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Homes with a Pool in Middletown, NY

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20 listings

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3 beds New construction With a pool

Homes with a Pool in Middletown, NY

Homes with a Pool in Middletown, NY

20 Listings

Homes with a Pool in Middletown, NY

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

21Active
$485,000
3 bd · 3 ba · 1,781 sqft
34 Field Stone Drive, Middletown, NY
Naomi Streicher · Q Home Sales
33Active
$475,000
4 bd · 3 ba · 2,152 sqft
8 Pine Street, Middletown, NY
Robin A White · KW Hudson Valley United
47Active
$599,000
4 bd · 3 ba · 2,832 sqft
1215 Route 211 W, Middletown, NY
Matthew W. Gibbs · KW Hudson Valley United

45Active
$464,999
3 bd · 3 ba · 1,966 sqft
45 Brola Road, Middletown, NY
Chativa Bowen · Keller Williams Realty
50Active
$489,000
3 bd · 3 ba · 1,827 sqft
37 Lindentree Lane, Middletown, NY
Donna A Reese · KW Hudson Valley United
Price Reduced47Active
$789,900
4 bd · 3 ba · 3,958 sqft
158 Reiss Road, Middletown, NY
Danielle Bartula · Howard Hanna Rand Realty
33Active
$415,000
2 bd · 2 ba · 1,200 sqft
48 Ryerson Road, Middletown, NY
Chris M. Cardinal · Keller Williams Realty
37Active
$525,000
3 bd · 3 ba · 1,952 sqft
24 Beth Drive, Middletown, NY
Marc Cineus · Howard Hanna Rand Realty
32Active
$1,680,000
5 bd · 9 ba · 7,794 sqft
3 Bristol Drive, Middletown, NY
Mohamed El Goarany · All American Realty Management
Price Reduced45Active
$795,000
4 bd · 3 ba · 3,276 sqft
34 Stapleton Court, Middletown, NY
Ann Hansen · Howard Hanna Rand Realty
Price Reduced33Active
$485,000
4 bd · 2 ba · 1,861 sqft
678 Prosperous Valley Road, Middletown, NY
Yonauris E. Gonzalez Then · eXp Realty
Price Reduced32Active
$559,000
3 bd · 3 ba · 2,929 sqft
1 Parkview Drive, Middletown, NY
Marie Altieri · Howard Hanna Rand Realty
Price Reduced50Active
$1,475,000
4 bd · 5 ba · 4,199 sqft
270 Kristens Ridge Road, Middletown, NY
Jeffrey Ashton · Coldwell Banker Timberland Properties
49Active
$1,750,000
3 bd · 4 ba · 3,108 sqft
704 Mountain Road, Middletown, NY
Monica Schwerberg · Compass Greater NY, LLC
19Active
$560,000
4 bd · 3 ba · 2,162 sqft
77 Upper Rd Road, Middletown, NY
Yajaira Silva · Madison Allied LLC
Price Reduced36Active
$579,000
6 bd · 4 ba · 2,948 sqft
669 Mountain Road, Middletown, NY
Michelle P Gruberger · Real Estate Circuit Inc
Price Reduced30Active
$839,000
5 bd · 3 ba · 3,764 sqft
238 S Centerville Road, Middletown, NY
Linda VanDeWeert · BHG Real Estate Green Team
Price Reduced50Active
$550,000
3 bd · 2 ba · 3,080 sqft
179 Reservoir Road, Middletown, NY
Dulce M Ferrera · KW Hudson Valley United
Price Reduced50Active
$999,500
4 bd · 3 ba · 2,787 sqft
441 Scotchtown Collabar Road, Middletown, NY
Jacob P. Matthews · Ellis Sotheby's Intl Realty
50Active
$3,250,000
9 bd · 7 ba · 2,700,000 sqft
352 Galli Curci Road, Middletown, NY
Sherret E. Chase · Four Seasons Sotheby's International Realty

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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.

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Listing data & MLS disclosures

New York State Alliance: IDX information is provided exclusively for 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 is deemed reliable but not guaranteed.
Listing information ©2026 New York State Alliance, Inc®. All Rights Reserved. Last Updated: 2026-07-27 18:45:38 UTC
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.

By feature

New construction
With a pool

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

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.