6,229

Old Saybrook, CT Homes

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  • 17 Barnes Rd, Old Saybrook, CT 06475
    17 Barnes Rd, Old Saybrook, CT 06475
    17 Barnes Rd, Old Saybrook, CT 06475
    /29

    $749,900

    Coming Soon
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    17 Barnes Rd, Old Saybrook, CT 06475

    Great Hammock LIS beachfront seasonal cottage! Simply charming and in excellent condition, your beach vacation home awaits! Private sandy beach plus association beach if you so choose, use your own walkway/dock or access the association's ramp and dock facilities. Vaulted ceilings throughout with hardwood or laminate floors, fireplace, and charming nautical accents. Can be sold furnished. The

    Lynn Lehrman Re/Max Valley Shore

    17 Barnes Rd, Old Saybrook, CT 06475
  • 54 Hartford Ave, Old Saybrook, CT 06475
    54 Hartford Ave, Old Saybrook, CT 06475
    54 Hartford Ave, Old Saybrook, CT 06475
    /26

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,139 Sq Ft
    • House for Rent

    54 Hartford Ave, Old Saybrook, CT 06475

    Immaculate home at the beach available for rent October 1, 2026 - April 30, 2027. Spacious ranch with an open living, dining, and kitchen. The primary bedroom has access to the backyard and is next to the full bathroom which has a walk in shower and washer/dryer. On the other side of the home you will find 2 generous sized bedrooms and a full bathroom with bath/tub combo. Central air. Outdoor

    Kate Lombardi Coccomo Real Estate LLC

    54 Hartford Ave, Old Saybrook, CT 06475
  • 26 College St, Old Saybrook, CT 06475

    $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 $928,733

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

    26 College St, Old Saybrook, CT 06475
    • 8 East St, Old Saybrook, CT 06475

      Est $751,272

      Not Listed For Sale

      8 East St, Old Saybrook, CT 06475

      • 4 Beds
      • 2.5 Baths
      • 2,170 Sq Ft
      • Built 1963
      8 East St, Old Saybrook, CT 06475

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

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

    $1,099,000

    $100K 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
  • 30 Riverside Ave, Old Saybrook, CT 06475
    30 Riverside Ave, Old Saybrook, CT 06475
    30 Riverside Ave, Old Saybrook, CT 06475
    /40

    $7,500 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 furnished space, this home is perfect for entertaining or enjoying it however you

    Katlyn Godin eXp Realty

    30 Riverside Ave, Old Saybrook, CT 06475
  • 19 Lynde St, Old Saybrook, CT 06475

    $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 $998,300

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    19 Lynde St, Old Saybrook, CT 06475
    • 57 Atlantic Dr, Old Saybrook, CT 06475

      Est $934,793

      Not Listed For Sale

      57 Atlantic Dr, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,531 Sq Ft
      • Built 1960
      57 Atlantic Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • 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

    $1,625,000

    $70K PRICE DROP
    • 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
  • 17 Agawam Ave, Old Saybrook, CT 06475
    17 Agawam Ave, Old Saybrook, CT 06475
    17 Agawam Ave, Old Saybrook, CT 06475
    /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
  • 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 $445,018

    Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

    227 Essex Rd, Old Saybrook, CT 06475
    • 18 Pheasant Hill Ln, Old Saybrook, CT 06475

      Est $654,637

      Not Listed For Sale

      18 Pheasant Hill Ln, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 2,288 Sq Ft
      • Built 1970
      18 Pheasant Hill Ln, Old Saybrook, CT 06475

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Dawn D'Auria Coldwell Banker Realty

  • 25 Uncas Trail, Old Saybrook, CT 06475
    25 Uncas Trail, Old Saybrook, CT 06475
    25 Uncas Trail, Old Saybrook, CT 06475
    /33

    $799,900

    $50K 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
  • 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 $2,696,809

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

    6 Point Rd, Old Saybrook, CT 06475
    • 28 Attawanhood Trail, Old Saybrook, CT 06475

      Est $702,747

      Not Listed For Sale

      28 Attawanhood Trail, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 1,172 Sq Ft
      • Built 1953
      28 Attawanhood Trail, Old Saybrook, CT 06475

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Craig Hebert RE/MAX Right Choice

  • 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 $385,942

    Last Listing Agent Jeanette Baigert Berkshire Hathaway NE Prop.

