6,229

Old Saybrook, CT Homes

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  • 118 Sandy Point Rd, Old Saybrook, CT 06475

    $540,000

    Sold Jun 29, 2026

    118 Sandy Point Rd, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 11% Below List Price
    • $347/SF
    • 469 Days On Market

    Current Estimated Value $549,231

    Last Listing Agent Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, Old Saybrook, CT 06475
    • 7 North St, Old Saybrook, CT 06475

      Est $475,930

      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

  • /2

    $1,590,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    13 College St, Old Saybrook, CT 06475

    13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit

    Lisa Fekete William Raveis Real Estate

    13 College St, Old Saybrook, CT 06475
  • 43 Indianola Dr, Old Saybrook, CT 06475

    $1,750,000

    Sold Jul 31, 2026

    43 Indianola Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,978 Sq Ft
    • Built 2012

    Last Sold Summary

    • 3% Above List Price
    • $588/SF
    • 74 Days On Market

    Current Estimated Value $1,708,403

    Last Listing Agent Marc Delise Coldwell Banker Realty

    43 Indianola Dr, Old Saybrook, CT 06475
    • 20 Whitney Ave, Old Saybrook, CT 06475

      Est $581,840

      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

  • /32

    $599,000

    $91K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    22 Beaver Dam Trail, Old Saybrook, CT 06475

    Welcome to this classic home with a picturesque setting that is on a generous, level lot, the expansive backyard provides the perfect setting for outdoor entertaining, family gatherings, gardening, or simply relaxing and enjoying the outdoors. The backyard abuts the Old Saybrook preserve offering a private wooded backdrop with access to walking and hiking trails - an ideal setting! This home

    Sharon Linder Berkshire Hathaway NE Prop.

    22 Beaver Dam Trail, 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 $1,473,411

    Last Listing Agent Karen Floriano William Raveis Real Estate

    7 Ridge Rd, Old Saybrook, CT 06475
    • 57 Lynde St, Old Saybrook, CT 06475

      Est $785,986

      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

  • /32

    $575,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    2 Half Penny Ln, Old Saybrook, CT 06475

    This charming home offers the perfect blend of charm, comfort, and opportunity. Filled with warmth, character, and endless potential, this well-maintained home features one bedroom and a full bath on the main level and 3 additional bedrooms upstairs. An inviting open floor plan where the kitchen flows seamlessly into the dining area and family room. The kitchen has granite counter tops, island

    Sharon Linder Berkshire Hathaway NE Prop.

    2 Half Penny Ln, 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 $379,499

    Last Listing Agent Dotty Owens Sunset Creek Realty, LLC

    195 Bokum Rd, Old Saybrook, CT 06475
    • 11 Beechwood Rd, Old Saybrook, CT 06475

      Est $1,345,114

      Not Listed For Sale

      11 Beechwood Rd, Old Saybrook, CT 06475

      • 4 Beds
      • 3 Baths
      • 2,448 Sq Ft
      • Built 1953
      11 Beechwood Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Debbie Huscher Real Broker CT, LLC

  • /17

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    84 Ayers Point Rd, Old Saybrook, CT 06475

    Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a

    Lisa Aranci Berkshire Hathaway NE Prop.

    84 Ayers Point Rd, Old Saybrook, CT 06475
  • 9 2nd Ave, Old Saybrook, CT 06475

    $500,000

    Sold May 08, 2026

    9 2nd Ave, Old Saybrook, CT 06475

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1959

    Last Sold Summary

    • 9% Above List Price
    • $481/SF
    • 2 Days On Market

    Current Estimated Value $491,505

    Last Listing Agent Sally Tucker Coldwell Banker Realty

    9 2nd Ave, Old Saybrook, CT 06475
    • 175 Ferry Rd Unit 8, Old Saybrook, CT 06475

      Est $650,459

      Not Listed For Sale

      175 Ferry Rd Unit 8, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,799 Sq Ft
      • Built 2006
      175 Ferry Rd Unit 8, Old Saybrook, CT 06475

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Charene Clark Coldwell Banker Realty

