Homes Under $500K in Middletown, CT

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15 Listings

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Homes Under $500K in Middletown, CT

15 Listings

New26

15 listings

Homes Under $500K in Middletown, CT

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15 Listings

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Homes Under $500K in Middletown, CT

15 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

New26

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Active

$215,000

2 bd · 1 ba · — sqft

163 Cynthia Lane D5, Middletown, CT

Marielle Bilodeau · Berkshire Hathaway NE Prop.

New39Active

$195,000

2 bd · 1 ba · — sqft

1231 Washington Street 12, Middletown, CT

DJ Dube · RE/MAX Right Choice

21Active

$149,000

2 bd · 1 ba · 724 sqft

281 Burgundy Hill Lane 281, Middletown, CT

Peter Onofrio · LAER Realty Partners

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

40Active

$239,900

3 bd · 2 ba · 1,150 sqft

15 Rising Trail Drive 15, Middletown, CT

Edward McCullough · Realty 3 CT

37Active

$249,000

2 bd · 2 ba · 950 sqft

87 Carriage Crossing Lane 87, Middletown, CT

Wendi Zuk · Homes Plus of Connecticut

Price Reduced36Active

$225,000

2 bd · 1 ba · 930 sqft

14 Forest Glen Circle 13, Middletown, CT

Mark Toledo · Berkshire Hathaway NE Prop.

40Active

$199,000

2 bd · 2 ba · 1,510 sqft

201 College Street 10, Middletown, CT

Doug Hagen · Starr Team at LPT Realty

28Active

$199,900

2 bd · 2 ba · 866 sqft

316 Carriage Crossing Lane 316, Middletown, CT

Jeff Petersen · Century 21 AllPoints Realty

23Active

$245,000

3 bd · 2 ba · 1,136 sqft

52 Trolley Crossing Lane 52, Middletown, CT

Jithu Sajeevan · Serhant Connecticut, LLC

39Active

$329,900

3 bd · 2 ba · 1,346 sqft

122 Newfield Street 3a, Middletown, CT

Michelle Mazzotta · eXp Realty

38Active

$299,900

3 bd · 2 ba · 1,360 sqft

774 Long Hill Road 774, Middletown, CT

Dawn Gagliardi · Serhant Connecticut, LLC

24Active

$220,000

1 bd · 1 ba · 760 sqft

277 Carriage Crossing Lane 277, Middletown, CT

Santo Buccheri · Carl Guild & Associates

Price Reduced34Active

$279,900

2 bd · 2 ba · 1,432 sqft

606 Congdon Street West 6, Middletown, CT

James Didato · Berkshire Hathaway NE Prop.

20Active

$269,900

2 bd · 2 ba · 1,222 sqft

234 South Main Street 203, Middletown, CT

Barbara Puorro · Puorro Realty Group

Price Reduced22Active

$179,900

2 bd · 2 ba · 1,150 sqft

201 College Street 20, Middletown, CT

Wally Namane · Keller Williams Realty Prtnrs.

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

September 2026 · This period is still settling

Selling at 101.6% of asking price

Buyers here are paying above asking. MLS · 36 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $389,450
Homes for sale: 70
Median days on market: 9 days

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.

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

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

September 2026 · This period is still settling

Selling at 101.6% of asking price

Buyers here are paying above asking. MLS · 36 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $389,450
Homes for sale: 70
Median days on market: 9 days

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.

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 on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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

Middletown, CT community profile

Your local brokerage

Listing data & MLS disclosures

Middletown, CT community profile

Middletown housing market

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

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