Old Saybrook, CT Homes

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  $574,900

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

  254 Hidden Cove Rd, Old Saybrook, CT 06475

  Coastal Charm Meets Modern Comfort at 254 Hidden Cove Rd, Unit #254, Old Saybrook. Step inside to discover a fresh, modern interior featuring brand-new flooring, updated finishes, and a bright, open layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating a warm and inviting atmosphere. New Kitchen cabinets, Quartz

  

  Bob Yostos

  Coldwell Banker Realty

  (860) 467-0656

  254 Hidden Cove Rd, Old Saybrook, CT 06475
• Explore Old Saybrook

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  /35

  $2,150 - $4,270 per month plus fees

  Hanford Commons

  1 - 2 Beds

  99 Lynde St, Old Saybrook, CT 06475

  Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and

  99 Lynde St, Old Saybrook, CT 06475
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  $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

  Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

  143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
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  Est $539,365 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft

  235 Hidden Cove Rd, Old Saybrook, CT 06475

  235 Hidden Cove Rd, Old Saybrook, CT 06475
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  /23

  $699,500 Pending

  • Land
  • 8.11 Acres
  • $86,252 per Acre

  60 Ingham Hill Rd, Old Saybrook, CT 06475

  Picturesque waterfront 8.1-acre lot on the tranquil Oyster River in historic Old Saybrook. 1,400 feet of river frontage leading to Long Island Sound. Currently set as farmland, this could be a home run for builders sensitive to the needs of the land. With its beauty, you have 50-plus feet of road frontage and large footprint within the 50-foot tidal wetlands setback. I-95 is easily accessible,

  

  Matt Diamond

  Houlihan Lawrence WD

  (860) 735-1229

  60 Ingham Hill Rd, Old Saybrook, CT 06475
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  $3,800 total monthly price

  • 2 Beds
  • 3 Baths
  • 2,094 Sq Ft
  • House for Rent

  138 School House Rd, Old Saybrook, CT 06475

  Gorgeous Restored 1815 Colonial - Annual Rental available starting 12/19/25 Dogs Welcome! This beautifully restored 1815 colonial shows like new construction while preserving its classic New England character. Set on a level 1.65-acre lot close to beaches and all downtown Old Saybrook amenities, the home offers the perfect blend of historic charm and modern luxury. High ceilings, sun-filled

  Joel Lucas Coldwell Banker Realty

  138 School House Rd, Old Saybrook, CT 06475
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  $952,000 Sold Mar 31, 2025

  40 Seabreeze Rd, Old Saybrook, CT 06475

  • 5 Beds
  • 1.5 Baths
  • 1,936 Sq Ft
  • Built 1943

  Last Sold Summary

  • 12% Above List Price
  • $492/SF
  • 10 Days On Market

  Current Estimated Value $960,468

  Last Listing Agent Terry McDonald McDonald Real Estate, LLC

  40 Seabreeze Rd, Old Saybrook, CT 06475
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  Est $601,181 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,621 Sq Ft

  41 Dudley Ave, Old Saybrook, CT 06475

  41 Dudley Ave, Old Saybrook, CT 06475
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  $654,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  21 Farview Ave, Old Saybrook, CT 06475

  Welcome to your dream home! This charming 3-bedroom, 2-bath gem offers comfort, style, and privacy in every corner. Step inside to find beautifully renovated bathrooms, sleek new windows, and Mitsubishi AC splits throughout, including the basement, for year-round comfort. The attached garage adds convenience, while the partially finished basement with a bulkhead offers extra space for hobbies or

  

  Nick Prevost

  William Raveis Real Estate

  (860) 776-2494

  21 Farview Ave, Old Saybrook, CT 06475
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  /31

  $2,362 - $4,253 total monthly price

  Saybrook Station Apartments

  1 - 2 Beds

  7 N Main St, Old Saybrook, CT 06475

  Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to

  7 N Main St, Old Saybrook, CT 06475
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  $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 $1,395,854

  Last Listing Agent Alyssa Gambell William Raveis Real Estate

  11 Chandler St, Old Saybrook, CT 06475
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  Est $615,844 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,772 Sq Ft

