Recently Sold Homes in Pawling, NY

66 homes

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SOLD
DEC 17, 2025
$725,000
4 Beds
2.5 Baths
3,283 sqft
27 Millstream Court,
Pawling, NY 12564
BHHS Hudson Valley Properties
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SOLD
DEC 10, 2025
$720,000
4 Beds
3 Baths
3,360 sqft
94 S Quaker Hill Road,
Pawling, NY 12564
McGrath Realty Inc
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SOLD
DEC 9, 2025
$444,000
2 Beds
2.5 Baths
2,072 sqft
27 Washington Court,
Pawling, NY 12564
McGrath Realty Inc
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SOLD
DEC 2, 2025
$385,000
2 Beds
2.5 Baths
2,130 sqft
23 Juniper Lane,
Pawling, NY 12564
BHHS Hudson Valley Properties
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SOLD
NOV 24, 2025
$688,000
4 Beds
4.5 Baths
2,920 sqft
12 W Wind Road,
Pawling, NY 12564
William Raveis Real Estate
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SOLD
NOV 24, 2025
$575,000
3 Beds
1.5 Baths
1,518 sqft
26 Frenchmans Lane,
Pawling, NY 12564
Compass Greater NY, LLC
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SOLD
NOV 21, 2025
$400,000
3 Beds
1 Bath
1,620 sqft
96 Lakeview Drive,
Pawling, NY 12564
McGrath Realty Inc
SOLD
NOV 14, 2025
$115,000
Overlook Drive,
Pawling, NY 12564
BHHS Hudson Valley Properties
SOLD
NOV 12, 2025
$240,000
51 Kirby Hill Road,
Pawling, NY 12564
Keller Williams Prestige Prop
SOLD
OCT 27, 2025
$343,500
3 Beds
1 Bath
1,300 sqft
24 Fairway Dr,
Pawling, NY 12564
SOLD
OCT 21, 2025
$200,000
Lot #2 Dodge Road,
Pawling, NY 12564
McGrath Realty Inc
SOLD
OCT 15, 2025
$330,000
2 Beds
3 Baths
1,414 sqft
36 Spruce St,
Pawling, NY 12564
SOLD
OCT 8, 2025
$160,000
16 Brady Brook Farm Road,
Pawling, NY 12564
Gillian Stewart Real Estate
SOLD
OCT 6, 2025
$560,000
3 Beds
3.5 Baths
2,616 sqft
37 Baxter Road,
Pawling, NY 12564
Keller Williams Prestige Prop
SOLD
OCT 6, 2025
$700,000
7 Beds
3 Baths
3,400 sqft
68 W Main Street,
Pawling, NY 12564
Keller Williams Realty Partner
SOLD
OCT 2, 2025
$330,000
2 Beds
2.5 Baths
1,414 sqft
36 Spruce Street #36,
Pawling, NY 12564
McGrath Realty Inc
SOLD
SEP 29, 2025
$435,000
3 Beds
3 Baths
1,794 sqft
27 Cavelo Drive,
Wingdale, NY 12594
McGrath Realty Inc
SOLD
SEP 26, 2025
$399,000
4 Beds
1 Bath
1,157 sqft
33 Grandview Avenue,
Pawling, NY 12564
Gillian Stewart Real Estate
SOLD
SEP 18, 2025
$500,000
5 Beds
2.5 Baths
2,296 sqft
6 Old Penny Rd,
Pawling, NY 12564
SOLD
SEP 15, 2025
$465,000
2 Beds
2 Baths
1,706 sqft
14 Summit Avenue,
Pawling, NY 12564
Keller Williams Realty Partner
SOLD
SEP 11, 2025
$430,000
3 Beds
2.5 Baths
1,835 sqft
19 Cushing Green S.,
Pawling, NY 12564
McGrath Realty Inc
SOLD
SEP 4, 2025
$1,400,000
4 Beds
3.5 Baths
4,683 sqft
21 Brady Brook Farm Road,
Pawling, NY 12564
McGrath Realty Inc
SOLD
AUG 28, 2025
$137,500
Cox - Lot 23 Road,
Pawling, NY 12564
Houlihan Lawrence Inc.
SOLD
AUG 28, 2025
$137,500
Cox - Lot 22 Road,
Pawling, NY 12564
Houlihan Lawrence Inc.
SOLD
AUG 22, 2025
$555,000
4 Beds
2.5 Baths
3,322 sqft
7 Watchhill Road,
Pawling, NY 12564
McGrath Realty Inc
SOLD
AUG 19, 2025
$415,000
2 Beds
1 Bath
1,152 sqft
42 Harmony Road,
Pawling, NY 12564
McGrath Realty Inc

