tap a card to see why buyers choose this corner of eastern Dutchess County.

Nature at Your Door +

Appalachian Trail, lakes, rail trails…

Pawling puts serious open space at the doorstep: the Appalachian Trail, 1,060-acre Pawling Nature Reserve, Nuclear Lake, the Great Swamp and the paved Maybrook Trailway. Whaley Lake and four town lakes add boating, fishing and quiet water views to the mix.

Arts & Culture +

Daryl's House, museums, local history…

Daryl's House brings nationally known live music to Route 22, while the Pawling Concert Series, John Kane House, Oblong Friends Meeting House and Akin Free Library connect today's community to Pawling's deep Quaker and Revolutionary history.

Real Community +

Farmers market, festivals, neighbors…

The walkable village center combines independent shops, the Pawling Farmers Market, restaurants, a strong library and civic life. Town and village governments are separate, but both feed the close-knit community identity that gives Pawling its small-town character.

Homes With Character +

Village homes, lake houses, country estates…

Pawling offers an unusually broad housing mix: walk-to-train village homes, cottages and condos, Whaley Lake properties, acreage in Holmes and West Pawling, and historic estates on Quaker Hill. That variety makes exact location and municipal boundaries especially important — and Rick knows how to sort them out.

Pawling Resources

Every link a Pawling homeowner (or future homeowner) actually needs — tap a category to open it.

Pawling Real Estate News Library

A curated archive of Pawling's housing story — filter by era or search a topic. Every card opens the original article.

No articles match that search — but Rick probably knows the story anyway.
Call or text: 914-204-2546

For the ongoing local story, follow the Pawling Chamber Chronicle, plus official notices from the Town and Village.

Thinking about Pawling?

Whether you're buying your first Pawling home or wondering what yours is worth in this market, Rick lives and works this territory every day.

Hudson Valley Realty Team of Briante Realty

Hudson Valley Realty Team · Briante Realty Group