40$409,999
3 bd · 2 ba · — sqft
66 Durant Street, Middletown, CT
Sean Brittell · Vylla Home (CT) LLC
Homes Under $500K in Middletown, CT
Show MapHomes Under $500K in Middletown, CT
24 of 42 Listings
40$409,999
3 bd · 2 ba · — sqft
66 Durant Street, Middletown, CT
Sean Brittell · Vylla Home (CT) LLC
37$425,000
3 bd · 3 ba · — sqft
1137 Ridgewood Road, Middletown, CT
Gina Lavery · Coldwell Banker Realty
22$217,500
2 bd · 2 ba · — sqft
296 Carriage Crossing Lane 296, Middletown, CT
Kyle Daddabbo · Best Real Estate Brokerage LLC
4$339,900
4 bd · 2 ba · — sqft
42 Saybrook Road, Middletown, CT
Ramona Gonzalez · Berkshire Hathaway NE Prop.
26$215,000
2 bd · 1 ba · — sqft
163 Cynthia Lane D5, Middletown, CT
Marielle Bilodeau · Berkshire Hathaway NE Prop.
32$274,900
3 bd · 1 ba · — sqft
6 Johnson Street, Middletown, CT
Olivia Iorio · eXp Realty
39$195,000
2 bd · 1 ba · — sqft
1231 Washington Street 12, Middletown, CT
DJ Dube · RE/MAX Right Choice
11$393,000
3 bd · 2 ba · — sqft
63 Millbrook Road, Middletown, CT
Robert Link · Sterling REALTORS
39$449,000
3 bd · 2 ba · — sqft
65 Highland Avenue, Middletown, CT
Patrick Combs · Dan Combs Real Estate
39$250,000
2 bd · 2 ba · — sqft
3 Prospect Place, Middletown, CT
Amber Bova · William Raveis Real Estate
40$239,900
3 bd · 2 ba · 1,150 sqft
15 Rising Trail Drive 15, Middletown, CT
Edward McCullough · Realty 3 CT
37$249,000
2 bd · 2 ba · 950 sqft
87 Carriage Crossing Lane 87, Middletown, CT
Wendi Zuk · Homes Plus of Connecticut
Price Reduced39$369,900
3 bd · 1 ba · 1,434 sqft
133 Highland Avenue, Middletown, CT
Alicia Zawila · KW Legacy Partners
37$379,900
2 bd · 1 ba · 1,188 sqft
142 Crystal Lake Road, Middletown, CT
Jessica Fedorich · Stone Crest Realty LLC
40$379,000
4 bd · 2 ba · 2,196 sqft
74 Boston Road, Middletown, CT
Craig Ings · Hill Top Real Estate, LLC
11$105,000
2 bd · 1 ba · — sqft
Address withheld · Middletown, CT
Mark Mermelstein · eXp Realty
Price Reduced40$379,000
2 bd · 3 ba · 1,234 sqft
46 Clarence Court, Middletown, CT
Nancy Currlin · William Raveis Real Estate
Price Reduced37$355,000
3 bd · 2 ba · 1,482 sqft
64 Ryan Street, Middletown, CT
Craig Milton · Re/Max Valley Shore
12$379,900
3 bd · 2 ba · 1,313 sqft
672 East Main Street, Middletown, CT
Marco Rondinone · Berkshire Hathaway NE Prop.
40$199,000
2 bd · 2 ba · 1,510 sqft
201 College Street 10, Middletown, CT
Doug Hagen · Starr Team at LPT Realty
23$245,000
3 bd · 2 ba · 1,136 sqft
52 Trolley Crossing Lane 52, Middletown, CT
Jithu Sajeevan · Serhant Connecticut, LLC
2$119,000
1 bd · 1 ba · 533 sqft
500 Washington Street #9, Middletown, CT
Susan Cafourek · Berkshire Hathaway NE Prop.
2$135,000
2 bd · 2 ba · 880 sqft
500 Washington Street #6, Middletown, CT
Susan Cafourek · Berkshire Hathaway NE Prop.
39$329,900
3 bd · 2 ba · 1,346 sqft
122 Newfield Street 3a, Middletown, CT
Michelle Mazzotta · eXp Realty
SmartMLSSource: HJN community data
September 2026 · This period is still settling
Selling at 102.4% of asking price
Buyers here are paying above asking. MLS · 40 sales · as of Sep 30, 2026