4 Bedroom Homes for Sale in Montgomery Town, NY

23 Homes for Sale

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Photo 3 of Sale Pending at 64 Enright Ln, Montgomery, NY 12549 | MLS# 1052235 | Listing updated on 2026-10-08

Photo 1 of Sale Pending at 64 Enright Ln, Montgomery, NY 12549 | MLS# 1052235 | Listing updated on 2026-10-08

Photo 2 of Sale Pending at 64 Enright Ln, Montgomery, NY 12549 | MLS# 1052235 | Listing updated on 2026-10-08

$449,900

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4Bds

3Ba

2,274sqft

Sale Pending

64 Enright Ln, Montgomery, NY 12549

River Realty Services, Inc.

Price Drop: $50K

Photo 3 of Sale Pending at 171 Decker Dr, Montgomery, NY 12586 | MLS# 1008181 | Listing updated on 2026-10-07

Photo 1 of Sale Pending at 171 Decker Dr, Montgomery, NY 12586 | MLS# 1008181 | Listing updated on 2026-10-07

Photo 2 of Sale Pending at 171 Decker Dr, Montgomery, NY 12586 | MLS# 1008181 | Listing updated on 2026-10-07

$549,000

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4Bds

3Ba

2,095sqft

Sale Pending

171 Decker Dr, Montgomery, NY 12586

Picture It Sold, Llc

Photo 3 of Sale Pending at 49 Gladstone Ave, Montgomery, NY 12586 | MLS# 1037235 | Listing updated on 2026-10-07

Photo 1 of Sale Pending at 49 Gladstone Ave, Montgomery, NY 12586 | MLS# 1037235 | Listing updated on 2026-10-07

Photo 2 of Sale Pending at 49 Gladstone Ave, Montgomery, NY 12586 | MLS# 1037235 | Listing updated on 2026-10-07

$389,000

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4Bds

2Ba

1,308sqft

Sale Pending

49 Gladstone Ave, Montgomery, NY 12586

Hudson Valley Home Connection

Photo 3 of Single family home for sale at 8 Acorn Dr, Montgomery, NY 12586 | MLS# 1053066 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 8 Acorn Dr, Montgomery, NY 12586 | MLS# 1053066 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 8 Acorn Dr, Montgomery, NY 12586 | MLS# 1053066 | Listing updated on 2026-10-05

$675,000

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4Bds

3Ba

3,062sqft

Single family home for sale

8 Acorn Dr, Montgomery, NY 12586

Call It Closed Intl. Realty

Photo 3 of Single family home for sale at 392 Bailey Rd, Montgomery, NY 12549 | MLS# 1046076 | Listing updated on 2026-10-01

Photo 1 of Single family home for sale at 392 Bailey Rd, Montgomery, NY 12549 | MLS# 1046076 | Listing updated on 2026-10-01

Photo 2 of Single family home for sale at 392 Bailey Rd, Montgomery, NY 12549 | MLS# 1046076 | Listing updated on 2026-10-01

$714,999

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4Bds

3Ba

2,454sqft

Single family home for sale

392 Bailey Rd, Montgomery, NY 12549

Curasi Realty, Inc.

Price Drop: $23.22K

3D Tour

Photo 3 of Sale Pending at 620 Homestead Ave, Montgomery, NY 12543 | MLS# 1008537 | Listing updated on 2026-09-30

Photo 1 of Sale Pending at 620 Homestead Ave, Montgomery, NY 12543 | MLS# 1008537 | Listing updated on 2026-09-30

Photo 2 of Sale Pending at 620 Homestead Ave, Montgomery, NY 12543 | MLS# 1008537 | Listing updated on 2026-09-30

$527,777

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4Bds

3Ba

3,360sqft

Sale Pending

620 Homestead Ave, Montgomery, NY 12543

National Veterans Realty Group

Open House

Photo 3 of Single family home for sale at 250 Corbett Rd, Montgomery, NY 12549 | MLS# 1025121 | Listing updated on 2026-10-05

Photo 1 of Single family home for sale at 250 Corbett Rd, Montgomery, NY 12549 | MLS# 1025121 | Listing updated on 2026-10-05

Photo 2 of Single family home for sale at 250 Corbett Rd, Montgomery, NY 12549 | MLS# 1025121 | Listing updated on 2026-10-05

$999,000

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4Bds

5Ba

3,769sqft

Single family home for sale

250 Corbett Rd, Montgomery, NY 12549

Bhg Real Estate Green Team

Photo 3 of Single family home for sale at 30 Oakland Ave, Montgomery, NY 12586 | MLS# 1053180 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 30 Oakland Ave, Montgomery, NY 12586 | MLS# 1053180 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 30 Oakland Ave, Montgomery, NY 12586 | MLS# 1053180 | Listing updated on 2026-10-03

