Middlesex County CT Houses for Sale

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  /33

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Welcome to the perfect blend of comfort, style, and modern living! This beautifully renovated ranch-style home is tucked away in one of Middletown's most sought-after neighborhoods, offering 4 spacious bedrooms, 2 full bathrooms, and a layout designed for today's lifestyle. Step inside to a bright open-concept living area that flows effortlessly-ideal for gatherings, entertaining, or simply

  

  Guillermo Araujo

  Five Stars Realty

  (860) 467-8709

  95 Training Hill Rd, Middletown, CT 06457
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  /40

  $685,000

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft

  1 Ferry Rd, Chester, CT 06412

  An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (860) 454-6525

  1 Ferry Rd, Chester, CT 06412
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  /29

  $1,399,900 Open Sun 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  105 Fenwood Dr, Old Saybrook, CT 06475

  Welcome to 105 Fenwood Drive, nestled in the peaceful and picturesque community of Fenwood Beach Association. Experience waterfront living surrounded by natural beauty-where ospreys, great blue herons, and wintering bald eagles soar above thriving estuarine wetlands. Enjoy a short walk to the beach or an evening stroll to the causeway to watch the sunset. This golf cart friendly neighborhood

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 500-5352

  105 Fenwood Dr, Old Saybrook, CT 06475
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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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  /40

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  448 A - B Grove Beach Rd N, Westbrook, CT 06498

  A rare waterfront compound on just over 3 acres along the tidal Menunketesuck River in Westbrook, CT, offering navigable access through the Stewart B. McKinney National Wildlife Refuge and out to Long Island Sound. The property includes two residences, a two-story boathouse with upper deck, and extensive garage and workshop facilities, combining historic character, privacy, and coastal lifestyle.

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 467-1636

  448 A - B Grove Beach Rd N, Westbrook, CT 06498
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  /40

  $575,000

  • 3 Beds
  • 4 Baths
  • 3,853 Sq Ft

  301 Bell St, Middletown, CT 06457

  Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

  

  Gregory Hanner

  Garden Realty

  (860) 689-1459

  301 Bell St, Middletown, CT 06457
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  /38

  $650,000

  • 2 Beds
  • 3 Baths
  • 2,041 Sq Ft

  531 Mount Parnassus Rd, East Haddam, CT 06423

  Nestled in the heart of East Haddam, this beautifully maintained Cape sits on 2.98 picturesque acres and offers the perfect blend of comfort, craftsmanship, and modern convenience. With 2,041 square feet of living space, this inviting home features two spacious bedrooms and three full bathrooms, designed for both everyday living and elegant entertaining. The exquisite kitchen is the centerpiece

  

  Miles LaFemina

  Drawbridge Realty

  (860) 467-7882

  531 Mount Parnassus Rd, East Haddam, CT 06423
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  /26

  $229,999

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  30 Barbara Ave, East Hampton, CT 06424

  Charming East Hampton retreat offering 2 bedrooms, 1 bathroom, and 1,092 square feet of comfortable living space. The home features granite countertops and a functional layout filled with natural light. Just a short walk to the lake, it's perfect for morning strolls, kayaking, and enjoying the outdoors. With a little renovation, this property presents an excellent opportunity to add value and

  

  Gary Crawford

  RE/MAX RISE

  (860) 431-3145

  30 Barbara Ave, East Hampton, CT 06424
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  /29

  $579,000 Open Sat 10:30AM - 12:30PM

  • 5 Beds
  • 3.5 Baths
  • 2,970 Sq Ft

  14 Kenilworth Dr, Killingworth, CT 06419

  Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

  

  Eric Bergers

  William Raveis Real Estate

  (860) 775-6542

  14 Kenilworth Dr, Killingworth, CT 06419
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  /37

  $649,900 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,068 Sq Ft

  49 Uncas Rd, Clinton, CT 06413

  Located just six houses from the beach in desirable Harbor View Association comes a property offering unlike anything available. Presenting 49 + 51 Uncas Road in Clinton, a truly rare coastal opportunity. This unique set up features two separate dwellings on one oversized lot, delivering flexibility, income potential, and beachside living all in one! The main residence offers two bedrooms and one

