156

Recently Sold Old Saybrook, CT Homes

Section Image
  • 99 Maple Ave, Old Saybrook, CT 06475

    $675,000

    Sold Feb 20, 2026

    99 Maple Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,170 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Above List Price
    • $577/SF
    • 34 Days On Market

    Current Estimated Value $672,977

    Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

    99 Maple Ave, Old Saybrook, CT 06475
  • 105 Fenwood Dr, Old Saybrook, CT 06475

    $1,305,000

    Sold Apr 30, 2026

    105 Fenwood Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 2 Baths
    • 1,910 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Below List Price
    • $683/SF
    • 56 Days On Market

    Current Estimated Value $1,355,564

    Last Listing Agent Jodi Serapilia Seaport Real Estate Services

    105 Fenwood Dr, Old Saybrook, CT 06475
  • 143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

    $550,000

    Sold Nov 19, 2025

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475

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

    Last Sold Summary

    • 11% Below List Price
    • $353/SF
    • 133 Days On Market

    Current Estimated Value $575,716

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
  • 254 Hidden Cove Rd, Old Saybrook, CT 06475

    $570,000

    Sold Feb 02, 2026

    254 Hidden Cove Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,557 Sq Ft
    • Built 1977

    Last Sold Summary

    • 1% Below List Price
    • $366/SF
    • 117 Days On Market

    Current Estimated Value $571,856

    Last Listing Agent Bob Yostos Coldwell Banker Realty

    254 Hidden Cove Rd, Old Saybrook, CT 06475
  • 10 Cricket Ct, Old Saybrook, CT 06475

    $941,500

    Sold Jan 22, 2026

    10 Cricket Ct, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,740 Sq Ft
    • Built 1972

    Last Sold Summary

    • 2% Above List Price
    • $541/SF
    • 24 Days On Market

    Current Estimated Value $924,693

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    10 Cricket Ct, Old Saybrook, CT 06475
  • 175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    $565,000

    Sold Jan 09, 2026

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft
    • Built 2005

    Last Sold Summary

    • 6% Below List Price
    • $338/SF
    • 77 Days On Market

    Current Estimated Value $592,758

    Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
  • 11 Coulter St Unit 28, Old Saybrook, CT 06475

    $650,000

    Sold Mar 16, 2026

    11 Coulter St Unit 28, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 2,099 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Above List Price
    • $310/SF
    • 5 Days On Market

    Current Estimated Value $652,617

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
  • 355 Main St, Old Saybrook, CT 06475

    $707,500

    Sold Dec 19, 2025

    355 Main St, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 2,194 Sq Ft
    • Built 1919

    Last Sold Summary

    • 6% Below List Price
    • $322/SF
    • 187 Days On Market

    Current Estimated Value $737,951

    Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

    355 Main St, Old Saybrook, CT 06475
  • 25 Maplewood Rd, Old Saybrook, CT 06475

    $1,200,000

    Sold Jan 05, 2026

    25 Maplewood Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $421/SF
    • 97 Days On Market

    Current Estimated Value $1,188,927

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    25 Maplewood Rd, Old Saybrook, CT 06475
  • 7 Sharon Ln, 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 $840,278

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

    7 Sharon Ln, Old Saybrook, CT 06475
  • 92 Fenwood Dr, Old Saybrook, CT 06475

    $800,000

    Sold Jul 29, 2025

    92 Fenwood Dr, Old Saybrook, CT 06475

    • 2 Beds
    • 3 Baths
    • 1,810 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Above List Price
    • $442/SF
    • 2 Days On Market

    Current Estimated Value $840,160

    Last Listing Agent Fran Manganello Coldwell Banker Realty

    92 Fenwood Dr, Old Saybrook, CT 06475
  • 16 Howard St, Old Saybrook, CT 06475

    $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 $767,371

    Last Listing Agent Terry Kemper Coldwell Banker Realty

    16 Howard St, Old Saybrook, CT 06475
  • 16, 18 Bayberry Rd, Old Saybrook, CT 06475

    $775,000

    Sold Aug 05, 2025

    16, 18 Bayberry Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1958

    Last Sold Summary

    • 9% Below List Price
    • $1,009/SF
    • 97 Days On Market

    Last Listing Agent Cherie Suhie J.M. REALTY

    16, 18 Bayberry Rd, Old Saybrook, CT 06475
  • 37 Woodland Dr, Old Saybrook, CT 06475

