6,258

Old Saybrook, CT Homes

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  • 3 Glen Dr, Old Saybrook, CT 06475

    $625,000 Sold Sep 19, 2025

    3 Glen Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 1.5 Baths
    • 1,915 Sq Ft
    • Built 1969

    Last Sold Summary

    • $326/SF
    • 68 Days On Market

    Current Estimated Value $640,321

    Last Listing Agent Lisa Genovali Re/Max Valley Shore

    3 Glen Dr, Old Saybrook, CT 06475
    • 3 Lookout Hill Rd, Old Saybrook, CT 06475

      Est $626,257 Not Listed For Sale

      3 Lookout Hill Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,881 Sq Ft
      • Built 1991
      3 Lookout Hill Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 19% Above List Price
      • $279/SF
      • 59 Days On Market
      • Last Sold Price $525,000
      • Jun 28, 2024

      Last Listing Agent Coleen Brakenwagen Real Broker CT, LLC

  • /40

    $2,250,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,592 Sq Ft

    382 Maple Ave, Old Saybrook, CT 06475

    Wake up to sweeping views of Long Island Sound in this beautifully rebuilt Knollwood Beach home, designed for effortless coastal living. Recently renovated, this light-filled residence offers an open, flowing layout ideal for entertaining or relaxing by the shore. The recently renovated white kitchen features leathered granite counters, and stainless steel appliances, seamlessly connecting to the

    Joel Lucas Coldwell Banker Realty

    382 Maple Ave, Old Saybrook, CT 06475
  • 12 Bellaire Dr, Old Saybrook, CT 06475

    $650,000 Sold Nov 19, 2025

    12 Bellaire Dr, Old Saybrook, CT 06475

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1954

    Last Sold Summary

    • $589/SF
    • 8 Days On Market

    Current Estimated Value $663,732

    Last Listing Agent George Agnelli Agnelli Real Estate

    12 Bellaire Dr, Old Saybrook, CT 06475
    • 4 Old Colony Rd, Old Saybrook, CT 06475

      Est $746,942 Not Listed For Sale

      4 Old Colony Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1958
      4 Old Colony Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 14% Above List Price
      • $487/SF
      • 14 Days On Market
      • Last Sold Price $655,000
      • Aug 30, 2023

      Last Listing Agent Ali White Coldwell Banker Realty

  • /40

    $799,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,896 Sq Ft

    185 Ingham Hill Rd, Old Saybrook, CT 06475

    Set on a generous, professionally landscaped lot in one of Old Saybrook's most desirable locations, this inviting 4-bedroom, 2.1-bath home offers the perfect blend of comfort, charm, and versatility-both inside and out. From the moment you arrive, the property impresses with its stunning stonework, lush grounds, and a large, oversized barn/shed-ideal for hobbyists, storage, or creative pursuits.

    Gigi Giordano Taylor Compass Connecticut, LLC

    185 Ingham Hill Rd, Old Saybrook, CT 06475
  • 258 School House Rd, Old Saybrook, CT 06475

    $430,000 Sold Oct 03, 2025

    258 School House Rd, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $269/SF
    • 48 Days On Market

    Current Estimated Value $495,254

    Last Listing Agent Tim O'Hara William Raveis Real Estate

    258 School House Rd, Old Saybrook, CT 06475
    • 23 Hill St, Old Saybrook, CT 06475

      Not Listed For Sale

      23 Hill St, Old Saybrook, CT 06475

      • 2 Beds
      • 2 Baths
      • 1,032 Sq Ft
      • Built 1930
      23 Hill St, Old Saybrook, CT 06475

      Last Sold Summary

      • $349/SF
      • 50 Days On Market
      • Last Sold Price $360,000
      • Jan 19, 2024

