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MLS ID KEY992546Last updated Oct 27, 2026

Duplex

8 Oak Drive

Pending · New Windsor · Orange County, NY 12553

Asking price$785,000Check current status
Bedrooms
6 Beds
Bathrooms
5 Baths
Year built
1949
Est. monthly taxes
$1,369.9
Property gallery0 / 50
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About this home

Welcome to this truly unique and incredible property offering 2 separate homes on one parcel! Live in your spacious beautiful home of over 3100 square feet, and have the luxury of an adorable guest house next door or generate rental income or space for extended family. This amazing property also includes the possible option to assume the remaining VA loan at 2.25% interest to offset your monthly payments! Adding to this special home is the lake rights you can enjoy a few blocks away for Kayaking, swimming or fishing! A tranquil non motorboat lake in the highly sought after Beaver Dam Lake community in Cornwall school District is within your reach. The options are many with an investment such as this! Offset your mortgage with the rental income, or combine family funds and purchase 2 incredible homes for your own family compound. The main residence although originally built in 1949 was torn down to the foundation, expanded in 2006 & creatively rebuilt to over 3,100 square feet of well-defined space. The charm of a sprawling modern Farmhouse that feels like home upon entry with wonderful, oversized windows generating bright and cheerful rooms. Beginning with the stunning foyer (& large coat closet), you will be drawn into immense space throughout. The first- floor huge primary ensuite provides the ease of one floor living with a spacious walk-in closet, lovely spa inspired bathroom w/ a beautiful tiled shower & soaking tub, truly the attraction you have been seeking, creating a wing of privacy. A second lovely bedroom (perfect for home office) & chic full bath also compliment the first floor, as well as the convenience of a full dedicated laundry room. The true heart of the home however is the expansive open concept kitchen, dining & family room combo with soaring vaulted ceiling (and cool decorative built in shelf), recessed lighting, walk in pantry & large island w/ fabulous granite counter top. An abundant space for for gatherings. The first level truly offers the convenience of one level spacious living, and continues to the second floor with 2 generously sized bedrooms (with walk-in closets), full large bathroom, storage closets and a massive family room with so much space you will be "wowed" upon viewing! Plenty of room for family & friends, yet your primary sanctuary remains private on the first floor! This special home will surely be ''the house'' that everyone gravitates to for visits with the attraction of the the wonderful lake & abundant guest space for fun weekend escapes. The 2 story detached cottage next door with 1248 sq ft of living space was updated in 2008 , with newer appliances added in 2021 and features private parking, yard space, central AC, and open layout on the 1st level w/ kitchen, living room & full bath. The 2nd floor provides 2 bedrooms ,2nd full bath & laundry area. A one-of-a-kind distinctive property that offers a community beach with floating platforms, sand toys & boat launches for residents. Whatever you may be searching for, when you are kayaking on a beautiful summer day you will never regret this purchase! The lovely covered front porch also is a perfect area for relaxing and unwinding... and the easy access to the fenced in yard provides safety for children and pets. All you could need or want is right here! Experience life at its best w/ quaint nearby villages of Washingtonville & Cornwall w/ seasonal festivities, parks, eateries, lovely shops & old fashion ice cream stand to sweeten life more. Ideal commuter location w/ Salisbury Train Station (to Penn Station), West Point, Commons shopping & more! An enchanting little secret in a serene lake community in the beautiful Hudson Valley and only 62 miles from NYC! An exceptional investment and & timeless bliss of lake life! This may be the best deal around!!

Listing snapshot

Days on site
59 days
Listed on MLS
May 22, 2026
Full baths
5
Annual property tax (MLS)
$16,438.84
Tax year
2025
Listing brokerage
Hudson Valley Home Connection
MLS ID
KEY992546
Last updated
Oct 27, 2026

General features

Property type
Duplex
Year built
1949
Garage
No
Total parking
4
Parking
Driveway
Water source
Public
Sewer
Public Sewer
Utilities
Cable Available, Cable Connected, Electricity Available

Interior features

Basement
Crawl Space
Heating
Forced Air, Oil
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Kitchen Island, Natural Woodwork, Primary Bathroom, Master Downstairs, Soaking Tub, Storage, Washer/Dryer Hookup
Flooring
Ceramic Tile, Wood
Fireplace
No

Exterior features

Architectural style
Colonial, Cottage
Construction materials
Other, Vinyl Siding
Exterior
Lighting, Mailbox
Private pool
No

Schools (MLS)

Elementary school
Willow Avenue Elementary School
Elementary school district
Cornwall
Middle school
Cornwall Middle School
Middle school district
Cornwall
High school
Cornwall Central High School
High school district
Cornwall

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

New Windsor · Orange County, NY 12553Show interactive map
8 Oak Drive

New Windsor · Orange County, NY 12553

Google Maps directions

Listing data is supplied by the MLS and may change without notice.