4 Bedroom Homes for Sale in Pawling Town, NY

10 Homes for Sale

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Photo 3 of Single family home for sale at 139 Harmony Rd, Pawling, NY 12564 | MLS# 1045580 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 139 Harmony Rd, Pawling, NY 12564 | MLS# 1045580 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 139 Harmony Rd, Pawling, NY 12564 | MLS# 1045580 | Listing updated on 2026-10-06

$985,000

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4Bds

3Ba

3,831sqft

Single family home for sale

139 Harmony Rd, Pawling, NY 12564

Mcgrath Realty Inc

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 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

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

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

Hot

Photo 3 of Single family home for sale at 194 South Rd, Holmes, NY 12531 | MLS# 964060 | Listing updated on 2026-09-26

Photo 1 of Single family home for sale at 194 South Rd, Holmes, NY 12531 | MLS# 964060 | Listing updated on 2026-09-26

Photo 2 of Single family home for sale at 194 South Rd, Holmes, NY 12531 | MLS# 964060 | Listing updated on 2026-09-26

$949,000

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4Bds

4Ba

3,768sqft

Single family home for sale

194 South Rd, Holmes, NY 12531

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

Hot

Photo 3 of Single family home for sale at 392 Old Quaker Hl Rd, Pawling, NY 12564 | MLS# 1037768 | Listing updated on 2026-08-15

Photo 1 of Single family home for sale at 392 Old Quaker Hl Rd, Pawling, NY 12564 | MLS# 1037768 | Listing updated on 2026-08-15

Photo 2 of Single family home for sale at 392 Old Quaker Hl Rd, Pawling, NY 12564 | MLS# 1037768 | Listing updated on 2026-08-15

$1,400,000

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4Bds

3Ba

4,136sqft

Single family home for sale

392 Old Quaker Hl 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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Historic Homes for Sale Pawling Town

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Land for Sale in Pawling Town

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Luxury Homes in Pawling Town

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1 Bedroom Homes for Sale in Pawling Town, NY

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Houses for Sale in Pawling Town Under $100K

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Houses for Sale in Pawling Town Under $800K

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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.