      Last Listing Agent Brian Jermainne Team Jermainne Real Estate Services, LLC

  • /31

    $565,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft

    76 River St W, Old Saybrook, CT 06475

    76-1 River Street West! This is an incredible opportunity, less than a quarter mile to Old Saybrook Main Street and Amtrak train station. A cozy kitchen, dining and living open to an expansive great room with vaulted, beamed ceiling. There is a generous first-floor bedroom and an adjacent full bath. Upstairs find two larger bedrooms and a second full bath. The basement has an elevated ceiling,

    Nancy Mesham Coldwell Banker Realty

    76 River St W, Old Saybrook, CT 06475
  • 17 Cricket Ct, Old Saybrook, CT 06475

    $811,000 Sold Jun 02, 2025

    17 Cricket Ct, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 1,761 Sq Ft
    • Built 1976

    Last Sold Summary

    • 2% Above List Price
    • $461/SF
    • 2 Days On Market

    Current Estimated Value $848,224

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

    17 Cricket Ct, Old Saybrook, CT 06475
    • 45 Middletown Ave, Old Saybrook, CT 06475

      Est $563,066 Not Listed For Sale

      45 Middletown Ave, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1929
      45 Middletown Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 8% Below List Price
      • $850/SF
      • 4 Days On Market
      • Last Sold Price $612,000
      • Jul 10, 2024

      Last Listing Agent Jason Saphire www.HomeZu.com

  • /40

    $795,000 Open Sat 4:15PM - 6PM

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    46 Lynde St, Old Saybrook, CT 06475

    Convenient & Desirable In-Town Living with Stunning New Kitchen & Accessible Primary Suite with Heated Bath Floor! This thoughtfully updated ranch offers over 1,700+ square feet of above-grade living space and delivers a true in-town lifestyle just moments from everything Old Saybrook has to offer. Spacious yet cozy, inviting, and sun-drenched, this one-level home features a large backyard with

    Stephano Stravoravdis Real Broker CT, LLC

    46 Lynde St, Old Saybrook, CT 06475
  • 49 Hartford Ave, Old Saybrook, CT 06475

    $375,000 Sold Sep 05, 2025

    49 Hartford Ave, Old Saybrook, CT 06475

    • 1 Bed
    • 1 Bath
    • 504 Sq Ft
    • Built 1950

    Last Sold Summary

    • 25% Below List Price
    • $744/SF
    • 41 Days On Market

    Current Estimated Value $396,843

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    49 Hartford Ave, Old Saybrook, CT 06475
    • 15 Farview Ave, Old Saybrook, CT 06475

      Est $500,905 Not Listed For Sale

      15 Farview Ave, Old Saybrook, CT 06475

      • 2 Beds
      • 1 Bath
      • 912 Sq Ft
      • Built 1948
      15 Farview Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • $548/SF
      • 8 Days On Market
      • Last Sold Price $500,100
      • Apr 29, 2024

      Last Listing Agent Sang Jee Eagle Eye Realty PLLC

  • /40

    $1,725,000 Under Contract

    • 3 Beds
    • 3 Baths
    • 3,125 Sq Ft

    5 Woodland Dr, Old Saybrook, CT 06475

    Rare opportunity to enjoy sweeping views of Long Island Sound from a quiet street just off Maple Avenue in sought-after Knollwood Beach. This beautifully renovated 3-bedroom, 3-bath coastal retreat, just one street from the water, offers unobstructed views and is ideal as a year-round home or second getaway. The bright, open floor plan is designed to capture the scenery, with an oversized

