Old Saybrook, CT Homes

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  /40

  $574,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  254 Hidden Cove Rd, Old Saybrook, CT 06475

  Coastal Charm Meets Modern Comfort at 254 Hidden Cove Rd, Unit #254, Old Saybrook. Step inside to discover a fresh, modern interior featuring brand-new flooring, updated finishes, and a bright, open layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating a warm and inviting atmosphere. New Kitchen cabinets, Quartz

  

  Bob Yostos

  Coldwell Banker Realty

  (860) 467-0656

  254 Hidden Cove Rd, Old Saybrook, CT 06475
• Explore Old Saybrook

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  /35

  $2,950 - $4,270 per month plus fees

  Hanford Commons

  2 Beds

  99 Lynde St, Old Saybrook, CT 06475

  Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and

  99 Lynde St, Old Saybrook, CT 06475
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  $742,900 Sold Oct 31, 2025

  • 1,404 Sq Ft
  • $529/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  16 Howard St, Old Saybrook, CT 06475

  Indulge in the ease and sophistication of this home beautifully renovated down to the studs and added onto just two years ago, nestled in a prime location in Old Saybrook. This residence offers one floor living. The open floor plan exudes a light and airy ambiance, perfect for modern living and effortless entertaining. Enjoy the chef's kitchen, with beautiful marble and wood counters and

  Terry Kemper Coldwell Banker Realty

  16 Howard St, Old Saybrook, CT 06475
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  Est $522,494 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,930 Sq Ft

  175 Ferry Rd Unit 11, Old Saybrook, CT 06475

  175 Ferry Rd Unit 11, Old Saybrook, CT 06475
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  $654,000

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  21 Farview Ave, Old Saybrook, CT 06475

  Welcome to your dream home! This charming 3-bedroom, 2-bath gem offers comfort, style, and privacy in every corner. Step inside to find beautifully renovated bathrooms, sleek new windows, and Mitsubishi AC splits throughout, including the basement, for year-round comfort. The attached garage adds convenience, while the partially finished basement with a bulkhead offers extra space for hobbies or

  

  Nick Prevost

  William Raveis Real Estate

  (860) 776-2494

  21 Farview Ave, Old Saybrook, CT 06475
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  $4,500 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 2,180 Sq Ft
  • House for Rent

  422 Maple Ave, Old Saybrook, CT 06475

  Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

  Dawn Caso Williams Realty Services

  422 Maple Ave, Old Saybrook, CT 06475
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  $900,000 Sold Oct 30, 2025

  • 1,408 Sq Ft
  • $639/SF
  • 171 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1953

  21 Wildwood Rd, Old Saybrook, CT 06475

  Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car

  Marc Delise Coldwell Banker Realty

  21 Wildwood Rd, Old Saybrook, CT 06475
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  Est $772,041 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,502 Sq Ft

  456 Main St, Old Saybrook, CT 06475

  456 Main St, Old Saybrook, CT 06475
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  /23

  $699,500 Under Contract

  • Land
  • 8.11 Acres
  • $86,252 per Acre

  60 Ingham Hill Rd, Old Saybrook, CT 06475

  Picturesque waterfront 8.1-acre lot on the tranquil Oyster River in historic Old Saybrook. 1,400 feet of river frontage leading to Long Island Sound. Currently set as farmland, this could be a home run for builders sensitive to the needs of the land. With its beauty, you have 50-plus feet of road frontage and large footprint within the 50-foot tidal wetlands setback. I-95 is easily accessible,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 735-1229

  60 Ingham Hill Rd, Old Saybrook, CT 06475
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  $2,370 - $4,331 total monthly price

  Saybrook Station Apartments

  1 - 2 Beds

  7 N Main St, Old Saybrook, CT 06475

  Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to

  7 N Main St, Old Saybrook, CT 06475
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  $1,235,000 Sold Oct 24, 2025

  • 1,941 Sq Ft
  • $636/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1930

  19 Neptune Dr, Old Saybrook, CT 06475

  Welcome to 19 Neptune Drive, a beautifully rebuilt Cape Cod-style home in the sought-after Knollwood Beach Association. Completely reconstructed in 2022, this residence blends coastal charm w/modern updates, offering 1,914sqft of thoughtfully designed living space & water views just a short walk to the beach. Step inside to find an inviting open floor plan filled w/natural light & finished

  Mark Riesbeck Berkshire Hathaway NE Prop.

