Middlesex County CT Homes for Sale

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  /11

  $1,500,000

  • 1 Bed
  • 1 Bath
  • 11,033 Sq Ft

  530 Main St, Middletown, CT 06457

  Prime Mixed-Use Investment Opportunity - Downtown Middletown, CT. This asset currently produces 12 cap annually, features a total of 16 units, including 4 retail storefronts and 12 on1-bedroom residential apartments. The retail spaces are currently occupied by established neighborhood businesses, including a grocery store, Boost Mobile, a barber shop, and a convenience store-providing steady foot

  Geni Silva Ethos Rlty, LLC

  530 Main St, Middletown, CT 06457
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  /40

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,242 Sq Ft

  45 Nooks Hill Rd, Cromwell, CT 06416

  Move-in ready and a rare opportunity to own a single-family home in Cromwell for under $400,000! Welcome to this beautifully maintained brick ranch offering comfort, efficiency, and thoughtful updates throughout. The home features gleaming hardwood floors, a cozy gas fireplace, and a bright sunroom that fills the space with natural light-perfect for relaxing or entertaining. The updated kitchen

  

  Jacek Mikolajczyk

  Berkshire Hathaway NE Prop.

  (860) 743-0810

  45 Nooks Hill Rd, Cromwell, CT 06416
• 

  

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 23, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 23, Clinton, CT 06413
• 

  

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 19, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 19, Clinton, CT 06413
• 

  

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 20, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 20, Clinton, CT 06413
• 

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 24, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 24, Clinton, CT 06413
• 

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 22, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 22, Clinton, CT 06413
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  /39

  $695,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  226 Middlesex Ave, Chester, CT 06412

  Set back from the road on over two picturesque acres in historic Chester, this custom-built and thoughtfully designed Saltbox Colonial offers the perfect blend of timeless New England charm and modern home comforts. Lovingly maintained by the original owner, a gracious entry leads to a cozy family room centered around the fireplace, creating a warm and welcoming atmosphere year-round. The formal

  Peg Mitchel Coldwell Banker Realty

  226 Middlesex Ave, Chester, CT 06412
• 

  

  /23

  $729,000 Coming Soon

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

  151 E Main St Unit 21, Clinton, CT 06413

  Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

  Gavin Sudhakar RE/MAX Right Choice

  151 E Main St Unit 21, Clinton, CT 06413
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  /33

  $299,900

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

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, just minutes from downtown Middletown, Wesleyan University & Middlesex Hospital. This home offers the perfect blend of convenience & character. Featuring 4 generously sized bedrooms, high ceilings, original woodwork & a warm, inviting layout, the home showcases beautiful architectural details throughout. The detached garage provides additional storage

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /28

  $360,000

  • 3 Beds
  • 1.5 Baths
  • 1,254 Sq Ft

  129 Summer St, Portland, CT 06480

  Inside this classic cape you'll find a cozy yet functional layout with sun-filled living spaces, hardwood floors, and a welcoming fireplace that serves as the heart of the home. The kitchen offers a perfect balance of vintage charm and modern convenience, with ample cabinetry. A convenient first-floor bedroom and full bath provide versatile options for guests, home office, or single-level living.

  Koreen Ryan Carl Guild & Associates

  129 Summer St, Portland, CT 06480
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  /30

  $515,000

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  7 Parker Ln, Westbrook, CT 06498

  This turn-key, three-bedroom ranch offers a rare opportunity to own a home in a highly sought-after, year-round beach community. Designed for both comfort and practicality, the interior features a seamless layout highlighted by easy-to-maintain tile flooring and modern essentials, including central air and natural gas. Relax by the warmth of the gas fireplace during cozy New England evenings.