  

  Dylan Walter

  William Raveis Real Estate

  (860) 743-1021

  49 Uncas Rd, Clinton, CT 06413
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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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  /38

  $340,000

  • 4 Beds
  • 1 Bath
  • 1,756 Sq Ft

  30 Chestnut Hill Rd, Killingworth, CT 06419

  ** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of

  Nutan Pawar DreamHomes Realty LLC

  30 Chestnut Hill Rd, Killingworth, CT 06419
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  /20

  $340,000

  • 3 Beds
  • 1 Bath
  • 1,392 Sq Ft

  38 Old Middletown Ave, East Hampton, CT 06424

  Ranch on level lot, one floor living w partially finished basement. 1 car attached garage. Easy access to highways and shopping. This sale is as is (Estate Sale).

  Mark Reyher Reyher Real Estate

  38 Old Middletown Ave, East Hampton, CT 06424
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  /29

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. This classic brick Colonial, built in 1900, has been thoughtfully updated while retaining its timeless character. Inside, you'll find bright living spaces, a well-appointed kitchen with updated appliances, and flexible rooms that adapt to your lifestyle-whether for entertaining,

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  /2

  $539,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  15 Lakewood Rd, East Hampton, CT 06424

  Welcome to Lake Overlook Estates - where single-level luxury meets an unbeatable price point. This brand-new ranch-style home offers 1,800 sq. ft. of thoughtfully designed space with an open floor plan, high ceilings, and bright, modern living areas that make everyday life feel effortless. Featuring 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage, this layout delivers comfort,

  Nikki Defrancesco Coldwell Banker Realty

  15 Lakewood Rd, East Hampton, CT 06424
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  /39

  $2,495,000

  • 5 Beds
  • 7.5 Baths
  • 7,405 Sq Ft

  134 River Rd, Essex, CT 06426

  Commanding one of the highest and most breathtaking viewpoints in Essex, Eagles Peak offers this custom-built Georgian Colonial where elevated Connecticut River and Long Island Sound views take center stage. Privately sited on 9.26 acres, this exceptional estate offers rare seclusion, architectural distinction, and extraordinary water views visible from many principal rooms. Encompassing

  Shawn Atkinson William Pitt Sotheby's Int'l

  134 River Rd, Essex, CT 06426
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  /11

  $1,999,000

  • 7 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  148 Wallingford Rd, Durham, CT 06422

  The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

  Gary Dobratz Century 21 AllPoints Realty

  148 Wallingford Rd, Durham, CT 06422
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  /3

  $632,400 New Construction

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

  602 Freya Ln, East Hampton, CT 06424

  Lake Overlook Estates an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. Expanded Colonial I - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office and

  Mark Toledo Berkshire Hathaway NE Prop.

  602 Freya Ln, East Hampton, CT 06424
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  /6

  $669,700 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  2 Morgan Ln, East Haddam, CT 06423

  ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a new road in a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including

  Salvatore Morello Vision Real Estate

  2 Morgan Ln, East Haddam, CT 06423
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  /26

  $2,195,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /24

  $699,900

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

  204 Old Blue Hills Rd, Durham, CT 06422

  A mountain retreat of your very own! You enter by stepping up onto your covered wrap around porch. Just waiting for someone to enjoy after a long day at work or play. This log home has extra features throughout making this home very unique. Radiant geo-thermal heating,solar panels, two story fireplace, concrete floors that have added extra attention for beautification, copper kitchen sink,french

  Carol Kleeman William Raveis Real Estate

  204 Old Blue Hills Rd, Durham, CT 06422
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  /28

  $1,045,000

  • 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 upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

  Brian Beaulieu KW Legacy Partners

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  /30

  $515,000

  • 4 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  19 Evergreen Dr, Clinton, CT 06413

