Old Saybrook, CT Homes

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  /39

  $699,900

  • 3 Beds
  • 2 Baths
  • 1,762 Sq Ft

  1 Hartford Ave, Old Saybrook, CT 06475

  Welcome to Saybrook Manor! This sprawling year-round beach home is a perfect blend of rustic beach charm and modern day amenities. Situated on a large double corner lot this home has deeded beach rights to the Saybrook Manor beaches at the end of Middletown Ave and Hartford Ave. Just a quick walk or golf cart ride to the water, invite your family and friends to enjoy plenty of yard space and a

  Bryan Neurath Country Manor Realty

  1 Hartford Ave, Old Saybrook, CT 06475
• 

  $365,000 Sold May 09, 2025

  • 1,936 Sq Ft
  • $189/SF
  • 72 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1996

  10 Lookout Hill Rd, Old Saybrook, CT 06475

  Desirable Old Saybrook location - This cute with Home plenty of living space features 3 bedrooms, 2.5 baths, large eat in kitchen, partially finished basement with a full bath. This may have potential for downstairs apartment. It could also be a great rental investment opportunity, convenient to schools, restaurants, beaches and all amenities. Come see all that this sought after town has to

  Bob Senger Berkshire Hathaway NE Prop.

  10 Lookout Hill Rd, Old Saybrook, CT 06475
• 

  Est $877,381 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  39 Hill St, Old Saybrook, CT 06475

  39 Hill St, Old Saybrook, CT 06475
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  /40

  $779,900

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

  92 Fenwood Dr, Old Saybrook, CT 06475

  Location! Location! Location! Nestled in the desirable Fenwood Beach District, this inviting ranch style home offers serene views of South Cove and a lifestyle of comfort and coastal charm. Set on a level .25 acre lot, the property features a fenced, private backyard with mature plantings and a shed for your tools and beach gear. There are 2 bedrooms and 3 full baths. The home has hardwood floors

  Fran Manganello Coldwell Banker Realty

  92 Fenwood Dr, Old Saybrook, CT 06475
• 

  $513,000 Sold May 06, 2025

  • 1,856 Sq Ft
  • $276/SF
  • 55 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1961

  7 Windsor Oval, Old Saybrook, CT 06475

  Cornfield Beach Rights! This contemporary ranch is perfectly situated on a quiet street, offering stunning marsh views and a peaceful setting. Nestled on a beautiful, level .53-acre lot, this approximately 2,000 sq. ft. home features three bedrooms, fireplace, hardwood floors, and a thoughtfully designed layout. The finished lower level includes a spacious great room and an additional sitting

  Joel Lucas Coldwell Banker Realty

  7 Windsor Oval, Old Saybrook, CT 06475
• 

  Est $1,213,308 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  11 Beechwood Rd, Old Saybrook, CT 06475

  11 Beechwood Rd, Old Saybrook, CT 06475
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  /31

  $650,000

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

  76 River St W, Old Saybrook, CT 06475

  Built to Last! Well Maintained Cape tucked away in a peaceful location backing up to Salt marshes. Nature lovers will enjoy the serene views of the salt meadows, wildlife and privacy of this quiet neighborhood. This property features 3 beds, 2 baths, over 1700 square feet of living space, a living room with vaulted ceilings, dining area, kitchen, 3 good sized bedrooms, a private deck in the rear

  Robert Perriello Century 21 AllPoints Realty

  76 River St W, Old Saybrook, CT 06475
• 

  $630,250 Sold May 02, 2025

  • 780 Sq Ft
  • $808/SF
  • 4 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1954

  6 Tucker Rd, Old Saybrook, CT 06475

  Welcome to 6 Tucker Rd. Old Saybrook, CT. The "Beach House" isn't a place ... it's a state of mind! The "Beach House" has picturesque year round views of the Marsh and Long Island Sound, and is FEMA compliant. The moment you enter, let relaxation and peace wash over you ... in this freshly painted and beautifully decorated home; offering an open kitchen, dining and living room which are the

  Terry McDonald McDonald Real Estate, LLC

  6 Tucker Rd, Old Saybrook, CT 06475
• 

  Est $599,807 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,799 Sq Ft

  175 Ferry Rd Unit 8, Old Saybrook, CT 06475

  175 Ferry Rd Unit 8, Old Saybrook, CT 06475
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  /40

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  35 Soundview Ave, Old Saybrook, CT 06475

  South Cove waterfront with spectacular, panoramic views extending out to the Connecticut River and Long Island Sound. Recently updated and move-in ready, this year-round home offers the perfect harmony of tranquility and convenience. Nestled in a peaceful neighborhood yet walking distance to Main Street and Saybrook Point. And, less than 2 miles to the town beach. Enjoy expansive water vistas

