Middlesex County CT Homes for Sale

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  /32

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  11 Cove Hill Rd, Essex, CT 06426

  Supremely Updated and Truly Mint! Nestled in a wonderful neighborhood of fine homes in the charming village of Essex, this beautifully updated saltbox colonial offers comfort, style, and an inviting open floor plan. The first floor features a spacious living room, dining area, and gorgeous kitchen with gleaming granite countertops and attractive stainless-steel appliances. The spacious living

  Lynn Lehrman Re/Max Valley Shore

  11 Cove Hill Rd, Essex, CT 06426
• 

  

  

  /37

  $675,000

  • 3 Beds
  • 3 Baths
  • 2,893 Sq Ft

  21 Sunset Ridge, Deep River, CT 06417

  ONLY 10 HOMES call this neighborhood home. This center hall colonial is set on a wonderful lot. Bordering the rear is open space owned by Deep River Land Trust, affording a bit more privacy to the backyard. One will appreciate the drop zone, ample closets, access to the garage, and both front and rear yards. One of the three full baths is here, too. Spacious rooms are found throughout the house,

  Joel Grossman Lamacchia Realty

  21 Sunset Ridge, Deep River, CT 06417
• 

  

  

  /17

  $429,000

  • 3 Beds
  • 2 Baths
  • 2,133 Sq Ft

  54 Midwood Farm Rd, East Hampton, CT 06424

  Welcome to this well-maintained raised ranch nestled on a peaceful cul-de-sac in one of East Hampton's most desirable neighborhoods. Situated on approximately one acre, this 3-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and convenience, just minutes from Lake Pocotopaug, local parks, shopping, and restaurants. The main level features a bright and inviting living room with

  Paula Smith Coldwell Banker Realty

  54 Midwood Farm Rd, East Hampton, CT 06424
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  /35

  $709,900

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,833 Sq Ft

  4 Pine Place, Clinton, CT 06413

  Welcome home to this charming and beautifully updated Cape nestled on a quiet dead-end street in a wonderful waterfront community. This inviting 4-bedroom, 2-full-bath home sits on a generous quarter-acre lot and is just a half-mile stroll to the town marina, waterfront, and local restaurants. The interior features beautifully refinished hardwood floors, elegant crown molding, and all-new

  Christina King Connecticut Real Estate Group LLC

  4 Pine Place, Clinton, CT 06413
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  /19

  $65,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 570 Sq Ft

  14 Old Mill Rd Unit LOT 36, Clinton, CT 06413

  Affordable and easy living in this well-maintained 2-bedroom mobile home located in a convenient Clinton community. This home offers a functional layout with comfortable living space, a newer hot water heater, and a patio that's perfect for relaxing or enjoying your morning coffee. Conveniently located near shopping, restaurants, beaches, marinas, and I-95, making it an excellent option for

  Heather Zito Carbutti & Co., Realtors

  14 Old Mill Rd Unit LOT 36, Clinton, CT 06413
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  /33

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 4,271 Sq Ft

  20 Chimney Hill Rd, Middletown, CT 06457

  Nestled in the sought-after Chimney Hill neighborhood, this spacious Colonial offers over 4,200 square feet of thoughtfully designed living space on a beautifully landscaped lot. The home features 4 bedrooms, 2.5 bathrooms, a bright, open floor plan, generous living and dining areas, and a spacious kitchen perfect for everyday living and entertaining. The family room provides a warm gathering

  Joe Koontz eXp Realty

  20 Chimney Hill Rd, Middletown, CT 06457
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  /40

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,755 Sq Ft

  11 Kitteridge Hill Rd, Old Saybrook, CT 06475

  Tucked away on a peaceful cul-de-sac off School House Road, this beautifully maintained Cape offers over 2,700 square feet of finished living space in one of Old Saybrook's most desirable locations. Directly across from The Preserve trail access and just moments from Clark Park, this home is perfectly positioned for those who appreciate nature, recreation, and privacy. The inviting main level

