157

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 $648,588

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

    99 Maple Ave, 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 $571,952

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
  • 11 Chandler St, Old Saybrook, CT 06475

    $1,420,000 Sold Apr 11, 2025

    11 Chandler St, Old Saybrook, CT 06475

    • 3 Beds
    • 3 Baths
    • 2,052 Sq Ft
    • Built 2006

    Last Sold Summary

    • 29% Below List Price
    • $692/SF
    • 166 Days On Market

    Current Estimated Value $1,494,791

    Last Listing Agent Alyssa Gambell William Raveis Real Estate

    11 Chandler St, 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 $555,667

    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 $920,326

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    10 Cricket Ct, Old Saybrook, CT 06475
  • 87 Chalker Beach Rd, Old Saybrook, CT 06475

    $699,000 Sold May 09, 2025

    87 Chalker Beach Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Built 1961

    Last Sold Summary

    • $713/SF
    • 15 Days On Market

    Current Estimated Value $715,314

    Last Listing Agent Jay Lafleur William Pitt Sotheby's Int'l

    87 Chalker Beach Rd, 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 $576,325

    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 $634,069

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
  • 22 Gates Rd, Old Saybrook, CT 06475

    $676,100 Sold Apr 22, 2025

    22 Gates Rd, Old Saybrook, CT 06475

    • 2 Beds
    • 1 Bath
    • 1,020 Sq Ft
    • Built 1948

    Last Sold Summary

    • 8% Above List Price
    • $663/SF
    • 3 Days On Market

    Current Estimated Value $699,370

    Last Listing Agent Jamie Bell Berkshire Hathaway NE Prop.

    22 Gates Rd, Old Saybrook, CT 06475
  • 41 Meadowood Ln, Old Saybrook, CT 06475

    $840,000 Sold May 15, 2025

    41 Meadowood Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 1961

    Last Sold Summary

    • 8% Above List Price
    • $353/SF
    • 2 Days On Market

    Current Estimated Value $883,702

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

    41 Meadowood Ln, 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 $729,662

    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 $1,168,584

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    25 Maplewood Rd, Old Saybrook, CT 06475
  • 37 Fenwood Rd, Old Saybrook, CT 06475

    $650,000 Sold May 15, 2025

    37 Fenwood Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft
    • Built 1953

    Last Sold Summary

    • 6% Below List Price
    • $516/SF
    • 33 Days On Market

    Current Estimated Value $663,344

    Last Listing Agent Charles Conti Coldwell Banker Realty

    37 Fenwood 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 $844,622

    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 $824,819

    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 $751,452

    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 $672,412

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    37 Woodland Dr, Old Saybrook, CT 06475
  • 227 Hidden Cove Rd Unit 227, Old Saybrook, CT 06475

    $575,000 Sold May 15, 2025

    227 Hidden Cove Rd Unit 227, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,898 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Below List Price
    • $303/SF
    • 57 Days On Market

    Current Estimated Value $598,302

    Last Listing Agent Carla Mousch William Raveis Real Estate

    227 Hidden Cove Rd Unit 227, Old Saybrook, CT 06475
  • 49 Atlantic Dr, Old Saybrook, CT 06475

    $890,999 Sold Apr 24, 2025

    49 Atlantic Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Above List Price
    • $543/SF
    • 0 Days On Market

    Current Estimated Value $929,663

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    49 Atlantic 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 $851,529

    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 $933,935

    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 $422,980

    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 $445,275

    Last Listing Agent Patrick Farley Statewide Premier Prop. LLC

    52 Chalker Beach 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 $376,273

    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 $917,681

    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 $890,539

    Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, 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 $676,368

    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 $750,899

    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 $570,267

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    175 Ferry Rd Unit 10, Old Saybrook, CT 06475
  • 8 Acorn Dr, Old Saybrook, CT 06475

    $725,000 Sold May 12, 2025

    8 Acorn Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 1997

    Last Sold Summary

    • 4% Above List Price
    • $296/SF
    • 17 Days On Market

    Current Estimated Value $754,694

    Last Listing Agent Craig Milton Re/Max Valley Shore

    8 Acorn Dr, 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 $367,412

    Last Listing Agent Dotty Owens Sunset Creek Realty, LLC

    195 Bokum 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 $597,029

    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 $913,839

    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 $510,796

    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 $549,617

    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 $623,575

    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 $1,426,476

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    66 Pennywise Ln, Old Saybrook, CT 06475
  • 25 Sherman St, 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 $537,136

    Last Listing Agent Ginny Proft William Raveis Real Estate

    25 Sherman St, 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 $596,956

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    3 Clark Ave, Old Saybrook, CT 06475

Showing Results 1 - 40, Page 1 of 4

Connecticut Middlesex County Old Saybrook

Recently Sold Real Estate & Homes in Old Saybrook, CT

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 $942,453.
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 58 days on the market.
What is the number of active homes for sale in Old Saybrook, CT?
There are 24 active homes for sale in Old Saybrook, CT.
How many homes have sold over the last 12 months in Old Saybrook, CT?
143 homes have sold in Old Saybrook, CT over the last 12 months.

Home Trends in Old Saybrook, CT

On average, homes in Old Saybrook, CT sell after 58 days on the market compared to the national average of 55 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $720,000, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$799,900
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$560,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$492
Number of Homes for Sale
24
Last 12 months Home Sales
143
Months of Supply
2.00
Median List Price
$750,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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