75,369

Middlesex County, CT Homes

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  • /32

    $724,900

    Pending
    • 2 Beds
    • 2 Baths
    • 1,589 Sq Ft

    14 Essex Glen Dr Unit 4, Essex, CT 06426

    Tucked within an intimate enclave of just 26 thoughtfully designed homes in Essex -- often celebrated as "The Best Small Town in America" -- this one-owner residence, built in 2018, offers a refined yet effortless lifestyle. A free-standing design provides privacy, while the community handles lawn care and snow removal, making everyday living refreshingly simple. Low utility costs and favorable

    Susan Malan William Pitt Sotheby's Int'l

    14 Essex Glen Dr Unit 4, Essex, CT 06426
  • /13

    $1,430 Per Month

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

    666 Main St Unit A1, Middletown, CT 06457

    Bright and Inviting 1 bedroom Apartment This first floor apartment has its own private entrance. The rent is $1430.00 The apartment is located in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Fresh updates: Landlord to provide professional painting and necessary

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit A1, Middletown, CT 06457
  • 166R Skeet Club Rd, Durham, CT 06422

    $575,000

    Sold Aug 15, 2025

    166R Skeet Club Rd, Durham, CT 06422

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Above List Price
    • $383/SF
    • 37 Days On Market

    Current Estimated Value $580,807

    Last Listing Agent Jane Huelsman eXp Realty

    166R Skeet Club Rd, Durham, CT 06422
  • /39

    $625,000

    $24K PRICE DROP Under Contract
    • 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
  • /19

    $1,750 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,442 Sq Ft
    • House for Rent

    131 Eastern Dr, Middletown, CT 06457

    A peaceful retreat close to everything Middletown has to offer. The main floor opens up the way a rental rarely does. Open floor plan, large living room, updated flooring throughout, and a half bath that keeps things practical. Upstairs has two bedrooms, a full bath, and a bonus room that works as an office, guest space, or whatever fits your life. Out back you have a deck and a large shared yard

    Nick Gilham Real Broker CT, LLC

    131 Eastern Dr, Middletown, CT 06457
  • 7 Sherwood Ct, Portland, CT 06480

    $324,000

    Sold Feb 12, 2026

    7 Sherwood Ct, Portland, CT 06480

    • 2 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 2000

    Last Sold Summary

    • 8% Above List Price
    • $295/SF
    • 4 Days On Market

    Current Estimated Value $315,090

    Last Listing Agent Angela Aresco Carl Guild & Associates

    7 Sherwood Ct, Portland, CT 06480
  • /2

    $282,225

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3 Kirtland Ave, Chester, CT 06412

    REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 1974, this one level home offers approximately 1344 finished square feet, two bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 14810 sqft lot. "As is" cash only sale with no contingencies or inspections.

    Sherry Price Realhome Services & Solutions

    3 Kirtland Ave, Chester, CT 06412
  • /7

    $1,450 Per Month

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

    23 Clinton Ave, Middletown, CT 06457

    Spacious 3-bedroom, 1-bath apartment located in Middletown's desirable Highlands area. This bright and well-maintained unit offers generously sized bedrooms, a comfortable living area, and convenient access to downtown, shopping, restaurants, Wesleyan University, and major highways. Additional storage available in the basement and attic areas. Natural gas heat and hot water. Monthly rent is

    Santo Gulino William Raveis Real Estate

    23 Clinton Ave, Middletown, CT 06457
  • 27 Valley Dr, Middletown, CT 06457

    $530,000

    Sold Jan 09, 2026

    27 Valley Dr, Middletown, CT 06457

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • Built 1991

    Last Sold Summary

    • $240/SF
    • 5 Days On Market

    Current Estimated Value $544,270

    Last Listing Agent Emily Curtis William Raveis Real Estate

    27 Valley Dr, Middletown, CT 06457
  • /34

    $385,900

    Open Sat 10AM - 12PM
    • 3 Beds
    • 1 Bath
    • 1,574 Sq Ft

    77 N High St, Clinton, CT 06413

    Originally built in 1768 and thoughtfully reimagined over the years, this one-of-a-kind converted barn offers authentic New England character blending rustic charm with modern convenience. A grand open living room sets the mood with a soaring cathedral ceiling, original exposed beams and energy-efficient pellet stove for cozy winter nights. Beautiful rustic hardwood floors run throughout the

    Taylor Sokoloff RE/MAX One

    77 N High St, Clinton, CT 06413
  • /27

    $3,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • House for Rent

    55 Dogwood Rd, Moodus, CT 06469

    Immaculate and tastefully updated lake house perfectly situated with water view over the Moodus Reservoir. This stunning Ranch style home features modern appliances and an inviting ambiance. It's perfectly situated just minutes away from the beautiful town beach and steps from the private beach. Offering open space concept with large living room, meticulous with huge island kitchen, 2 bedrooms, 1

