Data Source Brokerage:

    Berkshire Hathaway HomeServices Hudson Valley Properties logo

    Berkshire Hathaway HomeServices Hudson Valley Properties

    102 Pleasant Hill Rd, New Windsor, NY 12553

    $1,050,000

    Active

    20 hours ago

    5 beds
    5 baths
    4,499 sq ft
    Built in 1833

    Purchase price

    Down payment

    Estimated rent

    MLS Logo

    Listed By: Deidre McGinty, (201) 492-2128, [email protected], #10401353141, Howard Hanna Rand Realty, (845) 294-3100, [email protected]

    Source: OneKey MLS, #1058072, last updated on 10/22/2026

    About this property

    An 1833 Georgian Colonial, Beautifully Preserved and Fully Reimagined Built in 1833 and set on nearly two acres of terraced, tree-lined grounds, this 4,500-square-foot Georgian colonial is a rare marriage of historic character and flawless modern living. Meticulously maintained and thoughtfully...

    Redfin
    Redfin listing
    Zillow listing
    Google maps

    Powered by

    Bigger Pockets logo

    Be ready to buy

    LendingOne logo

    DSCR best rate guarantee1

    Flexible financing, easy apply

    Explore loan options
    Steadily logo

    Better landlord insurance

    Neighborhood

    Rent comps

    Comparable rent properties
    Address
    Status
    Listed rent
    Listed rent / sq ft
    Distance
    Bed
    Bath
    Sq ft
    Year built

    Sale comps

    Comparable sale properties
    Address
    Status
    Price
    Price / sq ft
    Distance
    Bed
    Bath
    Sq ft
    Year built
    🚀 POWERED BY
    Roofstock Logo

    1 Rate Guarantee. LendingOne will match the interest rate of a competing national private DSCR loan, provided (i) the competing loan has substantially similar origination fees and qualifying credit criteria within reasonable industry standards, such as credit score, LTV, experience, property value and other related metrics, and (ii) they are presented with a formal, written quote, or term sheet document (i.e., not an email) from a national private lender dated within ten (10) business days of submission to LendingOne. The competing rate will be adjusted based on where the 5-Year Treasury Rate was at the time of issuance to the rate on the date of submission to LendingOne and for any rate buydowns.

    DISCLAIMER: The information provided on this website, including property details, pricing, projections, and availability, is for informational purposes only and may change without notice. While Stessa strives to maintain accurate and up to date information, we do not guarantee its completeness or accuracy. Users should independently verify all information and property details, including its availability and any leasing conditions, with the listing agent or property owner before making any decisions. Stessa is not responsible for any errors, omissions, or third-party content and makes no representations or warranties regarding the properties listed. Neither Stessa nor its affiliates are acting as your real estate agent or broker, nor do we represent or endorse any properties or parties. This website is not an offer or solicitation to buy, sell, or lease any property. All transactions are the sole responsibility of the parties involved. Certain real estate content on our website is provided courtesy of the Multiple Listing Service (MLS), as indicated by the “Source” on each listing.

    Terms of servicePrivacy policyResponsible disclosure policyOpen-source software license informationDo not sell my personal informationLicensing

    (c) 2026 Stessa, Inc. All rights reserved.

    Property details
    Virtual Tour
    No virtual tour
    Interior

    Bedrooms & Bathrooms

    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 4

    Heating

    • Oil

    Cooling

    • Wall/Window Unit(s)

    Features

    • Beamed Ceilings, Breakfast Bar, Built-in Features, Eat-in Kitchen, Entrance Foyer, High Ceilings, Kitchen Island, Storage
    • Flooring: Hardwood, Other
    • Has fireplace: Yes
    • Fireplaces: 4

    Interior area

    • Total interior liveable area: 4,499

    Appliances

    • Included: Dishwasher, Gas Cooktop, Gas Oven, Microwave, Stainless Steel Appliance(s), Washer, Water Softener Owned
    Property

    Parking

    • Total spaces: 8
    • Parking features: Driveway, Garage, Garage Door Opener, Heated Garage
    • Has Garage: Yes
    • Garage spaces: 3

    Features

    • Levels: Three Or More
    • Patio & porch: Patio
    • Has private pool: Yes
    • Pool features: In Ground, Salt Water, Private
    • Fencing: Fenced, Back Yard, Wood

    Lot

    • Size: 1.9 Acres

    Details

    • Parcel number: 332489-030-000-0001-068.000-0000
    Construction

    Type & style

    • Home type: Residential
    • Architectural style: Colonial
    • Property subtype: Single Family Residence

    Materials

    • Stone

    Condition

    • Year built: 1833
    Utilities & green energy
    • Sewer: Septic Tank
    • Water: Private, Well

    Financial & listing details

    • Price per square foot: $233

    Neighborhood score

    4.5 / 5