Middletown, CT Real Estate & Homes For Sale

76 homes

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NEW - 2 MIN AGO
$469,000
3 Beds
3 Baths
2,314 sqft
38 Autumn Lane #38,
Middletown, CT 06457
Chiarito Real Estate LLC
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NEW
COMING SOON 10/22
$350,000
5 Beds
3 Baths
2,436 sqft
239 Pearl Street,
Middletown, CT 06457
Alpha Capital Realty, LLC
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NEW - 1 DAY AGO
2.62 ACRES
$460,000
3 Beds
1 Bath
1,964 sqft
1040 Washington Street,
Middletown, CT 06457
Carl Guild & Associates
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$365,000
3 Beds
2 Baths
2,225 sqft
14 Casper Avenue,
Middletown, CT 06457
Social & Co Realty
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0.34 ACRES
$525,000
4 Beds
2.5 Baths
2,406 sqft
37 Valley Drive,
Middletown, CT 06457
Best Real Estate Brokerage LLC
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0.45 ACRES
$499,000
3 Beds
2.5 Baths
2,256 sqft
12 Brookview Lane,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
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0.39 ACRES
$384,900
3 Beds
1.5 Baths
1,076 sqft
36 McDowell Road,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
0.5 ACRES
$549,900
5 Beds
3.5 Baths
3,316 sqft
495 Ridge Road,
Middletown, CT 06457
Hagel & Assoc. Real Estate
0.56 ACRES
$449,900
3 Beds
2 Baths
1,520 sqft
526 Westfield Street,
Middletown, CT 06457
Coldwell Banker Realty
COMING SOON 10/21
$584,900
2 Beds
2 Baths
1,822 sqft
19 Sonoma Lane #19,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
0.28 ACRES
$349,900
4 Beds
2.5 Baths
2,572 sqft
477 Hunting Hill Avenue,
Middletown, CT 06457
Coldwell Banker Premier Real Estate
$274,900
4 Beds
2 Baths
1,700 sqft
219 Pearl Street,
Middletown, CT 06457
Carbutti & Co., Realtors
$440,000
3 Beds
1.5 Baths
1,767 sqft
43 Jefferson Avenue,
Middletown, CT 06457
Century 21 Clemens Group
0.46 ACRES
$415,000
3 Beds
1.5 Baths
1,564 sqft
972 Ridgewood Road,
Middletown, CT 06457
RE/MAX Right Choice
$249,900
3 Beds
1.5 Baths
1,302 sqft
161 Cynthia Lane #C6,
Middletown, CT 06457
Priority Real Estate Group,LLC
$199,900
3 Beds
1.5 Baths
1,120 sqft
27 Rising Trail Court #27,
Middletown, CT 06457
Carbutti & Co., Realtors
$349,000
3 Beds
1.5 Baths
1,794 sqft
95 Hunting Hill Avenue,
Middletown, CT 06457
Coldwell Banker Realty
$399,900
3 Beds
2 Baths
2,824 sqft
30 Murray Street,
Middletown, CT 06457
mygoodagent
OPEN SUN, 1-3PM
0.52 ACRES
$479,900
3 Beds
2.5 Baths
1,740 sqft
118 Camp Street,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
0.68 ACRES
$389,900
3 Beds
2 Baths
1,848 sqft
66 Durant Street,
Middletown, CT 06457
Vylla Home (CT) LLC
0.32 ACRES
$339,900
4 Beds
2 Baths
1,704 sqft
42 Saybrook Road,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
$264,900
3 Beds
1 Bath
1,188 sqft
6 Johnson Street,
Middletown, CT 06457
eXp Realty
$217,500
2 Beds
2 Baths
866 sqft
296 Carriage Crossing Lane #296,
Middletown, CT 06457
Best Real Estate Brokerage LLC
0.33 ACRES
$549,900
4 Beds
4 Baths
3,401 sqft
149 Spring Street,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
0.45 ACRES
$385,000
3 Beds
2 Baths
1,963 sqft
63 Millbrook Road,
Middletown, CT 06457
Sterling REALTORS
3D VIEW
$250,000
2 Beds
2 Baths
735 sqft
3 Prospect Place,
Middletown, CT 06457
William Raveis Real Estate
3.9 ACRES
$67,000
0 Bow Lane,
Middletown, CT 06457
Beycome of Connecticut
$579,900
6 Beds
3 Baths
2,991 sqft
225 Pearl Street,
Middletown, CT 06457
Premier Re Group LLC
3D VIEW
0.42 ACRES
$364,900
3 Beds
1 Bath
1,434 sqft
133 Highland Avenue,
Middletown, CT 06457
KW Legacy Partners
5.5 ACRES
$95,000
Bow Lane,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
3D VIEW
$589,000
2 Beds
2.5 Baths
2,054 sqft
35 Sonoma Lane #35,
Middletown, CT 06457
Dave Jones Realty, LLC
0.35 ACRES
$599,000
4 Beds
2.5 Baths
2,226 sqft
25 Wanda Lane,
Middletown, CT 06457
Jorge A. Zea
0.47 ACRES
$369,900
2 Beds
1 Bath
1,188 sqft
142 Crystal Lake Road,
Middletown, CT 06457
Stone Crest Realty LLC
0.97 ACRES
$379,000
4 Beds
2 Baths
2,196 sqft
74 Boston Road,
Middletown, CT 06457
Hill Top Real Estate, LLC
$1,395,000
21 Beds
8 Baths
10,629 sqft
61 East Main Street,
Middletown, CT 06457
William Pitt Sotheby's International Realty
AUCTION
Est. $262,400
3 Beds
1 Bath
1,360 sqft
714 Long Hill Rd,
Middletown, CT 06457
0.41 ACRES
$355,000
3 Beds
2 Baths
1,482 sqft
64 Ryan Street,
Middletown, CT 06457
Re/Max Valley Shore
0.42 ACRES
$360,000
3 Beds
1.5 Baths
1,313 sqft
672 East Main Street,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
$199,000
2 Beds
1.5 Baths
1,510 sqft
201 College Street #10,
Middletown, CT 06457
Starr Team at LPT Realty
NEW CONSTRUCTION
$689,000
2 Beds
2 Baths
1,555 sqft
UNIT 2-41 Webster Lane #145,
Middletown, CT 06457
Berkshire Hathaway NE Prop.
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Middletown, CT Real Estate Trends

