4 Bedroom Homes in Middletown, CT

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3 beds New construction With a pool

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11 Listings

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4 Bedroom Homes in Middletown, CT

11 Listings

New40Active

11 listings

4 Bedroom Homes in Middletown, CT

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11 Listings

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4 Bedroom Homes in Middletown, CT

11 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New40Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

$749,900

4 bd · 3 ba · 2,232 sqft

85 Freeman Road, Middletown, CT

Kim Robarge · Coldwell Banker Realty

37Active

$579,000

4 bd · 3 ba · 2,416 sqft

220 Randolph Road, Middletown, CT

Alyssa Gambell · William Raveis Real Estate

40Active

$615,000

4 bd · 3 ba · 1,908 sqft

85 Oakcliff Road, Middletown, CT

Carissa Mastriano · GRL & Realtors, LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

33Active

$799,000

4 bd · 3 ba · 4,271 sqft

20 Chimney Hill Road, Middletown, CT

Joe Koontz · eXp Realty

35Active

$425,000

4 bd · 2 ba · 1,352 sqft

104 Bell Street, Middletown, CT

Warren Juall · HOMESELL

Price Reduced40Active

$677,000

4 bd · 3 ba · 2,876 sqft

166 McCormick Lane, Middletown, CT

Heather Kilbourn · Cavanaugh & Company LLC

34Active

$1,295,000

4 bd · 4 ba · 2,656 sqft

1409 Millbrook Road, Middletown, CT

Barbara Puorro · Puorro Realty Group

Price Reduced40Active

$898,000

4 bd · 5 ba · 4,234 sqft

49 Partridge Lane, Middletown, CT

Ilir Dedvukaj · Lakeshore Realty

Price Reduced7Active

$289,609

4 bd · 2 ba · 1,328 sqft

33 Inverness Lane, Middletown, CT

Keith Murphy · Innovative Properties

Price Reduced36Active

$599,900

4 bd · 2 ba · 2,070 sqft

110 Freeman Road, Middletown, CT

Pam Rizy · Berkshire Hathaway NE Prop.

Price Reduced12Active

$289,609

4 bd · 2 ba · 1,328 sqft

34 Inverness Lane, Middletown, CT

Keith Murphy · Innovative Properties

Listing data & MLS disclosures

SmartMLS: 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.

Middletown housing market

August 2026 · This period is still settling

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.

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

Explore Middletown homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Listing data & MLS disclosures

SmartMLS: 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.

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

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.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Middletown housing market

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

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

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

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

Middletown, CT community profile

Explore Middletown homes

Your local brokerage

Listing data & MLS disclosures

Middletown, CT community profile

Middletown housing market

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

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

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

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