  Rare opportunity to own a multi-family home in a quiet Clinton neighborhood. The newly renovated main level boasts a bright, inviting space - featuring a living room with a stylish shiplap fireplace and a chef's kitchen that is truly the heart of this home. The kitchen has been thoughtfully designed with a large island great for entertaining, induction cooking, a dry bar with a beverage cooler,

  Kayla Chasse Compass Connecticut, LLC

  19 Evergreen Dr, Clinton, CT 06413
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  /25

  $449,000

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

  207 Pettipaug Rd, Westbrook, CT 06498

  Set on a spacious 1.01-acre lot, this inviting 3-bedroom, 2-bath home offers comfort and functionality. The 1,040 sq ft layout features a cozy fireplace, a finished basement for added living or storage space, and an attached garage. Enjoy the convenience of washer and dryer hookups located in the second bath. Spacious rear deck offering strong outdoor living potential. Structurally sound and in

  Thomas Mele Dorrance Realty

  207 Pettipaug Rd, Westbrook, CT 06498
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  /27

  $225,000

  • 2 Beds
  • 1 Bath
  • 580 Sq Ft

  12 Hale Rd, East Hampton, CT 06424

  Situated a short distance from Lake Pocotopaug, this delightful ranch-style home features two bedrooms, one bathroom, and 580 square feet of living area. Its prime location is merely a brief stroll from the North End of the lake. You can easily walk to Sears Park, which offers public beach access and boat facilities. Upon entering, you will be greeted by hardwood floors and wood-paneled walls

  Zachary DeCaro Property Works New England

  12 Hale Rd, East Hampton, CT 06424
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  /17

  $549,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,430 Sq Ft

  137 Webster Ln Unit 2-42, Middletown, CT 06457

  Discover Carefree Living at Founders' Ridge - the Award-Winning 55+ Adult Community! Come experience the "MARTIN II," available for occupancy in 2026! Located in the highly sought-after Westfield section of Middletown, this beautiful 1,430 sq. ft. home has the convenience of single-floor living with top-of-the-line features and Elegant Design: Enjoy the sophistication of wood cabinetry with

  Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  137 Webster Ln Unit 2-42, Middletown, CT 06457
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  /40

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  22 Ebony Ln, Ivoryton, CT 06442

  Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

  Gigi Giordano Taylor Compass Connecticut, LLC

  22 Ebony Ln, Ivoryton, CT 06442
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  /32

  $320,000

  • 3 Beds
  • 1.5 Baths
  • 1,992 Sq Ft

  53 Falls Bashan Rd, Moodus, CT 06469

  Wonderful opportunity to transform this classic 1937 Colonial into the home of your dreams. Boasting just over 1,900 square feet of interior living space, this residence features 3 spacious bedrooms and 1.5 bathrooms, offering ample room for family life and entertaining. The home's thoughtful layout includes a large living room and a cozy family room anchored by a fireplace, creating warm,

  Jonathan Gineo Silver and Oak Realty

  53 Falls Bashan Rd, Moodus, CT 06469
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  /34

  $519,900

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The

  Terence Dominick Exceptional Real Estate LLC

  14 Denmore Ln, Old Saybrook, CT 06475
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  /15

  $755,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  0 Primrose Ln, Cromwell, CT 06416

  ONLY 2 LOTS LEFT! Beautiful Daphne floor plan is one of many First floor primary suites being offered. This open concept design is ideal for entertaining with a free-flowing dining & family room off the kitchen, while separating the first-floor owner's suite from the main living area - allowing for privacy. Two additional bedrooms, full bath & loft area are located on the 2nd floor. Set on a

  Daniela Volo Calcagni Real Estate

  0 Primrose Ln, Cromwell, CT 06416
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  /6

  $649,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,006 Sq Ft

  Lot 3 Coleman Rd, Middletown, CT 06457

  A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

  Dori Degennaro William Raveis Real Estate

  Lot 3 Coleman Rd, Middletown, CT 06457
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  /40