  Jessica Blancato William Pitt Sotheby's Int'l

  11 Kitteridge Hill Rd, Old Saybrook, CT 06475
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  /29

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,649 Sq Ft

  21 Hickory Ln, East Haddam, CT 06423

  Bashan Lake: Experience panoramic, breathtaking views from this rarely available waterfront home on beautiful Bashan Lake. Offered for the first time in decades, this year-round residence has been lovingly owned by the same family since the late 1950s. Located on a quiet, scenic dead-end road, the property has an impressive 108 feet of waterfront on Bashan Lake, a full recreational lake known for

  Dee Hasuly KW Legacy Partners

  21 Hickory Ln, East Haddam, CT 06423
• 

  /2

  $1,590,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  13 College St, Old Saybrook, CT 06475

  13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit

  Lisa Fekete William Raveis Real Estate

  13 College St, Old Saybrook, CT 06475
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  /35

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,352 Sq Ft

  104 Bell St, Middletown, CT 06457

  Welcome to 104 Bell Street - a rare find on 2.6 private acres in the heart of Middletown. This 4-bedroom, 2 full bath home offers a truly unique setting where you drive down a long, secluded driveway and cross a bridge over Sawmill Brook to arrive at your own private oasis. Fully updated throughout, this home features a renovated kitchen, updated bathrooms, new flooring, new 200-amp electrical

  Warren Juall HOMESELL

  104 Bell St, Middletown, CT 06457
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  /39

  $690,000

  • 4 Beds
  • 4 Baths
  • 4,500 Sq Ft

  68 High St, Portland, CT 06480

  Custom-built by renowned local builder McGinley, this exceptional home is tucked away at the end of a peaceful private road, in the desirable The Highlands subdivision, privately situated on 3.34 acres. Thoughtfully designed and built as the builder's own residence, this spacious home offers quality craftsmanship, character, and incredible versatility throughout. A grand foyer welcomes you into

  Jody Smaglis Coldwell Banker Realty

  68 High St, Portland, CT 06480
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  /40

  $649,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  8 Kenn Rd, Old Saybrook, CT 06475

  Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment

  

  Michael Marsden

  Compass Connecticut, LLC

  8 Kenn Rd, Old Saybrook, CT 06475
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  /38

  $475,000

  • 1 Bed
  • 1.5 Baths
  • 1,430 Sq Ft

  159 Wrights Pond Rd, Westbrook, CT 06498

  Welcome to 159 Wrights Pond, this secluded Chalet built on over 3 private acres, features beautiful hardwood floors, open floor plan ideal for entertaining and views of Wrights Pond. Other features include an oversized two car garage, detached two car garage with wood shop, and whole house generator. Wrights pond is ideal for kayaking, fishing ect. Located just minutes from award-winning

  Cheryl Cook Re/Max Valley Shore

  159 Wrights Pond Rd, Westbrook, CT 06498
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  /40

  $915,000

  • 4 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  86 Laurel Ridge Trail, Killingworth, CT 06419

  Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a

  Melanie Scull William Pitt Sotheby's Int'l

  86 Laurel Ridge Trail, Killingworth, CT 06419
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  /39

  $629,900

  • 4 Beds
  • 2.5 Baths
  • 4,212 Sq Ft

  15 Davison Rd, Moodus, CT 06469

  Pride of ownership will wow you at 15 Davison Rd in Moodus! This spectacular colonial home sits on over an acre of private land on a quiet, dead-end road lined with quintessential New England stone walls! This home features a sprawling, open floor plan with over 4,000 sq ft of flexible living space for all your needs. With 4 bedrooms, 2.5 baths, a 2-car garage, a living room, family room,

  Alaija Santiago eXp Realty

  15 Davison Rd, Moodus, CT 06469
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  /21

  $685,000

  Open Thu 5PM - 7PM $14K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  76-r Ivy Way, Durham, CT 06422

  Tucked away at the very end of a private road in picturesque Durham, this exceptional Colonial offers the rare combination of privacy, space, and a setting that feels like your own personal retreat. Surrounded by mature trees, the backyard is designed for gathering and relaxing with a stunning newer in-ground pool, expansive patio, and inviting covered front porch where you can enjoy the peaceful

  Debbie Huscher Real Broker CT, LLC

  76-r Ivy Way, Durham, CT 06422
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  /25