$439,900

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4Bds

2Ba

2,000sqft

Single family home for sale

30 Oakland Ave, Montgomery, NY 12586

Picture It Sold, Llc

Hot

3D Tour

Photo 3 of Sale Pending at 28 Enright Ln, Montgomery, NY 12549 | MLS# 1036991 | Listing updated on 2026-09-29

Photo 1 of Sale Pending at 28 Enright Ln, Montgomery, NY 12549 | MLS# 1036991 | Listing updated on 2026-09-29

Photo 2 of Sale Pending at 28 Enright Ln, Montgomery, NY 12549 | MLS# 1036991 | Listing updated on 2026-09-29

$769,000

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4Bds

3Ba

3,078sqft

Sale Pending

28 Enright Ln, Montgomery, NY 12549

Serhant Llc

Hot

Photo 3 of Single family home for sale at 38 Valley Ave, Montgomery, NY 12586 | MLS# 1052671 | Listing updated on 2026-10-02

Photo 1 of Single family home for sale at 38 Valley Ave, Montgomery, NY 12586 | MLS# 1052671 | Listing updated on 2026-10-02

Photo 2 of Single family home for sale at 38 Valley Ave, Montgomery, NY 12586 | MLS# 1052671 | Listing updated on 2026-10-02

$199,500

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4Bds

2Ba

1,440sqft

Single family home for sale

38 Valley Ave, Montgomery, NY 12586

Keller Williams Realty

Price Drop: $10K

Photo 3 of Sale Pending at 3 Stanford Ct, Montgomery, NY 12586 | MLS# 1023145 | Listing updated on 2026-09-18

Photo 1 of Sale Pending at 3 Stanford Ct, Montgomery, NY 12586 | MLS# 1023145 | Listing updated on 2026-09-18

Photo 2 of Sale Pending at 3 Stanford Ct, Montgomery, NY 12586 | MLS# 1023145 | Listing updated on 2026-09-18

$410,000

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4Bds

2Ba

1,734sqft

Sale Pending

3 Stanford Ct, Montgomery, NY 12586

Curasi Realty, Inc.

Hot

Photo 3 of Sale Pending at 47 Ulster Ave, Walden, NY 12586 | MLS# 1005615 | Listing updated on 2026-09-18

Photo 1 of Sale Pending at 47 Ulster Ave, Walden, NY 12586 | MLS# 1005615 | Listing updated on 2026-09-18

Photo 2 of Sale Pending at 47 Ulster Ave, Walden, NY 12586 | MLS# 1005615 | Listing updated on 2026-09-18

$269,900

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4Bds

2Ba

1,876sqft

Sale Pending

47 Ulster Ave, Walden, NY 12586

Exp Realty

Photo 3 of Sale Pending at 607 Heard Ave, Montgomery, NY 12543 | MLS# 1038808 | Listing updated on 2026-09-10

Photo 1 of Sale Pending at 607 Heard Ave, Montgomery, NY 12543 | MLS# 1038808 | Listing updated on 2026-09-10

Photo 2 of Sale Pending at 607 Heard Ave, Montgomery, NY 12543 | MLS# 1038808 | Listing updated on 2026-09-10

$399,999

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4Bds

2Ba

2,004sqft

Sale Pending

607 Heard Ave, Montgomery, NY 12543

Howard Hanna Rand Realty

3D Tour

Photo 3 of Sale Pending at 3 Edmunds Ln, Montgomery, NY 12586 | MLS# 1037222 | Listing updated on 2026-09-10

Photo 1 of Sale Pending at 3 Edmunds Ln, Montgomery, NY 12586 | MLS# 1037222 | Listing updated on 2026-09-10

Photo 2 of Sale Pending at 3 Edmunds Ln, Montgomery, NY 12586 | MLS# 1037222 | Listing updated on 2026-09-10

$439,000

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4Bds

2Ba

1,582sqft

Sale Pending

3 Edmunds Ln, Montgomery, NY 12586

Hudson Valley Home Connection

3D Tour

Photo 3 of Sale Pending at 8 Berea Rd, Montgomery, NY 12586 | MLS# 1037217 | Listing updated on 2026-09-10

Photo 1 of Sale Pending at 8 Berea Rd, Montgomery, NY 12586 | MLS# 1037217 | Listing updated on 2026-09-10

Photo 2 of Sale Pending at 8 Berea Rd, Montgomery, NY 12586 | MLS# 1037217 | Listing updated on 2026-09-10

$429,000

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4Bds

2Ba

1,840sqft

Sale Pending

8 Berea Rd, Montgomery, NY 12586

Hudson Valley Home Connection

Hot

Photo 3 of Single family home for sale at 102 W Wiley St, Maybrook, NY 12543 | MLS# 952456 | Listing updated on 2026-09-04

Photo 1 of Single family home for sale at 102 W Wiley St, Maybrook, NY 12543 | MLS# 952456 | Listing updated on 2026-09-04

