Middlesex County, CT homes for sale & real estate

41 minutes on Rocket

$4,749 Closing Credit¹

$399,900

6 beds • 2 baths • 2,579 sqft

116 Front St, Middletown, CT 06457

#24092923, Michelle Mazzotta, Listing Office: eXp Realty

Coming soon

$10,000 Closing Credit¹

$949,000

4 beds • 2 baths • 2,249 sqft

86 Chalker Beach Rd, Old Saybrook, CT 06475

#24092785, Jodi Serapilia, Listing Office: William Raveis Real Estate

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2 hours on Rocket

$2,018 Closing Credit¹

$169,900

1 bed • 1.5 baths • 738 sqft

111 Dekoven Dr Apt 508, Middletown, CT 06457

#24092874, Michael Vitale, Listing Office: Vitale Realty

4 hours on Rocket

$2,601 Closing Credit¹

$219,000

2 beds • 2 baths • 1,147 sqft

234 S Main St Apt 303, Middletown, CT 06457

#24092873, Devon Taylor Assael, Listing Office: Dave Jones Realty, LLC

7 hours on Rocket

$5,580 Closing Credit¹

$469,900

3 beds • 2 baths • 1,537 sqft

95 Training Hill Rd, Middletown, CT 06457

#24092784, Guillermo Araujo, Listing Office: Five Stars Realty

Coming soon

$5,641 Closing Credit¹

$475,000

3 beds • 1.5 baths • 1,950 sqft

60 Woodland Dr, Essex, CT 06409

#24086702, Shawn Atkinson, Listing Office: William Pitt Sotheby's Int'l

16 hours on Rocket

$5,461 Closing Credit¹

$459,900

4 beds • 3 baths • 1,923 sqft

112 Rolling Grn, Middletown, CT 06457

#24092757, Tanya Bottaro, Listing Office: Real Broker CT, LLC

Room to negotiate?

Median Sold Price

$404.9K

Based on our April 2025 Market Report.

18 hours on Rocket

$4,511 Closing Credit¹

$379,900

4 beds • 2 baths • 2,367 sqft

28 Strongs Ave, Portland, CT 06480

#24091919, Michael Hvizdo, Listing Office: Coldwell Banker Realty

18 hours on Rocket

$3,681 Closing Credit¹

$310,000

2 beds • 2 baths • 1,296 sqft

46 Founders Vlg Unit 46, Clinton, CT 06413

#24092413, Bonnie Fillion, Listing Office: Berkshire Hathaway NE Prop.

