Old Saybrook, CT Homes

• 

  Est $615,980 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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  /15

  $349,000 Under Contract

  • Land
  • 2 Acres
  • $174,500 per Acre

  40 A Ayers Point Rd, Old Saybrook, CT 06475

  WELCOME TO OLD SAYBROOK/SHORELINE LIFESTYLE /BEACHES/SHOPS/RESTAURANTS AND FAMOUS KATE THEATER/GREAT OPPORTUNITY TO BUILD YOUR DREAM HOME IN ASTABLISHED AYERS POINT NEIGHBORHOOD.APPROVED RESIDENTIAL BUILDING LOT.GREAT LOCATION BETWEEN OLD SAYBROOK DOWNTOWN AND TOWN OF ESSEX/ AA-1 ZONIG/SURVEY AVAILABLE. CALL-PREVIEW-BUILD :)

  Barbara Myslinski-Krucko William Raveis Real Estate

  40 A Ayers Point Rd, Old Saybrook, CT 06475
• 

  $520,000 Sold May 16, 2025

  25 Sherman St, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,225 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Below List Price
  • $424/SF
  • 44 Days On Market

  Current Estimated Value $529,018

  Last Listing Agent Ginny Proft William Raveis Real Estate

  25 Sherman St, Old Saybrook, CT 06475
• 

  Est $1,414,120 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,952 Sq Ft

  9 Watrous Point Rd, Old Saybrook, CT 06475

  9 Watrous Point Rd, Old Saybrook, CT 06475
• 

  

  

  /40

  $999,900

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  1 Beamon Meadow Place, Old Saybrook, CT 06475

  Surrounded by natural beauty and overlooking an ever-changing marsh, this inviting coastal retreat offers rare privacy, scenic views, and coveted deeded beach rights to Cornfield Point Beach, just a stroll away. Set on 1.44 acres and approached by a charming private bridge, the property feels peacefully removed while remaining moments from the heart of Old Saybrook. The picturesque grounds framed

  Linda Toscano Coldwell Banker Realty

  1 Beamon Meadow Place, Old Saybrook, CT 06475
• 

  $575,000 Sold Jun 20, 2025

  3 Clark Ave, Old Saybrook, CT 06475

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1940

  Last Sold Summary

  • $630/SF
  • 36 Days On Market

  Current Estimated Value $573,328

  Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

  3 Clark Ave, Old Saybrook, CT 06475
• 

  Est $604,674 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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  /36

  $639,000

  • 2 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  100 Dudley Ave Unit H43, Old Saybrook, CT 06475

  Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool,

  Robin Linares William Pitt Sotheby's Int'l

  100 Dudley Ave Unit H43, Old Saybrook, CT 06475
• 

  $505,000 Sold Jul 07, 2025

  104 Sandy Point Rd Unit 104, Old Saybrook, CT 06475

  • 2 Beds
  • 1.5 Baths
  • 1,557 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $324/SF
  • 101 Days On Market

  Last Listing Agent Lisa Genovali Re/Max Valley Shore

  104 Sandy Point Rd Unit 104, Old Saybrook, CT 06475
• 

  Est $778,556 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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  /7

  $495,000

  • Land
  • 32.66 Acres
  • $15,156 per Acre

  0 Middlesex Turnpike, Old Saybrook, CT 06475

  32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A large portion of this parcel is wetlands.

  Craig Milton Re/Max Valley Shore

  0 Middlesex Turnpike, Old Saybrook, CT 06475
• 

  $1,025,000 Sold Jul 25, 2025

  8 Cromwell Place, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 3,730 Sq Ft
  • Built 1957

  Last Sold Summary

  • 14% Below List Price
  • $275/SF
  • 58 Days On Market

  Current Estimated Value $1,026,908

  Last Listing Agent Roxanne Quinn Coldwell Banker Realty

  8 Cromwell Place, Old Saybrook, CT 06475
• 

  Est $632,967 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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  /39

  $1,175,000

  • 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
• 

  $225,000 Sold Jan 17, 2025

  174 Old Boston Post Rd Unit C-18, Old Saybrook, CT 06475

  • 1 Bed
  • 1 Bath
  • 880 Sq Ft
  • Built 1979

  Last Sold Summary

  • $256/SF
  • 49 Days On Market

  Last Listing Agent Kathleen Kroll Century 21 AllPoints Realty

  174 Old Boston Post Rd Unit C-18, Old Saybrook, CT 06475
• 

  Est $635,297 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  24 Middletown Ave, Old Saybrook, CT 06475

  24 Middletown Ave, Old Saybrook, CT 06475
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  /40

  $4,250,000

  • 6 Beds
  • 4.5 Baths
  • 5,536 Sq Ft

  41 Watrous Point Rd, Old Saybrook, CT 06475

  Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

  Rick Weiner William Pitt Sotheby's Int'l

  41 Watrous Point Rd, Old Saybrook, CT 06475
• 

  $410,000 Sold Jul 15, 2025

  6 West St, Old Saybrook, CT 06475

  • 2 Beds
  • 1 Bath
  • 826 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Below List Price
  • $496/SF
  • 111 Days On Market

  Current Estimated Value $421,021

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  6 West St, Old Saybrook, CT 06475
• 

  Est $521,335 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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  /38

