6,273

Old Saybrook, CT Homes

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  • 17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    /40

    $1,140,000

    $59K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft

    17 College St, Old Saybrook, CT 06475

    Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

    Deborah Pach Compass Connecticut, LLC

    17 College St, Old Saybrook, CT 06475
  • 227 Essex Rd, Old Saybrook, CT 06475

    $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 $443,677

    Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

    227 Essex Rd, Old Saybrook, CT 06475
  • 11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    /28

    $1,695,000

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

    11 Cambridge Ct E, Old Saybrook, CT 06475

    SHORELINE 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, refinished

    Linda Coyle William Raveis Real Estate

    11 Cambridge Ct E, Old Saybrook, CT 06475
  • 6 Point Rd, Old Saybrook, CT 06475

    $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 $2,584,762

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

    6 Point Rd, Old Saybrook, CT 06475
  • 13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    /32

    $775,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    13 Cove St, Old Saybrook, CT 06475

    Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is

    Sharon Linder Berkshire Hathaway NE Prop.

    13 Cove St, Old Saybrook, CT 06475
  • Unlisted Address

    $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 $381,457

    Last Listing Agent Jeanette Baigert Berkshire Hathaway NE Prop.

    Unlisted Address
  • 25 Sheffield St Unit 7, Old Saybrook, CT 06475
    25 Sheffield St Unit 7, Old Saybrook, CT 06475
    25 Sheffield St Unit 7, Old Saybrook, CT 06475
    /40

    $940,000

    Under Contract
    • 2 Beds
    • 4 Baths
    • 2,151 Sq Ft

    25 Sheffield St Unit 7, Old Saybrook, CT 06475

    Step into refined, effortless living in this beautifully appointed luxury condo featuring 2 bedrooms, 2 full baths and 2 half baths. A charming entry welcomes you with a thoughtfully designed garden with roses, lilacs and a variety of other plantings setting a warm and inviting tone. Designed with an open floor plan and soaring cathedral ceilings, the space is filled with natural light and an

    Sue Bowes RE/MAX on the Bay

    25 Sheffield St Unit 7, Old Saybrook, CT 06475
  • 122 College St, Old Saybrook, CT 06475

    $850,000

    Sold Sep 08, 2025

    122 College St, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 3,200 Sq Ft
    • Built 1890

    Last Sold Summary

    • 29% Below List Price
    • $266/SF
    • 77 Days On Market

    Current Estimated Value $962,727

    Last Listing Agent Mary McDonald Coldwell Banker Realty

    122 College St, Old Saybrook, CT 06475
  • 11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    /39

    $6,600,000

    • 6 Beds
    • 4 Baths
    • 5,739 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 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Additional 1,500 sqft in the lower

    Colette Harron William Pitt Sotheby's Int'l

    11 River Edge Rd, Old Saybrook, CT 06475
  • 1 Lighthouse Ln, 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 $938,778

    Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, Old Saybrook, CT 06475
  • 41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    /40

    $3,995,000

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

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

    Teri Lewis William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • 129 Nehantic Trail, 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 $791,236

    Last Listing Agent Lynn Toper CR Premier Properties

    129 Nehantic Trail, Old Saybrook, CT 06475
  • 12 Hill Rd, Old Saybrook, CT 06475
    12 Hill Rd, Old Saybrook, CT 06475
    12 Hill Rd, Old Saybrook, CT 06475
    /31

    $1,075,000

    Pending
    • 3 Beds
    • 3 Baths
    • 3,496 Sq Ft

    12 Hill Rd, Old Saybrook, CT 06475

    Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave.

    Paula Stuart Berkshire Hathaway NE Prop.

    12 Hill Rd, Old Saybrook, CT 06475
  • 23 Clinton Ave, Old Saybrook, CT 06475

    $905,000

    Sold May 08, 2026

    23 Clinton Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $599/SF
    • 50 Days On Market

    Current Estimated Value $928,123

    Last Listing Agent Luke Florian SSG Real Estate LLC

    23 Clinton Ave, Old Saybrook, CT 06475
  • 129 Old Boston Post Rd, Old Saybrook, CT 06475
    129 Old Boston Post Rd, Old Saybrook, CT 06475
    129 Old Boston Post Rd, Old Saybrook, CT 06475
    /40

    $899,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    129 Old Boston Post Rd, Old Saybrook, CT 06475

    Charm and convenience come together in this beautifully reconstructed farmhouse offering 2,200 sq ft of stylish, easy living. Designed for comfort and flexibility, the home features a sought-after first-floor primary suite, ideal for one-level living, along with two additional bedrooms for guests, family, or home office needs. Rich hardwood floors and a thoughtfully designed kitchen with high-end

    Joel Lucas Coldwell Banker Realty

    129 Old Boston Post Rd, Old Saybrook, CT 06475
  • 1 Hartford Ave, Old Saybrook, CT 06475

    $620,000

    Sold Sep 30, 2025

    1 Hartford Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft
    • Built 1940

    Last Sold Summary

    • 11% Below List Price
    • $352/SF
    • 45 Days On Market

    Current Estimated Value $687,353

    Last Listing Agent Bryan Neurath Country Manor Realty

    1 Hartford Ave, Old Saybrook, CT 06475
  • 30 Sunset Ave, Old Saybrook, CT 06475
    30 Sunset Ave, Old Saybrook, CT 06475
    30 Sunset Ave, Old Saybrook, CT 06475
    /15

