Middletown, CT Homes

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  /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
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  /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
• 

  $325,000

  Sold Oct 07, 2025

  24 Stantack Rd, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 1966

  Last Sold Summary

  • 14% Above List Price
  • $231/SF
  • 26 Days On Market

  Current Estimated Value $354,318

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  24 Stantack Rd, Middletown, CT 06457
• 

  Est $361,591

  Not Listed For Sale

  158 Russell St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,121 Sq Ft
  • Built 1939

  158 Russell St, Middletown, CT 06457

  Last Sold Summary

  • 20 Days On Market
• 

  

  

  /23

  $199,000

  Under Contract

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  13 Carriage Crossing Ln Unit 13, Middletown, CT 06457

  This updated end unit condo offers a comfortable and bright space in an open floor plan in the highly desirable Carriage Crossing Association. The kitchen has been remodeled with solid stone counter tops, sink and faucet, new oven/range, dishwasher, microwave, refrigerator with ice maker and water fill. The large peaked window lets in a lot of sunlight, but also has a new remotely controlled sun

  Jeff Dow Dow Realty Company

  13 Carriage Crossing Ln Unit 13, Middletown, CT 06457
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  /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
• 

  $425,000

  Sold Oct 14, 2025

  80 Pond Place, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1995

  Last Sold Summary

  • 9% Above List Price
  • $254/SF
  • 4 Days On Market

  Current Estimated Value $451,717

  Last Listing Agent Robin Thurston Coldwell Banker Realty

  80 Pond Place, Middletown, CT 06457
• 

  Est $144,333

  Not Listed For Sale

  111 Dekoven Dr Unit 905, Middletown, CT 06457

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 905, Middletown, CT 06457

  Last Sold Summary

  • 47 Days On Market
• 

  

  /22

  $649,900

  New Construction $30K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  145 Webster Ln Unit 2-41, Middletown, CT 06457

  Experience Carefree Living at Founders' Ridge - the Premier 55+ Award-Winning Community! Introducing our newest Model Home -our sought after "KIRBY II", now available for early 2027 occupancy! This is the last Kirby at this price point! Nestled in the highly desirable Westfield section of Middletown, this thoughtfully designed 1,555 sq. ft. single-level home offers both luxury and ease in one

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  145 Webster Ln Unit 2-41, Middletown, CT 06457
• 

  $520,000

  Sold Oct 27, 2025

  16 Snow Ridge S, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,813 Sq Ft
  • Built 1989

  Last Sold Summary

  • 8% Below List Price
  • $185/SF
  • 92 Days On Market

  Current Estimated Value $569,855

  Last Listing Agent Justin Marino Marino Realty LLC

  16 Snow Ridge S, Middletown, CT 06457
• 

  Est $384,297

  Not Listed For Sale

  75 Westmont Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 1965

  75 Westmont Dr, Middletown, CT 06457

  Last Sold Summary

  • 45 Days On Market
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  /9

  $219,000

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  515 E Main St, Middletown, CT 06457

  Great investment opportunity in a prime Middletown location! This well situated Two family property offers strong income potential with both units currently rented. The property features a recently updated furnace, adding peace of mind for future ownership. Located along East Main Street, it provides excellent access to local amenities, downtown Middletown and major commuter routes. Whether

  Marco Rondinone Berkshire Hathaway NE Prop.

  515 E Main St, Middletown, CT 06457
• 

  $450,000

  Sold May 29, 2026

  259 Pearl St, Middletown, CT 06457

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft
  • Built 1917

  Last Sold Summary

  • 14% Above List Price
  • $115/SF
  • 6 Days On Market

  Current Estimated Value $390,010

  Last Listing Agent Mike Rethis Coldwell Banker Realty

  259 Pearl St, Middletown, CT 06457
• 

  Est $610,274

  Not Listed For Sale

  1478 Bartholomew Rd, Middletown, CT 06457

  • 4 Beds
  • 4 Baths
  • 2,382 Sq Ft
  • Built 2001

  1478 Bartholomew Rd, Middletown, CT 06457

  Last Sold Summary

  • 67 Days On Market
• 

  