  $685,000

  • 3 Beds
  • 1.5 Baths
  • 2,272 Sq Ft

  33 Briarwood Dr, Old Saybrook, CT 06475

  Direct waterfront property on a private lot at 33 Briarwood Drive with expansive marsh and tidal channel views. This well maintained three bedroom two bath home features hardwood floors throughout and an open spacious interior layout. The bright studio space positioned well for a future glass enclosed sunroom offers flexible room for work hobbies or quiet relaxation. The setting provides a strong

  Jennifer Gurnell William Raveis Real Estate

  33 Briarwood Dr, Old Saybrook, CT 06475
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  $722,500 Sold Dec 05, 2025

  5 Fox Hollow Rd, Old Saybrook, CT 06475

  • 4 Beds
  • 3 Baths
  • 2,142 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $337/SF
  • 63 Days On Market

  Last Listing Agent Suzanne McConville William Raveis Real Estate

  5 Fox Hollow Rd, Old Saybrook, CT 06475
• 

  Est $699,603 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,274 Sq Ft

  21 Nehantic Trail, Old Saybrook, CT 06475

  21 Nehantic Trail, Old Saybrook, CT 06475
• 

  

  /25

  $605,000

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

  18 Quarry St, Old Saybrook, CT 06475

  Downtown Old Saybrook Home | First-Floor Primary Suite | Walk to Town & Beach. This classic New England-style home nestled on a quiet dead-end street just steps from downtown Old Saybrook. Enjoy sidewalks leading to shops, restaurants, library, beaches, parks, and schools-everything you love is within easy reach. Set on a cleared half-acre lot, this property features professional landscaping with

  Jennifer Gurnell William Raveis Real Estate

  18 Quarry St, Old Saybrook, CT 06475
• 

  $993,500 Sold May 16, 2025

  11 Beach Rd E, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $603/SF
  • 43 Days On Market

  Current Estimated Value $946,686

  Last Listing Agent Kristin Davis Berkshire Hathaway NE Prop.

  11 Beach Rd E, Old Saybrook, CT 06475
• 

  Est $593,618 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
• 

  /2

  $995,000

  • Land
  • 1.25 Acres
  • $796,000 per Acre

  1333A Boston Post Rd, Old Saybrook, CT 06475

  1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

  Ron Lyman Lyman Real Estate

  1333A Boston Post Rd, Old Saybrook, CT 06475
• 

  $566,000 Sold Oct 01, 2025

  14 Watrous Point Rd, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 2,152 Sq Ft
  • Built 1966

  Last Sold Summary

  • 13% Below List Price
  • $263/SF
  • 3 Days On Market

  Last Listing Agent Suzanne McConville William Raveis Real Estate

  14 Watrous Point Rd, Old Saybrook, CT 06475
• 

  Est $1,730,090 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,036 Sq Ft

  16 Fenbrook Rd, Old Saybrook, CT 06475

  16 Fenbrook Rd, Old Saybrook, CT 06475
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  /35

  $949,900

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  23 Clinton Ave, Old Saybrook, CT 06475

  Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether

  Luke Florian SSG Real Estate LLC

  23 Clinton Ave, Old Saybrook, CT 06475
• 

  $695,000 Sold Nov 21, 2025

  117 Ayers Point Rd, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 2,824 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $246/SF
  • 63 Days On Market

  Last Listing Agent Chloe White KW Legacy Partners

  117 Ayers Point Rd, Old Saybrook, CT 06475
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  Est $820,332 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,630 Sq Ft

  5 Watch Hill Rd, Old Saybrook, CT 06475

  5 Watch Hill Rd, 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
• 

  $625,000 Sold Sep 19, 2025

  3 Glen Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft
  • Built 1969

  Last Sold Summary

  • $326/SF
  • 68 Days On Market

  Last Listing Agent Lisa Genovali Re/Max Valley Shore

  3 Glen Dr, Old Saybrook, CT 06475
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  Est $1,215,332 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 2,884 Sq Ft

  15 Crest Rd, Old Saybrook, CT 06475

  15 Crest Rd, Old Saybrook, CT 06475
• 

  $365,000 Sold May 09, 2025

  10 Lookout Hill Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 1.5 Baths
  • 1,936 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $189/SF
  • 72 Days On Market

  Current Estimated Value $397,201

  Last Listing Agent Bob Senger Berkshire Hathaway NE Prop.

  10 Lookout Hill Rd, Old Saybrook, CT 06475
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  Est $1,020,227 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
• 

  $650,000 Sold Nov 19, 2025

  12 Bellaire Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1954

  Last Sold Summary

  • $589/SF
  • 8 Days On Market

  Last Listing Agent George Agnelli Agnelli Real Estate

  12 Bellaire Dr, Old Saybrook, CT 06475
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  Est $653,895 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  3 Pepperidge Trail, Old Saybrook, CT 06475

  3 Pepperidge Trail, Old Saybrook, CT 06475
• 

  $555,000 Sold Apr 11, 2025

  367 Main St Unit 11, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 1,042 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Above List Price
  • $533/SF
  • 5 Days On Market

  Current Estimated Value $566,073

  Last Listing Agent Rose McWaid William Raveis Real Estate

  367 Main St Unit 11, Old Saybrook, CT 06475
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  Est $596,383 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,060 Sq Ft

  21 Middletown Ave, Old Saybrook, CT 06475

  21 Middletown Ave, Old Saybrook, CT 06475

Showing Results 121 - 160, Page 4 of 18