Middletown, CT Homes

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  /38

  $599,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  10 Talias Trail, Middletown, CT 06457

  Welcome home to 10 Talias Trail....start Spring in a new home and start "planting" new memories! This is a large 4 bedroom 2.5 bath custom-built Colonial nestled on a quiet cul-de-sac. The bright open floor plan has hardwood floors, 9 ft ceilings and custom touches thru out. The bright and spacious kitchen has plenty of cabinet and counter space, a large peninsula, granite counters and is a great

  Mary Gurrieri RE/MAX Right Choice

  10 Talias Trail, Middletown, CT 06457
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  /24

  Starting at $1,850 Plus Fees

  • 1 Bed

  141 Bridge St, Middletown, CT 06457

  Welcome to 141 Bridge Street, a beautifully reimagined four-unit residence where modern design, everyday comfort, and effortless convenience come together seamlessly. The property includes two spacious one-bedroom units, one two-bedroom unit, and one three-bedroom unit, each thoughtfully designed with high-end finishes and private entrances for added privacy. Inside every unit, you’ll find sleek

  (860) 854-7292

  141 Bridge St, Middletown, CT 06457
• 

  $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 $602,575

  Last Listing Agent Tom Derick Better Homes and Gardens Real Estate Executive Real Estate

  36 Mcgrath Dr, Middletown, CT 06457
• 

  Est $529,597 Not Listed For Sale

  688 Ridge Rd, Middletown, CT 06457

  • 3 Beds
  • 3 Baths
  • 2,454 Sq Ft
  • Built 1930

  688 Ridge Rd, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $205/SF
  • 23 Days On Market

  • Last Sold Price $502,500
  • May 05, 2025

  Last Listing Agent Jordan Ostrofsky LPT Realty
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  $611,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,349 Sq Ft

  67 Wildwood Ln, Middletown, CT 06457

  Rarely does a home of this caliber become available in the prestigious South Farms district of Middletown. Tucked away at the end of a private cul-de-sac, 67 Wildwood Ln. is a masterpiece of craftsmanship, custom-built by the renowned Jean Gullitti. This exceptional property has been meticulously maintained by its original owners, offering a unique opportunity to own a "one-family" home with a

  Stefania Bramato Berkshire Hathaway NE Prop.

  67 Wildwood Ln, Middletown, CT 06457
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  /40

  Starting at $2,234

  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

  (475) 255-0414

  

  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 $460,984

  Last Listing Agent Lori Geraci BHGRE Gaetano Marra Homes

  90 Briarwood Ln, Middletown, CT 06457
• 

  Est $441,519 Not Listed For Sale

  95 Aspen Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • Built 1967

  95 Aspen Dr, Middletown, CT 06457

  Last Sold Summary

  • 6% Above List Price
  • $246/SF
  • 4 Days On Market

  • Last Sold Price $415,000
  • May 08, 2025

  Last Listing Agent Cheri Paulsen Advise Realty Services
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  /39

  $489,900 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,366 Sq Ft

  600 Laurel Grove Rd, Middletown, CT 06457

  This beautifully renovated Ranch offers the comfort of one-floor living, an open-concept layout with vaulted ceilings, and a stunning level lot with sweeping views of Powder Ridge Mountain. From the moment you walk through the door, you'll feel right at home. The sun-filled space seamlessly blends the kitchen, dining, and living areas, creating the perfect atmosphere for both everyday living and

  Derek Greene Derek Greene

  600 Laurel Grove Rd, Middletown, CT 06457
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  /15

  Starting at $1,450 Plus Fees

  • 1 Bed

  400 Washington St, Middletown, CT 06457

  Out with the old, in with the new. Come see Middletown's newly renovated, re-developed community Located in the heart of Middletown! Birchwood Realty offers an exceptional lifestyle with amenities at your disposal that range from dramatic eight-foot ceilings to professional management and maintenance teams - and everything in between. The apartments in Birchwood Realty are unparalleled with any

  Birchwood Apartments

  (860) 852-6803

  400 Washington St, 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 $367,206

  Last Listing Agent Sanam Solati New England Prestige Realty

  74 Victoria Heights, Middletown, CT 06457
• 

  Est $422,970 Not Listed For Sale

  36 Denison Rd, Middletown, CT 06457

  • 4 Beds
  • 3 Baths
  • 2,596 Sq Ft
  • Built 1949

  36 Denison Rd, Middletown, CT 06457

  Last Sold Summary

  • 13% Above List Price
  • $144/SF
  • 10 Days On Market

  • Last Sold Price $375,000
  • May 02, 2025

  Last Listing Agent Hayley Horzepa Carl Guild & Associates
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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," Under CONSTRUCTION! 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:

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /40

  Starting at $1,754

  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

  (959) 245-2614

  

  5 Town Colony Dr, 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 $293,747

  Last Listing Agent Joshua Brown KW Legacy Partners

  153 Ballfall Rd, Middletown, CT 06457
• 

  Est $453,521 Not Listed For Sale

  40 Miner Brook Dr, Middletown, CT 06457

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • Built 1986

  40 Miner Brook Dr, Middletown, CT 06457

  Last Sold Summary

  • 8% Above List Price
  • $252/SF
  • 30 Days On Market

  • Last Sold Price $418,000
  • May 05, 2025

  Last Listing Agent Noah Gates Real Broker CT, LLC
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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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  Starting at $1,945

  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

  (959) 245-5159

  

  10 Town Place, 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 $311,732

  Last Listing Agent Brenda Hanley Berkshire Hathaway NE Prop.

