Advertise
    Middletown, NY
    Duplex

    Middletown, NY Duplexes for Sale

    Notify Me
    List
    Map
    New Hampton, NY Goshen, NY Slate Hill, NY Otisville, NY Florida, NY Circleville, NY Johnson, NY Bloomingburg, NY
    9 properties
    Sort:
    Two-Family Residential Income Home
    Updated: May 11
    Two-Family Residential Income Home

    317 E Main Street, Middletown, NY 10940

    $599,000
    0.63 AC lot
    Two‑family home on E Main Street built in 1803
    First unit has 6 bedrooms; second unit has 4 bedrooms for flexible living or renting
    Each unit has separate front and side entrances
    Detached two‑car garage plus two large parking areas with paved driveway/surfaced parking
    Vinyl siding exterior with tile‑ceramic and hardwood flooring
    View details
    Mixed-Use Retail and Residential Building
    Updated: Jun 30
    Mixed-Use Retail and Residential Building

    36 Wallkill Avenue, Middletown, NY 10940

    $550,000
    0.07 AC lot
    Mixed‑use property with 1,919 SF commercial storefront on the first floor and two renovated 2‑bedroom apartments on the second floor
    Residential units total approx. 1,727 SF and each features 2 bedrooms, a full bath, kitchen, and spacious living room
    All three units updated and move‑in/rent‑ready
    Commercial space suited for personal care and wellness services (hair salon, barbershop, skincare/beauty spa, nail salon) subject to municipal approvals
    Year built 1900 with frame construction and vinyl siding
    View details
    Mixed-Use Income Building
    Mixed-Use Income Building

    20 John Street, Middletown, NY 10940

    $575,000
    0.11 AC lot

    Mixed-use building with street-level commercial space and two fully rented apartments above, plus rear parking for up to five vehicles.

    View details
    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Mixed-Use Corner Retail and Apartments
    Mixed-Use Corner Retail and Apartments

    36 Wallkill Avenue, Middletown, NY 10940

    $550,000
    1,919 sqft

    High-visibility corner property combining first-floor retail with two renovated, move-in-ready apartments above.

    View details
    Two-Unit Residential Income Property
    Two-Unit Residential Income Property

    25 Mill Street, Middletown, NY 10940

    $399,900
    0.12 AC lot

    Completely renovated two-unit property with two off-street parking spaces and Residential/CMU zoning.

    View details
    Mixed-Use Building with Rear Parking
    Mixed-Use Building with Rear Parking

    20 John St, Middletown, NY 10940

    $575,000
    3,600 sqft

    Downtown mixed-use property with retail/office space and two fully rented apartments, plus private rear parking for five vehicles.

    View details
    Two-Family Residential Income Property
    Two-Family Residential Income Property

    37 Monhagen Ave, Middletown, NY 10940

    $450,000
    2,151 sqft 0.50 AC lot

    Renovation-ready two-family layout with off-street parking and outdoor space, supported by available building plans.

    View details
    Two-Family Residence with Renovation Plans
    Two-Family Residence with Renovation Plans

    37 Monhagen Avenue, Middletown, NY 10940

    $399,900
    0.40 AC lot

    Two-family conversion per city guidelines, with first-floor renovation plans and a driveway, rear deck, and level backyard.

    View details
    Two-Unit Duplex with Private Driveway
    Two-Unit Duplex with Private Driveway

    215 Linden Avenue, Middletown, NY 10940

    $599,900
    0.14 AC lot

    Well-maintained duplex offering two 3-bedroom units, finished attic storage, and separate utilities for tenant-friendly operation.

    View details
    Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 9 Active listings in Middletown, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Mixed-Use Residential Income Property
    Mixed-Use Residential Income Property

    37 S Plank Road, Westtown, NY 10998

    $825,000
    3.30 AC lot

    Three-bedroom home plus separate two-bedroom cottage, barn, and multiple garages on 3.3 acres.

    View details
    Duplex on Acreage with Pond
    Duplex on Acreage with Pond

    118 Old Roosa Gap Road, Bloomingburg, NY 12721

    $579,000
    7.20 AC lot

    Two-unit duplex on 7+ acres with a spring-fed pond, sold as-is and ready for renovation or rental use.

    View details
    Mixed-Use Property with Barn
    Mixed-Use Property with Barn

    37 S Plank Rd, Westtown, NY 10998

    $1,000,000
    3.30 AC lot

    Three-bedroom home plus two-bedroom cottage and barn, with an approved owner-occupied workshop setup potential.

    View details
    Two-Family Split-Level Residence
    Two-Family Split-Level Residence

    747 Bloomingburg Road, Bloomingburg, NY 12721

    $369,000
    0.88 AC lot

    Legal two-family split-level home with private studio entrance, garage, and in-ground pool on nearly an acre.

    View details

    Middletown, NY Duplexes Market Trends and Statistics

    Explore 9 duplexes for sale in Middletown, NY, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 7,670 square feet of properties for sale, with an estimated market value of $1,575,000.

    Sale prices for duplexes in Middletown, NY start at $450,000, averaging $525,000, and reaching up to $575,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Duplexes 13
    Apartment buildings 4
    Short term rental properties 1
    Triplexes 1

    Demographics Overview

    Population 68K
    Population Growth (5Y) +10.1%
    Median Household Income $89,099
    College Educated 25.2%

    High-Yield Neighborhoods for Investment

    Identify Middletown submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    10940 $483.6K

    Taxes & Financing

    Tax Rate vs County Average 20.50 pp above county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Orange County

    New Delisted

    Need Help?

    Reach out if you need assistance with Realmo tools or have questions about your listings

    Contact Us

    Browse Duplexes for Sale Near Middletown, NY

    Popular Searches in Middletown, NY

    Popular Categories

    Most Searched ZIP Codes in Middletown, NY

    • 10940

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!