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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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18 of 195 Listings

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18 of 195 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

46Active
$489,999
3 bd · 4 ba · 1,827 sqft
93 Meadow View Drive, Middletown, NY
Kevin Grier · Keller Williams Hudson Valley
30Active
$299,000
4 bd · 1 ba · 1,566 sqft
901 Old Route 28, Middletown, NY
Elizabeth A. McGuire · Keller Williams Upstate NY Properties
31Active
$299,900
3 bd · 1 ba · 860 sqft
256 Cottage Street, Middletown, NY
Brian J Caplicki · KW Hudson Valley United

31Active
$359,000
3 bd · 2 ba · 1,388 sqft
21 Black Stallion Court, Middletown, NY
Liene Kasparsons · Keller Williams Realty
Price Reduced9Active
$105,000
2 bd · 1 ba · 432 sqft
13 Birch Street, Middletown, NY
Patricia Lucey · Picture It Sold, LLC
46Active
$385,000
3 bd · 3 ba · 1,496 sqft
43 Mayer Drive, Middletown, NY
Wenpeng Guan · KW Hudson Valley United
37Active
$499,000
8 bd · 4 ba · 1,664 sqft
42204 State Hwy 28, Middletown, NY
Pamela Jean Orr · Keller Williams Upstate NY Properties
33Active
$620,000
4 bd · 3 ba · 2,354 sqft
282 Derby Road, Middletown, NY
Thomas E. Grazier · I Realty LLC
37Active
$289,900
2 bd · 2 ba · 1,049 sqft
141 Ruth Court, Middletown, NY
Dawn E. Gregg · Curasi Realty, Inc.
45Active
$489,000
4 bd · 2 ba · 1,796 sqft
50 Scott Drive, Middletown, NY
Dulce M Ferrera · KW Hudson Valley United
3Active
$285,000
2 bd · 1 ba · 1,019 sqft
16 Earle Street 14 1/2, Middletown, NY
Joao M Rodrigues · Preferred Properties Real Esta
Price Reduced15Active
$329,000
3 bd · 1 ba · 1,176 sqft
195 Commonwealth Avenue, Middletown, NY
Loretta Wolff · NexLvl Real Estate Inc.
24Active
$299,999
2 bd · 1 ba · 1,164 sqft
14 Airport Road, Middletown, NY
Cindy Dorcely · KW Hudson Valley United
39Active
$349,000
3 bd · 1 ba · 1,092 sqft
1630 Goshen Turnpike, Middletown, NY
Yehuda Z. Lefkowits · MS Realty Group USA, Inc
Price Reduced41Active
$399,000
3 bd · 3 ba · 1,696 sqft
696 County Highway 3, Middletown, NY
Pamela Jean Orr · Keller Williams Upstate NY Properties
Price Reduced17Active
$294,990
3 bd · 2 ba · 1,440 sqft
50 Hampton Court, Middletown, NY
Haakim Byrd · HomeSmart Homes & Estates
45Active
$464,999
3 bd · 3 ba · 1,966 sqft
45 Brola Road, Middletown, NY
Chativa Bowen · Keller Williams Realty
Price Reduced50Active
$419,900
4 bd · 2 ba · 1,560 sqft
21 Harrison Street, Middletown, NY
Jie Liu · KW Hudson Valley United

1…3 4 5…9

Listing data & MLS disclosures

NYSShare: Listing information provided by NYSShare.
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

Nearby areas

ZIP codes

12701 (65)
12790 (60)
10940 (39)
12758 (39)
12566 (36)
12549 (32)
12586 (31)
12721 (31)

Cities

Thompson (107)
Mamakating (85)
Bethel (68)
Fallsburg (64)
Montgomery (53)
Liberty (45)
Wawarsing (40)
Shawangunk (35)

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

NYSShare: Listing information provided by NYSShare.
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

12701 (65)
12790 (60)
10940 (39)
12758 (39)
12566 (36)
12549 (32)
12586 (31)
12721 (31)

Cities

Thompson (107)
Mamakating (85)
Bethel (68)
Fallsburg (64)
Montgomery (53)
Liberty (45)
Wawarsing (40)
Shawangunk (35)

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.