Middletown, CT Homes

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  $605,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,356 Sq Ft

  44 Trailside Crossing, Middletown, CT 06457

  Tucked away on a quiet cul-de-sac, this beautifully maintained colonial offers serene privacy, sweeping sunrise and sunset views, and .84 acres of land that stretch all the way to Crystal Lake Road - with a fenced rear yard to keep anything you love safe. Inside nearly 2,500 sq ft, the home balances spacious comfort with a cozy, welcoming atmosphere. The main floor boasts gleaming hardwood floors

  Juliet Cavanaugh Cavanaugh & Company LLC

  44 Trailside Crossing, Middletown, CT 06457
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  $2,100 total monthly price

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

  141 Bridge St Unit D, 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

  Marianna Terenzio William Raveis Real Estate

  141 Bridge St Unit D, Middletown, CT 06457
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  $430,000 Sold Nov 06, 2025

  85 Spencer Dr, Middletown, CT 06457

  • 5 Beds
  • 2 Baths
  • 1,965 Sq Ft
  • Built 1952

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 18 Days On Market

  Last Listing Agent Andrea Thomas SB Realty Group, LLC

  85 Spencer Dr, Middletown, CT 06457
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  Est $315,919 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,562 Sq Ft

  234 S Main St Unit 407, Middletown, CT 06457

  234 S Main St Unit 407, Middletown, CT 06457
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  $669,995 Under Contract

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

  123 Webster Ln, Middletown, CT 06457

  Founders' Ridge Award-Winning 55+ Adult Community! Introducing our model home, the "STOW IV," at 123 Webster Lane has 1,555 square feet of one-level living in the highly sought-after Westfield section of Middletown. This home features many high-end upgrades, including 9-foot ceilings, white wood cabinets with quartz countertops, hardwood floors in the living areas and bedrooms, and tile in the

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  123 Webster Ln, Middletown, CT 06457
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  $1,300 - $1,500 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 332 Sq Ft
  • Condo for Rent

  693 Washington St, Middletown, CT 06457

  Welcome to 693 Washington Avenue — a newly revitalized apartment community in the heart of Middletown. The property offers on-site laundry, spacious parking lots with a space for every car, and the peace of mind of a professionally managed building. Tenants are pay for utilities, with efficient electric baseboard heating in every unit.Each apartment is being refreshed with updates ranging

  693 Washington St, Middletown, CT 06457
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  $217,000 Sold Oct 29, 2025

  94 Cynthia Ln Unit C6, Middletown, CT 06457

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Above List Price
  • $235/SF
  • 4 Days On Market

  Last Listing Agent David Borges The Borges Group LLC

  94 Cynthia Ln Unit C6, Middletown, CT 06457
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  Est $207,190 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 647 Sq Ft

  93 Grand St, Middletown, CT 06457

  93 Grand St, Middletown, CT 06457
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  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  4 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  4 Nathan Hale Rd, Middletown, CT 06457
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  $1,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Apartment for Rent

  570 E Main St Unit 3, Middletown, CT 06457

  Third floor apartment overlooking Main Street. Apartment has large eat-in kitchen with open floor plan to living room. 2 bedrooms and 1 full bath.

  Carol Kleeman William Raveis Real Estate

  570 E Main St Unit 3, Middletown, CT 06457
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  $306,000 Sold Dec 12, 2025

  753 Long Hill Rd Unit A, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 1,449 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Above List Price
  • $211/SF
  • 30 Days On Market

  Last Listing Agent Tracy Cooley Berkshire Hathaway NE Prop.

  753 Long Hill Rd Unit A, Middletown, CT 06457
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  Est $538,199 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,212 Sq Ft

  795 Pine St, Middletown, CT 06457

  795 Pine St, Middletown, CT 06457
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  $364,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,052 Sq Ft

  160 Boston Rd, Middletown, CT 06457

  Step into timeless New England charm with this beautifully updated historic colonial farmhouse that perfectly blends classic character with modern comfort. Every corner of this home reflects care and craftsmanship, with thoughtful improvements that make it both beautiful and reliable for years to come. The property features a freshly updated exterior, structural enhancements, a newer roof (2024

  Emily Braman Berkshire Hathaway NE Prop.

  160 Boston Rd, Middletown, CT 06457
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  $1,300 - $1,500 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 332 Sq Ft
  • Condo for Rent

  693 Washington St, Middletown, CT 06457

  Welcome to 693 Washington Avenue — a newly revitalized apartment community in the heart of Middletown. The property offers on-site laundry, spacious parking lots with a space for every car, and the peace of mind of a professionally managed building. Tenants are pay for utilities, with efficient electric baseboard heating in every unit.Each apartment is being refreshed with updates ranging

  693 Washington St, Middletown, CT 06457
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  $350,000 Sold Apr 09, 2025

  56 Navadon Pkwy, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1959

  Last Sold Summary

  • 6% Above List Price
  • $218/SF
  • 36 Days On Market

  Current Estimated Value $361,517

  Last Listing Agent Kristen Mok Berkshire Hathaway NE Prop.