    Beata Zapadka Vision Real Estate

    55 Dogwood Rd, Moodus, CT 06469
  • 96 Woodland Dr Unit 96, Cromwell, CT 06416

    $210,000

    Sold Dec 11, 2025

    96 Woodland Dr Unit 96, Cromwell, CT 06416

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

    Last Sold Summary

    • 5% Above List Price
    • $212/SF
    • 19 Days On Market

    Current Estimated Value $213,044

    Last Listing Agent Corinne Machowski William Raveis Real Estate

    96 Woodland Dr Unit 96, Cromwell, CT 06416
  • /6

    $757,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    505 Freya Ln, East Hampton, CT 06424

    The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Magnolia. Fantastic architectural exterior detailing includes covered porch with columns, 2 large bay extensions with hip roofs, one in dining room and one in office, and multiple gables and roof lines. Truly a grand exterior!

    Mark Toledo Berkshire Hathaway NE Prop.

    505 Freya Ln, East Hampton, CT 06424
  • /18

    $2,100 Per Month

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

    23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423

    ALL UTILITIES INCLUDED. Brand new unit - totally remodeled in 2024. Handicapped accessible throughout, Quality throughout. Set up primarily as a B+B so all kitchen implements, pots and pans, glasses etc are there. Linens and towels can be provided. Listing agent is the owner of this property, colist agent related to seller/owner.

    Stephanie Jacobs Sunset Creek Realty, LLC

    23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423
  • 47 Ridge Rd, Middletown, CT 06457

    $252,399

    Sold Oct 23, 2025

    47 Ridge Rd, Middletown, CT 06457

    • 3 Beds
    • 1.5 Baths
    • 1,376 Sq Ft
    • Built 1879

    Last Sold Summary

    • 25% Below List Price
    • $183/SF
    • 88 Days On Market

    Current Estimated Value $268,528

    Last Listing Agent Carl Guild Carl Guild & Associates

    47 Ridge Rd, Middletown, CT 06457
  • /27

    $249,900

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    134 Sillimanville Rd, Moodus, CT 06469

    ***INVESTORS*** Discover a unique opportunity situated on a generous 3 acres with plenty of room for expansion or additional projects featuring two distinct structures, both which present significant potential for renovation. The main house has 2 full bathrooms and 4 bedrooms. The Gallery house has 1 full bathroom with laundry on site a bedroom on the main level off the living room and a loft on

    Sheila Soto Puorro Realty Group

    134 Sillimanville Rd, Moodus, CT 06469
  • /13

    $1,456 Per Month

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

    666 Main St Unit B2, Middletown, CT 06457

    Bright and Inviting one bedroom Apartment This beautifully renovated apartment is now available for $1456.00 per month. The unit features newer flooring, and countertops. Located on the second floor in the heart of Middletown's historic downtown district, you will be surrounded by seven walkable blocks of restaurants, shops, art, music, and entertainment. Additional Details: Parking: Off-street

    Laura Milano Seabury Hill REALTORS

    666 Main St Unit B2, Middletown, CT 06457
  • 8 Joseph Ct, East Hampton, CT 06424

    $455,000

    Sold Jul 17, 2025

    8 Joseph Ct, East Hampton, CT 06424

    • 4 Beds
    • 2.5 Baths
    • 2,051 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Above List Price
    • $222/SF
    • 2 Days On Market

    Current Estimated Value $478,319

    Last Listing Agent Tammy Varney William Raveis Real Estate

    8 Joseph Ct, East Hampton, CT 06424
  • /40

    $549,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    123 Round Hill Rd, Middletown, CT 06457

    **HIGHEST & BEST DUE BY 5 pm MONDAY 5/18** 123 Round Hill Rd in Middletown is a 3-bedroom, 2-bath ranch set on 6.62 private acres offering 2,064 sq ft of single-level living with thoughtful updates and long-term functionality throughout. Built in 2001, the home features new and refinished hardwood floors, new carpet in the secondary bedrooms, central air, a mud room, and geothermal heating

    Devon Taylor Assael Dave Jones Realty, LLC

    123 Round Hill Rd, Middletown, CT 06457
  • /40

    $3,600 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,095 Sq Ft
    • House for Rent

    131 Hemlock Dr, Deep River, CT 06417

    Located on a private lot in a quiet neighborhood, this three bedroom home is available for rent on a yearly basis. An expansive primary suite is located on the first floor, including a large walk-in closet and private bathroom. Two large bedrooms and an updated bathroom are located on the second floor. Fresh paint, updated bathrooms, recently re-finished hardwood floors, mature plantings,

