Homes in ZIP Code 06475

• 

  

  

  /38

  $968,800

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,823 Sq Ft

  25 Sheffield St Unit 3, Old Saybrook, CT 06475

  Experience refined coastal living in this stunning end-unit townhome, completed in 2021 and ideally located in the heart of downtown Old Saybrook. This exceptional residence offers convenient access to dining, shopping, the Katharine Hepburn Cultural Arts Center, Saybrook Point Marina, and local beaches. Bathed in natural light, the home features a spacious open floor plan with gleaming hardwood

  

  Nick Prevost

  William Raveis Real Estate

  25 Sheffield St Unit 3, Old Saybrook, CT 06475
• 

  

  

  /33

  Starting at $2,753

  Total Monthly Price

  • 1 - 2 Beds

  7 N Main St, Old Saybrook, CT 06475

  Where Old Meets New...... Old Saybrook is one of the most charming, historical, and sought-after towns in Connecticut. SAYBROOK STATION is one of the only modern luxury apartment communities in the area, built near Saybrook’s historic train station. This central location in the heart of everything is also only four minutes from the Old Saybrook Town Green – yes, we’ve made a place where old truly

  Saybrook Station

  

  7 N Main St, 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
• 

  Est $666,021

  Not Listed For Sale

  382 Middlesex Turnpike, Old Saybrook, CT 06475

  382 Middlesex Turnpike, Old Saybrook, CT 06475

  Last Sold Summary

  • 468 Days On Market
• 

  

  

  /40

  $2,899,900

  Open Sat 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 5,062 Sq Ft

  2 Captains Ln, Old Saybrook, CT 06475

  Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear

  Bill Heenan William Raveis Real Estate

  2 Captains Ln, Old Saybrook, CT 06475
• 

  

  /35

  Starting at $3,500 Plus Fees

  • 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

  Hanford Commons

  99 Lynde St, 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
• 

  Est $625,213

  Not Listed For Sale

  3 Clark Ave, Old Saybrook, CT 06475

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1940

  3 Clark Ave, Old Saybrook, CT 06475

  Last Sold Summary

  • 36 Days On Market
• 

  

  /4

  $695,000

  $300K PRICE DROP

  • Land
  • 1.25 Acres
  • $556,000 per Acre

  1333A Boston Post Rd, Old Saybrook, CT 06475

  An exceptional opportunity - Nestled on 1.25 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic

  Ron Lyman Lyman Real Estate Brokerage & Development

  1333A Boston Post Rd, Old Saybrook, CT 06475
• 

  

  /15

  $5,000 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • House for Rent

  17 Mallard Dr, Old Saybrook, CT 06475

  This beautifully refreshed 2,520 square foot gambrel colonial is set on a private cul-de-sac in desirable Old Saybrook and comes fully furnished for effortless living. The home features four bedrooms and two and a half bathrooms, along with recent updates including fresh paint, updated bathrooms and new kitchen appliances. Both the sitting room and living room offer scenic views of tall grasses

  Hilary Reid Coldwell Banker Realty

  17 Mallard Dr, 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 $580,994

  Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty

  143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
• 

  Est $1,578,695

  Not Listed For Sale

  20 Otter Cove Dr, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 3,529 Sq Ft
  • Built 2016

  20 Otter Cove Dr, Old Saybrook, CT 06475

  Last Sold Summary

  • 14 Days On Market
• 

  

  /23

  $699,500

  $100K PRICE DROP 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

  60 Ingham Hill Rd, Old Saybrook, CT 06475
• 

  

  /4

  $1,300 Per Month

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

  1500 Boston Post Rd Unit 10, Old Saybrook, CT 06475

  Studio unit includes heat, hot water, electricity, cable, and internet. Recently remodeled. Clean and freshly painted. Private bath. Parking available. Conveniently located. Walking distance to beach.

