Middlesex County, CT Homes

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  /28

  $529,900

  $30K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  52 Sonoma Ln Unit 52, Middletown, CT 06457

  Run do not walk to see this spectacular Sonoma Woods home, Middletown's premier adult community. Architectural details offer multiple gables & stone to oversized windows. Inside impresses w/2 story entry & beautiful refinished hardwood flooring. 1st flr offers an open floor plan w/front dining room, kitchen w/beautiful cabinetry, granite & brand new cooktop. Open great room w/soaring vaulted

  Mark Toledo Berkshire Hathaway NE Prop.

  52 Sonoma Ln Unit 52, Middletown, CT 06457
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  /17

  $2,450 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft
  • Condo for Rent

  90 Trolley Crossing Ln Unit 90, Middletown, CT 06457

  Spacious multi-level 2-bedroom, 1.5-bathroom townhouse located in the Trolley Crossing community in Middletown. This home features a 2-car attached under-house garage with direct interior access, central air conditioning and in-unit laundry hookups.The unit is currently undergoing fresh cosmetic updates, including brand-new kitchen counters and fresh paint.PROPERTY

  90 Trolley Crossing Ln Unit 90, Middletown, CT 06457
• 

  $650,000

  Sold Dec 17, 2025

  12 Rachel Ct, Killingworth, CT 06419

  • 4 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • Built 2004

  Last Sold Summary

  • 10% Below List Price
  • $217/SF
  • 82 Days On Market

  Current Estimated Value $719,558

  Last Listing Agent Curt Clemens Jr. Century 21 Clemens Group

  12 Rachel Ct, Killingworth, CT 06419
• 

  Est $107,625

  Not Listed For Sale

  410 Middlesex Turnpike, Old Saybrook, CT 06475

  410 Middlesex Turnpike, Old Saybrook, CT 06475

  Last Sold Summary

  • 468 Days On Market

  Last Listing Agent Michael Hvizdo Coldwell Banker Realty
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  /35

  $559,900

  $69K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,416 Sq Ft

  91 Whippoorwill Hollow Rd, East Hampton, CT 06424

  Calling all nature lovers! This bright, sunny 3 bedroom colonial sits quietly tucked away surrounded by trees & birdsong, off of bucolic Hog Hill. With large open rooms, oversized windows, a great room, generator, a huge deck and fenced in yard, 2 car garage with extra parking...this is not your cookie-cutter colonial! The main floor features a large living room with fireplace, formal dining

  Lynn Minnick Carl Guild & Associates

  91 Whippoorwill Hollow Rd, East Hampton, CT 06424
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  /34

  $2,600 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • House for Rent

  4 Elinor Rd, Old Saybrook, CT 06475

  CHALKER BEACH ACADEMIC RENTAL AVAILABLE 9/15/26 - 5/15/26. Adorable fully furnished 3 bedroom, 1.1 bathroom Cape featuring kitchen open to dining room, living room, 1 bedroom on the main level, 2 bedrooms on the 2nd floor, 3 season screened in porch, outdoor shower, off street parking for 4 cars. Tenants will be responsible for water, electric (lights, hot water, AC & Heat) and snow removal. The

  Gera Delavega KW Legacy Partners

  4 Elinor Rd, Old Saybrook, CT 06475
• 

  $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 $674,428

  Not Listed For Sale

  192 N Parker Hill Rd, Killingworth, CT 06419

  • 3 Beds
  • 1.5 Baths
  • 1,990 Sq Ft
  • Built 1976

  192 N Parker Hill Rd, Killingworth, CT 06419

  Last Sold Summary

  • 65 Days On Market

  Last Listing Agent Linda O'Hara William Raveis Real Estate
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  /22

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  184 Congdon St E, Middletown, CT 06457

  WOW!!! Run - do not walk to see this amazing property! Extremely versatile floor plan with first floor bedroom and den or second bedroom with full bath and laundry for easy first floor living. Upstairs offers two large bedrooms and additional full bath. The open kitchen, dining room and sitting area makes for an amazing space for entertaining or just enjoying. Plenty of large windows, letting the

  Mark Toledo Berkshire Hathaway NE Prop.

