Middlesex County CT Homes for Sale

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  /35

  $399,000

  • 3 Beds
  • 3.5 Baths
  • 2,158 Sq Ft

  12 Burr St, Portland, CT 06480

  Welcome to 12 Burr Street, a charming 2,000-square-foot ranch nestled in a beautiful Portland neighborhood. This inviting home boasts a spacious floor plan, perfect for comfortable living and entertaining. With a modern kitchen, cozy living areas, and ample natural light, the main level offers a warm and welcoming atmosphere. The finished basement provides versatile additional space, ideal for a

  Alberim Klenja RE/MAX Precision Realty

  12 Burr St, Portland, CT 06480
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  /40

  $3,375,000

  • 4 Beds
  • 6 Baths
  • 4,926 Sq Ft

  288 Middlesex Ave, Chester, CT 06412

  East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

  Nancy Mesham Coldwell Banker Realty

  288 Middlesex Ave, Chester, CT 06412
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  /40

  $649,900

  • 4 Beds
  • 2 Baths
  • 3,190 Sq Ft

  46 Maple Ave, Old Saybrook, CT 06475

  Old Saybrook Multi-Family with ADU Steps to the South Cove. Seize a rare opportunity to own this highly versatile, multi unit in the heart of sought-after Old Saybrook. Perfectly situated just steps from scenic South Cove, this spacious multi-family home offers unmatched convenience. Leave the car behind as you enjoy a short stroll to vibrant downtown Old Saybrook, and easily access the Shoreline

  Fran Manganello Coldwell Banker Realty

  46 Maple Ave, Old Saybrook, CT 06475
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  /40

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft

  912 Boston Post Rd, Westbrook, CT 06498

  Welcome to 912 Boston Post Road in Westbrook, a versatile two-family home just 0.4 miles from the shoreline. Imagine saving instantly on power-this property features a $50k solar system already paid in full, covering the electrical bills. The home spans 1,977 sq. ft. across four levels: Floor 1 offers 353 sq. ft., Floor 2 has 455 sq. ft., Floor 3 provides 744 sq. ft., and Floor 4 adds 425 sq.

  Joseph Malerba eXp Realty

  912 Boston Post Rd, Westbrook, CT 06498
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  /40

  $519,000

  • 3 Beds
  • 2 Baths
  • 1,958 Sq Ft

  47 Plains Rd, Deep River, CT 06417

  Charming Cape Cod home offering desirable first-floor living, nestled on a scenic, spacious, and private lot in scenic Deep River. Surrounded by a farm-like atmosphere, this property features beautifully cleared land perfect for gardening, outdoor entertaining, or simply enjoying the peace and quiet of nature. Step inside to discover a bright, open-concept layout with thoughtful updates

  Rachel Welch William Raveis Real Estate

  47 Plains Rd, Deep River, CT 06417
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  /20

  $369,900

  • 4 Beds
  • 2 Baths
  • 1,754 Sq Ft

  58 Durant Terrace, Middletown, CT 06457

  Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the

  Michelle Lorenzetti Premier Re Group LLC

  58 Durant Terrace, Middletown, CT 06457
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  /7

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  1A Pomeroy Place, Middletown, CT 06457

  This Colonial Home is situated on a small cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers 3 Bedrooms, 1.5 Baths, 2 Car Garage, and a Partially Finished Basement.

  Craig Ings Hill Top Real Estate, LLC

  1A Pomeroy Place, Middletown, CT 06457
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  /9

  $329,900

  • 7 Beds
  • 2 Baths
  • 1,965 Sq Ft

  1 Pomeroy Place, Middletown, CT 06457

  This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

  Craig Ings Hill Top Real Estate, LLC

  1 Pomeroy Place, Middletown, CT 06457
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  /37

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  8 Butter Jones Rd, Chester, CT 06412

  Enchanting Cape with Artisan Post & Beam Charm - Just Down the Road from Chester Village! Tucked away on 2 acres of picturesque land, this whimsical 3-bedroom, 2.5-bath Cape Cod home invites you to live among nature in style. Only a short distance from Cedar Lake and Chester Village, you'll have easy access to endless outdoor adventures and world-class restaurants and shopping just moments