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  59 Hidden Lake Rd, Higganum, CT 06441

  MAGNIFICENT GARDENS ... FABULOUS 18th CENTURY BARN & RESTORED 18th CENTURY CAPE (1 and one half story Center Chimney) !!! The Gardens at Hidden Lake are being offered to you. Tucked away in Higganum, CT ... this charming historic property has been transformed into a boutique event space, complete with breathtaking gardens and rustic allure. With vibrant gardens, trellis-covered patios, and a

  Barbara Coyle William Raveis Real Estate

  59 Hidden Lake Rd, Higganum, CT 06441
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  /38

  $625,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,969 Sq Ft

  112 Cedar Swamp Rd, Deep River, CT 06417

  Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

  Gigi Giordano Taylor Compass Connecticut, LLC

  112 Cedar Swamp Rd, Deep River, CT 06417
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  /31

  $415,000 Open Sat 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  149 Colchester Ave, East Hampton, CT 06424

  Welcome to 149 Colchester Avenue, a modern 3-bedroom, 2-bath home built in 2022, offering privacy, flexibility, and true move-in-ready condition in East Hampton. Set on a wooded lot just under an acre, this home features an open main-level layout with vaulted ceilings, luxury vinyl plank flooring throughout, and a bright kitchen with granite countertops, white cabinetry, and appliances installed

  Ross Meglin KW Legacy Partners

  149 Colchester Ave, East Hampton, CT 06424
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  /37

  $795,000

  • 3 Baths
  • 3,177 Sq Ft

  3 Essex Square, Essex, CT 06426

  Newly APPROVED for mixed use! An iconic Essex village property for sale at the head of Main Street! Potential here to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,200

  Rick Weiner William Pitt Sotheby's Int'l

  3 Essex Square, Essex, CT 06426
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  /30

  $374,900

  • 3 Beds
  • 2 Baths
  • 2,340 Sq Ft

  195 Bokum Rd, Old Saybrook, CT 06475

  INVESTORS & CONTRACTORS - A RARE OPPORTUNITY AWAITS. Step into the past with this 1799-built home, beautifully sited on a secluded, level 2.18-acre lot that features a peaceful spring-fed pond with culverts in and out, and over 1,000 acres of preserved land directly behind the property offering remarkable privacy and a peaceful backdrop that will remain for years to come. The home offers 3

  Dotty Owens Sunset Creek Realty, LLC

  195 Bokum Rd, Old Saybrook, CT 06475
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  /31

  $364,900

  • 3 Beds
  • 1 Bath
  • 935 Sq Ft

  86 Grove Beach Rd N, Westbrook, CT 06498

  Welcome home to a beautifully reimagined coastal retreat in the heart of desirable Westbrook, Connecticut. This stylish home combines timeless charm with modern design for the ultimate in seaside living. This amazing home has been completely transformed from top to bottom. A huge list of improvements all new in 2023 include new roof on home and garage, windows, Trex deck and porch, Hardie board

  Krystal Delorge Countryside Realty

  86 Grove Beach Rd N, Westbrook, CT 06498
• 

  

  /40

  $704,900

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  5 Race Track Hollow, Middlefield, CT 06455

  Welcome to this four bedroom, three and half bath Colonial beauty with elegant architectural design, and a recently updated versatile in-law suite. The house is filled with the warm allure of cherry hardwood floors that gracefully connect each living space. The large kitchen is a dream for generous hosts and those who love to cook, featuring granite countertops and the latest appliances, enabling

  Paulus Chan eXp Realty

  5 Race Track Hollow, Middlefield, CT 06455
• 

  

  /21

  $318,000

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

  Mike Sangapore eXp Realty

  146 Liberty St, Middletown, CT 06457
• 

  

  /12

  $899,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,164 Sq Ft

  48A Ironworks Rd, Clinton, CT 06413

  Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

  Gigi Giordano Taylor Compass Connecticut, LLC

  48A Ironworks Rd, Clinton, CT 06413

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