Middletown, CT Homes

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  /39

  $324,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  91 Highview Terrace, Middletown, CT 06457

  This beautifully updated Ranch offers the ease of single-level living and wonderful privacy at the end of a quiet cul-de-sac, bordered by 275 acres of protected wooded land. The peaceful setting creates an immediate sense of calm. Inside, the main level feels bright and inviting with an open layout and hardwood floors flowing through the living and dining areas-ideal for everyday living or

  Angela Smeriglio William Raveis Real Estate

  91 Highview Terrace, Middletown, CT 06457
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  $298,000 Sold Nov 14, 2025

  11 Huber Ave, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,102 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $270/SF
  • 46 Days On Market

  Last Listing Agent Jason Saphire www.HomeZu.com

  11 Huber Ave, Middletown, CT 06457
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  Est $755,650 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,217 Sq Ft

  1111 Arbutus St, Middletown, CT 06457

  1111 Arbutus St, Middletown, CT 06457
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  /20

  $279,999

  • 4 Beds
  • 1.5 Baths
  • 1,415 Sq Ft

  10 Silver St, Middletown, CT 06457

  Be Home for the Holidays! A fresh new chapter begins at 10 Silver Street, where a brand-new kitchen renovation transforms the heart of this Middletown home. The modern, new design features crisp white cabinetry, soft-close drawers, granite counters with rich natural veining, stainless-steel appliances, matte black fixtures, and a sleek tile backsplash-creating a space that's both functional and

  Sacha Armstrong William Pitt Sotheby's International Realty

  10 Silver St, Middletown, CT 06457
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  $360,000 Sold Jan 10, 2025

  544 Long Hill Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,552 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Above List Price
  • $232/SF
  • 7 Days On Market

  Current Estimated Value $372,363

  Last Listing Agent Matthew Thurston KW Legacy Partners

  544 Long Hill Rd, Middletown, CT 06457
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  Est $268,434 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  18 Afton Terrace, Middletown, CT 06457

  18 Afton Terrace, Middletown, CT 06457
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  /31

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  204 Hickory Cir, Middletown, CT 06457

  Don't miss this incredible opportunity! This lovingly cared-for, one-owner ranch home offers the perfect canvas to add your own style and vision. Featuring hardwood floors throughout and a timeless layout, the main level provides easy, comfortable living with three generous bedrooms and a bright full bath. But the true gem of this property is the fantastic lot and expansive level backyard-a rare

  Joseph Harvey Best Real Estate Brokerage LLC

  204 Hickory Cir, Middletown, CT 06457
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  $495,000 Sold Aug 27, 2025

  53 Princeton Dr, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,859 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $173/SF
  • 45 Days On Market

  Current Estimated Value $495,902

  Last Listing Agent Mallorie Dorflinger Coldwell Banker Realty

  53 Princeton Dr, Middletown, CT 06457
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  Est $363,499 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,112 Sq Ft

  999 Long Hill Rd, Middletown, CT 06457

  999 Long Hill Rd, Middletown, CT 06457
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  /40

  $385,500 Pending

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

  102 Main Street Extension, Middletown, CT 06457

  Two-family home located in Middletown offering 4 rooms, 2 bedrooms, and 1 bathroom in each unit. Both units have been fully remodeled with new kitchens featuring stainless steel appliances, updated bathrooms, new flooring, and modern finishes. Recent updates include new roof, vinyl siding, thermopane windows, gutters, and water heaters. Gas heat. Property to be sold in as-is condition. This

  Michael Calabro Coldwell Banker Calabro

  102 Main Street Extension, Middletown, CT 06457
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  $192,500 Sold Feb 28, 2025

  115 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 8% Above List Price
  • $253/SF
  • 31 Days On Market

  Current Estimated Value $196,353

  Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

  115 Carriage Crossing Ln, Middletown, CT 06457
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  Est $431,619 Not Listed For Sale

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft

  259 Pearl St, Middletown, CT 06457

  259 Pearl St, Middletown, CT 06457
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  /25

  $219,900

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457

  Welcome to this 2 Bedroom / 2 Full Bath, Move-In Ready Condo (Ground Level) - Experience single-level living, perfect for easy accessibility. It's the perfect blend of comfort, style, and convenience in this beautifully maintained/meticulous 2-bedroom, 2-bath condo in one of the most sought-after complexes. The open-concept family room, dining, and kitchen area, complemented by vaulted ceilings

