Recently Sold Middletown, CT Homes

• 

  $239,000 Sold Dec 18, 2025

  162 Rising Trail Dr, Middletown, CT 06457

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

  Last Sold Summary

  • 4% Below List Price
  • $194/SF
  • 43 Days On Market

  Last Listing Agent Tobias Rinaldi Luxe Realty LLC

  162 Rising Trail Dr, Middletown, CT 06457
• 

  $480,000 Sold Oct 31, 2025

  1066 Washington St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft
  • Built 1742

  Last Sold Summary

  • 29% Below List Price
  • $85/SF
  • 166 Days On Market

  Current Estimated Value $490,193

  Last Listing Agent Donna-Jean Dargie Eagle Eye Realty PLLC

  1066 Washington St, Middletown, CT 06457
• 

  $190,000 Sold Oct 29, 2025

  49 Rising Trail Dr Unit 49, Middletown, CT 06457

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

  Last Sold Summary

  • 14% Below List Price
  • $154/SF
  • 62 Days On Market

  Current Estimated Value $206,191

  Last Listing Agent Mark White KW Legacy Partners

  49 Rising Trail Dr Unit 49, Middletown, CT 06457
• 

  $355,000 Sold Jul 17, 2025

  63 Bidwell Terrace, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $370/SF
  • 5 Days On Market

  Current Estimated Value $347,336

  Last Listing Agent Jonathan Zuromski Real Broker CT, LLC

  63 Bidwell Terrace, Middletown, CT 06457
• 

  $260,000 Sold Aug 29, 2025

  30 Denison Rd, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,134 Sq Ft
  • Built 1994

  Last Sold Summary

  • 13% Below List Price
  • $229/SF
  • 13 Days On Market

  Last Listing Agent Gary Crawford RE/MAX RISE

  30 Denison Rd, Middletown, CT 06457
• 

  $301,000 Sold Dec 09, 2025

  751 Long Hill Rd Unit C, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,339 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Above List Price
  • $225/SF
  • 14 Days On Market

  Last Listing Agent Heather Kilbourn Cavanaugh & Company LLC

  751 Long Hill Rd Unit C, Middletown, CT 06457
• 

  $345,000 Sold Feb 02, 2026

  91 Highview Terrace, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1963

  Last Sold Summary

  • 6% Above List Price
  • $359/SF
  • 42 Days On Market

  Last Listing Agent Angela Smeriglio William Raveis Real Estate

  91 Highview Terrace, Middletown, CT 06457
• 

  $198,000 Sold Jun 09, 2025

  51 Rising Trail Dr Unit 51, Middletown, CT 06457

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

  Last Sold Summary

  • 4% Above List Price
  • $161/SF
  • 7 Days On Market

  Last Listing Agent Allison Hughes William Raveis Real Estate

  51 Rising Trail Dr Unit 51, Middletown, CT 06457
• 

  $212,000 Sold Aug 22, 2025

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Below List Price
  • $245/SF
  • 57 Days On Market

  Last Listing Agent Arthur Wrotnowski Berkshire Hathaway NE Prop.

  235 Carriage Crossing Ln Unit 235, Middletown, CT 06457
• 

  $440,000 Sold May 23, 2025

  85 Lorelei Cir, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,036 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $216/SF
  • 46 Days On Market

  Current Estimated Value $451,906

  Last Listing Agent Dori Degennaro William Raveis Real Estate

  85 Lorelei Cir, Middletown, CT 06457
• 

  $260,000 Sold May 16, 2025

  19 Bacon Ave, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $159/SF
  • 73 Days On Market

  Current Estimated Value $274,741

  Last Listing Agent Robert Philopena eXp Realty

  19 Bacon Ave, Middletown, CT 06457
• 

  $543,000 Sold Oct 10, 2025

  22 Webster Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,412 Sq Ft
  • Built 2021

  Last Sold Summary

  • 6% Below List Price
  • $385/SF
  • 20 Days On Market

  Current Estimated Value $532,548

  Last Listing Agent Sharon Sirois Showcase Realty, Inc.

