Middletown, CT Homes for Sale

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  /38

  $419,900

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  

  Romanee Ives

  Cornerstone Homes Plus, Inc.

  (860) 750-9769

  106 Lorraine Terrace, Middletown, CT 06457
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  /30

  $567,000

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

  16 Snow Ridge S, Middletown, CT 06457

  Welcome to Westfield Hills; a well sought-after neighborhood in desirable Middletown, formerly surrounded by historical farmland! This now extensive Colonial home welcomes you in this cul-de-sac neighborhood, adjacent to other similar neighborhoods seeking that serene feel complimented with that iconic neighborhood feel. As you approach, experience the modern colonial style accompanied with high

  

  Justin Marino

  Marino Realty LLC

  (860) 854-8851

  16 Snow Ridge S, Middletown, CT 06457
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  /33

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 407-5446

  95 Training Hill Rd, Middletown, CT 06457
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  /40

  $550,000

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  

  Donna-Jean Dargie

  Eagle Eye Realty PLLC

  (860) 421-4629

  1066 Washington St, Middletown, CT 06457
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  /2

  $219,900 Coming Soon

  • 2 Beds
  • 1 Bath
  • 930 Sq Ft

  92 Cynthia Ln Unit E1, Middletown, CT 06457

  Rarely available end unit in desirable Quail Run Village-an FHA-approved community known for its central Middletown location, well-managed association, and fantastic pool. This light-filled townhome offers a sense of privacy with its deck overlooking the trees and a generous side yard. The under-unit garage has a newer door and opener, and there's a laundry area on the lower level for added

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 850-2674

  92 Cynthia Ln Unit E1, Middletown, CT 06457
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  /39

  $689,900

  • 2 Beds
  • 2.5 Baths
  • 2,515 Sq Ft

  46 Sonoma Ln, Middletown, CT 06457

  Welcome to carefree living in this spacious 3 bedroom, 2.5-bath home in a desirable 55+ community! Boasting over 2,500 sq ft of well-designed living space, this home offers comfort, convenience, and style. Built in 2006, it features a bright and open floor plan with a cozy fireplace in the living room, perfect for relaxing evenings. The primary suite is generously sized and includes a full bath,

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 864-5733

  46 Sonoma Ln, Middletown, CT 06457
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  /40

  $579,900

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft

  115 Webster Ln Unit 115, Middletown, CT 06457

  Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 301-2379

  115 Webster Ln Unit 115, Middletown, CT 06457
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  /33

  $324,900

  • 3 Beds
  • 2.5 Baths
  • 1,198 Sq Ft

  46 Dewey St, Middletown, CT 06457

  Welcome to 46 Dewey Street in the desirable South Farms neighborhood of Middletown-where charm, convenience, & comfort come together in a beautifully maintained Cape-style home. Built in 2005, this 3-bedroom, 2.5-bath gem offers the ideal mix of practicality & style, all wrapped up in a low-maintenance package. Step inside & feel instantly at home. The 1st floor features a versatile layout w/a

  Mark Riesbeck Berkshire Hathaway NE Prop.

  46 Dewey St, Middletown, CT 06457
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  /34

  $235,000

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457

  Bright, Stylish, and Move-In Ready at Carriage Crossing! Welcome to easy living in this sun-filled, first-floor end unit in the most private location in the complex. Inside, soaring ceilings and energy-efficient windows fill the space with natural light. The inviting living and dining area features a cozy fireplace and flows seamlessly into the kitchen, complete with a convenient in-unit washer

  Lauren Iraeta KW Legacy Partners

  289 Carriage Crossing Ln Unit 289, Middletown, CT 06457
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  /40

  $574,000

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Simplify your living without sacrificing space! This beautiful home boasting 3000sq/ft is tucked along the wooded area in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind - geo-thermal heating/cooling, solar panels and a propane fireplace. High ceilings and elegant architectural details throughout. The bright living room lined with windows features the

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
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  /32

  $535,000

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

  53 Princeton Dr, Middletown, CT 06457

  If you're looking to be the main home in the family for entertaining - you've found the home you're looking for. This well maintained oversized cape located in the highly sought after South Farms neighborhood of Middletown CT provides an open floor plan renovated kitchen that includes all quartz counter tops with Kraftmaid soft close hickory cabinetry and all new appliances. The kitchen opens

