Hot

Photo 3 of Single family home for sale at 1095 Route 292, Pawling, NY 12531 | MLS# 1045275 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 1095 Route 292, Pawling, NY 12531 | MLS# 1045275 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 1095 Route 292, Pawling, NY 12531 | MLS# 1045275 | Listing updated on 2026-10-06

$750,000

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3Bds

2Ba

1,280sqft

Single family home for sale

1095 Route 292, Pawling, NY 12531

Homesmart Homes & Estates

Photo 3 of Single family home for sale at 1564 Route 292, Pawling, NY 12531 | MLS# 1001208 | Listing updated on 2026-08-12

Photo 1 of Single family home for sale at 1564 Route 292, Pawling, NY 12531 | MLS# 1001208 | Listing updated on 2026-08-12

Photo 2 of Single family home for sale at 1564 Route 292, Pawling, NY 12531 | MLS# 1001208 | Listing updated on 2026-08-12

$725,000

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3Bds

2Ba

1,628sqft

Single family home for sale

1564 Route 292, Pawling, NY 12531

Mcgrath Realty Inc

Hot

Photo 3 of Single family home for sale at 49 Millstream Ct, Pawling, NY 12564 | MLS# 1046647 | Listing updated on 2026-09-15

Photo 1 of Single family home for sale at 49 Millstream Ct, Pawling, NY 12564 | MLS# 1046647 | Listing updated on 2026-09-15

Photo 2 of Single family home for sale at 49 Millstream Ct, Pawling, NY 12564 | MLS# 1046647 | Listing updated on 2026-09-15

$699,000

count-img 18

3Bds

3Ba

2,737sqft

Single family home for sale

49 Millstream Ct, Pawling, NY 12564

William Raveis-New York, Llc

3D Tour

Photo 3 of Sale Pending at 21 Overlook Dr, Pawling, NY 12564 | MLS# 1029600 | Listing updated on 2026-08-29

Photo 1 of Sale Pending at 21 Overlook Dr, Pawling, NY 12564 | MLS# 1029600 | Listing updated on 2026-08-29

Photo 2 of Sale Pending at 21 Overlook Dr, Pawling, NY 12564 | MLS# 1029600 | Listing updated on 2026-08-29

$699,000

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3Bds

3Ba

1,460sqft

Sale Pending

21 Overlook Dr, Pawling, NY 12564

Mcgrath Realty Inc

Price Drop: $26K

Photo 3 of Single family home for sale at 1080 Route 292, Pawling, NY 12531 | MLS# 978111 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 1080 Route 292, Pawling, NY 12531 | MLS# 978111 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 1080 Route 292, Pawling, NY 12531 | MLS# 978111 | Listing updated on 2026-10-03

$699,000

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2Bds

2Ba

1,722sqft

Single family home for sale

1080 Route 292, Pawling, NY 12531

Mcgrath Realty Inc

Hot

Photo 3 of Single family home for sale at 264 Quaker Hl Rd, Pawling, NY 12564 | MLS# 1047901 | Listing updated on 2026-09-28

Photo 1 of Single family home for sale at 264 Quaker Hl Rd, Pawling, NY 12564 | MLS# 1047901 | Listing updated on 2026-09-28

Photo 2 of Single family home for sale at 264 Quaker Hl Rd, Pawling, NY 12564 | MLS# 1047901 | Listing updated on 2026-09-28

$695,000

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4Bds

2Ba

2,160sqft

Single family home for sale

264 Quaker Hl Rd, Pawling, NY 12564

Gillian Stewart Real Estate

3D Tour

Photo 3 of Sale Pending at 3846 Route 55, Pawling, NY 12564 | MLS# 1035919 | Listing updated on 2026-09-28

Photo 1 of Sale Pending at 3846 Route 55, Pawling, NY 12564 | MLS# 1035919 | Listing updated on 2026-09-28

Photo 2 of Sale Pending at 3846 Route 55, Pawling, NY 12564 | MLS# 1035919 | Listing updated on 2026-09-28