  22 Webster Ln, Middletown, CT 06457
• 

  $275,000 Sold May 27, 2025

  261 Mile Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1960

  Last Sold Summary

  • 6% Above List Price
  • $310/SF
  • 32 Days On Market

  Current Estimated Value $281,161

  Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

  261 Mile Ln, Middletown, CT 06457
• 

  $235,000 Sold Aug 06, 2025

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1988

  Last Sold Summary

  • $280/SF
  • 7 Days On Market

  Current Estimated Value $232,184

  Last Listing Agent Lauren Iraeta KW Legacy Partners

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457
• 

  $611,000 Sold Jun 10, 2025

  10 Jack English Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft
  • Built 2023

  Last Sold Summary

  • 2% Above List Price
  • $274/SF
  • 5 Days On Market

  Current Estimated Value $609,138

  Last Listing Agent Vikash Khandai Dave Jones Realty, LLC

  10 Jack English Dr, Middletown, CT 06457
• 

  $347,500 Sold Apr 04, 2025

  83 Roberta Dr, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,540 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Above List Price
  • $226/SF
  • 4 Days On Market

  Current Estimated Value $350,495

  Last Listing Agent Jason Boice eXp Realty

  83 Roberta Dr, Middletown, CT 06457
• 

  $235,000 Sold Aug 08, 2025

  93 Trolley Crossing Ln, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $195/SF
  • 11 Days On Market

  Current Estimated Value $232,449

  Last Listing Agent Euna Cho Century 21 Clemens Group

  93 Trolley Crossing Ln, Middletown, CT 06457
• 

  $110,000 Sold Nov 13, 2025

  174 Old Road Dr, Middletown, CT 06457

  • Land
  • 4.4 Acres
  • $25,000 per Acre

  Last Sold Summary

  • 27% Below List Price
  • 42 Days On Market

  Last Listing Agent Nancy Newman LPT Realty

  174 Old Road Dr, Middletown, CT 06457
• 

  $260,000 Sold Mar 31, 2025

  2 Walnut St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 1937

  Last Sold Summary

  • 5% Below List Price
  • $129/SF
  • 50 Days On Market

  Current Estimated Value $266,395

  Last Listing Agent Ellen Paklos William Raveis Real Estate

  2 Walnut St, Middletown, CT 06457
• 

  $405,000 Sold Dec 18, 2025

  102 Main Street Extension, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1927

  Last Sold Summary

  • 5% Above List Price
  • $267/SF
  • 15 Days On Market

  Last Listing Agent Michael Calabro Coldwell Banker Calabro

  102 Main Street Extension, Middletown, CT 06457
• 

  $365,000 Sold Jun 28, 2025

  61 Navadon Pkwy, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Above List Price
  • $264/SF
  • 7 Days On Market

  Current Estimated Value $363,719

  Last Listing Agent Donna Lynn Naeher BHGRE Gaetano Marra Homes

  61 Navadon Pkwy, Middletown, CT 06457
• 

  $425,000 Sold Mar 12, 2025

  88 Saybrook Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,315 Sq Ft
  • Built 1948

  Last Sold Summary

  • 7% Above List Price
  • $184/SF
  • 4 Days On Market

  Current Estimated Value $433,355

  Last Listing Agent Danielle Spada Coldwell Banker Realty

  88 Saybrook Rd, Middletown, CT 06457
• 

  $215,000 Sold Jul 01, 2025

  675 Newfield St Unit 2, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $121/SF
  • 21 Days On Market

  Current Estimated Value $222,840

  Last Listing Agent Michael DelGreco New England Realty Assoc LLC

  675 Newfield St Unit 2, Middletown, CT 06457
• 

  $320,000 Sold Jun 27, 2025

  2 Cottage St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,452 Sq Ft
  • Built 1909

  Last Sold Summary

  • 19% Above List Price
  • $220/SF
  • 41 Days On Market

  Current Estimated Value $317,095

  Last Listing Agent Rebecca Makas KW Legacy Partners

  2 Cottage St, Middletown, CT 06457
• 

  $325,000 Sold Oct 20, 2025

  1904 S Main St, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1949

  Last Sold Summary

  • 16% Above List Price
  • $312/SF
  • 8 Days On Market

  Current Estimated Value $316,228

  Last Listing Agent Elizabeth Kessler Berkshire Hathaway NE Prop.