  Sue Darmon William Pitt Sotheby's Int'l

  35 Soundview Ave, Old Saybrook, CT 06475
• 

  $735,000 Sold Apr 30, 2025

  • 1,558 Sq Ft
  • $472/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  367 Main St Unit 15, Old Saybrook, CT 06475

  WOW! A free-standing condo like you've never seen before! This fully renovated 3-bedroom home is one of the largest in the complex, offering nearly 1,600 sq. ft. of stunning living space. Natural light floods this home, creating an inviting and airy atmosphere the moment you walk in. The oversized great room boasts soaring ceilings, gleaming hardwood floors, and a cozy gas fireplace. Flowing

  Susan Santoro William Pitt Sotheby's Int'l

  367 Main St Unit 15, Old Saybrook, CT 06475
• 

  Est $522,115 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  1 Dwayne Rd, Old Saybrook, CT 06475

  1 Dwayne Rd, Old Saybrook, CT 06475
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  /37

  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft

  3 Glen Dr, Old Saybrook, CT 06475

  Location! Location! Location! IN-TOWN Gem Awaits Your Vision! Being offered for the first time in over 50 years ... located just off Pennywise Lane, c.1960's vintage home with 3 bedrooms and one and 1/2 baths, this retro split level home presents incredible potential. Just under 2,000 sq ft, it boasts spacious vaulted living room, kitchen and dining rooms surrounding a large center fireplace. Up

  Lisa Genovali Re/Max Valley Shore

  3 Glen Dr, Old Saybrook, CT 06475
• 

  $550,000 Sold Apr 29, 2025

  • 1,394 Sq Ft
  • $395/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  11 Coulter St Unit 3, Old Saybrook, CT 06475

  Welcome to 11 Coulter Street, Unit #3-a beautifully maintained 2-bedroom, 2-bathroom condo in the highly sought-after Chatham Condominiums community. Just one block from Main Street, this 1,394 sq. ft. single-level home offers the perfect blend of convenience, comfort, and coastal charm. Step inside to discover a bright and airy living room with a vaulted ceiling and skylights, filling the space

  Shane Burlinson RE/Max Experience, LLC

  11 Coulter St Unit 3, Old Saybrook, CT 06475
• 

  Est $702,120 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  32 Cricket Ct, Old Saybrook, CT 06475

  32 Cricket Ct, Old Saybrook, CT 06475
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  /36

  $724,900

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft

  47 Great Hammock Rd, Old Saybrook, CT 06475

  Welcome to your perfect retreat - a sun-drenched haven in the heart of Old Saybrook, where history meets coastal charm. This beautifully updated 1600 Sq/Ft ranch offers effortless single-level living just moments from the Oyster River, Harvey's Beach, and the vibrant energy of Main Street with its boutique shops, dining, and live entertainment at The Kate, less than a mile walk to the beach or

  Nick Prevost William Raveis Real Estate

  47 Great Hammock Rd, Old Saybrook, CT 06475
• 

  $552,500 Sold Apr 28, 2025

  • 1,565 Sq Ft
  • $353/SF
  • 77 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  100 Dudley Ave Unit D19, Old Saybrook, CT 06475

  Welcome to Sheltered Cove, a stunning condominium offering breathtaking water views of the Connecticut River, North Cove, and pristine tidal wetlands. This exceptional home combines elegance, comfort, and easy living in a picturesque setting. Step inside to an open concept living and dining area, with breath taking water vistas surrounding you. A custom designed fireplace serves as the heart of

  Carla Mousch William Raveis Real Estate

  100 Dudley Ave Unit D19, Old Saybrook, CT 06475
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  Est $565,923 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  6 Willard St, Old Saybrook, CT 06475

  6 Willard St, Old Saybrook, CT 06475
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  /25

  $558,900

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  This beautifully revamped ranch style home provides a perfect blend of modern style and comfort. With 1,196 square feet of living space, this property boasts three spacious bedrooms and one full bathroom. The chef-inspired kitchen features sleek, new appliances, stylish cabinetry, and quartz countertops, ideal for both everyday meals and entertaining. The bright, airy living areas are enhanced

  Patrick Garrett Complete Real Estate

  14 Denmore Ln, Old Saybrook, CT 06475
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  $890,999 Sold Apr 24, 2025

  • 1,640 Sq Ft
  • $543/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  49 Atlantic Dr, Old Saybrook, CT 06475