  Jaime Dasilva Seaport Real Estate Services

  7 Parker Ln, Westbrook, CT 06498
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  /40

  $650,000

  • 4 Beds
  • 3 Baths
  • 2,286 Sq Ft

  882 Killingworth Rd, Higganum, CT 06441

  Welcome to 882 Killingworth Road, a beautifully updated 4-bedroom, 3-bath Colonial set on two private acres in the heart of Haddam. Offering over 2,200 sq ft of living space, this home blends classic New England charm with modern updates, including refinished hardwood floors and a bright, open layout ideal for everyday living and entertaining. The well appointed kitchen flows seamlessly into the

  Rob Paskiewicz CT Home Pro, LLC

  882 Killingworth Rd, Higganum, CT 06441
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  /8

  $35,000

  • Land
  • 0.83 Acre
  • $42,169 per Acre

  33 Castle Heights, Deep River, CT 06417

  Discover the perfect canvas for your dream home at 33 Castle Heights Dr, Deep River. This expansive 36,000 sq ft lot brings a rare opportunity to build in a prime location, conveniently situated near downtown. With an approved septic plan, you can seamlessly bring your vision to life. Bring your builder and explore the possibilities of this exceptional property. Don't miss out on this prime piece

  

  Nick Prevost

  William Raveis Real Estate

  (860) 846-4443

  33 Castle Heights, Deep River, CT 06417
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  /30

  $595,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  15 Buell Ct, Clinton, CT 06413

  Situated on a quiet cul-de-sac, 15 Buell Court offers comfortable, single-level living in one of the most convenient and desirable shoreline locations in Clinton, Ct. This freshly painted home offers an extra large primary bedroom with a walk-in closet, full bath and laundry area that also provides access to a small deck to the backyard. A spacious living room/dining room combination features

  Doris Fallon William Raveis Real Estate

  15 Buell Ct, Clinton, CT 06413
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  /28

  $799,900 Coming Soon

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft

  129 Nehantic Trail, Old Saybrook, CT 06475

  MOVE-IN READY! Remodeled story book Cape Cod in the desirable Indian Town beach community with marsh and ocean views! This designer remodeled year round beach home is anything but average. Fall in love with the gorgeous new kitchen with GE Cafe appliances, stunning Taj Mahal Quartzite counters, and large island. Relax in the impressive great room with vaulted ceilings, substantial exposed

  Lynn Toper CR Premier Properties

  129 Nehantic Trail, Old Saybrook, CT 06475
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  /37

  $549,300 Coming Soon

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

  57 Witch Hazel Dr, Deep River, CT 06417

  Charming 3 bedroom, 2.5 bath, move in ready Cape situated on a level lot in well-established neighborhood. Quiet and secluded from the street by mature trees, shrubs, and plantings, this home has lovely, picturesque New England curb appeal. The home boasts charming living areas on the main level including an open kitchen and family room with a welcoming wood burning fireplace. There is hardwood

  Kris Cole Waterhouse Realty LLC

  57 Witch Hazel Dr, Deep River, CT 06417
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  /38

  $724,000 Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 3,862 Sq Ft

  59 & 61 Wig Hill Rd, Chester, CT 06412

  The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with french doors to a deck with

  Joseph Kelly William Pitt Sotheby's Int'l

  59 & 61 Wig Hill Rd, Chester, CT 06412
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  /34

  $167,000 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,057 Sq Ft

  2316 Cromwell Hills Dr, Cromwell, CT 06416

  2316 Cromwell Hills offers comfortable, convenient, and low-maintenance living. This is a spacious and functional 3rd-floor end unit, ideal for both everyday living and entertaining. Enjoy a bright and inviting living area with abundant natural light, seamlessly flowing into the dining space and kitchen. The unit features generously sized bedrooms, ample closet space, and a clean, well-appointed

  Yvette Owens William Raveis Real Estate

  2316 Cromwell Hills Dr, Cromwell, CT 06416
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  /37

  $469,900

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

  12 Woodhaven Dr, Portland, CT 06480

  Enjoy easy, one-floor living in this beautifully maintained ranch featuring an open-concept layout perfect for today's lifestyle. Recently painted and truly move-in ready, this home offers a bright and inviting space for both everyday living and entertaining. The living room is warm and welcoming with a cozy fireplace, creating the perfect gathering space. The kitchen flows seamlessly into the

  Stephanie Starr Berkshire Hathaway NE Prop.

