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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
840 Old State Route 22, Dover Plains, NY 12522
Active
26

$398,800

3 Beds 2 Baths 1,852 SqFt

840 Old State Route 22, Dover Plains, NY 12522

Listed by Corcoran Country Living

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
14-16 Glen HL, Dover Plains, NY 12522
Active
34

$345,000

5 Beds 2 Baths

14-16 Glen HL, Dover Plains, NY 12522

Listed by Coldwell Banker 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
163 Old State Route 22, Dover Plains, NY 12522
Active
6

$349,999

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
222 Highview RD, Dover Plains, NY 12522
Pending
16

$495,000

3 Beds 2 Baths 1,592 SqFt

222 Highview RD, 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
1190 Chestnut Ridge RD, Dover Plains, NY 12522
Active
42

$13,500,000

5 Beds 8 Baths 5,867 SqFt

1190 Chestnut Ridge 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
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
503 Chestnut Ridge RD, Dover Plains, NY 12522
Active
41

$548,000

3 Beds 2 Baths 1,852 SqFt

503 Chestnut Ridge RD, Dover Plains, NY 12522

Listed by Howard Hanna Rand 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
14 Dover Furnace RD, Dover Plains, NY 12522
Pending
22

$389,000

5 Beds 2 Baths 1,272 SqFt

14 Dover Furnace RD, Dover Plains, NY 12522

Listed by Coldwell Banker 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
703 Butts Hollow RD, Dover Plains, NY 12522
Pending
42

$319,999

5 Beds 3 Baths

703 Butts Hollow RD, 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
105 Sand Hill RD, Dover Plains, NY 12522
Active
23

$499,000

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
44

$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
62 Cardinal Court 62 Cardinal Court, Dover Plains, NY 12522
Active
17

$59,900

2 Beds 2 Baths 924,924 SqFt

62 Cardinal Court 62 Cardinal Court, Dover Plains, NY 12522

Listed by Richard A. Rennia

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
57 Cedar Berry LN, Dover Plains, NY 12522
Active
50

$1,399,999

6 Beds 5 Baths 4,200 SqFt

57 Cedar Berry LN, 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
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
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
9 Ter Bar CT, Dover Plains, NY 12522
Active
2

$100,000

0.83 Acres

9 Ter Bar CT, Dover Plains, NY 12522

Listed by Hillside Realty & Development

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
3156 Route 22 #4 & 5, Dover Plains, NY 12522
Active
19

$14

3156 Route 22 #4 & 5, Dover Plains, NY 12522

Listed by Berkshire Hathaway HS NY Prop

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
565 Halls Corners RD, Dover Plains, NY 12522
Price Dropped by $6K
19

$159,000

5.10 Acres

565 Halls Corners RD, Dover Plains, NY 12522

Listed by World Homes 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
21

$7,900,000

441.99 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
Route 22, Dover Plains, NY 12522
Active
11

$205,000

2.50 Acres

Route 22, 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
Route 22, Dover Plains, NY 12522
Active
11

$205,000

2.03 Acres

Route 22, 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
Route 22, Dover Plains, NY 12522
Active
11

$195,000

1.85 Acres

Route 22, 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
Route 22, Dover Plains, NY 12522
Active
11

$190,000

1.66 Acres

Route 22, 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
Lot 7 Brookview RD, Dover Plains, NY 12522
Active
1

$99,900

3.30 Acres

Lot 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

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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