  Amy Graham William Pitt Sotheby's Int'l

  8 Butter Jones Rd, Chester, CT 06412
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  /40

  $540,000

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  69 Bamforth Rd, Haddam, CT 06438

  Experience refined country living at 69 Bamforth Road in Haddam. Nestled on 2.85 acres of serene landscape, this elegant residence blends timeless New England charm with modern comfort, creating an exceptional retreat. Offering over 2,100 square feet, the home showcases spacious living areas bathed in natural light. The interior layout is thoughtfully designed, balancing warmth and

  Obed Siawor CENTURY 21 AllPoints Realty

  69 Bamforth Rd, Haddam, CT 06438
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  /40

  $975,000 Open Sat 4:30PM - 7PM

  • 4 Beds
  • 3 Baths
  • 3,644 Sq Ft

  407 Grove Beach Rd N, Westbrook, CT 06498

  The Scranton House. This Quintessential New England historic Greek Revival blends old world charm with modern luxury living! Built by a prominent Connecticut businessman and government leader, was constructed circa 1830 and first stood on the grounds of the Madison memorial library and was moved to its current location in 1988. Nestled on two immaculately manicured park-like acres and backing up

  Sam Manandhar RE/MAX Heritage

  407 Grove Beach Rd N, Westbrook, CT 06498
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  /40

  $1,199,500

  • 4 Beds
  • 3.5 Baths
  • 2,850 Sq Ft

  25 Maplewood Rd, Old Saybrook, CT 06475

  Knollwood Beach Association NEW Construction! Experience three levels of sun-filled coastal elegance in this tastefully designed home offering space and flexibility for modern living. The open floor plan flows with light-colored hardwoods throughout, anchored by a designer white kitchen on the main level, while a walk-out lower level with its own kitchenette provides the perfect setting for

  Joel Lucas Coldwell Banker Realty

  25 Maplewood Rd, Old Saybrook, CT 06475
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  /6

  $475,000

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  29 Salt Island Rd, Westbrook, CT 06498

  29 Salt Island Road, Westbrook - where history meets possibility. Once known as 29 & 31 Salt Island Road, this 150-year-old two-family residence carries the charm of yesteryear and the promise of tomorrow. Offered As Is, it presents a rare opportunity to restore, reimagine, or completely rebuild in one of Westbrook's most desirable shoreline locations. Currently configured as two rental units

  Jennifer Gurnell William Raveis Real Estate

  29 Salt Island Rd, Westbrook, CT 06498
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  /40

  $1,300,000

  • 4 Beds
  • 4.5 Baths
  • 2,847 Sq Ft

  112 Schulman Veslak Rd, East Haddam, CT 06423

  This fully renovated multi-level Colonial, originally built in the early 1900s, offers a rare opportunity to own a turn-key equestrian estate in one of East Haddam's most scenic and private settings. Blending historic charm with modern amenities, the home and grounds have been thoughtfully updated and meticulously maintained. The house is equipped with solar panels, central air, propane, dual oil

  Heather Fenn Sunset Creek Realty, LLC

  112 Schulman Veslak Rd, East Haddam, CT 06423
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  /35

  $1,275,000

  • 6 Beds
  • 3 Baths
  • 3,869 Sq Ft

  9 Turnstone Rd, Essex, CT 06426

  A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

  Rick Weiner William Pitt Sotheby's Int'l

  9 Turnstone Rd, Essex, CT 06426
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  /38

  $1,050,000

  • 4 Beds
  • 3.5 Baths
  • 4,176 Sq Ft

  23 Olmstead Rd, East Haddam, CT 06423

  Exceptional 4-Bedroom Colonial with Pool, 4-Car Garage Capacity & Fabulous Outdoor Living. Welcome to a beautifully crafted 4-bedroom, 3.5-bath Dutch Colonial located just 1 mile from the East Haddam town beach and minutes from the Connecticut River, Goodspeed Opera House and hiking trails. Set on a gorgeous landscaped lot with irrigation, this home offers over 4,000 square feet of finished

  Tina Rupp William Pitt Sotheby's Int'l

  23 Olmstead Rd, East Haddam, CT 06423
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  /36

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  101 Mill St, Middletown, CT 06457