  Brian Botti Botti Realty

  1500 Boston Post Rd Unit 10, 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 $1,075,102

  Last Listing Agent Nancy Mesham Coldwell Banker Realty

  10 Trolley Crossing, Old Saybrook, CT 06475
• 

  Est $1,557,694

  Not Listed For Sale

  23 Red Bird Trail, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 2,580 Sq Ft
  • Built 1955

  23 Red Bird Trail, Old Saybrook, CT 06475

  Last Sold Summary

  • 158 Days On Market
• 

  

  /13

  $12,000,000

  • Land
  • 20.21 Acres
  • $593,765 per Acre

  1405-1445 Boston Post Rd, Old Saybrook, CT 06475

  Bushnell Farm presents a rare opportunity to acquire one of the Connecticut shoreline's most unique and historically significant properties. Located on Boston Post Road in Old Saybrook, this 20.21-acre property offers an exceptional combination of history, character, visibility, and development potential. The property features open meadows, mature trees, historic New England stone walls, and the

  Casey Fisher Houlihan Lawrence WD

  1405-1445 Boston Post Rd, Old Saybrook, CT 06475
• 

  

  /19

  $2,400 Per Month

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • House for Rent

  38 Seabreeze Rd, Old Saybrook, CT 06475

  This spectacular home with a fantastic location is an Academic Rental; from September 15, 2026 through May 15, 2027. Living in this Old Saybrook home is comfortable, near the beach and close to town with shopping and dining. Only a few steps to Cornfield Point, walk the quiet neighborhood and enjoy the gorgeous sunsets. This home is a perfect place of peaceful, tranquil days and evenings, with

  Terry McDonald McDonald Real Estate, LLC

  38 Seabreeze 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 $581,311

  Last Listing Agent Bob Yostos Coldwell Banker Realty

  254 Hidden Cove Rd, Old Saybrook, CT 06475
• 

  Est $6,710,748

  Not Listed For Sale

  9 Pettipaug Ave, Old Saybrook, CT 06475

  • 7 Beds
  • 5.5 Baths
  • 7,465 Sq Ft
  • Built 1905

  9 Pettipaug Ave, Old Saybrook, CT 06475

  Last Sold Summary

  • 19 Days On Market
• 

  

  /40

  $1,049,900

  $50K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft

  95 Middletown Ave, Old Saybrook, CT 06475

  95 Middletown Avenue offers a rare opportunity to enjoy four season living in the heart of Saybrook Manor, one of Old Saybrook's most sought after shoreline communities. Renovated in 2022 with thoughtful attention to comfort and design, this beautifully updated home combines timeless coastal character with modern amenities and sweeping views of the Oyster River & Long Island Sound. With approx.

  Tracy Molloy Coldwell Banker Realty

  95 Middletown Ave, Old Saybrook, CT 06475
• 

  

  /31

  $3,000 Per Month

  • 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 Schreiner William Pitt Sotheby's Int'l

  43 Pennywise Ln, 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
• 

  Est $790,639

  Not Listed For Sale

  16 Fordham Trail, Old Saybrook, CT 06475

  • 4 Beds
  • 2.5 Baths
  • 3,673 Sq Ft
  • Built 1992

  16 Fordham Trail, Old Saybrook, CT 06475

  Last Sold Summary

  • 29 Days On Market
• 

  

  /39

  $874,900

  • 2 Beds
  • 3 Baths
  • 2,209 Sq Ft

  86 Fenwood Dr, Old Saybrook, CT 06475

  Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning

  Jeffrey Anderson William Pitt Sotheby's International Realty

  86 Fenwood Dr, Old Saybrook, CT 06475
• 

  

  /34

  $3,000 Per Month

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • House for Rent

  10 London Ct, Old Saybrook, CT 06475

  Welcome to Old Saybrook. This beautifully updated 4-bedroom, 2-bath academic rental offers the perfect blend of comfort and coastal living, complete with deeded beach rights to Cornfield Point Beach for the 2026-2027 academic calendar. Tucked away at the end of a quiet cul-de-sac on a full acre, this fully furnished home is truly move-in ready. The thoughtfully designed layout includes a heated

