Pawling, NY Homes

$405,000

Sold Feb 11, 2026

23 Union St, Pawling, NY 12564
- 3 Beds
- 2 Baths
- 1,480 Sq Ft
- Built 1890
Last Sold Summary
- 16% Below List Price
- $274/SF
- 138 Days On Market
Current Estimated Value $408,712

Last Listing Agent Brett David Miller K Fortuna Lighthouse Realty

23 Union St, Pawling, NY 12564

Est $404,497

Not Listed For Sale

6 Harmony Hill Rd, Pawling, NY 12564
- 2 Beds
- 1 Bath
- 1,394 Sq Ft
- Built 1914
6 Harmony Hill Rd, Pawling, NY 12564

Last Sold Summary
- 22 Days On Market

$175,000

Sold Aug 15, 2025

8 Ravine Rd, Pawling, NY 12564
- Land
- 6.04 Acres
- $28,974 per Acre
Last Sold Summary
- 5% Below List Price
- 278 Days On Market
Last Listing Agent Shannon Tully McGrath Realty Inc

8 Ravine Rd, Pawling, NY 12564

Est $456,137

Not Listed For Sale

34 Mohawk Trail, Pawling, NY 12564
- 3 Beds
- 3.5 Baths
- 3,021 Sq Ft
- Built 2001
34 Mohawk Trail, Pawling, NY 12564

Last Sold Summary
- 23 Days On Market

$775,000

Sold Apr 24, 2026

4 Mane Way, Pawling, NY 12564
- 4 Beds
- 2.5 Baths
- 3,611 Sq Ft
- Built 2002
Last Sold Summary
- $215/SF
- 158 Days On Market
Current Estimated Value $775,048

Last Listing Agent Sharon Sheil Coldwell Banker Realty

4 Mane Way, Pawling, NY 12564

/2
Est $385,643

Not Listed For Sale

45 Mohawk Trail, Pawling, NY 12564
- 2 Beds
- 2 Baths
- 1,115 Sq Ft
- Built 1999
45 Mohawk Trail, Pawling, NY 12564

$512,500

Sold Feb 10, 2026

28 Gobblers Knob Rd, Pawling, NY 12564
- 3 Beds
- 2 Baths
- 2,107 Sq Ft
- Built 1960
Last Sold Summary
- 32% Below List Price
- $243/SF
- 239 Days On Market
Current Estimated Value $513,113

Last Listing Agent Mark Snyder eXp Realty

28 Gobblers Knob Rd, Pawling, NY 12564

Est $422,631

Not Listed For Sale

43 Nathan Pierce Ct, Pawling, NY 12564
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 2000
43 Nathan Pierce Ct, Pawling, NY 12564

Last Sold Summary
- 16 Days On Market

$555,000

Sold Aug 22, 2025

7 Watchhill Rd, Pawling, NY 12564
- 4 Beds
- 2.5 Baths
- 3,322 Sq Ft
- Built 2002
Last Sold Summary
- 2% Below List Price
- $167/SF
- 20 Days On Market
Current Estimated Value $601,916

Last Listing Agent Shannon Tully McGrath Realty Inc

7 Watchhill Rd, Pawling, NY 12564

Est $429,391

Not Listed For Sale

39 Nathan Pierce Ct, Pawling, NY 12564
- 3 Beds
- 2.5 Baths
- 1,600 Sq Ft
- Built 2000
39 Nathan Pierce Ct, Pawling, NY 12564

Last Sold Summary
- 30 Days On Market

$170,000

Sold Feb 13, 2026

1D Margherita Ln, Pawling, NY 12564
- Land
- 16.67 Acres
- $10,198 per Acre
Last Sold Summary
- 15% Below List Price
- 34 Days On Market
Last Listing Agent Colleen McGrath McGrath Realty Inc

1D Margherita Ln, Pawling, NY 12564

Est $403,977

Not Listed For Sale

15 Cushing Green S, Pawling, NY 12564
- 2 Beds
- 2.5 Baths
- 1,442 Sq Ft
- Built 1987
15 Cushing Green S, Pawling, NY 12564

Last Sold Summary
- 22 Days On Market

$1,425,000

Sold Apr 14, 2026

604 N Quaker Hill Rd, Pawling, NY 12564
- 5 Beds
- 7.5 Baths
- 5,470 Sq Ft
- Built 1974
Last Sold Summary
- 5% Below List Price
- $261/SF
- 225 Days On Market
Current Estimated Value $1,513,111

