Middlesex County, 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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  /22

  $2,250

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  4 Flower St Unit 6 Flower St, Middletown, CT 06457

  Adjacent to town park, baseball field and close walk to riverfront. 1/2 way between downtown and Stop & Shop plaza and pharmacies

  4 Flower St Unit 6 Flower St, 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 $400,803

  Last Listing Agent Michelle Mazzotta eXp Realty

  116 Front St, Middletown, CT 06457
• 

  Est $250,573 Not Listed For Sale

  1 Willow Ct Unit 1, Cromwell, CT 06416

  • 3 Beds
  • 2.5 Baths
  • 1,453 Sq Ft
  • Built 1973

  1 Willow Ct Unit 1, Cromwell, CT 06416

  Last Sold Summary

  • 8% Above List Price
  • $159/SF
  • 98 Days On Market

  • Last Sold Price $231,000
  • May 08, 2025

  Last Listing Agent Karen Gagne-Signorello Coldwell Banker Calabro
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  /31

  $454,900

  • 2 Beds
  • 1.5 Baths
  • 1,122 Sq Ft

  85 River Rd Unit G2, Essex, CT 06426

  Well appointed two story, two bedroom townhouse located in the waterfront community of Heritage Cove. An updated kitchen, primary bath, neutral color palette for the walls, trim and flooring makes this home truly move in ready. Conveniently located for on street parking and the units assigned carport. Just a stroll across the lawn to enjoy the pool and community fire table add to this unique

  Patrick Kilty William Raveis Real Estate

  85 River Rd Unit G2, Essex, CT 06426
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  /40

  $5,000 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,679 Sq Ft
  • House for Rent

  21 Groveway Unit 21, Clinton, CT 06413

  The rate posted is the monthly off season academic rental rate Please ask for all other rates. Rental Comes FULLY FURNISHED. Additional information is stated in the last paragraph.This ocean front luxurious 4 bedroom 3 bath is a dream home in a high-end community located in Clinton, Connecticut. The property has just undergone a full renovation with a first floor bedroom. Spanning over 2,000 SF,

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Groveway Unit 21, Clinton, CT 06413
• 

  $165,000 Sold Aug 22, 2025

  18 Fox Run Ln, Killingworth, CT 06419

  • Land
  • 4.8 Acres
  • $34,375 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 91 Days On Market

  Current Estimated Value $169,650

  Last Listing Agent Preston Roth Coldwell Banker Realty

  18 Fox Run Ln, Killingworth, CT 06419
• 

  Est $926,682 Not Listed For Sale

  2 Primrose Ledge, Essex, CT 06426

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 2016

  2 Primrose Ledge, Essex, CT 06426

  Last Sold Summary

  • 9% Above List Price
  • $402/SF
  • 13 Days On Market

  • Last Sold Price $849,000
  • May 09, 2025

  Last Listing Agent Susan Malan William Pitt
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  /39

  $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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  /7

  $950

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • House for Rent

  37 Silver St, Middletown, CT 06457

  Second floor apartment in a 2-family home. Conveniently located to Main Street Middletown and Route 9. Call M-F between the hours of 9:00-5:00. Credit and background check required.

  37 Silver 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
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  Not Listed For Sale

  0 Ballahack Rd, East Haddam, CT 06423

  0 Ballahack Rd, East Haddam, CT 06423

  Last Sold Summary

  • 163 Days On Market

  • Last Sold Price $240,000
  • May 02, 2025

  Last Listing Agent Dale Bunn Riverview Realty, LLC
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  /40

  $549,900

  • 3 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  4 Acorn Dr, East Haddam, CT 06423

  Welcome to 4 Acorn Dr! This beautiful traditional Colonial is situated in a peaceful subdivision on a cul-de-sac road, a perfect blend of privacy in a neighborhood setting. As you step through the front entrance, hardwood floors & sunlight flow throughout the home. To the right, a generously sized living room with wood burning fireplace & access to the covered side porch. The kitchen has a clean

  Geoff Smith RE/MAX on the Bay

  4 Acorn Dr, East Haddam, CT 06423
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  /11

  $1,550 Per Month

  • 1 Bath
  • 415 Sq Ft
  • Apartment for Rent

  584 Main St Unit D, Middletown, CT 06457

  Discover these 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 D, Middletown, CT 06457
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  $404,900 Sold Feb 02, 2026

  4 Lorraine Terrace, Rockfall, CT 06481

  • 3 Beds
  • 1.5 Baths
  • 1,672 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $242/SF
  • 21 Days On Market

  Current Estimated Value $398,528

  Last Listing Agent rob link Sterling REALTORS

  4 Lorraine Terrace, Rockfall, CT 06481
• 

  Est $212,029 Not Listed For Sale

  138 Woodland Dr Unit 138, Cromwell, CT 06416

  • 2 Beds
  • 2 Baths
  • 968 Sq Ft
  • Built 1974

  138 Woodland Dr Unit 138, Cromwell, CT 06416

  Last Sold Summary

  • 1% Above List Price
  • $217/SF
  • 41 Days On Market

  • Last Sold Price $210,000
  • Apr 25, 2025

  Last Listing Agent Tracey Precourt Century 21 Clemens Group
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  /34

