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Middletown, NY Homes for Sale — Page 2 | Realty.com

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Homes for Sale in Middletown, NY

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23 of 201 Listings

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23 of 201 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

50Active
$1,150,000
4 bd · 4 ba · 5,360 sqft
289 Pine Grove Road, Middletown, NY
Pedro Garcia · Curasi Realty, Inc.
21Active
$829,999
5 bd · — ba · 2,912 sqft
26 Winters Lane, Middletown, NY
21Active
$484,900
3 bd · 3 ba · 1,723 sqft
22 Atwood Drive, Middletown, NY
Kelly L Roebuck · Curasi Realty, Inc.

50Active
$688,000
3 bd · 3 ba · 2,646 sqft
151 Bowser Road, Middletown, NY
Zhiheng Tang · KW Hudson Valley United
46Active
$625,000
3 bd · 3 ba · 2,470 sqft
58 Burnt Corners Road, Middletown, NY
Toni Kreusch · BHG Real Estate Green Team
Price Reduced16Active
$295,000
2 bd · 1 ba · 1,248 sqft
40 Academy Avenue, Middletown, NY
Jonathon Z. Lee · 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
27Active
$299,000
3 bd · 1 ba · 1,248 sqft
41 Irwin Avenue, Middletown, NY
Joshua Papka · KW Hudson Valley North
40Active
$670,000
5 bd · 3 ba · 2,804 sqft
20 3rd Street, Middletown, NY
Feng Ching Chang SFR · Acer Realty Inc
41Active
$529,000
3 bd · 2 ba · 1,753 sqft
95 Silver Lake Sctn Road, Middletown, NY
Ammar Iqbal · eXp Realty
23Active
$270,000
3 bd · 2 ba · 1,312 sqft
538 Wagner Avenue, Middletown, NY
Joshua Slater · The Catskill Dream Team
21Active
$899,999
5 bd · 4 ba · 3,820 sqft
2096 Route 6, Middletown, NY
Silena R. Marchetti · S M Target Realty, LLC
50Active
$545,000
3 bd · 3 ba · 2,508 sqft
2 Harvest Hill Lane, Middletown, NY
Kevin Grier · KW Hudson Valley United
36Active
$475,000
3 bd · 3 ba · 2,257 sqft
4 Woodrose Court, Middletown, NY
Alyssa Scancarello · Howard Hanna Rand Realty
42Active
$215,000
1 bd · 1 ba · 879 sqft
11 Brittany Drive, Middletown, NY
Amanda Ferrantello · Hudson Valley Griffith
42Active
$299,000
2 bd · 1 ba · 560 sqft
220 Upper Kennedy, Middletown, NY
Debra Smith · Coldwell Banker Timberland Properties
35Active
$329,900
2 bd · 2 ba · 1,340 sqft
50 Sycamore Drive 50, Middletown, NY
Maliki Cottrell · Cottrell & Associates RE Corp.
33Active
$499,000
3 bd · 3 ba · 2,248 sqft
3 Allerton Avenue, Middletown, NY
Erin K Connolly-Frontino · Artisan Realty
25Active
$350,000
2 bd · 1 ba · 1,007 sqft
608 Kirbytown Road, Middletown, NY
Carol M Buchanan · BHG Real Estate Green Team
21Active
$485,000
3 bd · 3 ba · 1,781 sqft
34 Field Stone Drive, Middletown, NY
Naomi Streicher · Q Home Sales
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
33Active
$475,000
4 bd · 3 ba · 2,152 sqft
8 Pine Street, Middletown, NY
Robin A White · KW Hudson Valley United

1 2 3…9

Listing data & MLS disclosures

NY State MLS: 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.
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

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

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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.

Listing data & MLS disclosures

NY State MLS: 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.
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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

By feature

New construction
With a pool

Nearby areas

ZIP codes

10950 (192)
10940 (131)
12701 (78)
12550 (76)
10990 (74)
10918 (69)
12553 (63)
12790 (58)

Cities

Monroe (184)
Newburgh (75)
Monticello (74)
Warwick (74)
Chester (69)
New Windsor (63)
Wurtsboro (55)
Port Jervis (44)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

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

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.

Nearby areas

ZIP codes

10950 (192)
10940 (131)
12701 (78)
12550 (76)
10990 (74)
10918 (69)
12553 (63)
12790 (58)

Cities

Monroe (184)
Newburgh (75)
Monticello (74)
Warwick (74)
Chester (69)
New Windsor (63)
Wurtsboro (55)
Port Jervis (44)