Homes Under $300K in Middletown, CT

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3 beds New construction With a pool

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12 Listings

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Homes Under $300K in Middletown, CT

12 Listings

Price Reduced36

12 listings

Homes Under $300K in Middletown, CT

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12 Listings

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Homes Under $300K in Middletown, CT

12 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Price Reduced36

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

Active

$225,000

2 bd · 1 ba · 930 sqft

14 Forest Glen Circle 13, Middletown, CT

Mark Toledo · Berkshire Hathaway NE Prop.

22Active

$224,500

3 bd · 1 ba · 1,109 sqft

1231 Washington Street 2, Middletown, CT

Chris Hogan · Century 21 Classic Homes

40Active

$199,000

2 bd · 2 ba · 1,510 sqft

201 College Street 10, Middletown, CT

Doug Hagen · Starr Team at LPT Realty

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Call Thomas

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

40Active

$199,900

2 bd · 2 ba · 1,206 sqft

95 Trolley Crossing Lane 95, Middletown, CT

Roger Lavoie · LAER Realty Partners

38Active

$299,900

3 bd · 2 ba · 1,360 sqft

774 Long Hill Road 774, Middletown, CT

Dawn Gagliardi · Serhant Connecticut, LLC

28Active

$249,900

2 bd · 2 ba · 960 sqft

210 Carriage Crossing Lane 210, Middletown, CT

Timothy Morse · Alliance Realty LLC

24Active

$220,000

1 bd · 1 ba · 760 sqft

277 Carriage Crossing Lane 277, Middletown, CT

Santo Buccheri · Carl Guild & Associates

Price Reduced34Active

$289,900

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

August 2026

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.

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

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.

Registered offenders on the map

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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 28, 2026

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 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 28, 2026

Homes on the market · MLS, as of Aug 30, 2026–Aug 31, 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