Middlesex County CT Homes for Sale

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  /26

  $1,200,000

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  122 College St, Old Saybrook, CT 06475

  Iconic Old Saybrook 1890's Captain's home with it's own widow's walk-venture up and enjoy 360 degree views of the CT River, North Cove, and Long Island Sound-or relax on the wrap around porch and watch the world go by. Situated on .80 level acres w/an inground pool-2 car detached garage w/1/2 bath for the pool-possibly could be renovated for guest quarters. This home is like a blank slate w/3200

  Mary McDonald Coldwell Banker Realty

  122 College St, Old Saybrook, CT 06475
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  /36

  $424,900

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  6 Woodlawn Dr, Cromwell, CT 06416

  This beautiful, cozy, and meticulously maintained full-brick Ranch offers the ease and convenience of true one-level living! Tucked away on a quiet cul-de-sac. A true hidden gem that feels like home the moment you arrive. This inviting residence has been lovingly cared for and thoughtfully updated. The main level offers a bright and welcoming layout bursting with charm. From the cozy living room,

  Robert Jordan Hagel & Assoc. Real Estate

  6 Woodlawn Dr, Cromwell, CT 06416
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  /40

  $899,000

  • 6 Beds
  • 7 Baths
  • 6,226 Sq Ft

  48 Evergreen Rd, Cromwell, CT 06416

  Experience comfort, flexibility, and thoughtful design in this impressive 6200+sq ft custom home located in one of Cromwell's most sought-after neighborhoods. Boasting 6-7 bedrooms, 7 bathrooms, and a true in-law suite, this residence offers the perfect layout for multi-generational living, au pairs or long-term guests.The main home features a classic layout with well-proportioned rooms,

  Nicole Defrancesco Coldwell Banker Realty

  48 Evergreen Rd, Cromwell, CT 06416
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  /39

  $1,499,000

  • 3 Beds
  • 3.5 Baths
  • 3,130 Sq Ft

  1 Osprey Commons S, Clinton, CT 06413

  Welcome to 1 Osprey Commons South, a stunning custom-built former model home in the highly sought-after "The Hammocks", an exclusive 55+ community where no two homes are alike. Perfectly perched with direct, unobstructed views of the Hammocks River salt marsh and the scenic Long Island Sound in the distance, this elegant home offers the ideal blend of tranquility and sophistication. This

  Cynthia Cingranelli-Tagliaferri Priority Real Estate Group,LLC

  1 Osprey Commons S, Clinton, CT 06413
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  /24

  $259,000

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

  92 Main St Unit 214, Deep River, CT 06417

  Deep River's answer to Manhattan loft living! This 2 bedroom, 2 bath condominium is located in-town so you can walk to shops, library, restaurants and bank. This building was originally a piano factory which was converted to residential condominiums in 1985. Ample off street parking in the rear and the building entrance requires a key to unlock for added security. Once in the foyer it's just a

  Richard Greene Coldwell Banker Realty

  92 Main St Unit 214, Deep River, CT 06417
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  /40

  $2,800,000

  • 5 Beds
  • 3.5 Baths
  • 5,327 Sq Ft

  128 Chestnut Hill Rd, Killingworth, CT 06419

  Modern Craftsman Countryside Retreat boasting 5 bedrooms, 3.5 bathrooms, an indoor and an outdoor pool, and barn. Discover your private estate in this stunning home; beautifully set on a vast twenty-seven acres in the peaceful countryside. This recently built residence offers pastoral views and a seamless blend of rustic charm and luxurious living; designed for both relaxation and entertaining.

  Scott Penna William Raveis Real Estate

  128 Chestnut Hill Rd, Killingworth, CT 06419
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  /34

  $249,000

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  129 Knowles Ave Unit 129, Middletown, CT 06457

  Welcome to this bright and inviting townhouse-style condo offering comfort, convenience, and great potential! The open-concept living and dining area features beautiful hardwood flooring and an abundance of natural light, creating a warm and welcoming atmosphere. The kitchen is a blank slate, ready for your personal touch and vision. Upstairs, you'll find two generously sized bedrooms and a full

  Wynne Lord Coldwell Banker Realty

  129 Knowles Ave Unit 129, Middletown, CT 06457
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  /11

  $2,900,000

  • Land
  • 1.89 Acres
  • $1,534,392 per Acre

  7 Foxboro Rd, Essex, CT 06426

  Seize the opportunity to create your own waterfront oasis with this 1.89-acre approved building lot, perfectly positioned in a coveted water community in the village of Essex. Offering direct frontage on the picturesque CT River, with water views stretching across to the Lyme hills this open and cleared parcel is a blank canvas awaiting your vision. A dock enhances this rare offering, providing

