Homes in ZIP Code 06457

• 

  

  

  /35

  $419,900

  Pending

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  165 Brown St, Middletown, CT 06457

  Don't miss out on this spacious 3 bedroom, 2 bath South Farms home offering over 2,000 sq ft of comfortable living space and an incredible inground pool! Your own private backyard oasis features a well kept oval inground pool and a fully fenced yard - the perfect spot for entertaining, relaxing, or summer fun with friends and family. Inside, you'll find a nicely remodeled kitchen with granite

  Doug Coby Property Edge

  165 Brown St, Middletown, CT 06457
• 

  

  

  /15

  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  133 Eastern Dr Unit 1st Floor, Middletown, CT 06457

  A peaceful retreat close to everything Middletown has to offer. Main floor unit with refinished floors throughout, a full bathroom, and a bonus room that works as an office, guest space, or whatever fits your life. Step outside to a private back deck, a shared front porch, and a large shared yard with plenty of green space. Off-street parking included. Credit score of 650 or higher required.

  Nick Gilham Real Broker CT, LLC

  133 Eastern Dr Unit 1st Floor, Middletown, CT 06457
• 

  $600,000

  Sold Jun 26, 2026

  123 Round Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • Built 2001

  Last Sold Summary

  • 9% Above List Price
  • $291/SF
  • 4 Days On Market

  Current Estimated Value $545,678

  Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC

  123 Round Hill Rd, Middletown, CT 06457
• 

  Est $402,912

  Not Listed For Sale

  271 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1990

  271 Ridge Rd, Middletown, CT 06457

  Last Sold Summary

  • 19 Days On Market
• 

  

  

  /39

  $300,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,749 Sq Ft

  103 Cambridge Commons Unit 103, Middletown, CT 06457

  Welcome to 103 Cambridge Commons, where style, space, and convenience come together beautifully! Offering over 1,700 sq ft of completely remodeled living space, this stunning 2-bedroom, 1.5-bath condo is truly move-in ready and designed for today's lifestyle. Step inside to a freshly painted interior enhanced by all-new lighting and gleaming hardwood flooring throughout. The heart of the home is

  David Lemel Coldwell Banker Realty

  103 Cambridge Commons Unit 103, Middletown, CT 06457
• 

  

  /6

  $1,395 Per Month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  460 Main St Unit 13, Middletown, CT 06457

  Comfortable 1-bedroom, 1-bath apartment available at 460 Main Street, Unit #13, for $1,395 per month. This well-maintained unit offers an efficient layout and convenient downtown location, providing easy access to shopping, dining, entertainment, and public transportation. A great opportunity for affordable living in the heart of Middletown. Tenant screening, security deposit, and lease

  Santo Gulino William Raveis Real Estate

  460 Main St Unit 13, Middletown, CT 06457
• 

  $384,000

  Sold May 08, 2026

  8 Macdonough Place, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,740 Sq Ft
  • Built 1923

  Last Sold Summary

  • $221/SF
  • 44 Days On Market

  Current Estimated Value $382,351

  Last Listing Agent Patricia Flynn Sterling REALTORS

  8 Macdonough Place, Middletown, CT 06457
• 

  Est $348,124

  Not Listed For Sale

  455 West St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,604 Sq Ft
  • Built 1948

  455 West St, Middletown, CT 06457

  Last Sold Summary

  • 21 Days On Market
• 

  

  /40

  $233,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  8 Inverness Square, Middletown, CT 06457

  ***MULTIPLE OFFERS - HIGHEST & BEST DUE MONDAY, APRIL 27TH by 12pm*** Welcome home to this spacious 3-bedroom PLUS office/playroom home in the highly sought-after Highland at Westlake community. Mature arborvitae line the front and sides of the property, enhancing curb appeal while creating a private, inviting setting. Step inside and be pleasantly surprised by the home's generous size and

  Karen Klein Coldwell Banker Realty

  8 Inverness Square, Middletown, CT 06457
• 

  

  /20

  $2,200 Per Month

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft
  • Apartment for Rent

  279 Carriage Crossing Ln, Middletown, CT 06457

  Beautiful 2 bedrooms 2 full baths condo in carriage crossing condo complex with updated kitchen, floors, and bathrooms. Kitchen updates include new cabinets with granite countertops, b new stove, and 2years washer and dryer. Updated electrical outlets and lighting complete with USB outlets. The unit Features a real WOOD BURNING FIREPLACE. Come enjoy the many amenities that this complex offers an