  $229,000

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  201 College St Unit 12, Middletown, CT 06457

  Investors take note! Welcome to 201 College Street, Unit 12 nestled in a quiet private courtyard setting. This unit offers spacious living and is a centrally located! The condo's first floor features an open floor plan with a combination of living room, dining room, kitchen, and half bath. The kitchen has a new stainless stove and refrigerator. On the upper level there are two bedrooms with

  Sue Hitchcock Coldwell Banker Realty

  201 College St Unit 12, Middletown, CT 06457
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  /4

  $389,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  22 Augusta Cir, East Haddam, CT 06423

  New Construction - To Be Built Customize your dream home in the highly desirable Banner Country Club Estates, a well-established resort-style condominium community in beautiful East Haddam, Connecticut. This thoughtfully designed new construction home offers quality craftsmanship, an open-concept floor plan, spacious living areas, and the opportunity to personalize finishes to suit your style.

  Nancy Newman LPT Realty

  22 Augusta Cir, East Haddam, CT 06423
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  /20

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  234 S Main St Unit 203, Middletown, CT 06457

  Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained

  Barbara Puorro Puorro Realty Group

  234 S Main St Unit 203, Middletown, CT 06457
• 

  

  /22

  $215,000

  • 1 Bed
  • 1.5 Baths
  • 675 Sq Ft

  2 Sterling Dr Unit 2, Clinton, CT 06413

  Experience the quintessential Connecticut coastal lifestyle in this beautifully maintained, move-in ready 1-bedroom, 1-bathroom condo! Freshly painted and situated on a level corner lot, this low-maintenance duplex home is ready for its next owner. Enjoy shoreline living with just a short, scenic stroll to downtown Clinton's vibrant shops, popular restaurants, and local marina. In addition to

  Julia King William Raveis Real Estate

  2 Sterling Dr Unit 2, Clinton, CT 06413
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  /39

  $614,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,151 Sq Ft

  3 Medley Ln, Clinton, CT 06413

  Amazing Price Reduction! Welcome to 3 Medley Lane, Clinton-a beautifully renovated home offering the comfort and style of better-than-new living, along with a flexible layout that is ideal for today's lifestyle. Updated throughout, this home combines a fresh, modern interior with major improvements that provide peace of mind for years to come, including a new roof, new well, and new septic

  Donna Genovese Great Estates, CT

  3 Medley Ln, Clinton, CT 06413
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  /18

  $749,000

  $101K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 4,073 Sq Ft

  19 High St, Middlefield, CT 06455

  Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center chimney Colonial while enjoying the comfort of a beautifully designed 2008 addition. The original 1750 home is not currently livable and is ready for renovation, providing the next owner the chance to restore an authentic piece of Connecticut history at their own pace. Everyday living

  Debbie Huscher Real Broker CT, LLC

  19 High St, Middlefield, CT 06455
• 

  

  /18

  $1,450,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,570 Sq Ft

  81 Essex Rd, Old Saybrook, CT 06475

  Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is

  Rachael Cisz Serhant Connecticut, LLC

  81 Essex Rd, Old Saybrook, CT 06475
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  /38

  $554,900

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  897 East St, Middletown, CT 06457

  Beautifully updated Saltbox Colonial in Middletown's Westfield neighborhood! This 3-bedroom, 2.5-bath home offers a spacious, open floor plan with the perfect balance of classic charm and modern updates. The updated kitchen featuring granite countertops, stainless steel appliances, and a bright eat-in dining area with cathedral ceilings and a slider leading to the expansive deck-ideal for indoor

  LaurieAnn Hansen Coldwell Banker Realty

  897 East St, Middletown, CT 06457
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  /30

  $320,000

  • 2 Beds
  • 1 Bath
  • 846 Sq Ft

  134 Longwood Dr, East Haddam, CT 06423

  Charming Seasonal Getaway at Lake Hayward! Meticulously maintained and completely move-in ready, this 846 sq. ft. seasonal cottage offers the ideal layout for effortless lake living and weekend retreats. The heart of the home is an oversized living and dining area anchored by a cozy propane fireplace-perfect for crisp mornings or chilly evening gatherings. Surrounding the main living space are

  Carolyn Kress Berkshire Hathaway NE Prop.