18 hours on Rocket

$3,205 Closing Credit¹

$269,900

2 beds • 1.5 baths • 1,306 sqft

2 Butternut Knls Unit 2, Middletown, CT 06457

#24092454, Pauline Webb, Listing Office: William Raveis Real Estate

Coming soon

$6,282 Closing Credit¹

$529,000

4 beds • 2.5 baths • 2,198 sqft

1037 Bartholomew Rd, Middletown, CT 06457

#24092165, Devon Taylor Assael, Listing Office: Dave Jones Realty, LLC

21 hours on Rocket

$1,924 Closing Credit¹

$162,000

1 bed • 1 bath • 750 sqft

172 Woodland Dr Unit 172, Cromwell, CT 06416

#24092134, Michael Hvizdo, Listing Office: Coldwell Banker Realty

21 hours on Rocket

$4,245 Closing Credit¹

$357,500

4 beds • 1.5 baths • 1,593 sqft

21 Tuccitto Rd, Portland, CT 06480

#24091775, Mikell Foggitt, Listing Office: Margaret Bennett Realty

22 hours on Rocket

$39,000

Land • 0.79 Acres

147 W High St, East Hampton, CT 06424

#24092659, Sharon Stewart, Listing Office: Carl A. Zinsser Agency LLC

22 hours on Rocket

$2,136 Closing Credit¹

$179,900

2 beds • 1.5 baths • 1,057 sqft

2306 Cromwell Hills Dr Unit 2306, Cromwell, CT 06416

#24092015, Nadia Martinez, Listing Office: Ki Property Group

Coming soon

$6,234 Closing Credit¹

$525,000

4 beds • 3 baths • 2,470 sqft

152 Brainard Hill Rd, Haddam, CT 06441

#24091371, Lisa Romano, Listing Office: William Pitt Sotheby's Int'l

Coming soon

$5,926 Closing Credit¹

$499,000

3 beds • 2.5 baths • 1,573 sqft

19 Deer Run, East Haddam, CT 06423

#24092201, Cathy Lynch, Listing Office: Coldwell Banker Realty

Coming soon

$9,488 Closing Credit¹

$799,000

3 beds • 2 baths • 1,440 sqft

21 Central Ave, Clinton, CT 06413

#24092393, Lisa Jones, Listing Office: Higgins Group Bedford Square

1 day on Rocket

$5,344 Closing Credit¹

$450,000

3 beds • 3 baths • 1,920 sqft

1 Brittany Cir, Cromwell, CT 06416

#24092528, Christopher Haywood, Listing Office: William Raveis Real Estate

1 day on Rocket

$2,006 Closing Credit¹

$168,900

1 bed • 1 bath • 672 sqft

52 Linden Ave N, Westbrook, CT 06498

#24089732, Judith Dumouchel, Listing Office: J.M. REALTY

1 day on Rocket

$10,000 Closing Credit¹

$849,500

3 beds • 1 bath • 890 sqft

78 Hartford Ave, Old Saybrook, CT 06475

#24091706, Robert Perriello, Listing Office: Century 21 AllPoints Realty

1 day on Rocket

$10,000 Closing Credit¹

$1,487,000

3 beds • 3.5 baths • 2,838 sqft

36 W Ave, Essex, CT 06426

#24088386, Yolanda Lowe, Listing Office: William Pitt Sotheby's Int'l

1 day on Rocket

$4,749 Closing Credit¹

$399,900

3 beds • 2 baths • 1,352 sqft

158 Higby Rd, Middletown, CT 06457

#24090665, Elizabeth Harrison, Listing Office: Hagel & Assoc. Real Estate

1 day on Rocket

$3,859 Closing Credit¹

$325,000

2 beds • 2 baths • 1,530 sqft

19 Augusta Cir Unit 19, East Haddam, CT 06469

#24092420, Amy Rubin, Listing Office: William Raveis Real Estate

1 day on Rocket

$8,905 Closing Credit¹

$749,900

4 beds • 2.5 baths • 3,908 sqft

55 Blue Heron Dr, East Hampton, CT 06424

#24092370, Bryan Feery, Listing Office: Berkshire Hathaway NE Prop.

1 day on Rocket

$10,000 Closing Credit¹

$1,195,000

3 beds • 2.5 baths • 2,717 sqft

20 Navy Ln, Essex, CT 06426

#24091224, Susan Malan, Listing Office: William Pitt Sotheby's Int'l

1 day on Rocket

$3,858 Closing Credit¹

$324,900

2 beds • 1.5 baths • 1,680 sqft

42 River Rd, Cromwell, CT 06416

#24092167, Anthony Cusano, Listing Office: Berkshire Hathaway NE Prop.

1 day on Rocket

$3,741 Closing Credit¹

$315,000

3 beds • 2.5 baths • 2,048 sqft

22 In Town Ter Unit 22, Middletown, CT 06457

#24091769, Agota Perry-Hill, Listing Office: William Raveis Real Estate

Coming soon

$5,936 Closing Credit¹

$499,900

3 beds • 2.5 baths • 2,780 sqft

708R Haddam Quarter Rd, Durham, CT 06422

#24092256, Debbie Huscher, Listing Office: Real Broker CT, LLC

2 days on RocketTour

$5,818 Closing Credit¹

$489,900

3 beds • 2 baths • 2,260 sqft

2 Putter Pl, Middletown, CT 06457

#24092116, Mark Toledo, Listing Office: Berkshire Hathaway NE Prop.