  Mallorie Dorflinger Coldwell Banker Realty

  53 Princeton Dr, Middletown, CT 06457
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  /18

  $259,000

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

  23 Rising Trail Dr Unit C, Middletown, CT 06457

  Welcome to this spacious and sun filled 4 bedroom end unit townhouse condo, offering three full levels of versatile living space! This desirable end unit provides extra privacy and a thoughtful layout. Beautiful hardwood floors flow seamlessly across all levels, adding warmth and charm to every room. The kitchen is equipped with granite countertops, stainless steel appliances, and ample

  Carrie Vass Brainerd Carbutti & Co., Realtors

  23 Rising Trail Dr Unit C, Middletown, CT 06457
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  /39

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,834 Sq Ft

  624 Kelsey St, Middletown, CT 06457

  Renovated Ranch in South Farms - This updated, move-in-ready ranch offers the best of one-floor living in the heart of the desirable South Farms section of Middletown. Privately situated on a corner lot over one acre with charming stone walls and a semi-circular driveway, this home offers comfort, space, and convenience in a peaceful country setting. Inside, you'll find hardwood floors

  David Gallitto Huntsman,Meade & Partners Comp

  624 Kelsey St, Middletown, CT 06457
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  /20

  $455,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  35 Boston Rd, Middletown, CT 06457

  Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

  Michael Calabro Coldwell Banker Calabro

  35 Boston Rd, Middletown, CT 06457
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  /40

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 2,605 Sq Ft

  75 Carll Rd, Middletown, CT 06457

  Move right into this stunning, fully renovated 4 bedroom with 2.5 bath home offering over 2,600 square feet of stylish living space. Located in desirable Middletown on a non-thru street, this property features gleaming hardwood floors and a warm, inviting family room with wood-beamed ceilings which leads out to a deck and comfy living room. The spacious kitchen has been beautifully updated with

  Natuzza Dimasi William Raveis Real Estate

  75 Carll Rd, Middletown, CT 06457
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  /7

  $210,000

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

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
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  /3

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  600 Higby Rd, Middletown, CT 06457

  Stunning Contemporary Raised Ranch with multiple gables and large picture window in 2-story entry. Open great room, dining room and kitchen with center island. With standard 9' ceilings - vaulted ceilings optional. 2-story entry with open railing. Gas fireplace, deck, hardwood throughout including bedrooms on main level. All bathrooms tiled. Granite countertops throughout. Large base molding

  Mark Toledo Berkshire Hathaway NE Prop.

  600 Higby Rd, Middletown, CT 06457
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  /3

  $449,900 New Construction

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

  00 Villa St, Middletown, CT 06457

  DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

  Lisa Sherman My Realtor, LLC

  00 Villa St, Middletown, CT 06457
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  /24

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  6 Mountain Laurel Ct, Cromwell, CT 06416

  Welcome to 6 Mountain Laurel Court. Freshly painted and ready for you to come take a look!!! Nestled in the heart of Cromwell this two bedroom townhome is conveniently located to shopping, restaurants and highways. The main living area is bright and open with sliders out to your private patio perfect for indoor or outdoor entertaining. Both bedrooms are located upstairs and with plenty of closet

  Kim Sherman Coldwell Banker Calabro

  6 Mountain Laurel Ct, Cromwell, CT 06416
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  /21

  $435,000

  • 3 Beds
  • 2.5 Baths
  • 2,096 Sq Ft

  14 Greenview Terrace, Middletown, CT 06457

  Get ready to fall in love with this stunning colonial. Tucked away on a rear lot, with more than quarter-acre, this 2002 gem offers the perfect blend of modern updates and classic charm. Step inside and prepare to be wowed by the grand sitting room featuring soaring vaulted ceilings that create an incredibly bright and airy, open-concept vibe. This spacious feel flows seamlessly into the dining

  Joe Fazzino eXp Realty

  14 Greenview Terrace, Middletown, CT 06457
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  /39

  $422,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  47 Silver St, Middletown, CT 06457

  Versatile Single-Family with Multi-Family Potential in the Harbor Area! Located close to rt 9 and 30 minutes to shoreline for convenience. Welcome to this beautifully maintained and spacious 4-bedroom, 2-bath home located in the vibrant and up-and-coming Harbor area, less than a mile from downtown. Previously a two-family, this rare gem offers exceptional flexibility-perfect for investors,

