Homes for Sale in Middletown, CT

Price Reduced

Active

$264,900

3 bd · 1 ba · — sqft

6 Johnson Street, Middletown, CT

Olivia Iorio · eXp Realty

Price Reduced11Active

$385,000

3 bd · 2 ba · — sqft

63 Millbrook Road, Middletown, CT

Robert Link · Sterling REALTORS

Price Reduced39Active

$240,000

2 bd · 2 ba · — sqft

3 Prospect Place, Middletown, CT

Amber Bova · William Raveis Real Estate

$449,000

3 bd · 2 ba · — sqft

65 Highland Avenue, Middletown, CT

Patrick Combs · Dan Combs Real Estate

$589,000

2 bd · 3 ba · — sqft

35 Sonoma Lane Unit 35, Middletown, CT

Devon Taylor Assael · Dave Jones Realty, LLC

$589,000

2 bd · 3 ba · 2,054 sqft

35 Sonoma Lane Unit 35, Middletown, CT

Devon Taylor Assael · Dave Jones Realty, LLC

20Active

$599,000

4 bd · 3 ba · 2,226 sqft

25 Wanda Lane, Middletown, CT

Jorge Zea · Jorge A. Zea

Price Reduced37Active

$369,900

2 bd · 1 ba · 1,188 sqft

142 Crystal Lake Road, Middletown, CT

Jessica Fedorich · Stone Crest Realty LLC

$379,000

4 bd · 2 ba · 2,196 sqft

74 Boston Road, Middletown, CT

Craig Ings · Hill Top Real Estate, LLC

11Active

$105,000

2 bd · 1 ba · — sqft

Address withheld · Middletown, CT

Mark Mermelstein · eXp Realty

Price Reduced15Active

$349,000

3 bd · 2 ba · 1,313 sqft

672 East Main Street, Middletown, CT

Marco Rondinone · Berkshire Hathaway NE Prop.

Price Reduced37Active

$329,900

3 bd · 2 ba · 1,482 sqft

64 Ryan Street, Middletown, CT

Craig Milton · Re/Max Valley Shore

$199,000

2 bd · 2 ba · 1,510 sqft

201 College Street 10, Middletown, CT

Doug Hagen · Starr Team at LPT Realty

25Active

$689,000

2 bd · 2 ba · 1,555 sqft

Unit 2-41 Webster Lane Unit 145, Middletown, CT

Phyllis Bysiewicz · Berkshire Hathaway NE Prop.

Price Reduced23Active

$240,000

3 bd · 2 ba · 1,136 sqft

52 Trolley Crossing Lane Unit 52, Middletown, CT

Jithu Sajeevan · Serhant Connecticut, LLC

2Active

$119,000

1 bd · 1 ba · 533 sqft

500 Washington Street #9, Middletown, CT

Susan Cafourek · Berkshire Hathaway NE Prop.

$329,900

3 bd · 2 ba · 1,346 sqft

122 Newfield Street Unit 3a, Middletown, CT

Michelle Mazzotta · eXp Realty

$749,900

4 bd · 3 ba · 2,232 sqft

85 Freeman Road, Middletown, CT

Kim Robarge · Coldwell Banker Realty

Price Reduced33Active

$329,000

3 bd · 2 ba · 1,164 sqft

17 East Lake Place, Middletown, CT

Richard Tirado · New England Realty Assoc LLC

$1,200,000

3 bd · 4 ba · 3,456 sqft

145 Monarca Drive, Middletown, CT

Lauren Freedman · Coldwell Banker Realty

Price Reduced13Active

$89,900

2 bd · 1 ba · 840 sqft

500 Washington Street #4, Middletown, CT

Susan Cafourek · Berkshire Hathaway NE Prop.

24Active

$220,000

1 bd · 1 ba · 760 sqft

277 Carriage Crossing Lane 277, Middletown, CT

Santo Buccheri · Carl Guild & Associates

$349,000

5 bd · 2 ba · 1,440 sqft

130 Spencer Drive, Middletown, CT

Julia King · William Raveis Real Estate

28Active

$379,900

3 bd · 2 ba · 1,536 sqft

492 Long Hill Road, Middletown, CT

Atif Seyal · RE/MAX Heritage

1 2 3 4

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 101.9% 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 25, 2026

Median sale price: $395,000$268,500–$435,925 typical range
Price per sq. ft.: $219
Sales: 30
Paid in cash: 40.0%

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

Median list price: $389,450

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

By price

Homes Under $400K
Homes Under $500K
Homes Under $600K

By bedrooms

3 Bedroom Homes

Nearby areas

ZIP codes

06010 (92)
06516 (85)
06457 (73)
06514 (72)
06405 (67)
06437 (56)
06716 (52)
06460 (50)

Cities

Hamden (166)
Waterbury (120)
New Haven (99)
Bristol (92)
West Haven (85)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

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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Realty.com

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Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925