Middlesex County CT Homes for Sale with Garage

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  /40

  $1,895,000

  • 4 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  108 Westbrook Rd, Essex, CT 06426

  Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground Gunite pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 321-5635

  108 Westbrook Rd, Essex, CT 06426
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  /36

  $765,000

  • 2 Beds
  • 2.5 Baths
  • 2,681 Sq Ft

  20 Lakeview Estates Unit 20, Middlefield, CT 06455

  Rare opportunity to own this 2-bedroom, 2.5-bath home set in a lakeside 55+ community. Thoughtfully designed for comfort and ease, the kitchen features granite countertops, generous storage, and GE Profile appliances, opening to a breakfast area, living room with gas fireplace, and a dining room with custom wainscoting. Custom millwork, Toltec lighting, and model home upgrades add detail

  

  Dawn D'Auria

  Coldwell Banker Realty

  (860) 397-6676

  20 Lakeview Estates Unit 20, Middlefield, CT 06455
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  /40

  $399,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  75 Childs Rd, East Hampton, CT 06424

  Perfectly positioned in the heart of East Hampton, this beautifully expanded raised ranch at 75 Childs Rd offers the ideal blend of space, convenience, and lifestyle. Abutting the scenic Air Line State Park Trail, outdoor enthusiasts will love having miles of walking, biking, and nature right in their backyard. Just moments from local shopping, the shores of Lake Pocotopaug, and the recreational

  

  James Harrington

  Carl Guild & Associates

  (860) 364-8302

  75 Childs Rd, East Hampton, CT 06424
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  /40

  $1,850,000

  • 4 Beds
  • 2.5 Baths
  • 2,676 Sq Ft

  9 Essex Hills Dr, Essex, CT 06426

  Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

  

  Kevin Geysen

  William Pitt Sotheby's Int'l

  (860) 419-4926

  9 Essex Hills Dr, Essex, CT 06426
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  /2

  $789,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  62 Cornwall St, Portland, CT 06480

  Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 943-4408

  62 Cornwall St, Portland, CT 06480
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  /6

  $979,860 New Construction

  • 4 Beds
  • 3 Baths
  • 2,246 Sq Ft

  130 Mares Hill Rd, Essex, CT 06442

  Stunning new construction ranch set on a beautiful level lot, just under an acre. Thoughtfully designed for both comfort and flexibility. This contemporary home features an open-concept layout with a spacious kitchen, center island, and seamless flow to the living and dining areas-perfect for entertaining and everyday living. The private primary suite offers a walk-in closet and en-suite bath,

  

  Kiki Sydnor

  Choice Realty

  (860) 288-9987

  130 Mares Hill Rd, Essex, CT 06442
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  /40

  $1,049,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  90 Meshomasic Trail, Portland, CT 06480

  Newly constructed home offering over 3,100 sq ft of refined living space, privately set on 1.30+ acres in the desirable Chatham Ridge community, just minutes from Glastonbury. Thoughtfully designed with exceptional craftsmanship and elevated finishes, this home blends modern style with timeless design. The open-concept layout features 4 bedrooms, 4 bathrooms, and an oversized three-bay garage. A

  Angie Santoro Realty Executives Boston West

  90 Meshomasic Trail, Portland, CT 06480
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  /39

  $1,200,000

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

  21 & 23 Olmstead Rd, East Haddam, CT 06423

  Sophisticated Colonial Retreat with Resort-Style Backyard. Just one mile from East Haddam Town Beach and moments from the Connecticut River, Goodspeed Opera House, and scenic trails, this exceptional 4-bedroom, 3.5-bath Dutch Colonial offers over 4,000 square feet of refined living space. A dramatic two-story foyer with custom millwork is flanked by a formal dining room and private office with

  Tina Rupp William Pitt Sotheby's Int'l

  21 & 23 Olmstead Rd, East Haddam, CT 06423
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  /34

  $310,000

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  166 Ridge Rd, Middletown, CT 06457