    $620,000

    Sold Jul 31, 2025

    37 Woodland Dr, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 1945

    Last Sold Summary

    • 22% Below List Price
    • $413/SF
    • 94 Days On Market

    Current Estimated Value $695,299

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    37 Woodland Dr, 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 $875,088

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

    26 College St, 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 $946,625

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    19 Lynde 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 $428,465

    Last Listing Agent Sandy Orsie Berkshire Hathaway NE Prop.

    227 Essex Rd, Old Saybrook, CT 06475
  • 52 Chalker Beach Rd, Old Saybrook, CT 06475

    $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 $450,984

    Last Listing Agent Patrick Farley Statewide Premier Prop. LLC

    52 Chalker Beach Rd, 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 $1,952,808

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

    6 Point Rd, 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 $384,548

    Last Listing Agent Jeanette Baigert Berkshire Hathaway NE Prop.

    Unlisted Address
  • 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 $959,525

    Last Listing Agent Mary McDonald Coldwell Banker Realty

    122 College St, 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 $934,577

    Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, 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
  • 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 $915,599

    Last Listing Agent Luke Florian SSG Real Estate LLC

    23 Clinton Ave, 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 $697,883

    Last Listing Agent Bryan Neurath Country Manor Realty

    1 Hartford 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 $769,812

    Last Listing Agent Jake Pulcini Chiarito Real Estate LLC

    509 Main St Unit 6, 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 $576,629

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    175 Ferry Rd Unit 10, 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 $731,534

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F31, 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
  • 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 $448,789

    Last Listing Agent Sally Tucker Coldwell Banker Realty

    9 2nd Ave, 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 $591,252

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    175 Ferry Rd Unit 4, 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 $941,461

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

    55 Cypress Rd, Old Saybrook, CT 06475
  • 25 Chalker Beach Rd, Old Saybrook, CT 06475

    $520,000

    Sold Jul 07, 2025

    25 Chalker Beach Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 922 Sq Ft
    • Built 1986

    Last Sold Summary

    • 10% Below List Price
    • $564/SF
    • 122 Days On Market

    Current Estimated Value $546,532

    Last Listing Agent Susan Malton Coldwell Banker Realty

    25 Chalker Beach 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 $559,901

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

    18 Lynde St, 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 $648,341

    Last Listing Agent Frank Fonteyn Prestige Realty Group

    19 Hartford Ave, 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 $1,465,390

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    66 Pennywise Ln, Old Saybrook, CT 06475
  • 3 Clark Ave, 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 $608,550

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    3 Clark Ave, Old Saybrook, CT 06475
  • 104 Sandy Point Rd Unit 104, 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
  • 8 Cromwell Place, 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 $1,084,458

    Last Listing Agent Roxanne Quinn Coldwell Banker Realty

    8 Cromwell Place, Old Saybrook, CT 06475
  • 6 West St, 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 $440,104

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    6 West St, Old Saybrook, CT 06475

Showing Results 1 - 40, Page 1 of 4

Frequently Asked Questions

What is the average home price in Old Saybrook, CT?
Homes for sale in Old Saybrook, CT have an average home price of $1,105,337.
What is the average time to sell a house in Old Saybrook, CT?
The houses for sale in Old Saybrook, CT spend an average of 59 days on the market.
What is the number of active homes for sale in Old Saybrook, CT?
There are 25 active homes for sale in Old Saybrook, CT.
How many homes have sold over the last 12 months in Old Saybrook, CT?
140 homes have sold in Old Saybrook, CT over the last 12 months.

Home Trends in Old Saybrook, CT

Housing Trends

Median Sale Price
$743,950
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$467,500
Median 2 Bedroom Sale Price
$570,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$532
Number of Homes for Sale
25
Last 12 months Home Sales
140
Months of Supply
2.10
Median List Price
$784,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home