  • /38

    $1,499,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • 175 Ferry Rd Unit 4, Old Saybrook, CT 06475

    $585,000

    Sold Mar 13, 2026

    175 Ferry Rd Unit 4, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,852 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Below List Price
    • $316/SF
    • 16 Days On Market

    Current Estimated Value $596,001

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    175 Ferry Rd Unit 4, Old Saybrook, CT 06475
    • 9 Watrous Point Rd, Old Saybrook, CT 06475

      Est $1,547,476

      Not Listed For Sale

      9 Watrous Point Rd, Old Saybrook, CT 06475

      • 4 Beds
      • 4 Baths
      • 3,952 Sq Ft
      • Built 1997
      9 Watrous Point Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Tina Rupp William Pitt Sotheby's Int'l

  • /35

    $699,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,394 Sq Ft

    11 Coulter St Unit 7, Old Saybrook, CT 06475

    This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area

    Ellen Henderson William Pitt Sotheby's Int'l

    11 Coulter St Unit 7, Old Saybrook, CT 06475
  • 55 Cypress Rd, Old Saybrook, CT 06475

    $893,500

    Sold Dec 05, 2025

    55 Cypress Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Below List Price
    • $466/SF
    • 21 Days On Market

    Current Estimated Value $1,015,386

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

    55 Cypress Rd, Old Saybrook, CT 06475
    • 1 Dwayne Rd, Old Saybrook, CT 06475

      Est $663,270

      Not Listed For Sale

      1 Dwayne Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 1973
      1 Dwayne Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Sang Jee Eagle Eye Realty PLLC

  • /40

    $559,000

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • 18 Lynde St, Old Saybrook, CT 06475

    $539,000

    Sold Aug 27, 2025

    18 Lynde St, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,185 Sq Ft
    • Built 1947

    Last Sold Summary

    • 2% Below List Price
    • $455/SF
    • 43 Days On Market

    Current Estimated Value $576,191

    Last Listing Agent Liz Squillacote William Pitt Sotheby's Int'l

    18 Lynde St, Old Saybrook, CT 06475
    • 32 Cricket Ct, Old Saybrook, CT 06475

      Est $854,422

      Not Listed For Sale

      32 Cricket Ct, Old Saybrook, CT 06475

      • 4 Beds
      • 2.5 Baths
      • 1,911 Sq Ft
      • Built 1976
      32 Cricket Ct, Old Saybrook, CT 06475

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  • /40

    $1,099,000

    $64K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized

    Jennifer Gurnell William Raveis Real Estate

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • 19 Hartford Ave, Old Saybrook, CT 06475

    $625,000

    Sold Sep 03, 2025

    19 Hartford Ave, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,249 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $500/SF
    • 47 Days On Market

    Current Estimated Value $663,040

    Last Listing Agent Frank Fonteyn Prestige Realty Group

    19 Hartford Ave, Old Saybrook, CT 06475
    • 6 Willard St, Old Saybrook, CT 06475

      Est $677,622

      Not Listed For Sale

      6 Willard St, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,796 Sq Ft
      • Built 1973
      6 Willard St, Old Saybrook, CT 06475

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Pardi & Zucco Team William Pitt Sotheby's Int'l

  • /40

    $9,850,000

    • 5 Beds
    • 7.5 Baths
    • 9,481 Sq Ft

    20 Saltus Dr, Old Saybrook, CT 06475

    YOUR OWN PRIVATE COUNTRY CLUB! Enjoy the expansive 3500 sf granite terrace, a heated saltwater swimming pool, a deep water dock and a pool house with a full kitchen and seating for 10! This modern masterpiece, sited to take full advantage of a private 1.6 acre waterfront location overlooking North Cove and the Connecticut River has been constructed with the best curated materials. 20 Saltus Drive

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
  • 66 Pennywise Ln, Old Saybrook, CT 06475

    $1,495,000

    Sold Dec 01, 2025

    66 Pennywise Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 3.5 Baths
    • 2,425 Sq Ft
    • Built 1790

    Last Sold Summary

    • 7% Above List Price
    • $616/SF
    • 1 Day On Market

    Current Estimated Value $1,510,421

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    66 Pennywise Ln, Old Saybrook, CT 06475
    • 24 Middletown Ave, Old Saybrook, CT 06475