    Joel Lucas Coldwell Banker Realty

    5 Woodland Dr, Old Saybrook, CT 06475
  • 45 Farview Ave, Old Saybrook, CT 06475

    $925,000 Sold Sep 22, 2025

    45 Farview Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 2.5 Baths
    • 2,791 Sq Ft
    • Built 1960

    Last Sold Summary

    • 6% Above List Price
    • $331/SF
    • 11 Days On Market

    Current Estimated Value $917,976

    Last Listing Agent Amy Rubin William Raveis Real Estate

    45 Farview Ave, Old Saybrook, CT 06475
    • 4 Willow Brook Farm Rd, Old Saybrook, CT 06475

      Est $941,699 Not Listed For Sale

      4 Willow Brook Farm Rd, Old Saybrook, CT 06475

      • 4 Beds
      • 3.5 Baths
      • 4,132 Sq Ft
      • Built 1998
      4 Willow Brook Farm Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 3% Above List Price
      • $220/SF
      • 25 Days On Market
      • Last Sold Price $910,000
      • Apr 10, 2024

      Last Listing Agent Jan Murray J.M. REALTY

  • /31

    $659,900 Under Contract

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    41 Farview Ave, Old Saybrook, CT 06475

    New to the market...you have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod next to one of Old Saybrook's wonderful town parks- walk or bike to town, library, schools, Main St. shops/restaurants, Harvey and Town beaches!! Step into this two-story home offering it's new owners a cherry and bright living room which was featured in "Shore Homes" and "Coastal Homes"

    Lisa Genovali Re/Max Valley Shore

    41 Farview Ave, Old Saybrook, CT 06475
  • 41 Briarwood Dr, Old Saybrook, CT 06475

    $720,000 Sold Mar 03, 2026

    41 Briarwood Dr, Old Saybrook, CT 06475

    • 2 Beds
    • 2.5 Baths
    • 1,076 Sq Ft
    • Built 1960

    Last Sold Summary

    • 4% Below List Price
    • $669/SF
    • 47 Days On Market

    Current Estimated Value $742,491

    Last Listing Agent Rick Allen William Raveis Real Estate

    41 Briarwood Dr, Old Saybrook, CT 06475
    • 64 Atlantic Dr, Old Saybrook, CT 06475

      Est $664,318 Not Listed For Sale

      64 Atlantic Dr, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1960
      64 Atlantic Dr, Old Saybrook, CT 06475

      Last Sold Summary

      • 5% Above List Price
      • $824/SF
      • 6 Days On Market
      • Last Sold Price $632,500
      • Sep 27, 2024

      Last Listing Agent Joel Lucas Coldwell Banker Realty

  • /17

    $850,000 Under Contract

    • Land
    • 26.41 Acres
    • $32,185 per Acre

    62-14,15,16 Middlesex Turnpike, Old Saybrook, CT 06475

    Beautiful 26+ Acre Wooded Lot with Subdivision Potential. This stunning 26+ acre wooded parcel offers incredible potential for a variety of uses-from a private gentleman's farm to a multi-generational compound or subdivision development. Bucolic stone walls and mature trees create a serene, timeless setting. The sale includes parcels identified as Tax Map 62, Lots 14, 15, and 16. Access is

    Kevin Kennedy Kennedy Real Estate Solutions

    62-14,15,16 Middlesex Turnpike, Old Saybrook, CT 06475
  • 515 Maple Ave, Old Saybrook, CT 06475

    $2,125,000 Sold Oct 10, 2025

    515 Maple Ave, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,365 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Above List Price
    • $1,557/SF
    • 38 Days On Market

    Current Estimated Value $2,143,027

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

    515 Maple Ave, Old Saybrook, CT 06475
    • 95 Chalker Beach Rd, Old Saybrook, CT 06475

      Est $588,035 Not Listed For Sale

      95 Chalker Beach Rd, Old Saybrook, CT 06475

      • 3 Beds
      • 1 Bath
      • 950 Sq Ft
      • Built 1952
      95 Chalker Beach Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 18% Above List Price
      • $525/SF
      • 35 Days On Market
      • Last Sold Price $499,000
      • Aug 04, 2023

      Last Listing Agent Teri Lewis William Pitt

  • /5

    $575,000

    • Land
    • 20,908 Sq Ft
    • $1,197,917 per Acre

    10 Mulberry St, Old Saybrook, CT 06475

    Approved building lot with water views. Located at the end of Mulberry, very private location yet close to downtown and Saybrook Point Resort & Marina. 1/2 ac already cleared. Lot must be sold with 7 Willard Ave

