Old Saybrook, CT Homes

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  /28

  $1,625,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,178 Sq Ft

  11 Cambridge Ct E, Old Saybrook, CT 06475

  SHORELINE YEAR-ROUND RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces,

  Linda Coyle William Raveis Real Estate

  11 Cambridge Ct E, Old Saybrook, CT 06475
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  /21

  $3,250 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft
  • House for Rent

  2 Buckingham Ave, Old Saybrook, CT 06475

  Wonderful 2013 built 2,400 sq ft 4 bedroom,3.1 bath Home with Water views at Great Hammock Beach. Large wrap around wide deck with views. Great open floor plan with sliders to Wrap around covered porch/ Deck. home has launch area for small boat/kayaks across street from Home. Extensive Marsh views with access to Kayak. Short walk to beach with sand bar. Updated Kitchen, baths! Short drive to

  Steve Waters William Raveis Real Estate

  2 Buckingham Ave, Old Saybrook, CT 06475
• 

  $500,000

  Sold Aug 27, 2026

  9 Farview Ave, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft
  • Built 1957

  Last Sold Summary

  • 22% Below List Price
  • $482/SF
  • 71 Days On Market

  Current Estimated Value $527,719

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  9 Farview Ave, Old Saybrook, CT 06475
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  Est $620,293

  Not Listed For Sale

  175 Ferry Rd Unit 7, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 2006

  175 Ferry Rd Unit 7, Old Saybrook, CT 06475

  Last Sold Summary

  • 60 Days On Market

  Last Listing Agent Joseph Kelly William Pitt Sotheby's Int'l
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  /33

  $750,000

  $100K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft

  25 Uncas Trail, Old Saybrook, CT 06475

  Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream

  Sharon Linder Berkshire Hathaway NE Prop.

  25 Uncas Trail, Old Saybrook, CT 06475
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  /40

  $6,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 3,392 Sq Ft
  • House for Rent

  30 Riverside Ave, Old Saybrook, CT 06475

  RARE Opportunity to experience a slice of waterfront life on the New England shoreline in quintessential Old Saybrook, CT! This stunning beach-style cape home sits at the mouth of the Connecticut River to Long Island Sound and offers sweeping waterfront views from almost every window! With 3,392 sq ft of tastefully updated space, this home is perfect for entertaining or enjoying it however you

  Katlyn Godin eXp Realty

  30 Riverside Ave, Old Saybrook, CT 06475
• 

  $870,000

  Sold Nov 20, 2025

  7 Sharon Ln, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 2,636 Sq Ft
  • Built 1978

  Last Sold Summary

  • 13% Below List Price
  • $330/SF
  • 129 Days On Market

  Current Estimated Value $809,758

  Last Listing Agent Jessica Blancato William Pitt Sotheby's Int'l

  7 Sharon Ln, Old Saybrook, CT 06475
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  Est $1,234,529

  Not Listed For Sale

  10 Turnstone Rd, Essex, CT 06426

  • 4 Beds
  • 2.5 Baths
  • 3,048 Sq Ft
  • Built 2005

  10 Turnstone Rd, Essex, CT 06426

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Rose McWaid William Raveis Real Estate
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  /40

  $6,600,000

  • 6 Beds
  • 4 Baths
  • 7,169 Sq Ft

  11 River Edge Rd, Old Saybrook, CT 06475

  Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening

  Colette Harron William Pitt Sotheby's Int'l

  11 River Edge Rd, Old Saybrook, CT 06475
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  /40

  $6,500 Per Month

  • 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, 2026, through June 20, 2027! 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 back

  Lynn Lehrman Re/Max Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
• 

  $1,030,000

  Sold Jul 30, 2026

  96 Fenwood Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 3 Baths
  • 2,326 Sq Ft
  • Built 1961

  Last Sold Summary

  • 24% Below List Price
  • $443/SF
  • 292 Days On Market

  Current Estimated Value $1,287,697

  Last Listing Agent Eric Porco 4 Corners Realty LLC

  96 Fenwood Dr, Old Saybrook, CT 06475
• 

  Est $861,538

  Not Listed For Sale

  25 Sunset Rd Unit C12, Old Saybrook, CT 06475

  • 2 Beds
  • 3.5 Baths
  • 2,090 Sq Ft
  • Built 1984

  25 Sunset Rd Unit C12, Old Saybrook, CT 06475

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Rose McWaid William Raveis Real Estate
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  /40

  $699,000

  Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,755 Sq Ft

  11 Kitteridge Hill Rd, Old Saybrook, CT 06475

  Tucked away on a peaceful cul-de-sac off School House Road, this beautifully maintained Cape offers over 2,700 square feet of finished living space in one of Old Saybrook's most desirable locations. Directly across from The Preserve trail access and just moments from Clark Park, this home is perfectly positioned for those who appreciate nature, recreation, and privacy. The inviting main level