Learn about the Middletown, CT housing market through trends and averages.

Affordability
Home Value
What Locals Say

Affordability of Living in Middletown, CT

The median home value is $365,541

Month	Median home value
October 2025	$349k
November 2025	$350k
December 2025	$351k
January 2026	$352k
February 2026	$353k
March 2026	$355k
April 2026	$356k
May 2026	$358k
June 2026	$361k
July 2026	$363k
August 2026	$364k
September 2026	$366k

View as a graph

Trends and affordability stats are provided by third party data sources.

Average Home Value in Middletown, CT, by Home Size

Currently, there are 9 new listings in Middletown, CT and 76 homes for sale.

Home Size	Home Value*
1 bedroom (2 homes)	$162,611
2 bedrooms (12 homes)	$273,949
3 bedrooms (31 homes)	$387,486
4 bedrooms (17 homes)	$475,052

*Home value over the past month

What Locals Say about Middletown

Review Highlights

Middletown offers riverfront charm, stable schools, and parks—smart, family-focused value. People praise friendly, safe blocks, decent schools, trails, Main Street, and easy commutes. Concerns include Rt 9 congestion, school fights, limited jobs, high taxes, and student noise.

AI-generated summary of moderated reviews.

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Clutterbuck1835
Resident
2mo ago
"The Leasing Office is very friendly and extremely helpful. From the application process through movein and beyond, they have answered my many, many questions patiently and with a smile. And my neighbors? After living here for one day, I made four friends and two four-legged ones. Lastly, the location couldn't be better. Everything is on Washington Street or in close proximity. Yes, I think I'm going to be very happy here!"
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Amy Gallina
Resident
2mo ago
"I commute three days per week to Hartford and it's about a 25 minute drive both ways"
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Travis Thomas
Resident
9mo ago
"The people are very very nice. I am very comfortable here . Not afraid to leave the front door open or the slider to the deck"
1
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James.sargeant30
Visitor
1y ago
"My friend lives there she loves it very much good place to live with family everyone works and goes to school"
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Julia Taylor
Resident
1y ago
"very easy to get to and from work when living in middletown! I work in Cheshire. Just hop onto 691 and in 15 min you’re there. "
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Calm Teacher
Resident
1y ago
"Good schools for the most part and safe neighborhoods. Students don’t have to wear uniforms. The town has a lot of nice parks. "
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Life Withsymph
Resident
2y ago
"You get to see the dogs being walked and you can pet them and talk to the owners build bonds , you will be able to see all different types of dogs and mixes "
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Phyloren
Resident
2y ago
"Watch your children it is not safe. The schools have fights every day. The learning atmosphere is is awful. "
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Kelly Capone
Resident
2y ago
"I haven’t lived here long and I’m not exactly sure what community events make my neighborhood special. "
2
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Dlc.marie0816
Resident
2y ago
"I moved out here in June and I definitely love it.. feels like a nice place for my family, specially my kids"
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Trulia User
Resident
4y ago
"There are dog parks everywhere, and plenty of places to walk uour dog. Even if you are in an apartment "
3
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Michael W. W.
Resident
5y ago
"Wadsworth mansion has many trails. They have several public events in the summer time. There are two other state parks very close that are easily accessible by foot or car. Main Street has many restaurants that offer dine-in, carry out and delivery."
12
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Joseph V.
Resident
6y ago
"Middletown is a town that has enjoyable events such as the weekly farmers market the the fall festival and during Christmas time they put up the huge Christmas trees "
3
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Marquis W. G.
Resident
6y ago
"My neighborhood is surrounded by semi luxury condos and townhouses full of hard working families. Very family oriented and very peaceful. I love it here!"
3
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Ishmaila L.
Resident
6y ago
"Dog owners will like the space made to them to run around and exercise. There are also doggy bags available to help pick up dog waste."
2
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Marquis W. G.
Resident
6y ago
"I just moved here recently and I love the community and neighbors. The property is very clean and the neighborhood feels very family oriented "
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Francheska M.
Resident
6y ago
"Neighbors are very friendly with a really good community sense. Conveniently close to stores and park. "
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Shelby W.
Resident
6y ago
"The commute downtown on public transportation has changed and not as Easy. Driving downtown is 5-7 minutes. Walking is a half hour. "