$639,000

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4Bds

4Ba

1,696sqft

Sale Pending

3846 Route 55, Pawling, NY 12564

Ellis Sotheby'S Intl Realty

Price Drop: $9.1K

Photo 3 of Single family home for sale at 45 Willow Lake Dr, Pawling, NY 12531 | MLS# 1017740 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 45 Willow Lake Dr, Pawling, NY 12531 | MLS# 1017740 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 45 Willow Lake Dr, Pawling, NY 12531 | MLS# 1017740 | Listing updated on 2026-10-03

$629,900

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3Bds

3Ba

2,546sqft

Single family home for sale

45 Willow Lake Dr, Pawling, NY 12531

River To Ridge Rlty Associates

Photo 3 of Single family home for sale at 0 Prospect St, Pawling, NY 12564 | MLS# 1024161 | Listing updated on 2026-07-23

Photo 1 of Single family home for sale at 0 Prospect St, Pawling, NY 12564 | MLS# 1024161 | Listing updated on 2026-07-23

Photo 2 of Single family home for sale at 0 Prospect St, Pawling, NY 12564 | MLS# 1024161 | Listing updated on 2026-07-23

$619,900

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3Bds

3Ba

1,652sqft

Single family home for sale

0 Prospect St, Pawling, NY 12564

Exp Realty

Photo 3 of Single family home for sale at 41 W Deer Trl, Pawling, NY 12564 | MLS# 1047471 | Listing updated on 2026-10-02

Photo 1 of Single family home for sale at 41 W Deer Trl, Pawling, NY 12564 | MLS# 1047471 | Listing updated on 2026-10-02

Photo 2 of Single family home for sale at 41 W Deer Trl, Pawling, NY 12564 | MLS# 1047471 | Listing updated on 2026-10-02

$597,500

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4Bds

3Ba

2,300sqft

Single family home for sale

41 W Deer Trl, Pawling, NY 12564

Mcgrath Realty Inc

Photo 3 of Sale Pending at 17 Spring St, Pawling, NY 12564 | MLS# 1022255 | Listing updated on 2026-08-16

Photo 1 of Sale Pending at 17 Spring St, Pawling, NY 12564 | MLS# 1022255 | Listing updated on 2026-08-16

Photo 2 of Sale Pending at 17 Spring St, Pawling, NY 12564 | MLS# 1022255 | Listing updated on 2026-08-16

$575,000

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3Bds

2Ba

2,202sqft

Sale Pending

17 Spring St, Pawling, NY 12564

Mcgrath Realty Inc

Photo 3 of Single family home for sale at 5 Red Tail Ct, Pawling, NY 12564 | MLS# 945476 | Listing updated on 2026-09-25

Photo 1 of Single family home for sale at 5 Red Tail Ct, Pawling, NY 12564 | MLS# 945476 | Listing updated on 2026-09-25

Photo 2 of Single family home for sale at 5 Red Tail Ct, Pawling, NY 12564 | MLS# 945476 | Listing updated on 2026-09-25

$575,000

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4Bds

3Ba

2,924sqft

Single family home for sale

5 Red Tail Ct, Pawling, NY 12564

Houlihan Lawrence Inc.

Hot

Photo 3 of Single family home for sale at 46 Harmony Hl Rd, Pawling, NY 12564 | MLS# 1037637 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 46 Harmony Hl Rd, Pawling, NY 12564 | MLS# 1037637 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 46 Harmony Hl Rd, Pawling, NY 12564 | MLS# 1037637 | Listing updated on 2026-10-06

$575,000

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3Bds

3Ba

1,828sqft

Single family home for sale

46 Harmony Hl Rd, Pawling, NY 12564

Exit Realty Connections

Hot

3D Tour

Photo 3 of Single family home for sale at 66 Reservoir Rd, Pawling, NY 12564 | MLS# 1033232 | Listing updated on 2026-09-21

Photo 1 of Single family home for sale at 66 Reservoir Rd, Pawling, NY 12564 | MLS# 1033232 | Listing updated on 2026-09-21

Photo 2 of Single family home for sale at 66 Reservoir Rd, Pawling, NY 12564 | MLS# 1033232 | Listing updated on 2026-09-21

$525,000

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3Bds

3Ba

1,950sqft

Single family home for sale

66 Reservoir Rd, Pawling, NY 12564

Re/Max Town & Country

Photo 3 of Sale Pending at 5 Henry St, Pawling, NY 12564 | MLS# 1044575 | Listing updated on 2026-09-29

