Middletown, CT Homes

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  $465,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,043 Sq Ft

  70 Timothy Dr, Middletown, CT 06457

  A Riverbend Stunner that is aimed to please and priced to sell! Situated at the end of a cul de sac flanked by only one neighbor to your right and woods to your left. Everyone knows the boss of the neighborhood is always the home at the end of the cul de sac and 70 Timothy Dr is no exception. Carefully updated throughout with key upgrades by the current owner, including, but not limited to; 3.25"

  Jordan Ostrofsky LPT Realty

  70 Timothy Dr, Middletown, CT 06457
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  $1,675 total monthly price

  • 2 Beds
  • 2 Baths
  • 850 Sq Ft
  • Apartment for Rent

  666 Main St Unit C7, Middletown, CT 06457

  Bright and Inviting 2 bedroom 2 bathroom Apartment This beautifully renovated apartment is now available for $1,675 per month. Located on the third floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street parking is available in a nearby city lot.

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit C7, Middletown, CT 06457
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  $325,000 Sold Jan 29, 2026

  84 Camp St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,064 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $305/SF
  • 46 Days On Market

  Current Estimated Value $317,222

  Last Listing Agent Emily Curtis William Raveis Real Estate

  84 Camp St, Middletown, CT 06457
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  Est $190,971 Not Listed For Sale

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Built 1988

  221 Carriage Crossing Ln Unit 221, Middletown, CT 06457

  Last Sold Summary

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

  Last Sold Price $190,000

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  /17

  $589,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," Now with many new UPGRADES - available for occupancy in early 2027 Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  $1,667 - $1,949 total monthly price

  Sagamore Hills

  1 - 2 Beds

  1151-1189 Washington St, Middletown, CT 06457

  Virtual touring and by appointment, self-guided touring is available. Contact us today! Look no further for great apartment living because you've found it at Sagamore Hills! Our beautiful community is centrally located in the heart of picturesque Middletown, Connecticut. Surrounded by scenic parks, shopping, dining, and with easy access to I-91 and I-691, your commute is sure to be a breeze.

  1151-1189 Washington St, Middletown, CT 06457
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  $570,000 Sold Jun 23, 2025

  36 Mcgrath Dr, Middletown, CT 06457

  • 4 Beds
  • 3.5 Baths
  • 3,756 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $152/SF
  • 46 Days On Market

  Current Estimated Value $591,945

  Last Listing Agent Tom Derick Executive Real Estate Inc.

  36 Mcgrath Dr, Middletown, CT 06457
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  Est $730,312 Not Listed For Sale

  542 Main St, Middletown, CT 06457

  • 4 Beds
  • 4 Baths
  • 4,275 Sq Ft
  • Built 1880

  542 Main St, Middletown, CT 06457

  Last Sold Summary

  • 28% Above List Price
  • $134/SF
  • 43 Days On Market

  Last Sold Price $572,000

  Last Listing Agent Alexa Ford Eagle Eye Realty PLLC
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  $549,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft

  18 Talcott Ridge Dr, Middletown, CT 06457

  Award-winning builder, Reinhard Von Hollander proudly presents "The Cameron", one of his most sought-after models; sure to please the most discerning buyer. Quality and design meet as the home features a customizable, open floor plan, presenting future homeowners with an opportunity to make the space truly their own. It comes with 3 bedrooms and 2 full baths, including a spacious primary suite.

  Nick DeLuca eXp Realty

  18 Talcott Ridge Dr, Middletown, CT 06457
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  $1,456 total monthly price

  • 1 Bed
  • 1 Bath
  • 625 Sq Ft
  • Apartment for Rent

  666 Main St Unit B2, Middletown, CT 06457

  Bright and Inviting one bedroom Apartment This beautifully renovated apartment is now available for $1456.00 per month. The unit features newer flooring, and countertops. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B2, Middletown, CT 06457
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  $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 $451,388

  Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

  90 Briarwood Ln, Middletown, CT 06457
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  Not Listed For Sale

  00 Livingston Rd, Middletown, CT 06457

  00 Livingston Rd, Middletown, CT 06457

  Last Sold Summary

  • $2/SF
  • 172 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Tim O'Hara William Raveis Real Estate
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  $650,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  886 East St, Middletown, CT 06457

  NEW CONSTRUCTION! PRICED TO SELL! 2400 SQ FEET! SITUATED ON OVER 3/4 ACRE IN THE DESIRABLE WESTFIELD AREA. THIS HOME FEATURES THREE BEDROOMS, 2.5 BATHS AND A BONUS ROOM. STEP INTO THE MODERN KITCHEN WITH STUNNING WHITE CABINETS,QUATZ COUNTERS, AN ISLAND WITH SEATING, A BUTLER PANTRY AND $8000 WORTH OF HIGH END APPLIANCES. GLEAMING OAK HARDWOOD FLOORS THROUGHOUT. A FRONT TO BACK LIVING ROOM WITH

  Geraldine Mattera Luxe Realty LLC

  886 East St, Middletown, CT 06457
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  $2,095 - $5,800 total monthly price

  Knoll Crest Apartments

  1 - 2 Beds

  207 George St, Middletown, CT 06457

  Taking Luxury Living to New HeightsRetreat to the Stylish Sophistication of Knoll Crest. Choose from spacious one or two bedroom floor plans featuring 9 ceilings, open concept living rooms with cozy corner fireplaces, chef-inspired kitchens with stylish islands and private balconies with attractive views.