  441 Main St, Old Saybrook, CT 06475

  441 Main St, Old Saybrook, CT 06475
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  $1,095,000

  • 4 Beds
  • 3 Baths
  • 4,109 Sq Ft

  96 Ayers Point Rd, Old Saybrook, CT 06475

  Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

  Joel Lucas Coldwell Banker Realty

  96 Ayers Point Rd, Old Saybrook, CT 06475
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  /31

  $3,000 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • House for Rent

  43 Pennywise Ln, Old Saybrook, CT 06475

  Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen

  Phoebe Finch William Pitt Sotheby's Int'l

  43 Pennywise Ln, Old Saybrook, CT 06475
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  $475,000 Sold Dec 23, 2024

  2 Briarwood Dr, Old Saybrook, CT 06475

  • 3 Beds
  • 1 Bath
  • 1,314 Sq Ft
  • Built 1957

  Last Sold Summary

  • 6% Above List Price
  • $361/SF
  • 21 Days On Market

  Current Estimated Value $525,105

  Last Listing Agent Craig Milton Re/Max Valley Shore

  2 Briarwood Dr, Old Saybrook, CT 06475
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  Est $742,947 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft

  12 Hartlands Dr, Old Saybrook, CT 06475

  12 Hartlands Dr, Old Saybrook, CT 06475
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  $1,045,000

  • 2 Beds
  • 2 Baths
  • 1,952 Sq Ft

  24 Seabreeze Rd, Old Saybrook, CT 06475

  Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

  Brian Beaulieu KW Legacy Partners

  24 Seabreeze Rd, Old Saybrook, CT 06475
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  $2,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • House for Rent

  22 Denmore Ln, Old Saybrook, CT 06475

  Enjoy comfort and privacy in this newly renovated 1-bedroom apartment in a quiet Old Saybrook neighborhood. The unit is attached to the home but fully separate, featuring its own private entrance and no shared interior spaces.Inside are brand-new matching GE appliances, including an all-in-one GE Profile washer/dryer, full-size refrigerator, oven, microwave, and dishwasher. The apartment

  22 Denmore Ln, Old Saybrook, CT 06475
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  $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 $677,465

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

  87 Chalker Beach Rd, Old Saybrook, CT 06475
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  Est $875,540 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,423 Sq Ft

  11 Wildwood Rd, Old Saybrook, CT 06475

  11 Wildwood Rd, Old Saybrook, CT 06475
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  $599,000 Under Contract

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

  175 Ferry Rd Unit 3, Old Saybrook, CT 06475

  You will never need to move again! Eden Harbour, an elegant and vibrant 55+ Condominium Community is just across the street from the Connecticut River and marinas. This amazing one level unit has an open floor plan, hardwoods throughout and is fully accessible. Enter through a gorgeous foyer which leads to a beautiful Living Room and Dining Area featuring stately columns, gas fireplace, and

  Kathy Schellens William Pitt Sotheby's Int'l

  175 Ferry Rd Unit 3, Old Saybrook, CT 06475
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  $3,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • House for Rent

  5 Beaver Dam Trail, Old Saybrook, CT 06475

  Beautifully Renovated Colonial Home - Move-In Ready! Just north of Town and the wonderful Town of Old Saybrook has to offer! Step into this stunning, freshly updated Colonial featuring gleaming hardwood floors throughout and a newly redone kitchen with granite countertops and newer stainless-steel appliances. The home offers updated baths, a drive-under garage, and a walkout basement leading to a

  Lynn Lehrman Re/Max Valley Shore

  5 Beaver Dam Trail, Old Saybrook, CT 06475
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  $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 $684,605

  Last Listing Agent Jamie Bell Berkshire Hathaway NE Prop.

  22 Gates Rd, Old Saybrook, CT 06475
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  Est $714,702 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,694 Sq Ft

  11 Rock Ridge Dr, Old Saybrook, CT 06475

  11 Rock Ridge Dr, Old Saybrook, CT 06475
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  /30

  $709,900 Under Contract

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

  355 Main St, Old Saybrook, CT 06475

  In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school

  Paula Stuart Berkshire Hathaway NE Prop.

