162

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 $679,015

    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 $596,397

    Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

    143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
  • 10 Trolley Crossing, Old Saybrook, CT 06475

    $1,065,000

    Sold Jun 18, 2026

    10 Trolley Crossing, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 3,376 Sq Ft
    • Built 1979

    Last Sold Summary

    • 3% Below List Price
    • $315/SF
    • 40 Days On Market

    Current Estimated Value $1,077,771

    Last Listing Agent Nancy Mesham Coldwell Banker Realty

    10 Trolley Crossing, 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 $590,341

    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 $933,050

    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 $598,954

    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 $659,141

    Last Listing Agent Christine Fappiano Shoreline Real Estate Company

    11 Coulter St Unit 28, Old Saybrook, CT 06475
  • 55 Woodland Dr, Old Saybrook, CT 06475

    $525,000

    Sold Jun 15, 2026

    55 Woodland Dr, Old Saybrook, CT 06475

    • 4 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $486/SF
    • 8 Days On Market

    Current Estimated Value $648,352

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    55 Woodland Dr, 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 $787,906

    Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

    355 Main St, Old Saybrook, CT 06475
  • 3 Deerfield Rd, Old Saybrook, CT 06475

    $715,000

    Sold May 29, 2026

    3 Deerfield Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 1,916 Sq Ft
    • Built 1962

    Last Sold Summary

    • 2% Above List Price
    • $373/SF
    • 1 Day On Market

    Current Estimated Value $682,944

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

    3 Deerfield Rd, Old Saybrook, CT 06475
  • 240 Elm St, Old Saybrook, CT 06475

    $480,000

    Sold Jun 16, 2026

    240 Elm St, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,404 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $342/SF
    • 26 Days On Market

    Current Estimated Value $495,299

    Last Listing Agent Sang Jee Eagle Eye Realty PLLC

    240 Elm 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 $1,207,241

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    25 Maplewood Rd, Old Saybrook, CT 06475
  • 14 Denmore Ln, Old Saybrook, CT 06475

    $460,000

    Sold Jun 16, 2026

    14 Denmore Ln, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft
    • Built 1950

    Last Sold Summary

    • 9% Below List Price
    • $385/SF
    • 25 Days On Market

    Current Estimated Value $510,715

    Last Listing Agent Terence Dominick Exceptional Real Estate LLC

    14 Denmore Ln, 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 $871,460

    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 $853,271

    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 $789,642

    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 $702,238

    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 $903,631

    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 $983,643

    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 $443,677

    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 $417,629

    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 $2,592,512

    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 $385,257

    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 $962,727

    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 $969,692

    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 $793,366

    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 $910,797

    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 $687,353

    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 $810,548

    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 $579,769

    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 $748,343

    Last Listing Agent Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F31, Old Saybrook, CT 06475
  • 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 $581,322

    Last Listing Agent Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, 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 $1,460,950

    Last Listing Agent Karen Floriano William Raveis Real Estate

    7 Ridge 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 $375,344

    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 $449,385

    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 $594,492

    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 $1,015,993

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

    55 Cypress 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 $581,359

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

    18 Lynde St, Old Saybrook, CT 06475

Showing Results 1 - 40, Page 1 of 5

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 $1,137,729.
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 62 days on the market.
What is the number of active homes for sale in Old Saybrook, CT?
There are 45 active homes for sale in Old Saybrook, CT.
How many homes have sold over the last 12 months in Old Saybrook, CT?
148 homes have sold in Old Saybrook, CT over the last 12 months.

Home Price Trends

Median Sale Price
$737,500
Median Single Family Sale Price
$802,499
Median Townhouse Sale Price
$590,000
Median 2 Bedroom Sale Price
$660,000
Median 1 Bedroom Sale Price
$379,000
Average Price Per Sq Ft
$569
Number of Homes for Sale
45
Last 12 months Home Sales
148
Months of Supply
3.60
Median List Price
$799,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
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