  134 Longwood Dr, East Haddam, CT 06423
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  /30

  $2,120,000

  • Land
  • 20.82 Acres
  • $101,825 per Acre

  0 Westbrook Rd, Essex, CT 06426

  Available for the first time in nearly 90 years, this exceptional 20.8 ACRES represent one of the very last large tracts of undeveloped land in historic Essex, widely celebrated as one of America's "Best Small Towns." The property features a striking combination of 8.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded

  Todd Gould William Pitt Sotheby's Int'l

  0 Westbrook Rd, Essex, CT 06426
• 

  

  /40

  $424,995

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft

  165 Colchester Ave, East Hampton, CT 06424

  Welcome home to this beautifully maintained 3-bedroom, 2 full bath ranch, perfectly set on nearly an acre (0.94 acres) of professionally landscaped, lightly wooded grounds. Built in 1972 and offering 1,333 square feet of thoughtfully laid-out living space, this single-level home is designed for easy, comfortable living. Step inside to a bright living room with fireplace flowing into an eat-in

  Polly Carilli William Raveis Real Estate

  165 Colchester Ave, East Hampton, CT 06424
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  /34

  $1,440,000

  • Land
  • 12.2 Acres
  • $118,033 per Acre

  0 Essex Rd, Westbrook, CT 06498

  Available for the first time in nearly 90 years, this exceptional 12 ACRES represents one of the very last large tracts of undeveloped land in the water community of Westbrook. The property features a striking combination of 7.5 level acres of virgin open field--ideal for farming, equestrian use or building--framed beautifully by an elevated wooded backdrop. The flat acreage provide an

  Todd Gould William Pitt Sotheby's Int'l

  0 Essex Rd, Westbrook, CT 06498
• 

  

  /16

  $339,900

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,396 Sq Ft

  7 Oakum Dock Rd, East Hampton, CT 06456

  Beautiful Home walking distance to CT River. Fully renovated in 2025

  Jason Saphire www.HomeZu.com

  7 Oakum Dock Rd, East Hampton, CT 06456
• 

  

  /30

  $3,400,000

  • Land
  • 33.02 Acres
  • $102,968 per Acre

  0 Westbrook Rd, Essex, CT 06426

  Available for the first time in nearly 90 years, this exceptional 33 ACRES represents one of the very last large tracts of undeveloped land in Essex, widely celebrated as one of America's "Best Small Towns." Straddling the town line with parcels in both historic Essex & the water community of Westbrook, the property features a striking combination of 16 level acres of virgin open field--ideal for

  Todd Gould William Pitt Sotheby's Int'l

  0 Westbrook Rd, Essex, CT 06426
• 

  /2

  $300,000

  • Land
  • 29.67 Acres
  • $10,111 per Acre

  0 Norwich Salem Rd, East Haddam, CT 06423

  This is a rare opportunity in the midst of Connecticut's current housing shortage. The property is adjacent to the Fox Hopyard Golf Club. With convenient access to Route 2 and Route 9, reaching major highways is easy.

  James Childs William Pitt Sotheby's Int'l

  0 Norwich Salem Rd, East Haddam, CT 06423
• 

  

  /17

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,112 Sq Ft

  104 Higby Rd, Middletown, CT 06457

  Welcome to this charming 3-bedroom, 1-bath ranch nestled on the highly sought-after Higby Road. Set on a generous half-acre lot, this home offers the perfect opportunity for first-time buyers, downsizers, or anyone looking to add their personal touch. Inside, you'll find comfortable one-level living with a functional layout, hardwood floors, and a cozy fireplace. Additional features include an

  Jacqueline Caban William Raveis Real Estate

  104 Higby Rd, Middletown, CT 06457
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  /28

  $2,400,000

  • 8 Beds
  • 3 Baths
  • 2,709 Sq Ft

  127 Shore Rd, Clinton, CT 06413

  Three direct beachfront cottages located right on the sand of the Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property includes two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage, all fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access, and

