New40$460,000
3 bd · 1 ba · — sqft
1040 Washington Street, Middletown, CT
Michelle Pirruccio · Carl Guild & Associates
Homes Under $500K in Middletown, CT
Hide MapHomes Under $500K in Middletown, CT
24 of 46 Listings
New40$460,000
3 bd · 1 ba · — sqft
1040 Washington Street, Middletown, CT
Michelle Pirruccio · Carl Guild & Associates
28$384,900
3 bd · 2 ba · — sqft
36 McDowell Road, Middletown, CT
Marco Rondinone · Berkshire Hathaway NE Prop.
40$499,000
3 bd · 3 ba · — sqft
12 Brookview Lane, Middletown, CT
Nicole Talmadge · Berkshire Hathaway NE Prop.
35$449,900
3 bd · 2 ba · — sqft
526 Westfield Street, Middletown, CT
Richard Greene · Coldwell Banker Realty
29$349,900
4 bd · 3 ba · — sqft
477 Hunting Hill Avenue, Middletown, CT
Annie Gura · Coldwell Banker Premier Real Estate
38$415,000
3 bd · 2 ba · — sqft
972 Ridgewood Road, Middletown, CT
Alexander Crafts · RE/MAX Right Choice
39$199,900
3 bd · 2 ba · — sqft
27 Rising Trail Court Unit 27, Middletown, CT
Christopher Farrell · Carbutti & Co., Realtors
30$249,900
3 bd · 2 ba · — sqft
161 Cynthia Lane Unit C6, Middletown, CT
Matthew Danieluk · Priority Real Estate Group,LLC
37$440,000
3 bd · 2 ba · — sqft
43 Jefferson Avenue, Middletown, CT
Kareem Boyle · Century 21 Clemens Group
32$349,000
3 bd · 2 ba · — sqft
95 Hunting Hill Avenue, Middletown, CT
Danielle Allegro · Coldwell Banker Realty
27$349,000
2 bd · 3 ba · — sqft
831 Long Hill Road Unit D, Middletown, CT
Marco Rondinone · Berkshire Hathaway NE Prop.
28$399,900
3 bd · 2 ba · — sqft
30 Murray Street, Middletown, CT
Ariel Edery · mygoodagent
Price Reduced40$389,900
3 bd · 2 ba · — sqft
66 Durant Street, Middletown, CT
Sean Brittell · Vylla Home (CT) LLC
33$479,900
3 bd · 3 ba · — sqft
118 Camp Street, Middletown, CT
Stefania Bramato · Berkshire Hathaway NE Prop.
22$217,500
2 bd · 2 ba · — sqft
296 Carriage Crossing Lane Unit 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.
Price Reduced32$264,900
3 bd · 1 ba · — sqft
6 Johnson Street, Middletown, CT
Olivia Iorio · eXp Realty
Price Reduced11$385,000
3 bd · 2 ba · — sqft
63 Millbrook Road, Middletown, CT
Robert Link · Sterling REALTORS
39$250,000
2 bd · 2 ba · — sqft
3 Prospect Place, Middletown, CT
Amber Bova · William Raveis Real Estate
Price Reduced39$364,900
3 bd · 1 ba · 1,434 sqft
133 Highland Avenue, Middletown, CT
Alicia Zawila · KW Legacy Partners
Price Reduced37$369,900
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 Reduced37$355,000
3 bd · 2 ba · 1,482 sqft
64 Ryan Street, Middletown, CT
Craig Milton · Re/Max Valley Shore
Homes Under $500K in Middletown, CT: 46 active listings as of .
SmartMLSSource: HJN community data
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