  Welcome to this well maintained centrally located home! Hardwood floors throughout, featuring a main level bedroom and half bath with washer/dryer hook ups. Easy living with a formal dining room, living room & eat-in kitchen. Back porch that leads out to a large & level half acre lot! A full size detached garage with storage and workbench! Upstairs features 3 additional bedrooms, full bathroom,

  Laura Russo Regency Real Estate, LLC

  166 Ridge Rd, Middletown, CT 06457
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  /25

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 2,017 Sq Ft

  22 Beach Park Rd, Clinton, CT 06413

  Welcome home to Beach Park Road just minutes from the shoreline. This property offers a functional layout with comfortable living space, an updated kitchen, and plenty natural light throughout. This well-maintained home provides peace of mind, while the yard offers space to relax, garden, or entertain. The oversized detached garage also offers workshop space, storage, and other possibilities.

  Noah Gates Real Broker CT, LLC

  22 Beach Park Rd, Clinton, CT 06413
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  /40

  $714,900

  • 4 Beds
  • 4 Baths
  • 3,582 Sq Ft

  4 Harrison Dr, Cromwell, CT 06416

  Beautiful Colonial featuring a grand foyer and an open floor plan designed for both everyday living and entertaining. This impressive home showcases hardwood floors throughout, a stunning living room with a floor-to-ceiling field stone fireplace, and soaring cathedral ceilings that create a bright and airy atmosphere. A well-appointed kitchen with granite countertops, stainless steel appliances,

  Jody Smaglis Coldwell Banker Realty

  4 Harrison Dr, Cromwell, CT 06416
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  /15

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,816 Sq Ft

  35 Sipples Hill Rd, Moodus, CT 06469

  Well kept two-family residence that may be utilized as a single family home or perfect in-law unit on two private level acres with detached four car heated garage and large shed. Garage has 220V AC for welding or large air compressor. Upstairs has two bedrooms, large family room, large eat in kitchen and a large three seasons porch that leads to a deck. Downstairs has a single bedroom, large

  Dale Bunn Riverview Realty, LLC

  35 Sipples Hill Rd, Moodus, CT 06469
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  /40

  $1,499,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,413 Sq Ft

  7 Ridge Rd, Old Saybrook, CT 06475

  Cornfield Point, Old Saybrook - Coastal Living at Its Best! Steps to the beach with sparkling water views and stunning sunsets, this beautifully updated home blends timeless charm with modern upgrades. Originally built in 1926, it features an open layout perfect for entertaining. Imagine hearing the waves crash while dining on your brand new deck! The living room boasts the original Cornfield

  Karen Floriano William Raveis Real Estate

  7 Ridge Rd, Old Saybrook, CT 06475
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  /40

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 1,716 Sq Ft

  55 Saw Mill Rd, Middletown, CT 06457

  Set on a picturesque 1.4-acre lot and lovingly maintained by its original owner, 55 Saw Mill Road offers a rare opportunity to own a truly special property in Middletown. This home reflects years of meticulous care, with thoughtful upkeep evident throughout! One of the standout features is its exceptional setting-directly facing the Highland Pond Preserve. Enjoy peaceful views, natural beauty,

  Jeffrey Anderson William Pitt Sotheby's International Realty

  55 Saw Mill Rd, Middletown, CT 06457
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  /24

  $349,900

  • 4 Beds
  • 1 Bath
  • 1,509 Sq Ft

  475 Ballfall Rd, Middletown, CT 06457

  Welcome to this charming Colonial-style home set on a generous 3.3-acre lot, offering the perfect blend of comfort, space, and modern updates. The exterior showcases classic appeal with a welcoming front entry & an attached 2 car garage, all surrounded by open land that provides privacy and endless possibilities. Step inside to discover a beautifully updated kitchen featuring stainless steel

  Michelle Mazzotta eXp Realty

  475 Ballfall Rd, Middletown, CT 06457
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  /38

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 3,028 Sq Ft

  10 Guarino Dr, Middletown, CT 06457

  Beautiful Colonial offering a perfect blend of classic charm, thoughtful updates & versatile living space. From the moment you enter, you're welcomed by a spacious, light-filled layout featuring brand new hardwood floors in the living room, creating a warm & inviting space centered around a cozy fireplace. Sliding doors provide seamless access to a custom-designed stone patio, ideal for

