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Single-Family Homes in Middletown, CT
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3 bedsNew constructionWith a pool

Single-Family Homes in Middletown, CT

Single-Family Homes in Middletown, CT

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24 of 35 Listings
Map

Single-Family Homes in Middletown, CT

24 of 35 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 55 Moss Glen — photo40Active

    $415,000

    3 bd · 2 ba · 2,200 sqft

    55 Moss Glen, Middletown, CT

    Nancy Currlin · William Raveis Real Estate

  2. 85 Freeman Road — photo40Active

    $749,900

    4 bd · 3 ba · 2,232 sqft

    85 Freeman Road, Middletown, CT

    Kim Robarge · Coldwell Banker Realty

  3. 17 East Lake Place — photo15Active

    $349,000

    3 bd · 2 ba · 1,164 sqft

    17 East Lake Place, Middletown, CT

    Richard Tirado · New England Realty Assoc LLC

  4. 123 Fisher Road — photo40Active

    $369,999

    3 bd · 2 ba · 1,537 sqft

    123 Fisher Road, Middletown, CT

    Courtney LeBlanc · Dave Jones Realty, LLC

  5. 147 Old Mill Road — photo40Active

    $454,900

    3 bd · 2 ba · 1,774 sqft

    147 Old Mill Road, Middletown, CT

    Michelle Mandel · Carl Guild & Associates

  6. 141 Cimarron Road — photo34Active

    $499,999

    3 bd · 3 ba · 2,628 sqft

    141 Cimarron Road, Middletown, CT

    Nancy Stetson · Coldwell Banker Realty

  7. 145 Monarca Drive — photo40Active

    $1,200,000

    3 bd · 4 ba · 3,456 sqft

    145 Monarca Drive, Middletown, CT

    Lauren Freedman · Coldwell Banker Realty

  8. 17 Miller Street — photo10Active

    $110,000

    3 bd · 1 ba · 1,302 sqft

    17 Miller Street, Middletown, CT

    David Smolowitz · Dave Jones Realty, LLC

  9. 130 Spencer Drive — photo37Active

    $349,000

    5 bd · 2 ba · 1,440 sqft

    130 Spencer Drive, Middletown, CT

    Julia King · William Raveis Real Estate

  10. 19 Kent Court — photo39Active

    $330,000

    3 bd · 2 ba · 1,440 sqft

    19 Kent Court, Middletown, CT

    Anower Hossain · Better Homes and Gardens Real Estate Executive Real Estate

  11. 492 Long Hill Road — photo24Active

    $379,900

    3 bd · 2 ba · 1,536 sqft

    492 Long Hill Road, Middletown, CT

    Atif Seyal · RE/MAX Heritage

  12. 46 Middlefield Street — photoPrice Reduced37Active

    $369,900

    3 bd · 2 ba · 1,236 sqft

    46 Middlefield Street, Middletown, CT

    Michael Monteiro · Ascend Realty LLC

  13. 23 Brookview Lane — photo38Active

    $625,000

    3 bd · 3 ba · 2,252 sqft

    23 Brookview Lane, Middletown, CT

    Javyn Roundtree · Roundtree Realty LLC

  14. 100 Jacobs Terrace — photo27Active

    $339,900

    3 bd · 1 ba · 1,071 sqft

    100 Jacobs Terrace, Middletown, CT

    Stacey McPherson · KW Legacy Partners

  15. 5 Lorraine Terrace — photo8Active

    $349,800

    3 bd · 2 ba · 1,934 sqft

    5 Lorraine Terrace, Middletown, CT

    Christopher Rose · Realhome Services & Solutions

  16. 44 Chamberlain Hill Road — photo40Active

    $779,000

    6 bd · 4 ba · 3,199 sqft

    44 Chamberlain Hill Road, Middletown, CT

    Sharon Linder · Berkshire Hathaway NE Prop.

  17. 85 Oakcliff Road — photoPrice Reduced40Active

    $605,000

    4 bd · 3 ba · 1,908 sqft

    85 Oakcliff Road, Middletown, CT

    Carissa Mastriano · GRL & Realtors, LLC

  18. 46 Meech Road — photo14Active

    $255,000

    3 bd · 2 ba · 1,267 sqft

    46 Meech Road, Middletown, CT

    Lisa Sader · Aspen Realty Group

  19. 76 George Street — photo20Active

    $429,000

    3 bd · 2 ba · 1,581 sqft

    76 George Street, Middletown, CT

    Santo Gulino · William Raveis Real Estate

  20. 1511 Country Club Road — photoPrice Reduced23Active

    $450,000

    2 bd · 2 ba · 3,319 sqft

    1511 Country Club Road, Middletown, CT

    Dean Brockert · Maverick Realty

  21. 20 Chimney Hill Road — photoPrice Reduced33Active

    $699,000

    4 bd · 3 ba · 4,271 sqft

    20 Chimney Hill Road, Middletown, CT

    Joe Koontz · eXp Realty

  22. 104 Bell Street — photo35Active

    $425,000

    4 bd · 2 ba · 1,352 sqft

    104 Bell Street, Middletown, CT

    Warren Juall · HOMESELL

  23. 897 East Street — photoPrice Reduced38Active

    $554,900

    3 bd · 3 ba · 2,797 sqft

    897 East Street, Middletown, CT

    LaurieAnn Hansen · Coldwell Banker Realty

  24. 61 West Street 15 — photo40Active

    $465,000

    2 bd · 3 ba · 1,525 sqft

    61 West Street 15, Middletown, CT

    Milena Mineri · Social & Co Realty

12

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    Thomas O'Leary

    Realty.com

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    Middletown, CT community profile

    Population
    44,815
    Median income
    $74,448
    Housing units
    22,887
    People per sq. mi.
    1,020.8
    Area
    43.9 sq. mi.

    Source: HJN community data

    Middletown housing market

    August 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 103.2% of asking price

    Buyers here are paying above asking. MLS · 48 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 13, 2026

    Median sale price
    $396,750$330,000–$458,750 typical range
    Price per sq. ft.
    $242
    Sales
    24
    Paid in cash
    29.2%

    Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 2026

    Median list price
    $391,450
    Homes for sale
    42
    Median days on market
    7 days

    Price trend · Assessor repeat sales, as of Aug 31, 2026

    Year-over-year
    14.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

    Median home size
    1,570 sq. ft.