  Farzaneh RE/MAX Alliance

  279 Carriage Crossing Ln, Middletown, CT 06457
• 

  $500,000

  Sold Jul 28, 2025

  26 Reno Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,264 Sq Ft
  • Built 1999

  Last Sold Summary

  • $221/SF
  • 45 Days On Market

  Current Estimated Value $541,967

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  26 Reno Dr, Middletown, CT 06457
• 

  Est $336,806

  Not Listed For Sale

  37 Roberts St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1919

  37 Roberts St, Middletown, CT 06457

  Last Sold Summary

  • 26 Days On Market
• 

  

  /22

  $150,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1 Russell St Unit 22, Middletown, CT 06457

  Super investment or owner occupancy in this spacious 2 bedroom, 1 full bath condo that exudes charm and character in the old mill building. Located on the 3rd floor, this unit offers privacy and tranquility. The floor plan allows for a private dining experience, a well equipped kitchen, and parquet wood flooring throughout the living areas with fresh carpet to the bedroom level. The bedrooms are

  Kadji Anderson Berkshire Hathaway NE Prop.

  1 Russell St Unit 22, Middletown, CT 06457
• 

  

  /7

  $1,495 Per Month

  • 4 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  14 Portland St, Middletown, CT 06457

  Welcome to 14 Portland Street, Unit #3, Middletown, CT! This spacious third-floor apartment offers approximately 1,000 square feet of comfortable living space featuring3 bedrooms and 1 full bathroom. Enjoy a bright and functional layout with generously sized rooms, ample natural light, and convenient access to local shopping, dining, public transportation, and downtown Middletown. Shared basement

  Santo Gulino William Raveis Real Estate

  14 Portland St, Middletown, CT 06457
• 

  $389,900

  Sold Nov 25, 2025

  163 Basswood Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1965

  Last Sold Summary

  • $232/SF
  • 20 Days On Market

  Current Estimated Value $403,114

  Last Listing Agent Betsy Purtell Purtell Realty LLC

  163 Basswood Dr, Middletown, CT 06457
• 

  Est $310,119

  Not Listed For Sale

  1195 S Main St, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1900

  1195 S Main St, Middletown, CT 06457

  Last Sold Summary

  • 12 Days On Market
• 

  

  /4

  $435,000

  • 5 Beds
  • 2 Baths
  • 2,540 Sq Ft

  62R Silver St, Middletown, CT 06457

  Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

  Michael Calabro Coldwell Banker Calabro

  62R Silver St, Middletown, CT 06457
• 

  

  /14

  $1,550 Per Month

  • 1 Bed
  • 1 Bath
  • 846 Sq Ft
  • Apartment for Rent

  17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457

  Conveniently located just minutes from Wesleyan University, Middlesex Health, and the many shops & restaurants of downtown Middletown. This apartment features a newly remodeled kitchen, a fully renovated bathroom, fresh paint throughout, new flooring, and updated appliances, creating a living space that is ready for move-in. Additional amenities include one off-street parking space and in-unit

  Heather Kilbourn Cavanaugh & Company LLC

  17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457
• 

  $350,000

  Sold Apr 29, 2026

  117 S Main St, Middletown, CT 06457

  • 6 Beds
  • 2 Baths
  • 2,555 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $137/SF
  • 7 Days On Market

  Current Estimated Value $404,330

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  117 S Main St, Middletown, CT 06457
• 

  Est $321,091

  Not Listed For Sale

  791 Long Hill Rd Unit F, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,449 Sq Ft
  • Built 1986

  791 Long Hill Rd Unit F, Middletown, CT 06457

  Last Sold Summary

  • 14 Days On Market
• 

  

  /40

  $174,900

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  20 Maple St, Middletown, CT 06457

