16,733

Middletown, CT Homes

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  • 46 Tavern Cir, Middletown, CT 06457
    46 Tavern Cir, Middletown, CT 06457
    46 Tavern Cir, Middletown, CT 06457
    /40

    $599,900

    • 4 Beds
    • 3.5 Baths
    • 4,132 Sq Ft

    46 Tavern Cir, Middletown, CT 06457

    Fantastic home located in Westfield Hills community with plenty of space to roam. This 3/4 bedroom home offers it all. The first floor boasts a large open kitchen with good size eating area, formal dining room, front to back great room and first floor family room with fireplace. All of this leading out to a stunning landscaped yard for enjoying those summer outings or just a relaxing Zen moment.

    Mark Toledo Berkshire Hathaway NE Prop.

    46 Tavern Cir, Middletown, CT 06457
  • 5 Town Colony Dr, Middletown, CT 06457
    5 Town Colony Dr, Middletown, CT 06457
    5 Town Colony Dr, Middletown, CT 06457
    /40

    Starting at $1,778

    Total Monthly Price

    • 1 - 3 Beds

    5 Town Colony Dr, Middletown, CT 06457

    Welcome to Northwoods East in Middletown, CT! Our one bedroom or three bedroom apartments offer the convenience of a private balcony or patio, perfect for enjoying the fresh air and sunshine. Inside, you'll find the convenience of a washer and dryer right in your unit, making laundry day a breeze. The spacious walk-in closets provide ample storage for all your belongings. With these amenities,

    Northwoods East

    5 Town Colony Dr, Middletown, CT 06457
  • 74 Victoria Heights, Middletown, CT 06457

    $365,000

    Sold Jul 08, 2025

    74 Victoria Heights, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1957

    Last Sold Summary

    • 11% Above List Price
    • $292/SF
    • 1 Day On Market

    Current Estimated Value $379,989

    Last Listing Agent Sanam Solati New England Prestige Realty

    74 Victoria Heights, Middletown, CT 06457
  • 60 Watch Hill Dr, Middletown, CT 06457
    60 Watch Hill Dr, Middletown, CT 06457
    60 Watch Hill Dr, Middletown, CT 06457
    /34

    $675,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    60 Watch Hill Dr, Middletown, CT 06457

    Welcome to the peaceful and charming Watch Hill Estates community, where elevated living meets timeless elegance. Perched high atop a scenic hill, this stunning Colonial offers sweeping panoramic views stretching across Middletown and Durham, creating a truly breathtaking everyday backdrop. Meticulously maintained and completely turnkey, this exceptional residence blends refined comfort with

    Stephanie Liriano Redfin Corporation

    60 Watch Hill Dr, Middletown, CT 06457
  • 72 Forest Glen Cir, Middletown, CT 06457
    72 Forest Glen Cir, Middletown, CT 06457
    72 Forest Glen Cir, Middletown, CT 06457
    /40

    Starting at $2,225

    Total Monthly Price

    • 2 Beds

    72 Forest Glen Cir, Middletown, CT 06457

    Welcome to Windshire Terrace Apartments in Middletown, CT! Our spacious two bedroom apartments, plus three bedroom townhome feature a cozy fireplace, perfect for relaxing on chilly evenings. Enjoy the convenience of having a washer and dryer right in your own unit, making laundry day a breeze. The walk-in closets provide ample storage space for all your belongings. With a prime location in

    Windshire Terrace

    72 Forest Glen Cir, Middletown, CT 06457
  • 58 Morning Glory Dr, Middletown, CT 06457

    $505,000

    Sold May 22, 2026

    58 Morning Glory Dr, Middletown, CT 06457

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Above List Price
    • $214/SF
    • 8 Days On Market

    Current Estimated Value $487,417

    Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

    58 Morning Glory Dr, Middletown, CT 06457
  • 98 Rising Trail Dr, Middletown, CT 06457
    98 Rising Trail Dr, Middletown, CT 06457
    98 Rising Trail Dr, Middletown, CT 06457
    /34

    $229,900

    $10K PRICE DROP Under Contract
    • 4 Beds
    • 1.5 Baths
    • 1,505 Sq Ft

    98 Rising Trail Dr, Middletown, CT 06457

    Spacious 4-bedroom, 1.5-bath townhome located in the Beacon Hill Towne Homes community. Offering four levels of living space, this home features a large living room with a fireplace, a generous dining area, and a finished walk-out basement that provides flexible space for a family room, home office, gym, or recreation area. Enjoy the convenience of a carport and a prime location directly adjacent