  Colette Harron William Pitt Sotheby's Int'l

  7 Foxboro Rd, Essex, CT 06426
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  /36

  $4,495,000

  • 3 Beds
  • 3.5 Baths
  • 4,383 Sq Ft

  7 Hanna Ln, Essex, CT 06426

  Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic

  Colette Harron William Pitt Sotheby's Int'l

  7 Hanna Ln, Essex, CT 06426
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  /20

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  749 Long Hill Rd Unit A, Middletown, CT 06457

  VERY RARE OPPORTUNITY! 1ST FLOOR, RANCH STYLE CONDO WITH WALK OUT BASEMENT AND ATTACHED GARAGE AT LONG HILL CONDOMINIUMS. You can hear the birds as you sit on your deck in the morning and see the luscious green lawn and trees behind you. This condo features 2 bedrooms, 2 bathrooms, a fireplace, washer and dryer in the main area, and sliders to a beautiful deck. The full basement is unfinished

  Sally McMahon William Raveis Real Estate

  749 Long Hill Rd Unit A, Middletown, CT 06457
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  /18

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 1,365 Sq Ft

  6 Mountain Laurel Ct, Cromwell, CT 06416

  Welcome to 6 Mountain Laurel Court. Nestled in the heart of Cromwell this two bedroom townhome is conveniently located to shopping, restaurants and highways. The main living area is bright and open with sliders out to your private patio perfect for indoor or outdoor entertaining. Both bedrooms are located upstairs and with plenty of closet space. Enjoy the tennis court, club house and pool all

  Kim Sherman Coldwell Banker Calabro

  6 Mountain Laurel Ct, Cromwell, CT 06416
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  /28

  $305,000

  • 2 Beds
  • 1 Bath
  • 760 Sq Ft

  87 Lake Shore Dr, Middlefield, CT 06455

  Start living the Lake Life! 2 Bedroom, 1 Bath Ranch home with a view and short walk to the beach of beautiful Lake Beseck. Remodeled and updated in 2017 including new kitchen and bath, heating system, electrical, plumbing, siding and windows! The open floor plan creates an inviting area with hardwood floors, vaulted ceiling and masonry fireplace in the Living Room. Kitchen boasts white cabinetry,

  Phil Giampietro Coldwell Banker Realty

  87 Lake Shore Dr, Middlefield, CT 06455
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  /31

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  15 Margarite Rd, Middletown, CT 06457

  Immaculate home on beautiful piece of land. Stunning brazilian cherry hardwood floors that catch your eye the moment you walk through the door. Living room with fireplace. Three bedrooms Kitchen with french doors opening to a large wrap around deck. ram access to deck .Many new upgrades. new roof new windows ,new siding 2023. New furnace, Upgrade to 200 amp service 2021.new appliances 2023, new

  Maureen Pelletier Berkshire Hathaway NE Prop.

  15 Margarite Rd, Middletown, CT 06457
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  /21

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  153 Shore Rd Unit 2, Clinton, CT 06413

  Coastal Charm Meets Modern Comfort- Stunning 3 Bedroom 2 Bathroom Year-Round Beach House With Ocean Views. Imagine Waking Up To The Sound of Waves and Breathtaking Ocean Views From The Comfort Of Your Own Home! Look No Further, 153 Shore Road Unit #2 Is For You! Enter This Paradise Oasis Through the Brand New Front Porch Area. Inside, You Will Find a Bright and Airy Living Space With Updated

  Sandra Ciarleglio William Raveis Real Estate

  153 Shore Rd Unit 2, Clinton, CT 06413
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  /40

  $4,495,000

  • 6 Beds
  • 4 Baths
  • 4,951 Sq Ft

  Unlisted Address

  Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning buyers-available for the first time in over 50 years. The home's design embraces passive solar principles with walls of glass that invite natural light and offer breathtaking views of the surrounding landscape. A heated free form

  Carol Frost Compass Connecticut, LLC

  Unlisted Address
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  /34

  $1,050,000

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  55 Cypress Rd, Old Saybrook, CT 06475

  Perched above the beautiful meadows in the desirable beach community of Knollwood, this property is a gem. Whether you would like to walk or take your golf cart to the beach, entertain on your deck in your backyard oasis or launch your kayak out your back door, you can have a sweet life here! A gorgeous new eat-in kitchen with high end appliances and a fireplace, is the icing on the cake of this

  Tina Rupp William Pitt Sotheby's Int'l

  55 Cypress Rd, Old Saybrook, CT 06475
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  /30

  $524,900

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  143 Clark Hill Rd, East Haddam, CT 06423

  Newly renovated Cape nestled on 3 meadow like acres. 3 bedroom/2 baths with open floor plan and fireplace in the living room. Huge deck off dining room. Finished walkout lower level. New furnace will be installed. Newer roof. Detached 2 car sheetrocked garage .