Photo 1 of Sale Pending at 5 Henry St, Pawling, NY 12564 | MLS# 1044575 | Listing updated on 2026-09-29

Photo 2 of Sale Pending at 5 Henry St, Pawling, NY 12564 | MLS# 1044575 | Listing updated on 2026-09-29

$399,000

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4Bds

3Ba

2,424sqft

Sale Pending

5 Henry St, Pawling, NY 12564

Mcgrath Realty Inc

Photo 3 of Single family home for sale at 136 Bundy Hl Rd, Pawling, NY 12531 | MLS# 1052304 | Listing updated on 2026-09-25

Photo 1 of Single family home for sale at 136 Bundy Hl Rd, Pawling, NY 12531 | MLS# 1052304 | Listing updated on 2026-09-25

Photo 2 of Single family home for sale at 136 Bundy Hl Rd, Pawling, NY 12531 | MLS# 1052304 | Listing updated on 2026-09-25

$395,000

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2Bds

2Ba

920sqft

Single family home for sale

136 Bundy Hl Rd, Pawling, NY 12531

Compass Greater Ny, Llc

Photo 3 of Single family home for sale at 401 W Dover Rd, Pawling, NY 12564 | MLS# 1056846 | Listing updated on 2026-10-04

Photo 1 of Single family home for sale at 401 W Dover Rd, Pawling, NY 12564 | MLS# 1056846 | Listing updated on 2026-10-04

Photo 2 of Single family home for sale at 401 W Dover Rd, Pawling, NY 12564 | MLS# 1056846 | Listing updated on 2026-10-04

$369,000

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2Bds

1Ba

768sqft

Single family home for sale

401 W Dover Rd, Pawling, NY 12564

Daniel Gale Sothebys Intl Rlty

Photo 3 of Sale Pending at 357 W Dover Rd, Pawling, NY 12564 | MLS# 1026446 | Listing updated on 2026-09-18

Photo 1 of Sale Pending at 357 W Dover Rd, Pawling, NY 12564 | MLS# 1026446 | Listing updated on 2026-09-18

Photo 2 of Sale Pending at 357 W Dover Rd, Pawling, NY 12564 | MLS# 1026446 | Listing updated on 2026-09-18

$365,000

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3Bds

3Ba

2,137sqft

Sale Pending

357 W Dover Rd, Pawling, NY 12564

Vylla Home

Photo 3 of Single family home for sale at 11 Park Ln, Holmes, NY 12531 | MLS# 926453 | Listing updated on 2026-09-28

Photo 1 of Single family home for sale at 11 Park Ln, Holmes, NY 12531 | MLS# 926453 | Listing updated on 2026-09-28

Photo 2 of Single family home for sale at 11 Park Ln, Holmes, NY 12531 | MLS# 926453 | Listing updated on 2026-09-28

$339,000

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3Bds

2Ba

1,232sqft

Single family home for sale

11 Park Ln, Holmes, NY 12531

River Realty Services, Inc.

Hot

Photo 3 of Land for sale at Lot 5 S White Rock Rd, Pawling, NY 12564 | MLS# 1012082 | Listing updated on 2026-07-13

Photo 1 of Land for sale at Lot 5 S White Rock Rd, Pawling, NY 12564 | MLS# 1012082 | Listing updated on 2026-07-13

Photo 2 of Land for sale at Lot 5 S White Rock Rd, Pawling, NY 12564 | MLS# 1012082 | Listing updated on 2026-07-13

$260,000

count-img 14

--Bds

--Ba

11.49acres lot

Land for sale

Lot 5 S White Rock Rd, Pawling, NY 12564

Houlihan Lawrence Inc.