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ISA M.
Resident
6y ago
"School system is awesome in Middletown Ct. You can walk around at night time and still feel safe! I like it that much!"
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Sekernan
Resident
6y ago
"I drive about 7 or 8 miles to work. Traffic depends on day and time of day. Never too bad. Takes 11-15 minutes to get there. I am able to walk to some stores and laundromats in the area, sidewalks make this safe"
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Richard D.
Resident
6y ago
"The is a walking/biking trail and a dog park. Nice clean areas safe for walking and locations for waste disposal."
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Christina Y.
Resident
6y ago
"The schools are awesome for elementary and high school and college.The food here in the restaurants are good too."
2
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Chelsea C.
Resident
6y ago
"it’s good but I drive there’s never much traffic which is good and easy to get to work and drive kids to school"
1
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Michelle E. B.
Resident
6y ago
"my neighborhood has access to transportation, stores, schools, hospital and is close to downtown. "
1
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Trevor N.
Resident
6y ago
"We live near wadsworth mansion so they often have public concerts, vendors, ect. Snow school is right down the road as well. "
1
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Marisa
Resident
6y ago
"i think it’s a great place to own a dog .. i have a chocolate lab myself and their are tons of sidewalks and a bike trail as well. everyone’s pretty friendly & clean up after their dogs as well"
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Frankie T.
Resident
6y ago
"Lots of pups here in Middletown and even some dog-friendly restaurant patios! Our dog loves the walkable North End."
1
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Molinaronijhana
Resident
6y ago
"We have bike shows, Christmas carriage rides and a huge tree for Christmas, trick or treating on main st and a wonderful YMCA "
1
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Shellycato19
Resident
6y ago
"A lot of dogs living in the area. Not a lot of places to really run, but nice places to take a long and peaceful walk. Unfortunately a lot of owners don’t clean up after their dogs, but it’s starting g to get a little better. Overall a decent place to have pups. "
1
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Shewarrens
Prev. Resident
6y ago
"It’s a beautiful place to live , It’s a very nice place to grow your kids there’s of restaurant and park and transportation if you don’t drive"
2
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Asweetrdrm
Resident
7y ago
"It's a good place to live, low crime rate. Neighbors are friendly. Plenty of kids and close to schools"
1
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Kurt.r.wentzell
Resident
7y ago
"There’s not a lot of traffic on my street. A lot of the neighbors have dogs and you always see people walking their dogs on leashes. There’s also a park just down the street."
1
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Qcockrell
Resident
7y ago
"more activities for the kids to keep them busy and there need to be more job opportunities for the ones that are looking for a job"
1
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Lisa C.
Resident
7y ago
"the neighborhood is a private road with only 1 way in/out. everyone knows everyone. no crime all neighbors have lived here since 1950s and passed houses down through generations. the elementary school is in walking distance safe neighborhood where children could play in the road and not have to worry about traffic"
2
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Wolver1068.jb
Resident
7y ago
"We have a great town to raise children in and is rated one of top towns in the United States for raising children. Lots of his Tory in town and the surrounding areas. Great place to have a family vacation!"
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Alnoor R.
Visitor
7y ago
"Decent schools,safe, plenty of kid friendly space. Property taxes are high in CT. Job marked is tepid at best"
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Brian
Resident
7y ago
"great central location in CT, close to downtown and highways. quiet neighborhood, but properties very close together"
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Kathy
Resident
7y ago
"Best restaurant and nightlife scene in the area. outstanding, unique restaurants and small businesses. Plenty of daytime family events on Main street like car shows, bike shows, Christmas tree lighting. Vibrant, diverse community in a college town with a lot of great history that is still celebrated."
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Mhasbro13
Resident
8y ago
"I’ve lived in this community for 4 years. I love the amenities offered to us. My neighbors are very friendly. Most everyone will say hello when they see you, even if they don’t know you. Great place to liven."
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Leonardo V.
Resident
8y ago
"It is a very safe place to live..also shopping is close. The neighbors are friendly and very courteous.."
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Middletown, CT Real Estate & Homes For Sale