  56 Navadon Pkwy, Middletown, CT 06457
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  Est $456,825 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft

  53 Mulberry Ln, Middletown, CT 06457

  53 Mulberry Ln, Middletown, CT 06457
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  $217,500 Under Contract

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

  36 Rising Trail Dr Unit 36, Middletown, CT 06457

  Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and

  Kervin Figaro Five Stars Realty

  36 Rising Trail Dr Unit 36, Middletown, CT 06457
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  $1,550 total monthly price

  • 1 Bath
  • 476 Sq Ft
  • Apartment for Rent

  584 Main St Unit H, Middletown, CT 06457

  Discover these NEW luxury studio apartments, ideally located on the main street of a bustling college town. Perfectly blending comfort, convenience, and style, these modern studios that include a sophisticated retreat just steps from all the action. Each apartment features high-end finishes, sleek hardwood floors, large windows that flood the space with natural light, and contemporary kitchens

  Marianna Terenzio William Raveis Real Estate

  584 Main St Unit H, Middletown, CT 06457
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  $320,000 Sold Sep 08, 2025

  83 Julia Terrace, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1975

  Last Sold Summary

  • $280/SF
  • 27 Days On Market

  Current Estimated Value $320,466

  Last Listing Agent Rick Selph Selph Realty, LLC

  83 Julia Terrace, Middletown, CT 06457
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  Est $492,153 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  97 Mcdowell Rd, Middletown, CT 06457

  97 Mcdowell Rd, Middletown, CT 06457
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  $574,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  3 Nathan Hale Rd, Middletown, CT 06457

  To be Built - The Nathan Hale Estates offer an exceptionally private and secluded setting, making it the perfect place for you and your family. Experience modern luxury in this stunning new construction colonial offering 3 bedrooms, 2.5 baths boasting 1,761 sq. ft. of beautifully designed living space. Ushering you from the covered front porch, the first floor features a gourmet chef's kitchen

  Jenna Talbot Coldwell Banker Realty

  3 Nathan Hale Rd, Middletown, CT 06457
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  $1,300 - $1,500 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 332 Sq Ft
  • Condo for Rent

  693 Washington St, Middletown, CT 06457

  Welcome to 693 Washington Avenue — a newly revitalized apartment community in the heart of Middletown. The property offers on-site laundry, spacious parking lots with a space for every car, and the peace of mind of a professionally managed building. Tenants are pay for utilities, with efficient electric baseboard heating in every unit.Each apartment is being refreshed with updates ranging

  693 Washington St, Middletown, CT 06457
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  $400,000 Sold Jun 16, 2025

  570 Atkins St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1961

  Last Sold Summary

  • 10% Above List Price
  • $310/SF
  • 45 Days On Market

  Current Estimated Value $397,525

  Last Listing Agent Francine McKiernan Clermont Real Estate

  570 Atkins St, Middletown, CT 06457
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  Est $356,461 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,470 Sq Ft

  76 Hunting Hill Ave, Middletown, CT 06457

  76 Hunting Hill Ave, Middletown, CT 06457
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  $369,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  491 Long Hill Rd, Middletown, CT 06457

  Welcome home to this beautifully maintained Raised Ranch offering the perfect blend of comfort, style, and functionality. The main level features a sun-filled, open-concept living and dining area with gleaming hardwood floors throughout. Host your gatherings in the well-appointed dining room accented with classic chair rail and shadow box trim. The working kitchen offers refreshed lower cabinets,

  Kristin Daly-Murphy Calcagni Real Estate

  491 Long Hill Rd, Middletown, CT 06457
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  $1,300 total monthly price

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

  696 Main St Unit B3, Middletown, CT 06457

  Heat, electric and hot water are included in your monthly rental amount. This 2nd floor, 1 bedroom rental is ready for you to move in. There is new laminate flooring throughout, large closets as well as coin operated washer and dryer conveniently location on this floor. The back porch area is available for you to use and enjoy. Please no smoking and no vaping. Landlord would consider a small pet

  Scott Nardozzi Cavanaugh & Company LLC

  696 Main St Unit B3, Middletown, CT 06457
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  $75,000 Sold Aug 08, 2025

  0 Freeman Rd, Middletown, CT 06457

  • Land
  • 3 Acres
  • $25,000 per Acre

  Last Sold Summary

  • 25% Below List Price
  • 38 Days On Market

  Last Listing Agent Barbara Puorro Puorro Realty Group

  0 Freeman Rd, Middletown, CT 06457
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  Est $385,356 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,718 Sq Ft