  184 Congdon St E, Middletown, CT 06457
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  /17

  $1,600 - $1,700 Per Month

  • 2 Beds
  • 1 Bath
  • 923 Sq Ft
  • Condo for Rent

  73 Stack St, Middletown, CT 06457

  Remodeled 2-Bedroom Apartment on the 3rd Floor in the Heart of MiddletownIf you’re looking for a beautiful 2-bedroom apartment in a convenient Middletown location, look no further! Ideally situated near Wesleyan University, Middlesex Health, and Downtown Middletown, this spacious third-floor unit occupies the entire 3rd level! The apartment features beautifully refinished hardwood floors,

  73 Stack St, Middletown, CT 06457
• 

  $570,000

  Sold Feb 02, 2026

  254 Hidden Cove Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2.5 Baths
  • 1,557 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Below List Price
  • $366/SF
  • 117 Days On Market

  Current Estimated Value $589,269

  Last Listing Agent Bob Yostos Coldwell Banker Realty

  254 Hidden Cove Rd, Old Saybrook, CT 06475
• 

  Est $611,000

  Not Listed For Sale

  382 Middlesex Turnpike, Old Saybrook, CT 06475

  382 Middlesex Turnpike, Old Saybrook, CT 06475

  Last Sold Summary

  • 468 Days On Market

  Last Listing Agent Michael Hvizdo Coldwell Banker Realty
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  /40

  $574,900

  • 5 Beds
  • 3 Baths
  • 2,989 Sq Ft

  159 Bear Swamp Rd, East Hampton, CT 06424

  Escape to your own private country retreat at 159 Bear Swamp Road! Available immediately! Set well back from the road on 2.73 secluded, wooded acres, this one of a kind contemporary offers over 3,000 square feet of flexible living space surrounded by nature. Featuring 5 bedrooms and 3 full baths, the unique and versatile layout provides endless possibilities for additional bedrooms, home offices,

  Carl Guild Carl Guild & Associates

  159 Bear Swamp Rd, East Hampton, CT 06424
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  /15

  $1,682 Per Month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  51 Grove St Unit A, Portland, CT 06480

  Welcome to 51 Grove Street, Unit A in Portland! This spacious 3-bedroom, 1-bath unit features two comfortable living spaces, a large kitchen with plenty of cabinets and counter space, and three good-sized bedrooms with great natural light. The bathroom includes a full tub and shower, and there's also basement access. Off-street driveway parking is available. Owner/broker related

  Michael Bernard Ironclad Real Estate

  51 Grove St Unit A, Portland, CT 06480
• 

  $520,000

  Sold Sep 16, 2026

  106 Pratt Rd, Clinton, CT 06413

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1984

  Last Sold Summary

  • 28% Below List Price
  • $406/SF
  • 33 Days On Market

  Current Estimated Value $717,777

  Last Listing Agent Cindy Forlenzo Coldwell Banker Realty

  106 Pratt Rd, Clinton, CT 06413
• 

  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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  /40

  $519,900

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  589 Town St, East Haddam, CT 06423

  Welcome Home! This beautiful Colonial offers the perfect blend of comfort, space, and everyday living, set on over a half-acre of lightly wooded land. Step inside to a bright and welcoming interior filled with natural light, hardwood floors, and a layout designed for both relaxing and entertaining.The spacious eat-in kitchen features newer stainless steel appliances and doors leading to a 16x12

  Stephen Girouard CENTURY 21 Shutters & Sails

  589 Town St, East Haddam, CT 06423
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  /21

  $2,100 Per Month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Condo for Rent

