2 Bedroom Homes in Middletown, NY

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3 beds New construction With a pool

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12 Listings

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2 Bedroom Homes in Middletown, NY

12 Listings

New35Active

12 listings

2 Bedroom Homes in Middletown, NY

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12 Listings

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2 Bedroom Homes in Middletown, NY

12 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

New35Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$259,000

2 bd · 2 ba · 1,133 sqft

91 Jimal Drive, Middletown, NY

Darlene Brennan · Howard Hanna Rand Realty

New22Active

$285,000

2 bd · 2 ba · 1,133 sqft

65 Jimal Drive, Middletown, NY

Rebecca Kane · KW Hudson Valley United

17Active

$337,000

2 bd · 3 ba · 1,241 sqft

5 Kendal Lane, Middletown, NY

Jonathon Z. Lee · KW Hudson Valley United

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

35Active

$329,900

2 bd · 2 ba · 1,340 sqft

50 Sycamore Drive 50, Middletown, NY

Maliki Cottrell · Cottrell & Associates RE Corp.

Price Reduced26Active

$305,000

2 bd · 2 ba · 1,291 sqft

18 Deer Court Drive, Middletown, NY

David B Wilson · Hudson Premium Realty

Price Reduced14Active

$314,000

2 bd · 3 ba · 1,348 sqft

35 Lexington Way, Middletown, NY

Zhiheng Tang · KW Hudson Valley United

25Active

$289,000

2 bd · 2 ba · 1,110 sqft

63 Sycamore Drive 63, Middletown, NY

Kyle Pierce · Patricia Schiller Real Est Co.

37Active

$289,900

2 bd · 2 ba · 1,049 sqft

141 Ruth Court, Middletown, NY

Dawn E. Gregg · Curasi Realty, Inc.

23Active

$349,000

2 bd · 3 ba · 1,241 sqft

15 Kendal Lane, Middletown, NY

Jonathon Z. Lee · KW Hudson Valley United

28Active

$399,000

2 bd · 3 ba · 1,337 sqft

19 Putters Way 6, Middletown, NY

Xiaohui Cui · KW Hudson Valley United

Price Reduced31Active

$278,000

2 bd · 2 ba · 1,146 sqft

66 Deer Ct Drive, Middletown, NY

Jie Liu · KW Hudson Valley United

Price Reduced22Active

$399,000

2 bd · 3 ba · 1,337 sqft

19 Putters Way 9, Middletown, NY

Abraham Lefkowitz · Access Realty Team Inc

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

Middletown housing market

July 2026 · This period is still settling

Selling at 101.7% of asking price

Buyers here are paying above asking. MLS · 43 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $400,000$250,750–$513,500 typical range
Price per sq. ft.: $229
Sales: 39
Paid in cash: 59.0%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $444,500
Homes for sale: 132
Median days on market: 27 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: -5.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,692 sq. ft.

Middletown, NY community profile

Population: 31,152
Median income: $70,005
Housing units: 12,399
People per sq. mi.: 318.9
Area: 97.7 sq. mi.

Source: HJN community data

Explore Middletown homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Listing data & MLS disclosures

OneKey MLS: The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

Middletown housing market

July 2026 · This period is still settling

Selling at 101.7% of asking price

Buyers here are paying above asking. MLS · 43 sales · as of Jul 31, 2026

Homes that sold · County records, as of Jul 31, 2026

Median sale price: $400,000$250,750–$513,500 typical range
Price per sq. ft.: $229
Sales: 39
Paid in cash: 59.0%

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Median list price: $444,500
Homes for sale: 132
Median days on market: 27 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: -5.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Median home size: 1,692 sq. ft.

Middletown, NY community profile

Population: 31,152
Median income: $70,005
Housing units: 12,399
People per sq. mi.: 318.9
Area: 97.7 sq. mi.

Source: HJN community data

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Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Middletown housing market

Homes that sold · County records, as of Jul 31, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Middletown, NY community profile

Explore Middletown homes

Your local brokerage

Listing data & MLS disclosures

Middletown housing market

Homes that sold · County records, as of Jul 31, 2026

Homes on the market · MLS, as of Jul 21, 2026–Jul 31, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

Middletown, NY community profile