    Erin Borruso William Pitt Sotheby's Int'l

    131 Hemlock Dr, Deep River, CT 06417
  • 64 Woodland Dr, Cromwell, CT 06416

    $175,000

    Sold Oct 16, 2025

    64 Woodland Dr, Cromwell, CT 06416

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft
    • Built 1974

    Last Sold Summary

    • $243/SF
    • 4 Days On Market

    Current Estimated Value $174,166

    Last Listing Agent Nick Palazzo Century 21 Clemens Group

    64 Woodland Dr, Cromwell, CT 06416
  • /40

    $640,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 2,892 Sq Ft

    49 Kelseytown Rd, Clinton, CT 06413

    Vacation at home in this beautifully updated Colonial offering space, style, and comfort for everyone! Move-in ready and filled with charm, this exceptional property truly checks every box. Enjoy peace of mind with newer mechanicals, propane heat, updated windows, siding, insulation, and a roof with solar panels installed in 2011. Inside, you'll find gleaming hardwood floors, thoughtfully updated

    Lynn Lehrman Re/Max Valley Shore

    49 Kelseytown Rd, Clinton, CT 06413
  • /35

    $3,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft
    • House for Rent

    38 Clark Hill Rd, East Haddam, CT 06423

    Welcome to 38 Clark Hill Road. This private retreat offers 2,500 square feet of living space, featuring four bedrooms and two-and-a-half bathrooms situated on nearly four acres. The property showcases exceptional craftsmanship with original woodwork throughout. Please note that landscaping services are included with your monthly rental amount. Additionally, for your convenience, there is a 2 car

    Scott Nardozzi Cavanaugh & Company LLC

    38 Clark Hill Rd, East Haddam, CT 06423
  • 55 Woodland Dr, Old Saybrook, CT 06475

    $525,000

    Sold Jun 15, 2026

    55 Woodland Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $486/SF
    • 8 Days On Market

    Current Estimated Value $776,276

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    55 Woodland Dr, Old Saybrook, CT 06475
  • /35

    $375,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,446 Sq Ft

    72 Durant Terrace, Middletown, CT 06457

    Built in 2010 and meticulously maintained, this Cape-style home offers the perfect blend of comfort, flexibility, and peace of mind. From the moment you arrive, you'll appreciate that everything has already been done for you - simply move in and enjoy. Inside, hardwood floors flow throughout the main level, where the versatile layout is designed to fit a variety of lifestyles. The spacious

    Michelle Pirruccio Carl Guild & Associates

    72 Durant Terrace, Middletown, CT 06457
  • /39

    $4,500 Per Month

    • 4 Beds
    • 1.5 Baths
    • 1,316 Sq Ft
    • House for Rent

    33 Beach Rd W, Old Saybrook, CT 06475

    Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling

    Katie Smith Berkshire Hathaway NE Prop.

    33 Beach Rd W, Old Saybrook, CT 06475
  • 32 Salmon Run, East Hampton, CT 06424

    $665,000

    Sold Jul 30, 2025

    32 Salmon Run, East Hampton, CT 06424

    • 3 Beds
    • 2.5 Baths
    • 3,236 Sq Ft
    • Built 2017

    Last Sold Summary

    • 1% Above List Price
    • $206/SF
    • 18 Days On Market

    Current Estimated Value $697,638

    Last Listing Agent Jason Boice eXp Realty

    32 Salmon Run, East Hampton, CT 06424
  • /40

    $879,000

    • 5 Beds
    • 4 Baths
    • 2,820 Sq Ft

    408 Stage Coach Rd, Durham, CT 06422

    Set on over 20 breathtaking, wooded acres, this property offers a rare blend of privacy, natural beauty, and flexible living. This contemporary split-level home is filled with natural light and thoughtfully positioned to capture sweeping hillside views from nearly every angle. With five bedrooms and 3.5 baths, including a private in-law suite with its own entrance, the home provides exceptional

    Mark McElrath William Pitt Sotheby's Int'l

    408 Stage Coach Rd, Durham, CT 06422
  • /13

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 3,784 Sq Ft
    • Apartment for Rent

    14 Pease Ave Unit 3, Middletown, CT 06457

    Charming 1-bedroom with an extra bonus room, great for a home office. This 2nd-floor apartment offers beautiful hardwood flooring throughout and the convenience of heat and hot water included in the rent. Located close to local shops, restaurants, and entertainment, and quick access to highway. Heat & Hot Water included in monthly rent.

    Jaimie Andrews Bottom Line Realty

    14 Pease Ave Unit 3, Middletown, CT 06457
  • 694 Higganum Rd, Durham, CT 06422

    $875,000

    Sold Aug 29, 2025

    694 Higganum Rd, Durham, CT 06422

    • 4 Beds
    • 2.5 Baths
    • 3,413 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Above List Price
    • $256/SF
    • 9 Days On Market

    Current Estimated Value $887,590

    Last Listing Agent Hayley Marcous Coldwell Banker Realty

    694 Higganum Rd, Durham, CT 06422

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