  84 George St, Middletown, CT 06457

  84 George St, Middletown, CT 06457
• 

  $421,000

  Sold Nov 06, 2025

  110 Lake Shore Dr, Middlefield, CT 06455

  • 3 Beds
  • 1 Bath
  • 624 Sq Ft
  • Built 1940

  Last Sold Summary

  • 8% Above List Price
  • $675/SF
  • 9 Days On Market

  Current Estimated Value $426,937

  Last Listing Agent Lisa Fekete William Raveis Real Estate

  110 Lake Shore Dr, Middlefield, CT 06455
• 

  Not Listed For Sale

  2 Depot Hill Rd, East Hampton, CT 06414

  • 3 Beds
  • 1.5 Baths
  • 1,763 Sq Ft
  • Built 1760

  2 Depot Hill Rd, East Hampton, CT 06414

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Angela Aresco Carl Guild & Associates
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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /24

  $3,900 Per Month

  • 3 Beds
  • 2 Baths
  • 2,176 Sq Ft
  • House for Rent

  32 West Ave, Essex, CT 06426

  Welcome home to this beautifully rebuilt barn-style residence, where timeless character meets modern convenience. This unique 3-bedroom, 2-bath home offers a spacious and inviting layout filled with charm and architectural appeal. The interior blends rustic elegance with contemporary finishes, creating a warm and comfortable living environment. Enjoy the efficiency and reliability of natural gas

  Dylan Carneiro Better Homes and Gardens Real Estate Executive Real Estate

  32 West Ave, Essex, CT 06426
• 

  $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
• 

  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
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  /6

  $119,350

  • Land
  • 3.15 Acres
  • $37,889 per Acre

  74 Mott Hill Rd, Haddam, CT 06424

  Build Your Dream Home in East Hampton! Rare opportunity to own over three acres of approved, buildable land in the heart of East Hampton, Connecticut. This beautiful parcel comes with a lot plan in place, making it easy to bring your vision to life-whether you're dreaming of a private retreat, a custom estate, or a peaceful year-round residence. Enjoy the best of small-town charm with modern

  Laura Beth Collinson Carl Guild & Associates

  74 Mott Hill Rd, Haddam, CT 06424
• 

  

  /16

  $3,400 Per Month

  • 2 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  23 Wildwood Acres, Rockfall, CT 06481

  Beautiful house for rent in Middlefield, CT!Includes a backyard, deck, garage, central air, finished basement, great kitchen space, gas fireplace, and tons of open space to fill! The neighborhood is quiet and very safe. The property is about 5 minutes away from Washington Street in Middletown, where you'll find tons of restaurants, grocery stores, and more!Water and sewage are

  23 Wildwood Acres, Rockfall, CT 06481
• 

  $200,000

  Sold Jun 02, 2026

  1101 Cromwell Hills Dr Unit 1101, Cromwell, CT 06416

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft
  • Built 1973

  Last Sold Summary

  • 10% Above List Price
  • $189/SF
  • 4 Days On Market

  Current Estimated Value $195,915

  Last Listing Agent Joe Fazzino eXp Realty

  1101 Cromwell Hills Dr Unit 1101, Cromwell, CT 06416
• 

  Est $618,893

  Not Listed For Sale

  9 Winterbrooke Rd, Moodus, CT 06469

  • 4 Beds
  • 2.5 Baths
  • 2,238 Sq Ft
  • Built 2023

  9 Winterbrooke Rd, Moodus, CT 06469

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Salvatore Morello Vision Real Estate
• 

  

  /20

  $399,900

  Under Contract

  • 6 Beds
  • 2 Baths
  • 2,584 Sq Ft

  108 High St, Middletown, CT 06457

  Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening

  Michelle Mazzotta eXp Realty

  108 High St, Middletown, CT 06457
• 

  

  /27

  $3,500 Per Month

  • 4 Beds
  • 2 Baths
  • 2,246 Sq Ft
  • House for Rent

  350 Bell St, Middletown, CT 06457

  Set on 1.8 cleared, professionally landscaped acres, this single-family rental gives you real space and privacy while staying minutes from Route 9, Wesleyan, and downtown Middletown. Wood-sided home with a two-car attached garage and a level yard that's ready for whatever you want to do with it. Inside, the layout is built for everyday living. Main-level laundry means no hauling baskets up and