  Alexis Devlin Coldwell Banker Realty

  143 Clark Hill Rd, East Haddam, CT 06423
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  /5

  $99,500

  • Land
  • 3.00 Acres
  • $33,167 per Acre

  0 Freeman Rd, Middletown, CT 06457

  Beautiful 3-acre parcel offers the perfect blend of privacy, natural beauty, and potential. Whether you're looking to build your dream home, create a weekend retreat, or invest in a slice of the countryside, this property delivers the space and setting to bring your vision to life. The lot includes a rustic shed with cement floor and walls, that, while in need of repair, could be reimagined as

  Barbara Puorro Puorro Realty Group

  0 Freeman Rd, Middletown, CT 06457
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  /30

  $599,000

  • 3 Beds
  • 2.5 Baths
  • 2,843 Sq Ft

  958 Essex Rd, Westbrook, CT 06498

  Modern, Turnkey Living Just 1.5 Miles from the Shoreline Welcome to 958 Essex Road, where modern design meets coastal convenience in the heart of Westbrook, Connecticut. Tucked away on over an acre of private, low-maintenance land, this updated home offers nearly 2,800 square feet of thoughtfully designed living space - ideal for those seeking comfort, flexibility, and a connection to the

  Gigi Giordano Taylor Compass Connecticut, LLC

  958 Essex Rd, Westbrook, CT 06498
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  /39

  $699,900

  • 3 Beds
  • 2 Baths
  • 1,762 Sq Ft

  1 Hartford Ave, Old Saybrook, CT 06475

  Welcome to Saybrook Manor! This sprawling year-round beach home is a perfect blend of rustic beach charm and modern day amenities. Situated on a large double corner lot this home has deeded beach rights to the Saybrook Manor beaches at the end of Middletown Ave and Hartford Ave. Just a quick walk or golf cart ride to the water, invite your family and friends to enjoy plenty of yard space and a

  Bryan Neurath Country Manor Realty

  1 Hartford Ave, Old Saybrook, CT 06475
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  /32

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,767 Sq Ft

  76 River St W, Old Saybrook, CT 06475

  Built to Last! Well Maintained Cape tucked away in a peaceful location backing up to Salt marshes. Nature lovers will enjoy the serene views of the salt meadows, wildlife and privacy of this quiet neighborhood. This property features 3 beds, 2 baths, over 1700 square feet of living space, a living room with vaulted ceilings and wall unit ac, dining area, kitchen, 3 good sized bedrooms, a private

  Robert Perriello Century 21 AllPoints Realty

  76 River St W, Old Saybrook, CT 06475
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  /40

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  35 Soundview Ave, Old Saybrook, CT 06475

  South Cove property with spectacular, panoramic views extending out to the Connecticut River and Long Island Sound. Recently updated and move-in ready, this year-round home offers the perfect harmony of tranquility and convenience. Nestled in a peaceful neighborhood yet walking distance to Main Street and Saybrook Point. And, less than 2 miles to the town beach. Enjoy expansive water vistas from

  Sue Darmon William Pitt Sotheby's Int'l

  35 Soundview Ave, Old Saybrook, CT 06475
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  /37

  $509,900 Open Sun 10AM - 12PM

  • 3 Beds
  • 3 Baths
  • 1,742 Sq Ft

  73 Lake Shore Dr, Colchester, CT 06415

  This lakeside community is all about the quiet view and the ammenities! Private beaches, tennis courts, community pavilion with live music & gatherings, paddle boats, & all the fishing you can handle. The home is beautifully maintained with great indoor and outdoor entertaining space, lower level bedroom with its own bathroom and private entrance for versatility. This offering really is all about