  Elizabeth Harrison Hagel & Assoc. Real Estate

  48 Carriage Crossing Ln Unit 8108, Middletown, CT 06457
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  $215,000 Sold Feb 19, 2025

  25 Portland St, Middletown, CT 06457

  • 8 Beds
  • 2 Baths
  • 2,508 Sq Ft
  • Built 1800

  Last Sold Summary

  • 9% Below List Price
  • $86/SF
  • 30 Days On Market

  Current Estimated Value $229,173

  Last Listing Agent Amy McCarthy Coldwell Banker Realty

  25 Portland St, Middletown, CT 06457
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  Est $476,905 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  712 Country Club Rd, Middletown, CT 06457

  712 Country Club Rd, Middletown, CT 06457
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  /29

  $229,000 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,209 Sq Ft

  59 Inverness Ln, Middletown, CT 06457

  This 1,328-square-foot contemporary two-story home offers a wonderful opportunity to make it your own. Featuring durable vinyl siding and a functional layout, it includes three comfortable bedrooms and one full bath. Well-maintained but awaits your modern vision and smart design will provide the perfect canvas for updates and personal touches. Whether you're looking to create your dream residence

  J Troy Morris Coldwell Banker Calabro

  59 Inverness Ln, Middletown, CT 06457
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  $315,000 Sold Jul 22, 2025

  13 Little River Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $232/SF
  • 26 Days On Market

  Current Estimated Value $318,114

  Last Listing Agent Bruce Bayles William Raveis Real Estate

  13 Little River Ln, Middletown, CT 06457
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  Est $425,260 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft

  18 Christopher Cir, Middletown, CT 06457

  18 Christopher Cir, Middletown, CT 06457
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  /32

  $225,000 Under Contract

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

  8 Countryside Ln Unit 2, Middletown, CT 06457

  Convenient to Rte. 9 and 17. Quiet complex. Living room, Dining area and kitchen on main floor with a half bath. 2 spacious bedrooms and a full bath on the 2nd floor. Basement is nicely finished with another half bath and laundry. Nice deck in rear with access from the kitchen. Unit is being sold subject to probate approval.

  AJ Dugal Clermont Real Estate

  8 Countryside Ln Unit 2, Middletown, CT 06457
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  $401,500 Sold Aug 22, 2025

  456 Country Club Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,821 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 2 Days On Market

  Current Estimated Value $402,192

  Last Listing Agent Kathleen Freeman Berkshire Hathaway NE Prop.

  456 Country Club Rd, Middletown, CT 06457
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  Est $282,637 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  171 Markham St, Middletown, CT 06457

  171 Markham St, Middletown, CT 06457
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  /13

  $329,900 Pending

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

  136 Westfield St, Middletown, CT 06457

  Welcome to 136 Westfield Street, a renovated and modern living home. This 4-bedroom, 2-bath home has been professionally renovated and thoughtfully redesigned, offering a perfect blend of style, comfort, and peace of mind. Step into a stunning brand-new kitchen featuring new cabinetry with granite countertops and new stainless-steel appliances, perfect for both everyday living and entertaining.

  Marty LoSchiavo Luxe Estates, Inc

  136 Westfield St, Middletown, CT 06457
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  $381,000 Sold Jan 03, 2025

  95 Basswood Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1966

  Last Sold Summary

  • 9% Above List Price
  • $207/SF
  • 6 Days On Market

  Current Estimated Value $403,448

  Last Listing Agent Heather Salafia Eagle Eye Realty PLLC

  95 Basswood Dr, Middletown, CT 06457
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  Est $455,947 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,098 Sq Ft

  214 Plumb Rd, Middletown, CT 06457

  214 Plumb Rd, Middletown, CT 06457
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  /34

  $525,000

  • 3 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  208 Highmeadow Ln, Middletown, CT 06457

  A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

  Danielle Spada Coldwell Banker Realty

  208 Highmeadow Ln, Middletown, CT 06457
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  $277,500 Sold Jan 13, 2025

  20 Broadview Pkwy, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 864 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Below List Price
  • $321/SF
  • 94 Days On Market

  Current Estimated Value $291,747

  Last Listing Agent Barbara Coyle William Raveis Real Estate

  20 Broadview Pkwy, Middletown, CT 06457
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  Est $486,583 Not Listed For Sale

