Recently Sold Middletown, CT Homes

• 

  $225,000 Sold Jan 09, 2026

  3 Trolley Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Below List Price
  • $184/SF
  • 52 Days On Market

  Current Estimated Value $221,967

  Last Listing Agent Linda Muraski Century 21 Classic Homes

  3 Trolley Crossing Ln, Middletown, CT 06457
• 

  $167,700 Sold Mar 19, 2026

  285 Carriage Crossing Ln Unit 285, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Above List Price
  • $250/SF
  • 25 Days On Market

  Current Estimated Value $162,401

  Last Listing Agent Eric Ellison Executive Real Estate Inc.

  285 Carriage Crossing Ln Unit 285, Middletown, CT 06457
• 

  $349,900 Sold Aug 29, 2025

  153 Barbara Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,242 Sq Ft
  • Built 1939

  Last Sold Summary

  • 17% Above List Price
  • $282/SF
  • 3 Days On Market

  Current Estimated Value $351,248

  Last Listing Agent Karen Mendes Berkshire Hathaway NE Prop.

  153 Barbara Rd, Middletown, CT 06457
• 

  $325,000 Sold Oct 08, 2025

  181 Fowler Ave, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1950

  Last Sold Summary

  • 8% Above List Price
  • $198/SF
  • 8 Days On Market

  Current Estimated Value $332,007

  Last Listing Agent Mikell Foggitt Margaret Bennett Realty

  181 Fowler Ave, Middletown, CT 06457
• 

  $200,000 Sold Aug 28, 2025

  92 Cynthia Ln Unit E1, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1977

  Last Sold Summary

  • 9% Below List Price
  • $215/SF
  • 29 Days On Market

  Current Estimated Value $210,143

  Last Listing Agent Matt Diamond Houlihan Lawrence WD

  92 Cynthia Ln Unit E1, Middletown, CT 06457
• 

  $225,000 Sold Jan 06, 2026

  130 Carriage Crossing Ln Unit 130, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $268/SF
  • 21 Days On Market

  Current Estimated Value $225,554

  Last Listing Agent Michael DuMouchel Berkshire Hathaway NE Prop.

  130 Carriage Crossing Ln Unit 130, Middletown, CT 06457
• 

  $198,000 Sold Sep 04, 2025

  110 Trolley Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $230/SF
  • 48 Days On Market

  Current Estimated Value $190,008

  Last Listing Agent Euna Cho Naples Realty Group, LLC

  110 Trolley Crossing Ln, Middletown, CT 06457
• 

  $285,000 Sold Jun 06, 2025

  565 Newfield St Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,436 Sq Ft
  • Built 1991

  Last Sold Summary

  • 6% Above List Price
  • $198/SF
  • 29 Days On Market

  Current Estimated Value $500,524

  Last Listing Agent Marybeth Barrett Berkshire Hathaway NE Prop.

  565 Newfield St Unit 30, Middletown, CT 06457
• 

  $363,000 Sold Aug 15, 2025

  44 Durwin St, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 1,490 Sq Ft
  • Built 1951

  Last Sold Summary

  • 12% Above List Price
  • $244/SF
  • 17 Days On Market

  Current Estimated Value $365,491

  Last Listing Agent Scott Sasinouski KW Legacy Partners

  44 Durwin St, Middletown, CT 06457
• 

  $1,875,000 Sold Dec 22, 2025

  120 Chamberlain Hill Rd, Middletown, CT 06457

  • 4 Beds
  • 4.5 Baths
  • 5,661 Sq Ft
  • Built 2020

  Last Sold Summary

  • 1% Below List Price
  • $331/SF
  • 67 Days On Market

  Current Estimated Value $1,833,072

  Last Listing Agent Jeff Petersen Century 21 AllPoints Realty

  120 Chamberlain Hill Rd, Middletown, CT 06457
• 

  $235,000 Sold Aug 08, 2025

  70 Trolley Crossing Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $193/SF
  • 3 Days On Market

  Current Estimated Value $235,780

  Last Listing Agent Amy Bartolucci Coldwell Banker Realty

  70 Trolley Crossing Ln, Middletown, CT 06457
• 

  $365,000 Sold Nov 19, 2025

  81 Dorothy Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,346 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $271/SF
  • 29 Days On Market

