949 Freedom Road
Pleasant Valley, NY, 12569 $ 829,900
Bedrooms6 Baths4.0 Monthly Estimate*
$ 5,110
for $829,900 with 6 bedrooms and 4 full baths. This home was built in 1900 on a lot size of 2.01.
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) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath) 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.
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FeaturesInteriorInterior Amenities 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)
Basement Unfinished
Basement Features Unfinished
Basement (Y/N) Y
Total Bedrooms 6
Total Baths 4
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GeneralSewer Septic Tank
Heating Oil
Cooling Wall/Window Unit(s)
Utilities Electricity Connected
Garage Spaces 2
Patio/Porch Features Patio Porch Wrap Around
Architectural Style Colonial Farmhouse
Construction Materials Frame
Year Built 1900
Property Subtype Duplex
Tax Year 2026
Parcel Number 134400-6363-04-926191-0000
County Dutchess County
Property Type Residential Income
Garage Y/N Y
Other Structures Garage(s) Guest House Outbuilding Shed(s) Workshop
Full Baths 4
High School Arlington High School
City Pleasant Valley
Senior Community Y/N N
High School District Arlington
Number Of Units Total 2
Carport Y/N N
Elementary School Traver Road Primary School
Property Attached Y/N N
Tax Annual Amount 13851
Middle/Junior High School Lagrange Middle School
Virtual Tour https://tours.keephoto.com/2379713?idx=1 https://tours.keephoto.com/2379713?a=1
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Arlington
Elementary School District Arlington
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ExteriorParking Features Detached Driveway Garage Detached Driveway Garage
Water Source Well
Total Parking 4
Parking Spaces 4
Waterfront Y/N N
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* Excluded FeaturesList ByJennifer StapletonListing Agent
Houlihan Lawrence Inc.Broker
Affordability Calculator
- Monthly Principal & Interest
- $5,110
- Monthly Property Taxes
- $1,154
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbyMulti-family listings in Pleasant Valley, NY
Average List Price $0
Percent of Sale Price 100%
About Pleasant Valley, NY 9,788 Population
8% Since 2002
$ 76,708 Median Income
44.98 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
4100585 Elementary School
4101025 Middle School
Arlington High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/15/2026 | $829,900 | | Listed Price |