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Connecticut · Real Estate

Homes for Sale in
Middletown, CT

As of November 10, 2026, per SmartMLS, there are 83 homes for sale in Middletown, Connecticut with an average list price of $484,293.

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

83

active listings

Median Sale Price

$354K

$50K–$1.9M

Avg. Size Sold

1,684 sf

last 12 mo

vs. Ask Price

+2.7%

avg. paid vs. ask

Stats based on 504 closings in the last 12 months · SmartMLS, as of Nov 10, 2026

Showing 12 of 83 listings in Middletown

148 Greenview Terrace, Middletown, CT
Active
$599,999
4 bd · 3 ba · 2,869 sqft
148 Greenview Terrace
Middletown, CT 06457
Beycome of Connecticut SmartMLS
390 South Main Street, Middletown, CT
Active
$399,000
4 bd · 4 ba · 3,182 sqft  ·  4 Family
390 South Main Street
Middletown, CT 06457
Santana Realty Group LLC SmartMLS
489 Chamberlain Road, Middletown, CT
Active
$925,000
3 bd · 3 ba · 4,056 sqft
489 Chamberlain Road
Middletown, CT 06457
William Raveis Real Estate SmartMLS
79 Rising Trail Drive #79, Middletown, CT
Coming Soon
$220,000
3 bd · 2 ba · 1,120 sqft  ·  Condominium
79 Rising Trail Drive #79
Middletown, CT 06457
LPT Realty SmartMLS
223 Carriage Crossing Lane #223, Middletown, CT
Active
$195,000
1 bd · 1 ba · 670 sqft  ·  Condominium
223 Carriage Crossing Lane #223
Middletown, CT 06457
Coldwell Banker Realty SmartMLS
127 Carriage Crossing Lane #127, Middletown, CT
Active
$245,000
2 bd · 2 ba · 840 sqft  ·  Condominium
127 Carriage Crossing Lane #127
Middletown, CT 06457
Homes Plus of Connecticut SmartMLS
75 Sisk Street, Middletown, CT
Active
$549,900
4 bd · 3 ba · 3,188 sqft
75 Sisk Street
Middletown, CT 06457
Hagel & Assoc. Real Estate SmartMLS
92 Cynthia Lane #E2, Middletown, CT
Active
$200,000
2 bd · 1 ba · 924 sqft  ·  Condominium
92 Cynthia Lane #E2
Middletown, CT 06457
Coldwell Banker Realty SmartMLS
162 Trolley Crossing Lane #162, Middletown, CT
Active
$189,900
2 bd · 2 ba · 860 sqft  ·  Condominium
162 Trolley Crossing Lane #162
Middletown, CT 06457
Century 21 Classic Homes SmartMLS
38 Farm Hill Rd Road, Middletown, CT
Active
$284,900
2 bd · 1 ba · 800 sqft
38 Farm Hill Rd Road
Middletown, CT 06457
William Raveis Real Estate SmartMLS
201 College Street #20, Middletown, CT
Active
$179,000
2 bd · 2 ba · 1,150 sqft  ·  Condominium
201 College Street #20
Middletown, CT 06457
Keller Williams Realty Prtnrs. SmartMLS
163 Ballfall Road, Middletown, CT
Coming Soon OH 11/14 · 11am–1pm
$525,000
4 bd · 2 ba · 3,266 sqft
163 Ballfall Road
Middletown, CT 06457
Matos Level Eminent Realty SmartMLS
Read our Living in Middletown, CT guide
See All 83 Homes in Middletown

Buying a Home in Middletown, CT

Current Market Snapshot

Entry Price
$67K
lowest listed
Avg. Price
$484K
list price
Top of Market
$1.4M
highest listed
Listings by Bedroom Count
1 bed
6
2 beds
19
3 beds
29
4 beds
18
5 beds
1
6 beds
2
7 beds
1
Property Types Available
Single Family · 51 Condo / Co-Op · 21 Multi-Family For Sale · 7 Land · 4

As of November 10, 2026, the Middletown real estate market has 83 active listings with an average list price of $484,293 and a price range from $67,000 to $1,430,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,119 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 November 10, 2026, per SmartMLS, there are 83 active listings in Middletown, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Middletown, CT?
As of November 10, 2026, per SmartMLS, the average list price in Middletown is $484,293. Homes currently range from $67,000 to $1,430,000.
What size homes are most common in Middletown, CT?
The most common listing in Middletown is a 3-bedroom home (29 listings). Other common sizes include 2-bedroom (19) and 4-bedroom (18). The average home size is 2,119 sq ft.
What types of homes are available in Middletown, CT?
Current listings in Middletown include: Single Family (51), Condo / Co-Op (21), Multi-Family For Sale (7), Land (4).
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.