  207 George St, Middletown, CT 06457
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  $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 $362,530

  Last Listing Agent Sanam Solati New England Prestige Realty

  74 Victoria Heights, Middletown, CT 06457
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  Not Listed For Sale

  0 Kelsey St, Middletown, CT 06457

  0 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • $2/SF
  • 117 Days On Market

  Last Sold Price $153,400

  Last Listing Agent Dale Bunn Riverview Realty, LLC
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  $239,900 Under Contract

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

  7 Countryside Ln Unit 4, Middletown, CT 06457

  This townhouse has all that you need! With lovely laminate wood looking floor in the living room, tile in the dining area and kitchen area with new sliding glass door that opens up to a Trex deck that overlooks a lovely courtyard. The kitchen has many cabinets and counterspace and has newer appliances. There is a half bath on the first floor. The upstairs has 2 bedrooms and a full bath. There is

  Sally McMahon William Raveis Real Estate

  7 Countryside Ln Unit 4, Middletown, CT 06457
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  $1,139 total monthly price

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  666 Main St Unit B6, Middletown, CT 06457

  Bright and Inviting Studio Apartment This beautiful apartment is available for $1,138.80 per month. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details:Parking: Off-street parking is available in a nearby city lot. Pets: Small pets are welcome

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B6, Middletown, CT 06457
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  $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 $290,886

  Last Listing Agent Joshua Brown KW Legacy Partners

  153 Ballfall Rd, Middletown, CT 06457
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  Est $251,227 Not Listed For Sale

  3 Countryside Ln Unit 2, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 1,088 Sq Ft
  • Built 1987

  3 Countryside Ln Unit 2, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $204/SF
  • 2 Days On Market

  Last Sold Price $222,000

  Last Listing Agent Caitlin Cavanaugh Cavanaugh & Company LLC
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  $449,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  91 Gleeson Rd, Middletown, CT 06457

  A rare opportunity offering space, flexibility, and a setting that's hard to duplicate. This lovingly maintained Dutch Colonial has been proudly cared for by the original owner since it was built in 1965 and is ready for its next chapter. The main home sits on .22 acres and features 3 bedrooms, 2.5 bathrooms, and a spacious 2-car attached garage. The home offers a proper laundry room on the main

  Sara Tufano Real Broker CT, LLC

  91 Gleeson Rd, Middletown, CT 06457
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  $1,710 per month plus fees

  Woodbury Apartments

  2 Beds

  288 Woodbury Cir, Middletown, CT 06457

  Woodbury Apartments offers spacious one bedroom flats and two and three bedroom townhomes situated in a country setting. It is located in a pedestrian friendly neighborhood with convenient access to shopping and highways, as well as a community college campus. The property is landscaped and maintained by Carabetta's 24 hour Maintenance Team who implement a landscaping plan that has seasonal color

  288 Woodbury Cir, Middletown, CT 06457
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  $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 $303,904

  Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

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

  42 Mckenna Dr, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1968

  42 Mckenna Dr, Middletown, CT 06457

  Last Sold Summary

  • $99/SF
  • 54 Days On Market

  Last Sold Price $119,000

  Last Listing Agent Stephanie Starr Berkshire Hathaway Home Services
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  $500,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 2,908 Sq Ft

  183 Aston Ln, Middletown, CT 06457

  This is NOT A DRIVE-BY!!! What you see from the front is not what you will see inside!! As you enter through the side door, you will love the mudroom, for everyone's shoes, coats, bag, etc. Then walk in to your large kitchen with vaulted ceilings! The front dining room with fireplace is off the kitchen perfect for gatherings. The sunken family room will WOW you with how much room there is! The

  Brittany O'Hara William Raveis Real Estate

  183 Aston Ln, Middletown, CT 06457
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  $1,900 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 978 Sq Ft
  • House for Rent

  94 Liberty St, Middletown, CT 06457

  Conveniently located just one block from downtown Middletown and with quick access to Route 9, this charming duplex unit has been thoughtfully updated. The newly renovated kitchen features a dishwasher, and the bathroom, refinished hardwood floors, and fresh paint throughout create a bright, move-in-ready space. The unit offers two large bedrooms and one smaller bedroom, plus ample storage with a