  Nestled on a private lot in desirable Middletown, 101 Mill Street is a stunning brick ranch that masterfully blends classic charm with modern functionality. This meticulously maintained home boasts 1,682 square feet of thoughtfully designed living space, featuring three spacious bedrooms and 2 beautifully appointed baths. The heart of the home is an extra-large kitchen, perfect for culinary

  The Hamre Group Real Broker CT, LLC

  101 Mill St, Middletown, CT 06457
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  /40

  $450,000

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  10 Lorelei Cir, Middletown, CT 06457

  Welcome to your dream home! This beautifully updated cape offers 4 spacious bedrooms and 3 modern baths, perfect for comfortable living. The heart of the home is the stunning eat-in kitchen, featuring stainless steel appliances, sleek countertops, and ample storage-ideal for family meals and entertaining. The inviting living room boasts a cozy fireplace, creating a warm atmosphere for gatherings

  Stefania Bramato Berkshire Hathaway NE Prop.

  10 Lorelei Cir, Middletown, CT 06457
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  /2

  $369,000

  • 5 Beds
  • 2 Baths
  • 2,953 Sq Ft

  394 High St, Middletown, CT 06459

  This 2 family has great potential and within walking distance to Wesleyan University. Also easy access to Rt 9 or Rt 66 and walking distance to the downtown restaurants and shops. This is an ideal investment property to add to your portfolio, or can be your own place of peace with an additional income stream.

  Andre Holloman KW Legacy Partners

  394 High St, Middletown, CT 06459
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  /39

  $479,900

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

  73 Lake Shore Dr, Colchester, CT 06415

  Welcome to your dream retreat in a serene lakeside community where the lifestyle is just as impressive as the home itself! This beautifully maintained property offers spacious indoor and outdoor entertaining areas, including a lower-level bedroom with its own bathroom and private entrance-perfect for guests, in-laws, or a home office. Enjoy access to private beaches, tennis courts, a community

  Casey Meadows William Raveis Real Estate

  73 Lake Shore Dr, Colchester, CT 06415
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  /39

  $424,900

  • 4 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  92 Dunn Hill Rd, Durham, CT 06422

  Welcome to this one-of-a-kind contemporary raised ranch nestled on a private 1.75-acre lot. Overflowing with architectural charm, this expansive home offers a rare opportunity to create something extraordinary. With over 2,500 sq ft of living space, and FOUR bedrooms PLUS an office, you can reimagine the lifestyle you've been dreaming of. Upon entering, you'll appreciate the home's impressive

  Storm Steinberg Carbutti & Co., Realtors

  92 Dunn Hill Rd, Durham, CT 06422
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  /2

  $249,900

  • Land
  • 16.84 Acres
  • $14,840 per Acre

  0 Round Hill Lot 17 Rd, Middletown, CT 06457

  Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. There are no deed resrictions or HOA fees. Possible owner financing available. Please do not walk the property without permission.

  Peter Carbutti Carbutti & Co., Realtors

  0 Round Hill Lot 17 Rd, Middletown, CT 06457
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  /40

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,850 Sq Ft

  19 Riverside Dr, Clinton, CT 06413

  Coastal Living at Its Finest - Steps from Cedar Island Marina! Discover this rare coastal gem, fully remodeled and exquisitely custom-designed. Ideal location for boating enthusiasts, nature-lovers and for those who enjoy casual entertaining. Flooded with natural light and serene water views, the home offers effortless elegance and comfort. The open-concept kitchen features a large center island,

  Sally Tucker Coldwell Banker Realty

  19 Riverside Dr, Clinton, CT 06413
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  /30

  $2,950,000

  • 4 Beds
  • 3.5 Baths
  • 6,406 Sq Ft

  291 Injun Hollow Rd, East Hampton, CT 06424

  Luxury waterfront estate on the Connecticut River with 2.5+ private acres and 397 feet of river frontage. This 6,300 square foot home was fully rebuilt and expanded in 1999 from an 1851 Post and Beam, offering Four to five bedrooms, four baths, and water views from nearly every room. The chef's kitchen features custom cherry cabinetry, Corian counters, Viking six-burner cooktop, and double

  Justin Bradley Coldwell Banker Realty

  291 Injun Hollow Rd, East Hampton, CT 06424
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  /22

  $86,900

  • 3 Beds
  • 1 Bath
  • 822 Sq Ft

  133 W Main St Unit TRLR A9, Clinton, CT 06413

  Welcome to this newly refreshed 3-bedroom, 1-bath manufactured home located in a quiet community in Clinton. Offering 822 sq. ft. of single-level living, this home is an affordable option for first-time buyers, downsizers, or those looking for a low-maintenance coastal retreat. The interior features a practical layout with comfortable living and dining areas, three bedrooms, and a full bath.

