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Middletown, NY Homes for Sale — Page 4 | Realty.com

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Homes for Sale in Middletown, NY

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21 of 192 Listings

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21 of 192 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

35Active
$259,000
2 bd · 2 ba · 1,133 sqft
91 Jimal Drive, Middletown, NY
Darlene Brennan · Howard Hanna Rand Realty
Price Reduced22Active
$269,000
2 bd · 2 ba · 1,133 sqft
65 Jimal Drive, Middletown, NY
Rebecca Kane · KW Hudson Valley United
Price Reduced18Active
$209,000
1 bd · 1 ba · 980 sqft
7 Harding Street, Middletown, NY
Jonathon Z. Lee · KW Hudson Valley United

29Active
$499,900
3 bd · 2 ba · 2,200 sqft
65 Maureen Drive, Middletown, NY
Frank Muccari · Cronin & Company Real Estate
7Active
$685,000
4 bd · 3 ba · 2,887 sqft
907 Scotchtown Collabar Road, Middletown, NY
Brian T. Smith · River Realty Services, Inc.
Price Reduced36Active
$265,888
2 bd · 1 ba · 1,021 sqft
125 Deer Lane, Middletown, NY
Joseph V. Lombardo · Lombardo Homes & Estates
Price Reduced32Active
$370,000
3 bd · 3 ba · 1,692 sqft
13 Old Anvil Lane, Middletown, NY
Hilary R. Goldman · Howard Hanna Rand Realty
Price Reduced21Active
$210,000
1 bd · 2 ba · 785 sqft
14 Brick Pond Road, Middletown, NY
Christina Rowan · Howard Hanna Rand Realty
32Active
$725,000
4 bd · 3 ba · 2,100 sqft
1270 Roaring Brook Lane, Middletown, NY
Sabrina L. Puppolo · Corcoran Country Living
50Active
$1,885,000
2 bd · 2 ba · 1,280 sqft
120 Shaw Road, Middletown, NY
Antoinette M. Caruso · Stonewall Realty Group LLC
5Active
$550,000
4 bd · 3 ba · 2,540 sqft
44-50 Ingalls Street, Middletown, NY
Sandra M. Arnez · KW Hudson Valley United
18Active
$469,000
4 bd · 3 ba · 1,796 sqft
1413 Goshen Turnpike, Middletown, NY
Giulianna R. Rojas · Curasi Realty, Inc.
22Active
$510,000
4 bd · 3 ba · 2,308 sqft
326 North Street, Middletown, NY
Ahida L. Mercado · Real Broker NY LLC
48Active
$899,900
4 bd · 4 ba · 3,699 sqft
19-21 Lincoln Terrace 19, Middletown, NY
Patricia M Sassi · RE/MAX Benchmark Realty Group
Price ReducedOpen house Sat, Nov 7 · 12:00 PM50Active
$899,000
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
50Active
$688,000
4 bd · 3 ba · 2,646 sqft
151 Bowser Road, Middletown, NY
Zhiheng Tang · KW Hudson Valley United
Price Reduced21Active
$469,999
3 bd · 3 ba · 1,723 sqft
22 Atwood Drive, Middletown, NY
Kelly L Roebuck · Curasi Realty, Inc.
40Active
$649,000
5 bd · 3 ba · 2,804 sqft
20 3rd Street, Middletown, NY
Feng Ching Chang SFR · Acer Realty Inc
Price Reduced41Active
$478,000
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

1…3 4 5…8

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

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 41 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 9, 2026

Median sale price: $381,600$325,000–$531,000 typical range
Price per sq. ft.: $273
Sales: 21
Paid in cash: 38.1%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $425,000
Homes for sale: 176
Median days on market: 36 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 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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Homes Under $300K
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2 Bedroom Homes
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By type

Single-Family Homes
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Nearby areas

ZIP codes

10950 (194)
10940 (153)
12771 (64)
10918 (61)
10990 (59)
12553 (58)
12701 (57)
12550 (43)

Cities

Monroe (120)
Montgomery (53)
Port Jervis (47)
Wawarsing (47)
Woodbury (40)
Goshen (38)
Liberty (37)

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

Nearby areas

ZIP codes

10950 (194)
10940 (153)
12771 (64)
10918 (61)
10990 (59)
12553 (58)
12701 (57)
12550 (43)

Cities

Monroe (120)
Montgomery (53)
Port Jervis (47)
Wawarsing (47)
Woodbury (40)
Goshen (38)
Liberty (37)

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

October 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 41 sales · as of Oct 30, 2026

Homes that sold · County records, as of Oct 9, 2026

Median sale price: $381,600$325,000–$531,000 typical range
Price per sq. ft.: $273
Sales: 21
Paid in cash: 38.1%

Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

Median list price: $425,000
Homes for sale: 176
Median days on market: 36 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,692 sq. ft.