Photo 2 of Single family home for sale at 102 W Wiley St, Maybrook, NY 12543 | MLS# 952456 | Listing updated on 2026-09-04

$350,000

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4Bds

4Ba

3,658sqft

Single family home for sale

102 W Wiley St, Maybrook, NY 12543

Erealty Advisors, Inc

3D Tour

Photo 3 of Sale Pending at 30 Northern Ave, Montgomery, NY 12586 | MLS# 956716 | Listing updated on 2026-09-01

Photo 1 of Sale Pending at 30 Northern Ave, Montgomery, NY 12586 | MLS# 956716 | Listing updated on 2026-09-01

Photo 2 of Sale Pending at 30 Northern Ave, Montgomery, NY 12586 | MLS# 956716 | Listing updated on 2026-09-01

$699,999

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4Bds

3Ba

2,705sqft

Sale Pending

30 Northern Ave, Montgomery, NY 12586

Keller Williams Realty

$325,000

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4Bds

2Ba

--sqft

Multi family home for sale

98 Oak St

98 Oak St #96-98, Montgomery, NY 12586

Hudson Valley Home Connection

Building 1 Unit Available

Listing Photo 3 - Condo for sale in building located at 98 Oak St, Montgomery, NY 12586 - Unit #96-98

Unit #96-98

98 Oak St

$325,000 - $325,000

98 Oak St, Montgomery, NY 12586

4+ Beds

$325k+

Photo 3 of Single family home for sale at 64 W Corbett Rd, Montgomery, NY 12549 | MLS# 1037546 | Listing updated on 2026-08-20

Photo 1 of Single family home for sale at 64 W Corbett Rd, Montgomery, NY 12549 | MLS# 1037546 | Listing updated on 2026-08-20

Photo 2 of Single family home for sale at 64 W Corbett Rd, Montgomery, NY 12549 | MLS# 1037546 | Listing updated on 2026-08-20

$899,900

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4Bds

3Ba

2,871sqft

Single family home for sale

64 W Corbett Rd, Montgomery, NY 12549

Kw Hudson Valley United

Open House

Photo 3 of Single family home for sale at 29 Peale Pl, Montgomery, NY 12549 | MLS# 1033185 | Listing updated on 2026-10-06

Photo 1 of Single family home for sale at 29 Peale Pl, Montgomery, NY 12549 | MLS# 1033185 | Listing updated on 2026-10-06

Photo 2 of Single family home for sale at 29 Peale Pl, Montgomery, NY 12549 | MLS# 1033185 | Listing updated on 2026-10-06

$1,100,000

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4Bds

3Ba

2,639sqft

Single family home for sale

29 Peale Pl, Montgomery, NY 12549

Keller Williams Realty

Photo 3 of Single family home for sale at 272 Beaver Dam Rd, Montgomery, NY 12549 | MLS# 1025068 | Listing updated on 2026-08-02

Photo 1 of Single family home for sale at 272 Beaver Dam Rd, Montgomery, NY 12549 | MLS# 1025068 | Listing updated on 2026-08-02

Photo 2 of Single family home for sale at 272 Beaver Dam Rd, Montgomery, NY 12549 | MLS# 1025068 | Listing updated on 2026-08-02

$674,999

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4Bds

4Ba

2,636sqft

Single family home for sale

272 Beaver Dam Rd, Montgomery, NY 12549

Hudson Valley Home Connection

Photo 3 of Single family home for sale at 20 Watkins Dr, Walden, NY 12586 | MLS# 1023058 | Listing updated on 2026-07-16

Photo 1 of Single family home for sale at 20 Watkins Dr, Walden, NY 12586 | MLS# 1023058 | Listing updated on 2026-07-16

Photo 2 of Single family home for sale at 20 Watkins Dr, Walden, NY 12586 | MLS# 1023058 | Listing updated on 2026-07-16

$649,999

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4Bds

3Ba

2,064sqft

Single family home for sale

20 Watkins Dr, Walden, NY 12586

Keller Williams Realty

Photo 3 of Single family home for sale at 24 Francis Harrison Ct, Montgomery, NY 12549 | MLS# 997409 | Listing updated on 2026-10-03

Photo 1 of Single family home for sale at 24 Francis Harrison Ct, Montgomery, NY 12549 | MLS# 997409 | Listing updated on 2026-10-03

Photo 2 of Single family home for sale at 24 Francis Harrison Ct, Montgomery, NY 12549 | MLS# 997409 | Listing updated on 2026-10-03

$699,900

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4Bds

3Ba

2,681sqft

Single family home for sale

24 Francis Harrison Ct, Montgomery, NY 12549

Keller Williams Realty

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No. of Homes

Single Family Homes for Sale in Montgomery Town

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2 Bedroom Homes for Sale in Montgomery Town, NY

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Based on information from OneKey MLS, through Oct 8, 2026, 11:01 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.