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3 bedsWith a pool
Homes with a Pool in Middletown, NY
22 listings

Homes with a Pool in Middletown, NY

Homes with a Pool in Middletown, NY

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22 Listings
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Homes with a Pool in Middletown, NY

22 Listings

  1. 197 Deer Ct Drive — photoOpen house Sun, Oct 25 · 1:00 PM32

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
Active

$339,000

2 bd · 3 ba · 1,473 sqft

197 Deer Ct Drive, Middletown, NY

David L. White · Owner Entry.com

  • 4 Francis Drive — photo44Active

    $499,999

    4 bd · 2 ba · 2,188 sqft

    4 Francis Drive, Middletown, NY

    Chativa Bowen · Keller Williams Realty

  • 311 Howells Road — photo37Active

    $399,999

    3 bd · 1 ba · 1,188 sqft

    311 Howells Road, Middletown, NY

    Tehillah Deslandes · Howard Hanna Rand Realty

  • 6 Beverly Road — photo31Active

    $549,900

    4 bd · 3 ba · 2,520 sqft

    6 Beverly Road, Middletown, NY

    Antoinette M Gundersen · HomeSmart Homes & Estates

  • 51 Overhill Road — photo32Active

    $540,000

    3 bd · 2 ba · 1,850 sqft

    51 Overhill Road, Middletown, NY

    Dever Bruno · Four Points Realty Inc.

  • 228 Thornapple Road — photo42Active

    $995,000

    3 bd · 3 ba · 2,726 sqft

    228 Thornapple Road, Middletown, NY

    Hillary Kolos · COMPASS Greater NY LLC

  • 19 Putters Way Unit 9 — photoOpen house Sat, Oct 24 · 2:00 PM18Active

    $394,900

    2 bd · 3 ba · 1,337 sqft

    19 Putters Way Unit 9, Middletown, NY

    Christina Wilger · RE/MAX Benchmark Realty Group

  • 143 Deer Ct Drive — photo35Active

    $299,000

    2 bd · 2 ba · 1,291 sqft

    143 Deer Ct Drive, Middletown, NY

    Martha Randazzo · Howard Hanna Rand Realty

  • 487 Greenville Turnpike — photo19Active

    $470,000

    3 bd · 3 ba · 1,408 sqft

    487 Greenville Turnpike, Middletown, NY

    Antonette Theresa Vogel · BHG Real Estate Green Team

  • 65 Maureen Drive — photo29Active

    $499,900

    3 bd · 2 ba · 2,200 sqft

    65 Maureen Drive, Middletown, NY

    Frank Muccari · Cronin & Company Real Estate

  • 19-21 Lincoln Terrace 19 — photo48Active

    $899,900

    4 bd · 4 ba · 3,699 sqft

    19-21 Lincoln Terrace 19, Middletown, NY

    Patricia M Sassi · RE/MAX Benchmark Realty Group

  • 151 Bowser Road — photo50Active

    $688,000

    4 bd · 3 ba · 2,646 sqft

    151 Bowser Road, Middletown, NY

    Zhiheng Tang · KW Hudson Valley United

  • 4 Woodrose Court — photoPrice Reduced34Active

    $435,000

    3 bd · 3 ba · 2,257 sqft

    4 Woodrose Court, Middletown, NY

    Alyssa Scancarello · Howard Hanna Rand Realty

  • 34 Field Stone Drive — photoPrice Reduced21Active

    $449,000

    3 bd · 3 ba · 1,781 sqft

    34 Field Stone Drive, Middletown, NY

    Naomi Streicher · Q Home Sales

  • 45 Brola Road — photo45Active

    $464,999

    3 bd · 3 ba · 1,966 sqft

    45 Brola Road, Middletown, NY

    Chativa Bowen · Keller Williams Realty

  • 678 Prosperous Valley Road — photoPrice Reduced33Active

    $485,000

    4 bd · 2 ba · 1,861 sqft

    678 Prosperous Valley Road, Middletown, NY

    Yonauris E. Gonzalez Then · eXp Realty

  • 202 Concord Lane — photoPrice Reduced41Active

    $349,000

    3 bd · 3 ba · 1,200 sqft

    202 Concord Lane, Middletown, NY

    Soleil Jackman · Howard Hanna Rand Realty

  • 270 Kristens Ridge Road — photoPrice Reduced50Active

    $1,475,000

    4 bd · 5 ba · 4,199 sqft

    270 Kristens Ridge Road, Middletown, NY

    Jeffrey Ashton · Coldwell Banker Timberland Properties

  • 238 S Centerville Road — photoPrice Reduced30Active

    $799,999

    5 bd · 3 ba · 3,764 sqft

    238 S Centerville Road, Middletown, NY

    Linda VanDeWeert · BHG Real Estate Green Team

  • 352 Galli Curci Road — photo50Active

    $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

  • 352 Galli Curci — photo50Active

    $3,250,000

    7 bd · 7 ba · 8,276 sqft

    352 Galli Curci, Middletown, NY

    Sherret E. Chase · Four Seasons Sothebys Intl

  • 390 Erpf Road — photoPrice Reduced50Active

    $8,500,000

    8 bd · 8 ba · 5,266 sqft

    390 Erpf Road, Middletown, NY

    Kathryn M. Johnson · William Pitt Sothebys Int Rlty

  • Explore Middletown homes

    By price

    • Homes Under $300K
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    By bedrooms

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    By type

    • Single-Family Homes
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    By feature

    • Homes with a Pool
    Realty.com

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    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: 2026-10-01 19:23:23 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.

    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

    September 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 42 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 24, 2026

    Median sale price
    $425,000$315,000–$489,000 typical range
    Price per sq. ft.
    $221
    Sales
    21
    Paid in cash
    38.1%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $469,000
    Homes for sale
    161
    Median days on market
    26 days

    Price trend · Assessor repeat sales, as of Sep 30, 2026

    Year-over-year
    4.9%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 9, 2026

    Median home size
    1,694 sq. ft.