Middletown, CT Homes

• 

  Est $345,694 Not Listed For Sale

  719 Randolph Rd, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1949

  719 Randolph Rd, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $240/SF
  • 55 Days On Market

  • Last Sold Price $330,000
  • Oct 18, 2024

  Last Listing Agent Diana Brown William Raveis Real Estate
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  /2

  $350,000

  • Land
  • 21.46 Acres
  • $16,309 per Acre

  0 Middle St, Middletown, CT 06457

  21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  $265,000 Sold Apr 16, 2026

  133 Carriage Crossing Ln, Middletown, CT 06457

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

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 3 Days On Market

  Current Estimated Value $233,571

  Last Listing Agent Joseph Snell Luxe Realty LLC

  133 Carriage Crossing Ln, Middletown, CT 06457
• 

  Est $416,049 Not Listed For Sale

  59 Cimarron Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft
  • Built 1984

  59 Cimarron Rd, Middletown, CT 06457

  Last Sold Summary

  • 1% Above List Price
  • $364/SF
  • 43 Days On Market

  • Last Sold Price $412,000
  • Feb 28, 2025

  Last Listing Agent Chris Callahan Berkshire Hathaway Home Services
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  /29

  $349,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft

  77 Berkeley Rd, Middletown, CT 06457

  Stunning ranch-2 blocks from Wesleyan University! A true gem that lives remarkably BIG; in a location convenient not only to all of Middletown, but also to all of Connecticut! This lovely ranch checks all the boxes with style, flow and function. Enter via the Trex front porch and deck; great for morning coffee or evening lounging. Upon entry, you can't help but feel the open flow and notice high

  Susan Ollestad Coldwell Banker Realty

  77 Berkeley Rd, Middletown, CT 06457
• 

  $520,000 Sold May 07, 2026

  10 Guarino Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 3,028 Sq Ft
  • Built 1994

  Last Sold Summary

  • 4% Above List Price
  • $172/SF
  • 36 Days On Market

  Current Estimated Value $546,481

  Last Listing Agent Michelle Mazzotta eXp Realty

  10 Guarino Dr, Middletown, CT 06457
• 

  Est $355,196 Not Listed For Sale

  19 Arnold St, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,747 Sq Ft
  • Built 1930

  19 Arnold St, Middletown, CT 06457

  Last Sold Summary

  • 22% Above List Price
  • $166/SF
  • 76 Days On Market

  • Last Sold Price $290,000
  • Nov 17, 2023

  Last Listing Agent Debbie Huscher Real Broker CT, LLC
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  /38

  $325,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  743 Long Hill Rd Unit A, Middletown, CT 06457

  Bright, Remodeled End-Unit Townhouse in Wesleyan Hills - Move-In Ready. Discover a rare end-unit townhouse with garage that pairs modern upgrades with comfortable light-filled living. Thoughtfully remodeled and impeccably maintained, this home offers move-in convenience and flexible space for work, play and entertaining. Some of the stunning highlights are: Remodeled chef's kitchen, new granite

  Jackie Williams Sterling REALTORS

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

  $335,000 Sold Apr 27, 2026

  194 Camp St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1958

  Last Sold Summary

  • $349/SF
  • 45 Days On Market

  Current Estimated Value $309,256

  Last Listing Agent Carl Guild Carl Guild & Associates

  194 Camp St, Middletown, CT 06457
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  Est $353,980 Not Listed For Sale

  29 Hubbard St, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 1,978 Sq Ft
  • Built 1900

  29 Hubbard St, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $164/SF
  • 21 Days On Market

  • Last Sold Price $325,000
  • Jun 30, 2023

  Last Listing Agent Warren Juall HOMESELL
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  /27

  $339,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  277 Tryon St, Middletown, CT 06457

  Located in a desirable area of Middletown, this home offers the perfect blend of comfort, convenience, and charm. Step inside to find a spacious, welcoming living room and well-maintained hardwood floors throughout the main and upper levels. Enjoy year-round comfort with central air equipped with a new condenser. The updated kitchen features granite countertops, newer appliances, and a dining

  Ryan DeLuca Coldwell Banker Realty

  277 Tryon St, Middletown, CT 06457
• 

  $725,000 Sold Dec 19, 2025

  462 Higby Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $290/SF
  • 175 Days On Market

  Last Listing Agent David White OwnerEntry.com

  462 Higby Rd, Middletown, CT 06457
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  Est $391,061 Not Listed For Sale

  163 Oak Ridge Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,187 Sq Ft
  • Built 1963

  163 Oak Ridge Dr, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $170/SF
  • 87 Days On Market

  • Last Sold Price $372,000
  • Feb 01, 2024

  Last Listing Agent Margo Mikunda Complete Real Estate
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  /37