  CONTRACTORS & INVESTORS TAKE NOTICE! PROFTIABLE TWO FAMILY PROJECT AWAITS! 2 BR UNITS, NEWER ROOF (2018) & GUTTERS (2024) * UPDATED WINDOWS * ELEC PANEL & HEATING UNIT (2009) * NEWER COVERED SIDE PORCH * SHED * CONVENIENTLY LOCATED NEAR DOWNTOWN MIDDLETOWN, HIGHWAY ACCESS, & WESLEYAN UNIVERSITY * AS IS-WHERE IS * SERIOUS, CASH BUYERS ONLY! * DISCLOSURES TO BE UPLOADED *

  Kimberly Gates Gateway Real Estate

  20 Maple St, Middletown, CT 06457
• 

  

  /7

  $1,695 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  472 Main St Unit 2A, Middletown, CT 06457

  Newly renovated second-floor 1-bedroom, 1-bath apartment available for $1,695 per month. This well-maintained unit features a bright living room, a large eat-in kitchen perfect for everyday living and entertaining, and beautiful quartzite countertops. The kitchen comes fully equipped with a stove, refrigerator, microwave, and dishwasher. A washer and dryer are included for added convenience. The

  Santo Gulino William Raveis Real Estate

  472 Main St Unit 2A, Middletown, CT 06457
• 

  $220,000

  Sold Aug 29, 2025

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457

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

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 30 Days On Market

  Current Estimated Value $232,466

  Last Listing Agent Leticia Rodriguez Casa Mia Realty Corporation

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457
• 

  Est $112,632

  Not Listed For Sale

  70 Burgundy Hill Ln, Middletown, CT 06457

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

  70 Burgundy Hill Ln, Middletown, CT 06457

  Last Sold Summary

  • 29 Days On Market
• 

  

  /26

  $250,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 957 Sq Ft

  2 Hillside Ct, Middletown, CT 06457

  Beautifully updated home tucked away on a quiet cul-de-sac offering the perfect blend of comfort, functionality & major recent improvements. The open floor plan creates a bright, inviting feel, complemented by hardwood floors throughout the main level. The kitchen was updated in 2022 with new cabinetry, quartz countertops & a clean modern look ideal for everyday living. The flexible layout

  Michelle Mazzotta eXp Realty

  2 Hillside Ct, Middletown, CT 06457
• 

  

  /6

  $1,395 Per Month

  • 1 Bed
  • 700 Sq Ft
  • Apartment for Rent

  460 Main St Unit 15, Middletown, CT 06457

  Well-maintained 1-bedroom, 1-bath apartment available for $1,395 per month. The kitchen comes fully equipped with a cooktop, microwave, refrigerator, and dishwasher, and opens to a dedicated dining/eating area. Heat and hot water are included in the rent, while electricity is the tenant's responsibility. Conveniently located near shopping, dining, public transportation, and major commuter routes.

  Santo Gulino William Raveis Real Estate

  460 Main St Unit 15, Middletown, CT 06457
• 

  $210,000

  Sold Nov 26, 2025

  71 E Main St, Middletown, CT 06457

  • 6 Beds
  • 3 Baths
  • 3,110 Sq Ft
  • Built 1900

  Last Sold Summary

  • 25% Below List Price
  • $68/SF
  • 83 Days On Market

  Current Estimated Value $374,083

  Last Listing Agent Connor Wenchell VC Property Group, LLC

  71 E Main St, Middletown, CT 06457
• 

  Est $139,998

  Not Listed For Sale

  1251 Washington St Unit 5, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 704 Sq Ft
  • Built 1985

  1251 Washington St Unit 5, Middletown, CT 06457

  Last Sold Summary

  • 15 Days On Market
• 

  

  /19

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  31 Burr Ave, Middletown, CT 06457

  Outstanding opportunity to own a well-maintained two-family property in one of Central Connecticut's most convenient locations. Featuring two spacious 1-bedroom, 1-bath apartments, this versatile property is ideal for owner-occupants seeking rental income or investors looking to expand their portfolio. Thoughtful updates enhance both value and efficiency, including separate on-demand heating and

  Heather Kilbourn Cavanaugh & Company LLC

  31 Burr Ave, Middletown, CT 06457
• 

  

  /10

  $1,482 Per Month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  84 Mill St Unit 1, Middletown, CT 06457

  Spacious 2-bedroom, 1-bath first-floor apartment available at 84 Mill Street, Unit 1 in Middletown, CT. This bright and inviting unit features a large primary bedroom with generous closet space, a sun-filled second bedroom, a flexible living/dining area, and a functional kitchen with a second rear entrance. Off-street parking and additional bathroom storage add to the convenience. A comfortable

  Michael Bernard Ironclad Real Estate

  84 Mill St Unit 1, Middletown, CT 06457
• 

  $443,000

  Sold Apr 24, 2026

  211 Boston Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,596 Sq Ft
  • Built 1880

  Last Sold Summary

  • 11% Above List Price
  • $278/SF
  • 43 Days On Market

  Current Estimated Value $425,411

  Last Listing Agent Tina Lachance Berkshire Hathaway NE Prop.