  19 Neptune Dr, Old Saybrook, CT 06475
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  Est $1,548,680 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft

  23 Red Bird Trail, Old Saybrook, CT 06475

  23 Red Bird Trail, Old Saybrook, CT 06475
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  $897,000 Open Sun 12:30PM - 2:30PM

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

  3 Jorgensen Ln, Old Saybrook, CT 06475

  Welcome to this meticulously maintained custom built home offering a blend of elegance and comfort. Step inside to an open floor plan filled with natural light, hardwood floors throughout, gas fireplace, a stunning gourmet kitchen featuring limestone and marble countertops, stainless steel appliances, a gas cooktop, breakfast bar, dry bar and island- a chef's dream perfect for cooking and

  Sharon Linder Berkshire Hathaway NE Prop.

  3 Jorgensen Ln, Old Saybrook, CT 06475
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  /21

  $2,650 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,565 Sq Ft
  • House for Rent

  32 Maplewood St, Old Saybrook, CT 06475

  Academic Rental available until April 30, 2026!! Also available as year-round rental beginning May 1, 2026 for $3650/month. Prime location -- steps to beautiful Main Street from this charming 3 bedroom/2 full bath home! This newly refurbished home presents desirable one-floor living, with much to offer besides it's wonderful location --- eat-in kitchen with new countertops and appliances, large

  Lisa Genovali Re/Max Valley Shore

  32 Maplewood St, Old Saybrook, CT 06475
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  $1,025,000 Sold Oct 20, 2025

  • 1,467 Sq Ft
  • $699/SF
  • 84 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  8 Fenbrook Rd, Old Saybrook, CT 06475

  Live the coastal lifestyle in this Knollwood Beach Association gem, just one house from the sand! This charm-filled, tastefully reconstructed home offers 4 bedrooms and 2 full baths with original fir hardwood floors throughout. Enjoy modern comforts including new central air, a newer roof, and a transferable solar system for just $109/month. Relax on the gorgeous rear patio surrounded by

  Joel Lucas Coldwell Banker Realty

  8 Fenbrook Rd, Old Saybrook, CT 06475
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  Est $6,457,672 Not Listed For Sale

  • 7 Beds
  • 5.5 Baths
  • 7,465 Sq Ft

  9 Pettipaug Ave, Old Saybrook, CT 06475

  9 Pettipaug Ave, Old Saybrook, CT 06475
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  $926,000 Open Sun 12PM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  55 Cypress Rd, Old Saybrook, CT 06475

  Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers

  Tammy Tinnerello William Pitt Sotheby's Int'l

  55 Cypress Rd, Old Saybrook, CT 06475
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  /22

  $2,700 per month plus fees

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • House for Rent

  22 Whitewood St, Old Saybrook, CT 06475

  This beautifully maintained 2-bedroom, 1-bath ranch offers timeless character and unbeatable convenience. Step inside to find gleaming hardwood floors throughout and a mint-condition retro kitchen, lovingly preserved to showcase its mid-century charm.The home features a versatile bonus room—perfect for a home office, den, playroom, or extra storage. You’ll also enjoy plenty of additional

  22 Whitewood St, Old Saybrook, CT 06475
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  $450,000 Sold Oct 17, 2025

  • Land
  • 2.49 Acres
  • $180,723 per Acre

  • 424 Days On Market

  64 Otter Cove Dr Unit Lot, Old Saybrook, CT 06475

  FULLY ENGINEERED & APPROVED BUILDING LOT! Don't miss out on this rare opportunity to own a 2.5-acre building lot in the prestigious Otter Cove Association in Old Saybrook. The lot offers potential views of the Connecticut River Valley and abuts preserved open space. Fully surveyed, tested, and approved, this lot is ready for your custom dream home. The listing agent, a licensed professional