  $285,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft

  234 S Main St Unit 416, Middletown, CT 06457

  Welcome to 234 S Main St, Unit 416. This spacious end-unit condo offers 2 bedrooms and 2.5 baths across approximately 1,450 sq ft with a bright, functional layout and great natural light. The unit features two balconies, newer windows throughout, central air, and forced air heating. One of the only units in the building with a Gas Fireplace as well. A covered garage parking space is included for

  Devon Taylor Assael Dave Jones Realty, LLC

  234 S Main St Unit 416, Middletown, CT 06457
• 

  $227,250 Sold Apr 22, 2026

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457

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

  Last Sold Summary

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

  Current Estimated Value $221,528

  Last Listing Agent Michael Kusy Evermark Property Group

  44 Carriage Crossing Ln Unit 44, Middletown, CT 06457
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  Est $240,008 Not Listed For Sale

  62 Durant Terrace, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft
  • Built 1900

  62 Durant Terrace, Middletown, CT 06457

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 4 Days On Market

  • Last Sold Price $225,000
  • Aug 10, 2023

  Last Listing Agent Margaret Curry William Raveis Real Estate
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  /11

  $125,000

  • Land
  • 3.58 Acres
  • $34,916 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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  $460,000 Sold Apr 30, 2026

  180 Randolph Rd, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft
  • Built 1940

  Last Sold Summary

  • 15% Above List Price
  • $235/SF
  • 5 Days On Market

  Current Estimated Value $399,990

  Last Listing Agent Stacy King Eagle Eye Realty PLLC

  180 Randolph Rd, Middletown, CT 06457
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  Est $523,736 Not Listed For Sale

  136 Elizabeth Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 2000

  136 Elizabeth Ln, Middletown, CT 06457

  Last Sold Summary

  • 12% Above List Price
  • $232/SF
  • 38 Days On Market

  • Last Sold Price $467,500
  • Sep 12, 2023

  Last Listing Agent Linda O'Hara William Raveis Real Estate
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  /20

  $190,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  180 Carriage Crossing Ln Unit 180, Middletown, CT 06457

  Highly sought after residential condo complex, Carriage Crossing unit - 2 bedrooms, 2 full baths, 866 sqft of space to make yours! Complex amenities include pool, tennis courts, fitness center, sauna and so much more! Unit has storage area right around corner from its entrance, as shown in the last photo.

  Jennifer Hussey Century 21 Clemens Group

  180 Carriage Crossing Ln Unit 180, Middletown, CT 06457
• 

  $321,700 Sold Mar 06, 2026

  72 Glendale Ave, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,462 Sq Ft
  • Built 1962

  Last Sold Summary

  • 7% Above List Price
  • $220/SF
  • 22 Days On Market

  Current Estimated Value $297,343

  Last Listing Agent Jody Bonaiuto William Raveis Real Estate

  72 Glendale Ave, Middletown, CT 06457
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  Est $183,826 Not Listed For Sale

  606 Congdon St W Unit 4, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 705 Sq Ft
  • Built 1986

  606 Congdon St W Unit 4, Middletown, CT 06457

  Last Sold Summary

  • 2% Above List Price
  • $255/SF
  • 14 Days On Market

  • Last Sold Price $179,900
  • Dec 16, 2024

  Last Listing Agent Tracy Molloy Coldwell Banker Realty
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  /39

  $323,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  236 Cross St, Middletown, CT 06457

  Charm, character, and location come together in this inviting three-bedroom Colonial near Wesleyan University. Classic architectural details give the home timeless appeal, including graceful archways, built-ins, rich wood trim, and a traditional banister. Patterned hardwood floors with decorative inlay in the spacious living and dining rooms, creating warmth and distinctive style. The kitchen is

  Laura Anderson William Raveis Real Estate

  236 Cross St, Middletown, CT 06457
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  $407,000 Sold Aug 18, 2025

  35 Clinton Ave, Middletown, CT 06457

  • 6 Beds
  • 3 Baths
  • 2,480 Sq Ft
  • Built 1938

  Last Sold Summary

  • 7% Above List Price
  • $164/SF
  • 106 Days On Market

  Current Estimated Value $410,391

  Last Listing Agent Eugene Kirouac DB Associates of CT, LLC

  35 Clinton Ave, Middletown, CT 06457
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  Est $350,612 Not Listed For Sale

  394 Mile Ln, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1963

  394 Mile Ln, Middletown, CT 06457

  Last Sold Summary

  • $301/SF
  • 4 Days On Market

  • Last Sold Price $350,000
  • May 10, 2024

  Last Listing Agent Sanam Solati New England Prestige Realty
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  /36

  $515,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,369 Sq Ft

  68 Pleasant View Dr, Middletown, CT 06457

  From the moment you pull into the driveway, this classic brick Ranch feels like home. Tucked away in a peaceful neighborhood on nearly half an acre of lush, level land, it offers a rare sense of sanctuary where the world outside seems to slow down. With nearly 2,000 square feet of main-level living space, this is a home designed for making memories-whether it's gathering around the warmth of the

  Stefania Bramato Berkshire Hathaway NE Prop.