    Kelley Vanacore Century 21 AllPoints Realty

    98 Rising Trail Dr, Middletown, CT 06457
  • 121-122 Rose Cir, Middletown, CT 06457
    121-122 Rose Cir, Middletown, CT 06457
    121-122 Rose Cir, Middletown, CT 06457
    /35

    Starting at $1,670

    Total Monthly Price

    • 1 - 2 Beds

    121-122 Rose Cir, Middletown, CT 06457

    Offering spacious one and two bedroom flats, as well as two and three bedroom townhomes, Meadoway Gardens is conveniently located to shopping, restaurants, schools and the highway. Meadoway is a pedestrian friendly neighborhood with ample off-street parking. The grounds are professionally landscaped by Carabetta's 24 hour Maintenance Team who implement a landscaping plan to provide seasonal color

    Meadoway Gardens

    121-122 Rose Cir, Middletown, CT 06457
  • 207 Pearl St, Middletown, CT 06457

    $330,000

    Sold May 22, 2026

    207 Pearl St, Middletown, CT 06457

    • 6 Beds
    • 2 Baths
    • 1,818 Sq Ft
    • Built 1900

    Last Sold Summary

    • $182/SF
    • 96 Days On Market

    Current Estimated Value $324,445

    Last Listing Agent Wendi Zuk Homes Plus of Connecticut

    207 Pearl St, Middletown, CT 06457
  • 103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    103 Prospect St, Middletown, CT 06457
    /28

    $219,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    103 Prospect St, Middletown, CT 06457

    This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

    Carl Guild Carl Guild & Associates

    103 Prospect St, Middletown, CT 06457
  • 10 Town Place, Middletown, CT 06457
    10 Town Place, Middletown, CT 06457
    10 Town Place, Middletown, CT 06457
    /35

    Starting at $2,084

    Total Monthly Price

    • 1 - 3 Beds

    10 Town Place, Middletown, CT 06457

    Comfortable living without the luxury price tag. Newly updated 1, 2, and 3 bedroom apartment homes, some with stainless steel appliances, full-size washers & dryers, private patios and balconies, ample parking, and private entries.

    Town Place

    10 Town Place, Middletown, CT 06457
  • 153 Ballfall Rd, Middletown, CT 06457

    $295,000

    Sold Jul 15, 2025

    153 Ballfall Rd, Middletown, CT 06457

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft
    • Built 1944

    Last Sold Summary

    • 2% Below List Price
    • $329/SF
    • 17 Days On Market

    Current Estimated Value $301,187

    Last Listing Agent Joshua Brown KW Legacy Partners

    153 Ballfall Rd, Middletown, CT 06457
  • 325 Barbara Rd, Middletown, CT 06457
    325 Barbara Rd, Middletown, CT 06457
    325 Barbara Rd, Middletown, CT 06457
    /40

    $349,900

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,836 Sq Ft

    325 Barbara Rd, Middletown, CT 06457

    You're not seeing things-this home is priced to move! Welcome to easy, one-level living in a highly desirable, walkable neighborhood in Middletown, Connecticut. This charming ranch-style home offers 3 bedrooms, 1.2 baths, and an attached one-car garage, delivering both comfort and convenience. Set on a beautiful third-of-an-acre lot, the property features a brand-new white peastone patio &

    Erik Sousa William Raveis Real Estate

    325 Barbara Rd, Middletown, CT 06457
  • 80 Ferry St, Middletown, CT 06457
    80 Ferry St, Middletown, CT 06457
    80 Ferry St, Middletown, CT 06457
    /36

    Starting at $500

    Total Monthly Price

    • 2 Beds

    80 Ferry St, Middletown, CT 06457

    Discover a community that inspires a lifestyle of convenience while elevating the standard of affordable apartment living. Nestled in the riverfront city of Middletown, CT, Wharfside Commons is just minutes from top-rated dining, exciting outdoor ventures, and local craft breweries! Find your home among thoughtfully designed amenities, sleek interiors, and spacious one, two, and three-bedroom

    Wharfside Commons

    80 Ferry St, Middletown, CT 06457
  • 37 Front St, Middletown, CT 06457

    $305,000

    Sold Dec 12, 2025

    37 Front St, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,384 Sq Ft
    • Built 1924

    Last Sold Summary

    • 2% Below List Price
    • $220/SF
    • 5 Days On Market

    Current Estimated Value $317,751

    Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

    37 Front St, Middletown, CT 06457
  • 160 Cimarron Rd, Middletown, CT 06457
    160 Cimarron Rd, Middletown, CT 06457
    160 Cimarron Rd, Middletown, CT 06457
    /40

    $379,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    160 Cimarron Rd, Middletown, CT 06457

    Move right into this three bedroom two full bath raised ranch with 2 car garage. House has central air newer mechanicals, finished lower level that can be possibly used for an in law set up. PPA Solar panels for greatly reduced electric bills. Nice fenced in yard with patio, pizza oven, garden area, shed and much more!