  12 Woodhaven Dr, Portland, CT 06480
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  /38

  $349,900

  • 2 Beds
  • 1 Bath
  • 1,141 Sq Ft

  6 Eastwood Rd, Cromwell, CT 06416

  Welcome to 6 Eastwood Rd, a charming and move-in ready Cape that instantly feels like home. From the moment you walk in, you're greeted by beautifully refinished hardwood floors and a warm, inviting layout designed for everyday comfort. The updated kitchen and adjoining office space offer flexibility for both daily living and working from home. Thoughtful improvements throughout, including a new

  Sean Doran Social & Co Realty

  6 Eastwood Rd, Cromwell, CT 06416
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  /36

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  138 Airline Rd, Clinton, CT 06413

  Spacious 4-bedroom, 2.1-bath Colonial ideally located in a highly desirable shoreline setting. This well-maintained home features beautiful hardwood floors throughout and a flexible floor plan to suit today's lifestyle. The living room flows into a dining room currently used as a playroom. The updated kitchen offers granite countertops, tile backsplash, breakfast bar, and opens to a generous

  Betsy Purtell Purtell Realty LLC

  138 Airline Rd, Clinton, CT 06413
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  /40

  $309,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  7 West Ave, East Hampton, CT 06424

  Welcome to this cozy, year-round dream home featuring beautiful views of Lake Pocotopaug! This charming property offers a stunning, remodeled eat-in kitchen with quartz countertop (2024) complete with top-of-the-line appliances and an open floor plan perfect for modern living. The bright inviting living room includes a slider leading to a level, fenced-in yard-ideal for entertaining or relaxing

  

  Cheryl Zalewski

  eXp Realty

  (860) 905-0075

  7 West Ave, East Hampton, CT 06424
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  /33

  $5,900,000

  • 4 Beds
  • 4 Baths
  • 5,651 Sq Ft

  12 Rocky Point Rd, Old Saybrook, CT 06475

  Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

  Sharon Linder Berkshire Hathaway NE Prop.

  12 Rocky Point Rd, Old Saybrook, CT 06475
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  /26

  $213,000

  • 2 Beds
  • 1.5 Baths
  • 1,717 Sq Ft

  34 Hemlock Ct Unit 34, Cromwell, CT 06416

  Cromwell Hills Condo Alert! This is an End Unit in a great complex. Parking is perfect with this place. You will have 2 assigned parking spaces right in front of your front door, which is a big plus. This is a Townhouse style condo with a finished lower level that adds to your living space. Washer & Dryer are included. Central Air with Heat Pump too. Lower Level is set up to add another full bath

  Mike DeFosses Executive Real Estate Inc.

  34 Hemlock Ct Unit 34, Cromwell, CT 06416
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  /39

  $795,000

  • 5 Beds
  • 4 Baths
  • 3,911 Sq Ft

  51 Louis Rd, Middlefield, CT 06455

  Welcome to 51 Louis Rd in Middlefield, a spacious and thoughtfully designed home set on 1.18 acres at the end of a quiet cul-de-sac, offering both privacy and a true neighborhood feel. With 3,911 square feet of living space, this 5-bedroom, 4-bath home features an open and versatile floor plan ideal for today's lifestyle. The main living area flows seamlessly between the dining space and a large

  Robert Perriello Century 21 AllPoints Realty

  51 Louis Rd, Middlefield, CT 06455
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  /5

  $294,900 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,266 Sq Ft

  92 Main St Unit 202, Deep River, CT 06417

  Located in the iconic Piano Works Factory, this condo offers easy access from the main street entrance while placing you right in the heart of Deep River's lively village center. Although this is Unit #202, it is actually on the main floor & located just steps from the building's Main St entrance, making daily access simple & convenient. Step into a unique blend of historic charm & modern comfort