  Joe Wren William Raveis Real Estate

  64 Otter Cove Dr Unit Lot, Old Saybrook, CT 06475
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  Est $766,266 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,673 Sq Ft

  16 Fordham Trail, Old Saybrook, CT 06475

  16 Fordham Trail, Old Saybrook, CT 06475
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  /39

  $1,190,000 Open Sat 10AM - 11:30AM

  • 5 Beds
  • 5 Baths
  • 3,664 Sq Ft

  11 Trolley Crossing, Old Saybrook, CT 06475

  Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

  Jennifer Gurnell William Raveis Real Estate

  11 Trolley Crossing, Old Saybrook, CT 06475
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  $6,500 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,762 Sq Ft
  • House for Rent

  17 Agawam Ave, Old Saybrook, CT 06475

  Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2025, through June 20, 2026! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious

  Lynn Lehrman Re/Max Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
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  $751,500 Sold Oct 15, 2025

  • 890 Sq Ft
  • $844/SF
  • 106 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1930

  78 Hartford Ave, Old Saybrook, CT 06475

  Beach living, redefined. Welcome to 78 Hartford Avenue, a rare coastal gem perched right on the water in the heart of Old Saybrook. With uninterrupted views, salty breezes, and your toes practically in the sand, this 3-bedroom beach retreat offers the kind of lifestyle most only dream about. Whether you're soaking in the sun from your patio, launching kayaks at sunrise, or hosting unforgettable

  Robert Perriello Century 21 AllPoints Realty

  78 Hartford Ave, Old Saybrook, CT 06475
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  Est $598,230 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,840 Sq Ft

  1 Anchorage Ln, Old Saybrook, CT 06475

  1 Anchorage Ln, Old Saybrook, CT 06475
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  /16

  $985,000

  • 5 Beds
  • 2.5 Baths
  • 3,472 Sq Ft

  0 Town Beach Rd, Old Saybrook, CT 06475

  Enjoy your summers at Cornfield Point with a 5 bedroom Colonial with large of space for everyone. After a refreshing day at the beach come home to plenty of space for fun family gatherings. Parking is plentiful with extra storage. Your summers can be filled with boating, beaching, amazing sunsets, and fine dining at a many local restaurants. Don't miss your change to chance to live in Cornfield

  George Agnelli Agnelli Real Estate

  0 Town Beach Rd, Old Saybrook, CT 06475
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  $3,200 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • House for Rent

  5 Tudor Ct W, Old Saybrook, CT 06475

  A rare year round rental in beautiful Old Saybrook! Freshly Painted Home with new appliances, new heating system and new roof. Close to the Beach with Beach rights. 2 large Decks off Living room Kitchen and Master Bedroom.Walk in closet for Master Bedroom. Large Carport.2 Full size Bathrooms upstairs and downstairs. Master Bedroom and 2nd bedroom upstairs. Large bedroom downstairs. Family

  5 Tudor Ct W, Old Saybrook, CT 06475
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  $799,900 Sold Oct 10, 2025

  • 1,950 Sq Ft
  • $410/SF
  • 57 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1960

  16 Seagull Rd, Old Saybrook, CT 06475

  Thoughtfully Enhanced Old Saybrook Retreat Steps from Knollwood Beach! This meticulously improved 1,868 square foot home in desirable Old Saybrook offers the perfect blend of modern convenience and coastal lifestyle. Significant updates throughout include a new furnace, central air conditioning, whole-house generator, new propane tank, and complete 200 amp electrical service upgrade, ensuring

  Teri Lewis William Pitt Sotheby's Int'l

  16 Seagull Rd, Old Saybrook, CT 06475
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  Est $683,286 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft

  10 Allendale Rd, Old Saybrook, CT 06475

  10 Allendale Rd, Old Saybrook, CT 06475
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  $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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  /15

  $3,950 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,176 Sq Ft
  • House for Rent

  1 Fenwood Dr, Old Saybrook, CT 06475

  The lease begins on January 1, 2026, and runs through April 30, 2026, as a fully furnished short-term rental. All utilities are included in the rent. Welcome to one of Old Saybrook's most desirable beach associations. Set on a corner lot, this charming New England Cape offers stunning direct ocean views, with all three upstairs bedrooms enjoying the same breathtaking scenery. With over 3,500 sq.