    $410,000

    Pending
    • 4 Beds
    • 1 Bath
    • 1,670 Sq Ft

    30 Sunset Ave, Old Saybrook, CT 06475

    Welcome to this cozy, charming, cape style home located in the shoreline community of Old Saybrook. This property is situated just moments away from nearby beaches, marinas, restaurants and shopping. This four-bedroom cape is updated with town records and features a finished basement with plenty of entertaining space. Additionally, you can step outside and enjoy a lovely deck that is perfect for

    Sheila Hilton Coldwell Banker Realty

    30 Sunset Ave, Old Saybrook, CT 06475
  • 509 Main St Unit 6, Old Saybrook, CT 06475

    $749,000

    Sold Aug 01, 2025

    509 Main St Unit 6, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft
    • Built 2011

    Last Sold Summary

    • $436/SF
    • 47 Days On Market

    Current Estimated Value $786,409

    Last Listing Agent Jake Pulcini Chiarito Real Estate LLC

    509 Main St Unit 6, Old Saybrook, CT 06475
  • 101-A Sequassen Ave, Old Saybrook, CT 06475
    101-A Sequassen Ave, Old Saybrook, CT 06475
    101-A Sequassen Ave, Old Saybrook, CT 06475
    /29

    $1,950,000

    Under Contract
    • Land
    • 20,037 Sq Ft
    • $4,239,130 per Acre

    101-A Sequassen Ave, Old Saybrook, CT 06475

    Design the life you've imagined. Whether it's a shingle-style summer escape or a modern coastal masterpiece, this lot is the foundation positioned to capture the essence of the shoreline, this parcel is defined by its views of the sparkling Long Island Sound. Whether you are watching the sunrise over the water or enjoying the salt-scented evening breeze, the location provides the best of coastal

    Colette Harron William Pitt Sotheby's Int'l

    101-A Sequassen Ave, Old Saybrook, CT 06475
  • 175 Ferry Rd Unit 10, Old Saybrook, CT 06475

    $570,000

    Sold Feb 11, 2026

    175 Ferry Rd Unit 10, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,711 Sq Ft
    • Built 2005

    Last Sold Summary

    • $333/SF
    • 26 Days On Market

    Current Estimated Value $579,769

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    175 Ferry Rd Unit 10, Old Saybrook, CT 06475
  • 0 Merritt Ln, Old Saybrook, CT 06475
    0 Merritt Ln, Old Saybrook, CT 06475
    /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
  • 100 Dudley Ave Unit F31, Old Saybrook, CT 06475

    $735,000

    Sold May 15, 2026

    100 Dudley Ave Unit F31, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Below List Price
    • $318/SF
    • 57 Days On Market

    Current Estimated Value $741,274

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F31, Old Saybrook, CT 06475
  • 34 Sunset Ave, Old Saybrook, CT 06475
    34 Sunset Ave, Old Saybrook, CT 06475
    34 Sunset Ave, Old Saybrook, CT 06475
    /26

    $375,000

    Open Fri 5PM - 7PM Coming Soon
    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    34 Sunset Ave, Old Saybrook, CT 06475

    Charming Custom Cottage in Old Saybrook - Welcome to this adorable 750-square-foot home nestled in the heart of Old Saybrook. Thoughtfully designed and full of character, this cozy retreat offers the perfect blend of timeless charm and modern comfort. Step inside to discover beautifully crafted custom wainscoting that adds warmth, elegance, and distinctive New England style throughout the living

    Cynthia Sigurdson William Pitt Sotheby's Int'l

    34 Sunset Ave, Old Saybrook, CT 06475
  • 7 Ridge Rd, Old Saybrook, CT 06475

    $1,440,000

    Sold Jun 10, 2026

    7 Ridge Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 3.5 Baths
    • 2,413 Sq Ft
    • Built 1926

    Last Sold Summary

    • 4% Below List Price
    • $597/SF
    • 67 Days On Market

    Current Estimated Value $1,345,762

    Last Listing Agent Karen Floriano William Raveis Real Estate

    7 Ridge Rd, Old Saybrook, CT 06475
  • 96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    /40

    $1,179,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    $100k in recent improvements! Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites,

    Joel Lucas Coldwell Banker Realty

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • 195 Bokum Rd, Old Saybrook, CT 06475

    $350,000

    Sold Feb 24, 2026

    195 Bokum Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 1799

    Last Sold Summary

    • 12% Below List Price
    • $150/SF
    • 32 Days On Market

    Current Estimated Value $366,929

    Last Listing Agent Dotty Owens Sunset Creek Realty, LLC

    195 Bokum Rd, Old Saybrook, CT 06475
  • 26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    /40

    $1,295,000

    • 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

Showing Results 81 - 120, Page 3 of 18

Connecticut Middlesex County Old Saybrook

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