  

  Joan Casey

  RE/MAX Legends

  (860) 750-9368

  92 Main St Unit 202, Deep River, CT 06417
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  /39

  $464,900 Open Sat 12PM - 2PM

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

  7 Nicholas Ct, East Hampton, CT 06424

  Stunning 4-bedrm Colonial nestled in the sought-after Royal Oaks neighborhood. This meticulously maintained home boasts 2,302 square feet of comfortable living space. Built in 2006, this property features an open flr plan that combines functionality w/modern aesthetics, perfect for both everyday living & entertaining. Plus large primary bdrm w/ensuite full bathroom & Finished LL Flex Room.

  Margo Ross William Raveis Real Estate

  7 Nicholas Ct, East Hampton, CT 06424
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  /39

  $675,000 Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 4,385 Sq Ft

  87 Wanda Ln, Middletown, CT 06457

  Set on a beautifully landscaped 0.37-acre lot in a quiet cul-de-sac setting, this spacious Colonial offers 4 bedrooms, 2.5 bathrooms, and approximately 3,500 square feet of living space. Built in 2003 and surrounded by similar well-sized homes, the property offers a strong blend of space, layout, and neighborhood consistency. Thoughtfully designed for both everyday living and entertaining, the

  Jonathan Zuromski Real Broker CT, LLC

  87 Wanda Ln, Middletown, CT 06457
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  /24

  $339,900

  • 6 Beds
  • 2 Baths
  • 2,555 Sq Ft

  117 S Main St, Middletown, CT 06457

  Wow! A rare find! This large 2-family home is in exceptional shape. 3 bedrooms, large eat-in kitchen and large living room in each unit. Both units include a walk-in pantry. Separate utilities. 1st floor has washer/dryer hookups in unit and washer/dryer hookups for 2nd floor in basement. 2nd floor lease ends 7/31/26. 1st floor lease has been renewed from 5/1/26 - 4/30/27. Have verbal confirmation

  Mark Toledo Berkshire Hathaway NE Prop.

  117 S Main St, Middletown, CT 06457
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  /29

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  314 Timber Ridge Rd, Middletown, CT 06457

  This beautifully maintained raised ranch sits proudly on a .62 acre lot surrounded by natural beauty. Bathed in abundant sunlight the home offers a warm inviting atmosphere throughout. The expansive eat in kitchen is generously sized to accommodate a large dining table making it perfect for everyday living and entertaining with direct access to the deck. All bedrooms are spacious and offer

  Alana Wall-Galvin Suburban Homes & Condos

  314 Timber Ridge Rd, Middletown, CT 06457
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  /27

  $650,000 Open Sun 11AM - 2PM

  • 5 Beds
  • 2.5 Baths
  • 3,083 Sq Ft

  135 Saddle Hill Dr, Middletown, CT 06457

  Some homes check the boxes. This one checks the boxes and gives you the backyard everyone wishes they had. Set in a sought-after neighborhood of beautifully maintained homes, this farmhouse-style Colonial offers the perfect mix of charm, comfort, and resort-style living. The backyard is truly unforgettable with a gunite pool featuring a jacuzzi and waterfall, spacious patio for entertaining, and

  Debbie Huscher Real Broker CT, LLC

  135 Saddle Hill Dr, Middletown, CT 06457
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  /40

  $1,095,000

  • 3 Beds
  • 2.5 Baths
  • 3,376 Sq Ft

  10 Trolley Crossing, Old Saybrook, CT 06475

  Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with

  Nancy Mesham Coldwell Banker Realty

  10 Trolley Crossing, Old Saybrook, CT 06475
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  /36

  $649,995

  • 4 Beds
  • 2.5 Baths
  • 2,379 Sq Ft

  41 Sunrise Ln, East Hampton, CT 06424

  Privately set at the end of a quiet cul-de-sac on 1+ picturesque acres, this exceptional 2022-built residence offers a rare combination of privacy, scenic surroundings & a true neighborhood setting. Known for its breathtaking sunsets, the property enjoys a peaceful backdrop while remaining part of a desirable East Hampton community. Inside, the home is filled with natural light, high ceilings &

