Middlesex County CT Homes for Sale

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  /40

  $3,595,000

  • 5 Beds
  • 4 Baths
  • 3,769 Sq Ft

  10 Scholes Ln, Essex, CT 06426

  Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined

  Susan Malan William Pitt Sotheby's Int'l

  10 Scholes Ln, Essex, CT 06426
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  /38

  $599,900

  Open Sun 12PM - 2PM $245K PRICE DROP

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

  110 Freeman Rd, Middletown, CT 06457

  Historic 1868 South Farms area of Middletown Home with Exceptional Outbuildings Step back in time while enjoying the comfort of modern updates in this distinctive 1868 home, set on a property filled with character, history, and functionality. The home features three bedrooms, 1 1/2 baths, an upstairs office, and a completely remodeled kitchen area. The full-height basement has a granite

  Pam Rizy Berkshire Hathaway NE Prop.

  110 Freeman Rd, Middletown, CT 06457
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  /40

  $1,175,000

  $120K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,904 Sq Ft

  26 Willard Ave, Old Saybrook, CT 06475

  Welcome to shoreline living at its finest in one of Old Saybrook's desirable beach communities, just minutes from the water, marinas, beaches, restaurants, and all that the Connecticut shoreline has to offer. This beautifully remodeled split-level ranch combines modern updates, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled

  Gigi Giordano Taylor Compass Connecticut, LLC

  26 Willard Ave, Old Saybrook, CT 06475
• 

  

  /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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  /20

  $390,000

  $15K PRICE DROP

  • 7 Beds
  • 2 Baths
  • 2,476 Sq Ft

  194 Liberty St, Middletown, CT 06457

  Owner occupied or investors! Fully renovated investment opportunity in the heart of Middletown! This well-maintained 7 bedrooms 2 bath, multifamily property has been completely remodeled and offers immediate cash flow with tenants already in place. Each unit is currently rented, providing strong and stable rental income from day one. Updates include modern kitchens, renovated bathrooms, updated

  Amiyra Beauduy Century 21 Scala Group

  194 Liberty St, Middletown, CT 06457
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  /4

  $747,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,046 Sq Ft

  507 Freya Ln, East Hampton, CT 06424

  The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Charlestown. Attention Ranch lovers - look no further! There are not enough descriptive words to describe this amazing home. From the quaint covered front porch to the peaks and gables that offers a true architectural splendor

  Mark Toledo Berkshire Hathaway NE Prop.

  507 Freya Ln, East Hampton, CT 06424
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  /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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  /12

  $419,000

  • 9 Beds
  • 5 Baths
  • 3,110 Sq Ft

  71 E Main St, Middletown, CT 06457

  Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own

  Levi Judqin Brass Moon Realty

  71 E Main St, Middletown, CT 06457
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  /2

  $279,900

  • Land
  • 20,037 Sq Ft
  • $608,478 per Acre

  8 Cortland Way, Cromwell, CT 06416

  Last lot available in new subdivision of beautiful custom built homes! 8 lot subdivision located off of Woodside Road in Cromwell. Lot is .46 acres in size; is easy to work with and sewer and water are on site! Lot has all the topsoil you will need and then some. Bring your builder, bring your dream home plans and make it a dream come true! Don't wait, there's nothing else out there like this - a

  Jennifer Hussey Century 21 Clemens Group

  8 Cortland Way, Cromwell, CT 06416
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  /40

  $599,900

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  15 Michele Dr, Portland, CT 06480

  Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and built-in bar, the

  Margaret Wilcox William Raveis Real Estate

  15 Michele Dr, Portland, CT 06480
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  /23

  $450,000

  $49K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 3,319 Sq Ft

  1511 Country Club Rd, Middletown, CT 06457

  Welcome to 1511 Country Club Rd, a charming 2-bedroom Cape with the posability of 5- bedrooms offering comfort, character, and exceptional versatility. This inviting home features a flexible layout with a private in-law suite or separate living space-perfect for multi-generational living, guests, a private home office or income possibility. Step outside to enjoy the expansive backyard, offering

  Dean Brockert Maverick Realty

  1511 Country Club Rd, Middletown, CT 06457
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  /27

  $1,275,000

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,475 Sq Ft

  6 Leeway Dr, Westbrook, CT 06498

  1st floor has open floor plan with huge deck off the living room capturing summer's prevailing south westerly breezes. Cozy electric fireplace in living room separates it from chic kitchen with island and separate it from the dining area and includes a small den/sun room which opens to full length deck with a retractable awning. Beautiful sunsets are viewed over boats in the Marina. Also on the