  Michelle Mazzotta eXp Realty

  10 Guarino Dr, Middletown, CT 06457
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  /37

  $750,000

  • 2 Beds
  • 2.5 Baths
  • 2,310 Sq Ft

  100 Dudley Ave Unit F27, Old Saybrook, CT 06475

  Enjoy effortless shoreline living with sweeping views of North Cove from this beautifully renovated, move-in ready townhouse-style condo in the heart of Old Saybrook. Perfect as a second home or easy downsize, this light-filled residence offers an open layout designed to capture the water. A desirable end-unit, this spacious two-bedroom design includes a stunning primary suite with its own full

  Joel Lucas Coldwell Banker Realty

  100 Dudley Ave Unit F27, Old Saybrook, CT 06475
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  /39

  $339,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,887 Sq Ft

  217 Ridge Rd, Middletown, CT 06457

  Welcome to 217 Ridge Road, a classic 1913 Colonial set in Middletown's South Farms area, offering timeless charm with thoughtful updates throughout. The framed front porch welcomes you in, a perfect spot to enjoy a quiet morning or unwind at the end of the day. Inside, hardwood floors run throughout the home, creating a warm and comfortable feel across the main level. The living room features a

  Kristina Quinones William Pitt Sotheby's Int'l

  217 Ridge Rd, Middletown, CT 06457
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  /23

  $409,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  107 Main St, Rockfall, CT 06481

  Welcome to this quaint New England farmhouse tucked away in the charming village of Rockfall, where small-town charm meets everyday convenience. This inviting 3-bedroom, 2-bathroom home is full of warmth and character, offering the cozy feel you expect from a classic farmhouse with the space you need for modern living. Add the custom woodworking of a master carpenter and this is a winner for

  Frances Lyman Bottom Line Realty

  107 Main St, Rockfall, CT 06481
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  /40

  $3,995,000

  • 6 Beds
  • 4.5 Baths
  • 5,536 Sq Ft

  41 Watrous Point Rd, Old Saybrook, CT 06475

  Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

  Teri Lewis William Pitt Sotheby's Int'l

  41 Watrous Point Rd, Old Saybrook, CT 06475
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  /37

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,062 Sq Ft

  5 Rosewood Ln, Ivoryton, CT 06442

  Tucked away at the end of a quiet cul-de-sac in desirable Ivoryton, this 15-year-young custom-built home offers the perfect blend of privacy, flexibility, and future potential. Thoughtfully designed with a "live like a ranch" layout, the main level features three bedrooms and two full baths, ideal for easy everyday living. The heart of the home is the open-concept kitchen and living area, perfect

  Gigi Giordano Taylor Compass Connecticut, LLC

  5 Rosewood Ln, Ivoryton, CT 06442
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  /36

  $1,038,880

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood. This ranch has one-level living, with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, rain gutters, central air and heating system. Huge extra room includes a Murphy bed that could be used as a third bedroom. A spacious open plan living room. Wall to wall

  Brian Beaulieu Berkshire Hathaway NE Prop.

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  /40

  $399,999 Open Fri 3PM - 6PM

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft

  57 Edgewood Dr, Middletown, CT 06457

  Welcome to 57 Edgewood Drive - a meticulously maintained and move-in-ready split-level set on a beautifully landscaped lot in one of Middletown's most desirable neighborhoods. This thoughtfully updated home offers the perfect blend of classic New England charm and modern upgrades, with virtually every major system refreshed in recent years. The renovated kitchen (2024) impresses with sleek

  Christina Bates Coldwell Banker Realty

  57 Edgewood Dr, Middletown, CT 06457
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  /39

  $2,125,000

  • 5 Beds
  • 4.5 Baths
  • 3,532 Sq Ft

  13 Hemlock Dr, Essex, CT 06426

  A sprawling luxury home offering one level living with stunning views of South Cove and quintessential Essex village beyond. With over 3,500 sf of newly designed and renovated living space including 11 rooms with 5 bedrooms and multiple baths. A soaring two-story sunroom overlooks stunning patio and garden areas complete with an inground pool set on over 1 acre of park-like grounds. Gorgeous

  Pat Park Berkshire Hathaway NE Prop.