      Est $658,695

      Not Listed For Sale

      24 Middletown Ave, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1967
      24 Middletown Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Carla Corrigan eXp Realty

  • /38

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 2,890 Sq Ft

    77 Essex Rd, Old Saybrook, CT 06475

    Set on .62 acres along a protected canal just off the Connecticut River, this well built and maintained waterfront offers more than 100 feet of bulkhead frontage, along with a floating dock equipped with power and water suitable for a variety of boats and watercraft. Updated systems including central air and solar roof panels. Master bedroom on main floor with large closet, walk-in shower,

    Joseph Rhodes Coldwell Banker Realty

    77 Essex Rd, Old Saybrook, CT 06475
  • 5 Sunrise Ave, Old Saybrook, CT 06475

    $400,000

    Sold Jun 12, 2026

    5 Sunrise Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft
    • Built 1962

    Last Sold Summary

    • 11% Below List Price
    • $376/SF
    • 92 Days On Market

    Current Estimated Value $409,719

    Last Listing Agent Terry McDonald McDonald Real Estate, LLC

    5 Sunrise Ave, Old Saybrook, CT 06475
    • 10 Cliff Dr, Old Saybrook, CT 06475

      Est $567,582

      Not Listed For Sale

      10 Cliff Dr, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,555 Sq Ft
      • Built 1992
      10 Cliff Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Lewis Jump III RE/MAX One

  • /40

    $999,900

    $225K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,720 Sq Ft

    34 Briarcliffe Trail, Old Saybrook, CT 06475

    Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll

    Eric Schuell RE/MAX Right Choice

    34 Briarcliffe Trail, Old Saybrook, CT 06475
  • 100 Dudley Ave Unit F27, Old Saybrook, CT 06475

    $725,000

    Sold Jun 30, 2026

    100 Dudley Ave Unit F27, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 3% Below List Price
    • $314/SF
    • 74 Days On Market

    Current Estimated Value $722,212

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F27, Old Saybrook, CT 06475
    • 21 Nehantic Trail, Old Saybrook, CT 06475

      Est $759,445

      Not Listed For Sale

      21 Nehantic Trail, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,274 Sq Ft
      • Built 1952
      21 Nehantic Trail, Old Saybrook, CT 06475

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

  • /33

    $415,000

    $34K PRICE DROP Under Contract
    • 1 Bed
    • 1.5 Baths
    • 1,205 Sq Ft

    61 Ingham Hill Rd, Old Saybrook, CT 06475

    Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless

    Gigi Giordano Taylor Compass Connecticut, LLC

    61 Ingham Hill Rd, Old Saybrook, CT 06475
  • 122 Old Post Rd, Old Saybrook, CT 06475

    $962,500

    Sold Mar 19, 2026

    122 Old Post Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,467 Sq Ft
    • Built 1991

    Last Sold Summary

    • 14% Below List Price
    • $390/SF
    • 158 Days On Market

    Current Estimated Value $988,179

    Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

    122 Old Post Rd, Old Saybrook, CT 06475
    • 367 Main St Unit 4, Old Saybrook, CT 06475

      Est $624,246

      Not Listed For Sale

      367 Main St Unit 4, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,042 Sq Ft
      • Built 1980
      367 Main St Unit 4, Old Saybrook, CT 06475

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Debbie Lupo Regency Real Estate, LLC

  • /38

    $5,900,000

    • 4 Beds
    • 4 Baths
    • 5,651 Sq Ft

    12 Rocky Point Rd, Old Saybrook, CT 06475

    Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

    Sharon Linder Berkshire Hathaway NE Prop.

    12 Rocky Point Rd, Old Saybrook, CT 06475
  • 5 Fox Hollow Rd, Old Saybrook, CT 06475

    $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

    Current Estimated Value $771,526

    Last Listing Agent Suzanne McConville William Raveis Real Estate

    5 Fox Hollow Rd, Old Saybrook, CT 06475

Showing Results 121 - 160, Page 4 of 18

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