  Leah Georgens Real Broker CT, LLC

  133 W Main St Unit TRLR A9, Clinton, CT 06413
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  /23

  $344,900

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

  6 Coles Rd, Cromwell, CT 06416

  Great opportunity to own this over-sized Ranch style home situated on over three quarters of an acre lot! Features include hardwood floors, large eat-in kitchen, living room with fireplace, separate office/den, main level laundry room, large three season porch and more. The home is located in a HB zone and has the potential for various home based businesses. Easy access to highways, shopping,

  Peter Carbutti Carbutti & Co., Realtors

  6 Coles Rd, Cromwell, CT 06416
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  /22

  $1,190,000

  • 1 Bed
  • 1 Bath
  • 578 Sq Ft

  174 Nehantic Trail, Old Saybrook, CT 06475

  Best location in Indiantown Beach Association! This charming year-round waterfront cottage comes with its very own private beach and breathtaking views of Long Island Sound. Just under 600 sq ft, it sits on a .12-acre lot offering rare expansion potential. A spacious deck overlooks the water, perfect for morning coffee or evening sunsets, with sliders from both the living room and bedroom

  Joel Lucas Coldwell Banker Realty

  174 Nehantic Trail, Old Saybrook, CT 06475
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  /40

  $419,900

  • 4 Beds
  • 1.5 Baths
  • 1,688 Sq Ft

  46 Hemlock Dr, Deep River, CT 06417

  Charming home located just out of town. Nicely laid out for entertaining in and out. Large living room with fireplace and cathedral ceiling. 2 Bedrooms and a full bath on the main floor. 11x20 Eat In Kitchen with granite counter tops. Second floor has a sitting/play area, 2 bedrooms and a 1/2 bath. Rear screened porch overlooks the terraced backyard. Large 13x34 deck steps down to the inground

  Craig Milton Re/Max Valley Shore

  46 Hemlock Dr, Deep River, CT 06417
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  /19

  $189,900

  • Land
  • 21.87 Acres
  • $8,683 per Acre

  40 & 42 Old Cart Rd, Haddam, CT 06438

  LOOKING TO BUILD? This extraordinary 21+ acre lot is adjacent to a state forest (8 acres to the south) with all the privacy you will ever need! This property has an approved survey for a 5 Bedroom home, with approved septic plan (for 5BR home) and well testing all completed by a professional engineer. The land is mostly cleared of brush where the home would be placed. The trees that are left are

  Jeff Coleman Hagel & Assoc. Real Estate

  40 & 42 Old Cart Rd, Haddam, CT 06438
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  /18

  $199,497

  • Land
  • 25.53 Acres
  • $7,814 per Acre

  00 Hoop Pole Hill Rd, Chester, CT 06412

  Here's your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the boundary, making it ideal for recreational activities and hunting. Conveniently located near Route 9, just off Exit 8, this expansive

  Derek Greene Derek Greene

  00 Hoop Pole Hill Rd, Chester, CT 06412
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  /33

  $349,900

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, minutes from downtown Middletown, Wesleyan University & Middlesex Hospital, this home offers the perfect blend of convenience & character. Featuring 4 nice sized bedrooms, high ceilings, original woodwork & a warm inviting layout. The detached garage adds extra storage or workshop potential & the walk-up attic offers endless possibilities for expansion

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /40

  $1,495,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 5,980 Sq Ft

  4 Laconia Dr, Clinton, CT 06413

  Welcome to 4 Laconia Drive, where timeless elegance meets modern sophistication. Nestled within Lake Laconia Estates, this 4,500 sq ft estate on 1.84 acres offers a curated balance of timeless architecture and modern refinement. Private lake access, a private corner lot, and thoughtfully renewed interiors create a lifestyle of both elegance and ease. From the moment you step inside, the attention

