Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
Listing photo for 27 Gallagher Lane, Pleasant Valley, NY
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27 Gallagher Lane,

Pleasant Valley, NY

$1,095,000

4 Beds
4 Baths
3,888 Sqft
5.62 Acres
4 Garages

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 strong 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.

Facts & Features
MLS® # 926773
Price $1,095,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,888
Acres 5.62
Year Built 2006
Type Residential
Sub-Type Single Family Residence
Style Colonial, Contemporary
Status Active
MLS hgmls
Community Information
Address 27 Gallagher Lane
City Pleasant Valley
County Dutchess
State NY
Zip Code 12569
Amenities
Utilities Electricity Connected
Parking Attached
# of Garages 4
Is Waterfront No
Has Pool Yes
Pool Fenced, In Ground
Interior
Interior Features First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Chefs Kitchen, Granite Counters, High Ceilings, His and Hers Closets, Kitchen Island, Master Downstairs, Storage, Walk-In Closet(s)
Appliances Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Washer, Wine Refrigerator
Heating Hot Air
Cooling Central Air
Has Basement Yes
Basement Finished, Full, Walk-Out Access
Fireplace Yes
# of Fireplaces 2
Fireplaces Bedroom, Living Room
Exterior
Exterior Features Fire Pit
Lot Description Back Yard, Cleared, Cul-De-Sac, Front Yard, Landscaped
Construction Frame
School Information
District Hyde Park
Elementary Netherwood
Middle Haviland Middle School
High Franklin D Roosevelt Senior High School
Additional Information
Date Listed October 15th, 2025
Days on Market 111
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of William Pitt Sothebys Int Rlty
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Listing information last updated on February 10th, 2026 at 12:35am EST.