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Middletown, NY Homes for Sale — Page 3 | Realty.com

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Homes for Sale in Middletown, NY

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22 of 192 Listings

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22 of 192 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

18Active
$174,900
2 bd · 2 ba · 924 sqft
412 4th Avenue, Middletown, NY
Sandra Spector · Howard Hanna Rand Realty
Price Reduced45Active
$549,900
3 bd · 2 ba · 1,839 sqft
53 Highland View Place, Middletown, NY
Devon King · HomeSmart Homes & Estates
16Active
$311,000
3 bd · 1 ba · 954 sqft
14 Columbia Avenue, Middletown, NY
Nancy E. LaBarbera · KW Hudson Valley United

Price Reduced23Active
$272,000
3 bd · 3 ba · 1,245 sqft
13 Jimal Drive, Middletown, NY
Ronald Garafalo · Hudson Premium Realty
36Active
$549,000
4 bd · 3 ba · 2,804 sqft
28 3rd Street, Middletown, NY
Travis Thompson · KW Hudson Valley United
15Active
$299,000
2 bd · 2 ba · 1,144 sqft
15 N Aspen Road, Middletown, NY
Carmela Lopez Borrazas · Serhant LLC
8Active
$1,300,900
4 bd · 4 ba · 3,646 sqft
15 Emilia Court, Middletown, NY
Carla J Terranova · Keller Williams Realty
49Active
$499,500
3 bd · 3 ba · 1,976 sqft
15 Randall Heights, Middletown, NY
Lynelle D Alessi · KW Hudson Valley United
Price Reduced46Active
$369,000
2 bd · 1 ba · 1,422 sqft
138 Prospect Avenue, Middletown, NY
Gina Dudgeon · Howard Hanna Rand Realty
32Active
$540,000
3 bd · 2 ba · 1,850 sqft
51 Overhill Road, Middletown, NY
Dever Bruno · Four Points Realty Inc.
31Active
$399,000
2 bd · 1 ba · 960 sqft
243 Howells Turnpike, Middletown, NY
Steven Esposito · HomeSmart Homes & Estates
30Active
$425,000
3 bd · 2 ba · 1,352 sqft
159 Wawayanda Avenue, Middletown, NY
Frank Muccari · Cronin & Company Real Estate
46Active
$499,900
2 bd · 2 ba · 1,473 sqft
24 Lilac Street, Middletown, NY
Lynelle D Alessi · KW Hudson Valley United
18Active
$394,900
2 bd · 3 ba · 1,337 sqft
19 Putters Way Unit 9, Middletown, NY
Christina Wilger · RE/MAX Benchmark Realty Group
23Active
$749,999
3 bd · 3 ba · 1,981 sqft
29 Orange Terrace Unit 29, Middletown, NY
Joao M Rodrigues · Preferred Properties Real Esta
39Active
$325,000
3 bd · 1 ba · 1,092 sqft
55 Orange Terrace, Middletown, NY
Virginia Corbett · eXp Realty
41Active
$499,000
4 bd · 3 ba · 1,848 sqft
12 Westminster Drive, Middletown, NY
Farzana Mian · Century 21 Full Service Realty
38Active
$415,000
4 bd · 3 ba · 2,030 sqft
438 Dry Brook Road, Middletown, NY
Dara Barr · Keller Williams Upstate NY Properties
Price Reduced38Active
$249,000
2 bd · — ba · 864 sqft
27 Bonnell Pl, Middletown, NY
19Active
$470,000
3 bd · 3 ba · 1,408 sqft
487 Greenville Turnpike, Middletown, NY
Antonette Theresa Vogel · BHG Real Estate Green Team
50Active
$369,000
3 bd · 2 ba · 1,922 sqft
3 Moriah Lane, Middletown, NY
Anita S. Cristiano · HomeSmart Homes & Estates
Price Reduced35Active
$329,000
2 bd · 2 ba · 1,136 sqft
49 Brewster Drive, Middletown, NY
Kismet L. Johnson · eXp Realty

1 2 3 4…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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2 Bedroom Homes
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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.