Recently Sold Homes Near Pawling, NY

We found 30 more homes matching your filters just outside Pawling

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SOLD
MAY 13, 2026
$340,000
2 Beds
2.5 Baths
1,755 sqft
509 Covington Green Lane,
Patterson, NY 12563
William Raveis Real Estate
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SOLD
MAY 8, 2026
$689,500
3 Beds
2 Baths
1,822 sqft
379 S White Rock Road,
Holmes, NY 12531
Coldwell Banker Realty
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SOLD
MAY 5, 2026
$565,000
3 Beds
2 Baths
2,030 sqft
19 Brill Lane,
Poughquag, NY 12570
eXp Realty
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SOLD
MAY 1, 2026
$365,000
3 Beds
1 Bath
1,788 sqft
106 Johnson Road,
Wingdale, NY 12594
McGrath Realty Inc
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SOLD
APR 29, 2026
$465,000
2 Beds
2 Baths
1,418 sqft
16 Big Trail,
New Fairfield, CT 06812
Houlihan Lawrence
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SOLD
APR 28, 2026
$750,000
4 Beds
2.5 Baths
2,555 sqft
331 Grape Hollow Road,
Holmes, NY 12531
Douglas Elliman Real Estate
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SOLD
APR 27, 2026
$434,000
3 Beds
1.5 Baths
2,270 sqft
12 Cedar Lane,
Poughquag, NY 12570
Redfin Real Estate
SOLD
APR 24, 2026
$336,000
1 Bed
1 Bath
536 sqft
3 Gelston Road,
Sherman, CT 06784
Coldwell Banker Realty
SOLD
APR 24, 2026
$1,275,000
3 Beds
2.5 Baths
2,363 sqft
71 Carol Lane,
Poughquag, NY 12570
RE/MAX Town & Country
SOLD
APR 17, 2026
$395,000
3 Beds
1 Bath
960 sqft
3057 Pleasant Ridge Road,
Wingdale, NY 12594
Richard A. Rennia
SOLD
APR 17, 2026
$1,575,000
3 Beds
4 Baths
3,765 sqft
105 Route 39 North,
Sherman, CT 06784
William Pitt Sotheby's Int'l
SOLD
APR 17, 2026
$390,000
2 Beds
2.5 Baths
2,066 sqft
107 Cornwall Meadows Lane #107,
Patterson, NY 12563
Keller Williams NY Realty
SOLD
APR 15, 2026
$500,000
3 Beds
2 Baths
1,962 sqft
395 Mooney Hill Road,
Patterson, NY 12563
Holly Real Estate
SOLD
APR 15, 2026
$200,000
1 Pond View Lane,
Sherman, CT 06784
Coldwell Banker Realty
SOLD
APR 1, 2026
$599,000
3 Beds
2 Baths
1,568 sqft
11 Gelston Road,
Sherman, CT 06784
Coldwell Banker Realty
SOLD
MAR 31, 2026
$485,000
3 Beds
2 Baths
2,168 sqft
122 Susan Drive,
Poughquag, NY 12570
BHHS Hudson Valley Properties
SOLD
MAR 31, 2026
$645,000
4 Beds
2.5 Baths
2,292 sqft
24 Colonial Ridge Drive,
Gaylordsville, CT 06755
William Pitt Sotheby's Int'l
SOLD
MAR 21, 2026
$140,000
2 Beds
2 Baths
1,150 sqft
9 Pine Grove Drive,
Poughquag, NY 12570
William Raveis Real Estate
SOLD
MAR 20, 2026
$525,000
3 Beds
2.5 Baths
1,631 sqft
145 Mountain View Drive,
Holmes, NY 12531
Regency Real Estate, LLC
SOLD
MAR 19, 2026
$330,000
5 Beds
2 Baths
2,190 sqft
584 Route 292,
Holmes, NY 12531
SOLD
MAR 17, 2026
$225,000
2 Coburn Road West,
Sherman, CT 06784
Dorrance Realty
SOLD
MAR 16, 2026
$400,000
2 Beds
3 Baths
1,939 sqft
1 Hoyt Road,
Wingdale, NY 12594
RE/MAX Classic Realty
SOLD
MAR 13, 2026
$415,000
2 Beds
3 Baths
2,140 sqft
49 Lakeview Drive,
Holmes, NY 12531
BHHS Hudson Valley Properties
SOLD
MAR 12, 2026
$715,000
4 Beds
4 Baths
4,196 sqft
561 Route 292,
Holmes, NY 12531
United RE Hudson Valley Edge
SOLD
MAR 12, 2026
$605,000
3 Beds
2.5 Baths
2,233 sqft
3 Lisa Court,
Patterson, NY 12563
Houlihan Lawrence Inc.
SOLD
MAR 3, 2026
$215,000
3 Beds
2 Baths
1,459 sqft
218 Johnson Rd,
Wingdale, NY 12594
SOLD
FEB 24, 2026
$535,000
4 Beds
3 Baths
2,688 sqft
18 Quaker Manor Ln,
Patterson, NY 12563
SOLD
FEB 19, 2026
$501,500
3 Beds
1.5 Baths
1,854 sqft
104 Hillside Road,
Poughquag, NY 12570
RE/MAX Town & Country
SOLD
FEB 17, 2026
$165,000
2 Beds
1 Bath
840 sqft
66 Church St,
Poughquag, NY 12570
SOLD
FEB 17, 2026
$870,000
3 Beds
3.5 Baths
3,891 sqft
78 Baldwin Road,
Patterson, NY 12563
Briante Realty Group, LLC

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information