  Salome Kirkutis SKS Realty

  6 Leeway Dr, Westbrook, CT 06498
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  /40

  $1,350,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft

  145 Monarca Dr, Middletown, CT 06457

  A one-of-a-kind custom-built new construction home that must be experienced in person to be appreciated. This modern contemporary farmhouse-style ranch sits on 2.38 acres of private land, positioned at the end of a cul-de-sac on a private road. From the moment you arrive, the exterior makes a lasting impression. Stone walls frame the driveway, guiding you past a thoughtfully designed approach w/a

  Lauren Freedman Coldwell Banker Realty

  145 Monarca Dr, Middletown, CT 06457
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  /40

  $2,195,000

  $155K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  18 Birch Mill Rd, Killingworth, CT 06419

  The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private

  Jennifer Gurnell William Raveis Real Estate

  18 Birch Mill Rd, Killingworth, CT 06419
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  /33

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,172 Sq Ft

  513 Essex Rd, Westbrook, CT 06498

  This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

  Claude Cousins Berkshire Hathaway NE Prop.

  513 Essex Rd, Westbrook, CT 06498
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  /37

  $769,000

  Open Sat 10:30AM - 1PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  4 Newberry St, Haddam, CT 06441

  This home breaks away from the traditional rectangular ranch footprint, offering a dynamic, multi-wing layout that creates a natural flow, and purposeful separation of space. Instead of a long boxy structure, the home unfolds in wings and offset sections that give it that custom built feel, with modern design, and warm livability. The open concept main living area is bathed in natural light,

  Rachel Welch William Raveis Real Estate

  4 Newberry St, Haddam, CT 06441
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  /40

  $850,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  195 Silver Springs Dr, Higganum, CT 06441

  Set well back on 3.65 wooded acres in the desirable Chatham Lake community, this thoughtfully designed, to be built home combines a flexible modern layout with a private, tucked away setting surrounded by natural woodland. The generous parcel offers room to create a peaceful homesite with a wonderful sense of separation and privacy, while remaining part of an established neighborhood of

  Rob Paskiewicz CT Home Pro, LLC

  195 Silver Springs Dr, Higganum, CT 06441
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  /35

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft

  46 Farview Ave, Old Saybrook, CT 06475

  Location, location, location. Enjoy shoreline lifestyle in one of Old Saybrook's in demand neighborhoods. Level corner lot. Solid home ready for you to make it your own. Eight total room, three bedrooms, two full baths one updated. Fireplace in the Living room. Sunroom, one car attached garage. Full unfinished basement. Incredible opportunity to create the home of your dreams. Enjoy coastal

  Sheila Burke J.M. REALTY

  46 Farview Ave, Old Saybrook, CT 06475
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  /37

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 1,249 Sq Ft

  177 Front St, Middletown, CT 06457

  Welcome to 177 Front Street, a charming farmhouse-style home in Middletown's desirable Farm Hill District. This 3-bedroom, 1.5-bath home offers a functional layout with comfortable living space, a formal dining room, and plenty of natural light throughout. Recent updates include fresh interior paint, newer Stainless Steel appliances and countertops, and freshly painted wood cabinetry, giving the

  Thomas Cody Align Realty LLC

  177 Front St, Middletown, CT 06457
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  /6

  $95,000

  $43K PRICE DROP

  • Land
  • 19,602 Sq Ft
  • $211,111 per Acre

  28 & 33 River Rd, Cromwell, CT 06416

  Riverfront property! This is the perfect setting on which to build your home -away from- home or you're downsized home . Building lot with 80 feet of private direct waterfront access just steps away. Enjoy The many recreational activities river front living affords. Buyers to conduct own due diligence.Make appointment to view.