Last Listing Agent Leigh Tripathi Ellis Sotheby's Intl Realty

604 N Quaker Hill Rd, Pawling, NY 12564

Est $596,439

Not Listed For Sale

56 Tory Ln, Pawling, NY 12564
- 4 Beds
- 2.5 Baths
- 2,896 Sq Ft
- Built 1999
56 Tory Ln, Pawling, NY 12564

Last Sold Summary
- 23 Days On Market

$160,000

Sold Oct 08, 2025

16 Brady Brook Farm Rd, Pawling, NY 12564
- Land
- 9.65 Acres
- $16,580 per Acre
Last Sold Summary
- 3% Below List Price
- 212 Days On Market
Last Listing Agent Andrew Stewart Gillian Stewart Real Estate

16 Brady Brook Farm Rd, Pawling, NY 12564

Est $655,393

Not Listed For Sale

10 Watchhill Rd, Pawling, NY 12564
- 4 Beds
- 3.5 Baths
- 4,502 Sq Ft
- Built 2002
10 Watchhill Rd, Pawling, NY 12564

Last Sold Summary
- 49 Days On Market

$720,000

Sold Dec 10, 2025

94 S Quaker Hill Rd, Pawling, NY 12564
- 4 Beds
- 3 Baths
- 3,360 Sq Ft
- Built 1965
Last Sold Summary
- 6% Below List Price
- $214/SF
- 52 Days On Market
Current Estimated Value $765,954

Last Listing Agent Shannon Tully McGrath Realty Inc

94 S Quaker Hill Rd, Pawling, NY 12564

Est $732,522

Not Listed For Sale

54 Old Route 55, Pawling, NY 12564
- 3 Beds
- 3 Baths
- 2,344 Sq Ft
- Built 1950
54 Old Route 55, Pawling, NY 12564

Last Sold Summary
- 195 Days On Market

$153,000

Sold Mar 19, 2026

51 Estate Dr, Pawling, NY 12564
- Land
- 4.87 Acres
- $31,417 per Acre
Last Sold Summary
- 9% Below List Price
- 71 Days On Market
Current Estimated Value $180,000

Last Listing Agent Colleen McGrath McGrath Realty Inc

51 Estate Dr, Pawling, NY 12564

Est $628,372

Not Listed For Sale

86 Old Route 55, Pawling, NY 12564
- 3 Beds
- 2 Baths
- 2,607 Sq Ft
- Built 1950
86 Old Route 55, Pawling, NY 12564

Last Sold Summary
- 28 Days On Market

$392,000

Sold Jan 08, 2026

12 Anderson Way, Pawling, NY 12564
- 2 Beds
- 1 Bath
- 1,160 Sq Ft
- Built 1925
Last Sold Summary
- 2% Below List Price
- $338/SF
- 35 Days On Market
Current Estimated Value $390,256

Last Listing Agent Stacey Cronin Houlihan Lawrence Inc.

12 Anderson Way, Pawling, NY 12564

Est $717,198

Not Listed For Sale

15 Stirrup Trail, Pawling, NY 12564
- 4 Beds
- 3.5 Baths
- 3,246 Sq Ft
- Built 1993
15 Stirrup Trail, Pawling, NY 12564

Last Sold Summary
- 133 Days On Market

$510,000

Sold Jul 24, 2025

74 Harmony Hill Rd, Pawling, NY 12564
- 4 Beds
- 2 Baths
- 1,736 Sq Ft
- Built 1971
Last Sold Summary
- 17% Above List Price
- $294/SF
- 20 Days On Market
Current Estimated Value $533,756

Last Listing Agent Patrycja Warda Corcoran Country Living

74 Harmony Hill Rd, Pawling, NY 12564

Est $774,300

Not Listed For Sale

8 Paddock Ct, Pawling, NY 12564
- 4 Beds
- 2.5 Baths
- 4,171 Sq Ft
- Built 1998
8 Paddock Ct, Pawling, NY 12564

Last Sold Summary
- 36 Days On Market

$535,000

Sold Mar 10, 2026

66 Fairway Dr, Pawling, NY 12564
- 3 Beds
- 2 Baths
- 1,490 Sq Ft
- Built 1999
Last Sold Summary
- 5% Above List Price
- $359/SF
- 24 Days On Market
Current Estimated Value $525,983

Last Listing Agent Carol Aprile

66 Fairway Dr, Pawling, NY 12564

Est $651,820

Not Listed For Sale

10 Canter Cir, Pawling, NY 12564
- 3 Beds
- 2.5 Baths
- 2,004 Sq Ft
- Built 2000
10 Canter Cir, Pawling, NY 12564

Last Sold Summary
- 48 Days On Market

$375,000

Sold Mar 04, 2026

16 Townsend Blvd, Pawling, NY 12564
- 2 Beds
- 1 Bath
- 1,080 Sq Ft
- Built 1964
Last Sold Summary
- 6% Below List Price
- $347/SF
- 37 Days On Market
Current Estimated Value $378,438

