Middletown NY Real Estate &

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Beds:
5
Baths:
2.00
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
1010893
Type:
Duplex
Lot size:
0.11 Acres
Year built:
1934
A broker reciprocity listing Courtesy: IBNA Real Estate Group 845-639-9800
View additional info

ADDITIONAL INFORMATION

Looking for an investment property? This unique multi-family opportunity is located in a charming, established neighborhood within walking distance of both United States Military Academy at West Point and historic downtown Highland Falls. The property features two separate residences, each with its own private entrance, making it an attractive option for investors or owner-occupants seeking rental income. The lower level offers a 3-bedroom unit, while the upper level features a 2-bedroom unit. Conveniently located just 14 minutes (approximately 9.5 miles) from the nearest Metro-North Railroad station and only 13 minutes from Woodbury Common Premium Outlets. Property highlights include: Roof and windows approximately 10 years old Two furnaces (1 of which was installed 18 months ago) Two electric meters Two water heaters Garage Basement Spacious backyard Annual operating expenses include taxes, insurance, sewer, and lawn care. Tenants are responsible for all remaining utilities and expenses. HOUSE BEING SOLD AS IS. Please allow 48 hours' notice for showings to accommodate the current tenants.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
1018081
Type:
Duplex
Lot size:
0.15 Acres
Year built:
1893
A broker reciprocity listing Courtesy: Hudson Premium Realty 845-427-4270
View additional info

ADDITIONAL INFORMATION

This spacious 2,016 sq. ft. two-family home offers flexibility for both homeowners and investors. The first-floor unit features 1 bedroom, 1 full bathroom, and direct access to the basement. The second-floor unit offers 2 bedrooms and 2 full bathrooms, providing comfortable living space for occupants. Whether you're looking to live in one unit and generate rental income from the other, or maximize cash flow by renting both units, this property presents an excellent opportunity. The partially finished basement adds additional usable space and includes access to the attached one-car garage. With a little TLC, this property has tremendous potential to become a great income-producing asset or owner-occupied residence. Bring your vision and make it your own!

Beds:
n/a
Baths:
Sq.Ft.:
1,450
Status:
Active
MLS#:
1013153
Type:
Duplex
Lot size:
0.15 Acres
Year built:
1870
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-562-0050
View additional info

ADDITIONAL INFORMATION

Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office Space That is great for an accountant, attorney, Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment 3 rd level offers another large 1 bedroom Apartment. Separate Electric and Hot water heaters. Large Parking Lot Second means of egress concrete staircase. Close to all the great restaurants, shops and pubs. Close to All Major highways train station and Bus terminal. Building is in good condition. Great investment opportunity. Must see !!

Beds:
3
Baths:
3.00
Sq.Ft.:
5,157
Status:
Active
MLS#:
1003208
Type:
Triplex
Lot size:
0.11 Acres
Year built:
1900
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage of this exceptional opportunity to own a versatile, income-generating property in the heart of Downtown Middletown—an up-and-coming city with a pro-business government and strong growth potential. Property Overview: First Floor: Spacious 2,000 sq. ft. commercial space, currently used as a retail store, office, and storage area, plus a large multi-purpose room perfect for meetings, events, or classes Includes a full bathroom, retail front entrance, and private rear access Flexible layout offers potential for multiple businesses or tenants Second Floor: Two fully rented residential apartments: One large 2-bedroom unit One spacious 1-bedroom unit Each with its own kitchen, living room, and full bathroom Approx. 800 sq. ft. per unit Private Parking Lot: Rear parking accommodates up to 5 vehicles Unbeatable Downtown Location: Just steps from City Hall, the NYC bus terminal, the public library, restaurants, shops, and more—this location provides outstanding visibility and walkability for both commercial and residential tenants.

Beds:
6
Baths:
2.00
Sq.Ft.:
3,190
Status:
Active
MLS#:
1001604
Type:
Duplex
Lot size:
0.14 Acres
Year built:
1900
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Excellent investment opportunity in the City of Middletown! This well-maintained duplex features two spacious 3-bedroom, 1-bath units, each offering generous living space and separate utilities. Both units include an oven and refrigerator, with tenants responsible for utilities, providing strong income potential for investors or owner-occupants alike. Finished walk-up attics also provide excellent additional storage space. The property offers a private driveway along with additional parking in the rear, a valuable feature for tenants and guests alike. Conveniently located close to schools, shopping, restaurants, and major commuter routes, this property also features public water and sewer, natural gas heating, and separate gas and electric meters, adding to its overall appeal and functionality. Whether you are looking to expand your investment portfolio or occupy one unit while generating rental income from the other, this property presents a fantastic opportunity with great long-term potential.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,472
Status:
Active
MLS#:
1001186
Type:
Duplex
Lot size:
0.12 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