  Julie Keithan Group Four Realty

  28 & 33 River Rd, Cromwell, CT 06416
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  /35

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  135 Middlesex Ave, Chester, CT 06412

  NEW PRICE!! Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want

  Lisa Genovali Re/Max Valley Shore

  135 Middlesex Ave, Chester, CT 06412
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  /40

  $574,900

  • 2 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  380 Hidden Lake Rd, Higganum, CT 06441

  **HIGHEST & BEST DUE BY MONDAY, 8/17 5PM** Incredible waterfront custom colonial on Hidden Lake, nestled within a private 39-acre enclave. This exceptional home offers 2 bedrooms plus an upstairs office that can easily serve as a third bedroom, along with 2.5 baths. Enjoy breathtaking water views and direct access to the lake for swimming, kayaking, canoeing, paddleboarding, fishing and more- all

  Jamie Maccarone Coldwell Banker Realty

  380 Hidden Lake Rd, Higganum, CT 06441
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  /20

  $759,000

  $30K PRICE INCREASE

  • 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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  /38

  $1,499,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,472 Sq Ft

  2 Old South Cove Rd, Old Saybrook, CT 06475

  Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, Old Saybrook, CT 06475
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  /40

  $489,999

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  89 Book Hill Rd, Essex, CT 06426

  Welcome to 89 Book Hill Road in the heart of Essex Village. This beautifully updated Cape offers a perfect blend of classic New England charm and modern comfort. Set on a private lot surrounded by mature trees, the home features a spacious and light-filled layout with hardwood floors, two fireplaces, and a flexible floor plan. The kitchen has been tastefully updated with modern finishes, flowing

  Gary Crawford RE/MAX RISE

  89 Book Hill Rd, Essex, CT 06426
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  /39

  $3,950,000

  • 5 Beds
  • 5.5 Baths
  • 5,557 Sq Ft

  323 River Rd, Deep River, CT 06417

  Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled

  Margaret Muir William Pitt Sotheby's Int'l

  323 River Rd, Deep River, CT 06417
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  /9

  $1,300,000

  • Land
  • 63.74 Acres
  • $20,395 per Acre

  1 Ballahack Rd, East Haddam, CT 06423

  This is a rare opportunity in the midst of Connecticut's current housing shortage. This 63.74-acre parcel, located in the historic town of East Haddam, has already undergone preliminary engineering and mapping, revealing the potential for 6 lots. One of these lots features 60 feet of direct lake frontage on Bashan Lake, also known as "Little Pond." The property is adjacent to the Bashan Lake boat

  Dale Bunn Riverview Realty, LLC

  1 Ballahack Rd, East Haddam, CT 06423
• 

  

  /27

  $430,000

  • 2 Beds
  • 2 Baths
  • 810 Sq Ft

  52 Pond Meadow Rd, Ivoryton, CT 06442

  Welcome home to your own private cottage style farm house in the heart of picturesque Ivoryton - where timeless New England charm meets modern comfort. This beautifully maintained home offers the perfect blend of character, quality, and opportunity, making it an ideal year-round residence, weekend retreat, or investment property. Situated in one of Connecticut's most sought-after shoreline

  Noah Gates Real Broker CT, LLC

  52 Pond Meadow Rd, Ivoryton, CT 06442
• 

  

  /27

  $235,000

  Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  15 Willow Ct, Cromwell, CT 06416

  Welcome to 15 Willow Court, a spacious 2-bedroom, 1.5-bath townhome offering 1,368 square feet of comfortable living space in the desirable Cromwell Hills community. Tucked within the complex, this inviting home features a bright, open layout with plenty of natural light throughout. The main level offers a galley-style kitchen with an eat-in area, a convenient half bath, and a spacious living

  Kyle Provost William Raveis Real Estate

  15 Willow Ct, Cromwell, CT 06416
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  /31

  $820,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  18 Maple Ave, Essex, CT 06426

  Private, move in ready Essex Village ranch on a large level landscaped lot, set back from the road. Lots of privacy. Walk to restaurants, shops, library, parks and CT River. Remodeled 36x10 sunroom / dining area with a wall of sliders. Finished lower lever Family room, guest room and full bathroom. 690 square feet not included in the square feet. Total of 1914 sqf. Oversized shed for a handyman

  Mark Reyher Reyher Real Estate

  18 Maple Ave, Essex, CT 06426
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  /40

  $609,900

  • 3 Beds
  • 1.5 Baths
  • 1,466 Sq Ft

  157 Evergreen Rd, Cromwell, CT 06416

  Beautiful 3-bedroom, 1.5-bath ranch set on an incredible 3.71 acres in Cromwell! This home has been extremely well cared for and it shows throughout. Step inside through the spacious, welcoming foyer and into a comfortable, easy-flowing layout. The open eat-in kitchen flows nicely into the living room, featuring charming built-ins and a fireplace that creates a warm and inviting space. The home