  211 Boston Rd, Middletown, CT 06457
• 

  Est $187,501

  Not Listed For Sale

  274 Carriage Crossing Ln, Middletown, CT 06457

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

  274 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

  • 11 Days On Market
• 

  

  /39

  $500,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,213 Sq Ft

  224 Coleman Rd, Middletown, CT 06457

  Tucked away in a peaceful country setting yet just minutes from everything, this beautifully maintained 4-bedroom, 2 full bath ranch offers the perfect blend of privacy, comfort, and convenience. Backing directly to Oak Ridge Tree Farm, the property provides a serene backdrop and picturesque surroundings year-round. Step through the elegant foyer into a bright and inviting open floor plan

  Michael Reiman William Raveis Real Estate

  224 Coleman Rd, Middletown, CT 06457
• 

  

  /8

  $1,995 Per Month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  472 Main St Unit 2C, Middletown, CT 06457

  Spacious second-floor 2-bedroom, 1-bath apartment available for $1,995 per month. This well-maintained unit features approximately 12-foot ceilings, creating an open and airy living space filled with character and natural light. The apartment is equipped with an energy-efficient split-system for heating and cooling and includes a washer and dryer for added convenience. The kitchen comes complete

  Santo Gulino William Raveis Real Estate

  472 Main St Unit 2C, Middletown, CT 06457
• 

  $201,000

  Sold Sep 18, 2025

  323 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 9% Above List Price
  • $300/SF
  • 27 Days On Market

  Current Estimated Value $195,865

  Last Listing Agent Carol Mancini William Pitt Sotheby's Int'l

  323 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $722,997

  Not Listed For Sale

  40 Annello Way, Middletown, CT 06457

  • 5 Beds
  • 4 Baths
  • 3,178 Sq Ft
  • Built 2007

  40 Annello Way, Middletown, CT 06457

  Last Sold Summary

  • 1 Day On Market
• 

  

  /34

  $499,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,510 Sq Ft

  11 Avondale Ln, Middletown, CT 06457

  Welcome home to this well-maintained and highly desirable Ranch offering easy 1st-floor living in a wonderful neighborhood setting. Welcoming entry opens to a spacious and grand living room featuring soaring ceilings, cozy fp, & a beautiful oversized window that fills the space w/ natural light. This versatile layout easily accommodates a variety of furniture arrangements & everyday living. The

  Anna Zastem Macchio William Raveis Real Estate

  11 Avondale Ln, Middletown, CT 06457
• 

  

  /7

  $1,495 Per Month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  472 Main St Unit 3A, Middletown, CT 06457

  Charming third-floor 1-bedroom, 1-bath apartment available for $1,495 per month. This well-maintained unit features beautiful granite countertops, washer and dryer hookups conveniently located within the unit. Electric heat and all utilities are the responsibility of the tenant. Conveniently located near downtown Middletown's restaurants, shopping, entertainment, and major commuter routes. A

  Santo Gulino William Raveis Real Estate

  472 Main St Unit 3A, Middletown, CT 06457
• 

  $500,000

  Sold Mar 18, 2026

  1 Jefferson Ave, Middletown, CT 06457

  • 5 Beds
  • 3 Baths
  • 3,546 Sq Ft
  • Built 1940

  Last Sold Summary

  • 11% Above List Price
  • $141/SF
  • 3 Days On Market

  Current Estimated Value $486,819

  Last Listing Agent Britany Goyen BB Realty CT

  1 Jefferson Ave, Middletown, CT 06457
• 

  Est $301,301

  Not Listed For Sale

  24 Spencer Dr, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft
  • Built 1955

  24 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 3 Days On Market

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