6 Beds
4 Baths
2.01 Acres
2 Garages

Step into a storybook setting with this extraordinary one-of-a-kind property! Featuring TWO homes on 2 picturesque acres: a circa 1900 farmhouse (4 beds/3 full baths - 2,674 sq. ft.) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath - 1,080 sq. ft.) ideal for multi-generational living, rental income or guest accommodations. This special property is rich in history, and offers a lifestyle that feels both timeless and full of possibility. The main farmhouse welcomes you with a classic wraparound porch - perfect for morning coffee or quiet evenings under the shade of mature maple trees. Inside, you’ll find 4 bedrooms, 2 flex rooms (perfect for office, den or library) and 3 beautifully renovated full baths, where original craftsmanship meets thoughtful modern updates. Heart pine floors, preserved woodwork, original doors and details and sun-filled spaces create warmth and character throughout. At the heart of the home is a stunning, open kitchen featuring a large center island, quarter sawn white oak cabinetry, Vermont soapstone countertops, a farm sink, gas cooktop, double oven with convection, warming drawer and built in drawer style microwave - designed for gathering, cooking, and making memories. The bedrooms are all generously sized and the spacious primary suite offers a peaceful retreat with a huge walk-in closet and a magazine worthy en-suite bath which includes a 56”x36” walk-in shower and double vanity. A walk-up attic adds incredible storage and future potential. Beyond the main home, the charming second residence (once the farm manager’s house and built in the 1950’s) - offers 2 bedrooms with an additional flex space which would be perfect for home office/gym, etc. Complete with a bright and airy living room, eat-in kitchen, full bath, full unfinished basement and it’s own front porch and patio. Whether for extended family, guests, or income potential, the flexibility is unmatched. Outdoors, the property tells its own story - once part of a 100-acre dairy farm and later a sheep farm, it now features fruit-bearing peach trees, a pear tree (rumored to be over 100 years old), raspberries, blueberries, and even a historic hand-dug well. A massive 54’ x 30’ garage/workshop/garden shed provides endless possibilities for hobbies, storage, or creative pursuits. With updated electric (200-amp service in both homes), generator hookup, and newer roofs (2010 & 2013), the heavy lifting has been done - allowing you to simply enjoy. Just minutes to the Taconic State Parkway, James Baird State Park, The Dutchess Rail Trail, Tops Supermarket, several great restaurants and so much more. This is more than a home - it’s a place to put down roots, create traditions, and be part of a piece of history.

Facts & Features
MLS® # 985432
Price $829,900
Bedrooms 6
Bathrooms 4.00
Full Baths 4
Acres 2.01
Year Built 1900
Type Residential Income
Sub-Type Duplex
Style Colonial, Farmhouse
Status Active
MLS hgmls
Community Information
Address 949 Freedom Road
City Pleasant Valley
County Dutchess
State NY
Zip Code 12569
Amenities
Utilities Electricity Connected
Parking Spaces 4
Parking Detached, Driveway, Garage
# of Garages 2
Is Waterfront No
Has Pool No
Interior
Interior Features First Floor Full Bath, Chefs Kitchen, Double Vanity, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Primary Bathroom, Storage, Walk-In Closet(s)
Heating Oil
Cooling Wall/Window Unit(s)
Has Basement Yes
Basement Unfinished
Fireplace No
Exterior
Construction Frame
School Information
District Arlington
Elementary Traver Road Primary School
Middle Lagrange Middle School
High Arlington High School
Additional Information
Date Listed April 15th, 2026
Days on Market 36
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Houlihan Lawrence Inc.
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Listing information last updated on May 21st, 2026 at 12:35pm EDT.