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Middletown, NY Homes for Sale — Page 5 | Realty.com

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Homes for Sale in Middletown, NY

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18 of 196 Listings

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18 of 196 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

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
Price Reduced34Active
$435,000
3 bd · 3 ba · 2,257 sqft
4 Woodrose Court, Middletown, NY
Alyssa Scancarello · Howard Hanna Rand Realty

Price Reduced42Active
$199,000
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
Price Reduced31Active
$277,000
2 bd · 2 ba · 1,291 sqft
18 Deer Court Drive, Middletown, NY
David B Wilson · Hudson Premium Realty
Price Reduced21Active
$449,000
3 bd · 3 ba · 1,781 sqft
34 Field Stone Drive, Middletown, NY
Naomi Streicher · Q Home Sales
Price Reduced14Active
$299,900
2 bd · 3 ba · 1,348 sqft
35 Lexington Way, Middletown, NY
Zhiheng Tang · KW Hudson Valley United
Price Reduced36Active
$785,000
3 bd · 3 ba · 1,496 sqft
130 Hanley Road, Middletown, NY
Joann Alvis · Coldwell Banker Village Green
26Active
$289,000
2 bd · 2 ba · 1,110 sqft
63 Sycamore Drive Unit 63, Middletown, NY
Kyle Pierce · Patricia Schiller Real Est Co.
5Active
$335,000
3 bd · 1 ba · 1,224 sqft
41 Clinton Street, Middletown, NY
Ernest Acampora · River Realty Services, Inc.
Price Reduced30Active
$279,000
4 bd · 1 ba · 1,566 sqft
901 Old Route 28, Middletown, NY
Elizabeth A. McGuire · Keller Williams Upstate NY Properties
Price ReducedOpen house Sat, Nov 7 · 2:00 PM31Active
$279,900
3 bd · 1 ba · 860 sqft
256 Cottage Street, Middletown, NY
Brian J Caplicki · KW Hudson Valley United
Price Reduced29Active
$329,000
3 bd · 2 ba · 1,388 sqft
21 Black Stallion Court, Middletown, NY
Liene Kasparsons · Keller Williams Realty
Price Reduced9Active
$99,999
2 bd · 1 ba · 432 sqft
13 Birch Street, Middletown, NY
Patricia Lucey · Picture It Sold, LLC
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
$599,900
4 bd · 3 ba · 2,354 sqft
282 Derby Road, Middletown, NY
Thomas E. Grazier · I Realty LLC
Price Reduced32Active
$680,000
4 bd · 3 ba · 2,646 sqft
130 Apple Lane Drive, Middletown, NY
Kichka Pascaru · Douglas Elliman Real Estate

1…4 5 6…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

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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Nearby areas

ZIP codes

10950 (188)
10940 (155)
12771 (64)
10918 (60)
12701 (57)
12790 (43)
12566 (39)
12758 (36)

Cities

Monroe (119)
Montgomery (53)
Wawarsing (48)
Port Jervis (47)
Liberty (46)
Wallkill (44)
Goshen (38)
Woodbury (38)

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

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 (188)
10940 (155)
12771 (64)
10918 (60)
12701 (57)
12790 (43)
12566 (39)
12758 (36)

Cities

Monroe (119)
Montgomery (53)
Wawarsing (48)
Port Jervis (47)
Liberty (46)
Wallkill (44)
Goshen (38)
Woodbury (38)

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.