  Don't miss this incredible opportunity to enjoy coastal living in the sought-after Knollwood Beach community! This spacious, one-owner ranch sits on a double lot (0.25 acre) and offers fantastic potential for those looking to remodel and make it their own. Featuring an open-concept kitchen and dining area, a spacious living room with built-ins and a see-through gas fireplace, and a large

  Joel Lucas Coldwell Banker Realty

  49 Atlantic Dr, Old Saybrook, CT 06475
• 

  Est $452,864 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  10 Cliff Dr, Old Saybrook, CT 06475

  10 Cliff Dr, Old Saybrook, CT 06475
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  /6

  $689,000

  • Land
  • 0.70 Acre
  • $984,286 per Acre

  81 Essex Rd, Old Saybrook, CT 06475

  Live the Coastal Dream in Old Saybrook. Imagine a sun-soaked day spent cruising the Long Island Sound or venturing out to Block Island - then returning home by boat, pulling up right to your own backyard. This rare waterfront gem offers 47 ft of private dock and endless possibilities. Set on 0.7 acres of approved undeveloped land, every square foot of this property enjoys sweeping water views.

  Jason Boice eXp Realty

  81 Essex Rd, Old Saybrook, CT 06475
• 

  $1,300,000 Sold Apr 24, 2025

  • 2,742 Sq Ft
  • $474/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2006

  14 Willard Avenue Extension, Old Saybrook, CT 06475

  Discover your dream home in North Cove! This stunning Colonial-style home, built in 2006, is in pristine condition and offers a perfect blend of comfort and elegance. The beautifully landscaped backyard features a gorgeous heated salt water in-ground pool, creating a private oasis for relaxation and entertaining. A sun-filled enclosed sunroom provides a serene space to enjoy the view year-round.

  Joel Lucas Coldwell Banker Realty

  14 Willard Avenue Extension, Old Saybrook, CT 06475
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  Est $639,446 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  12 Ruth Dr, Old Saybrook, CT 06475

  12 Ruth Dr, Old Saybrook, CT 06475
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  /32

  $725,000

  • 3 Beds
  • 3.5 Baths
  • 5,016 Sq Ft

  18 W King St, Old Saybrook, CT 06475

  Airbnb-Ready Shoreline Investment with In-Law Flexibility - 18 King Street, Old Saybrook An unbeatable opportunity for savvy investors: 18 King Street is a versatile, income-producing property in the heart of Old Saybrook, perfectly designed for Airbnb hosting, in-law accommodations, and long-term rental income. This updated ranch-style home offers over four spacious bedrooms and three and a

  Jennifer Gurnell William Raveis Real Estate

  18 W King St, Old Saybrook, CT 06475
• 

  $646,000 Sold Apr 23, 2025

  • 1,720 Sq Ft
  • $376/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1951

  46 Lynde St, Old Saybrook, CT 06475

  In town location. This 2 bedroom 2 bath ranch has a large level lot. It boasts a family room, living room with built in shelves and fireplace. Dining room and eat in kitchen. Hardwood floors in Living room, bedrooms and dining room. Walk to town, restaurants , Library and many other destinations. Shoreline living right in the center of town. This home is awaiting your personal touches.

  Paula Stuart Berkshire Hathaway NE Prop.

  46 Lynde St, Old Saybrook, CT 06475
• 

  Est $1,538,762 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,588 Sq Ft

  116 College St, Old Saybrook, CT 06475

  116 College St, Old Saybrook, CT 06475
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  /22

  $449,000

  • 1 Bed
  • 1 Bath
  • 504 Sq Ft

  49 Hartford Ave, Old Saybrook, CT 06475

  Welcome to your seaside escape! This cozy beach cottage sits on a rare double lot, offering abundant parking, a detached garage, and possibilities! The living area, kitchen and bedroom have hardwood floors and coastal charm! A short stroll down to the private beach association of Saybrook Manor. Whether you are seeking a year-round home or a seasonal getaway, the house/double lot offers

  Sharon Linder Berkshire Hathaway NE Prop.

  49 Hartford Ave, Old Saybrook, CT 06475
• 

  $676,100 Sold Apr 22, 2025

  • 1,020 Sq Ft
  • $663/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  22 Gates Rd, Old Saybrook, CT 06475

  Get ready to embrace beachside living at Cornfield Point! Tune up your golf cart and explore the association's two beaches (one rocky and one sandy a few blocks away), tennis/pickleball courts, and clubhouse - all just a short distance from the house. Just six houses from the rocky shores of Long Island Sound, this charming beach home, loved by one family for over 60 years, offers a perfect blend

  Jamie Bell Berkshire Hathaway NE Prop.