  Larry Bevilacqua RE/MAX Legends

  4 Laconia Dr, Clinton, CT 06413
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  /36

  $1,400,000

  • 4 Beds
  • 4 Baths
  • 3,036 Sq Ft

  11 N Main St, Essex, CT 06426

  Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

  Philip Warner William Pitt Sotheby's Int'l

  11 N Main St, Essex, CT 06426
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  /39

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 2,100 Sq Ft

  155 Fawn Hill Dr, Westbrook, CT 06498

  Shoreline Living in Westbrook! Set at the end of a quiet cul-de-sac, this inviting 2,100 sq ft Raised Ranch combines space, updates, and an unbeatable location. The main level is filled with natural light and features 3 bedrooms, 1.5 baths, and hardwood floors that add warmth and charm throughout the living and dining areas. The open kitchen flows easily to the back deck, perfect for summer

  Allison Ciarcia William Raveis Real Estate

  155 Fawn Hill Dr, Westbrook, CT 06498
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  /36

  $314,900

  • 2 Beds
  • 1 Bath
  • 834 Sq Ft

  90 Lake Shore Dr, East Haddam, CT 06423

  Motivated Seller - Charming Year-Round Home at Beautiful Lake Hayward - Welcome to this rare opportunity to own a year-round cottage-style home in the sought-after Lake Hayward community. This 2-bedroom, 1-bath property is filled with character and potential, offering the perfect balance of comfort, convenience and lifestyle. Step inside to find a cozy living room accented by a wood-burning

  Carolyn Kress Berkshire Hathaway NE Prop.

  90 Lake Shore Dr, East Haddam, CT 06423
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  /36

  $140,000

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  133 W Main St Unit MV1, Clinton, CT 06413

  Welcome to this beautifully updated mobile home offering nearly 1,200 sq. ft. of comfortable living space. With 3 spacious bedrooms and 1 full bath, this home has been thoughtfully renovated to provide modern style and ease of living. Bright and inviting, the open floor plan is filled with natural light, creating a warm and welcoming atmosphere. The kitchen and living areas have been refreshed

  Matt Donafrio GRL & Realtors, LLC

  133 W Main St Unit MV1, Clinton, CT 06413
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  /4

  $799,500

  • Land
  • 0.77 Acre
  • $1,038,312 per Acre

  192 E Main St, Clinton, CT 06413

  Good Traffic Location: Located along US Route 1 (East Main Street) in downtown Clinton; adjacent to national retailers; off I-95 16,000 Traffic Count 0.77 Acre Lot at Corner of a Traffic Light It has dual frontage: about 85 feet on Beach Park Road and 72 feet on Main Street. Corner lots have more visibility & access.

  Sam Lyman Samuel Lyman, Broker

  192 E Main St, Clinton, CT 06413
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  /40

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,824 Sq Ft

  117 Ayers Point Rd, Old Saybrook, CT 06475

  Nestled on a serene, 1.18-acre lot in desirable Ayer's Point neighborhood with private pond-enjoy the view or go fishing in summer and ice skating in winter. This charming Colonial offers a perfect blend of traditional elegance and modern comfort. Featuring nearly 2,824 sq ft of above-grade living on two stories, enter into the foyer and then enjoy the front to back living room with fireplace,

  Chloe White KW Legacy Partners

  117 Ayers Point Rd, Old Saybrook, CT 06475
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  /40

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,783 Sq Ft

  131 Cow Hill Rd, Clinton, CT 06413

  The William Stevens home is a spacious antique house with 2,875 square feet, four bedrooms, and two bathrooms on 2.4 acres of land. It features high ceilings and wide plank antique floors, creating a comfortable and charming atmosphere. The property is conveniently located just 1/4 mile from Chamard Vineyard, 1 mile from Clinton Crossings, and 1.5 miles from the beach, offering a peaceful yet

  Maria Phillips Coldwell Banker Realty

  131 Cow Hill Rd, Clinton, CT 06413
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  /40

  $824,900

  • 4 Beds
  • 3.5 Baths
  • 3,697 Sq Ft

  32 Pinewood Trail, Deep River, CT 06417

  Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden, a chicken coop, or simply open space to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the

  Erin Borruso William Pitt Sotheby's Int'l

  32 Pinewood Trail, Deep River, CT 06417

Showing Results 161 - 200, Page 5 of 10