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949 Freedom Road

Pleasant Valley, NY 12569
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Bed 6

Bed

Bath 4

Bath

Acres2.01

Acres(Lot)

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, wh ere 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.

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Detail Ic Property Details

Property Type : Residential Income

Price : $799,900

AD Id : 77513544

MLS Id : 985432

Beds : 6

Lot Size : 2.01 Acres

Year Built : 1900

Garage : 2

County : Dutchess

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Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Room Information

    Basement: Unfinished
  • Interior Features

    Double Vanity, Kitchen Island, Natural Woodwork, Open Floorplan, Storage, Walk-In Closet(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Wall/Window Unit(s)

  • Building Information

    Year Built: 1900 Construction Materials: Frame Patio And Porch Features: Patio, Porch, Wrap Around Private Pool: No

  • Lot Information

    Lot Size Acres: 2.01

  • Listing Price Information

    Listing Price: $799900 Original Price: $829900

  • Tax Information

    Parcel Number: 134400-6363-04-926191-0000 Annual Tax: $13851

  • Parking Information

    Parking Total: 4 Detached, Driveway, Garage

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Traver Road Primary School
    Junior High School: Lagrange Middle School
    Senior High School: Arlington High School
  • Utility Information

    Electricity Connected
  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
234 Lakeshore Drive, Pleasant Valley, NY, 12569 $439,999 4 4 --

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 07/19/2026 @ 12:49

MLS: 985432 LISTED BY: Jennifer Stapleton, Houlihan Lawrence Inc. 845-473-9770 SOURCE: OneKey MLS

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