Middletown, CT Homes

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  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  774 Long Hill Rd, Middletown, CT 06457

  Welcome to 774 Long Hill Road, a meticulously maintained 3-bedroom, 1.5-bath townhouse in the desirable Wesleyan Hills community. Lovingly cared for by the same owner for the past 20 years, this home offers durable, easy-care laminate flooring throughout and annually serviced mechanicals for added peace of mind. The spacious eat-in kitchen opens through sliding doors to a large private deck,

  Dawn Gagliardi Serhant Connecticut, LLC

  774 Long Hill Rd, Middletown, CT 06457
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  /35

  Starting at $1,967

  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
• 

  $747,925

  Sold May 14, 2026

  128 Webster Ln, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Above List Price
  • $481/SF
  • 14 Days On Market

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  128 Webster Ln, Middletown, CT 06457
• 

  Est $470,807

  Not Listed For Sale

  615 Miner St, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 2,122 Sq Ft
  • Built 1975

  615 Miner St, Middletown, CT 06457

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Devon Taylor Assael Dave Jones Realty, LLC
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  $379,900

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  64 Ryan St, Middletown, CT 06457

  Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

  Craig Milton Re/Max Valley Shore

  64 Ryan St, Middletown, CT 06457
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  Starting at $2,175

  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
• 

  $450,000

  Sold Nov 21, 2025

  90 Briarwood Ln, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,512 Sq Ft
  • Built 1996

  Last Sold Summary

  • $298/SF
  • 31 Days On Market

  Current Estimated Value $472,629

  Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

  90 Briarwood Ln, Middletown, CT 06457
• 

  Est $237,474

  Not Listed For Sale

  234 S Main St Unit 103, Middletown, CT 06457

  • 1 Bed
  • 1.5 Baths
  • 1,121 Sq Ft
  • Built 1987

  234 S Main St Unit 103, Middletown, CT 06457

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Derek Greene Derek Greene
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  /40

  $585,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,908 Sq Ft

  85 Oakcliff Rd, Middletown, CT 06457

  Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or

  Carissa Mastriano GRL & Realtors, LLC

  85 Oakcliff Rd, Middletown, CT 06457
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  Starting at $1,494

  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
• 

  $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 $503,780

  Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  58 Morning Glory Dr, Middletown, CT 06457
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  Not Listed For Sale

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft
  • Built 2014

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Last Sold Summary

  • 47 Days On Market

  Last Listing Agent Siobhan McLaughlin William Raveis Real Estate
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  $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
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  /31

  Starting at $1,250 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
• 

  $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 $330,204

  Last Listing Agent Wendi Zuk Homes Plus of Connecticut

  207 Pearl St, Middletown, CT 06457
• 

  Est $306,662

  Not Listed For Sale

  826 Long Hill Rd Unit 826, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1975

  826 Long Hill Rd Unit 826, Middletown, CT 06457

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Brittany O'Hara William Raveis Real Estate
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  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  144 Old Mill Rd, Middletown, CT 06457

  Welcome to 144 Old Mill Road, a charming & well-maintained home offering a wonderful combination of character, space & indoor-outdoor living. Step inside to find beautiful hardwood floors, abundant natural light & a comfortable, versatile floor plan. The main level features multiple living spaces, including a bright living room surrounded by windows, a spacious dining area highlighted by a

  Michelle Mazzotta eXp Realty

  144 Old Mill Rd, Middletown, CT 06457
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  /23

  Starting at $1,850 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
• 

  $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 $317,618

  Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

  37 Front St, Middletown, CT 06457
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  Not Listed For Sale

  311 Main Street Extension, Middletown, CT 06457

  • Built 1936

  311 Main Street Extension, Middletown, CT 06457

  Last Sold Summary

  • 144 Days On Market

  Last Listing Agent Patrick Savarese LPT Realty
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  /27

  $349,900

  Open Fri 4PM - 6PM

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  57 Arbutus St, Middletown, CT 06457

  Welcome to 57 Arbutus Street, a special home lovingly cared for by just two owners since 1984. Custom-built by its original owner, pride of craftsmanship shows in the solid construction, thoughtful layout, high ceilings, and generously sized rooms. Set in a close-knit and welcoming neighborhood, the home offers incredible potential for buyers ready to bring their vision. The main level boasts

  Jeff Beale eXp Realty

  57 Arbutus St, Middletown, CT 06457
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  /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
• 