  Current Estimated Value $373,593

  Last Listing Agent Nancy Newman LPT Realty

  81 Dorothy Dr, Middletown, CT 06457
• 

  $235,000 Sold Jul 22, 2025

  15 Forest Glen Cir Unit 19, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1989

  Last Sold Summary

  • 18% Above List Price
  • $253/SF
  • 46 Days On Market

  Current Estimated Value $235,337

  Last Listing Agent Brenda Bourne KW Legacy Partners

  15 Forest Glen Cir Unit 19, Middletown, CT 06457
• 

  $248,000 Sold Jan 29, 2026

  88 Carriage Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 950 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $261/SF
  • 25 Days On Market

  Current Estimated Value $244,211

  Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

  88 Carriage Crossing Ln, Middletown, CT 06457
• 

  $415,000 Sold Mar 13, 2026

  95 Training Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $270/SF
  • 70 Days On Market

  Current Estimated Value $413,286

  Last Listing Agent Guillermo Araujo Five Stars Realty

  95 Training Hill Rd, Middletown, CT 06457
• 

  $191,000 Sold Apr 30, 2025

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $251/SF
  • 14 Days On Market

  Current Estimated Value $196,757

  Last Listing Agent Melanie Abbott William Pitt Sotheby's Int'l

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457
• 

  $225,400 Sold Jul 03, 2025

  192 Rising Trail Dr, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Above List Price
  • $183/SF
  • 55 Days On Market

  Current Estimated Value $230,389

  Last Listing Agent Siobhan McLaughlin William Raveis Real Estate

  192 Rising Trail Dr, Middletown, CT 06457
• 

  $275,000 Sold Jul 03, 2025

  129 Newfield St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,075 Sq Ft
  • Built 1953

  Last Sold Summary

  • $256/SF
  • 134 Days On Market

  Current Estimated Value $282,183

  Last Listing Agent Qin Lin Sovereign Properties

  129 Newfield St, Middletown, CT 06457
• 

  $235,000 Sold Sep 30, 2025

  11 Countryside Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1987

  Last Sold Summary

  • 2% Above List Price
  • $216/SF
  • 33 Days On Market

  Last Listing Agent Kristen Faraci Better Living Realty, LLC

  11 Countryside Ln Unit 2, Middletown, CT 06457
• 

  $499,900 Sold Jul 11, 2025

  70 Birchwood Dr, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,404 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Above List Price
  • $208/SF
  • 15 Days On Market

  Current Estimated Value $501,172

  Last Listing Agent Jennifer Hussey Century 21 Clemens Group

  70 Birchwood Dr, Middletown, CT 06457
• 

  $360,000 Sold Aug 05, 2025

  5 Blue Orchard Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $238/SF
  • 50 Days On Market

  Current Estimated Value $376,010

  Last Listing Agent Christopher Clarke Coldwell Banker Realty

  5 Blue Orchard Dr, Middletown, CT 06457
• 

  $410,000 Sold Oct 17, 2025

  60 Hemlock Place, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,285 Sq Ft
  • Built 1962

  Last Sold Summary

  • 11% Above List Price
  • $319/SF
  • 6 Days On Market

  Current Estimated Value $408,068

  Last Listing Agent Richard Santana Cedar View Realty LLC

  60 Hemlock Place, Middletown, CT 06457
• 

  $400,000 Sold Oct 07, 2025

  62 Grand St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,016 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $198/SF
  • 17 Days On Market

  Current Estimated Value $402,576

  Last Listing Agent Sean Wilding LPT Realty - IConn Team

  62 Grand St, Middletown, CT 06457
• 

  $373,000 Sold May 15, 2025

  835 Long Hill Rd Unit A, Middletown, CT 06457

  • 3 Beds
  • 3.5 Baths
  • 2,243 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Above List Price
  • $166/SF
  • 6 Days On Market

  Last Listing Agent Jackie Williams Sterling REALTORS

  835 Long Hill Rd Unit A, Middletown, CT 06457
• 

  $305,000 Sold Nov 26, 2025

  86 Barbara Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,074 Sq Ft
  • Built 1942

  Last Sold Summary

  • 2% Above List Price
  • $284/SF
  • 46 Days On Market

  Current Estimated Value $308,788

  Last Listing Agent Mark Mooney Mooney Real Estate, LLC

  86 Barbara Rd, Middletown, CT 06457
• 

  $352,000 Sold May 13, 2025

  244 Basswood Dr, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Above List Price
  • $367/SF
  • 6 Days On Market

  Current Estimated Value $360,422

  Last Listing Agent Carol Kleeman William Raveis Real Estate

  244 Basswood Dr, Middletown, CT 06457
• 

  $817,000 Sold Jan 08, 2026

  81 Aresco Dr, Middletown, CT 06457

  • 4 Beds
  • 5 Baths
  • 5,282 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 10 Days On Market

