Middlesex County CT Homes for Sale

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  $685,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,398 Sq Ft

  167 Ingham Hill Rd, Old Saybrook, CT 06475

  Privacy, acreage, and beach-town access converge in this 1.09-acre Ingham Hill property in Old Saybrook. Built in 1984 by Bob Day and offered for the first time by the original owner, this Colonial delivers rare space along the Connecticut Shoreline just minutes from beaches, marinas, and downtown amenities. With under 1,400 square feet, two full baths, and an attached garage, the flexible layout

  Jennifer Gurnell William Raveis Real Estate

  167 Ingham Hill Rd, Old Saybrook, CT 06475
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  $525,000

  • 3 Beds
  • 3.5 Baths
  • 3,576 Sq Ft

  208 Highmeadow Ln, Middletown, CT 06457

  A rare find in South Farms! This spacious Colonial showcases a cathedral-ceiling entryway, 3 bedrooms, and 3.5 baths. The standout primary suite features a walk-in closet and a full-size jacuzzi. With two living areas, a dining room, laundry room, and a versatile bonus room downstairs for a bedroom, office, or playroom, this home offers both flexibility and flow. A full basement and 2-car garage

  Danielle Spada Coldwell Banker Realty

  208 Highmeadow Ln, Middletown, CT 06457
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  /5

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  8 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

  8 Nathan Hale Rd, Middletown, CT 06457
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  /40

  $380,000

  • 1 Bed
  • 1 Bath
  • 576 Sq Ft

  13 College St, Old Saybrook, CT 06475

  Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer

  Maddy Mattson Coldwell Banker Realty

  13 College St, Old Saybrook, CT 06475
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  $695,000

  • Land
  • 1.16 Acres
  • $599,138 per Acre

  1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475

  1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

  Ron Lyman Lyman Real Estate

  1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
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  /40

  $1,400,000

  • 3 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  301 Fox Hopyard Rd, East Haddam, CT 06423

  Welcome to 301 Fox Hopyard Road In the Fox Hopyard Golf and Country club community. The impeccably crafted 3 bedroom, 2.5 bath Colonial with first floor Primary suite, featuring 2,446 sqft. of refined living space and distinctive architectural detailing. Step into the stunning Great room open to the kitchen with French doors that frame the formal dining room. The sundrenched 4 season glass den

  Maddy Mattson Coldwell Banker Realty

  301 Fox Hopyard Rd, East Haddam, CT 06423
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  /12

  $99,900

  • Land
  • 1.04 Acres
  • $96,058 per Acre

  438 Cox Rd Unit 2, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  438 Cox Rd Unit 2, Portland, CT 06480
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  $499,900 Coming Soon

  • 3 Beds
  • 3 Baths
  • 1,904 Sq Ft

  21 Raymond Place, Cromwell, CT 06416

  You'll fall in love with this beautiful 3- 4 bedroom, 3 full bath sprawling Ranch with a garage, tucked away on Raymond Place and within walking distance to most schools, including the new middle school. This home is truly move-in ready! Enjoy a private, fenced-in backyard with a deck-perfect for entertaining. Inside, you'll find a spacious living room featuring a beautiful fireplace, bay window,

  Giulia Terese Hagel & Assoc. Real Estate

  21 Raymond Place, Cromwell, CT 06416
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  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
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  /2

  $985,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,516 Sq Ft

  24 Cottage Place, Old Saybrook, CT 06475

  Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy

  Jacqueline Stevens William Pitt Sotheby's Int'l

  24 Cottage Place, Old Saybrook, CT 06475
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  $969,900 Coming Soon

  • 3 Beds
  • 4.5 Baths
  • 2,756 Sq Ft

  55 North Rd, Cromwell, CT 06416

  This stunning custom-built Ranch sits on 5 secluded acres of land. The home features 4-5 bedrooms, 3-1/2 baths and has every upgrade and amenity imaginable, including 4 bedrooms & 2-1/2 baths on main level. The lower level potential is unlimited - Possible in-law w/ additional huge finished area, including full bath, additional den/bedroom, walkout entrance, big media/game room & bright windows.

  Elizabeth Harrison Hagel & Assoc. Real Estate

  55 North Rd, Cromwell, CT 06416
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  $195,000

  • 3 Beds
  • 1 Bath
  • 840 Sq Ft

  74 Pine Rd, East Haddam, CT 06423

  Charming 3-Bedroom Seasonal Retreat in a Prime Location! Welcome to 74 Pine Road, a well-located three-bedroom seasonal property offering the perfect escape for summer living or weekend getaways. Nestled in a desirable area close to local attractions, dining, and recreational amenities, this home provides a solid foundation for seasonal enjoyment. The functional layout offers comfortable living

  Janise Gabco Our Home Realty Advisors

  74 Pine Rd, East Haddam, CT 06423
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  /31

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft

  473 Westfield St, Middletown, CT 06457

  Welcome to 473 Westfield Street - a beautifully maintained 3-bedroom, 2-bath ranch-style home featuring a desirable open floor plan that seamlessly connects the kitchen and living area. The kitchen impresses with stainless steel appliances, granite countertops, abundant cabinetry, and a center island offering extra storage and workspace. Sunlight pours through the large colonial-style windows,

  Annie Gura Coldwell Banker Premier Real Estate

  473 Westfield St, Middletown, CT 06457
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  $799,900

  • 4 Beds
  • 4 Baths
  • 3,355 Sq Ft

  30 Cherry Ridge Rd, Middlefield, CT 06455

  Prepare to be mesmerized with this Middlefield masterpiece set on 5-acre park like grounds at the end of a private road cul-de-sac epitomizes an exceptional residence which combines refined elegance with unparalleled privacy. Sunlight floods the living room through a southeast-facing Palladian window, highlighting tailored built-in cabinetry with exquisite craftsmanship, exposed beams and a