Beds:
6
Baths:
6.00
Sq.Ft.:
4,480
Status:
Active
MLS#:
997547
Type:
Duplex
Lot size:
0.4 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
View additional info

ADDITIONAL INFORMATION

Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both paired with modern finishes including quartz countertops, stainless steel appliances and a spacious center island with overhang for stools - perfect for everyday dining and entertaining. Stylish LVP floorings spans the main level while the stairs and hallway are hardwood flooring and bedrooms offer your choice of wall-to-wall carpeting for added comfort. Convenient second floor laundry, one-car attached garage door openers, and modern board and batten siding with stone accents complete the package. Each unit has a patio with privacy fence. Perfect for owner-occupants, investors, or multi-generational living, this property offers flexibility and long-term value. Located near the revitalized downtown Middletown and the Route 211 corridor offering casual and fine dining, shopping and entertainment. Close to SUNY Orange, Touro College, Garnet Health Medical Center, and major commuter routes including 1-84 and Route 17.

Beds:
10
Baths:
4.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
997729
Type:
Duplex
Lot size:
0.63 Acres
Year built:
1803
A broker reciprocity listing Courtesy: Q Home Sales 845-357-4663
View additional info

ADDITIONAL INFORMATION

Welcome to this beautiful two-family home located on E Main Street! Perfect for owner-occupants, investors, or extended family living, this spacious property offers incredible flexibility and charm. One unit features 6 bedrooms, while the second unit offers 4 bedrooms, providing plenty of spac. Both units have separate front and side entrances for added privacy and convenience. The property sits on a beautifully maintained lot with lush landscaping, mature trees, and exceptional curb appeal. Additional features include two large parking areas, a detached two-car garage, and plenty of outdoor space to enjoy. Conveniently located near shopping, schools, restaurants, and major highways, this home offers both comfort and accessibility. Whether you are looking for an investment opportunity or a place to keep your extended family together, this property is truly a must-see!

Beds:
6
Baths:
4.00
Sq.Ft.:
2,040
Status:
Active
MLS#:
973999
Type:
Triplex
Lot size:
0.34 Acres
Year built:
1966
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
View additional info

ADDITIONAL INFORMATION

Excellent location and property seeking a savvy investor. Pine Bush schools, fully leased near Highway and less than 5 miles to train. Close to shopping too. Hurry to see before it is gone.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Middletown Real Estate

Middletown is located in New York. Middletown, New York has a population of 30,086. Middletown is less family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Middletown, New York is $59,755. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Middletown is 37.8 years.

Middletown Weather

The average high temperature in July is 83.6 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 44.4 inches per year, with 40.5 inches of snow per year.

Middletown Map

Middletown Real Estate Market Conditions

  • Median sales price

    $419,000
    17.6%
    change since last quarter
  • # Active listings

    193
    30-day change

Middletown Schools and Demographics

Education near Middletown, NY

City County
High School Graduates 85.26 89.92
College Degree - 2 year 10.49 10.52
College Degree - 4 year 19.06 31.44
Graduate Degree 5.21 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Circleville Elementary School PK - 05 569 13.9 10919
Goshen Intermediate School 03 - 05 655 15.2 10924
Maple Hill Elementary School KG - 05 1,162 14.9 10940
Minisink Valley Elementary School KG - 02 440 14.7 10940
Minisink Valley Intermediate School 03 - 05 504 14.4 10940
N A Hamilton Bicentenial School KG - 06 482 12.1 12729
Otisville Elementary School KG - 05 575 13.7 10963
Pakanasink Elementary School PK - 05 461 14.3 10919
Presidential Park Elementary School KG - 05 1,338 15.6 10940
Scotchtown Avenue School KG - 02 591 16 10924
Truman Moon School KG - 05 282 11.8 10940
William A Carter School KG - 05 668 12.8 10940

Middle Schools near Middletown, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Circleville Middle School 06 - 08 553 13.5 10919
Middletown Twin Towers Middle School 06 - 08 841 12.8 10940
Minisink Valley Middle School 06 - 08 953 14.3 10940
Monhagen Middle School 06 - 08 793 12.1 10940

High Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Goshen Central High School 09 - 12 925 13.6 10924
Middletown High School 09 - 12 2,058 14.1 10940
Minisink Valley High School 09 - 12 1,379 15.9 10940

Ungraded Schools near Middletown, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924

Demographics near Middletown, NY

City County
Neighborhood Type Suburban
Population 30,086 398,277
Population Density 5,927 490
Median Age 37.8 37
People per Household 2.8 2.9
Median Household Income 59,755 85,640
Average Income per Capita 29,449 37,651

Real estate near Middletown