2 days on Rocket

$5,343 Closing Credit¹

$449,900

4 beds • 2.5 baths • 1,976 sqft

20 Victoria Rd, Portland, CT 06480

#24088216, Joshua Brown, Listing Office: KW Legacy Partners

2 days on Rocket

$6,946 Closing Credit¹

$584,900

3 beds • 1 bath • 1,196 sqft

14 Denmore Ln, Old Saybrook, CT 06475

#24092177, Terence Dominick, Listing Office: Complete Real Estate

2 days on Rocket

$10,000 Closing Credit¹

$942,175

4 beds • 3.5 baths • 2,899 sqft

Address Not Disclosed, Portland, CT 06480

#24091480, Amy Rio, Listing Office: Executive Real Estate Inc.

2 days on Rocket

$1,663 Closing Credit¹

$140,000

2 beds • 2 baths • 988 sqft

3 Woodland Trl, Killingworth, CT 06419

#24091929, Erin McNamara, Listing Office: RE/MAX on the Bay

Coming soon

$6,353 Closing Credit¹

$535,000

3 beds • 2 baths • 2,113 sqft

16 Walkley Hill Rd, Haddam, CT 06438

#24092061, Patrick Kilty, Listing Office: William Raveis Real Estate

2 days on Rocket

$9,322 Closing Credit¹

$785,000

5 beds • 2.5 baths • 3,887 sqft

19 Olmstead Rd, East Haddam, CT 06423

#24092068, Amy Rio, Listing Office: Executive Real Estate Inc.

2 days on Rocket

$9,203 Closing Credit¹

$775,000

4 beds • 3 baths • 2,100 sqft

27 Birch St, Old Saybrook, CT 06475

#24091994, Jennifer Pagan, Listing Office: RE/MAX One

Coming soon

$10,000 Closing Credit¹

$1,100,000

4 beds • 4.5 baths • 3,351 sqft

25 Gilbert Hill Rd, Chester, CT 06412

#24059139, Robin Linares, Listing Office: William Pitt Sotheby's Int'l

2 days on Rocket

$5,878 Closing Credit¹

$495,000

4 beds • 2 baths • 2,280 sqft

32 Great Hill Pond Rd, Portland, CT 06480

#24091599, Rick Berkenstock, Listing Office: Century 21 AllPoints Realty

2 days on Rocket

$8,906 Closing Credit¹

$750,000

3 beds • 3 baths • 2,400 sqft

32 Cream Pot Rd, Clinton, CT 06413

#24091533, Dylan Walter, Listing Office: William Raveis Real Estate

Middlesex County, CT Real Estate Market Overview

Browse 422 homes for sale in Middlesex County, CT. View properties, photos, nearby real estate with school and housing market information. The number of listings in Middlesex County, CT increased by 15.1% between March 2025 and April 2025. The median list price of listings available in April 2025 was $404,909, while the average time on the real estate market was 0 days. While more than 76 listings in Middlesex County, CT in April 2025 were sold above asking price, there were more than 15 listings sold at asking price, and more than 37 were sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Middlesex County, CT

Overview

Middlesex County is located in Connecticut. There are roughly 166,381 residents, living in 67,379 households. The average temperature for Middlesex County this time of the year is low of 46F and high of 69F. On average, Middlesex County gets about 4.2 inches of precipitation in May. Most residents are home owners (74%), have a post secondary degree (51%) and are single, no kids (40%).

Data provided by Home Junction

Schools near Middlesex County, CT

Elementary Schools

Macdonough School
66 Spring St
Public District KG-5
Dr. Robert H. Brown Intermediate School
980 Durham Rd
Public District 4-5
John Lyman Elementary School
106 Way Rd
Public District KG-4

Middle Schools

East Hampton Middle School
19 Childs Rd
Public District 6-8
Cromwell Middle School
6 Mann Memorial Dr
Public District 6-8
William J. Johnston Middle School
360 Norwich Ave
Public District 6-8

High Schools

Nathan Hale-Ray High School
15 School Rd
Public District 9-12
Valley Regional High School
256 Kelsey Hill Rd
Public District 9-12
Coginchaug Regional High School
135 Pickett Ln
Public District 9-12

Data provided by Great Schools

Homes for sale in Middlesex County, CT

Middlesex County, CT Real Estate Market Overview

What is it like to live in Middlesex County, CT

Overview

Explore popular home types in Middlesex County, CT

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Schools near Middlesex County, CT

Housing market reports in Middlesex County

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