  Jonathan Zuromski Real Broker CT, LLC

  94 Liberty St, Middletown, CT 06457
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  $370,000 Sold Apr 10, 2025

  15 Blue Grass Dr, Middletown, CT 06457

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft
  • Built 1972

  Last Sold Summary

  • $198/SF
  • 48 Days On Market

  Current Estimated Value $398,457

  Last Listing Agent Steve Jones Jr KW Legacy Partners

  15 Blue Grass Dr, Middletown, CT 06457
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  Not Listed For Sale

  00 Kelsey St, Middletown, CT 06457

  00 Kelsey St, Middletown, CT 06457

  Last Sold Summary

  • 290 Days On Market

  Last Sold Price $95,000

  Last Listing Agent Patricia Holmes Berkshire Hathaway Home Services
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  $229,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  134 Trolley Crossing Ln, Middletown, CT 06457

  Popular Trolley Crossing! Located in Middletown's Westfield section, close to shopping, restaurants, Interstate 91, Route 9, and Route 15. This bright and sunny end unit offers spacious rooms, closet space, and luxury vinyl flooring in the kitchen and dining room. Primary bedroom has dual access to the main bath and terrific closet space. Don't forget: two-car garage too. Located close to the

  Joel Grossman Lamacchia Realty

  134 Trolley Crossing Ln, Middletown, CT 06457
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  $1,400 - $2,700 per month plus fees

  Middletown at Main

  Studio - 3 Beds

  710-712 Main St, Middletown, CT 06457

  710-712 Main St, Middletown, CT 06457
• 

  $327,000 Sold Jun 10, 2025

  22 In Town Terrace Unit 22, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 8 Days On Market

  Current Estimated Value $328,691

  Last Listing Agent Agota Perry-Hill William Raveis Real Estate

  22 In Town Terrace Unit 22, Middletown, CT 06457
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  Est $395,206 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

  Last Sold Summary

  • 7% Below List Price
  • $171/SF

  Last Sold Price $369,000

  Last Listing Agent Kris Cole Waterhouse Realty LLC
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  $434,900

  • 4 Beds
  • 2 Baths
  • 1,963 Sq Ft

  63 Millbrook Rd, Middletown, CT 06457

  Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

  Krystal Pulley Tier 1 Real Estate

  63 Millbrook Rd, Middletown, CT 06457
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  /17

  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 11,880 Sq Ft
  • House for Rent

  54 Oak St Unit 26, Middletown, CT 06457

  Welcome to 54 Oak Street. This lovely 3 room, second floor apartment with a large eat in kitchen, stainless steel appliances (oven range, range hood, refrigerator & dishwasher), large living room and huge bedroom with generous closets and a full bath is ready to go. Centrally located in a secure building with Intercom, it is within walking distance to Wesleyan University, Middlesex Hospital and

  Barbara Coyle William Raveis Real Estate

  54 Oak St Unit 26, Middletown, CT 06457
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  $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 $590,837

  Last Listing Agent Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
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  Est $466,241 Not Listed For Sale

  2 Lakeside Ave, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 2009

  2 Lakeside Ave, Middletown, CT 06457

  Last Sold Summary

  • 11% Above List Price
  • $189/SF
  • 92 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Gina Torre Real Broker CT, LLC
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  $195,000 Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457

  Welcome to this bright and beautifully maintained second-floor end unit in the highly desirable Carriage Crossing community. With soaring ceilings, an open and airy layout, and abundant natural light throughout, this home offers a spacious feel that is both inviting and functional. The sun-filled living room features a cozy wood-burning fireplace, creating the perfect setting to relax or

  Zoraida Cotto Five Stars Realty

  12 Carriage Crossing Ln Unit 12, Middletown, CT 06457
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  $1,600 - $1,800 per month plus fees

  Fernwood Apartments

  1 - 2 Beds

  44-46 Camp St, Middletown, CT 06457

  MIDDLETOWNS HIDDEN GEM Fernwood Apartments is a Gorgeous and Luxurious 24 hour gated Residential complex. The grounds are professionally and meticulously maintained all year round by our on site superintendent and maintenance crew. The units are spacious, well lit, with newly renovated kitchens and bathrooms including granite counter tops and stainless steel appliances. LET THIS BE THE NEXT PLACE

  44-46 Camp St, Middletown, CT 06457
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  $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 $445,168

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  22 Belvidere Terrace, Middletown, CT 06457
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  Est $247,649 Not Listed For Sale

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Built 1989

  2 Forest Glen Cir Unit 7, Middletown, CT 06457

  Last Sold Summary

  • 18% Above List Price
  • $197/SF
  • 8 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Catherine Rockoff Rockoff Realty

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