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4 Bedroom Homes in Middletown, CT
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16 listings
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3 beds

4 Bedroom Homes in Middletown, CT

4 Bedroom Homes in Middletown, CT

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16 Listings
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4 Bedroom Homes in Middletown, CT

16 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas
  1. 37 Valley Drive — photoNew39Active

    $525,000

    4 bd · 3 ba · — sqft

    37 Valley Drive, Middletown, CT

    Joseph Harvey · Best Real Estate Brokerage LLC

  2. 477 Hunting Hill Avenue — photo29Active

    $349,900

    4 bd · 3 ba · — sqft

    477 Hunting Hill Avenue, Middletown, CT

    Annie Gura · Coldwell Banker Premier Real Estate

  3. 42 Saybrook Road — photo4Active

    $339,900

    4 bd · 2 ba · — sqft

    42 Saybrook Road, Middletown, CT

    Ramona Gonzalez · Berkshire Hathaway NE Prop.

  4. 25 Wanda Lane — photo20Active

    $599,000

    4 bd · 3 ba · 2,226 sqft

    25 Wanda Lane, Middletown, CT

    Jorge Zea · Jorge A. Zea

  5. 74 Boston Road — photo40Active

    $379,000

    4 bd · 2 ba · 2,196 sqft

    74 Boston Road, Middletown, CT

    Craig Ings · Hill Top Real Estate, LLC

  6. 85 Freeman Road — photo40Active

    $749,900

    4 bd · 3 ba · 2,232 sqft

    85 Freeman Road, Middletown, CT

    Kim Robarge · Coldwell Banker Realty

  7. 85 Oakcliff Road — photoPrice Reduced40Active

    $585,000

    4 bd · 3 ba · 1,908 sqft

    85 Oakcliff Road, Middletown, CT

    Carissa Mastriano · GRL & Realtors, LLC

  8. 20 Chimney Hill Road — photoPrice Reduced33Active

    $649,000

    4 bd · 3 ba · 4,271 sqft

    20 Chimney Hill Road, Middletown, CT

    Joe Koontz · eXp Realty

  9. 104 Bell Street — photo35Active

    $425,000

    4 bd · 2 ba · 1,352 sqft

    104 Bell Street, Middletown, CT

    Warren Juall · HOMESELL

  10. 166 McCormick Lane — photoPrice Reduced40Active

    $649,900

    4 bd · 3 ba · 2,876 sqft

    166 McCormick Lane, Middletown, CT

    Heather Kilbourn · Cavanaugh & Company LLC

  11. 1409 Millbrook Road — photo34Active

    $1,295,000

    4 bd · 4 ba · 2,656 sqft

    1409 Millbrook Road, Middletown, CT

    Barbara Puorro · Puorro Realty Group

  12. 49 Partridge Lane — photoPrice Reduced40Active

    $898,000

    4 bd · 5 ba · 4,234 sqft

    49 Partridge Lane, Middletown, CT

    Ilir Dedvukaj · Lakeshore Realty

  13. 33 Inverness Lane — photoPrice Reduced7Active

    $267,500

    4 bd · 2 ba · 1,328 sqft

    33 Inverness Lane, Middletown, CT

    Keith Murphy · Innovative Properties

  14. 110 Freeman Road — photoPrice Reduced40Active

    $599,900

    4 bd · 2 ba · 2,070 sqft

    110 Freeman Road, Middletown, CT

    Pam Rizy · Berkshire Hathaway NE Prop.

  15. Lot 6 Talias Trail — photo10Active

    $699,900

    4 bd · 3 ba · — sqft

    Lot 6 Talias Trail, Middletown, CT

    Amy Wiedenmann · Sunwood Development Corp

  16. Lot 5 Talias Trail — photo9Active

    $729,900

    4 bd · 3 ba · — sqft

    Lot 5 Talias Trail, Middletown, CT

    Amy Wiedenmann · Sunwood Development Corp

About 4 Bedroom Homes in Middletown, CT

4 Bedroom Homes in Middletown, CT: 16 active listings as of October 15, 2026, 07:31 UTC.

Explore Middletown homes

By price

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  • Homes Under $500K
  • Homes Under $600K

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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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  • 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

    September 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 101.9% of asking price

    Buyers here are paying above asking. MLS · 41 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 18, 2026

    Median sale price
    $413,250$256,000–$510,000 typical range
    Price per sq. ft.
    $214
    Sales
    24
    Paid in cash
    41.7%

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

    Median list price
    $389,450
    Homes for sale
    70
    Median days on market
    10 days

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

    Year-over-year
    23.5%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 1, 2026

    Median home size
    1,570 sq. ft.