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Homes Under $300K in Middletown, CT
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3 bedsNew constructionWith a pool

Homes Under $300K in Middletown, CT

Homes Under $300K in Middletown, CT

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20 Listings
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Homes Under $300K in Middletown, CT

20 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 868 Long Hill Road 868 — photoNew28Active

    $219,900

    3 bd · 2 ba · 1,360 sqft

    868 Long Hill Road 868, Middletown, CT

    Carol Wanat · Rockoff Realty

  2. 170 Rising Trail Drive 170 — photoNew27Active

    $189,900

    3 bd · 2 ba · 1,120 sqft

    170 Rising Trail Drive 170, Middletown, CT

    Marc Seigel · RE/MAX RISE

  3. 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

  4. 17 Miller Street — photo10Active

    $110,000

    3 bd · 1 ba · 1,302 sqft

    17 Miller Street, Middletown, CT

    David Smolowitz · Dave Jones Realty, LLC

  5. 500 Washington Street #4 — photo13Active

    $114,900

    2 bd · 1 ba · 840 sqft

    500 Washington Street #4, Middletown, CT

    Susan Cafourek · Berkshire Hathaway NE Prop.

  6. 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

  7. Active

    $220,000

    1 bd · 1 ba · 760 sqft

    277 Carriage Crossing Lane 277, Middletown, CT

    Santo Buccheri · Carl Guild & Associates

  8. 606 Congdon Street West 6 — photoPrice Reduced34Active

    $299,900

    2 bd · 2 ba · 1,432 sqft

    606 Congdon Street West 6, Middletown, CT

    James Didato · Berkshire Hathaway NE Prop.

  9. 46 Meech Road — photo14Active

    $255,000

    3 bd · 2 ba · 1,267 sqft

    46 Meech Road, Middletown, CT

    Lisa Sader · Aspen Realty Group

  10. 201 College Street 12 — photo25Active

    $229,000

    2 bd · 2 ba · 1,500 sqft

    201 College Street 12, Middletown, CT

    Sue Hitchcock · Coldwell Banker Realty

  11. 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

  12. 201 College Street 22 — photoPrice Reduced34Active

    $174,499

    2 bd · 2 ba · 1,054 sqft

    201 College Street 22, Middletown, CT

    Kathleen M. Mullins · Real Broker CT, LLC

  13. 93 Carriage Crossing Lane 93 — photoPrice Reduced16Active

    $215,000

    2 bd · 2 ba · 866 sqft

    93 Carriage Crossing Lane 93, Middletown, CT

    Pinky Murphy · Berkshire Hathaway NE Prop.

  14. 1 Russell Street 22 — photoPrice Reduced22Active

    $145,000

    2 bd · 1 ba · 924 sqft

    1 Russell Street 22, Middletown, CT

    Kadji Anderson · Berkshire Hathaway NE Prop.

  15. 7 Portland Street — photo5Active

    $169,900

    3 bd · 1 ba · 1,440 sqft

    7 Portland Street, Middletown, CT

    Dee Mattera · Luxe Realty LLC

  16. 1231 Washington Street 2 — photoPrice Reduced29Active

    $229,500

    3 bd · 1 ba · 1,109 sqft

    1231 Washington Street 2, Middletown, CT

    Chris Hogan · Century 21 Classic Homes

  17. 33 Inverness Lane — photoPrice Reduced7Active

    $289,609

    4 bd · 2 ba · 1,328 sqft

    33 Inverness Lane, Middletown, CT

    Keith Murphy · Innovative Properties

  18. 714 Long Hill Road 714 — photo8Active

    $299,000

    3 bd · 2 ba · 2,040 sqft

    714 Long Hill Road 714, Middletown, CT

    Santo Gulino · William Raveis Real Estate

  19. 2 Hillside Court — photoPrice Reduced26Active

    $224,900

    3 bd · 2 ba · 957 sqft

    2 Hillside Court, Middletown, CT

    Michelle Mazzotta · eXp Realty

  20. 34 Inverness Lane — photoPrice Reduced12Active

    $289,609

    4 bd · 2 ba · 1,328 sqft

    34 Inverness Lane, Middletown, CT

    Keith Murphy · Innovative Properties

Explore Middletown homes

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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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
  • By feature

    • New construction
    • With a pool

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #REB.0790925

    Call Thomas

    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 103.1% of asking price

    Buyers here are paying above asking. MLS · 44 sales · as of Aug 29, 2026

    Homes that sold · County records, as of Aug 7, 2026

    Median sale price
    $425,000$380,000–$485,000 typical range
    Price per sq. ft.
    $244
    Sales
    13
    Paid in cash
    15.4%

    Homes on the market · MLS, as of Aug 29, 2026–Aug 30, 2026

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

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

    Year-over-year
    23.2%

    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.