  Laura Beth Collinson Carl Guild & Associates

  47 Silver St, Middletown, CT 06457
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  /24

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,490 Sq Ft

  44 Durwin St, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac, this fully updated Ranch offers stylish one-level living with nearly 1,500 square feet of total finished space, including a beautifully finished 320 sqft basement. This 2-bedroom, 1-bath home is loaded with charm and modern touches throughout. Step inside to find gleaming hardwood floors, a cozy fireplace, and a cedar hallway closet. The spacious, updated

  Scott Sasinouski KW Legacy Partners

  44 Durwin St, Middletown, CT 06457
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  /22

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  10 Yellow Green Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 4-bedroom, 2 full bathroom contemporary gem, tucked away in a peaceful cul-de-sac within the Wesleyan Hills community! Step inside to an open floor plan filled with natural light, featuring newly installed flooring, cathedral ceiling's and rich hardwood floors that flow throughout the home. The heart of the home is the stunning new kitchen, complete with

  Michelle Orozco mygoodagent

  10 Yellow Green Rd, Middletown, CT 06457
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  /3

  $60,000

  • Land
  • 0.08 Acre
  • $750,000 per Acre

  18 Portland St, Middletown, CT 06457

  TEAR DOWN- PROPERTY IS FIRE DAMAGED BEING SOLD AS-IS AS SEEN. CURRENT BUILDING ON THE PROPERTY IS A 2 FAMILY. ALL UTILITIES AVAILABLE ON STREET. PLEASE REACH OUT TO LISTING AGENT AARON COUTU-DO NOT ENTER PROPERTY WITHOUT PERMISSION. NO RECORDS OR HISTORY OF PROPERTY IN HAND. LAND VALUE ONLY

  Aaron Coutu Keller Williams Realty Leading Edge

  18 Portland St, Middletown, CT 06457
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  /17

  $312,000

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

  801 Long Hill Rd Unit C, Middletown, CT 06457

  An end unit Townhouse Style Condominium in Long Hill Condominiums that is in very good condition and with a partially finished walkout lower level. This home has approximately 1,294 square feet on the first and second floors, plus approximately 350+ square feet in the walk out finished lower level, with a slider to the Bluestone patio and the back yard. There's a common area for nature lovers,

  Marty Rauch Marty Rauch Real Estate

  801 Long Hill Rd Unit C, Middletown, CT 06457
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  /40

  $399,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  76 Milardo Ln, Middletown, CT 06457

  Welcome to 76 Milardo Lane, a beautifully maintained ranch offering comfort, flexibility, and scenic charm in one of Middletown's most sought-after neighborhoods. Nestled on a spacious 0.7-acre lot with Round Hill Brook flowing through the backyard, this home offers the peace of nature just steps from your door. Inside, you'll find a bright and airy open-concept layout featuring a welcoming front

  Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
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  /18

  $165,000

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  122 Trolley Crossing Ln Unit 122, Middletown, CT 06457

  Welcome to this charming 2-bedroom, 1.5 bath townhouse with central air and efficient gas utilities. This home boasts a spacious layout with plenty of natural light. Whether you're a first-time purchaser or looking to simplify, this property offers the perfect blend or style and functionality. Easy access to local amenities, shopping and restaurants. HIGHEST AND BEST WILL BE DUE BY: 07/15 AT NOON.

  Liliane Miller Amity Realty Group, LLC

  122 Trolley Crossing Ln Unit 122, Middletown, CT 06457
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  /39

  $395,900

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

  456 Country Club Rd, Middletown, CT 06457

  Updated, spacious Ranch with potential to be fantastic. This spacious and thoughtfully updated ranch offers the perfect blend of comfort, functionality, and opportunity. From the curb, envision the transformation-just a weekend of gardening and new porch furniture will bring the flowerbeds and charming front porch to life. Step inside to a generous living room anchored by a cozy pellet stove,

  Kathleen Freeman Berkshire Hathaway NE Prop.