  355 Main St, Old Saybrook, CT 06475
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  $4,000 total monthly price

  • 4 Beds
  • 1.5 Baths
  • 2,180 Sq Ft
  • House for Rent

  422 Maple Ave, Old Saybrook, CT 06475

  Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the

  Dawn Caso Williams Realty Services

  422 Maple Ave, Old Saybrook, CT 06475
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  $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 $856,579

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

  41 Meadowood Ln, Old Saybrook, CT 06475
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  Est $899,541 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,038 Sq Ft

  14 Fenwood Place, Old Saybrook, CT 06475

  14 Fenwood Place, Old Saybrook, CT 06475
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  $1,199,500 Pending

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

  25 Maplewood Rd, Old Saybrook, CT 06475

  Knollwood Beach Association NEW Construction! Experience three levels of sun-filled coastal elegance in this tastefully designed home offering space and flexibility for modern living. The open floor plan flows with light-colored hardwoods throughout, anchored by a designer white kitchen on the main level, while a walk-out lower level with its own kitchenette provides the perfect setting for

  Joel Lucas Coldwell Banker Realty

  25 Maplewood Rd, Old Saybrook, CT 06475
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  $6,500 total monthly price

  • 4 Beds
  • 3 Baths
  • 3,762 Sq Ft
  • House for Rent

  17 Agawam Ave, Old Saybrook, CT 06475

  Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2025, through June 20, 2026! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious

  Lynn Lehrman Re/Max Valley Shore

  17 Agawam Ave, Old Saybrook, CT 06475
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  $445,000 Sold Mar 21, 2025

  11 Evans Ln, Old Saybrook, CT 06475

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft
  • Built 1938

  Last Sold Summary

  • 1% Above List Price
  • $651/SF
  • 40 Days On Market

  Current Estimated Value $447,793

  Last Listing Agent Jordan Ostrofsky LPT Realty

  11 Evans Ln, Old Saybrook, CT 06475
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  Est $705,223 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 3,064 Sq Ft

  201 Main St, Old Saybrook, CT 06475

  201 Main St, Old Saybrook, CT 06475
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  /22

  $520,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  14 Denmore Ln, Old Saybrook, CT 06475

  Welcome to this beautifully updated ranch-style home, where modern charm meets cozy comfort! With 1,196 square feet, this inviting residence offers three spacious bedrooms and an exceptional full bathroom. The heart of the home is its chef-inspired kitchen, complete with sleek new appliances, chic cabinetry, and stunning quartz countertops; perfect for whipping up daily meals or hosting lively

  Joshua Rivera eXp Realty

  14 Denmore Ln, Old Saybrook, CT 06475
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  /15

  $3,500 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,176 Sq Ft
  • House for Rent

  1 Fenwood Dr, Old Saybrook, CT 06475

  The lease begins on January 1, 2026, and runs through April 30, 2026, as a fully furnished short-term rental. All utilities are included in the rent. Welcome to one of Old Saybrook's most desirable beach associations. Set on a corner lot, this charming New England Cape offers stunning direct ocean views, with all three upstairs bedrooms enjoying the same breathtaking scenery. With over 3,500 sq.

  Sang Jee William Raveis Real Estate

  1 Fenwood Dr, Old Saybrook, CT 06475
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  $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 $649,746

  Last Listing Agent Charles Conti Coldwell Banker Realty

  37 Fenwood Rd, Old Saybrook, CT 06475
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  Est $766,989 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,502 Sq Ft

  456 Main St, Old Saybrook, CT 06475

  456 Main St, Old Saybrook, CT 06475
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  $1,350,000

  • 3 Beds
  • 3 Baths
  • 2,326 Sq Ft

  96 Fenwood Dr, Old Saybrook, CT 06475

  Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

  Eric Porco 4 Corners Realty LLC

  96 Fenwood Dr, Old Saybrook, CT 06475
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  $18,000 total monthly price

  • 4 Beds
  • 3 Baths
  • 1,120 Sq Ft
  • House for Rent

  8 Belaire Manor, Old Saybrook, CT 06475

  {Summer 2026 -- June: available -- July/Aug/Sept: rented} This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive patio right on the

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, Old Saybrook, CT 06475
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  $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

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

  7 Sharon Ln, Old Saybrook, CT 06475
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  Est $1,584,722 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft

  23 Red Bird Trail, Old Saybrook, CT 06475

  23 Red Bird Trail, Old Saybrook, CT 06475

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