  $650,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  10 Ridge Rd, East Haddam, CT 06423

  This charming eight-room Colonial is full of character and must be seen to be appreciated. Nestled on a quiet cul-de-sac, the home offers a peaceful setting while remaining conveniently close to restaurants, shopping, and entertainment. While the backyard is modest in size, the property features a spacious front yard highlighted by a beautiful stone wall and an additional side yard, providing

  Judy White THE CONNECTICUT AGENCY LLC

  10 Ridge Rd, East Haddam, CT 06423
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  /10

  $1,150

  Total Monthly Price

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

  42 Silver St Unit 1, Middletown, CT 06457

  This 1-bedroom, 1-bathroom apartment on the first floor at 42 Silver St offers 500 square feet of living space. The living room provides a functional area for relaxation, while the bedroom accommodates a comfortable sleeping arrangement. The bathroom features essential fixtures and is designed for convenience. The property includes amenities such as heat and hot water and is smoke-free, ensuring

  42 Silver St Unit 1, Middletown, CT 06457
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  $385,000 Sold Jun 16, 2025

  17 Quiet Woods Rd, East Hampton, CT 06424

  • 3 Beds
  • 2.5 Baths
  • 1,953 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Above List Price
  • $197/SF
  • 17 Days On Market

  Current Estimated Value $387,186

  Last Listing Agent Donna Genovese Great Estates, CT

  17 Quiet Woods Rd, East Hampton, CT 06424
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  Est $711,943 Not Listed For Sale

  20 Skyline Dr, East Hampton, CT 06424

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft
  • Built 2022

  20 Skyline Dr, East Hampton, CT 06424

  Last Sold Summary

  • 5% Above List Price
  • $258/SF
  • 2 Days On Market

  • Last Sold Price $675,000
  • May 09, 2025

  Last Listing Agent Kevin Wilcox William Raveis Real Estate
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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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  /9

  $1,900 Per Month

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • House for Rent

  3 Forest Glen Cir Unit 16, Middletown, CT 06457

  Come and see well maintained, 2nd floor central A/C condo with open floor. Living room with fireplace and sliding door to the private covered balcony and storage closet. The specious master bedroom with double door offer full bathroom and walk in closet. Kitchen has plenty of cabinets. Dining area adjacent to the living room. Main bathroom includes a linen closet. Washing and dryer inside the

  Zarina Mahmud Connecticut Choice Realty

  3 Forest Glen Cir Unit 16, Middletown, CT 06457
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  $250,000 Sold Dec 29, 2025

  20 Comstock Ave Unit 3D, Ivoryton, CT 06442

  • 2 Beds
  • 1 Bath
  • 666 Sq Ft
  • Built 1975

  Last Sold Summary

  • 9% Below List Price
  • $375/SF
  • 57 Days On Market

  Last Listing Agent Jane Cardarelli William Raveis Real Estate

  20 Comstock Ave Unit 3D, Ivoryton, CT 06442
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  Not Listed For Sale

  40 Ridgewood Rd, Colchester, CT 06415

  • 2 Beds
  • 1 Bath
  • 739 Sq Ft
  • Built 1959

  40 Ridgewood Rd, Colchester, CT 06415

  Last Sold Summary

  • $365/SF
  • 14 Days On Market

  • Last Sold Price $270,000
  • Jul 26, 2024

  Last Listing Agent Carolyn Kress Berkshire Hathaway Home Services
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  /38

  $625,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,590 Sq Ft

  271 Chestnut Hill Rd, Killingworth, CT 06419

  Charming colonial set on a 2 acre corner lot offering privacy, character, with driveway on Bar Gate Trail. The home overlooks a large, beautifully landscaped front yard with gardens and flowering trees. Inside, the first floor features a well designed layout with generously sized rooms and a standout family room complete with a wood burning fireplace, exposed wood beams, and wide plank flooring

  Fred Moore LPT Realty

  271 Chestnut Hill Rd, Killingworth, CT 06419
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  /18

  $2,400

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • House for Rent

  21 Winthrop Rd, Chester, CT 06412

  Charming and private Cape Cod-style home set on 2.81 acres with ample parking and outdoor space. Built in 1930 and recently painted, this well-maintained, move-in ready home offers over 1,200 square feet of living space. The layout features two bedrooms, 1.5 baths, a spacious living room, and a versatile dining room/den. Recent updates include new siding, refinished hardwood floors, new

  21 Winthrop Rd, Chester, CT 06412
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  $350,000 Sold Jun 18, 2025

  66 Old Farms Rd, Durham, CT 06422

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft
  • Built 1960

  Last Sold Summary

  • $267/SF
  • 47 Days On Market

  Current Estimated Value $379,799

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  66 Old Farms Rd, Durham, CT 06422
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  Not Listed For Sale