  /38

  $359,000

  $11K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,414 Sq Ft

  74 West St, Middletown, CT 06457

  Charming Cape with great potential and thoughtful updates! This inviting 2-bedroom, 1-bath home offers classic character with room to grow. The main level features two bedrooms, including a very large primary bedroom with ample closet space, providing convenient one-floor living. The finished second floor is currently being used as a flex-space, 3rd bedroom potential. With a little ingenuity,

  Michelle Pirruccio Carl Guild & Associates

  74 West St, Middletown, CT 06457
• 

  $375,000

  Sold Nov 04, 2025

  122 Newfield St Unit 2A, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $238/SF
  • 24 Days On Market

  Last Listing Agent Beth Cantor Coldwell Banker Realty

  122 Newfield St Unit 2A, Middletown, CT 06457
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  Est $301,323

  Not Listed For Sale

  565 Newfield St Unit 7, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,436 Sq Ft
  • Built 1991

  565 Newfield St Unit 7, Middletown, CT 06457

  Last Sold Summary

  • 3 Days On Market
• 

  

  /40

  $374,999

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft

  40 Hillcrest Ave, Middletown, CT 06457

  HIGHEST and BEST offers do on the 21st by noon. Adorable Cape-style home nestled in the highly desirable Farm Hill neighborhood! Perched on a hill, this charming 1945 residence offers lovely views from the sunroom and is filled with character throughout. Enjoy cozy evenings in the den featuring exposed brick with the impressive original fireplace, while the sun-filled living room showcases

  Meg Goodrich William Raveis Real Estate

  40 Hillcrest Ave, Middletown, CT 06457
• 

  $147,000

  Sold Apr 30, 2026

  111 Dekoven Dr Unit 1105, Middletown, CT 06457

  • 1 Bed
  • 1.5 Baths
  • 752 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $195/SF
  • 7 Days On Market

  Current Estimated Value $148,756

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  111 Dekoven Dr Unit 1105, Middletown, CT 06457
• 

  Est $238,527

  Not Listed For Sale

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1977

  94 Cynthia Ln Unit C7, Middletown, CT 06457

  Last Sold Summary

  • 6 Days On Market
• 

  /2

  $750,000

  • Land
  • 7.5 Acres
  • $100,000 per Acre

  0 Middle St, Middletown, CT 06457

  7.5 Acres Commercial Industrial Land. 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: Minutes to I-91 (Exit 20) Highly flexible IOP zoning

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
• 

  $460,000

  Sold Oct 30, 2025

  33 Bartlett Hollow Unit 33, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Above List Price
  • $328/SF
  • 57 Days On Market

  Current Estimated Value $478,445

  Last Listing Agent Deborah Pach Compass Connecticut, LLC

  33 Bartlett Hollow Unit 33, Middletown, CT 06457
• 

  Est $259,198

  Not Listed For Sale

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1988

  6 W Meadow Ln Unit 5, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market
• 

  

  /32

  $300,000

  Under Contract

  • 3 Beds
  • 1 Bath
  • 1,283 Sq Ft

  78 Highland Ave, Middletown, CT 06457

  Well maintained and thoughtfully updated, this home offers a combination of space, functionality, and value that's getting harder to find. Hardwood floors run throughout much of the home, adding warmth and character, while the layout provides flexibility for a variety of living needs. The main level features an updated kitchen that connects comfortably to the living space, where a fireplace

  Rob Paskiewicz CT Home Pro, LLC

  78 Highland Ave, Middletown, CT 06457
• 

  $350,000

  Sold Sep 26, 2025

  390 Butternut St, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,721 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $203/SF
  • 31 Days On Market

  Current Estimated Value $369,510

  Last Listing Agent Scott Nardozzi Cavanaugh & Company LLC

  390 Butternut St, Middletown, CT 06457
• 

  Est $406,965

  Not Listed For Sale

  85 Margarite Road Extension, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • Built 1962

  85 Margarite Road Extension, Middletown, CT 06457

  Last Sold Summary

  • 4 Days On Market
• 

  

  /39

  $749,900

  $95K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,070 Sq Ft

  110 Freeman Rd, Middletown, CT 06457

  VERY unique property. Use to be a goat farm. Contains 6 outbuildings consisting of a 3 bay open shed - perfect for storing just about anything, a 3 story red bank barn this barn is huge 3 levels inside - would be perfect for car storage, boats, trailers, jet skiis anything you need covered - you rent it out for storage, a 1 car detached heated garage with an office and a furnace with a separate

  Pam Rizy Berkshire Hathaway NE Prop.

