16,733

Middletown, CT Homes

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  • 265 Briarwood Ln, Middletown, CT 06457
    265 Briarwood Ln, Middletown, CT 06457
    265 Briarwood Ln, Middletown, CT 06457
    /38

    $559,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,036 Sq Ft

    265 Briarwood Ln, Middletown, CT 06457

    Welcome to a lifestyle that blends neighborhood charm with everyday convenience in one of Middletown's most connected and vibrant locations. Nestled within a planned community, this completely updated 3-bedroom, 2.5-bath home offers the perfect balance of comfortable living, modern style, and easy access to everything the area has to offer. From the moment you step inside, you'll appreciate that

    Tanya Bottaro Real Broker CT, LLC

    265 Briarwood Ln, Middletown, CT 06457
  • 166 College St Unit 2, Middletown, CT 06457
    166 College St Unit 2, Middletown, CT 06457
    /2

    $1,700 Per Month

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

    166 College St Unit 2, Middletown, CT 06457

    Opportunity awaits at 166 College Street Rear in the heart of Middletown's Historic District. This charming two-bedroom rental offers an unbeatable location just steps from Wesleyan University and downtown Middletown's vibrant restaurants, shops, and entertainment. Heat and hot water are included in the rent, providing added value and convenience. Off-street parking is available. Enjoy the

    Santo Gulino William Raveis Real Estate

    166 College St Unit 2, Middletown, CT 06457
  • 26 Reno Dr, 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
  • 165 Brown St, Middletown, CT 06457
    165 Brown St, Middletown, CT 06457
    165 Brown St, Middletown, CT 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
  • 133 Eastern Dr Unit 1st Floor, Middletown, CT 06457
    133 Eastern Dr Unit 1st Floor, Middletown, CT 06457
    133 Eastern Dr Unit 1st Floor, 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
  • 163 Basswood Dr, 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
  • 103 Cambridge Commons Unit 103, Middletown, CT 06457
    103 Cambridge Commons Unit 103, Middletown, CT 06457
    103 Cambridge Commons Unit 103, Middletown, CT 06457
    /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
  • 460 Main St Unit 13, Middletown, CT 06457
    460 Main St Unit 13, Middletown, CT 06457
    460 Main St Unit 13, 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
  • 117 S Main St, 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
  • 8 Inverness Square, Middletown, CT 06457
    8 Inverness Square, Middletown, CT 06457
    8 Inverness Square, Middletown, CT 06457
    /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
  • 279 Carriage Crossing Ln, Middletown, CT 06457
    279 Carriage Crossing Ln, Middletown, CT 06457
    279 Carriage Crossing Ln, 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
  • 300 Carriage Crossing Ln Unit 300, 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
  • 1 Russell St Unit 22, Middletown, CT 06457
    1 Russell St Unit 22, Middletown, CT 06457
    1 Russell St Unit 22, Middletown, CT 06457
    /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
  • 14 Portland St, Middletown, CT 06457
    14 Portland St, Middletown, CT 06457
    14 Portland St, 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
  • 71 E Main St, 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
  • 62R Silver St, Middletown, CT 06457
    62R Silver St, Middletown, CT 06457
    62R Silver St, Middletown, CT 06457
    /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
  • 505 E Main St, Middletown, CT 06457
    505 E Main St, Middletown, CT 06457
    505 E Main St, Middletown, CT 06457
    /13

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,263 Sq Ft
    • Apartment for Rent

    505 E Main St, Middletown, CT 06457

    Unit 2 - Beautifully remodeled two-level, second-floor rental offering water views, a private entrance, and a private outdoor sitting area on the side of the home. The first level features an updated eat-in kitchen, two spacious bedrooms, and a full bathroom with a washer and dryer for added convenience. The second level is dedicated to a private primary suite complete with a full bathroom,

    Santo Gulino William Raveis Real Estate

    505 E Main St, Middletown, CT 06457
  • 211 Boston Rd, 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
  • 20 Maple St, Middletown, CT 06457
    20 Maple St, Middletown, CT 06457
    20 Maple St, Middletown, CT 06457
    /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
  • 17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457
    17 Broad St Unit 2nd Fl Rear, Middletown, CT 06457
    17 Broad St Unit 2nd Fl Rear, 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
  • 323 Carriage Crossing Ln, 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
  • 2 Hillside Ct, Middletown, CT 06457
    2 Hillside Ct, Middletown, CT 06457
    2 Hillside Ct, Middletown, CT 06457
    /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
  • 472 Main St Unit 2A, Middletown, CT 06457
    472 Main St Unit 2A, Middletown, CT 06457
    472 Main St Unit 2A, 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
  • 1 Jefferson Ave, 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
  • 31 Burr Ave, Middletown, CT 06457
    31 Burr Ave, Middletown, CT 06457
    31 Burr Ave, Middletown, CT 06457
    /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
  • 460 Main St Unit 15, Middletown, CT 06457
    460 Main St Unit 15, Middletown, CT 06457
    460 Main St Unit 15, 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
  • 23 Rising Trail Dr Unit C, Middletown, CT 06457

    $264,000

    Sold Aug 28, 2025

    23 Rising Trail Dr Unit C, Middletown, CT 06457

    • 4 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $236/SF
    • 13 Days On Market

    Last Listing Agent Carrie Vass Brainerd Carbutti & Co., Realtors

    23 Rising Trail Dr Unit C, Middletown, CT 06457
  • 224 Coleman Rd, Middletown, CT 06457
    224 Coleman Rd, Middletown, CT 06457
    224 Coleman Rd, Middletown, CT 06457
    /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
  • 84 Mill St Unit 1, Middletown, CT 06457
    84 Mill St Unit 1, Middletown, CT 06457
    84 Mill St Unit 1, 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
  • 886 East St, Middletown, CT 06457

    $640,000

    Sold May 29, 2026

    886 East St, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,390 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $268/SF
    • 2 Days On Market

    Last Listing Agent Geraldine Mattera Luxe Realty LLC

    886 East St, Middletown, CT 06457

Showing Results 281 - 320, Page 8 of 18

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