  456 Country Club Rd, Middletown, CT 06457
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  /30

  $319,900

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  83 Julia Terrace, Middletown, CT 06457

  Welcome home to this inviting 3-bedroom, 1.5-bath raised ranch, perfectly situated in the heart of the desirable South Farms area of Middletown. Set in a truly wonderful neighborhood, this home combines comfort, functionality, and warmth. Step inside to a spacious formal living room filled with natural light from the large bay window, flowing seamlessly into a cozy dining area - ideal for

  Rick Selph Selph Realty, LLC

  83 Julia Terrace, Middletown, CT 06457
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  /21

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  152 Old Mill Rd, Middletown, CT 06457

  Welcome to 152 Old Mill Road, a classic brick ranch nestled in Middletown's desirable Westfield neighborhood. Offering nearly 1,750 sq ft of single-level living, this well-built home features an open living and dining area centered around a charming fireplace-ideal for entertaining. Enjoy added indoor/outdoor space in the three-season enclosed porch. Hardwood floors run throughout the home, which

  Santo Gulino William Raveis Real Estate

  152 Old Mill Rd, Middletown, CT 06457
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  /17

  $89,497

  • Land
  • 7 Acres
  • $12,785 per Acre

  0 Arbutus St Unit 24108598, Middletown, CT 06457

  Here's your opportunity to own an amazing 7-acre property nestled in the heart of Middletown, CT, in Middlesex County. The property is landlocked and is being sold as-is. Located near the Durham town line, this lot sits in a quiet, rural residential area offering a more private setting. It's just 10-15 minutes from I-91 and Route 9, providing easy access to Hartford, New Haven, and surrounding

  Steven Koleno Beycome of Connecticut

  0 Arbutus St Unit 24108598, Middletown, CT 06457
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  /27

  $350,000

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

  80 Russell St, Middletown, CT 06457

  Welcome to 80 Russell Street! This charming home offers 2,890 sq ft of comfortable living space. Featuring 4 spacious bedrooms and 3 full bathrooms, with an open loft located on the third floor. The property boasts a bright and inviting layout with hardwood floors throughout. The updated kitchen includes stainless steel appliances, ample cabinet space, and a breakfast nook. Enjoy relaxing in the

  Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
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  /39

  $180,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  52 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 52 Carriage Crossing Lane, Middletown - Stylish Loft Living with Resort-Style Amenities! Step into this bright and inviting 1-bedroom, 1-bath loft-style condo, ideally situated in one of Middletown's most desirable communities-Carriage Crossing. Featuring soaring vaulted ceilings, oversized windows, this open-concept unit offers abundant natural light and a modern, airy atmosphere.

  Keyla Rodriguez William Raveis Real Estate

  52 Carriage Crossing Ln, Middletown, CT 06457
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  /40

  $849,900

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

  98 Ryefield Rd, Middletown, CT 06457

  This exceptional Contemporary residence offers luxury, privacy, and seasonal beauty in equal measure. Nestled on 1.72 acres in a quiet Middletown enclave, the home showcases a masterful blend of natural light, thoughtful design, and refined detail. The dramatic two-story foyer, 9' ceilings, and oversized windows create a sun-drenched, elegant atmosphere. The spacious kitchen flows into a casual

  Stacey McPherson KW Legacy Partners

  98 Ryefield Rd, Middletown, CT 06457
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  /28

  $189,000

  • 2 Beds
  • 1 Bath
  • 735 Sq Ft

  3 Prospect Place, Middletown, CT 06457

  Affordable Opportunity in a Prime Location! Perfect for first-time homebuyers, students, or investors, this charming residence offers exceptional value and comfort. The home features two bedrooms and two full bathrooms, including a generously sized primary suite on the upper level with a classic clawfoot bathtub-ideal for relaxing after a long day. Enjoy the partially fenced private yard, perfect

  Heather Fenn Sunset Creek Realty, LLC

  3 Prospect Place, Middletown, CT 06457
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  /27

  $300,000

  • 5 Beds
  • 2 Baths
  • 1,885 Sq Ft

  203 E Main St, Middletown, CT 06457

  Lease-up add value!!! Occupied two family investment only minutes from downtown Middletown! The property has a new roof and one out of two new furnaces. Currently rented at just over 50% of the market value, lease up alone will raise the return on investment to 10%. Great location, and an easy to manage asset.

  Connor Wenchell VC Property Group, LLC

  203 E Main St, Middletown, CT 06457
• 

  

  /15

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  47 Ridge Rd, Middletown, CT 06457

  Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

  Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
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  /7

  $265,000

  • 5 Beds
  • 2 Baths
  • 2,116 Sq Ft

  5 Maple Place, Middletown, CT 06457

  2 family property in need of TLC. New roof installed 6/2025. First floor vacant. Second floor tenants to move out in July. This project is for a 203K buyer, a handy man or investor. ARV is 400K+. Corner Lot. Near downtown and Wesleyan. MAJOR potential. Bring your imaginations.

