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Millbrook, NY

Millbrook, situated in the heart of Dutchess County, New York, is a village renowned for its blend of historical charm and modern elegance. Located in the Hudson Valley, just 90 miles north of New York City, Millbrook is part of the town of Washington. The village is often referred to as a low-key version of the Hamptons, reflecting its status as one of New York's most affluent areas. The real estate landscape in Millbrook is diverse, offering a mix of traditional homes, modern residences, and sprawling estates. With its proximity to cultural landmarks, educational institutions, and natural beauty, Millbrook stands as a sought-after destination for discerning homebuyers and nature enthusiasts alike.

View The Market Report
3881 ROUTE 44, Millbrook, NY 12545
Coming Soon
36

$720,000

2 Beds 3 Baths 1,986 SqFt

3881 ROUTE 44, Millbrook, NY 12545

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
45 Maple Hill DR, Millbrook, NY 12545
Open 5/24 1PM-3PM
40

$1,069,000

4 Beds 4 Baths 3,001 SqFt

45 Maple Hill DR, Millbrook, NY 12545

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
6 Route 343, Millbrook, NY 12545
New
39

$649,000

3 Beds 2 Baths 2,576 SqFt

6 Route 343, Millbrook, NY 12545

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
676-678 Oak Summit RD, Millbrook, NY 12545
Active
22

$2,950

3 Beds 1 Baths 1,196 SqFt

676-678 Oak Summit RD, Millbrook, NY 12545

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
3176 Sharon TPKE, Millbrook, NY 12545
Active
18

$2,500

3 Beds 1 Baths 1,424 SqFt

3176 Sharon TPKE, Millbrook, NY 12545

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
22 Haight AVE, Millbrook, NY 12545
Active
45

$749,000

3 Beds 2 Baths 1,706 SqFt

22 Haight AVE, Millbrook, NY 12545

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
50 Route 343 #B, Millbrook, NY 12545
Active
46

$2,400

2 Beds 2 Baths 2,904 SqFt

50 Route 343 #B, Millbrook, NY 12545

Listed by United RE Hudson Valley Edge

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
50 Route 343 #A, Millbrook, NY 12545
Active
27

$1,750

1 Bed 1 Bath 2,904 SqFt

50 Route 343 #A, Millbrook, NY 12545

Listed by United RE Hudson Valley Edge

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4258 Route 44, Millbrook, NY 12545
Active
35

$1,400,000

3 Beds 8 Baths 10,689 SqFt

4258 Route 44, Millbrook, NY 12545

Listed by William Pitt Sothebys Int Rlty

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
508 Woodstock RD, Millbrook, NY 12545
Active
46

$1,495,000

4 Beds 3 Baths 3,228 SqFt

508 Woodstock RD, Millbrook, NY 12545

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
81 Verbank RD, Millbrook, NY 12545
Active
19

$359,000

3 Beds 2 Baths 1,392 SqFt

81 Verbank RD, Millbrook, NY 12545

Listed by KW MidHudson

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
50 Horseshoe RD, Millbrook, NY 12545
Price Dropped by $26K
35

$599,000

3 Beds 3 Baths 2,480 SqFt

50 Horseshoe RD, Millbrook, NY 12545

Listed by Serhant 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
33 Upper LN, Millbrook, NY 12545
Active
33

$650,000

3 Beds 3 Baths 1,914 SqFt

33 Upper LN, Millbrook, NY 12545

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
8 Alden PL, Millbrook, NY 12545
Active
22

$3,200

3 Beds 2 Baths 1,950 SqFt

8 Alden PL, Millbrook, NY 12545

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
611 N Clove RD, Millbrook, NY 12545
Price Dropped by $34K
41

$895,000

3 Beds 3 Baths 2,033 SqFt

611 N Clove RD, Millbrook, NY 12545

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
3875 Route 82, Millbrook, NY 12545
Price Dropped by $20K
23

$675,000

4 Beds 2 Baths 1,920 SqFt

3875 Route 82, Millbrook, NY 12545

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
247 N Mabbettsville RD, Millbrook, NY 12545
Active
25

$800,000

3 Beds 2 Baths 1,296 SqFt

247 N Mabbettsville RD, Millbrook, NY 12545

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
279 Milewood RD, Millbrook, NY 12545
Pending
33

$495,000

3 Beds 2 Baths 1,512 SqFt

279 Milewood RD, Millbrook, NY 12545

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
3893 Route 82, Millbrook, NY 12545
Active
50

$1,800,000

7 Beds 7 Baths 11,222 SqFt

3893 Route 82, Millbrook, NY 12545

Listed by RE/MAX Town & Country

OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
4098 Route 44, Millbrook, NY 12545
Pending
43

$2,450,000

7 Beds 6 Baths 4,832 SqFt

4098 Route 44, Millbrook, NY 12545

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
43 Maple Hill DR, Millbrook, NY 12545
Active
8

$1,250,000

4 Beds 4 Baths 3,196 SqFt

43 Maple Hill DR, Millbrook, NY 12545

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
4388 Route 82, Millbrook, NY 12545
Pending
44

$775,000

4 Beds 3 Baths 2,470 SqFt

4388 Route 82, Millbrook, NY 12545

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
11 Sutton RD, Millbrook, NY 12545
Active
25

$14,000

3 Beds 2 Baths 1,886 SqFt

11 Sutton RD, Millbrook, NY 12545

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
44 Merrit AVE, Millbrook, NY 12545
Active
38

$1,295,000

3 Beds 3 Baths 2,237 SqFt

44 Merrit AVE, Millbrook, NY 12545

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

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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