  4 Blue Spruce St, Middletown, CT 06457

  4 Blue Spruce St, Middletown, CT 06457
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  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  5 Nathan Hale Rd, Middletown, CT 06457

  This 1,500 sq ft ranch-style home, built by Silvin Homes, offers thoughtfully designed one-level living with an open-concept layout ideal for everyday living and entertaining. The spacious living area flows seamlessly into the kitchen with a center island and ample cabinetry, creating a welcoming gathering space. The private primary suite features a custom full bath and walk-in closet and is set

  Jenna Talbot Coldwell Banker Realty

  5 Nathan Hale Rd, Middletown, CT 06457
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  $1,300 - $1,500 total monthly price

  • Studio - 1 Bed
  • 1 Bath
  • 332 Sq Ft
  • Condo for Rent

  693 Washington St, Middletown, CT 06457

  Welcome to 693 Washington Avenue — a newly revitalized apartment community in the heart of Middletown. The property offers on-site laundry, spacious parking lots with a space for every car, and the peace of mind of a professionally managed building. Tenants are pay for utilities, with efficient electric baseboard heating in every unit.Each apartment is being refreshed with updates ranging

  693 Washington St, Middletown, CT 06457
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  $346,000 Sold May 28, 2025

  75 Westmont Dr, Middletown, CT 06457

  • 4 Beds
  • 2.5 Baths
  • 1,550 Sq Ft
  • Built 1965

  Last Sold Summary

  • 11% Below List Price
  • $223/SF
  • 45 Days On Market

  Current Estimated Value $361,273

  Last Listing Agent Beverly Rodriguez Five Stars Realty

  75 Westmont Dr, Middletown, CT 06457
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  Est $249,313 Not Listed For Sale

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

  15 Forest Glen Cir Unit 10, Middletown, CT 06457

  15 Forest Glen Cir Unit 10, Middletown, CT 06457
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  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
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  $1,450 total monthly price

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

  280 Burgundy Hill Ln Unit 280, Middletown, CT 06457

  Fresh, inviting, and perfectly located - 280 Burgundy Hill Lane offers a stylish one-bedroom, one-bath condo in the sought-after Peppermill Village community. Ideally situated just minutes from downtown Middletown, Wesleyan University, the Hospital of Central Connecticut, and all major highways, this bright unit has been freshly painted and is ready for its next owner. Enjoy the comfort of new

  Adam Zak Century 21 Classic Homes

  280 Burgundy Hill Ln Unit 280, Middletown, CT 06457
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  $271,000 Sold Mar 25, 2025

  73 Silver St, Middletown, CT 06457

  • 4 Beds
  • 2 Baths
  • 1,322 Sq Ft
  • Built 1932

  Last Sold Summary

  • 10% Below List Price
  • $205/SF
  • 95 Days On Market

  Current Estimated Value $279,552

  Last Listing Agent Heidi Pafumi Coldwell Banker Realty

  73 Silver St, Middletown, CT 06457
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  Est $344,897 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  275 Middle St, Middletown, CT 06457

  275 Middle St, Middletown, CT 06457
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  $299,999 Pending

  • 5 Beds
  • 2 Baths
  • 2,232 Sq Ft

  56 Green St, Middletown, CT 06457

  Investors and owner-occupants, take notice! This two-family property is ideally located just steps from the shops and restaurants on Main Street in Downtown Middletown. The building features newer heating systems, recently updated electrical, and hardwood floors. One unit is already tenant-occupied, providing immediate rental income, while ample parking adds convenience for tenants or

  Lyle Rotondo Berkshire Hathaway NE Prop.

  56 Green St, Middletown, CT 06457
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  $1,400 - $1,600 per month plus fees

  Hunter's Crossing

  1 Bed

  1 Russett Ln, Middletown, CT 06457

  Welcome to Hunter's Crossing. Live life on your terms at Hunter's Crossing. Our spacious studio, one, and two-bedroom apartments offer a haven of comfort in the heart of Middletown, CT. With easy access to both New Haven and Hartford, you're just a short drive from world-class dining, entertainment, and cultural experiences. No matter your work or leisure pursuits, Hunter's Crossing places you at

  1 Russett Ln, Middletown, CT 06457
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  $289,900 Sold May 05, 2025

  74 Clarence Ct, Middletown, CT 06457

  • 3 Beds
  • 1.5 Baths
  • 1,517 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $191/SF
  • 293 Days On Market

  Last Listing Agent Gregory Clancy eXp Realty

  74 Clarence Ct, Middletown, CT 06457
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  Est $396,194 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  271 Ridge Rd, Middletown, CT 06457

  271 Ridge Rd, Middletown, CT 06457

Showing Results 241 - 280, Page 7 of 18