  110 Freeman Rd, Middletown, CT 06457
• 

  $380,000

  Sold May 28, 2026

  914 Saybrook Rd, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Above List Price
  • $233/SF
  • 3 Days On Market

  Current Estimated Value $344,155

  Last Listing Agent Samuel Affhauser eXp Realty

  914 Saybrook Rd, Middletown, CT 06457
• 

  Est $458,047

  Not Listed For Sale

  40 Acer Dr, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 2,117 Sq Ft
  • Built 2003

  40 Acer Dr, Middletown, CT 06457

  Last Sold Summary

  • 17 Days On Market
• 

  

  /40

  $589,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  650 Ridgewood Rd, Middletown, CT 06457

  Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for everyday living and entertaining alike. The stylish kitchen is truly the heart of the home, featuring granite countertops,

  Jessica Blancato William Pitt Sotheby's Int'l

  650 Ridgewood Rd, Middletown, CT 06457
• 

  $555,000

  Sold Nov 10, 2025

  100 Jack English Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,219 Sq Ft
  • Built 2019

  Last Sold Summary

  • 1% Above List Price
  • $250/SF
  • 5 Days On Market

  Current Estimated Value $587,396

  Last Listing Agent Tracy Wilson Lamacchia Realty

  100 Jack English Dr, Middletown, CT 06457
• 

  Est $200,507

  Not Listed For Sale

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • Built 1989

  111 Dekoven Dr Unit 409, Middletown, CT 06457

  Last Sold Summary

  • 6 Days On Market
• 

  

  /27

  $650,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,734 Sq Ft

  72 Annello Way, Middletown, CT 06457

  Tucked at the end of a quiet cul-de-sac in Middletown's desirable Westfield section, this beautifully maintained home offers the perfect blend of comfort, flexibility, and space. The welcoming floor plan is designed for both everyday living and entertaining, featuring a spacious kitchen with granite countertops, center island, stainless steel appliances, abundant cabinetry, and a sunny dining

  Debbie Huscher Real Broker CT, LLC

  72 Annello Way, Middletown, CT 06457
• 

  $350,000

  Sold Dec 08, 2025

  80 Russell St, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft
  • Built 1999

  Last Sold Summary

  • $168/SF
  • 135 Days On Market

  Current Estimated Value $383,009

  Last Listing Agent Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
• 

  Est $506,127

  Not Listed For Sale

  16 Tuscany Hills Dr, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,507 Sq Ft
  • Built 2007

  16 Tuscany Hills Dr, Middletown, CT 06457

  Last Sold Summary

  • 7 Days On Market
• 

  

  /39

  $380,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  152 Middle St, Middletown, CT 06457

  Charming Cape Cod-style home offering 3 bedrooms and 2 full bathrooms in a convenient location near major highways, shopping, dining, and local amenities. This well-maintained home features original hardwood floors throughout, a functional layout, and a spacious first-floor primary bedroom. Additional highlights include two laundry areas located on the main level and in the basement for added

  Jade Harris Rainbow Realty

  152 Middle St, Middletown, CT 06457
• 

  $525,000

  Sold Jan 21, 2026

  63 Meadowood Dr, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 3,339 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Above List Price
  • $157/SF
  • 11 Days On Market

  Current Estimated Value $538,342

  Last Listing Agent Joseph Harvey Best Real Estate Brokerage LLC

  63 Meadowood Dr, Middletown, CT 06457
• 

  Est $353,678

  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

  • 55 Days On Market
• 

  

  /40

  $350,000

  Under Contract

  • 3 Beds
  • 1.5 Baths
  • 2,226 Sq Ft

  38 Johnson St, Middletown, CT 06457

  Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room

  Britany Goyen BB Realty CT

  38 Johnson St, Middletown, CT 06457
• 

  $355,000

  Sold Jul 30, 2025

  60 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1947

  Last Sold Summary

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

  Current Estimated Value $370,983

  Last Listing Agent Laura Frisch Coldwell Banker Realty

  60 Old Mill Rd, Middletown, CT 06457

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