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Rhinebeck, NY

Rhinebeck, nestled in the heart of Dutchess County along the eastern banks of the Hudson River, is a quintessential historic town known for its colonial-era roots and timeless charm. Its bustling downtown area, adorned with boutique shops, gourmet restaurants, and quaint cafes, serves as a magnet for both locals and visitors. The town is also home to the Dutchess County Fairgrounds, which hosts numerous events throughout the year, including the renowned Dutchess County Fair. The real estate in Rhinebeck offers a harmonious blend of historic estates, modern homes, and scenic properties, making it a prime choice for those seeking a blend of history, culture, and natural beauty.

View The Market Report
34 Appletree DR, Rhinebeck, NY 12572
New
12

$2,000

1 Bed 1 Bath 650 SqFt

34 Appletree DR, Rhinebeck, NY 12572

Listed by Rouse + Co 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
17 Skytop RDG, Rhinebeck, NY 12572
New
46

$795,000

4 Beds 2 Baths 1,948 SqFt

17 Skytop RDG, Rhinebeck, NY 12572

Listed by George T Whalen 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
28 Crimson Hill RD, Rhinebeck, NY 12572
New
24

$1,450,000

3 Beds 3 Baths 4,722 SqFt

28 Crimson Hill RD, Rhinebeck, NY 12572

Listed by Four Seasons Sothebys Intl

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
364 Gardenia DR, Rhinebeck, NY 12572
New
14

$690,000

2 Beds 3 Baths 1,495 SqFt

364 Gardenia DR, Rhinebeck, NY 12572

Listed by Rouse + Co 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
68 Rosemary WAY, Rhinebeck, NY 12572
New
18

$3,250

2 Beds 3 Baths 1,495 SqFt

68 Rosemary WAY, Rhinebeck, NY 12572

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
637 Route 308, Rhinebeck, NY 12572
New
25

$750,000

3 Beds 1 Baths 2,260 SqFt

637 Route 308, Rhinebeck, NY 12572

Listed by Rouse + Co 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
438 White Schoolhouse RD, Rhinebeck, NY 12572
Active
25

$849,000

3 Beds 3 Baths 2,240 SqFt

438 White Schoolhouse RD, Rhinebeck, NY 12572

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
91 Slate Quarry RD, Rhinebeck, NY 12572
Pending
35

$788,000

3 Beds 2 Baths 1,031 SqFt

91 Slate Quarry RD, Rhinebeck, NY 12572

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
2845 Route 9G ##1, Rhinebeck, NY 12572
Active
16

$2,200

2 Beds 1 Baths 875 SqFt

2845 Route 9G ##1, Rhinebeck, NY 12572

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
22 Crosmour RD, Rhinebeck, NY 12572
Active
36

$625,000

3 Beds 3 Baths 1,616 SqFt

22 Crosmour RD, Rhinebeck, NY 12572

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
43  &  45 South ST, Rhinebeck, NY 12572
Active
28

$1,375,000

3 Beds 3 Baths 1,979 SqFt

43 & 45 South ST, Rhinebeck, NY 12572

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
242 Milan Hollow RD, Rhinebeck, NY 12572
Active
50

$1,300,000

4 Beds 3 Baths 3,000 SqFt

242 Milan Hollow RD, Rhinebeck, NY 12572

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
404 Gardenia DR, Rhinebeck, NY 12572
Pending
47

$685,000

2 Beds 3 Baths 1,495 SqFt

404 Gardenia DR, Rhinebeck, NY 12572

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
7115 Albany Post RD, Rhinebeck, NY 12572
Active
29

$1,500,000

4 Beds 2 Baths 2,756 SqFt

7115 Albany Post RD, Rhinebeck, NY 12572

Listed by Rouse + Co 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
11 Pond DR, Rhinebeck, NY 12572
Pending
29

$475,000

1 Bed 2 Bath 1,194 SqFt

11 Pond DR, Rhinebeck, NY 12572

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
12 Ann DR, Rhinebeck, NY 12572
Pending
24

$1,100,000

4 Beds 3 Baths 3,283 SqFt

12 Ann DR, Rhinebeck, NY 12572

Listed by Rouse + Co 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
28 E Knoll, Rhinebeck, NY 12572
Active
29

$580,000

2 Beds 3 Baths 1,472 SqFt

28 E Knoll, Rhinebeck, NY 12572

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
5 Espie RD, Rhinebeck, NY 12572
Active
21

$2,600

2 Beds 2 Baths 1,110 SqFt

5 Espie RD, Rhinebeck, NY 12572

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
7139 Route 9, Rhinebeck, NY 12572
Price Dropped by $20K
23

$245,000

3 Beds 2 Baths 1,300 SqFt

7139 Route 9, Rhinebeck, NY 12572

Listed by Margaret Mondello 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
35 North LOOP, Rhinebeck, NY 12572
Pending
41

$509,900

2 Beds 2 Baths 1,348 SqFt

35 North LOOP, Rhinebeck, NY 12572

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
15 Pond DR, Rhinebeck, NY 12572
Pending
19

$3,300

2 Beds 3 Baths 1,472 SqFt

15 Pond DR, Rhinebeck, NY 12572

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
10 Pilgrims Progress RD, Rhinebeck, NY 12572
Pending
31

$725,000

3 Beds 2 Baths 2,200 SqFt

10 Pilgrims Progress RD, Rhinebeck, NY 12572

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
155 Rhinecliff RD, Rhinebeck, NY 12572
Active
13

$435,000

3 Beds 2 Baths 1,619 SqFt

155 Rhinecliff RD, Rhinebeck, NY 12572

Listed by Fraleigh & Rakow 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
3553 Route 9G, Rhinebeck, NY 12572
Active
9

$435,000

3 Beds 2 Baths 1,304 SqFt

3553 Route 9G, Rhinebeck, NY 12572

Listed by Staley 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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Equal Housing Opportunity

© 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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