  $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 $625,598

  Last Listing Agent Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
• 

  Est $637,611

  Not Listed For Sale

  10 Jack English Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft
  • Built 2023

  10 Jack English Dr, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Vik Khandai Dave Jones Realty, LLC
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  $1,300,000

  • 12 Beds
  • 8 Baths
  • 9,890 Sq Ft

  13 Portland St, Middletown, CT 06457

  Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user

  Sacha Armstrong William Pitt Sotheby's International Realty

  13 Portland St, Middletown, CT 06457
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  Starting at $1,133

  Total Monthly Price

  • 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
• 

  $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 $403,956

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  22 Belvidere Terrace, Middletown, CT 06457
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  Not Listed For Sale

  51 Rising Trail Dr Unit 51, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1976

  51 Rising Trail Dr Unit 51, Middletown, CT 06457

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Allison Hughes William Raveis Real Estate
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  $425,000

  • 4 Beds
  • 2 Baths
  • 1,352 Sq Ft

  104 Bell St, Middletown, CT 06457

  Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

  Warren Juall HOMESELL

  104 Bell St, Middletown, CT 06457
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  /40

  Starting at $1,500 Plus Fees

  • 1 Bed

  400 Washington St, Middletown, CT 06457

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

  Birchwood Apartments

  400 Washington St, Middletown, CT 06457
• 

  $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 $414,537

  Last Listing Agent rob link Sterling REALTORS

  4 Lorraine Terrace, Rockfall, CT 06481
• 

  Not Listed For Sale

  503 Cambridge Common Unit 503, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,280 Sq Ft
  • Built 1988

  503 Cambridge Common Unit 503, Middletown, CT 06457

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Kelly Harvey Best Real Estate Brokerage LLC
• 

  

  /12

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,313 Sq Ft

  672 E Main St, Middletown, CT 06457

  FULLY UPDATED & TURN KEY! Welcome to 672 East Main Street, a beautifully renovated home offering extensive update inside and out. This meticulously maintained property features a new roof, siding, windows, front door, flooring, interior paint, kitchen cabinets, updated kitchen and bathrooms, and so much more. Enjoy the convenience of a dedicated washer and dryer located on the main floor, making

  Marco Rondinone Berkshire Hathaway NE Prop.

  672 E Main St, Middletown, CT 06457
• 

  

  /20

  $2,000 Per Month

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft
  • Condo for Rent

  111 Dekoven Dr Unit 908, Middletown, CT 06457

  Live Above It All — Where Every Day Comes With a ViewImagine waking up every morning to breathtaking views of the Connecticut River. From this beautifully updated 9th-floor, nearly end-unit condo on the bridge side of the building, you can enjoy the changing seasons, spectacular sunsets, and the peaceful beauty of the river right outside your windows.This is more than a place to

  111 Dekoven Dr Unit 908, Middletown, CT 06457
• 

  $660,000

  Sold Jul 08, 2026

  60 Watch Hill Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $307/SF
  • 48 Days On Market

  Current Estimated Value $663,623

  Last Listing Agent Stephanie Liriano Redfin Corporation

  60 Watch Hill Dr, Middletown, CT 06457
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  Not Listed For Sale

  0 Freeman Rd, Middletown, CT 06457

  0 Freeman Rd, Middletown, CT 06457

  Last Sold Summary

  • 38 Days On Market

  Last Listing Agent Barbara Puorro Puorro Realty Group
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  /39

  $309,900

  Under Contract

  • 5 Beds
  • 2 Baths
  • 1,576 Sq Ft

  105 Spring St, Middletown, CT 06457

  **Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for

  Warren Juall HOMESELL

  105 Spring St, Middletown, CT 06457
• 

  

  /35

  Starting at $1,450 Plus Fees

  • 1 - 2 Beds

  Unlisted Address

  Stonegate Apartments – Middletown, CTWelcome to Stonegate Apartments, where comfort and convenience meet. Our spacious apartments are designed for easy living, with heat and hot water included in your rent so you can enjoy peace of mind all year round.Relax and unwind with our community amenities, including a sparkling outdoor pool, a fully equipped fitness center, and a lively

  StoneGate Apartments

  Unlisted Address
• 

  $175,000

  Sold Jul 31, 2026

  111 Dekoven Dr Unit 202, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $169/SF
  • 61 Days On Market

  Current Estimated Value $191,512

  Last Listing Agent Cheryl Zalewski eXp Realty

  111 Dekoven Dr Unit 202, Middletown, CT 06457
• 

  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457

  Last Sold Summary

  • 172 Days On Market

  Last Listing Agent Tim O'Hara William Raveis Real Estate

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