  Jessica Blancato William Pitt Sotheby's Int'l

  11 Kitteridge Hill Rd, Old Saybrook, CT 06475
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  /40

  $4,000 Per Month

  • 4 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • House for Rent

  23 W Shore Dr, Old Saybrook, CT 06475

  DIRECT WATERFRONT FURNISHED ACADEMIC RENTAL available now through April 30, 2027. Enjoy vacation, every day, in this well-kept and bright home with plenty of windows to maximize your enjoyment of the beautiful Long Island Sound water views. Hardwood flooring installed throughout the home and plenty of comfortable sitting spaces to work, relax, eat, and entertain. Four bedrooms upstairs with two

  Kara Bell J.M. REALTY

  23 W Shore Dr, Old Saybrook, CT 06475
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  $742,900

  Sold Oct 31, 2025

  16 Howard St, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $529/SF
  • 3 Days On Market

  Current Estimated Value $773,231

  Last Listing Agent Terry Kemper Coldwell Banker Realty

  16 Howard St, Old Saybrook, CT 06475
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  Est $467,910

  Not Listed For Sale

  15 Cranton Ave, Old Saybrook, CT 06475

  • 1 Bed
  • 1 Bath
  • 612 Sq Ft
  • Built 1938

  15 Cranton Ave, Old Saybrook, CT 06475

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Matt Diamond Houlihan Lawrence WD
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  /40

  $1,380,000

  Under Contract

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

  46 Fenwood Grove Rd, Old Saybrook, CT 06475

  Step through the front door and experience a warm European inspired feel in this distinctive Fenwood Beach District home. Offering exceptional flexibility and comfortable one-level living, the home features four bedrooms in the original residence, plus an additional bedroom and spacious in-law/primary suite in the addition, ideal for multi-generational living, guests, or a private retreat. The

  Mary Maffuid Berkshire Hathaway NE Prop.

  46 Fenwood Grove Rd, Old Saybrook, CT 06475
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  $840,000

  Sold Jan 30, 2026

  26 College St, Old Saybrook, CT 06475

  • 5 Beds
  • 3 Baths
  • 2,898 Sq Ft
  • Built 1929

  Last Sold Summary

  • 1% Below List Price
  • $290/SF
  • 52 Days On Market

  Current Estimated Value $947,034

  Last Listing Agent Tammy Tinnerello William Pitt Sotheby's Int'l

  26 College St, Old Saybrook, CT 06475
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  Est $666,771

  Not Listed For Sale

  6 Tucker Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 1.5 Baths
  • 780 Sq Ft
  • Built 1954

  6 Tucker Rd, Old Saybrook, CT 06475

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Terry McDonald McDonald Real Estate, LLC
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  /34

  $780,000

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  Unlisted Address

  Welcome to Banbury Crossing of Old Saybrook. One of the few condominium associations locally that have free standing units, no common or shared walls. It gets better...it is a ranch unit with everything on one floor with easy access from driveway or attached 2 car garage. 3 Bedrooms offers flexibility for guests or perfect space for in home office or sitting room to read or watch TV. Current

  Greg Young Berkshire Hathaway NE Prop.

  Unlisted Address
• 

  $935,000

  Sold Dec 16, 2025

  19 Lynde St, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 2,396 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Above List Price
  • $390/SF
  • 62 Days On Market

  Current Estimated Value $1,002,042

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  19 Lynde St, Old Saybrook, CT 06475
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  Est $823,822

  Not Listed For Sale

  8 Acorn Dr, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 2,448 Sq Ft
  • Built 1997

  8 Acorn Dr, Old Saybrook, CT 06475

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Craig Milton Re/Max Valley Shore
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  /2

  $285,000

  • 3 Beds
  • 1 Bath
  • 941 Sq Ft

  43 Quarry St, Old Saybrook, CT 06475

  43 Quarry Street, Loved and occupied by the same owner for more than 40 years, this three-bedroom home on Quarry Street presents a rare opportunity in the heart of Old Saybrook. Set on .25 acres on a quiet dead-end street, the real story here is the location. Enjoy an easy walk with sidewalk access into Old Saybrook's vibrant Main Street for coffee, restaurants, shopping, the library, and all the

  Jennifer Gurnell William Raveis Real Estate

  43 Quarry St, Old Saybrook, CT 06475
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  $410,000

  Sold Dec 22, 2025

  227 Essex Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1975

  Last Sold Summary

  • 4% Below List Price
  • $397/SF
  • 69 Days On Market

  Current Estimated Value $449,584

  Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

  227 Essex Rd, Old Saybrook, CT 06475
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  Est $561,377

  Not Listed For Sale

  235 Hidden Cove Rd, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1978

  235 Hidden Cove Rd, Old Saybrook, CT 06475

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC
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  /32

  $925,000

  $175K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft

  65 Knollwood Dr, Old Saybrook, CT 06475

  The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love

  Martha Quaratella Coldwell Banker Realty

  65 Knollwood Dr, Old Saybrook, CT 06475
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  $377,000

  Sold Oct 08, 2025

  52 Chalker Beach Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1948

  Last Sold Summary

  • 16% Below List Price
  • $337/SF
  • 77 Days On Market

  Current Estimated Value $678,011

  Last Listing Agent Patrick Farley Statewide Premier Prop. LLC

  52 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $1,194,096

  Not Listed For Sale

  8 Maynard Cir, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 3,178 Sq Ft
  • Built 2008

  8 Maynard Cir, Old Saybrook, CT 06475

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Craig Milton Re/Max Valley Shore
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  /2

  $19,000

  Pending

  • Land
  • 34,848 Sq Ft
  • $23,750 per Acre

  0 Merritt Ln, Old Saybrook, CT 06475

  NOT BUILDABLE LOT! .80 acres overlooking Chalkers Millpond on cul-de-sac .

