Pawling town, NY - single-family homes for sale

44 of 44 results displayed

New
$729,999Active
3 beds 3 baths2,659 sq. ft.
6 Overlook Road, Pawling, NY 12564
MLS# R1702616Listed by: VILLAGE REALTY
Coming SoonOpen Sun, 10am to 12pm
$699,000Coming Soon
3 beds 3 baths
21 Overlook Drive, Pawling, NY 12564
MLS# 1029600Listed by: MCGRATH REALTY INC
Coming Soon
$249,000Coming Soon
1 beds 1 baths
1555 Route 292, Holmes, NY 12531
MLS# 1031078Listed by: EXP REALTY
New
$1,475,000Active
4 beds 5 baths7,210 sq. ft.
7 Herd And Tanner Road, Holmes, NY 12531
MLS# 1029458Listed by: HOULIHAN LAWRENCE INC.
New
$360,000Active
2 beds 3 baths1,413 sq. ft.
16 Evergreen Way, Pawling, NY 12564
MLS# 1028659Listed by: MCGRATH REALTY INC
$365,000Active
3 beds 3 baths2,137 sq. ft.
357 W Dover Road, Pawling, NY 12564
MLS# 1026446Listed by: VYLLA HOME
Open Sat, 12 to 2pm
$575,000Active
3 beds 2 baths2,202 sq. ft.
17 Spring Street, Pawling, NY 12564
MLS# 1022255Listed by: MCGRATH REALTY INC
$619,900Active
3 beds 3 baths1,652 sq. ft.
0 Prospect Street, Pawling, NY 12564
MLS# 1024161Listed by: EXP REALTY
$650,000Active
3 beds 3 baths2,546 sq. ft.
45 Willow Lake Drive, Holmes, NY 12531
MLS# 1017740Listed by: RIVER TO RIDGE RLTY ASSOCIATES
$674,000Active
3 beds 4 baths2,724 sq. ft.
3120 Route 55, Poughquag, NY 12570
MLS# 1002654Listed by: KELLER WILLIAMS REALTY PARTNER
$995,000Active
3 beds 3 baths3,035 sq. ft.
6 Byrds Hill Road, Pawling, NY 12564
MLS# 1017929Listed by: WILLIAM PITT SOTHEBYS INT RLTY
$499,000Pending
4 beds 3 baths1,968 sq. ft.
40 Harmony Road, Pawling, NY 12564
MLS# 1014153Listed by: EXP REALTY
$899,000Active
4 beds 4 baths3,434 sq. ft.
128 Old Pawling Road, Pawling, NY 12564
MLS# 1015365Listed by: MCGRATH REALTY INC
$1,235,000Active
5 beds 4 baths4,248 sq. ft.
64 S Quaker Hill Road, Pawling, NY 12564
MLS# 1010537Listed by: MCGRATH REALTY INC
$560,000Pending
3 beds 2 baths1,578 sq. ft.
132 Mountain View Drive, Holmes, NY 12531
MLS# 1002799Listed by: HOULIHAN LAWRENCE INC.
$499,000Active
3 beds 2 baths1,280 sq. ft.
358 Route 292, Holmes, NY 12531
MLS# 1006794Listed by: MCGRATH REALTY INC
$600,000Active
4 beds 3 baths2,924 sq. ft.
5 Red Tail Court, Pawling, NY 12564
MLS# 945476Listed by: HOULIHAN LAWRENCE INC.
$489,900Pending
4 beds 3 baths2,644 sq. ft.
59-63 Holmes Road, Holmes, NY 12531
MLS# 1004711Listed by: RE/MAX CLASSIC REALTY
$3,100,000Active
3 beds 3 baths3,600 sq. ft.
809 Quaker Hill Road, Pawling, NY 12564
MLS# 1005064Listed by: FOUR SEASONS SOTHEBYS INTL
$565,000Pending
2 beds 2 baths2,194 sq. ft.
168 Old Route 55, Pawling, NY 12564
MLS# 1004011Listed by: RE/MAX CLASSIC REALTY
$875,000Pending
2 beds 2 baths1,793 sq. ft.
122 Dutchess Drive, Holmes, NY 12531
MLS# 999182Listed by: HOULIHAN LAWRENCE INC.
$525,000Pending
3 beds 2 baths1,955 sq. ft.
37 W Deer Trail, Pawling, NY 12564
MLS# 1000847Listed by: WILLIAM RAVEIS REAL ESTATE
$795,000Active
3 beds 2 baths1,166 sq. ft.
1564 Route 292, Holmes, NY 12531
MLS# 1001208Listed by: MCGRATH REALTY INC
$460,000Pending
