Price Reduced40$555,000
4 bd · 3 ba · 1,908 sqft
85 Oakcliff Road, Middletown, CT
Carissa Mastriano · GRL & Realtors, LLC
Homes for Sale in Middletown, CT
Show MapHomes for Sale in Middletown, CT
20 of 68 Listings
Price Reduced40$555,000
4 bd · 3 ba · 1,908 sqft
85 Oakcliff Road, Middletown, CT
Carissa Mastriano · GRL & Realtors, LLC
4$524,999
3 bd · 2 ba · 1,545 sqft
Lot 7 Nathan Hale Road, Middletown, CT
Jenna Talbot · RE/MAX One
Price Reduced34$279,900
2 bd · 2 ba · 1,432 sqft
606 Congdon Street West Unit 6, Middletown, CT
James Didato · Berkshire Hathaway NE Prop.
4$524,999
3 bd · 2 ba · 1,545 sqft
Lot 6 Nathan Hale Road, Middletown, CT
Jenna Talbot · RE/MAX One
20$429,000
3 bd · 2 ba · 1,581 sqft
76 George Street, Middletown, CT
Santo Gulino · William Raveis Real Estate
Price Reduced33$649,000
4 bd · 3 ba · 4,271 sqft
20 Chimney Hill Road, Middletown, CT
Joe Koontz · eXp Realty
Price Reduced35$415,000
4 bd · 2 ba · 1,352 sqft
104 Bell Street, Middletown, CT
Warren Juall · HOMESELL
Price Reduced17$399,999
3 bd · 1 ba · 1,112 sqft
104 Higby Road, Middletown, CT
Jacqueline Caban · William Raveis Real Estate
Price Reduced25$257,000
2 bd · 2 ba · 1,223 sqft
675 Newfield Street Unit 9, Middletown, CT
Allie Hughes · William Raveis Real Estate
Price Reduced22$179,900
2 bd · 2 ba · 1,150 sqft
201 College Street 20, Middletown, CT
Wally Namane · Keller Williams Realty Prtnrs.
Price Reduced40$649,900
4 bd · 3 ba · 2,876 sqft
166 McCormick Lane, Middletown, CT
Heather Kilbourn · Cavanaugh & Company LLC
34$1,295,000
4 bd · 4 ba · 2,656 sqft
1409 Millbrook Road, Middletown, CT
Barbara Puorro · Puorro Realty Group
3$750,000
3 bd · 2 ba · — sqft
Lot 6B Talias Trail, Middletown, CT
Amy Wiedenmann · Sunwood Development Corp
9$675,000
3 bd · 3 ba · — sqft
Lot 5B Talias Trail, Middletown, CT
Amy Wiedenmann · Sunwood Development Corp
17$549,900
3 bd · 3 ba · 1,761 sqft
Lot 3a Nathan Hale Road, Middletown, CT
Jenna Talbot · RE/MAX One
12$499,900
3 bd · 2 ba · 1,540 sqft
Lot 2 Nathan Hale Road, Middletown, CT
Jenna Talbot · RE/MAX One
10$699,900
4 bd · 3 ba · — sqft
Lot 6 Talias Trail, Middletown, CT
Amy Wiedenmann · Sunwood Development Corp
9$729,900
4 bd · 3 ba · — sqft
Lot 5 Talias Trail, Middletown, CT
Amy Wiedenmann · Sunwood Development Corp
5$499,900
3 bd · 2 ba · 1,540 sqft
Lot 3 Nathan Hale Road, Middletown, CT
Jenna Talbot · RE/MAX One
17$589,900
2 bd · 2 ba · 1,430 sqft
137 Webster Lane Unit 2-42, Middletown, CT
Phyllis Bysiewicz · Berkshire Hathaway NE Prop.
SmartMLSSource: HJN community data
September 2026
Selling at 101.9% of asking price
Buyers here are paying above asking. MLS · 41 sales · as of Sep 30, 2026