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House for sale at 8 Oak Dr, New Windsor, NY 12553 | MLS# 992546 | Listing updated on 2026-09-30
Photo 1 of House for sale at 8 Oak Dr, New Windsor, NY 12553 | MLS# 992546 | Listing updated on 2026-09-30
Photo 2 of House for sale at 8 Oak Dr, New Windsor, NY 12553 | MLS# 992546 | Listing updated on 2026-09-30
Photo 3 of House for sale at 8 Oak Dr, New Windsor, NY 12553 | MLS# 992546 | Listing updated on 2026-09-30
Photo 4 of House for sale at 8 Oak Dr, New Windsor, NY 12553 | MLS# 992546 | Listing updated on 2026-09-30
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$785,000

Monthly Est:$3,907

  • Beds Icon6 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,407sqft

8 Oak Dr, New Windsor, NY 12553

$3,907/moEst:

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  • Duplex

  • Built in 1949

  • $-- HOA

  • 15,246 sqft lot

  • $178/sq.ft

Description

A 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.. Welcome to an extraordinary opportunity, a rare offering with 2 separate homes on one remarkable parcel with coveted lake rights. 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!!

  • Houzeo last checked: 1 minute ago
  • Listing updated: September 30, 2026 at 7:04 am
  • Listing Provided by: Rose Daversa (845) 541-1329 | Hudson Valley Home Connection (914) 213-4259
  • Source: OneKey MLS-NY | MLS#: 992546 OneKey MLS-NY

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Building
8 Oak Dr
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Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Orange County

  • City

    New Windsor

  • Neighborhood

    --

  • Year Built

    1949

  • HOA Fees

    -

  • Finished Area

    4,407 sqft

  • Lot Size

    15,246 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    992546

  • MLS Status

    Active

  • Days on Market

    145

  • Cumulative Days on Market

    131

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 5

Interior

  • Cooling

    Central Air

  • Interior Features

    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

  • Exterior Features

    Lighting, Mailbox

  • Sewer

    Public Sewer

  • Heating

    Forced Air, Oil

Construction

  • Year Built

    Year Built: 1949

  • Home type

    Duplex

  • Construction Materials

    Vinyl Siding

  • Architectural Style

    Includes Legal Accessory Apartment, Colonial

Utilities & Energy

  • Laundry Features

    Laundry Room

  • Utilities

    Cable Available, Cable Connected, Electricity Available

  • Basement

    Crawl Space

  • Parking Features

    Driveway

  • Water Source

    Public

Other Features

  • Lot Features

    Level, Near Public Transit, See Remarks

  • Patio And Porch Features

    Covered, Wrap Around

  • Community Features

    Other

  • Subdivision Name

    Beaver Dam

Price History

DateEventPrice

09/29/2026

Source: mls_logoOneKey MLS-NY #KEY992546

Price Increased

$785,000 +4.68%

$178/sqft

09/03/2026

Source: mls_logoOneKey MLS-NY #KEY992546

Price Decreased

$749,900 -4.47%

$170/sqft

05/22/2026

Source: mls_logoOneKey MLS-NY #KEY992546

Listed for Sale

$785,000 -1.87%

$178/sqft

05/18/2026

Source: mls_logoOneKey MLS-NY #KEY992546

Coming Soon

$799,999 -3.03%

$182/sqft

04/27/2026

Source: mls_logoOneKey MLS-NY #KEY890834

Listing Removed

$825,000

$187/sqft

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Based on information from OneKey MLS, through Oct 10, 2026, 01:46PM. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group