5

Modern Homes for Sale in Pawling, NY

Section Image Section Image
  • /44

    $2,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,292 Sq Ft

    34 Meeting House Rd, Pawling, NY 12564

    Nestled in the heart of historic Quaker Hill, this bucolic property offers timeless charm just a stone’s throw from the iconic Meeting House. Originally built in 1983, the home underwent a meticulous, top-to-bottom renovation in 2016, thoughtfully upgrading all major systems, finishes, and living spaces to modern standards while preserving its serene setting. The residence is exceptionally

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

    (845) 723-3249

    34 Meeting House Rd, Pawling, NY 12564
  • /45

    $600,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    5 Red Tail Ct, Pawling, NY 12564

    Single family home in the Squire Green Community with many amenities to enjoy. Need space? This home delivers. From the oversized living area to the spacious bedrooms and flexible floor plan, there's plenty of room. This home offers generous living areas and plenty of room to comfortably accommodate everyone, entertain guests, work from home, and more. Designed with space and flexibility in mind,

    Susan Salamone Houlihan Lawrence Inc.

    5 Red Tail Ct, Pawling, NY 12564
  • /29

    $2,500,000

    • 6 Beds
    • 6.5 Baths
    • 6,625 Sq Ft

    3302 Route 55, Pawling, NY 12564

    Welcome to your forever home, serene retreat and mini estate. Enjoy the 88 private acres with breath taking views. Mother Nature is at her best. Exceptional beauty for all four seasons. The unique and exquisite architectural design of this home lends to expansive living space, tucked behind gated entry. This home offers expansive living space, luxury and customize finishes throughout. A true

    STACI MACKIN Dixon Smith Realty

    3302 Route 55, Pawling, NY 12564
  • /46

    $39,000,000

    • 9 Beds
    • 15 Baths
    • 55,000 Sq Ft

    104 N Garden Dr, Pawling, NY 12564

    Welcome to Woodland Waters. Offered for the first time, this private estate is a secluded sanctuary where luxury and nature exist in perfect harmony. Over the course of five decades, the same owner has shaped and nurtured the property with remarkable care and attention, creating a setting that embodies both artistry and authenticity. With its vast landholdings, exceptional lifestyle offerings, it

    Amy Smith Sroka Julia B Fee Sothebys Int. Rlty

    104 N Garden Dr, Pawling, NY 12564
  • /29

    $525,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 1.5 Baths
    • 1,955 Sq Ft

    37 W Deer Trail, Pawling, NY 12564

    When you think about Deerfield Ponds in Pawling, this home is it.From the moment you drive up, you’re welcomed by a picture-perfect lot with breathtaking mountain views and a pond right in your backyard. Enjoy the private trails just steps away, along with kayaking in the warmer months and ice skating and ice fishing during the winter. This 3-bedroom, 1.5 bath home is packed with potential.

    Pete Rodriguez William Raveis Real Estate

    37 W Deer Trail, Pawling, NY 12564

Home Prices in Pawling, NY

Home Price Trends

Median Sale Price
$490,000
Median Single Family Sale Price
$622,450
Median Townhouse Sale Price
$380,750
Median 2 Bedroom Sale Price
$396,000
Average Price Per Sq Ft
$334
Number of Homes for Sale
22
Last 12 months Home Sales
61
Months of Supply
4.30
Median List Price
$567,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-13%
How to Buy a Home How to Finance a Home How to Sell a Home