  Matthew Guida Eagle Eye Realty PLLC

  30 Cherry Ridge Rd, Middlefield, CT 06455
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  $679,500

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  73 Airline Rd, Clinton, CT 06413

  Discover privacy and space on 3.17acres at 73 Airline Road, just minutes to Clinton or Madison. The upper level of this bright and spacious raised ranch features 3 bedrooms, an office, and 2 full baths. On the main level, there is a complete 1-bedroom apartment with its own laundry and full bath. The home boasts hardwood floors throughout and a beautiful kitchen with GE Profile appliances,

  Matt Diamond Houlihan Lawrence WD

  73 Airline Rd, Clinton, CT 06413
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  /13

  $599,999

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  179 Route 81, Killingworth, CT 06419

  DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

  John Izzo William Raveis Real Estate

  179 Route 81, Killingworth, CT 06419
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  $164,900

  • Land
  • 1.46 Acres
  • $112,945 per Acre

  104 North Rd, Cromwell, CT 06416

  Looking to build your next house? This lot offers you privacy and land, two things that are hard to come by these days on the same piece of property. Secluded and yet moments to 2 subdivisions.

  Jennifer Hussey Century 21 Clemens Group

  104 North Rd, Cromwell, CT 06416
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  $1,325,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 1 Bath
  • 884 Sq Ft

  24 W Shore Dr, Old Saybrook, CT 06475

  Welcome to 24 W. Shore Dr., Old Saybrook, ideally located in one of Connecticut's most renowned beach communities-Cornfield Point Association. This year-round home offers the perfect blend of comfort, convenience, and stunning water views. This solid brick residence is move-in ready and features a remodeled kitchen with brand-new appliances, a sun-filled living room, three full-sized bedrooms, a

  David Rodriguez William Pitt Sotheby's Int'l

  24 W Shore Dr, Old Saybrook, CT 06475
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  /12

  $99,900

  • Land
  • 1.34 Acres
  • $74,552 per Acre

  444 Cox Rd Unit 1, Portland, CT 06480

  NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

  Steven Lepore West Wind Realty, LLC

  444 Cox Rd Unit 1, Portland, CT 06480
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  /16

  $2,200,000

  • Land
  • 30 Acres
  • $73,333 per Acre

  134 Meadow Woods Rd, Deep River, CT 06417

  *SUBDIVISION IN PROGRESS* Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 7 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is

  Nicholas Burrus Santana Realty Group LLC

  134 Meadow Woods Rd, Deep River, CT 06417
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  $10,000

  • Land
  • 0.78 Acre
  • $12,821 per Acre

  0 Florida Rd, East Haddam, CT 06423

  .78 Acre Parcel that must be sold as a package deal with a 45.70 acre parcel known as Florida Road (MLS#24057520).

  Anthony Fabrizio Coldwell Banker Realty

  0 Florida Rd, East Haddam, CT 06423
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  $6,500,000

  • 5 Beds
  • 7 Baths
  • 7,697 Sq Ft

  252 River Rd, Deep River, CT 06417

  A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

  Kiara Rusconi William Raveis Real Estate

  252 River Rd, Deep River, CT 06417
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  $1,600,000

  • 4 Beds
  • 5 Baths
  • 4,070 Sq Ft

  77 Main St, East Haddam, CT 06423

  The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom kitchens and over 4000 sq ft of living space plus an additional 900+ sq. ft in the walkout basement. Its slate mansard roof with its intricate flower design is similar to East Haddam's Goodspeed Opera

  Sacha Armstrong William Pitt Sotheby's International Realty

  77 Main St, East Haddam, CT 06423
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  /40

  $2,849,000

  • 4 Beds
  • 4 Baths
  • 4,381 Sq Ft

  167 Shore Rd, Clinton, CT 06413

  Experience year-round coastal living at its finest in this meticulously maintained 4-bedroom, 4-bathroom waterfront retreat, offering 4,381 square feet and three floors of open, airy elegance infused with timeless New England shoreline charm. Perfectly situated to capture sweeping water views from nearly every window, this exceptional home is a rare blend of sophistication, comfort, and

  Alyssa Gambell William Raveis Real Estate

  167 Shore Rd, Clinton, CT 06413
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  /31

  $699,900

  • 2 Beds
  • 1 Bath
  • 1,198 Sq Ft

  10 Edwards Rd, Old Saybrook, CT 06475

  Charming 2 bedroom ranch set on a .20 acre lot in desirable Old Saybrook Cornfield Point Beach community. This home features an open and inviting living room that flows into the dining area and beautifully remodeled kitchen, creating an ideal space for everyday living and entertaining. The updated kitchen and remodeled bathroom add modern touches while maintaining the home's comfortable charm.

  Craig Milton Re/Max Valley Shore

  10 Edwards Rd, Old Saybrook, CT 06475
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  /40

  $585,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,252 Sq Ft

  361 Mount Parnassus Rd, East Haddam, CT 06423

  Well maintained home set in a private, nature filled setting. The remodeled kitchen features quartz countertops, while vaulted ceilings and skylights create a bright, airy feel throughout. Step outside to a spacious deck with a hot tub, overlooking beautifully natural landscaping. Additional highlights include central air, a partially finished basement with a convenient half bath, and solar

  Craig Milton Re/Max Valley Shore

  361 Mount Parnassus Rd, East Haddam, CT 06423

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