Price Drop: $40K

Photo 3 of Multi family home for sale at 6 Laurel Dr, Holmes, NY 12531 | MLS# 938285 | Listing updated on 2026-10-01

Photo 1 of Multi family home for sale at 6 Laurel Dr, Holmes, NY 12531 | MLS# 938285 | Listing updated on 2026-10-01

Photo 2 of Multi family home for sale at 6 Laurel Dr, Holmes, NY 12531 | MLS# 938285 | Listing updated on 2026-10-01

$259,900

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5Bds

4Ba

2,790sqft

Multi family home for sale

6 Laurel Dr, Holmes, NY 12531

Ai Realty Brokerage Llc

Photo 3 of Single family home for sale at 1555 Route 292, Pawling, NY 12531 | MLS# 1031078 | Listing updated on 2026-08-19

Photo 1 of Single family home for sale at 1555 Route 292, Pawling, NY 12531 | MLS# 1031078 | Listing updated on 2026-08-19

Photo 2 of Single family home for sale at 1555 Route 292, Pawling, NY 12531 | MLS# 1031078 | Listing updated on 2026-08-19

$249,000

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1Bd

1Ba

733sqft

Single family home for sale

1555 Route 292, Pawling, NY 12531

Exp Realty

Photo 3 of Land for sale at 14 Akindale Rd, Pawling, NY 12564 | MLS# 1029622 | Listing updated on 2026-08-07

Photo 1 of Land for sale at 14 Akindale Rd, Pawling, NY 12564 | MLS# 1029622 | Listing updated on 2026-08-07

Photo 2 of Land for sale at 14 Akindale Rd, Pawling, NY 12564 | MLS# 1029622 | Listing updated on 2026-08-07

$225,000

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--Bds

--Ba

8.44acres lot

Land for sale

14 Akindale Rd, Pawling, NY 12564

Bhhs Hudson Valley Properties

Photo 3 of Sale Pending at 5 Birch Dr, Pawling, NY 12531 | MLS# 931059 | Listing updated on 2026-09-15

Photo 1 of Sale Pending at 5 Birch Dr, Pawling, NY 12531 | MLS# 931059 | Listing updated on 2026-09-15

Photo 2 of Sale Pending at 5 Birch Dr, Pawling, NY 12531 | MLS# 931059 | Listing updated on 2026-09-15

$216,000

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2Bds

1Ba

672sqft

Sale Pending

5 Birch Dr, Pawling, NY 12531

Re/Max Classic Realty

Photo 2 of Land for sale at Lot "d" Oblong Ln, Pawling, NY 12564 | MLS# H6305416 | Listing updated on 2026-01-02

Photo 1 of Land for sale at Lot "d" Oblong Ln, Pawling, NY 12564 | MLS# H6305416 | Listing updated on 2026-01-02

$190,000

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--Bds

--Ba

8.09acres lot

Land for sale

Lot "d" Oblong Ln, Pawling, NY 12564

Howard Hanna Rand Realty

Photo 2 of Land for sale at Lot C Oblong Ln, Pawling, NY 12564 | MLS# H6305414 | Listing updated on 2026-01-02

Photo 1 of Land for sale at Lot C Oblong Ln, Pawling, NY 12564 | MLS# H6305414 | Listing updated on 2026-01-02

$190,000

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--Bds

--Ba

8.15acres lot

Land for sale

Lot C Oblong Ln, Pawling, NY 12564

Howard Hanna Rand Realty

Photo 3 of Land for sale at Woodin Ln, Pawling, NY 12564 | MLS# 1022374 | Listing updated on 2026-07-29

Photo 1 of Land for sale at Woodin Ln, Pawling, NY 12564 | MLS# 1022374 | Listing updated on 2026-07-29

Photo 2 of Land for sale at Woodin Ln, Pawling, NY 12564 | MLS# 1022374 | Listing updated on 2026-07-29

$175,000

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--Bds

--Ba

6.4acres lot

Land for sale

Woodin Ln, Pawling, NY 12564

Mcgrath Realty Inc

Photo 3 of Sale Pending at Walnut St, Pawling, NY 12564 | MLS# 991495 | Listing updated on 2026-09-18

Photo 1 of Sale Pending at Walnut St, Pawling, NY 12564 | MLS# 991495 | Listing updated on 2026-09-18

Photo 2 of Sale Pending at Walnut St, Pawling, NY 12564 | MLS# 991495 | Listing updated on 2026-09-18

$125,000

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--Bds

--Ba

31,799sqft lot

Sale Pending

Walnut St, Pawling, NY 12564

Mcgrath Realty Inc

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Based on information from OneKey MLS, through Oct 8, 2026, 8:45 AM. 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. © 2026 OneKey® MLS. All rights reserved.

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