  22 Gates Rd, Old Saybrook, CT 06475
• 

  Est $495,585 Not Listed For Sale

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

  8 N Meadow Rd, Old Saybrook, CT 06475

  8 N Meadow Rd, Old Saybrook, CT 06475
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  /32

  $830,000

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  45 Knollwood Dr, Old Saybrook, CT 06475

  Just steps from the Knollwood Beach Association clubhouse, playground, and private beach, this beautifully updated raised ranch offers relaxed, coastal living in a peaceful environment. Inside, you'll find an open and airy main level, featuring a new kitchen with quartz counters, stainless GE appliances, and soft-close cabinetry, plus a dining area that opens to a deck - great for relaxing and

  Rose McWaid William Raveis Real Estate

  45 Knollwood Dr, Old Saybrook, CT 06475
• 

  $875,000 Sold Apr 22, 2025

  • 1,026 Sq Ft
  • $853/SF
  • 0 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1960

  16 Seagull Rd, Old Saybrook, CT 06475

  Welcome to Knollwood Beach Association! This turn-key, ranch style home is light, bright and open with salt marsh views. Tastefully remodeled and upgraded with high end materials and workmanship. Custom bathrooms with a large walk in shower. Hardwood floors. Full dry basement with high ceilings. Smart features throughout. Oversized detached garage allows for parking and storage. Vinyl shingle

  Kate Lombardi Coccomo Real Estate LLC

  16 Seagull Rd, Old Saybrook, CT 06475
• 

  Est $554,722 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft

  367 Main St Unit 4, Old Saybrook, CT 06475

  367 Main St Unit 4, Old Saybrook, CT 06475
• 

  

  /35

  $699,500

  • 2 Beds
  • 1 Bath
  • 1,070 Sq Ft

  28 Cypress Rd, Old Saybrook, CT 06475

  Just in time to enjoy the beach life! Just a short walk to the private beach in Knollwood Beach Association, this charming 2 bedroom, ranch offers the perfect blend of seaside tranquility and convenient access to town amenities. The bathroom is currently being remodeled with marble flooring, subway tile all new fixtures. The interior features include hardwood floors, central air, ceiling fans, a

  Rick Loranger Coldwell Banker Realty

  28 Cypress Rd, Old Saybrook, CT 06475
• 

  $555,000 Sold Apr 11, 2025

  • 1,042 Sq Ft
  • $533/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  367 Main St Unit 11, Old Saybrook, CT 06475

  This charming free-standing condo is perfectly situated just a short walk to the center of town. Offering a great layout with two bedrooms and two baths, it features an open spacious living room with cathedral ceiling and lots of natural light. The dining area has a large picture window with deep shelf and sliders open to a three-season sunroom and deck. The square footage does not include the

  Rose McWaid William Raveis Real Estate

  367 Main St Unit 11, Old Saybrook, CT 06475
• 

  Est $1,025,560 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,870 Sq Ft

  16 James Ct, Old Saybrook, CT 06475

  16 James Ct, Old Saybrook, CT 06475
• 

  

  /40

  $3,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,518 Sq Ft

  175 N Cove Rd, Old Saybrook, CT 06475

  Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

  Kyle Hinding Coldwell Banker Realty

  175 N Cove Rd, Old Saybrook, CT 06475
• 

  $1,420,000 Sold Apr 11, 2025

  • 2,052 Sq Ft
  • $692/SF
  • 166 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2006

  11 Chandler St, Old Saybrook, CT 06475

  Welcome to your custom-built eco-friendly dream home nestled within the exclusive Chalker Beach Association, offering unparalleled vistas of the majestic Long Island Sound. Step into your 2000sqft. sanctuary, meticulously crafted to harmonize with its natural surroundings and cater to your every comfort. This enchanting abode boasts three spacious bedrooms and three full bathrooms, ensuring ample

  Alyssa Gambell William Raveis Real Estate

  11 Chandler St, Old Saybrook, CT 06475
• 

  Est $544,288 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 832 Sq Ft

  16 Howard St, Old Saybrook, CT 06475

  16 Howard St, Old Saybrook, CT 06475
• 

  

  /13

  $399,000

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  3 4th Ave, Old Saybrook, CT 06475

  This home offers the one-level living you've been searching for! With a bit of repair work and thoughtful updates, you can transform this space into your perfect home. The property features a spacious backyard, complete with a generously sized outdoor shed for added storage and convenience. Close to marina, restaurants and highway access. Short drive to the beach!

  Phil Ledwith Century 21 AllPoints Realty

  3 4th Ave, Old Saybrook, CT 06475

Showing Results 81 - 120, Page 3 of 18