3 beds 3 baths1,920 sq. ft.
12 John Kane Court, Pawling, NY 12564
MLS# 998554Listed by: MCGRATH REALTY INC
$469,900Active
4 beds 2 baths1,560 sq. ft.
23 Lakeview Drive, Holmes, NY 12531
MLS# 997863Listed by: KELLER WILLIAMS REALTY PARTNER
$599,000Pending
3 beds 3 baths2,722 sq. ft.
2 Stonewall Drive, Holmes, NY 12531
MLS# 996831Listed by: WORLD HOMES REALTY
$5,000,000Active
8 beds 13 baths15,000 sq. ft.
618 Quaker Hill Road, Pawling, NY 12564
MLS# 968589Listed by: SERHANT LLC
$699,000Pending
4 beds 4 baths4,687 sq. ft.
6 Martingale Way, Pawling, NY 12564
MLS# 991153Listed by: MCGRATH REALTY INC
$595,000Pending
3 beds 3 baths2,636 sq. ft.
188 N Quaker Hill Road, Pawling, NY 12564
MLS# 993729Listed by: GILLIAN STEWART REAL ESTATE
$629,900Active
3 beds 2 baths1,768 sq. ft.
57 Buhleir Road, Pawling, NY 12564
MLS# 992269Listed by: BERKSHIRE HATHAWAY HS NE PROP.
$2,500,000Pending
3 beds 4 baths2,292 sq. ft.
34 Meeting House Road, Pawling, NY 12564
MLS# 965224Listed by: MCGRATH REALTY INC
$775,000Pending
3 beds 3 baths3,729 sq. ft.
103 S Harmony Hill Road, Pawling, NY 12564
MLS# 989668Listed by: MCGRATH REALTY INC
$1,799,000Active
5 beds 6 baths5,390 sq. ft.
41 and 43 Meeting House Road, Pawling, NY 12564
MLS# 875119Listed by: DOUGLAS ELLIMAN REAL ESTATE
$499,999Pending
2 beds 1 baths1,347 sq. ft.
1141 Old Quaker Hill Road, Pawling, NY 12564
MLS# 988096Listed by: REAL BROKER NY LLC
$725,000Active
2 beds 2 baths1,722 sq. ft.
1080 Route 292, Holmes, NY 12531
MLS# 978111Listed by: MCGRATH REALTY INC
$990,000Active
4 beds 4 baths3,768 sq. ft.
194 South Road, Holmes, NY 12531
MLS# 964060Listed by: HOULIHAN LAWRENCE INC.
$399,000Pending
2 beds 1 baths1,130 sq. ft.
4 Beachway Drive, Holmes, NY 12531
MLS# 957927Listed by: COLDWELL BANKER REALTY
$460,000Active
2 beds 2 baths1,088 sq. ft.
17 Townsend Boulevard, Pawling, NY 12564
MLS# 922875Listed by: HOWARD HANNA RAND REALTY
$39,000,000Pending
9 beds 15 baths
104 N Garden Drive, Pawling, NY 12564
MLS# 936279Listed by: JULIA B FEE SOTHEBYS INT. RLTY
$675,000Pending
3 beds 3 baths1,680 sq. ft.
1098 292 Route, Holmes, NY 12531
MLS# 932341Listed by: BHHS HUDSON VALLEY PROPERTIES
$216,000Active
2 beds 1 baths672 sq. ft.
5 Birch Drive, Holmes, NY 12531
MLS# 931059Listed by: RE/MAX CLASSIC REALTY
$364,900Active
3 beds 2 baths1,232 sq. ft.
11 Park Lane, Holmes, NY 12531
MLS# 926453Listed by: RIVER REALTY SERVICES, INC.
$1,250,000Active
5 beds 5 baths3,920 sq. ft.
120 Harmony Road, Pawling, NY 12564
MLS# 811617Listed by: HILLSIDE REALTY & DEVELOPMENT
$14,995,000Active
4 beds 4 baths3,942 sq. ft.
15 Kirby Hill Road, Pawling, NY 12564
MLS# 965662Listed by: MCGRATH REALTY INC

Local realty services provided by:CENTURY 21 Galloway Realty, CENTURY 21 New West Properties

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©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.

Terms of use Accessibility DMCA notice Fraud alert Privacy policy Fair housing Do not sell info NY reasonable accommodation Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.