  Wendy Visgilio Coldwell Banker Realty

  10 London Ct, 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
• 

  Est $625,594

  Not Listed For Sale

  1 Anchorage Ln, Old Saybrook, CT 06475

  • 5 Beds
  • 3 Baths
  • 1,840 Sq Ft
  • Built 1955

  1 Anchorage Ln, Old Saybrook, CT 06475

  Last Sold Summary

  • 140 Days On Market
• 

  

  /25

  $419,900

  $30K PRICE DROP Under Contract

  • 4 Beds
  • 1 Bath
  • 640 Sq Ft

  39 Middletown Ave, Old Saybrook, CT 06475

  Charming and beautifully updated 4 bedroom partially furnished Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added

  Tracy Pentalow Property Shoppe, LLC

  39 Middletown Ave, Old Saybrook, CT 06475
• 

  

  /23

  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,137 Sq Ft
  • House for Rent

  8 Clinton Ave, Old Saybrook, CT 06475

  Turn-key Academic Shoreline Rental for today's modern-living and tastefully decorated in Old Saybrook, CT. Beautifully renovated home in South Cove neighborhood great for morning walks with coffee or evening strolls with a cocktail in hand. This lovely light filled home has an open floor plan, custom built kitchen with modern stainless steel appliances, new hardwood floors throughout, first floor

  Terry McDonald McDonald Real Estate, LLC

  8 Clinton Ave, 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
• 

  Est $1,281,668

  Not Listed For Sale

  41 Cypress Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 2 Baths
  • 3,010 Sq Ft
  • Built 1976

  41 Cypress Rd, Old Saybrook, CT 06475

  Last Sold Summary

  • 84 Days On Market
• 

  

  /22

  $587,500

  $52K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,038 Sq Ft

  9 Farview Ave, Old Saybrook, CT 06475

  Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen, full bath and a full unfinished basement for additional storage or workshop. Step outside to a spacious backyard designed for entertaining, relaxing,

  Sharon Linder Berkshire Hathaway NE Prop.

  9 Farview Ave, Old Saybrook, CT 06475
• 

  

  /37

  $4,500 Per Month

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

  8 Belaire Manor, Old Saybrook, CT 06475

  Academic rental available October 1, 2026 - May 28, 2027. This beautiful beach home is a direct waterfront, 4 bedroom, one-level home situated on a deep soft-sand beach in a private association. Wake up every morning to ocean waves, and watch the panoramic sunrises and sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The large patio on

  Erika Raffles William Pitt Sotheby's Int'l

  8 Belaire Manor, 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 $776,276

  Last Listing Agent Joel Lucas Coldwell Banker Realty

  55 Woodland Dr, Old Saybrook, CT 06475
• 

  Est $692,239

  Not Listed For Sale

  10 Allendale Rd, Old Saybrook, CT 06475

  • 3 Beds
  • 2.5 Baths
  • 1,924 Sq Ft
  • Built 1969

  10 Allendale Rd, Old Saybrook, CT 06475

  Last Sold Summary

  • 91 Days On Market
• 

  

  /34

  $1,250,000

  $100K PRICE DROP

  • 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
• 

  

  /34

  $2,175 Per Month

  • 1 Bath
  • 550 Sq Ft
  • House for Rent

  115 Ayers Point Rd, Old Saybrook, CT 06475

  YEAR ROUND UNFURNISHED STUDIO RENTAL located in the Ayers Point community with convenient access to I-95 and Route 9. This well maintained and updated studio has the added benefit of INCLUDED UTILITIES (WiFi and/or cable TV are not included in the rent) The main living space features a partial wall that provides separation between the sleeping and living area, creating an open feel while

  Kara Bell J.M. REALTY

  115 Ayers Point Rd, 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 $748,378

  Last Listing Agent Paula Stuart Berkshire Hathaway NE Prop.

  355 Main St, Old Saybrook, CT 06475
• 

  Est $2,307,597

  Not Listed For Sale

  468 Main St, Old Saybrook, CT 06475

  • 4 Beds
  • 3.5 Baths
  • 4,225 Sq Ft
  • Built 1995

  468 Main St, Old Saybrook, CT 06475

  Last Sold Summary

  • 13 Days On Market

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