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Homes Under $500K in Middletown, CT
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3 bedsNew constructionWith a pool

Homes Under $500K in Middletown, CT

Homes Under $500K in Middletown, CT

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14 Listings
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Homes Under $500K in Middletown, CT

14 Listings

  1. 3 Rising Trail Court 3 — photo37Active

    $215,000

    3 bd · 2 ba · 1,232 sqft

    3 Rising Trail Court 3, Middletown, CT

    Jordan Ostrofsky · LPT Realty

  2. 14 Forest Glen Circle 13 — photoPrice Reduced36Active

    $225,000

    2 bd · 1 ba · 930 sqft

    14 Forest Glen Circle 13, Middletown, CT

    Mark Toledo · Berkshire Hathaway NE Prop.

  3. 1231 Washington Street 2 — photo22Active

    $224,500

    3 bd · 1 ba · 1,109 sqft

    1231 Washington Street 2, Middletown, CT

    Chris Hogan · Century 21 Classic Homes

  4. 201 College Street 10 — photo40Active

    $199,000

    2 bd · 2 ba · 1,510 sqft

    201 College Street 10, Middletown, CT

    Doug Hagen · Starr Team at LPT Realty

  5. 316 Carriage Crossing Lane 316 — photo28Active

    $199,900

    2 bd · 2 ba · 866 sqft

    316 Carriage Crossing Lane 316, Middletown, CT

    Jeff Petersen · Century 21 AllPoints Realty

  6. 52 Trolley Crossing Lane 52 — photo23Active

    $245,000

    3 bd · 2 ba · 1,136 sqft

    52 Trolley Crossing Lane 52, Middletown, CT

    Jithu Sajeevan · Serhant Connecticut, LLC

  7. 95 Trolley Crossing Lane 95 — photo40Active

    $199,900

    2 bd · 2 ba · 1,206 sqft

    95 Trolley Crossing Lane 95, Middletown, CT

    Roger Lavoie · LAER Realty Partners

  8. 122 Newfield Street 3a — photo39Active

    $329,900

    3 bd · 2 ba · 1,346 sqft

    122 Newfield Street 3a, Middletown, CT

    Michelle Mazzotta · eXp Realty

  9. 774 Long Hill Road 774 — photo38Active

    $299,900

    3 bd · 2 ba · 1,360 sqft

    774 Long Hill Road 774, Middletown, CT

    Dawn Gagliardi · Serhant Connecticut, LLC

  10. 210 Carriage Crossing Lane 210 — photo28Active

    $249,900

    2 bd · 2 ba · 960 sqft

    210 Carriage Crossing Lane 210, Middletown, CT

    Timothy Morse · Alliance Realty LLC

  11. 277 Carriage Crossing Lane 277 — photo24Active

    $220,000

    1 bd · 1 ba · 760 sqft

    277 Carriage Crossing Lane 277, Middletown, CT

    Santo Buccheri · Carl Guild & Associates

  12. 606 Congdon Street West 6 — photoPrice Reduced34Active

    $289,900

    2 bd · 2 ba · 1,432 sqft

    606 Congdon Street West 6, Middletown, CT

    James Didato · Berkshire Hathaway NE Prop.

  13. 234 South Main Street 203 — photo20Active

    $269,900

    2 bd · 2 ba · 1,222 sqft

    234 South Main Street 203, Middletown, CT

    Barbara Puorro · Puorro Realty Group

  14. 201 College Street 20 — photoPrice Reduced22Active

    $179,900

    2 bd · 2 ba · 1,150 sqft

    201 College Street 20, Middletown, CT

    Wally Namane · Keller Williams Realty Prtnrs.

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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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    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

    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 28, 2026

    Median sale price
    $372,500$303,750–$450,000 typical range
    Price per sq. ft.
    $256
    Sales
    46
    Paid in cash
    52.2%

    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
    5.7%

    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.

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