  Robert Jordan Hagel & Assoc. Real Estate

  157 Evergreen Rd, Cromwell, CT 06416
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  /40

  $599,000

  $90K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,010 Sq Ft

  58 Middle Haddam Rd, East Hampton, CT 06424

  Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from New York City and Boston. This property blends modern amenities, including a swimming pool, with the carefully restored original features of a house built in 1780 and listed on the National Registry

  Teri Lewis William Pitt Sotheby's Int'l

  58 Middle Haddam Rd, East Hampton, CT 06424
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  /25

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  100 Pratt Rd, Clinton, CT 06413

  Beautifully maintained 3 bedroom, 2 bath Cape nestled on a quiet cul-de-sac in a highly desirable shoreline community. Enjoy coastal living with views of a picturesque Long Island Sound Inlet while just being minutes from beaches, marinas, popular shoreline restaurants, shopping and local coastal attractions. Conveniently located near the train station, offering easy access for commuting or

  Mary Tirozzi Century 21 AllPoints Realty

  100 Pratt Rd, Clinton, CT 06413
• 

  

  /20

  $839,000

  $50K PRICE INCREASE

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

  151 E Main St Unit 29, 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 29, Clinton, CT 06413
• 

  

  /4

  $89,900

  • Land
  • 3.72 Acres
  • $24,167 per Acre

  00 Stockburger Rd, East Haddam, CT 06423

  Looking for peaceful, picturesque property to build your home? This lot is located on a beautiful, country road that travels along Salmon River Forest. View of the river valley is across the road. Was tested in 1981 with updated testing done in 2025. Treed lot of 3.72 acres with 313 ft of road frontage. Lot is part of the Salmon Ridge Subdivision.

  Dee Hasuly KW Legacy Partners

  00 Stockburger Rd, East Haddam, CT 06423
• 

  

  /6

  $275,000

  $100K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 573 Sq Ft

  41 Trolley Rd, Westbrook, CT 06498

  Tucked along Trolley Road in Westbrook, this year-round cottage offers a rare opportunity in one of the shoreline's most sought-after locations. The home itself is ready for a new owner's vision and care, but it's the walk-to-town lifestyle that makes this property truly special. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, and the Westbrook train station, you'll enjoy the

  Jennifer Gurnell William Raveis Real Estate

  41 Trolley Rd, Westbrook, CT 06498
• 

  

  /40

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  147 Johnson Pond Ln, Westbrook, CT 06498

  Welcome to your private waterfront sanctuary retreat! This Contemporary Ranch is situated on Trout Brook and Johnson Pond, and is tucked away on a peaceful cul-de-sac. It's the perfect place for entertaining and rest & relaxation in & out. Step inside to a popular open-concept layout. The living, dining, and kitchen areas soar with cathedral ceilings and walls of windows framing breathtaking

  Joseph Giordano RE/MAX Alliance

  147 Johnson Pond Ln, Westbrook, CT 06498
• 

  

  /4

  $499,000

  $200K PRICE DROP

  • Land
  • 13.27 Acres
  • $37,604 per Acre

  0 Fairy Dell Rd, Clinton, CT 06413

  Nestled on 13.27 acres of pristine raw land, this parcel boasts 617 feet of road frontage, making it easily accessible and highly visible. Situated in a prime location, it offers the perfect balance of tranquility and convenience, with wooded areas providing a serene backdrop while still being close to town amenities and beautiful beaches. The property's ample size provides ample opportunities

  Gigi Giordano Taylor Compass Connecticut, LLC

  0 Fairy Dell Rd, Clinton, CT 06413
• 

  

  /20

  $550,000

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  1324 Boston Post Rd, Old Saybrook, CT 06475

  One floor living in Old Saybrook! This ranch home is a part of the Indian Town Beach association and also conveniently located on Boston Post Road which has beautiful new sidewalks connecting this property to both beaches and shops and restaurants all within walking distance. A picture window gives the living room lovely natural light and a wood burning fireplace for chilly winter nights. An open

  Tina Rupp William Pitt Sotheby's Int'l

  1324 Boston Post Rd, Old Saybrook, CT 06475
• 

  

  /40

  $1,099,000

  $64K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 4,109 Sq Ft

  96 Ayers Point Rd, Old Saybrook, CT 06475

  Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized

  Jennifer Gurnell William Raveis Real Estate

  96 Ayers Point Rd, Old Saybrook, CT 06475

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