    Unlisted Address
    • 11 Fenwood Ave, Old Saybrook, CT 06475

      Est $1,065,636

      Not Listed For Sale

      11 Fenwood Ave, Old Saybrook, CT 06475

      • 4 Beds
      • 2.5 Baths
      • 2,178 Sq Ft
      • Built 1963
      11 Fenwood Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • 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 $994,638

    Last Listing Agent Mary McDonald Coldwell Banker Realty

    122 College St, Old Saybrook, CT 06475
    • 175 Ferry Rd Unit 7, Old Saybrook, CT 06475

      Est $619,270

      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

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

    $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 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
  • 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 $960,631

    Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, Old Saybrook, CT 06475
    • 10 Turnstone Rd, Essex, CT 06426

      Est $1,174,494

      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

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

    $699,000

    Open Sun 1PM - 3PM Coming Soon
    • 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
  • 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 $843,174

    Last Listing Agent Lynn Toper CR Premier Properties

    129 Nehantic Trail, Old Saybrook, CT 06475
    • 15 Cranton Ave, Old Saybrook, CT 06475

      Est $454,342

      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

  • 420 Maple Ave, Old Saybrook, CT 06475
    420 Maple Ave, Old Saybrook, CT 06475
    420 Maple Ave, Old Saybrook, CT 06475
    /37

    $1,950,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    420 Maple Ave, Old Saybrook, CT 06475

    Welcome to a coastal sanctuary where changing, panoramic views of the Long Island Sound greet you from almost every room. Situated directly across from the shore with no homes across the street to block your view, this remarkable year-round residence offers a permanent, front-row seat to the water. Enjoy all the benefits of an unobstructed marine horizon and instant beach access, completely free

    Terry Kemper Coldwell Banker Realty

    420 Maple Ave, 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 $911,773

    Last Listing Agent Luke Florian SSG Real Estate LLC

    23 Clinton Ave, Old Saybrook, CT 06475
    • 6 Tucker Rd, Old Saybrook, CT 06475

      Est $634,205

      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

  • 65 Knollwood Dr, Old Saybrook, CT 06475
    65 Knollwood Dr, Old Saybrook, CT 06475
    65 Knollwood Dr, Old Saybrook, CT 06475
    /32

    $1,045,000

    $55K 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
  • 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 $727,537

    Last Listing Agent Bryan Neurath Country Manor Realty

    1 Hartford Ave, Old Saybrook, CT 06475
    • 8 Acorn Dr, Old Saybrook, CT 06475

      Est $799,824

      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

  • 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
  • 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 $593,753

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    175 Ferry Rd Unit 10, Old Saybrook, CT 06475
    • 235 Hidden Cove Rd, Old Saybrook, CT 06475

      Est $554,715

      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

  • 53 Chalker Beach Rd, Old Saybrook, CT 06475
    53 Chalker Beach Rd, Old Saybrook, CT 06475
    53 Chalker Beach Rd, Old Saybrook, CT 06475
    /24

    $549,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    53 Chalker Beach Rd, Old Saybrook, CT 06475

    For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace.

    Heather Clinton Berkshire Hathaway NE Prop.

    53 Chalker Beach Rd, 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 $737,267

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F31, Old Saybrook, CT 06475
    • 8 Maynard Cir, Old Saybrook, CT 06475

      Est $1,114,820

      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

  • 26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    /40

    $1,175,000

    $120K PRICE DROP
    • 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

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