  37 Front St, Middletown, CT 06457
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  Est $414,577 Not Listed For Sale

  157 Congdon St E, Middletown, CT 06457

  • 4 Beds
  • 1 Bath
  • 1,878 Sq Ft
  • Built 1954

  157 Congdon St E, Middletown, CT 06457

  Last Sold Summary

  • 4% Above List Price
  • $213/SF
  • 5 Days On Market

  • Last Sold Price $400,000
  • Apr 25, 2025

  Last Listing Agent Jackie Williams Sterling REALTORS
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  /36

  $449,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  268 Bell St, Middletown, CT 06457

  Nestled on 7.15 acres of picturesque land, this charming ranch offers the perfect blend of privacy and potential. The home features hardwood floors throughout, three comfortable bedrooms, and a full bath, all laid out in a convenient single-level design. A functional kitchen flows into a cozy dining area, complete with a slider that opens to a beautiful wooden deck-ideal for enjoying peaceful

  Theresa Bitondo Berkshire Hathaway NE Prop.

  268 Bell St, Middletown, CT 06457
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  /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

  (860) 854-4186

  

  62 Loveland 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 $319,272

  Last Listing Agent Agota Perry-Hill William Raveis Real Estate

  22 In Town Terrace Unit 22, Middletown, CT 06457
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  Est $293,695 Not Listed For Sale

  45 Markham St, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1955

  45 Markham St, Middletown, CT 06457

  Last Sold Summary

  • 3% Above List Price
  • $330/SF
  • 76 Days On Market

  • Last Sold Price $285,000
  • Apr 29, 2025

  Last Listing Agent Debbie Huscher Real Broker CT, LLC
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  /31

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  11 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condo offering comfort, convenience, and modern updates. Spanning two levels, this home features newly updated flooring in select areas, adding a fresh and inviting feel throughout. The main level offers a functional layout with a spacious living area and a well-appointed kitchen complete with granite countertops, perfect

  Christopher Anselmo Marino Realty LLC

  11 Trolley Crossing Ln, Middletown, CT 06457
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  /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

  (959) 245-2375

  

  138 College 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 $602,977

  Last Listing Agent Kristin Callahan eXp Realty

  23 Falmouth Ct, Middletown, CT 06457
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  Est $346,240 Not Listed For Sale

  88 Schuyler Ave, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft
  • Built 1900

  88 Schuyler Ave, Middletown, CT 06457

  Last Sold Summary

  • 1% Above List Price
  • $287/SF
  • 8 Days On Market

  • Last Sold Price $344,000
  • May 02, 2025

  Last Listing Agent Lisa Sherman My Realtor, LLC
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  /40

  $249,900 Under Contract

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

  7 W Meadow Ln Unit 5, Middletown, CT 06457

  Welcome to The Meadows and this rarely available two bedroom condo! This townhouse has two baths (one full, one half) and a kitchen with a bay window that fills the space with natural light. There is plenty of counterspace as well, making it the ideal layout for daily living or wonderful entertaining. The entire condo is spacious and open, yet has a cozy-feel when enjoying the fireplace on winter

  Margaret Mullaney William Raveis Real Estate

  7 W Meadow Ln Unit 5, Middletown, CT 06457
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  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

  (860) 807-1655

  

  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 $404,596

  Last Listing Agent Michelle MacNeil William Raveis Real Estate

  22 Belvidere Terrace, Middletown, CT 06457
• 

  Est $334,576 Not Listed For Sale

  74 Spencer Dr, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1952

  74 Spencer Dr, Middletown, CT 06457

  Last Sold Summary

  • 5% Above List Price
  • $175/SF
  • 7 Days On Market

  • Last Sold Price $320,000
  • Apr 30, 2025

  Last Listing Agent Dotty Owens Sunset Creek Realty, LLC
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  /35

  $419,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  165 Brown St, Middletown, CT 06457

  Don't miss out on this spacious 3 bedroom, 2 bath South Farms home offering over 2,000 sq ft of comfortable living space and an incredible inground pool! Your own private backyard oasis features a well kept oval inground pool and a fully fenced yard - the perfect spot for entertaining, relaxing, or summer fun with friends and family. Inside, you'll find a nicely remodeled kitchen with granite

  Doug Coby Property Edge

  165 Brown St, Middletown, CT 06457
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  /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

  (475) 255-7681

  

  339 Hunting Hill Ave, 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 $401,581

  Last Listing Agent Michelle Mazzotta eXp Realty

  116 Front St, Middletown, CT 06457
• 

  Not Listed For Sale

  795 Long Hill Rd Unit E, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,294 Sq Ft
  • Built 1986

  795 Long Hill Rd Unit E, Middletown, CT 06457

  Last Sold Summary

  • $236/SF
  • 6 Days On Market

  • Last Sold Price $305,000
  • May 05, 2025

  Last Listing Agent Michelle Mazzotta eXp Realty
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  /4

  $435,000

  • 5 Beds
  • 2 Baths
  • 2,540 Sq Ft

  62R Silver St, Middletown, CT 06457

  Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

  Michael Calabro Coldwell Banker Calabro

  62R Silver St, Middletown, CT 06457
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  Starting at $1,450 Plus Fees

  • 1 - 2 Beds

  1150-1160 S Main St, Middletown, CT 06457

  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

  (475) 234-4592

  1150-1160 S Main 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
• 

  Not Listed For Sale

  Lot 15 Round Hill Rd, Middletown, CT 06457

  Lot 15 Round Hill Rd, Middletown, CT 06457

  Last Sold Summary

  • 31 Days On Market

  • Last Sold Price $165,000
  • May 09, 2025

  Last Listing Agent Peter Carbutti Carbutti & Co., Realtors

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