Middlesex County, CT Homes

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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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  /17

  $2,295

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 1,255 Sq Ft
  • Condo for Rent

  48 Jackson St, Middletown, CT 06457

  This beautifully remodeled four-bedroom apartment at 48 Jackson Street, Unit 3, in Middletown, Connecticut, offers a spacious and flexible layout across the second and third floors. With two bedrooms on each level, the design provides a comfortable separation of space that works well for a variety of living arrangements. The unit features two private entrances, adding both convenience and a sense

  48 Jackson St, Middletown, CT 06457
• 

  $1,540,000 Sold May 09, 2025

  165 Captains Dr, Westbrook, CT 06498

  • 2 Beds
  • 3 Baths
  • 2,104 Sq Ft
  • Built 1996

  Last Sold Summary

  • $732/SF
  • 1 Day On Market

  Current Estimated Value $1,482,398

  Last Listing Agent Robin Morrell - Guilford William Pitt Sotheby's Int'l

  165 Captains Dr, Westbrook, CT 06498
• 

  Est $580,210 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

  • 8% Above List Price
  • $240/SF
  • 43 Days On Market

  • Last Sold Price $538,138
  • Oct 06, 2023

  Last Listing Agent Salvatore Morello Vision Real Estate
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  /3

  $619,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates en enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to

  Mark Toledo Berkshire Hathaway NE Prop.

  3 Freya Ln, East Hampton, CT 06424
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  /2

  $3,576 Per Month

  • 2 Beds
  • 2 Baths
  • 1,373 Sq Ft
  • Apartment for Rent

  85 Marlborough St Unit 426, Portland, CT 06480

  Spacious open floor plan in this corner unit on 4th floor with view. Living room, dining area and kitchen with quartz countertops. Sliders to balcony. Primary bedroom and 2nd bedroom, 2 full baths, Laundry in unit. Studios, one bedroom and two-bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground

  Joann DeRaffaele Bright Ravens Realty

  85 Marlborough St Unit 426, Portland, CT 06480
• 

  $590,000 Sold Dec 15, 2025

  95 Main St, Essex, CT 06426

  • 3 Beds
  • 4 Baths
  • 2,394 Sq Ft
  • Built 1994

  Last Sold Summary

  • $246/SF
  • 38 Days On Market

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  95 Main St, Essex, CT 06426
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  Est $588,964 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

  • 31% Above List Price
  • $183/SF
  • 18 Days On Market

  • Last Sold Price $450,000
  • Feb 21, 2024

  Last Listing Agent Bonnie Yackovetsky RE/MAX
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  /3

  $612,400 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  5 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and fantastic sized dining room. This amazing abode

  Mark Toledo Berkshire Hathaway NE Prop.

  5 Freya Ln, East Hampton, CT 06424
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  /14

  $1,900

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  67 W Main St, Clinton, CT 06413

  AVAILABLE JUNE 1ST: Fabulous apartment in a great location within minutes to I-95, Hammonasset State Park and Clinton Beaches. Hardwood floors, a neutral paint palette, granite countertops, stainless steel appliances, washer/dryer hookup and lots of natural light. Security cameras are mounted throughout the complex with bike racks and benches for tenants use. Two months security deposit required,

  67 W Main St, Clinton, CT 06413
• 

  $315,000 Sold Nov 25, 2025

  85 Meech Rd, Middletown, CT 06457

  • 3 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1953

  Last Sold Summary

  • 5% Above List Price
  • $249/SF
  • 4 Days On Market

  Current Estimated Value $319,991

  Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

  85 Meech Rd, Middletown, CT 06457
• 

  Est $79,568 Not Listed For Sale

  259 Clark Hill Rd, East Haddam, CT 06423

  259 Clark Hill Rd, East Haddam, CT 06423

  Last Sold Summary

  • 6% Above List Price
  • 11 Days On Market

  • Last Sold Price $75,000
  • Mar 04, 2025

  Last Listing Agent Richard Greene Coldwell Banker Realty
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  $550,000

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  79 Wesley Ave, Westbrook, CT 06498

  Tucked away on a lush, private wooded lot, this authentic retreat offers the ultimate shoreline lifestyle just in time for summer. Perfectly blending natural privacy with coastal convenience, you're a short stroll from the sands of West Beach. The sun-drenched interior radiates warmth, highlighting a spacious, updated eat-in kitchen complete with premium appliances and granite countertops. Recent

  Annemarie Bellenoit Berkshire Hathaway NE Prop.

  79 Wesley Ave, Westbrook, CT 06498
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  /4

  $1,895 Per Month

  • 1 Bath
  • 586 Sq Ft
  • House for Rent

  75 Marlborough St Unit 107, Portland, CT 06480

  Large Studio apartment at Brainerd Place in Portland available. Open floor plan with kitchen and walk in closet. Slider to deck. Plenty of space. Parking garage (reserved spaces) or outdoor parking unreserved.

