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Single-Family Homes in Pawling, NY
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34 listings
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Single-Family Homes in Pawling, NY

Single-Family Homes in Pawling, NY

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21 of 34 Listings
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Single-Family Homes in Pawling, NY

21 of 34 Listings

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Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. 401 W Dover Road — photo24Active

    $369,000

    2 bd · 1 ba · 768 sqft

    401 W Dover Road, Pawling, NY

    Patricia A. Savage · Daniel Gale Sothebys Intl Rlty

  2. 823 N Quaker Hill Road — photoNewOpen house Sat, Oct 3 · 12:00 PM64Active

    $2,400,000

    4 bd · 4 ba · 3,660 sqft

    823 N Quaker Hill Road, Pawling, NY

    Anthony D'Argenzio · Houlihan Lawrence Inc

  3. 13 Rebecca Drive — photo22Active

    $660,000

    6 bd · 2 ba · 2,856 sqft

    13 Rebecca Drive, Pawling, NY

    Angela J. Briante · Briante Realty Group, LLC

  4. 136 Bundy Hill Road — photo28Active

    $395,000

    2 bd · 2 ba · 920 sqft

    136 Bundy Hill Road, Pawling, NY

    Amber N. Thomas · Compass Greater NY, LLC

  5. 49 Millstream Court — photo46Active

    $699,000

    3 bd · 3 ba · 2,737 sqft

    49 Millstream Court, Pawling, NY

    Brittany N. Pisco · William Raveis-New York, LLC

  6. 139 S Harmony Hill Road — photo50Active

    $995,000

    4 bd · 3 ba · 3,831 sqft

    139 S Harmony Hill Road, Pawling, NY

    Shannon M. Tully · McGrath Realty Inc

  7. 264 Quaker Hill Road — photo30Active

    $695,000

    4 bd · 2 ba · 2,160 sqft

    264 Quaker Hill Road, Pawling, NY

    Gillian J Stewart · Gillian Stewart Real Estate

  8. 41 W Deer Trail — photo47Active

    $597,500

    4 bd · 3 ba · 2,300 sqft

    41 W Deer Trail, Pawling, NY

    Lisa Liffland · McGrath Realty Inc

  9. 1095 Route 292 — photoPrice Reduced16Active

    $790,000

    3 bd · 2 ba · 1,280 sqft

    1095 Route 292, Pawling, NY

    Bethany Cole · HomeSmart Homes & Estates

  10. 265 Old Pawling Road — photo31Active

    $404,444

    2 bd · 1 ba · 1,000 sqft

    265 Old Pawling Road, Pawling, NY

    MaryLou Anderson · K. Fortuna Realty, Inc.

  11. 46 Harmony Hill Road — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM47Active

    $575,000

    3 bd · 3 ba · 1,828 sqft

    46 Harmony Hill Road, Pawling, NY

    Bridget Capawana · Exit Realty Connections

  12. 392 Old Quaker Hill Road — photo5Active

    $1,400,000

    4 bd · 3 ba · 4,136 sqft

    392 Old Quaker Hill Road, Pawling, NY

    Joseph Sala · McGrath Realty Inc

  13. 66 Reservoir Road — photo50Active

    $525,000

    3 bd · 3 ba · 1,950 sqft

    66 Reservoir Road, Pawling, NY

    Susan Wynne · RE/MAX Town & Country

  14. 1555 Route 292 — photo27Active

    $249,000

    1 bd · 1 ba · 733 sqft

    1555 Route 292, Pawling, NY

    Virginia Corbett · eXp Realty

  15. 6 Overlook Road — photoPrice Reduced50Active

    $689,999

    3 bd · 3 ba · 2,659 sqft

    6 Overlook Road, Pawling, NY

    Jarrod Lecceardone · Village Realty

  16. 7 Herd And Tanner Road — photo45Active

    $1,475,000

    4 bd · 5 ba · 7,210 sqft

    7 Herd And Tanner Road, Pawling, NY

    Stacey J. Cronin · Houlihan Lawrence Inc.

  17. Lot 5 a S White Rock Road — photo19Active

    $1,150,000

    5 bd · 4 ba · 3,400 sqft

    Lot 5 a S White Rock Road, Pawling, NY

    Stacey J. Cronin · Houlihan Lawrence Inc.

  18. 0 Prospect Street — photo8Active

    $619,900

    3 bd · 3 ba · 1,652 sqft

    0 Prospect Street, Pawling, NY

    Molly Montero · eXp Realty

  19. 45 Willow Lake Drive — photoPrice ReducedOpen house Sat, Oct 3 · 12:00 PM46Active

    $629,900

    3 bd · 3 ba · 2,546 sqft

    45 Willow Lake Drive, Pawling, NY

    Heather Bragg · River to Ridge Rlty Associates

  20. 57 S White Rock Road — photo44Active

    $879,800

    3 bd · 3 ba · 3,026 sqft

    57 S White Rock Road, Pawling, NY

    Patrice Copeland-Ainsworth · Epique Realty

  21. 64 S Quaker Hill Road — photoPrice Reduced41Active

    $1,199,000

    5 bd · 4 ba · 4,248 sqft

    64 S Quaker Hill Road, Pawling, NY

    Shannon M. Tully · McGrath Realty Inc

12

About Single-Family Homes in Pawling, NY

Single-Family Homes in Pawling, NY: 34 active listings as of October 2, 2026, 23:41 UTC.

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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

Global MLS
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Information is deemed reliable but not guaranteed.
Listing information ©2026 Local REALTOR® - Douglas Perlson, Corp. Broker - (646) 315-9116. All Rights Reserved. Last Updated: 2026-10-01 17:20:38 UTC
OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
New York State Alliance of MLSs
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Pawling, NY community profile

    Population
    1,984
    Median income
    $78,333
    Housing units
    918
    People per sq. mi.
    47.7
    Area
    41.6 sq. mi.

    Source: HJN community data

    Pawling housing market

    August 2026 · This period is still settling

    Homes on the market · MLS, as of Aug 24, 2026

    Median list price
    $714,500
    Homes for sale
    20

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 18, 2026

    Median home size
    2,042 sq. ft.