  68 Pleasant View Dr, Middletown, CT 06457
• 

  $465,000 Sold Mar 17, 2026

  678 Bartholomew Rd, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,365 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Above List Price
  • $197/SF
  • 6 Days On Market

  Current Estimated Value $415,771

  Last Listing Agent Doreen Gagnon Coldwell Banker Realty

  678 Bartholomew Rd, Middletown, CT 06457
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  Est $362,289 Not Listed For Sale

  29 Lake St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1999

  29 Lake St, Middletown, CT 06457

  Last Sold Summary

  • 15% Above List Price
  • $117/SF
  • 35 Days On Market

  • Last Sold Price $315,000
  • Apr 11, 2025

  Last Listing Agent Keith Murphy Innovative Properties
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  /18

  $850,000

  • 9 Beds
  • 6 Baths
  • 3,180 Sq Ft

  227 E Main St, Middletown, CT 06457

  Turnkey mixed use investment opportunity at 227 East Main Street! This well-maintained three-family property features townhouse-style units, offering enhanced privacy and a highly desirable layout for tenants. With strong rental income potential and separate utilities, this is an ideal opportunity for investors or owner-occupants alike. Each unit spans multiple levels and offers 3 bedrooms with 1

  Tanya Reyes William Raveis Real Estate

  227 E Main St, 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

  Current Estimated Value $306,213

  Last Listing Agent Jason Saphire www.HomeZu.com

  11 Huber Ave, Middletown, CT 06457
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  Est $659,326 Not Listed For Sale

  308 Scarborough Ln, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft
  • Built 2003

  308 Scarborough Ln, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $227/SF
  • 38 Days On Market

  • Last Sold Price $630,000
  • May 31, 2024

  Last Listing Agent Frank Fonteyn Prestige Realty Group
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  /5

  $499,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  8 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  8 Nathan Hale Rd, Middletown, CT 06457
• 

  $214,900 Sold Mar 06, 2026

  14 Rising Trail Dr, Middletown, CT 06457

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

  Last Sold Summary

  • 4% Below List Price
  • $192/SF
  • 97 Days On Market

  Current Estimated Value $218,452

  Last Listing Agent Timothy Faucher eXp Realty

  14 Rising Trail Dr, Middletown, CT 06457
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  Est $225,062 Not Listed For Sale

  81 Carriage Crossing Ln, Middletown, CT 06457

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

  81 Carriage Crossing Ln, Middletown, CT 06457

  Last Sold Summary

  • 10% Above List Price
  • $244/SF
  • 1 Day On Market

  • Last Sold Price $205,000
  • Nov 30, 2023

  Last Listing Agent Nancy Avery William Raveis Real Estate
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  /26

  $229,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,336 Sq Ft

  165 Grand St, Middletown, CT 06457

  Classic Colonial brimming with character and opportunity! This home features low-maintenance vinyl siding and a welcoming front porch, perfect for relaxing or entertaining. Step inside to a freshly painted interior where the first floor offers a bright living room with a bow window and hardwood floors, a formal dining room with hardwood flooring, a kitchen, and a full bath (shower in need of

  Jody Cox Naples Realty Group, LLC

  165 Grand St, 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 $515,600

  Last Listing Agent Mallorie Dorflinger Coldwell Banker Realty

  53 Princeton Dr, Middletown, CT 06457
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  Est $436,819 Not Listed For Sale

  155 Highmeadow Ln, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 2,148 Sq Ft
  • Built 1984

  155 Highmeadow Ln, Middletown, CT 06457

  Last Sold Summary

  • 35% Above List Price
  • $151/SF
  • 116 Days On Market

  • Last Sold Price $324,000
  • Sep 26, 2024

  Last Listing Agent Kim Rose Dave Jones Realty, LLC
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  /24

  $315,000

  • 4 Beds
  • 1 Bath
  • 1,509 Sq Ft

  475 Ballfall Rd, Middletown, CT 06457

  Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel

  Michelle Mazzotta eXp Realty

  475 Ballfall Rd, Middletown, CT 06457
• 

  $595,000 Sold Feb 27, 2026

  330 Coleman Rd, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 2,619 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Above List Price
  • $227/SF
  • 43 Days On Market

  Current Estimated Value $440,956

  Last Listing Agent Paul Cranick eXp Realty

  330 Coleman Rd, Middletown, CT 06457
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  Est $418,221 Not Listed For Sale

  392 Millbrook Rd, Middletown, CT 06457

  • 5 Beds
  • 3.5 Baths
  • 2,182 Sq Ft
  • Built 1959

  392 Millbrook Rd, Middletown, CT 06457

  Last Sold Summary

  • 9% Above List Price
  • $176/SF
  • 6 Days On Market

  • Last Sold Price $385,000
  • Mar 31, 2025

  Last Listing Agent Mike Thompson Countryside Realty

Showing Results 361 - 400, Page 10 of 18