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Connecticut · Real Estate

Homes for Sale in
Middletown, CT

There are currently 42 homes for sale in Middletown, Connecticut with an average list price of $437,186.

Middletown is a Connecticut River city of about 47,000 and home to Wesleyan University, which has had a profound influence on the city's culture, arts scene, and restaurant community. Downtown Middletown's Main Street is one of the state's most active and genuinely enjoyable urban corridors. Middlesex Hospital is a major employer, Route 9 and I-91 provide excellent regional access, and home prices are affordable relative to the quality of life on offer.

For Sale

42

active listings

Avg. Sale Price

$348K

$40K–$1.9M

Avg. Size Sold

1,659 sf

last 12 mo

vs. Ask Price

+2.3%

avg. paid vs. ask

Stats based on 531 closings in the last 12 months

Showing 12 of 42 listings in Middletown

500 Washington Street #5, Middletown, CT
Active
$129,900
3 bd · 1.00 ba · 840 sqft
500 Washington Street #5
Middletown, CT 06457
Berkshire Hathaway NE Prop. SmartMLS
29 Warwick Street, Middletown, CT
Coming Soon Open House 4/26 · 12pm–2pm
$339,900
2 bd · 1.00 ba · 939 sqft
29 Warwick Street
Middletown, CT 06457
Berkshire Hathaway NE Prop. SmartMLS
914 Saybrook Road, Middletown, CT
Coming Soon Open House 4/25 · 10:30am–12pm
$349,000
4 bd · 2.00 ba · 1,634 sqft
914 Saybrook Road
Middletown, CT 06457
eXp Realty SmartMLS
743 Long Hill Road #A, Middletown, CT
Active
$325,000
2 bd · 3.00 ba · 1,569 sqft  ·  Condominium
743 Long Hill Road #A
Middletown, CT 06457
Sterling REALTORS SmartMLS
8 Inverness Square, Middletown, CT
Coming Soon
$233,000
3 bd · 1.00 ba · 1,209 sqft  ·  Condominium
8 Inverness Square
Middletown, CT 06457
Coldwell Banker Realty SmartMLS
24 Meadowood Drive, Middletown, CT
Active
$499,900
4 bd · 3.00 ba · 1,964 sqft
24 Meadowood Drive
Middletown, CT 06457
Berkshire Hathaway NE Prop. SmartMLS
138 Carriage Crossing Lane #138, Middletown, CT
Coming Soon
$195,000
1 bd · 1.00 ba · 760 sqft  ·  Condominium
138 Carriage Crossing Lane #138
Middletown, CT 06457
Coldwell Banker Realty SmartMLS
268 Bell Street, Middletown, CT
Active
$449,000
3 bd · 1.00 ba · 1,152 sqft
268 Bell Street
Middletown, CT 06457
Berkshire Hathaway NE Prop. SmartMLS
277 Tryon Street, Middletown, CT
Coming Soon Open House 4/25 · 12pm–2pm
$339,000
4 bd · 2.00 ba · 1,408 sqft
277 Tryon Street
Middletown, CT 06457
Coldwell Banker Realty SmartMLS
13 Burgundy Hill Lane #13, Middletown, CT
Active
$125,000
1 bd · 1.00 ba · 576 sqft  ·  Condominium
13 Burgundy Hill Lane #13
Middletown, CT 06457
RE/MAX One SmartMLS
404 Newfield Street, Middletown, CT
Active
$399,900
3 bd · 2.00 ba · 1,332 sqft
404 Newfield Street
Middletown, CT 06457
RE/MAX One SmartMLS
530 Main Street, Middletown, CT
Active
$1,500,000
1 bd · 1.00 ba · 11,033 sqft  ·  5 Family+
530 Main Street
Middletown, CT 06457
Ethos Rlty, LLC SmartMLS
See All 42 Homes in Middletown

Buying a Home in Middletown, CT

Current Market Snapshot

Entry Price
$12K
lowest listed
Avg. Price
$437K
list price
Top of Market
$1.5M
highest listed
Listings by Bedroom Count
1 bed
3
2 beds
9
3 beds
10
4 beds
12
6 beds
1
8 beds
1
Property Types Available
Single Family · 26 Condo / Co-Op · 8 Land · 6 Multi-Family For Sale · 2

The Middletown real estate market currently has 42 active listings with an average list price of $437,186 and a price range from $12,000 to $1,500,000. Single Family homes make up the largest share of available inventory. Most listings are 4-bedroom homes. The average home size is 1,746 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Middletown, CT right now?
As of April 2026, there are 42 active listings in Middletown, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Middletown, CT?
The average list price in Middletown is $437,186. Homes currently range from $12,000 to $1,500,000.
What size homes are most common in Middletown, CT?
The most common listing in Middletown is a 4-bedroom home (12 listings). Other common sizes include 3-bedroom (10) and 2-bedroom (9). The average home size is 1,746 sq ft.
What types of homes are available in Middletown, CT?
Current listings in Middletown include: Single Family (26), Condo / Co-Op (8), Land (6), Multi-Family For Sale (2).
Is Middletown, CT a good place to buy a home?
Middletown is a Connecticut River city of about 47,000 and home to Wesleyan University, which has had a profound influence on the city's culture, arts scene, and restaurant community. Downtown Middletown's Main Street is one of the state's most active and genuinely enjoyable urban corridors. Middlesex Hospital is a major employer, Route 9 and I-91 provide excellent regional access, and home prices are affordable relative to the quality of life on offer.
Does RYZE Realty Group serve Middletown, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Middlesex County and the greater Connecticut market, including Middletown. Contact us for a free consultation.

Nearby Towns

Clinton, CT 36 listings
Old Saybrook, CT 35 listings
East Haddam, CT 27 listings
Essex, CT 26 listings
East Hampton, CT 21 listings
Portland, CT 17 listings

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