Last Listing Agent Reid McGrath McGrath Realty Inc

16 Townsend Blvd, Pawling, NY 12564

Est $637,495

Not Listed For Sale

22 Martingale Way, Pawling, NY 12564
- 4 Beds
- 2.5 Baths
- 2,359 Sq Ft
- Built 2001
22 Martingale Way, Pawling, NY 12564

Last Sold Summary
- 13 Days On Market

$170,000

Sold Feb 13, 2026

1C Margherita Ln, Pawling, NY 12564
- Land
- 17.63 Acres
- $9,643 per Acre
Last Sold Summary
- 15% Below List Price
- 34 Days On Market
Last Listing Agent Colleen McGrath McGrath Realty Inc

1C Margherita Ln, Pawling, NY 12564

Est $708,482

Not Listed For Sale

9 Avonlee Ln, Pawling, NY 12564
- 5 Beds
- 2.5 Baths
- 2,737 Sq Ft
- Built 1999
9 Avonlee Ln, Pawling, NY 12564

Last Sold Summary
- 22 Days On Market

$269,950

Sold Apr 15, 2026

14 Old Route 55, Pawling, NY 12564
- 3 Beds
- 1 Bath
- 1,653 Sq Ft
- Built 1900
Last Sold Summary
- 10% Below List Price
- $163/SF
- 51 Days On Market
Current Estimated Value $277,376

Last Listing Agent Ronald Green KW MidHudson

14 Old Route 55, Pawling, NY 12564

Est $713,000

Not Listed For Sale

26 Chestnut Ln, Pawling, NY 12564
- 5 Beds
- 4 Baths
- 4,354 Sq Ft
- Built 2006
26 Chestnut Ln, Pawling, NY 12564

Last Sold Summary
- 84 Days On Market

$742,000

Sold Jan 20, 2026

48 W Main St, Pawling, NY 12564
- 5 Beds
- 3.5 Baths
- 3,766 Sq Ft
- Built 1885
Last Sold Summary
- 6% Above List Price
- $197/SF
- 45 Days On Market
Current Estimated Value $703,712

Last Listing Agent Christopher Filangeri BHHS Hudson Valley Properties

48 W Main St, Pawling, NY 12564

Est $763,482

Not Listed For Sale

197 Highlands Dr, Pawling, NY 12564
- 5 Beds
- 3 Baths
- 2,719 Sq Ft
- Built 2004
197 Highlands Dr, Pawling, NY 12564

Last Sold Summary
- 104 Days On Market

Est $698,817

Not Listed For Sale

10 di Pietro Ln, Pawling, NY 12564
- 4 Beds
- 2 Baths
- 2,840 Sq Ft
- Built 1987
10 di Pietro Ln, Pawling, NY 12564

Last Sold Summary
- 53 Days On Market

Est $1,016,513

Not Listed For Sale

39 Overlook Dr, Pawling, NY 12564
- 3 Beds
- 2.5 Baths
- 2,441 Sq Ft
- Built 1998
39 Overlook Dr, Pawling, NY 12564

Last Sold Summary
- 120 Days On Market

Est $1,005,052

Not Listed For Sale

21 Stebbins Farm Rd, Pawling, NY 12564
- 3 Beds
- 3.5 Baths
- 3,107 Sq Ft
- Built 1991
21 Stebbins Farm Rd, Pawling, NY 12564

Last Sold Summary
- 68 Days On Market

Est $1,139,977

Not Listed For Sale

138 Harmony Rd, Pawling, NY 12564
- 4 Beds
- 3.5 Baths
- 2,716 Sq Ft
- Built 1850
138 Harmony Rd, Pawling, NY 12564

Last Sold Summary
- 94 Days On Market

Est $965,430

Not Listed For Sale

14 Little Pond Rd, Pawling, NY 12564
- 4 Beds
- 4.5 Baths
- 3,798 Sq Ft
- Built 2000
14 Little Pond Rd, Pawling, NY 12564

Last Sold Summary
- 6 Days On Market

Est $585,651

Not Listed For Sale

130 Old Route 55, Pawling, NY 12564
- 5 Beds
- 2.5 Baths
- 2,552 Sq Ft
- Built 1975
130 Old Route 55, Pawling, NY 12564

Last Sold Summary
- 132 Days On Market

Showing Results 161 - 200, Page 5 of 18

New York Dutchess County Pawling

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Pawling, NY Homes

Real Estate & Homes