  Joann DeRaffaele Bright Ravens Realty

  75 Marlborough St Unit 107, Portland, CT 06480
• 

  $1,050,000 Sold Jun 16, 2025

  16 Turkey Hill Rd, Durham, CT 06422

  • 5 Beds
  • 5 Baths
  • 4,598 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Above List Price
  • $228/SF
  • 37 Days On Market

  Current Estimated Value $1,073,769

  Last Listing Agent Liz Zakrzewski Coldwell Banker Realty

  16 Turkey Hill Rd, Durham, CT 06422
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  Est $79,568 Not Listed For Sale

  261 Clark Hill Rd, East Haddam, CT 06423

  261 Clark Hill Rd, East Haddam, CT 06423

  Last Sold Summary

  • 6% Above List Price
  • 11 Days On Market

  • Last Sold Price $75,000
  • Mar 04, 2025

  Last Listing Agent Richard Greene Coldwell Banker Realty
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  /3

  $599,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Sisk St, Middletown, CT 06457

  3 beautiful home sites in a fantastic location of the Westfield section of Middletown. This beautiful Cape offers it all. You will enjoy the classic historic Cape look on the exterior, framed by a brick center chimney. The inside is wow! You walk into an oversized entry boasting an open staircase offering vaulted ceilings in entry and 2 story front/flex room. You will make your way to the back of

  Mark Toledo Berkshire Hathaway NE Prop.

  3 Sisk St, Middletown, CT 06457
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  /14

  $1,180

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  173 Leesville Rd Unit B, East Haddam, CT 06469

  173 Leesville Rd Unit B, East Haddam, CT 06469
• 

  $225,000 Sold Dec 15, 2025

  30 Orange Rd Unit 30, Middletown, CT 06457

  • 2 Beds
  • 1.5 Baths
  • 880 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Above List Price
  • $256/SF
  • 9 Days On Market

  Current Estimated Value $221,248

  Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

  30 Orange Rd Unit 30, Middletown, CT 06457
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  Est $677,047 Not Listed For Sale

  70 Court St, Cromwell, CT 06416

  • 3 Beds
  • 3.5 Baths
  • 3,023 Sq Ft
  • Built 2013

  70 Court St, Cromwell, CT 06416

  Last Sold Summary

  • 4% Above List Price
  • $215/SF
  • 8 Days On Market

  • Last Sold Price $650,000
  • Sep 27, 2024

  Last Listing Agent Frank Balisciano Coldwell Banker Realty
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  $649,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  Lot 3 Coleman Rd, Middletown, CT 06457

  A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

  Dori Degennaro William Raveis Real Estate

  Lot 3 Coleman Rd, Middletown, CT 06457
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  /3

  $2,416 Per Month

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

  85 Marlborough St Unit 421, Portland, CT 06480

  Open floor plan-Living room and galley kitchen with breakfast bar, dining area, Bedroom with walk in closet, full bath. Laundry in unit. Indoor and outdoor parking and much more. Studios, one bedroom and two bedroom units at Brainerd Place in Portland are available now. Lovely high ceilings, spacious living space, patio's, elevators, reserved underground parking and outdoor unreserved parking

  Joann DeRaffaele Bright Ravens Realty

  85 Marlborough St Unit 421, Portland, CT 06480
• 

  $395,000 Sold Nov 12, 2025

  94 Little Meadow Rd, Haddam, CT 06438

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Built 1942

  Last Sold Summary

  • 7% Below List Price
  • $748/SF
  • 325 Days On Market

  Current Estimated Value $387,530

  Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  94 Little Meadow Rd, Haddam, CT 06438
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  Est $1,190,606 Not Listed For Sale

  1288 Saybrook Rd, Haddam, CT 06438

  • 5 Beds
  • 4 Baths
  • 3,552 Sq Ft
  • Built 2012

  1288 Saybrook Rd, Haddam, CT 06438

  Last Sold Summary

  • 9% Below List Price
  • $370/SF
  • 37 Days On Market

  • Last Sold Price $1,312,500
  • Dec 12, 2024

  Last Listing Agent Shawn Atkinson William Pitt
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  /16

  $214,500

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  92 Founders Village, Clinton, CT 06413

  Founders Village is a condominium community located in the shoreline town of Clinton, CT. This unit is on the lower level offering 728 sq.ft. of interior living space. The layout includes a spacious living/dining area, full bath, Fully applianced eat-in kitchen with natural light filtering through sliders to a patio and small garden area; extending your entertaining space. There is a generous

  Suzanne McConville William Raveis Real Estate

  92 Founders Village, Clinton, CT 06413
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  /9

  $1,182

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  278 Chamberlain Rd Unit Lower Studio Apartment, Middletown, CT 06457