    Sal Calafiore SalCal Real Estate Connections

    160 Cimarron Rd, Middletown, CT 06457
  • 62 Loveland St, Middletown, CT 06457
    62 Loveland St, Middletown, CT 06457
    62 Loveland St, Middletown, CT 06457
    /31

    Starting at $1,450 Plus Fees

    • Studio - 1 Bed

    62 Loveland St, Middletown, CT 06457

    Contemporary one bedroom apartment in beautiful brick building originally built as an elementary school in 1936. Studio apartment with high ceilings, large windows, and storage loft. Kitchen with stove, dishwasher, refrigerator. Full bath.Coin laundry in building. Parking. Intercom entry. No pets, Non-smoking building. Within walking distance to Wesleyan University, Middlesex Hospital, and

    Stillman School Apartments

    62 Loveland St, Middletown, CT 06457
  • 23 Falmouth Ct, Middletown, CT 06457

    $585,000

    Sold Nov 18, 2025

    23 Falmouth Ct, Middletown, CT 06457

    • 5 Beds
    • 2.5 Baths
    • 2,760 Sq Ft
    • Built 2004

    Last Sold Summary

    • 6% Below List Price
    • $212/SF
    • 74 Days On Market

    Current Estimated Value $622,265

    Last Listing Agent Kristin Callahan eXp Realty

    23 Falmouth Ct, Middletown, CT 06457
  • 0 Scovill Rd, Middletown, CT 06457
    0 Scovill Rd, Middletown, CT 06457
    0 Scovill Rd, Middletown, CT 06457
    /6

    $950,000

    • Land
    • 4.1 Acres
    • $231,707 per Acre

    0 Scovill Rd, Middletown, CT 06457

    This property abuts 35 acres of mixed conservation land and offers views of the Connecticut River and two nearby state parks, ensuring the scenery will remain protected and undeveloped. The spectacular, lightly wooded parcel is the result of combining three approved lots within the River Park Subdivision to create one exceptional private homesite with breathtaking river views. Underground

    Tony Persaud KW Legacy Partners

    0 Scovill Rd, Middletown, CT 06457
  • 138 College St, Middletown, CT 06457
    138 College St, Middletown, CT 06457
    138 College St, Middletown, CT 06457
    /23

    Starting at $1,695 Plus Fees

    • Studio - 2 Beds

    138 College St, Middletown, CT 06457

    Come experience Midd-Town Apartments, our exciting new luxury development in downtown Middletown, CT. Midd-Town offers a variety of open floor plan apartments with an on-site fitness room, rooftop deck and garage parking available for rent. Midd-Town Apartments are conveniently located near Rt. 9 and I-91, minutes to downtown Hartford, Wesleyan University, Middlesex Community College, and

    Midd-Town Apartments

    138 College St, Middletown, CT 06457
  • 22 Belvidere Terrace, Middletown, CT 06457

    $408,000

    Sold Oct 15, 2025

    22 Belvidere Terrace, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft
    • Built 1937

    Last Sold Summary

    • 2% Above List Price
    • $208/SF
    • 43 Days On Market

    Current Estimated Value $427,153

    Last Listing Agent Michelle MacNeil William Raveis Real Estate

    22 Belvidere Terrace, Middletown, CT 06457
  • 44 Chamberlain Hill Rd, Middletown, CT 06457
    44 Chamberlain Hill Rd, Middletown, CT 06457
    44 Chamberlain Hill Rd, Middletown, CT 06457
    /40

    $849,000

    Open Sun 11AM - 1PM $76K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,599 Sq Ft

    44 Chamberlain Hill Rd, Middletown, CT 06457

    Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

    Gary Peacock Berkshire Hathaway NE Prop.

    44 Chamberlain Hill Rd, Middletown, CT 06457
  • 305 S Main St, Middletown, CT 06457
    305 S Main St, Middletown, CT 06457
    305 S Main St, Middletown, CT 06457
    /27

    Starting at $1,600 Plus Fees

    • 1 - 3 Beds

    305 S Main St, Middletown, CT 06457

    Stunning remodeled units available now! Call/text manager for details! Don't miss out on this opportunity!