  13 Hemlock Dr, Essex, CT 06426
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  /34

  $514,900

  • 3 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  52 Tarragon Dr, East Hampton, CT 06424

  WHERE MODERN ELEGANCE MEETS EFFORTLESS LIVING. This impeccably curated 4 bedroom, 2.5 bath Colonial delivers a true turnkey experience, where every finish has been thoughtfully elevated to blend timeless design with modern sophistication. At the heart of the home, a fully reimagined chef's kitchen stuns with granite countertops, stainless steel appliances, a center island, and pantry-seamlessly

  Jesse Marinak Serhant Connecticut, LLC

  52 Tarragon Dr, East Hampton, CT 06424
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  /31

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,108 Sq Ft

  20 Kent Ct, Middletown, CT 06457

  Location, Location, Location! Located on a quiet cul-de-sac, this move-in ready 3bedroom, 2 bathroom raised ranch features an attached one-car garage. The spacious primary bedroom offers flexibility and can be converted back into two separate bedrooms, creating the potential for a 4-bedroom layout. Updated, open concept kitchen is a chef's and entertainer's delight and transitions seamlessly into

  Matthew Guida Eagle Eye Realty PLLC

  20 Kent Ct, Middletown, CT 06457
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  /40

  $949,900

  • 3 Beds
  • 3 Baths
  • 3,734 Sq Ft

  11 Priorwood Gardens, Cromwell, CT 06416

  Set along the 9th green of the prestigious TPC River Highlands golf course, this highly coveted Turnberry Clubhouse model offers over 3,200 square feet of beautifully updated living space in one of the community's most desirable locations. This expansive 4-bedroom, 3.5-bath townhome features generous walk-in closets and a versatile loft ideal for a home office, den, or additional living space.

  Robert Sacco Coldwell Banker Realty

  11 Priorwood Gardens, Cromwell, CT 06416
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  /20

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 1,896 Sq Ft

  62 Copper Beech Ln Unit 62, Portland, CT 06480

  Nestled at the end of a quiet cul-de-sac in a private community, this beautifully maintained END-UNIT townhome blends comfort, style, and convenience. Just minutes from Main Street Middletown and South Glastonbury, with easy access to parks, golf, trails, restaurants and stores. The updated first floor features a stunning kitchen with quartz countertop and newer appliances. Fresh paint, recessed

  Jasmin Vazquez RE/MAX One

  62 Copper Beech Ln Unit 62, Portland, CT 06480
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  /40

  $1,790,000

  • 3 Beds
  • 3 Baths
  • 3,125 Sq Ft

  5 Woodland Dr, Old Saybrook, CT 06475

  Rare opportunity to enjoy sweeping views of Long Island Sound from a quiet street just off Maple Avenue in sought-after Knollwood Beach. This beautifully renovated 3-bedroom, 3-bath coastal retreat, just one street from the water, offers unobstructed views and is ideal as a year-round home or second getaway. The bright, open floor plan is designed to capture the scenery, with an oversized

  Joel Lucas Coldwell Banker Realty

  5 Woodland Dr, Old Saybrook, CT 06475
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  /29

  $235,000

  • 2 Beds
  • 1.5 Baths
  • 1,206 Sq Ft

  91 Trolley Crossing Ln Unit 91, Middletown, CT 06457

  Welcome to this well-maintained and move-in ready townhome located in the desirable Trolley Crossing community. This inviting home offers a spacious and functional layout with comfortable living spaces throughout. The main level features a bright and open living room with plenty of natural light, a dining area perfect for everyday meals or entertaining, and a well-appointed kitchen with ample

  Anthony Bethune Dreamview Properties, LLC

  91 Trolley Crossing Ln Unit 91, Middletown, CT 06457
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  /39

  $369,900 Open Sat 12PM - 2PM

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

  113 W High St, East Hampton, CT 06424

  Enjoy easy one-floor living in this well maintained 3 bedroom ranch, conveniently located near town, schools, and Lake Pocotopaug. The home features a spacious living room with a cozy wood burning fireplace, perfect for relaxing or entertaining, along with pegged plank wood floors and solid wood doors throughout, adding warmth and character. The primary bedroom includes both a standard closet and