  Jeff Valentine William Pitt Sotheby's Int'l

  73 Lake Shore Dr, Colchester, CT 06415
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  /16

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,960 Sq Ft

  30 Dwight Rd, Middlefield, CT 06455

  Welcome to a lifestyle, not just a location! Nestled on a quiet cul-de-sac in a friendly Middlefield neighborhood, this well-maintained Colonial offers charm, comfort, and an incredibly convenient lifestyle. Within 3 miles, enjoy top local attractions-Lyman Orchards, Lake Beseck, Powder Ridge, Indian Springs Golf, Peckham Park, and Wadsworth Falls. Whether it's apple picking, kayaking, or hitting

  Debbie Huscher Real Broker CT, LLC

  30 Dwight Rd, Middlefield, CT 06455
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  /17

  $189,497

  • Land
  • 14 Acres
  • $13,842 per Acre

  0 Stantack Rd Unit 24101791, Middletown, CT 06457

  Here's your opportunity to own an amazing 13.69 ac property nestled in the heart of Middletown, CT in Middlesex County. Situated between a residential neighborhood and scenic state hiking trails, this parcel offers a rare blend of seclusion and accessibility. Landlocked but it includes an easement, and a plat is available for your reference. Located in a sought-after, higher-end part of town, it

  Steven Koleno Beycome of Connecticut

  0 Stantack Rd Unit 24101791, Middletown, CT 06457
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  /40

  $289,900

  • 2 Beds
  • 2 Baths
  • 1,534 Sq Ft

  9 Watch Hill Cir Unit 9, Cromwell, CT 06416

  Adorable 2-bedroom,2 full bath Townhouse located in a great location in this quaint complex. This move-in ready condo has been lovingly maintained and painted with a modern flair. Featuring a sunken living room with wrought iron rails, eat in kitchen with updated cabinetry & SS appliances, formal DR, newer Pergo floors & central air. Inviting Trex deck w/a beautiful view overlooking the

  Steven Romero Coldwell Banker Realty

  9 Watch Hill Cir Unit 9, Cromwell, CT 06416
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  /18

  $284,900

  • 2 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  956 S Main St Unit 956, Middletown, CT 06457

  Beautifully maintained townhouse in a desirable, convenient location nestled in the rarely available complex of Cityside! This spacious home offers 2 generously sized bedrooms with large closets, 1.5 bathrooms, a warm inviting stone facade fireplace with tv mount - adding comfort & coziness to the dining & living area. The updated kitchen features modern finishes, stainless steel appliances &

  Michelle Mazzotta eXp Realty

  956 S Main St Unit 956, Middletown, CT 06457
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  /40

  $949,900

  • 6 Beds
  • 5 Baths
  • 5,855 Sq Ft

  70R Tri Mountain Rd, Durham, CT 06422

  Come explore this exquisite custom ranch on private 4+ acre lot in sought after Durham. Your house will be THE PLACE for friends and family to visit and stay! Enjoy hosting in your spacious living room or formal dining room with wood inlay floor. Casual gatherings are fun and easy in the open family room and kitchen. For some alone time, sit by the fireplace or experience peace by gazing at the

  Jason Fredricksen Seabury Hill REALTORS

  70R Tri Mountain Rd, Durham, CT 06422
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  /40

  $550,000

  • 3 Beds
  • 1.5 Baths
  • 1,321 Sq Ft

  7 Meriden Ave, Westbrook, CT 06498

  Have you always wanted to own a summer cottage at the beach? Rare find Seasonal cottage available at OLD KELSEY POINT BEACH in Westbrook. Cottage sleeps 8-9. Fully furnished 3 blocks from the private association beach. 1st floor bedroom. Open floor plan. 2nd floor has 2 bedrooms, a sitting room with a couch that opens to a twin bed, a sunroom with another bed and a full bath. The sunroom would

  Pam Rizy Berkshire Hathaway NE Prop.

  7 Meriden Ave, Westbrook, CT 06498
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  /40

  $479,900

  • 4 Beds
  • 2.5 Baths
  • 2,605 Sq Ft

  75 Carll Rd, Middletown, CT 06457

  Move right into this stunning, fully renovated 4 bedroom with 2.5 bath home offering over 2,600 square feet of stylish living space. Located in desirable Middletown on a non-thru street, this property features gleaming hardwood floors and a warm, inviting family room with wood-beamed ceilings which leads out to a deck and comfy living room. The spacious kitchen has been beautifully updated with

  Natuzza Dimasi William Raveis Real Estate

  75 Carll Rd, Middletown, CT 06457
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  /38

  $362,000

  • 3 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  8 Roberta Dr, Middletown, CT 06457