  Nikki Defrancesco Coldwell Banker Realty

  41 Sunrise Ln, East Hampton, CT 06424
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  /38

  $354,900

  • 6 Beds
  • 3 Baths
  • 2,304 Sq Ft

  6 Omo St, Middletown, CT 06457

  Do not miss your opportunity to own a well-maintained side-by-side 2-family home offering strong potential for both investors and owner-occupants alike. This property features a charming exterior and inviting front porch and is located on a short cul-de-sac street, offering a more residential setting while remaining close to everything Middletown has to offer. Each unit features 3 bedrooms,

  Amanda Cole Carol Cole Real Estate, LLC

  6 Omo St, Middletown, CT 06457
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  /14

  $329,000

  • Land
  • 0.31 Acre
  • $1,061,290 per Acre

  124 Old Boston Post Rd, Old Saybrook, CT 06475

  Considering a new build now or in the future? Can't find, "just the right property?" It's time to secure this very special location. Welcome to 124 Old Boston Post Road, an incredible .31 acre building lot in the heart of downtown Old Saybrook. Walk to the Acton Library, Trask Park tennis/pickleball and splash pad and a half mile to Main Street restaurants, shops, town offices and schools. Enjoy

  Nancy Mesham Coldwell Banker Realty

  124 Old Boston Post Rd, Old Saybrook, CT 06475
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  /38

  $419,900

  • 4 Beds
  • 2.5 Baths
  • 1,777 Sq Ft

  22 Summit St, Essex, CT 06442

  Timeless charm meets modern comfort in this beautifully maintained & spacious 4 bedroom, 2.5 bath Colonial set on picturesque landscaped grounds within walking distance to the quaint Ivoryton village. This inviting home features a well-designed floor plan with hardwood flrs throughout, a formal living room with fireplace & insert which opens seamlessly to the formal dining room and a bright,

  Gene Pica RE/MAX Alliance

  22 Summit St, Essex, CT 06442
• 

  

  /31

  $565,000

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

  76 River St W, Old Saybrook, CT 06475

  76-1 River Street West! This is an incredible opportunity, less than a quarter mile to Old Saybrook Main Street and Amtrak train station. A cozy kitchen, dining and living open to an expansive great room with vaulted, beamed ceiling. There is a generous first-floor bedroom and an adjacent full bath. Upstairs find two larger bedrooms and a second full bath. The basement has an elevated ceiling,

  Nancy Mesham Coldwell Banker Realty

  76 River St W, Old Saybrook, CT 06475
• 

  

  /25

  $739,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  3 Birch St, Old Saybrook, CT 06475

  Enjoy the ease of one-floor living in this charming ranch-style home ideally located in the heart of Old Saybrook. Set on a desirable corner lot, this 3-bedroom, 1.5-bath residence offers approximately 1,600 square feet of comfortable living space. Just a short walk to Main Street, you'll love the convenience of nearby shopping, dining, and everyday amenities. Inside, the home features a spacious

  Ron Stewart Houlihan Lawrence WD

  3 Birch St, Old Saybrook, CT 06475
• 

  

  /32

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,152 Sq Ft

  45 Crestwood Dr, East Hampton, CT 06424

  Located at the end of a quiet residential street, this Raised Ranch offers space, flexibility, and a private setting. An attached garage allows for a fully finished lower level, providing abundant additional living space to suit a variety of needs. The main level features a bright living room with a raised-hearth fireplace and a dining area that opens to the kitchen. Updated in 2016, the kitchen

  Rick Berkenstock Century 21 AllPoints Realty

  45 Crestwood Dr, East Hampton, CT 06424

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