    Steve Wollman Wollman Realty

    10 Mulberry St, Old Saybrook, CT 06475
  • 3 Jorgensen Ln, Old Saybrook, CT 06475

    $887,000 Sold Nov 24, 2025

    3 Jorgensen Ln, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 2,784 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $319/SF
    • 26 Days On Market

    Current Estimated Value $883,161

    Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

    3 Jorgensen Ln, Old Saybrook, CT 06475
    • 11 Shepard St, Old Saybrook, CT 06475

      Est $820,453 Not Listed For Sale

      11 Shepard St, Old Saybrook, CT 06475

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 1865
      11 Shepard St, Old Saybrook, CT 06475

      Last Sold Summary

      • 14% Above List Price
      • $300/SF
      • 10 Days On Market
      • Last Sold Price $720,000
      • Sep 22, 2023

      Last Listing Agent Rick Allen William Raveis Real Estate

  • /3

    $1,849,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    12 Toms Rd, Old Saybrook, CT 06475

    Overlooking its own private sandy beach with breathtaking water views in every direction, this beautifully renovated 1,652 sq ft year-round beach home offers the perfect blend of comfort and coastal luxury. Ideal for a second-home buyer or those looking to downsize in style, this property delivers an exceptional shoreline lifestyle.The home features a bright, open-concept layout with great flow,

    Joel Lucas Coldwell Banker Realty

    12 Toms Rd, Old Saybrook, CT 06475
  • 350 Middlesex Turnpike, Old Saybrook, CT 06475

    $725,000 Sold Aug 12, 2025

    350 Middlesex Turnpike, Old Saybrook, CT 06475

    • Land
    • 1.38 Acres
    • $525,362 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 468 Days On Market

    Current Estimated Value $716,028

    Last Listing Agent Michael Hvizdo Coldwell Banker Realty

    350 Middlesex Turnpike, Old Saybrook, CT 06475
    • 41 Dudley Ave, Old Saybrook, CT 06475

      Est $593,039 Not Listed For Sale

      41 Dudley Ave, Old Saybrook, CT 06475

      • 3 Beds
      • 1.5 Baths
      • 1,621 Sq Ft
      • Built 1940
      41 Dudley Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 1% Above List Price
      • $362/SF
      • 42 Days On Market
      • Last Sold Price $586,000
      • Dec 09, 2024

      Last Listing Agent Paula Stuart Berkshire Hathaway Home Services

  • /7

    $495,000

    • Land
    • 32.66 Acres
    • $15,156 per Acre

    0 Middlesex Turnpike, Old Saybrook, CT 06475

    32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A large portion of this parcel is wetlands.

    Craig Milton Re/Max Valley Shore

    0 Middlesex Turnpike, Old Saybrook, CT 06475
  • 20 Hill St, Old Saybrook, CT 06475

    $700,000 Sold Jan 07, 2026

    20 Hill St, Old Saybrook, CT 06475

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1930

    Last Sold Summary

    • 12% Below List Price
    • $489/SF
    • 132 Days On Market

    Current Estimated Value $690,154

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

    20 Hill St, Old Saybrook, CT 06475
    • 5 Barley Hill Rd, Old Saybrook, CT 06475

      Est $819,689 Not Listed For Sale

      5 Barley Hill Rd, Old Saybrook, CT 06475

      • 4 Beds
      • 5 Baths
      • 3,048 Sq Ft
      • Built 1995
      5 Barley Hill Rd, Old Saybrook, CT 06475

      Last Sold Summary

      • 6% Above List Price
      • $254/SF
      • 56 Days On Market
      • Last Sold Price $775,000
      • Sep 18, 2024

