Old Saybrook, CT Homes

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  /2

  $19,000 Pending

  • Land
  • 0.8 Acre
  • $23,750 per Acre

  0 Merritt Ln, Old Saybrook, CT 06475

  NOT BUILDABLE LOT! .80 acres overlooking Chalkers Millpond on cul-de-sac .

  Claude Cousins Berkshire Hathaway NE Prop.

  0 Merritt Ln, 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 $920,734

  Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.

  19 Lynde St, Old Saybrook, CT 06475
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  Est $1,036,965 Not Listed For Sale

  8 Maynard Cir, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 3,178 Sq Ft
  • Built 2008

  8 Maynard Cir, Old Saybrook, CT 06475

  Last Sold Summary

  • 19% Above List Price
  • $275/SF
  • 66 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Craig Milton RE/MAX
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  /40

  $825,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  25 Sunset Rd Unit 7, Old Saybrook, CT 06475

  Your chance to own in highly desirable Oyster River Landing-just steps from a private marina and the community's inground pool. This beautifully maintained three-level townhouse offers comfortable luxury, expansive water views, and a lifestyle that blends coastal living with everyday convenience. A sun-filled home features seven rooms, including 2 bedrooms, 2 full bathrooms, 1 half bath, a

  Scott Nardozzi Cavanaugh & Company LLC

  25 Sunset Rd Unit 7, 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
• 

  Est $442,884 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

  • 14% Above List Price
  • $449/SF
  • 26 Days On Market

  Last Sold Price $387,900

  Last Listing Agent Lisa Genovali RE/MAX
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  /40

  $590,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,731 Sq Ft

  25 Pond Rd, Old Saybrook, CT 06475

  In town location! Close to Main Street and to several shopping centers for you to enjoy all that Old Saybrook has to offer: shops, restaurants, The Kate Cultural Art Center, library, parks & rec, and more! This 2 bedroom 2 bath ranch style home has beautiful hardwood floors through out. The natural light streams in through the bay window of the classic living/dining room, where a dutch door opens

  Suzanne McConville William Raveis Real Estate

  25 Pond Rd, Old Saybrook, CT 06475
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  $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 $436,532

  Last Listing Agent Patrick Farley Statewide Premier Prop. LLC

  52 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $481,863 Not Listed For Sale

  29 Whitewood St, Old Saybrook, CT 06475

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft
  • Built 1953

  29 Whitewood St, Old Saybrook, CT 06475

  Last Sold Summary

  • 26% Above List Price
  • $420/SF
  • 29 Days On Market

  Last Sold Price $382,500

  Last Listing Agent Paula Stuart Berkshire Hathaway Home Services
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  /27

  $850,000

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  1780 Boston Post Rd, Old Saybrook, CT 06475

  Commercial Mixed Use, cross-posted on MLS alternative # 24149460. 7.06 CAP r a t e ~ Prime mixed-use investment property offered at $850,000 along the high-visibility Route 1 corridor. The asset consists of three total units of office/retail space with direct road frontage and two residential apartments privately situated in the rear. Trusted General Contractor currently rents the rear yard space

  Nicholas Tarquino Carbutti & Co., Realtors

  1780 Boston Post Rd, Old Saybrook, CT 06475
• 

  $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 $356,045

  Last Listing Agent Jeanette Baigert Berkshire Hathaway NE Prop.

  Unlisted Address
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  Est $576,966 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

  • 24% Above List Price
  • $420/SF
  • 37 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Joanne Breen ERA Hart Sargis-Breen
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  /40

  $1,589,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,472 Sq Ft

  2 Old South Cove Rd, Old Saybrook, CT 06475

  New construction at Saybrook Point is almost unheard of. It's not just rare, it's nearly impossible to recreate. Set in one of the most unique coastal locations on the Connecticut shoreline, this home is surrounded by water, light, and open sky. From sunrise over South Cove to the quiet stillness of evening, every room is designed to bring the outside in with walls of glass, soaring ceilings, and

  Michael Riccio Calcagni Real Estate

  2 Old South Cove Rd, 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 $903,758

  Last Listing Agent Mary McDonald Coldwell Banker Realty

  122 College St, Old Saybrook, CT 06475
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  Est $1,276,376 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

  • 9% Above List Price
  • $480/SF
  • 68 Days On Market

  Last Sold Price $1,175,000

  Last Listing Agent Debbie Huscher Real Broker CT, LLC
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  /28

  $185,000 Pending

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  21 Harvey Dr, Old Saybrook, CT 06475

  It's time to own your beach home in the heart of Old Saybrook! This well-maintained mobile home is located within a 55+ coastal community. The home features two spacious bedrooms and an open-concept living and dining area. The kitchen boasts ample cabinets and vibrant color. Step through the sliding door to a bright built-in porch, perfect for relaxing. Recent updates include a new roof and a

  Logan Lacroix NextHome Elite Realty

  21 Harvey Dr, Old Saybrook, CT 06475
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  $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 $1,001,126

