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Middletown, NY Homes for Sale — Page 6 | Realty.com

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Homes for Sale in Middletown, NY

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17 of 202 Listings

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17 of 202 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

37Active
$389,000
2 bd · 2 ba · 1,588 sqft
407 Winter Hollow Road, Middletown, NY
Esther de Jong · Coldwell Banker Timberland Properties
Price Reduced49Active
$489,999
3 bd · 3 ba · 2,500 sqft
58 Cobblestone Lane, Middletown, NY
Doreen Crowther · Howard Hanna Rand Realty
40Active
$745,000
3 bd · 2 ba · 1,579 sqft
1794 Winter Hollow Road, Middletown, NY
Hillary Kolos · COMPASS Greater NY LLC

Price Reduced36Active
$365,000
3 bd · 2 ba · 1,200 sqft
31 Lakota Drive, Middletown, NY
Pamela Jean Orr · Keller Williams Upstate NY Properties
33Active
$599,000
3 bd · 3 ba · 2,086 sqft
189 School House Road, Middletown, NY
Joseph Paoli · Howard Hanna Rand Realty
Price Reduced44Active
$324,000
3 bd · 1 ba · 1,830 sqft
122 Castle High Road, Middletown, NY
Denise S Clancy · Curasi Realty, Inc.
Price Reduced46Active
$415,000
4 bd · 2 ba · 1,732 sqft
23 Marcy Lane, Middletown, NY
Dennis B. Aboagye · Keller Williams Realty Group
Price Reduced36Active
$349,000
4 bd · 2 ba · 1,770 sqft
26 1/2 Ridge Street, Middletown, NY
Cheskel Werzberger · Mount Realty
Price Reduced50Active
$595,000
3 bd · 3 ba · 1,728 sqft
229 Townsend Hollow Road, Middletown, NY
Susan B. Doig · Coldwell Banker Timberland Properties
25Active
$478,000
4 bd · 2 ba · 1,770 sqft
25 Independence Avenue, Middletown, NY
Jin Pang · Panorama Realty
Price Reduced20Active
$139,000
1 bd · 1 ba · 735 sqft
394 Concord Lane, Middletown, NY
Carol Scully · Keller Williams Realty
Price Reduced18Active
$178,500
2 bd · 2 ba · 924 sqft
412 4th Avenue, Middletown, NY
Sandra Spector · Howard Hanna Rand Realty
Price Reduced50Active
$799,000
4 bd · 3 ba · 3,296 sqft
411 Mt Joy Road, Middletown, NY
Donna A Reese · KW Hudson Valley United
Price Reduced42Active
$599,000
3 bd · 3 ba · 3,225 sqft
23 Orange Terrace, Middletown, NY
Joao M Rodrigues · Preferred Properties Real Esta
Price Reduced27Active
$285,000
3 bd · 2 ba · 1,280 sqft
722 Silver Lake Scotchtown Road, Middletown, NY
Gursharn Dhaliwal · BHHS Hudson Valley Properties
Price Reduced33Active
$485,000
4 bd · 2 ba · 1,861 sqft
678 Prosperous Valley Road, Middletown, NY
Yonauris E. Gonzalez Then · eXp Realty
Price Reduced18Active
$489,000
4 bd · 2 ba · 1,932 sqft
12 Walnut Lane, Middletown, NY
Xiaohui Cui · KW Hudson Valley United

1…5 6 7…9

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
New York State Alliance of MLSs: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.

Middletown housing market

August 2026 · This period is still settling

Selling at 100.7% of asking price

Buyers here are paying above asking. MLS · 49 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $432,450$321,250–$547,500 typical range
Price per sq. ft.: $269
Sales: 50
Paid in cash: 34.0%

Homes on the market · MLS, as of Aug 24, 2026–Aug 31, 2026

Median list price: $450,000
Homes for sale: 146
Median days on market: 22 days

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

Year-over-year: 9.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Median home size: 1,694 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

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Nearby areas

ZIP codes

10950 (196)
10940 (136)
12550 (89)
10901 (81)
12553 (73)
10990 (72)
10977 (63)
12701 (63)

Cities

Ramapo (217)
Blooming Grove (131)
Warwick (Town) (128)
Thompson (106)
Monroe (96)
New Windsor (82)
Mamakating (81)
Newburgh (Town) (60)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Nearby areas

ZIP codes

10950 (196)
10940 (136)
12550 (89)
10901 (81)
12553 (73)
10990 (72)
10977 (63)
12701 (63)

Cities

Ramapo (217)
Blooming Grove (131)
Warwick (Town) (128)
Thompson (106)
Monroe (96)
New Windsor (82)
Mamakating (81)
Newburgh (Town) (60)

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
New York State Alliance of MLSs: The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance 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. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.

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

Middletown housing market

August 2026 · This period is still settling

Selling at 100.7% of asking price

Buyers here are paying above asking. MLS · 49 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 28, 2026

Median sale price: $432,450$321,250–$547,500 typical range
Price per sq. ft.: $269
Sales: 50
Paid in cash: 34.0%

Homes on the market · MLS, as of Aug 24, 2026–Aug 31, 2026

Median list price: $450,000
Homes for sale: 146
Median days on market: 22 days

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

Year-over-year: 9.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Aug 19, 2026

Median home size: 1,694 sq. ft.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas