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Homes for Sale in Pawling, NY with 4-Bedrooms

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  • 126 Old Route 55, Pawling, NY 12564
    126 Old Route 55, Pawling, NY 12564
    126 Old Route 55, Pawling, NY 12564
    /42

    $598,500

    • 4 Beds
    • 4.5 Baths
    • 2,361 Sq Ft

    126 Old Route 55, Pawling, NY 12564

    Back on the market, the deal fell through from the buyer side. 9/17/2025 This house is owned by a church and in New York a sale has to be approved by the Attorney Generals office which can take up to six months. This can work to your benefit depending on your own timeline. This can also be set up a s a short term rental as well while waiting for the approvals WITH PORTION OF RENT GOING TOWARDS

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 576-1665

    126 Old Route 55, Pawling, NY 12564
  • 120 Harmony Rd, Pawling, NY 12564
    120 Harmony Rd, Pawling, NY 12564
    120 Harmony Rd, Pawling, NY 12564
    /15

    $1,250,000

    • 4 Beds
    • 4.5 Baths
    • 3,200 Sq Ft

    120 Harmony Rd, Pawling, NY 12564

    New construction 4 bedroom, 4.5 bathroom home on 5 acres. Don't miss this opportunity to customize your dream home. This home features a open floor plan with large kitchen, perfect for entertaining. The main living area has exposed beams and high ceilings. The primary bedroom has large walk in closet and ensuite. There is also a junior suite with ensuite. See attached floor plans for full detail.

    Bliss Voutsinas Hillside Realty & Development

    120 Harmony Rd, Pawling, NY 12564
  • 12 Rebecca Dr, Pawling, NY 12564
    12 Rebecca Dr, Pawling, NY 12564
    12 Rebecca Dr, Pawling, NY 12564
    /29

    $705,000

    • 4 Beds
    • 3 Baths
    • 3,888 Sq Ft

    12 Rebecca Dr, Pawling, NY 12564

    Surrounded by the natural beauty of the Hudson Valley region, this Multi-Family home benefits from a private environment that outdoor enthusiasts will find irresistible. This property's location offers convenient access to the Lakeside Park Disc Golf Course, the nearby Appalachian Trail which provides endless hiking opportunities for nature lovers and the Metro-North Railroad being about a 5

    Kevin Sanabria eRealty Advisors, Inc

    12 Rebecca Dr, Pawling, NY 12564
  • 15 Kirby Hill Rd, Pawling, NY 12564
    15 Kirby Hill Rd, Pawling, NY 12564
    15 Kirby Hill Rd, 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
New York Dutchess County Pawling

4-Bedroom Homes for Sale in Pawling, NY

Home Trends in Pawling, NY

On average, homes in Pawling, NY sell after 67 days on the market compared to the national average of 55 days. The median sale price for homes in Pawling, NY over the last 12 months is $510,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$567,500
Median Townhouse Sale Price
$370,750
Median 2 Bedroom Sale Price
$363,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
11
Last 12 months Home Sales
65
Months of Supply
2.00
Median List Price
$532,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

Explore a variety of 4-bedroom homes for sale in Pawling, where there are currently 4 listings available. These properties offer spacious and accommodating living spaces suitable for larger families or those in need of extra room. With versatility and flexibility, there's ample space for bedrooms, home offices, or recreational areas. Whether you're in search of a modern townhouse, a charming single-family home, or a luxurious estate, there are options to match your preferences and lifestyle needs. Explore the selection of 4-bedroom homes for sale in Pawling, NY and find the perfect residence to accommodate your needs.

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