  278 Chamberlain Rd Unit Lower Studio Apartment, Middletown, CT 06457
• 

  $450,000 Sold Sep 15, 2025

  85 River Rd Unit K3, Essex, CT 06426

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft
  • Built 1967

  Last Sold Summary

  • 8% Below List Price
  • $327/SF
  • 39 Days On Market

  Last Listing Agent Allison Bonito William Pitt Sotheby's Int'l

  85 River Rd Unit K3, Essex, CT 06426
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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
  • Mar 13, 2024

  Last Listing Agent Tim O'Hara William Raveis Real Estate
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  $549,300 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,887 Sq Ft

  57 Witch Hazel Dr, Deep River, CT 06417

  Charming 3 bedroom, 2.5 bath, move in ready Cape situated on a level lot in well-established neighborhood. Quiet and secluded from the street by mature trees, shrubs, and plantings, this home has lovely, picturesque New England curb appeal. The home boasts charming living areas on the main level including an open kitchen and family room with a welcoming wood burning fireplace. There is hardwood

  Kris Cole Waterhouse Realty LLC

  57 Witch Hazel Dr, Deep River, CT 06417
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  /16

  $1,395 Per Month

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

  666 Main St Unit B1, Middletown, CT 06457

  Newly Renovated 1-Bedroom Apartment - Downtown Middletown - $1,395 month. Welcome to Main Street, Middletown! This beautifully renovated one-bedroom apartment is located in the heart of the historic downtown district, surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Situated on the second floor, this bright and inviting apartment features new flooring,

  Laura Milano Seabury Hill REALTORS

  666 Main St Unit B1, Middletown, CT 06457
• 

  $500,000 Sold Oct 03, 2025

  2 Olde Flatbrook Rd, East Hampton, CT 06424

  • 3 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $245/SF
  • 29 Days On Market

  Current Estimated Value $511,069

  Last Listing Agent Carl Guild Carl Guild & Associates

  2 Olde Flatbrook Rd, East Hampton, CT 06424
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  Est $387,316 Not Listed For Sale

  289 Middle Haddam Rd, Portland, CT 06480

  289 Middle Haddam Rd, Portland, CT 06480

  Last Sold Summary

  • 384% Above List Price
  • 425 Days On Market

  • Last Sold Price $80,000
  • Jun 27, 2023

  Last Listing Agent Jody Smaglis Coldwell Banker Realty
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  /39

  $675,000

  • 3 Beds
  • 1.5 Baths
  • 1,033 Sq Ft

  14 Cedarwood Ln, Old Saybrook, CT 06475

  Welcome to your new shoreline home - a charming ranch-style retreat nestled in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach. Step inside to discover a bright, open-concept floor plan that flows from the living area

  Chelsea Daley Real Broker CT, LLC

  14 Cedarwood Ln, Old Saybrook, CT 06475
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  /13

  $3,400

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  11 N Main St, Essex, CT 06426

  Historic Charm Meets Modern Village Living. Discover the perfect blend of colonial elegance and contemporary comfort in this stunning second-floor, 2-bedroom, 2-bathroom residence located in the heart of historic Essex Village. This isn't just a rental; it's an invitation to experience one of the most picturesque coastal towns in New England. Forget the car-you are steps away from everything that

  11 N Main St, Essex, CT 06426
• 

  $1,000,050 Sold Jun 25, 2025

  15 Gilbert Hill Rd, Chester, CT 06412

  • 4 Beds
  • 3 Baths
  • 3,054 Sq Ft
  • Built 1950

  Last Sold Summary

  • 22% Above List Price
  • $327/SF
  • 18 Days On Market

  Current Estimated Value $984,564

  Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

  15 Gilbert Hill Rd, Chester, CT 06412
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  Est $81,359 Not Listed For Sale

  11 School Rd, Moodus, CT 06469

  11 School Rd, Moodus, CT 06469

  Last Sold Summary

  • 21% Above List Price
  • $0/SF
  • 69 Days On Market

  • Last Sold Price $67,000
  • Sep 05, 2024

  Last Listing Agent Tina Rupp William Pitt
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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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  /36

  $2,500 Per Month

  • 4 Beds
  • 1 Bath
  • 1,602 Sq Ft
  • House for Rent

  103 Spring St, Middletown, CT 06457

  Welcome to 103 Spring Street in Middletown! This spacious unit offers a second and third floor, with a total of four bedrooms. The property comes with one detached garage space, and has two private balconies overlooking the front and back yard. The property is walking distance to Downtown Middletown, the Connecticut River, and has easy access to Rt 9, 17, and 66.

  Patrick Savarese LPT Realty

  103 Spring St, Middletown, CT 06457
• 

  $754,537 Sold Jul 16, 2025

  127 Webster Ln Unit 2-44, Middletown, CT 06457

  • 2 Beds
  • 2.5 Baths
  • 2,195 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $344/SF
  • 334 Days On Market

  Last Listing Agent Sally Annino Berkshire Hathaway NE Prop.

  127 Webster Ln Unit 2-44, Middletown, CT 06457
• 

  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
  • Oct 24, 2023

  Last Listing Agent Dale Bunn Riverview Realty, LLC

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