    The Wilcox

    305 S Main St, Middletown, CT 06457
  • 116 Front St, Middletown, CT 06457

    $395,000

    Sold Jul 21, 2025

    116 Front St, Middletown, CT 06457

    • 6 Beds
    • 2 Baths
    • 2,579 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $153/SF
    • 30 Days On Market

    Current Estimated Value $406,459

    Last Listing Agent Michelle Mazzotta eXp Realty

    116 Front St, Middletown, CT 06457
    • 272 S Main St, Middletown, CT 06457
      272 S Main St, Middletown, CT 06457
      /2

      Est $391,243

      Not Listed For Sale

      272 S Main St, Middletown, CT 06457

      • Studio
      • 2 Baths
      • 2,164 Sq Ft
      • Built 1988
      272 S Main St, Middletown, CT 06457

  • 390 Coleman Rd, Middletown, CT 06457
    390 Coleman Rd, Middletown, CT 06457
    390 Coleman Rd, Middletown, CT 06457
    /40

    $499,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 2,754 Sq Ft

    390 Coleman Rd, Middletown, CT 06457

    The Elisha Fairchild House is an exceptional circa 1759 home has been beautifully preserved and offers the perfect balance of timeless charm and modern convenience. Having passed through the hands of now only six families over the years, it is not simply a historic property but a home that lives with a certain rhythm and mood, where old meets new in a way that feels like home. Once part of the

    Nancy Stetson Coldwell Banker Realty

    390 Coleman Rd, Middletown, CT 06457
  • 352 Newfield St, Middletown, CT 06457
    352 Newfield St, Middletown, CT 06457
    352 Newfield St, Middletown, CT 06457
    /33

    Starting at $1,133 Plus Fees

    • Studio - 2 Beds

    352 Newfield St, Middletown, CT 06457

    Stoneycrest Towers is a 50 year old and older community offering spacious studio, one and two bedroom apartments in a pedestrian friendly neighborhood within close proximity to shopping, restaurants, bus lines and highways. A Resident Service Coordinator is onsite for the residents during business hours, located in the property's community room. All units are handicap accessible via elevators.

    Stoneycrest Tower

    352 Newfield St, Middletown, CT 06457
  • 896 East St, Middletown, CT 06457

    $634,000

    Sold Aug 04, 2025

    896 East St, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • 7% Below List Price
    • $264/SF
    • 68 Days On Market

    Last Listing Agent Geraldine Mattera Luxe Realty LLC

    896 East St, Middletown, CT 06457
  • 117 David Dr, Middletown, CT 06457
    117 David Dr, Middletown, CT 06457
    117 David Dr, Middletown, CT 06457
    /39

    $485,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    117 David Dr, Middletown, CT 06457

    Nestled at the end of a quiet cul-de-sac, this charming Colonial sits on nearly an acre of beautifully landscaped, private property surrounded by nature. A welcoming front porch with classic pillars sets the tone, while the backyard is designed for entertaining with a spacious two-tier Trex deck, perfect for future pool installation. A shed, whole-house generator, and peaceful natural setting add

    Rosemarie Soares Coldwell Banker Realty

    117 David Dr, Middletown, CT 06457
  • 339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    339 Hunting Hill Ave, Middletown, CT 06457
    /35

    Starting at $1,100 Plus Fees

    • Studio - 2 Beds

    339 Hunting Hill Ave, Middletown, CT 06457

    Originally built in 1931 as Woodrow Wilson High School, the building was converted into apartments in 1985. Woodrow Wilson Apartments has 66 apartments which include studio, one and two bedroom units. Features include fully applianced kitchens, new windows with mini-blinds, an elevator, laundry facilities, intercom, and parking. A non-smoking building; no pets allowed. For additional photos of

    Woodrow Wilson Apartments

    339 Hunting Hill Ave, Middletown, CT 06457
  • 4 Lorraine Terrace, Rockfall, CT 06481

    $404,900

    Sold Feb 02, 2026

    4 Lorraine Terrace, Rockfall, CT 06481

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $242/SF
    • 21 Days On Market

    Current Estimated Value $402,571

    Last Listing Agent rob link Sterling REALTORS

    4 Lorraine Terrace, Rockfall, CT 06481

Showing Results 41 - 80, Page 2 of 18

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