  Last Listing Agent Lynne Ferrigno Coldwell Banker Realty

  1 Lighthouse Ln, Old Saybrook, CT 06475
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  Est $644,608 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

  • 23% Above List Price
  • $291/SF
  • 114 Days On Market

  Last Sold Price $523,000

  Last Listing Agent Charene Clark Coldwell Banker Realty
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  /27

  $599,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft

  367 Main St Unit 7, Old Saybrook, CT 06475

  WOW! A free-standing condo in the highly sought-after Banbury Crossing community. This stunning 2-bedroom, 2-bath residence offers 1,235 sq. ft. of effortless single-floor living at its finest. From the moment you step inside, you'll notice how natural light pours into the home, creating a bright and uplifting atmosphere throughout. The heart of the home features a beautiful living area anchored

  Susan Santoro William Pitt Sotheby's Int'l

  367 Main St Unit 7, Old Saybrook, CT 06475
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  $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 $658,312

  Last Listing Agent Bryan Neurath Country Manor Realty

  1 Hartford Ave, Old Saybrook, CT 06475
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  Est $1,388,904 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

  • 26% Above List Price
  • $278/SF
  • 76 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Tina Rupp William Pitt
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  /40

  $1,595,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,809 Sq Ft

  104 Knollwood Dr, Old Saybrook, CT 06475

  Knollwood Beach waterfront on South Cove with amazing views! Privately situated on a large .37 acre lot directly on the South Cove! Nicely restored and oozing with charm! Kayak out to the Long Island Sound from your backyard or just sit in the family room and enjoy beautiful sunsets over the water! A bird lovers paradise and plenty of fun with Knollwood Beach Association amenities including a

  Joel Lucas Coldwell Banker Realty

  104 Knollwood Dr, Old Saybrook, CT 06475
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  $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 $749,841

  Last Listing Agent Jake Pulcini Chiarito Real Estate LLC

  509 Main St Unit 6, Old Saybrook, CT 06475
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  Est $617,265 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

  • 33% Above List Price
  • $212/SF
  • 20 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Sang Jee William Raveis Real Estate
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  /40

  $2,550,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,389 Sq Ft

  372 Maple Ave, Old Saybrook, CT 06475

  Most beach homes ask you to choose: location or amenities, space or style, primary home or vacation retreat. This one says "why not both?" Perfectly positioned just 50 steps from Knollwood Beach, this spacious 3-bedroom 3-bath sanctuary delivers the rare combination of prime beach access and every amenity you'd expect from a year-round residence. A stress free move-in is possible here, as this

  Teri Lewis William Pitt Sotheby's Int'l

  372 Maple Ave, Old Saybrook, CT 06475
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  $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 $617,403

  Last Listing Agent Claire Kilmer Coldwell Banker Realty

  175 Ferry Rd Unit 10, Old Saybrook, CT 06475
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  Est $814,013 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

  • 26% Above List Price
  • $337/SF
  • 48 Days On Market

  Last Sold Price $644,000

  Last Listing Agent Sharon Linder Berkshire Hathaway Home Services
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  /31

  $659,900 Open Sun 12PM - 2PM

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

  41 Farview Ave, Old Saybrook, CT 06475

  Coming Soon! You have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod abuts 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" with

  Lisa Genovali Re/Max Valley Shore

  41 Farview Ave, 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 $751,353

  Last Listing Agent Craig Milton Re/Max Valley Shore

  8 Acorn Dr, Old Saybrook, CT 06475
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  Est $674,357 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

  • 28% Above List Price
  • $292/SF
  • 2 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Pardi & Zucco Team William Pitt
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  /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
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  $555,000 Sold Mar 28, 2025

  4 Patterson Place, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $317/SF
  • 60 Days On Market

  Current Estimated Value $589,416

  Last Listing Agent Lynn Lehrman Re/Max Valley Shore

  4 Patterson Place, Old Saybrook, CT 06475
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  Est $651,129 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

  • 2% Above List Price
  • $630/SF
  • 6 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Carla Corrigan eXp Realty
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  /5

  $575,000

  • Land
  • 0.48 Acre
  • $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
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  $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 $379,394

  Last Listing Agent Dotty Owens Sunset Creek Realty, LLC

  195 Bokum Rd, Old Saybrook, CT 06475
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  Est $521,951 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

  • 35% Above List Price
  • $248/SF
  • 5 Days On Market

  Last Sold Price $386,000

  Last Listing Agent Lewis Jump III RE/MAX
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  /3

  $1,849,000

  • 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
• 

  $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 $682,676

  Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

  175 Ferry Rd Unit 4, Old Saybrook, CT 06475
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  Est $692,031 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

  • 1% Above List Price
  • $538/SF
  • 26 Days On Market

  Last Sold Price $685,000

  Last Listing Agent Teri Lewis William Pitt
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  /7

  $495,000 Under Contract

  • 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

Showing Results 81 - 120, Page 3 of 18