949 Freedom Road Pleasant Valley, NY $ 829,900
949 Freedom Road
$ 829,900
Recently Listed
Share Save

949 Freedom Road

Pleasant Valley, NY, 12569
$ 829,900
Bedrooms6 Baths4.0

Monthly Estimate*

$ 5,110

949 Freedom Road, Pleasant Valley, NY 12569 - Image 1
949 Freedom Road, Pleasant Valley, NY 12569 - Image 2
949 Freedom Road, Pleasant Valley, NY 12569 - Image 3
949 Freedom Road, Pleasant Valley, NY 12569 - Image 4
949 Freedom Road, Pleasant Valley, NY 12569 - Image 5
949 Freedom Road, Pleasant Valley, NY 12569 - Image 6
949 Freedom Road, Pleasant Valley, NY 12569 - Image 7
949 Freedom Road, Pleasant Valley, NY 12569 - Image 8
949 Freedom Road, Pleasant Valley, NY 12569 - Image 9
949 Freedom Road, Pleasant Valley, NY 12569 - Image 10
949 Freedom Road, Pleasant Valley, NY 12569 - Image 11
949 Freedom Road, Pleasant Valley, NY 12569 - Image 12
949 Freedom Road, Pleasant Valley, NY 12569 - Image 13
949 Freedom Road, Pleasant Valley, NY 12569 - Image 14
949 Freedom Road, Pleasant Valley, NY 12569 - Image 15
949 Freedom Road, Pleasant Valley, NY 12569 - Image 16
949 Freedom Road, Pleasant Valley, NY 12569 - Image 17
949 Freedom Road, Pleasant Valley, NY 12569 - Image 18
949 Freedom Road, Pleasant Valley, NY 12569 - Image 19
949 Freedom Road, Pleasant Valley, NY 12569 - Image 20
949 Freedom Road, Pleasant Valley, NY 12569 - Image 21
949 Freedom Road, Pleasant Valley, NY 12569 - Image 22
949 Freedom Road, Pleasant Valley, NY 12569 - Image 23
949 Freedom Road, Pleasant Valley, NY 12569 - Image 24
949 Freedom Road, Pleasant Valley, NY 12569 - Image 25
949 Freedom Road, Pleasant Valley, NY 12569 - Image 26
949 Freedom Road, Pleasant Valley, NY 12569 - Image 27
949 Freedom Road, Pleasant Valley, NY 12569 - Image 28
949 Freedom Road, Pleasant Valley, NY 12569 - Image 29
949 Freedom Road, Pleasant Valley, NY 12569 - Image 30
949 Freedom Road, Pleasant Valley, NY 12569 - Image 31
949 Freedom Road, Pleasant Valley, NY 12569 - Image 32
949 Freedom Road, Pleasant Valley, NY 12569 - Image 33
949 Freedom Road, Pleasant Valley, NY 12569 - Image 34
949 Freedom Road, Pleasant Valley, NY 12569 - Image 35
949 Freedom Road, Pleasant Valley, NY 12569 - Image 36
949 Freedom Road, Pleasant Valley, NY 12569 - Image 37
949 Freedom Road, Pleasant Valley, NY 12569 - Image 38
949 Freedom Road, Pleasant Valley, NY 12569 - Image 39
949 Freedom Road, Pleasant Valley, NY 12569 - Image 40
949 Freedom Road, Pleasant Valley, NY 12569 - Image 41
949 Freedom Road, Pleasant Valley, NY 12569 - Image 42
949 Freedom Road, Pleasant Valley, NY 12569 - Image 43
949 Freedom Road, Pleasant Valley, NY 12569 - Image 44
949 Freedom Road, Pleasant Valley, NY 12569 - Image 45
949 Freedom Road, Pleasant Valley, NY 12569 - Image 46
949 Freedom Road, Pleasant Valley, NY 12569 - Image 47
949 Freedom Road, Pleasant Valley, NY 12569 - Image 48
949 Freedom Road, Pleasant Valley, NY 12569 - Image 49
949 Freedom Road, Pleasant Valley, NY 12569 - Image 50
View a Virtual Tour

Multi-Family Home for sale in Pleasant Valley, NY

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.

See more

Multi-Family Active

Price

$ 829,900

Bedrooms

6

Full Bath

4

Property Type

Multi-Family

Taxes

$ 13,851

Style

Colonial,Farmhouse

Lot Size

2.01

Year Built

1900

Town/City

Pleasant Valley

County/Region

Dutchess

MLS | Web ID

985432

Features
Interior
Interior 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
See more
General
Sewer 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
See more
Exterior
Parking Features Detached Driveway Garage Detached Driveway Garage
Water Source Well
Total Parking 4
Parking Spaces 4
Waterfront Y/N N
See more
Internal Only
Street Number 1 949
See more
* Excluded Features
List By
Jennifer Stapleton

Listing Agent

Houlihan Lawrence Inc.

Broker

845-473-9770

Contact

Affordability Calculator

$6,264
Per Month
82%
18%
0%
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

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4100585 Elementary School
4101025 Middle School
Arlington High School High School
Pricing History
DatePricePrice ChangeDescription
4/15/2026$829,900 Listed Price

Map


See all

949 Freedom Road, Pleasant Valley, NY, 12569 is a Multi-Family Home for sale at $829,900 with a lot size of 2.01. 949 Freedom Road has 6 bedrooms, 4.0 baths, and was built in 1900. The property's zip code is 12569 which is in Pleasant Valley, NY