855.375.4001
Listing Courtesy of: Dominique Shuminova - William Pitt Sothebys Int Rlty 845-677-9822
$1,095,000 affordable loan icon Calculate Payment

27 Gallagher Dr Pleasant Valley, NY 12569

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Single Family Residence
4 Beds
4 Baths
... Bed/Bath
3,888 Sq. Ft.

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Last updated on 12/14/2025 12:09 AM
In the desirable Salt Point / Clinton Corners corridor between Millbrook and Rhinebeck—on a quiet cul-de-sac just off Salt Point Turnpike, surrounded by farmland, minutes from the Taconic Parkway, and only 90 minutes from NYC—this private Hudson Valley retreat combines convenience, privacy, and stro...ng rental performance. Privately set on 5.6 acres, the property enjoys wide mountain and valley views framed by mature trees and an apple orchard. The approach is serene and the setting completely private. Built for comfort and gathering, the home offers generous space across three finished levels. A large open living area with vaulted ceiling and gas fireplace flows to a well-equipped kitchen with cherry cabinetry, granite counters, double wall ovens, and center island with prep sink. The adjacent keeping room works equally well as a dining or casual lounge area. The main-level primary suite features a gas fireplace, deck access, and en suite bath with radiant floors and glass shower. A home office and powder room complete this level. Upstairs, a loft with balcony connects two additional bedrooms that share a full Jack-and-Jill bath, each with a walk-in closet. The walkout lower level adds extensive flexible space including a recreation room, home gym, movie room, guest suite, and full bath. French doors open to the pool terrace, shaded pergola, and lawns beyond. Outdoor amenities include a heated saltwater pool, six-person hot tub, stone patio, and open grassy lawns bordered by forest—perfect for entertaining or quiet weekends. Western exposure brings brilliant sunsets over the hills. With approximately $200K in annual short-term rental revenue, this is a proven income-generating property offering both financial upside and easy proximity to Millbrook, Rhinebeck, and the Taconic Parkway. Continue reading
MLS#
926773
Property Type
Single Family
Bedrooms
4
Bathrooms
3 Full/1 Half
Year Built
2006
Square Feet
3,888 sq. ft
Lot Size
5.62
Sewer
Holding Tank

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Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Dominique Shuminova - William Pitt Sothebys Int Rlty 845-677-9822
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
This content last refreshed on 12/14/2025 12:09 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
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