  Craig Milton Re/Max Valley Shore

  113 W High St, East Hampton, CT 06424
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  /40

  $769,000 Open Fri 4:30PM - 7PM

  • 3 Beds
  • 3.5 Baths
  • 2,940 Sq Ft

  38 Beech Tree Ridge, Killingworth, CT 06419

  Tucked away on 3.4 peaceful, private acres, this beautifully updated Colonial has been thoughtfully improved from top to bottom since it was built in 1997. The kitchen is a standout, featuring gorgeous marble countertops, high-end appliances, and the added bonus of double dishwashers and ovens-perfect for hosting and everyday convenience. It opens right into a cozy family room with a wood-burning

  Katie Cassidy Real Broker CT, LLC

  38 Beech Tree Ridge, Killingworth, CT 06419
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  /20

  $474,000 Open Sat 12PM - 2:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft

  23 Country Village Ln, Clinton, CT 06413

  Tucked at the end of a quiet cul-de-sac that backs up to the vineyards of Chamard Vineyards, this move-in ready Cape offers a rare blend of privacy, natural beauty, and modern upgrades. Thoughtfully renovated and well maintained between 2021 and 2025, the home features major system improvements including a new roof, septic tank, electrical panel, Marvin Elevate windows, and an updated water

  Deborah Rowe William Raveis Real Estate

  23 Country Village Ln, Clinton, CT 06413
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  /31

  $999,500

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  559 Route 81, Killingworth, CT 06419

  Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937

  Tina Rupp William Pitt Sotheby's Int'l

  559 Route 81, Killingworth, CT 06419
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  /38

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 2,098 Sq Ft

  22 Indian Dr, Clinton, CT 06413

  Meticulously maintained 3-4 bedroom Cape in established beach community with deeded association beach access. Freshly painted throughout, this inviting home features a spacious eat-in kitchen with cozy fireplace, stainless steel appliances, and slider access to a private patio-perfect for entertaining. The first floor offers a formal dining room, living room with fireplace, bedroom, and

  Bob Allison William Pitt Sotheby's Int'l

  22 Indian Dr, Clinton, CT 06413
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  /39

  $1,300,000

  • 3 Beds
  • 2.5 Baths
  • 3,164 Sq Ft

  16 Primrose Ledge, Essex, CT 06426

  Essex stands as one of the true "crown jewels" of the Connecticut shoreline...an iconic riverfront town defined by timeless architecture, a vibrant marina, private yacht clubs and a collection of historic inns and fine restaurants. Its picturesque Main Street, lined with charming shops, leads to the Connecticut River Museum and sweeping views of yachts quietly moored along the harbor. Just one

  Judy Dannemann William Raveis Real Estate

  16 Primrose Ledge, Essex, CT 06426
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  /37

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,948 Sq Ft

  24 Tower Hill Rd, Clinton, CT 06413

  Tucked away on over 7.5 private acres and abutting protected state forest, this rare Clinton property offers the perfect blend of tranquility, space, and flexibility. A true retreat, the setting provides exceptional privacy while still being conveniently located near shoreline amenities. This one owner home was designed for easy one-level living, the home features an inviting open floor plan with

  Gigi Giordano Taylor Compass Connecticut, LLC

  24 Tower Hill Rd, Clinton, CT 06413
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  /39

  $499,900 Open Sat 12PM - 2PM

  • 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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  /38

  $985,000

  • 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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  /31

  $659,900

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  41 Farview Ave, Old Saybrook, CT 06475

  New to the market...you have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod next to one of Old Saybrook's wonderful town parks- walk or bike to town, library, schools, Main St. shops/restaurants, Harvey and Town beaches!! Step into this two-story home offering it's new owners a cherry and bright living room which was featured in "Shore Homes" and "Coastal Homes"

  Lisa Genovali Re/Max Valley Shore

  41 Farview Ave, Old Saybrook, CT 06475

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