      Last Listing Agent Rick Allen William Raveis Real Estate

  • /25

    $739,900

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    3 Birch St, Old Saybrook, CT 06475

    Enjoy the ease of one-floor living in this charming ranch-style home ideally located in the heart of Old Saybrook. Set on a desirable corner lot, this 3-bedroom, 1.5-bath residence offers approximately 1,600 square feet of comfortable living space. Just a short walk to Main Street, you'll love the convenience of nearby shopping, dining, and everyday amenities. Inside, the home features a spacious

    Ron Stewart Houlihan Lawrence WD

    3 Birch St, Old Saybrook, CT 06475
  • 21 Fenwick St, Old Saybrook, CT 06475

    $799,000 Sold Mar 27, 2026

    21 Fenwick St, Old Saybrook, CT 06475

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1938

    Last Sold Summary

    • $558/SF
    • 120 Days On Market

    Current Estimated Value $803,466

    Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

    21 Fenwick St, Old Saybrook, CT 06475
    • 32 Willard Ave, Old Saybrook, CT 06475

      Est $1,449,740 Not Listed For Sale

      32 Willard Ave, Old Saybrook, CT 06475

      • 5 Beds
      • 3.5 Baths
      • 3,502 Sq Ft
      • Built 1961
      32 Willard Ave, Old Saybrook, CT 06475

      Last Sold Summary

      • 3% Below List Price
      • $427/SF
      • 55 Days On Market
      • Last Sold Price $1,495,000
      • Aug 08, 2024

      Last Listing Agent Nancy Mesham Coldwell Banker Realty

  • /19

    $669,900

    • 3 Beds
    • 1.5 Baths
    • 1,818 Sq Ft

    23 Meadowood Ln, Old Saybrook, CT 06475

    A lovely renovated ranch in the heart of "Meadowood", a desirable family friendly community in the charming town of Old Saybrook. The home features hardwood floors throughout, and a comfortable open layout with a large living room, stylish dining room, and a beautiful kitchen designed by local Hanford Kitchens. Three ample bedrooms await just around the hall. The yard is nicely landscaped and

    Craig Milton Re/Max Valley Shore

    23 Meadowood Ln, Old Saybrook, CT 06475
  • 450 Maple Ave, Old Saybrook, CT 06475

    $3,200,000 Sold Sep 10, 2025

    450 Maple Ave, Old Saybrook, CT 06475

    • 3 Beds
    • 5 Baths
    • 4,435 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Below List Price
    • $722/SF
    • 20 Days On Market

    Current Estimated Value $3,278,489

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

    450 Maple Ave, Old Saybrook, CT 06475
    • 10 Vista Terrace, Old Saybrook, CT 06475

      Est $506,566 Not Listed For Sale

      10 Vista Terrace, Old Saybrook, CT 06475

      • 3 Beds
      • 2.5 Baths
      • 2,143 Sq Ft
      • Built 1955
      10 Vista Terrace, Old Saybrook, CT 06475

      Last Sold Summary

      • 9% Above List Price
      • $217/SF
      • 70 Days On Market
      • Last Sold Price $465,000
      • Jul 23, 2024

      Last Listing Agent Sandra Ciarleglio William Raveis Real Estate

  • /40

    $380,000 Under Contract

    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    13 College St, Old Saybrook, CT 06475

    Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer

    Maddy Mattson Coldwell Banker Realty

    13 College St, Old Saybrook, CT 06475
  • 134 School House Rd, Old Saybrook, CT 06475

    $925,000 Sold Jul 18, 2025

    134 School House Rd, Old Saybrook, CT 06475

    • 4 Beds
    • 2.5 Baths
    • 4,559 Sq Ft
    • Built 1988

    Last Sold Summary

    • $203/SF
    • 28 Days On Market

    Current Estimated Value $1,027,057

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

    134 School House Rd, Old Saybrook, CT 06475

Showing Results 161 - 200, Page 5 of 18

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