  Claude Cousins Berkshire Hathaway NE Prop.

  0 Merritt Ln, Old Saybrook, CT 06475
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  $2,970,000

  Sold Apr 24, 2026

  6 Point Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 3 Baths
  • 2,363 Sq Ft
  • Built 1950

  Last Sold Summary

  • 24% Above List Price
  • $1,257/SF
  • 2 Days On Market

  Current Estimated Value $2,709,883

  Last Listing Agent Sue Darmon William Pitt Sotheby's Int'l

  6 Point Rd, Old Saybrook, CT 06475
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  Est $497,318

  Not Listed For Sale

  7 North St, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1950

  7 North St, Old Saybrook, CT 06475

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Lisa Genovali Re/Max Valley Shore
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  /38

  $1,699,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,515 Sq Ft

  11 Fencove Ct, Old Saybrook, CT 06475

  Meticulously maintained and beautifully updated, this exceptional home offers refined coastal living in the desirable Fenwood Beach Association. Fully rebuilt and redesigned in 2008. Privately situated on a cul-de-sac with partial water views, the home showcases quality craftsmanship throughout, including hardwood floors and a stunning renovated kitchen featuring custom cabinetry, granite

  Sharon Linder Berkshire Hathaway NE Prop.

  11 Fencove Ct, Old Saybrook, CT 06475
• 

  $358,000

  Sold Nov 10, 2025

  Unlisted Address

  • 1 Bed
  • 1 Bath
  • 1,111 Sq Ft
  • Built 1800

  Last Sold Summary

  • 6% Above List Price
  • $322/SF
  • 2 Days On Market

  Current Estimated Value $392,892

  Last Listing Agent Jeanette Baigert Berkshire Hathaway NE Prop.

  Unlisted Address
• 

  Est $624,074

  Not Listed For Sale

  20 Whitney Ave, Old Saybrook, CT 06475

  • 1 Bed
  • 1 Bath
  • 1,107 Sq Ft
  • Built 1946

  20 Whitney Ave, Old Saybrook, CT 06475

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Joanne Breen ERA Hart Sargis-Breen
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  /40

  $1,199,000

  Under Contract

  • 3 Beds
  • 2 Baths
  • 2,303 Sq Ft

  38 Jarvis Rd, Old Saybrook, CT 06475

  Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal

  Sharon Linder Berkshire Hathaway NE Prop.

  38 Jarvis Rd, Old Saybrook, CT 06475
• 

  $860,000

  Sold Jan 15, 2026

  1 Lighthouse Ln, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 3,286 Sq Ft
  • Built 1987

  Last Sold Summary

  • 25% Below List Price
  • $262/SF
  • 214 Days On Market

  Current Estimated Value $987,942

  Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

  1 Lighthouse Ln, Old Saybrook, CT 06475
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  Est $785,275

  Not Listed For Sale

  57 Lynde St, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 2,315 Sq Ft
  • Built 1948

  57 Lynde St, Old Saybrook, CT 06475

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Susan Malton Coldwell Banker Realty
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  /40

  $1,100,000

  $195K PRICE DROP

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

  26 Willard Ave, Old Saybrook, CT 06475

  A rare opportunity to enjoy shoreline living while generating rental income! This beautifully remodeled Old Saybrook property features a detached garage with a one-bedroom, one-bath accessory apartment above-ideal for rental income, extended family, guests, or an au pair. Located in one of Old Saybrook's desirable beach communities, you're just minutes from the water, marinas, beaches,

  Gigi Giordano Taylor Compass Connecticut, LLC

  26 Willard Ave, Old Saybrook, CT 06475
• 

  $850,000

  Sold May 26, 2026

  129 Nehantic Trail, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 944 Sq Ft
  • Built 1971

  Last Sold Summary

  • 6% Above List Price
  • $900/SF
  • 9 Days On Market

  Current Estimated Value $846,243

  Last Listing Agent Lynn Toper CR Premier Properties

  129 Nehantic Trail, Old Saybrook, CT 06475
• 

  Est $867,993

  Not Listed For Sale

  12 4th Ave, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 2,297 Sq Ft
  • Built 1958

  12 4th Ave, Old Saybrook, CT 06475

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Maddy Mattson Coldwell Banker Realty

Showing Results 81 - 120, Page 3 of 18