  Current Estimated Value $758,403

  Last Listing Agent Carl Chisem Jr. William Raveis Real Estate

  81 Aresco Dr, Middletown, CT 06457
• 

  $475,000 Sold Aug 20, 2025

  75 Carll Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,605 Sq Ft
  • Built 1963

  Last Sold Summary

  • 3% Below List Price
  • $182/SF
  • 65 Days On Market

  Current Estimated Value $489,504

  Last Listing Agent Natuzza Dimasi William Raveis Real Estate

  75 Carll Rd, Middletown, CT 06457
• 

  $375,000 Sold Jul 23, 2025

  68 High St, Middletown, CT 06457

  • 9 Beds
  • 4 Baths
  • 2,236 Sq Ft
  • Built 1900

  Last Sold Summary

  • $168/SF
  • 26 Days On Market

  Current Estimated Value $321,970

  Last Listing Agent Dawn Satagaj William Raveis Real Estate

  68 High St, Middletown, CT 06457
• 

  $187,000 Sold May 23, 2025

  10 Carriage Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Above List Price
  • $216/SF
  • 26 Days On Market

  Current Estimated Value $201,816

  Last Listing Agent Kim Sherman Coldwell Banker Calabro

  10 Carriage Crossing Ln, Middletown, CT 06457
• 

  $335,000 Sold Oct 03, 2025

  46 Kelsey St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $277/SF
  • 23 Days On Market

  Current Estimated Value $341,672

  Last Listing Agent Carly Luciér Our Home Realty Advisors

  46 Kelsey St, Middletown, CT 06457
• 

  $280,000 Sold Jun 27, 2025

  80 Prospect St, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $233/SF
  • 72 Days On Market

  Current Estimated Value $284,352

  Last Listing Agent Paul Magliochetti Coldwell Banker Realty

  80 Prospect St, Middletown, CT 06457
• 

  $502,000 Sold Jan 16, 2026

  498 Pine St, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,732 Sq Ft
  • Built 1936

  Last Sold Summary

  • 9% Below List Price
  • $184/SF
  • 54 Days On Market

  Current Estimated Value $514,249

  Last Listing Agent Mark Gibbs Royal Oak Realty Group

  498 Pine St, Middletown, CT 06457
• 

  $220,000 Sold Feb 25, 2026

  161 Cynthia Ln Unit E5, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft
  • Built 1977

  Last Sold Summary

  • 5% Above List Price
  • $237/SF
  • 34 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate

  161 Cynthia Ln Unit E5, Middletown, CT 06457
• 

  $410,000 Sold Sep 08, 2025

  76 Milardo Ln, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Above List Price
  • $226/SF
  • 58 Days On Market

  Current Estimated Value $417,701

  Last Listing Agent Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
• 

  $410,000 Sold Jul 03, 2025

  92 Goodman Dr, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 2,708 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $151/SF
  • 22 Days On Market

  Current Estimated Value $446,330

  Last Listing Agent Eileen England eXp Realty

  92 Goodman Dr, Middletown, CT 06457
• 

  $490,000 Sold Feb 13, 2026

  79 Brechlin Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,146 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $228/SF
  • 8 Days On Market

  Current Estimated Value $497,418

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  79 Brechlin Dr, Middletown, CT 06457
• 

  $350,000 Sold Dec 23, 2025

  15 Kent Ct, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft
  • Built 1976

  Last Sold Summary

  • 3% Above List Price
  • $163/SF
  • 48 Days On Market

  Current Estimated Value $347,909

  Last Listing Agent Amanda Mangene William Raveis Real Estate

  15 Kent Ct, Middletown, CT 06457
• 

  $196,750 Sold Aug 29, 2025

  278 Carriage Crossing Ln Unit 278, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Above List Price
  • $259/SF
  • 7 Days On Market

  Current Estimated Value $196,712

  Last Listing Agent Omar Montalvo III William Raveis Real Estate

  278 Carriage Crossing Ln Unit 278, Middletown, CT 06457
• 

  $575,000 Sold Aug 18, 2025

  846 Arbutus St, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 2,573 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Below List Price
  • $223/SF
  • 30 Days On Market

  Current Estimated Value $593,492

  Last Listing Agent Nancy Newman LPT Realty

  846 Arbutus St, Middletown, CT 06457

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