9

Colonial Homes for Sale in Pawling, NY

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  • /47

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 4,687 Sq Ft

    6 Martingale Way, Pawling, NY 12564

    Welcome to 6 Martingale Way, an impressive 4-bedroom, 3.5-bathroom colonial offering nearly 4,700 square feet of living space in the highly sought-after Highlands community of Pawling, NY. From the moment you step inside, you'll be greeted by beautifully refinished hardwood floors that flow throughout the entire first floor, setting the tone for the quality and care found throughout this

    Agent Photo

    Colleen McGrath

    McGrath Realty Inc

    (845) 209-0713

    6 Martingale Way, 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
  • /21

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,636 Sq Ft

    188 N Quaker Hill Rd, Pawling, NY 12564

    Fantastic weekend getaway or full time residence, hard to find Quaker Hill, situated on 5.00 secluded acres with babbling brook running through. Master bedroom with bath, walk in closet. 2 additional bedrooms & full bath. The living room, dining area & eat in kitchen are bright & spacious with hardwood floors throughout. Finished walkout basement with powder room. This property is mostly level,

    Gillian Stewart Gillian Stewart Real Estate

    188 N Quaker Hill Rd, Pawling, NY 12564
  • /31

    $900,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    128 Old Pawling Rd, Pawling, NY 12564

    You finally have the opportunity to own a home with year-round mountain views set on an expansive property. A place where you can bring your vision to life and transform the space into a true masterpiece. 128 Old Pawling Road is a beautifully positioned property in Pawling, NY, offering a rare combination of scenic views, generous land, and the potential to create a truly special home. Set back

    Juliska Martino Compass Greater NY, LLC

    128 Old Pawling Rd, Pawling, NY 12564
  • /16

    $499,999

    • 2 Beds
    • 1 Bath
    • 1,347 Sq Ft

    1141 Old Quaker Hill Rd, Pawling, NY 12564

    Welcome Home! Tucked away along storied Old Quaker Hill, this antique charmer invites you to experience a slower, richer pace of living—where history lingers in every beam and modern comfort quietly supports it. Offered fully furnished (or unfurnished) and available for immediate occupancy, this cozy retreat blends timeless character with everyday ease, making it an ideal escape for your weekend

    Chinenye Aguoji Real Broker NY LLC

    1141 Old Quaker Hill Rd, Pawling, NY 12564
  • /48

    $1,799,000

    • 5 Beds
    • 5.5 Baths
    • 5,390 Sq Ft

    41 and 43 Meeting House Rd, Pawling, NY 12564

    Rare 5-Acre Quaker Hill Estate with Guest Cottage: Discover the ultimate sanctuary at the crest of Quaker Hill, where 43 Meeting House Road stands as a testament to refined country living. Situated on a lush 5-acre parcel and set well back from a scenic country road, this estate offers a rare degree of privacy and tranquility, surrounded by sweeping meadows, historic horse farms and prestigious

    Richard Esman Douglas Elliman Real Estate

    41 and 43 Meeting House Rd, 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
  • /37

    $14,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    15 Kirby Hill Rd, Pawling, NY 12564

    Kirby Hill Farm, an exceptional equestrian estate set on 247 acres of Quaker Hill's finest countryside. The turnkey, multi-discipline, equestrian facility offers 4 barns with 81 stalls, 2 indoor riding arenas, 3 outdoor riding rings, 37 paddocks, 7 additional paddocks with winterized waterers, 21 fields, polo field, over 100 acres of fenced property, and 150 acres of riding trails with direct

    Brian McGrath McGrath Realty Inc

    15 Kirby Hill Rd, Pawling, NY 12564
  • /29

    $525,000

    Coming Soon
    • 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 Trends in Pawling, NY

Housing Trends

Median Sale Price
$487,500
Median Single Family Sale Price
$605,000
Median Townhouse Sale Price
$385,000
Median 2 Bedroom Sale Price
$348,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
19
Last 12 months Home Sales
62
Months of Supply
3.70
Median List Price
$525,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-15%
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