  • 4 Beds

  45 Sand Hill Rd, Middletown, CT 06457

  45 Sand Hill Rd, Middletown, CT 06457
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  /25

  $130,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,028 Sq Ft

  111 Dekoven Dr Unit 407, Middletown, CT 06457

  Experience comfort and convenience in this bright and spacious end-unit condo! This 2-bedroom, 2-bath home offers a welcoming open layout featuring central air and in-unit laundry with a washer and dryer provided. The inviting living area flows seamlessly to a large private balcony-perfect for morning coffee or relaxing after a long day. Both bedrooms are generously sized with ample closet space,

  David Aurigemma Regency Real Estate, LLC

  111 Dekoven Dr Unit 407, Middletown, CT 06457
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  $314,000 Sold Aug 26, 2025

  4 Glynn Ave, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,944 Sq Ft
  • Built 1931

  Last Sold Summary

  • 3% Above List Price
  • $162/SF
  • 137 Days On Market

  Current Estimated Value $310,353

  Last Listing Agent Sofija Gjonbalaj Genco Realty LLC

  4 Glynn Ave, Middletown, CT 06457
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  Est $399,852 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,959 Sq Ft

  2 Blue Acre Rd, Middletown, CT 06457

  2 Blue Acre Rd, Middletown, CT 06457
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  /5

  $215,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,298 Sq Ft

  4 Hillside Ct, Middletown, CT 06457

  This great Open Floor Plan home has lots of natural light!!!Looking for open floor plan? Enjoy your large kitchen complete with cherry cabinets, granite counters, and stainless appliances. The dining area is right off the kitchen with large windows opening up to your private back yard. Large bathroom with a Stand-up shower AND tub!! The laundry room is located off the bathroom! Upstairs are 2

  Brittany O'Hara William Raveis Real Estate

  4 Hillside Ct, Middletown, CT 06457
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  $340,500 Sold Dec 01, 2025

  107 Cambridge Commons Unit 107, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,288 Sq Ft
  • Built 1988

  Last Sold Summary

  • 14% Above List Price
  • $264/SF
  • 3 Days On Market

  Last Listing Agent Michal Narowski Century 21 AllPoints Realty

  107 Cambridge Commons Unit 107, Middletown, CT 06457
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  Est $665,837 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,121 Sq Ft

  41 Annello Way, Middletown, CT 06457

  41 Annello Way, Middletown, CT 06457
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  /39

  $365,000 Under Contract

  • 4 Beds
  • 3 Baths
  • 1,876 Sq Ft

  574 Butternut St, Middletown, CT 06457

  Wonderful, fully remodeled Cape with a unique layout that truly sets it apart! This home offers 2 large bedrooms on the main level and 2 additional bedrooms on the lower level, along with 3 full bathrooms-ideal for flexible living arrangements. The beautifully updated kitchen features shaker-style cabinets, granite counters, and brand-new stainless steel appliances. The dining room opens to a

  Tracey Precourt Century 21 Clemens Group

  574 Butternut St, Middletown, CT 06457
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  $286,000 Sold May 30, 2025

  21 Afton Terrace, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,328 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $215/SF
  • 66 Days On Market

  Current Estimated Value $275,656

  Last Listing Agent Bob Allan William Raveis Real Estate

  21 Afton Terrace, Middletown, CT 06457
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  Est $220,690 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  111 Dekoven Dr Unit 1201, Middletown, CT 06457

  111 Dekoven Dr Unit 1201, Middletown, CT 06457
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  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
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  $800,000 Sold Sep 02, 2025

  98 Ryefield Rd, Middletown, CT 06457

  • 3 Beds
  • 6 Baths
  • 4,863 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Below List Price
  • $165/SF
  • 58 Days On Market

  Current Estimated Value $820,062

  Last Listing Agent Stacey McPherson KW Legacy Partners

  98 Ryefield Rd, Middletown, CT 06457
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  Est $447,177 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,592 Sq Ft

  75 Knox Blvd, Middletown, CT 06457

  75 Knox Blvd, Middletown, CT 06457
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  /38

  $285,000 Open Fri 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,057 Sq Ft

  581 High St, Middletown, CT 06457

  Welcome to this updated, energy-efficient home, located just minutes from Wesleyan University, downtown Middletown, restaurants, shopping, and the riverfront. With solar panels, a newer kitchen, and a surprisingly deep backyard, this property blends convenience, modern comfort, and value. The first floor offers a bright living room with hardwood floors, a large eat-in kitchen with white

  Abby Breau New England Prestige Realty

  581 High St, Middletown, CT 06457

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