  12 Newberry St, Higganum, CT 06441

  12 Newberry St, Higganum, CT 06441

  Last Sold Summary

  • 215 Days On Market

  • Last Sold Price $125,000
  • Nov 14, 2023

  Last Listing Agent Shelly Meister Realty 3 CT
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  /32

  $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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  /15

  $2,800 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  75 Birdsey Ave, Middletown, CT 06457

  SHORT TERM RENTAL -- FULLY FURNISHED Agents, are you seeking short term stay for your clients? All, are you buying or selling a home? Relocating for work and need a comfortable place to stay short term? Look no further! Enjoy a centrally located stay where you and your family will be close to everything Middletown has to offer. Middletown is well known for its wide variety of restaurants,

  Natalie Grant Nat's Honey Bee Real Estate

  75 Birdsey Ave, Middletown, CT 06457
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  $355,000 Sold Aug 29, 2025

  152 Old Mill Rd, Middletown, CT 06457

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $203/SF
  • 49 Days On Market

  Current Estimated Value $380,077

  Last Listing Agent Santo Gulino William Raveis Real Estate

  152 Old Mill Rd, Middletown, CT 06457
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  Not Listed For Sale

  311 Main Street Extension, Middletown, CT 06457

  • Built 1936

  311 Main Street Extension, Middletown, CT 06457

  Last Sold Summary

  • $28/SF
  • 144 Days On Market

  • Last Sold Price $225,000
  • Apr 01, 2025

  Last Listing Agent Patrick Savarese LPT Realty
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  /39

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  22 Ebony Ln, Ivoryton, CT 06442

  Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

  Gigi Giordano Taylor Compass Connecticut, LLC

  22 Ebony Ln, Ivoryton, CT 06442
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  /17

  $3,500

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • House for Rent

  102 Chalker Beach Rd, Old Saybrook, CT 06475

  2026 Beach cottage -- April 15 to Oct 15 -- $3,500/month. One lucky renter will get to spend spring, summer, and fall in this charming Chalker Beach cottage! Located in a private association, this home is just a short walk to the large soft-sand beach. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the ocean at night. Inside,

  102 Chalker Beach Rd, Old Saybrook, CT 06475
• 

  $423,500 Sold Mar 13, 2026

  10 Fairlawn Ave, East Hampton, CT 06424

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1965

  Last Sold Summary

  • 9% Above List Price
  • $235/SF
  • 8 Days On Market

  Current Estimated Value $384,094

  Last Listing Agent Jared Kosky eXp Realty

  10 Fairlawn Ave, East Hampton, CT 06424
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  Est $582,728 Not Listed For Sale

  8 Crest View Dr, Rockfall, CT 06481

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • Built 2015

  8 Crest View Dr, Rockfall, CT 06481

  Last Sold Summary

  • 11% Above List Price
  • $306/SF
  • 36 Days On Market

  • Last Sold Price $525,000
  • Dec 11, 2023

  Last Listing Agent Heidi Lester KW Legacy Partners
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  /40

  $675,000

  • 4 Beds
  • 3 Baths
  • 3,136 Sq Ft

  564 Ridgewood Rd, Middletown, CT 06457

  This modern ranch combines quality construction with a versatile layout. The exterior features a covered Trex front porch and well-maintained vinyl siding. Inside, the open floor plan is anchored by a spacious great room with tray ceilings, a fireplace, and a large picture window. The kitchen includes a Carrera center island, a stainless steel gas range, granite countertops, and designer

  Amie Smith Real Broker CT, LLC

  564 Ridgewood Rd, Middletown, CT 06457
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  /24

  $2,000 Per Month

  • 3 Beds
  • 1 Bath
  • 14,820 Sq Ft
  • House for Rent

  360 Main St Unit 3-B, Middletown, CT 06457

  Central downtown district. Welcome to the Historic Pythian Building with an interesting ownership history as hotel and former meeting place of the Pythian Knights. Large 3-bedroom unit on top floor, offers an open floor plan with kitchen, living room and full bath. Great tenant value with all utilities included. There isn't any onsite parking for tenants. There are municipal parking lots nearby

  Patricia Flynn Sterling REALTORS

  360 Main St Unit 3-B, Middletown, CT 06457
• 

  $623,800 Sold May 30, 2025

  28 Old Chestnut Hill Rd, East Hampton, CT 06424

  • 2 Beds
  • 1.5 Baths
  • 1,524 Sq Ft
  • Built 1780

  Last Sold Summary

  • 14% Above List Price
  • $409/SF
  • 6 Days On Market

  Current Estimated Value $618,369

  Last Listing Agent Sarah Weatherley William Raveis Real Estate

  28 Old Chestnut Hill Rd, East Hampton, CT 06424
• 

  Est $621,259 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

  • 3% Above List Price
  • $304/SF
  • 65 Days On Market

  • Last Sold Price $605,000
  • Jul 01, 2024

  Last Listing Agent Linda O'Hara William Raveis Real Estate

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