  Derek Greene Derek Greene

  5 Maple Place, Middletown, CT 06457
• 

  

  /34

  $239,000

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  129 Knowles Ave Unit 129, Middletown, CT 06457

  Welcome to this bright and inviting townhouse-style condo offering comfort, convenience, and great potential! The open-concept living and dining area features beautiful hardwood flooring and an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a blank slate, ready for your personal touch and vision. Upstairs, you'll find two generously sized bedrooms and a full

  Wynne Lord Coldwell Banker Realty

  129 Knowles Ave Unit 129, Middletown, CT 06457
• 

  

  /20

  $275,500

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  749 Long Hill Rd Unit A, Middletown, CT 06457

  VERY RARE OPPORTUNITY! 1ST FLOOR, RANCH STYLE CONDO WITH WALK OUT BASEMENT AND ATTACHED GARAGE AT LONG HILL CONDOMINIUMS. You can hear the birds as you sit on your deck in the morning and see the luscious green lawn and trees behind you. This condo features 2 bedrooms, 2 bathrooms, a fireplace, washer and dryer in the main area, and sliders to a beautiful deck. The full basement is unfinished

  Sally McMahon William Raveis Real Estate

  749 Long Hill Rd Unit A, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2

Why Live in Middletown

Middletown, Connecticut, a Hartford suburb with a population of nearly 50,000, boasts a rich history and a vibrant community along the Connecticut River. Originally inhabited by the Wangunk people and later an English settlement, Middletown was once Connecticut’s largest port. Today, it features a thriving downtown area with almost 200 locally owned businesses, including a variety of bars, boutiques, and international restaurants. Wesleyan University significantly contributes to the town's cultural diversity and lively atmosphere. Middletown offers a range of housing options, from historic homes near downtown to more spacious properties in suburban and rural areas like South Farms and Westfield. The town is known for its community events, such as the annual holiday tree lighting, weekly farmers market, and summer concert series on Union Green. Outdoor enthusiasts can enjoy Harbor Park on the Connecticut River, Wadsworth Falls State Park, and Crystal Lake for boating and swimming. Middletown's public schools receive high ratings, and the town is home to Wesleyan University and Middlesex Community College. Commuting is convenient with Interstate 91 providing access to Hartford (17 miles) and New Haven (27 miles), and regional bus services connecting to downtown Hartford. Violent crime rates in Middletown are below the national average, making it a relatively safe place to live. Future development plans include expanding access to the Connecticut Riverfront with mixed-use developments and green spaces.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, CT?

Homes for sale in Middletown, CT have an average home price of $341,484.

How many homes have sold over the last 12 months in Middletown, CT?

441 homes have sold in Middletown, CT over the last 12 months.

Is Middletown, CT a safe city?

In general, the safest neighborhoods in Middletown, CT with lower crime scores are Middle Haddam, Westfield and Highland.

What are the most popular zip codes in Middletown, CT?

The most popular zip codes in Middletown, CT include 06457, 06480, 06481, 06416 and 06455.

What are the most popular neighborhoods in Middletown, CT?

The most popular neighborhoods in Middletown, CT with the most homes for sale are Middle Haddam, Westfield and Highland.

How much do you need to make to afford a house in Middletown?

The median home price in Middletown is $315,000. If you put a 20% down payment of $63,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $70K a year to afford the median home price in Middletown.

How are the schools in Middletown, CT?

Middletown, CT has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Mercy High School, St John Paul II School and Xavier High School. The neighborhoods in Middletown with the highest rated schools are Middle Haddam, Westfield and Highland. Browse all the schools in Middletown, CT to learn more.

Home Trends in Middletown, CT

On average, homes in Middletown, CT sell after 44 days on the market compared to the national average of 50 days. The median sale price for homes in Middletown, CT over the last 12 months is $315,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$315,000

Median Single Family Sale Price

$371,000

Median Townhouse Sale Price

$259,500

Median 2 Bedroom Sale Price

$205,242

Median 1 Bedroom Sale Price

$150,000

Average Price Per Sq Ft

$235

Number of Homes for Sale

60

Last 12 months Home Sales

441

Months of Supply

1.60

Median List Price

$315,000

Median Change From 1st List Price

-2%

Median Home Sale Price YoY Change

4%