  1904 S Main St, Middletown, CT 06457
• 

  $130,000 Sold Jun 17, 2025

  206 Burgundy Hill Ln Unit 206, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 706 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $184/SF
  • 62 Days On Market

  Current Estimated Value $131,948

  Last Listing Agent Katrina Pratt Rainbow Realty

  206 Burgundy Hill Ln Unit 206, Middletown, CT 06457
• 

  $275,000 Sold Mar 26, 2025

  20 Berlin Ct, Middletown, CT 06457

  • 4 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1889

  Last Sold Summary

  • 20% Below List Price
  • $216/SF
  • 204 Days On Market

  Current Estimated Value $295,117

  Last Listing Agent Todd Bakoledis Coldwell Banker Realty

  20 Berlin Ct, Middletown, CT 06457
• 

  $403,000 Sold Dec 11, 2025

  102 Greenview Terrace, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Above List Price
  • $284/SF
  • 2 Days On Market

  Last Listing Agent Heather Kilbourn Cavanaugh & Company LLC

  102 Greenview Terrace, Middletown, CT 06457
• 

  $360,000 Sold Jun 30, 2025

  310 Newfield St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 76 Days On Market

  Current Estimated Value $361,459

  Last Listing Agent Jackie Espinoza Eagle Eye Realty PLLC

  310 Newfield St, Middletown, CT 06457
• 

  $300,000 Sold May 19, 2025

  43 High St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 987 Sq Ft
  • Built 1957

  Last Sold Summary

  • 7% Above List Price
  • $304/SF
  • 30 Days On Market

  Current Estimated Value $302,038

  Last Listing Agent Mark Massaro Coldwell Banker Realty

  43 High St, Middletown, CT 06457
• 

  $290,000 Sold Sep 30, 2025

  95 Barbara Rd, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $221/SF
  • 52 Days On Market

  Current Estimated Value $298,144

  Last Listing Agent Amy Lapierre Coldwell Banker Realty

  95 Barbara Rd, Middletown, CT 06457
• 

  $320,000 Sold Jun 27, 2025

  155 Dorothy Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1967

  Last Sold Summary

  • 6% Below List Price
  • $333/SF
  • 114 Days On Market

  Current Estimated Value $329,373

  Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

  155 Dorothy Dr, Middletown, CT 06457
• 

  $110,000 Sold Jul 28, 2025

  128 Burgundy Hill Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 5% Above List Price
  • $193/SF
  • 4 Days On Market

  Current Estimated Value $111,200

  Last Listing Agent Meghan Garofalo Coldwell Banker Realty

  128 Burgundy Hill Ln, Middletown, CT 06457
• 

  $350,000 Sold Jan 14, 2026

  105 Hawks Nest Cir, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 1,176 Sq Ft
  • Built 1987

  Last Sold Summary

  • $298/SF
  • 63 Days On Market

  Last Listing Agent Amy Rio Executive Real Estate Inc.

  105 Hawks Nest Cir, Middletown, CT 06457
• 

  $290,000 Sold Dec 12, 2025

  19 Fairlawn Ave, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $302/SF
  • 42 Days On Market

  Last Listing Agent Cheryl Bertini Redfin Corporation

  19 Fairlawn Ave, Middletown, CT 06457
• 

  $228,900 Sold Jan 23, 2026

  48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457

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

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 79 Days On Market

  Last Listing Agent Elizabeth Harrison Hagel & Assoc. Real Estate

  48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457
• 

  $228,000 Sold Jan 05, 2026

  59 Inverness Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft
  • Built 1971

  Last Sold Summary

  • $189/SF
  • 66 Days On Market

  Last Listing Agent J Troy Morris Coldwell Banker Calabro

  59 Inverness Ln, Middletown, CT 06457
• 

  $230,000 Sold Dec 19, 2025

  8 Countryside Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 3 Baths
  • 1,600 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Above List Price
  • $144/SF
  • 112 Days On Market

  Last Listing Agent AJ Dugal Clermont Real Estate

  8 Countryside Ln Unit 2, Middletown, CT 06457
• 

  $330,000 Sold Jan 13, 2026

  136 Westfield St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,225 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Below List Price
  • $269/SF
  • 62 Days On Market

  Last Listing Agent Marty LoSchiavo Luxe Estates, Inc

  136 Westfield St, Middletown, CT 06457
• 

  $465,000 Sold Nov 25, 2025

  78 Rolling Green, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,329 Sq Ft
  • Built 1999

  Last Sold Summary

  • 6% Above List Price
  • $200/SF
  • 59 Days On Market

  Last Listing Agent Alana Wall-Galvin Suburban Homes & Condos

  78 Rolling Green, Middletown, CT 06457

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