Homes for Sale in Middletown, CT

New

Active

$284,900

2 bd · 1 ba · — sqft

38 Farm Hill Road, Middletown, CT

Benjamin Zupan · William Raveis Real Estate

New23Active

$159,900

1 bd · 2 ba · — sqft

1 Russell Street Unit 5, Middletown, CT

Basil Amso · RE/MAX Right Choice

$1,430,000

6 bd · 4 ba · — sqft

40 Pinehurst Place, Middletown, CT

Jody Bonaiuto · William Raveis Real Estate

36Active

$245,900

3 bd · 2 ba · — sqft

161 Cynthia Lane Unit D5, Middletown, CT

Vito Cortese · Coldwell Banker Realty

20Active

$314,900

3 bd · 1 ba · — sqft

9 Burr Avenue, Middletown, CT

Gissett Espinal · The Property Shop CT

$410,000

4 bd · 2 ba · — sqft

1511 Country Club Road, Middletown, CT

Michelle Wininger · William Pitt Sotheby's Int'l

38Active

$345,000

3 bd · 2 ba · — sqft

360 Chauncey Road, Middletown, CT

Nicholas Greene · eXp Realty

32Active

$399,000

2 bd · 1 ba · — sqft

368 Bow Lane, Middletown, CT

Heather Kilbourn · Cavanaugh & Company LLC

27Active

$148,000

1 bd · 1 ba · — sqft

38 Trolley Crossing Lane Unit 38, Middletown, CT

Laura Beth Collinson · Carl Guild & Associates

16Active

$139,900

1 bd · 1 ba · — sqft

270 Burgundy Hill Lane Unit 270, Middletown, CT

Travis Bowden · Brickwell Partners LLC

18Active

$275,000

3 bd · 2 ba · — sqft

732 Long Hill Road Unit 732, Middletown, CT

Melanie Scull · William Pitt Sotheby's Int'l

37Active

$450,000

3 bd · 3 ba · — sqft

404 Newfield Street, Middletown, CT

Christopher Grant · Christopher F. Grant Broker

23Active

$248,500

2 bd · 2 ba · — sqft

212 Carriage Crossing Lane Unit 212, Middletown, CT

Marjorie Clark · Coldwell Banker Realty

$474,900

3 bd · 3 ba · — sqft

126 Rolling Green, Middletown, CT

Joe Snell · Luxe Realty LLC

$375,000

2 bd · 1 ba · — sqft

5 Castanea Court, Middletown, CT

Siobhan McLaughlin · William Raveis Real Estate

18Active

$275,000

3 bd · 3 ba · — sqft

12 Woodlot Lane, Middletown, CT

Nicholas Ackers · eXp Realty

$549,900

2 bd · 3 ba · — sqft

2 Sonoma Lane Unit 2, Middletown, CT

Devon Taylor Assael · Dave Jones Realty, LLC

30Active

$235,000

2 bd · 2 ba · — sqft

111 Knowles Avenue Unit 111, Middletown, CT

Julie Lemos · Century 21 Clemens Group

$549,900

2 bd · 3 ba · — sqft

2 Sonoma Lane Unit 2, Middletown, CT

Devon Taylor Assael · Dave Jones Realty, LLC

$469,000

3 bd · 3 ba · — sqft

38 Autumn Lane Unit 38, Middletown, CT

Al Chiarito · Chiarito Real Estate LLC

Price Reduced40Active

$415,000

3 bd · 3 ba · — sqft

32 Autumn Lane Unit 32, Middletown, CT

Robin Boutin · RE/MAX RISE

$460,000

3 bd · 1 ba · — sqft

1040 Washington Street, Middletown, CT

Michelle Pirruccio · Carl Guild & Associates

$525,000

4 bd · 3 ba · — sqft

37 Valley Drive, Middletown, CT

Joseph Harvey · Best Real Estate Brokerage LLC

$499,000

3 bd · 3 ba · — sqft

12 Brookview Lane, Middletown, CT

Nicole Talmadge · Berkshire Hathaway NE Prop.

1 2 3

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

October 2026 · This period is still settling

Selling at 103.3% of asking price

Buyers here are paying above asking. MLS · 26 sales · as of Oct 29, 2026

Homes that sold · County records, as of Oct 8, 2026

Median sale price: $340,000$320,375–$432,500 typical range
Price per sq. ft.: $243
Sales: 12
Paid in cash: 33.3%

Homes on the market · MLS, as of Oct 25, 2026–Oct 29, 2026

Median list price: $419,900

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

06516 (95)
06010 (89)
06405 (76)
06514 (76)
06457 (70)
06512 (54)
06437 (52)
06460 (52)

Cities

Hamden (167)
Waterbury (117)
West Haven (95)
Bristol (89)
New Haven (89)

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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Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #REB.0790925