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Dover Plains, NY

Dover Plains, located in the serene Dutchess County, New York, is a hamlet known for its rich history and picturesque landscapes. Nestled in the northern part of the town of Dover, it offers a tranquil setting with the backdrop of the Ten Mile River valley. The hamlet has deep historical roots, with landmarks and institutions that have stood the test of time. The real estate landscape in Dover Plains is diverse, featuring a mix of traditional homes, farmlands, and modern residences. Its peaceful environment, combined with its historical significance, makes Dover Plains a desirable destination for those seeking a blend of heritage and natural beauty in their living space.

View The Market Report
20 Craig LN, Dover Plains, NY 12522
Open Sun 11AM-1PM
26

$595,000

3 Beds 3 Baths 2,409 SqFt

20 Craig LN, Dover Plains, NY 12522

Listed by K. Fortuna Realty, Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
12 Neighborly LN, Dover Plains, NY 12522
Active
13

$69,900

3 Beds 1 Baths 1,324 SqFt

12 Neighborly LN, Dover Plains, NY 12522

Listed by River Realty Services, Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
30 Tally-Ho DR, Dover Plains, NY 12522
Active
46

$130,000

2 Beds 2 Baths 1,000 SqFt

30 Tally-Ho DR, Dover Plains, NY 12522

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
32 Reimer AVE, Dover Plains, NY 12522
Active
15

$2,950

3 Beds 1 Baths 1,440 SqFt

32 Reimer AVE, Dover Plains, NY 12522

Listed by Hudson Property Services, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
226 Cart RD #C, Dover Plains, NY 12522
Price Dropped by $40K
47

$575,000

3 Beds 3 Baths 2,188 SqFt

226 Cart RD #C, Dover Plains, NY 12522

Listed by K. Fortuna Realty, Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
9 Evan RD, Dover Plains, NY 12522
Pending
23

$429,000

3 Beds 3 Baths 2,004 SqFt

9 Evan RD, Dover Plains, NY 12522

Listed by Maison Realty LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
160 Holesapple RD #52, Dover Plains, NY 12522
Active
23

$99,999

3 Beds 2 Baths 1,200 SqFt

160 Holesapple RD #52, Dover Plains, NY 12522

Listed by BHHS Hudson Valley Properties

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
110 Gina Drive, Dover Plains, NY 12522
Price Dropped by $10K
23

$185,000

2 Beds 2 Baths 1,056 SqFt

110 Gina Drive, Dover Plains, NY 12522

Listed by Havens Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
810 ROUTE 343, Dover Plains, NY 12522
Active
19

$599,408

4 Beds 2 Baths 2,148 SqFt

810 ROUTE 343, Dover Plains, NY 12522

Listed by Elyse Harney Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
256 Hammond Hill RD, Dover Plains, NY 12522
Price Dropped by $30K
21

$499,000

3 Beds 2 Baths 1,900 SqFt

256 Hammond Hill RD, Dover Plains, NY 12522

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
21-23 Tinker Town RD, Dover Plains, NY 12522
Active
26

$1,950,000

3 Beds 1 Baths 1,482 SqFt

21-23 Tinker Town RD, Dover Plains, NY 12522

Listed by McGrath Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
151 Benson Hill RD, Dover Plains, NY 12522
Active
45

$3,750,000

7 Beds 7 Baths 6,138 SqFt

151 Benson Hill RD, Dover Plains, NY 12522

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
17 Plymouth Rock RD, Dover Plains, NY 12522
Pending
18

$185,000

2 Beds 1 Baths 768 SqFt

17 Plymouth Rock RD, Dover Plains, NY 12522

Listed by Houlihan Lawrence Inc.

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
37 Glen AVE, Dover Plains, NY 12522
Price Dropped by $24K
3

$375,000

5 Beds 3 Baths

37 Glen AVE, Dover Plains, NY 12522

Listed by YourHomeSold Guaranteed Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
360 Old State Route 22, Dover Plains, NY 12522
Active
46

$815,000

4 Beds 4 Baths 2,234 SqFt

360 Old State Route 22, Dover Plains, NY 12522

Listed by BHHS Hudson Valley Properties

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
163 Old State Route 22, Dover Plains, NY 12522
Pending
6

$249,999

2 Beds 2 Baths 1,440 SqFt

163 Old State Route 22, Dover Plains, NY 12522

Listed by Newman Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3481 Route 22, Dover Plains, NY 12522
Pending
19

$459,000

3 Beds 3 Baths

3481 Route 22, Dover Plains, NY 12522

Listed by Havens Real Estate

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
105 Sand Hill RD, Dover Plains, NY 12522
Active
23

$450,000

1 Bed 1 Bath 805 SqFt

105 Sand Hill RD, Dover Plains, NY 12522

Listed by Hudson Modern Co

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
56 Northrup RD, Dover Plains, NY 12522
Active
46

$2,475,000

4 Beds 5 Baths 2,412 SqFt

56 Northrup RD, Dover Plains, NY 12522

Listed by Compass Greater NY, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
59 Corbin RD, Dover Plains, NY 12522
Pending
16

$289,000

3 Beds 1 Baths 1,000 SqFt

59 Corbin RD, Dover Plains, NY 12522

Listed by eRealty Advisors, Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
7 BROOKVIEW RD, Dover Plains, NY 12522
New
1

$110,000

3.30 Acres

7 BROOKVIEW RD, Dover Plains, NY 12522

Listed by R. Ferris Real Estate, LLC

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Old Pawling RD, Dover Plains, NY 12564
Active
7

$50,000

2.70 Acres

Old Pawling RD, Dover Plains, NY 12564

Listed by eXp Realty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
1297 Route 343, Dover Plains, NY 12522
Active
14

$5,000,000

332.30 Acres

1297 Route 343, Dover Plains, NY 12522

Listed by McGrath Realty Inc

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Tinker Town RD, Dover Plains, NY 12522
Active
3

$79,000

1.49 Acres

Tinker Town RD, Dover Plains, NY 12522

Listed by Keller Williams Realty Partner

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS

All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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© 2026 Anais O’Connor, REALTOR® | LIC #10401336489 | Compass - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

Anais O’Connor is a real estate agent affiliated with COMPASS, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to anais.oconnor@compass.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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