  Nicholas Tomanelli Coldwell Banker Realty

  350 Bell 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 $623,364

  Not Listed For Sale

  46 Cove Rd, East Haddam, CT 06469

  • 4 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Built 2024

  46 Cove Rd, East Haddam, CT 06469

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Bonnie Yackovetsky Re/Max Valley Shore
• 

  

  /39

  $330,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  19 Kent Ct, Middletown, CT 06457

  Welcome to 19 Kent Court, a charming Colonial tucked away on a quiet cul-de-sac in Middletown. This inviting home offers comfortable living space, thoughtful updates. The main level features a spacious living room with a large picture window and wood-burning fireplace, creating a warm and welcoming atmosphere. The updated kitchen offers granite countertops, ample cabinet space, and easy access to

  Anower Hossain Better Homes and Gardens Real Estate Executive Real Estate

  19 Kent Ct, Middletown, CT 06457
• 

  /2

  $2,560 Per Month

  • 1 Bed
  • 1 Bath
  • 962 Sq Ft
  • Condo for Rent

  45 Sherwood Terrace Unit 3, Old Saybrook, CT 06475

  DOWNTOWN location! Beautifully remodeled, 1 bedroom/1 bath apartment in the heart of Old Saybrook. Features hardwood floors, granite countertops, new appliances, bath and mechanicals. Vaulted ceilings throughout. Located on a quiet street just steps to restaurants, coffee shops and galleries. Lawn maintained by owner. Easy electric heat and ductless air conditioning. Off-Street parking. No pets,

  45 Sherwood Terrace Unit 3, Old Saybrook, CT 06475
• 

  $1,150,000

  Sold Mar 16, 2026

  121R Stage Coach Rd, Durham, CT 06422

  • 4 Beds
  • 3.5 Baths
  • 6,979 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $165/SF
  • 122 Days On Market

  Current Estimated Value $1,181,742

  Last Listing Agent Mark McElrath William Pitt Sotheby's Int'l

  121R Stage Coach Rd, Durham, CT 06422
• 

  Est $84,708

  Not Listed For Sale

  259 Clark Hill Rd, East Haddam, CT 06423

  259 Clark Hill Rd, East Haddam, CT 06423

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Richard Greene Coldwell Banker Realty
• 

  

  /12

  $699,000

  $86K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,386 Sq Ft

  511 Route 81, Killingworth, CT 06419

  Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping

  Adam Bronko RE/MAX Right Choice

  511 Route 81, Killingworth, CT 06419
• 

  

  /19

  $2,200 Per Month

  • 2 Beds
  • 1.5 Baths
  • 976 Sq Ft
  • Townhouse for Rent

  116 Commerce St Unit 16, Clinton, CT 06413

  End-Unit Townhouse available for yearly rental in Clinton. Enjoy comfortable, low maintenance living in this nicely laid out 2 bedroom condo offering the privacy of an end unit and the feel of a townhouse. The main level features a spacious living room with hardwood floors and an eat in kitchen with tile flooring , stainless steel appliances, and access to a deck perfect for relaxing or enjoying

  Sandra Ciarleglio William Raveis Real Estate

  116 Commerce St Unit 16, Clinton, CT 06413
• 

  $499,275

  Sold Nov 07, 2025

  15 Chatham Fields Rd, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • Built 1999

  Last Sold Summary

  • 5% Above List Price
  • $214/SF
  • 41 Days On Market

  Current Estimated Value $540,244

  Last Listing Agent Laurie Murray KW Legacy Partners

  15 Chatham Fields Rd, East Hampton, CT 06424
• 

  Est $84,708

  Not Listed For Sale

  261 Clark Hill Rd, East Haddam, CT 06423

  261 Clark Hill Rd, East Haddam, CT 06423

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Richard Greene Coldwell Banker Realty

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