  Welcome to 8 Roberta Drive, where everything just feels right. This 3-bedroom split-level has a layout that works for real life. You walk into a bright, open space where the kitchen, dining, and living areas flow together, perfect for hosting friends or simply enjoying everyday life. Slide open the door and step onto the deck for morning coffee or evening unwinding. Upstairs, the primary bedroom

  Piotr Nowak Real Estate Dudes

  8 Roberta Dr, Middletown, CT 06457
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  /40

  $579,900

  • 3 Beds
  • 2 Baths
  • 3,018 Sq Ft

  65 Breezy Corners Rd, Portland, CT 06480

  Discover the charm of country living in historic Portland, CT! This beautifully maintained and thoughtfully upgraded three-bedroom, two-bath home offers a serene retreat in a picturesque rural setting. Nestled in nature yet just minutes from downtown Middletown, you'll enjoy convenient access to its lively Main Street, filled with vibrant dining, shopping, and entertainment. Step outside and

  Joseph Bajorski Commercial Services Realty

  65 Breezy Corners Rd, Portland, CT 06480
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  /35

  $2,200,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 4,162 Sq Ft

  20 Hemlock Dr, Essex, CT 06426

  Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and

  Dee Hasuly KW Legacy Partners

  20 Hemlock Dr, Essex, CT 06426
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  /40

  $579,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Absolutely beautiful and spacious home with over 3000sq/ft in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind with geo-thermal heating/cooling, solar panels and a cozy propane fireplace. High ceilings, gleaming hardwood floors and elegant architectural details throughout. The bright living room lined with windows features the propane fireplace and

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
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  /13

  $239,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  40 Batt St, Middletown, CT 06457

  Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  40 Batt St, Middletown, CT 06457
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  /36

  $545,000

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  70 River Rd, East Haddam, CT 06423

  Enjoy your morning coffee AND great sunsets from the grand front porch overlooking the meadow. Welcome to beautifully updated Beech Hill Farm. Inside the main house, southwest light bathes the living and dining rooms. Find fir floors, oversized windows and a cherry kitchen with soapstone sink, Gaggenau appliances - gas cooktop, wall oven, steam oven, dishwasher and a Subzero refrigerator.

  Nancy Mesham Coldwell Banker Realty

  70 River Rd, East Haddam, CT 06423
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  /40

  $899,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 5 Baths
  • 5,486 Sq Ft

  81 Aresco Dr, Middletown, CT 06457

  Welcome to this exceptional custom-built home offering the perfect blend of luxury, comfort, and functionality. Featuring 5+ bedrooms and five full and one half baths, this beautifully designed residence showcases a gourmet kitchen with top-of-the-line appliances and elegant finishes, flowing seamlessly into a dramatic two-story great room with a stunning fireplace. The first-floor primary suite

  Carl Chisem Jr. William Raveis Real Estate

  81 Aresco Dr, Middletown, CT 06457
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  /40

  $639,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,312 Sq Ft

  755 W Pond Meadow Rd, Westbrook, CT 06498

  Are you interested in the country charm of Westbrook? Close to schools, YMCA, town library, beaches, hiking trails, and Messerschmidt's Pond just over a mile away where you can canoe, kayak, fish or just relax nearby. A short drive to The Kate for a night at the theatre! Come join us for a walk through this beautifully spacious Colonial surrounded by plenty of open space outdoors with lovely

  Dianne Crawford Berkshire Hathaway NE Prop.

  755 W Pond Meadow Rd, Westbrook, CT 06498
• 

  

  /25

  $558,900

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  This beautifully revamped ranch style home provides a perfect blend of modern style and comfort. With 1,196 square feet of living space, this property boasts three spacious bedrooms and one full bathroom. The chef-inspired kitchen features sleek, new appliances, stylish cabinetry, and quartz countertops, ideal for both everyday meals and entertaining. The bright, airy living areas are enhanced

  Patrick Garrett Complete Real Estate

  14 Denmore Ln, Old Saybrook, CT 06475
• 

  

  /37

  $569,000

  • 3 Beds
  • 2.5 Baths
  • 2,531 Sq Ft

  2 Acorn Dr, East Haddam, CT 06423

  Located on an extremely quiet cul-de-sac, off of one of the prettiest roads in East Haddam, is this expansive Colonial. This Impressive 3-bedroom, 2 1/2 baths, WITH an additional enormous family room over the garage, and accessible from the main house. Large front-to-back living room with fireplace and access door to covered porch. Hardwood floors throughout. Gas double oven. Kitchen with 10-foot

  Karen Murphy Berkshire Hathaway NE Prop.

  2 Acorn Dr, East Haddam, CT 06423

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