  Sang Jee William Raveis Real Estate

  1 Fenwood Dr, Old Saybrook, CT 06475
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  $2,125,000 Sold Oct 10, 2025

  • 1,365 Sq Ft
  • $1,557/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1954

  515 Maple Ave, Old Saybrook, CT 06475

  Embrace the pinnacle of coastal serenity in this captivating waterfront home, cradled by Old Saybrook's shores with a private beach, flanked by two protective break walls and a robust seawall, ensuring the preservation of your personal slice of paradise. This tranquil haven boasts a personal mooring, ideal for seafarers. Each morning, awaken to awe-inspiring sunrises that illuminate the

  Teri Lewis William Pitt Sotheby's Int'l

  515 Maple Ave, Old Saybrook, CT 06475
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  Est $2,686,424 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,225 Sq Ft

  468 Main St, Old Saybrook, CT 06475

  468 Main St, Old Saybrook, CT 06475
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  /40

  $1,075,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,467 Sq Ft

  122 Old Post Rd, Old Saybrook, CT 06475

  Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a

  Susan Malan William Pitt Sotheby's Int'l

  122 Old Post Rd, Old Saybrook, CT 06475
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  $18,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • House for Rent

  8 Belaire Manor, Old Saybrook, CT 06475

  {Summer 2026 -- June: available -- July/Aug/Sept: rented} This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, Old Saybrook, CT 06475
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  $377,000 Sold Oct 08, 2025

  • 1,120 Sq Ft
  • $337/SF
  • 77 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1948

  52 Chalker Beach Rd, Old Saybrook, CT 06475

  This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is.

  Patrick Farley Statewide Premier Prop. LLC

  52 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $593,796 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,290 Sq Ft

  21 Baum Ave, Old Saybrook, CT 06475

  21 Baum Ave, Old Saybrook, CT 06475
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  /39

  $960,000 Open Sun 1PM - 2:30PM

  • 4 Beds
  • 3 Baths
  • 2,516 Sq Ft

  24 Cottage Place, Old Saybrook, CT 06475

  Tucked at the end of a quiet cul-de-sac in Old Saybrook Center, 24 Cottage Place offers a rare blend of coastal elegance and modern comfort. This move-in ready 4-bedroom, 3-bath home is just steps from Main Street's shops and restaurants (0.2 mi), The Kate and library (0.3 mi), fitness center (0.4 mi), marinas and waterfront access (0.5 mi), and the train station (0.6 mi)-delivering the ultimate

  Jennifer Gurnell William Raveis Real Estate

  24 Cottage Place, Old Saybrook, CT 06475
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  /23

  $3,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft
  • House for Rent

  8 Clinton Ave, Old Saybrook, CT 06475

  Turn-key Academic Shoreline Rental with today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first

  Terry McDonald McDonald Real Estate, LLC

  8 Clinton Ave, Old Saybrook, CT 06475
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  $675,000 Sold Oct 03, 2025

  • 1,920 Sq Ft
  • $352/SF
  • 1 Day On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  4 Chartier Ave, Old Saybrook, CT 06475

  Nestled in the Saybrook Manor Cove beach community, this classic 3-bedroom colonial has a long history and has deeded beach rights to the Saybrook Manor Cove Beach. The original year-round ranch style house was built in 1957 and owned by one family all this time. In 1986, the house was taken down to the studs and all rebuilt as a colonial style home. There's hardwood flooring in the traditional

  Joanne Breen ERA Hart Sargis-Breen

  4 Chartier Ave, Old Saybrook, CT 06475
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  Est $602,973 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  8 East St, Old Saybrook, CT 06475

  8 East St, Old Saybrook, CT 06475

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