For Sale
  • For Sale
  • For Lease
  • Recently Sold
  • Property Lookup
  • Brokers
Residential Income
1
  • Retail
  • Office
  • Residential Income
  • Restaurants
  • Industrial
  • Mixed-Use
  • Hospitality
  • Health Care
  • Sports & Entertainment
  • Land
  • Agricultural
  • Specialty
Price
Price range
$
$
Size
Property size / sq.ft.

Middletown, NY Duplexes for Sale

7 results
List
Map
Middletown Two-Family Investment Opportunity
Pending
$369,900
0.14 Acres

Middletown Two-Family Investment Opportunity

44 Houston Avenue Ext, Middletown, NY 10940

Two-unit property near Touro College, ideal for investors or owners.

  • Two‑family home in high‑demand rental location near Touro College, I‑86, I‑84, Galleria Mall, Garnet Medical Center, shops, and restaurants.
  • Recent major updates approved by the City of Middletown, including a new sewer drain line, updated plumbing & water heater (March 2025), and a new 2nd‑floor deck.
  • Ideal for rental income or owner‑occupied living with a 3BR/1BA first‑floor unit and a 2BR/1BA second‑floor unit.
  • Located in an R‑2 zone, offering flexibility for rental or residential use.
  • Roof replaced in 2017.
Updated: Jan 5
View details
Middletown Colonial Multi-Family Home
Pending
$575,000
0.16 Acres

Middletown Colonial Multi-Family Home

126 W Main St, Middletown, NY 10940

Turn-key two-family colonial with modern renovations and income potential.

  • Turn‑key, fully renovated 2‑family Colonial with rental income potential to offset mortgage.
  • Main unit features a 3‑bedroom, 2.5‑bath layout with a first‑floor suite and a brand new kitchen with granite counters and stainless steel appliances.
  • Second unit is a completely renovated 3‑bedroom, 1‑bath apartment with a private entrance.
  • New siding, roof, plumbing, and mechanicals ensure low maintenance and modern efficiency.
  • Separate electric and gas meters for each unit, offering individual control and billing.
Updated: Dec 19, 2025
View details
Middletown Duplex with Spacious Apartments
Pending
$489,000
0.15 Acres

Middletown Duplex with Spacious Apartments

Well-maintained duplex near schools, shopping, and highways.

96-96.5 Beattie Ave, Middletown, NY 10940
View details
Updated Condo in Gated Community
$415,000

Updated Condo in Gated Community

Move-in ready condo with modern upgrades and community amenities.

19 Putters Way, Middletown, NY 10940
View details
Middletown Two-Family Investment Opportunity
$399,900

Middletown Two-Family Investment Opportunity

Well-maintained two-family home near downtown Middletown.

56 Mulberry St, Middletown, NY 10940
View details
Income Property Near Downtown Middletown
$435,000

Income Property Near Downtown Middletown

Two-family property near downtown, parks, and schools.

36 Lake Ave, Middletown, NY 10940
View details
Well-Maintained Two-Family House
$435,000

Well-Maintained Two-Family House

Two-family house with separate utilities and recent improvements.

6 Knapp Ave, Middletown, NY 10940
View details
Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 7 Active listings in Middletown, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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

Multifamily Property in New Hampton
$659,000
2.30 Acres

Multifamily Property in New Hampton

Two updated homes on 2.3 acres in Wawayanda, NY.

155 Pierce Cir, New Hampton, NY 10958
View details
Charming 1820s Two-Family Estate
Pending
$575,000
2.40 Acres

Charming 1820s Two-Family Estate

Renovated 1820s two-family home on 2.4 acres in New Hampton.

831 County Route 12, New Hampton, NY 10958
View details
Bloomingburg Duplex on 7 Acres
$672,500
7.20 Acres

Bloomingburg Duplex on 7 Acres

Duplex in Bloomingburg, NY, featuring two units on 7+ acres.

118 Old Roosa Gap Rd, Bloomingburg, NY 12721
View details
Renovated Dual Income Bungalow
$335,000
1.00 Acre

Renovated Dual Income Bungalow

Two renovated homes on one property, a rare income opportunity.

304-306 Roosa Gap Rd, Bloomingburg, NY 12721
View details

Middletown, NY Duplexes Investment Opportunities Market Analysis

Explore 7 duplexes for sale in Middletown, NY, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 27,408 square feet of properties for sale, with an estimated market value of $1,513,800.

Prices for duplexes in Middletown, NY start at $449,800, averaging $504,600, and reaching up to $575,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

List
Map