Homes for Sale in Pawling Town, NY with Pool

7 Homes for Sale

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3D Tour

Photo 3 of Mansion for sale at 41 And 43 Meeting House Rd, Pawling, NY 12564 | MLS# 875119 | Listing updated on 2026-10-01

Photo 1 of Mansion for sale at 41 And 43 Meeting House Rd, Pawling, NY 12564 | MLS# 875119 | Listing updated on 2026-10-01

Photo 2 of Mansion for sale at 41 And 43 Meeting House Rd, Pawling, NY 12564 | MLS# 875119 | Listing updated on 2026-10-01

$1,799,000

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5Bds

6Ba

5,390sqft

Mansion for sale

41 And 43 Meeting House Rd, Pawling, NY 12564

Douglas Elliman Real Estate

Photo 3 of Single family home for sale at 823 N Quaker Hl Rd, Pawling, NY 12564 | MLS# 1053203 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 823 N Quaker Hl Rd, Pawling, NY 12564 | MLS# 1053203 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 823 N Quaker Hl Rd, Pawling, NY 12564 | MLS# 1053203 | Listing updated on 2026-10-03

$2,400,000

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4Bds

4Ba

3,660sqft

Single family home for sale

823 N Quaker Hl Rd, Pawling, NY 12564

Houlihan Lawrence, 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.

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

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

3D Tour

Photo 3 of Sale Pending at 34 Meeting House Rd, Pawling, NY 12564 | MLS# 965224 | Listing updated on 2026-06-26

Photo 1 of Sale Pending at 34 Meeting House Rd, Pawling, NY 12564 | MLS# 965224 | Listing updated on 2026-06-26

Photo 2 of Sale Pending at 34 Meeting House Rd, Pawling, NY 12564 | MLS# 965224 | Listing updated on 2026-06-26

$2,500,000

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3Bds

4Ba

2,292sqft

Sale Pending

34 Meeting House Rd, Pawling, NY 12564

Mcgrath Realty Inc

3D Tour

Photo 3 of Single family home for sale at 15 Kirby Hl Rd, Pawling, NY 12564 | MLS# 965662 | Listing updated on 2026-05-29

Photo 1 of Single family home for sale at 15 Kirby Hl Rd, Pawling, NY 12564 | MLS# 965662 | Listing updated on 2026-05-29

Photo 2 of Single family home for sale at 15 Kirby Hl Rd, Pawling, NY 12564 | MLS# 965662 | Listing updated on 2026-05-29

$14,995,000

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4Bds

4Ba

3,942sqft

Single family home for sale

15 Kirby Hl Rd, Pawling, NY 12564

Mcgrath Realty Inc

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No. of Homes

Single Family Homes for Sale in Pawling Town

Homes for Sale in Pawling Town With AC

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Based on information from OneKey MLS, through Oct 8, 2026, 9:01 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.