  Sharlene Kieslich LAER Realty Partners

  127 Shore Rd, Clinton, CT 06413
• 

  

  /9

  $1,750,000

  • Land
  • 20,037 Sq Ft
  • $3,804,348 per Acre

  101-A Sequassen Ave, Old Saybrook, CT 06475

  APPROVED OCEANFRONT LOT - WALK TO THE BEACH FROM YOUR BACKYARD Design the life you've always envisioned. Whether you dream of a timeless shingle-style coastal retreat or a striking modern waterfront masterpiece, this exceptional homesite offers the perfect canvas to bring your vision to life. This fully approved, level building lot is ready for construction, allowing you to move forward with

  Fationa Meco Houlihan Lawrence WD

  101-A Sequassen Ave, Old Saybrook, CT 06475
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  /40

  $400,000

  $40K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  17 Valley Ridge Dr, Higganum, CT 06441

  Rustic charm meets everyday comfort in this inviting 3 bedroom, 2.5 bath colonial set on a private lot. A welcoming front porch sets the tone as you step inside to discover warm woodwork details throughout. The living room features a beautiful brick fireplace and hardwood flooring that flows seamlessly into the dining room. The spacious kitchen offers stainless steel appliances, ample cabinetry,

  Michael Price KW Legacy Partners

  17 Valley Ridge Dr, Higganum, CT 06441
• 

  

  /39

  $479,900

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  149 Liberty St, Clinton, CT 06413

  Welcome to your new home! A neutral kitchen with split face natural stone backsplash, Corian counters, cherry finish cabinets breakfast nook with wainscoting and decorative chair rail throughout for that customized look along with a great window layout that streams in natural light. The floor plan flows nicely as you make your way from dining room to the comfort of your living room with custom

  Dianne Crawford Berkshire Hathaway NE Prop.

  149 Liberty St, Clinton, CT 06413
• 

  

  /40

  $465,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,525 Sq Ft

  61 West St Unit 15, Middletown, CT 06457

  Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftmanship, modern finishes, and an open concept layout ideal for everyday living and entertaining. This is a spacious 2 bedroom 2.5 bath home. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker cabinetry, premium quartz countertops, sleek black hardware, and

  Milena Mineri Social & Co Realty

  61 West St Unit 15, Middletown, CT 06457
• 

  

  /36

  $419,900

  New Construction

  • 1 Bed
  • 1.5 Baths
  • 1,250 Sq Ft

  61 West St Unit 13, Middletown, CT 06457

  Experience elevated living in this brand-new luxury townhome, thoughtfully designed with quality craftsmanship, modern finishes, and an open-concept layout ideal for everyday living and entertaining. This spacious 1-bedroom, 1.5-bath home features a versatile loft perfect for a home office, den, or flex space. The chef-inspired kitchen showcases GE stainless steel appliances, white shaker

  Alexa Mantovani Social & Co Realty

  61 West St Unit 13, Middletown, CT 06457
• 

  

  /40

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft

  5 Hemlock Dr, Essex, CT 06426

  Every home tells a story, and 5 Hemlock Drive's is one of transformation. Perched high above South Cove with sweeping views across the Connecticut River to Essex Village beyond, this striking post-and-beam Acorn Deck House has been reimagined from top to bottom by its owner, a local architect, with no detail overlooked and no expense spared. Vaulted ceilings, walls of glass and skylights flood

  John Campbell Compass Connecticut, LLC

  5 Hemlock Dr, Essex, CT 06426
• 

  

  /29

  $545,000

  • 3 Beds
  • 2 Baths
  • 2,184 Sq Ft

  25 1/2 Edgerton St, East Hampton, CT 06424

  Nestled well back from the road, this inviting home offers exceptional privacy while remaining just minutes from the town center, library, ball fields, and playgrounds, whether you travel by foot or by wheels. Beautiful hardwood floors flow throughout much of the home, with tile in the kitchen & baths. The spacious living room features a classic fireplace and abundant natural light, while the

  Rick Berkenstock CENTURY 21 AllPoints Realty

  25 1/2 Edgerton St, East Hampton, CT 06424

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