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Old Saybrook, CT Homes for Sale

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  • 25 River Ave, Old Saybrook, CT 06475
    25 River Ave, Old Saybrook, CT 06475
    25 River Ave, Old Saybrook, CT 06475
    /38

    $800,000

    • 2 Beds
    • 1 Bath
    • 1,478 Sq Ft

    25 River Ave, Old Saybrook, CT 06475

    Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants,

    Agent Photo

    Linda O'Hara

    William Raveis Real Estate

    25 River Ave, Old Saybrook, CT 06475
  • 8 Kenn Rd, Old Saybrook, CT 06475
    8 Kenn Rd, Old Saybrook, CT 06475
    8 Kenn Rd, Old Saybrook, CT 06475
    /40

    $649,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    8 Kenn Rd, Old Saybrook, CT 06475

    Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment

    Agent Photo

    Michael Marsden

    Compass Connecticut, LLC

    8 Kenn Rd, Old Saybrook, CT 06475
  • 25 Sheffield St Unit 3, Old Saybrook, CT 06475
    25 Sheffield St Unit 3, Old Saybrook, CT 06475
    25 Sheffield St Unit 3, Old Saybrook, CT 06475
    /38

    $968,800

    Open Sun 11AM - 1PM
    • 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

    Agent Photo

    Nick Prevost

    William Raveis Real Estate

    25 Sheffield St Unit 3, Old Saybrook, CT 06475
  • 71 Knollwood Dr, Old Saybrook, CT 06475
    71 Knollwood Dr, Old Saybrook, CT 06475
    71 Knollwood Dr, Old Saybrook, CT 06475
    /12

    $799,500

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,856 Sq Ft

    71 Knollwood Dr, Old Saybrook, CT 06475

    KNOLLWOOD BEACH - Here is the opportunity! A Raised Ranch sitting on a wide .98-acre lot offering possibilities rarely found this close to the shoreline. 97 Feet of road frontage. Offered for the first time since it was built, enjoy it now, generate rental income or land bank this parcel while planning something much more commodious for tomorrow. Knollwood is renovation active, with 4+ projects

    Agent Photo

    Matt Diamond

    Houlihan Lawrence WD

    71 Knollwood Dr, Old Saybrook, CT 06475
  • 2 Captains Ln, Old Saybrook, CT 06475
    2 Captains Ln, Old Saybrook, CT 06475
    2 Captains Ln, Old Saybrook, CT 06475
    /40

    $2,899,900

    • 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
  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /3

    $695,000

    $300K PRICE DROP
    • Land
    • 1.16 Acres
    • $599,138 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    An exceptional opportunity - Nestled on 1.16 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
  • 3 Anchorage Ln, Old Saybrook, CT 06475
    3 Anchorage Ln, Old Saybrook, CT 06475
    3 Anchorage Ln, Old Saybrook, CT 06475
    /40

    $849,900

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    3 Anchorage Ln, Old Saybrook, CT 06475

    Life by the water starts here at 3 Anchorage Ln, a spacious Colonial in Old Saybrook set beside the marina with deeded 10-foot access for convenient boat loading and unloading. This 4-bedroom, 3 full bath home offers 2,496 sqft designed for everyday comfort and coastal living. The beautifully remodeled kitchen is the true anchor of the home, ideal for gatherings and seamlessly connected to the

    Arek Wtulich William Raveis Real Estate

    3 Anchorage Ln, Old Saybrook, CT 06475
  • 27 Gates Rd, Old Saybrook, CT 06475
    27 Gates Rd, Old Saybrook, CT 06475
    27 Gates Rd, Old Saybrook, CT 06475
    /37

    $725,000

    Open Sun 10:30AM - 12PM
    • 4 Beds
    • 1.5 Baths
    • 1,088 Sq Ft

    27 Gates Rd, Old Saybrook, CT 06475

    Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just five homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a

    Jennifer Gurnell William Raveis Real Estate

    27 Gates Rd, Old Saybrook, CT 06475
  • 1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    1405-1445 Boston Post Rd, Old Saybrook, CT 06475
    /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
  • 138 N Cove Rd, Old Saybrook, CT 06475
    138 N Cove Rd, Old Saybrook, CT 06475
    /2

    $1,599,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,734 Sq Ft

    138 N Cove Rd, Old Saybrook, CT 06475

    A Rare Coastal Opportunity Awaits! Set in the highly sought-after North Cove Historic District of Old Saybrook, this grand colonial offers something truly special: a coveted prime coastal location, spectacular water views, and incredible potential to create the home you've always envisioned. Originally built in 1930 and expanded in 1987, this property has the character, scale, and bones of a

    Marcello Delmonaco Coldwell Banker Realty

    138 N Cove Rd, Old Saybrook, CT 06475
  • 81 Essex Rd, Old Saybrook, CT 06475
    81 Essex Rd, Old Saybrook, CT 06475
    81 Essex Rd, Old Saybrook, CT 06475
    /18

    $1,450,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,570 Sq Ft

    81 Essex Rd, Old Saybrook, CT 06475

    Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is

    Rachael Cisz Serhant Connecticut, LLC

    81 Essex Rd, Old Saybrook, CT 06475
  • 9 Old Colony Rd, Old Saybrook, CT 06475
    9 Old Colony Rd, Old Saybrook, CT 06475
    9 Old Colony Rd, Old Saybrook, CT 06475
    /5

    $675,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    9 Old Colony Rd, Old Saybrook, CT 06475

    Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this .23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout

    Joel Lucas Coldwell Banker Realty

    9 Old Colony Rd, Old Saybrook, CT 06475
  • 170 Old Post Rd, Old Saybrook, CT 06475
    170 Old Post Rd, Old Saybrook, CT 06475
    170 Old Post Rd, Old Saybrook, CT 06475
    /38

    $999,000

    $201K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    170 Old Post Rd, Old Saybrook, CT 06475

    Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic

    Rose McWaid William Raveis Real Estate

    170 Old Post Rd, Old Saybrook, CT 06475
  • 21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    /31

    $1,290,000

    $300K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    21 Fenbrook Rd, Old Saybrook, CT 06475

    Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

    Ralph Harvey ListWithFreedom.com

    21 Fenbrook Rd, Old Saybrook, CT 06475
  • 104 Knollwood Dr, Old Saybrook, CT 06475
    104 Knollwood Dr, Old Saybrook, CT 06475
    104 Knollwood Dr, Old Saybrook, CT 06475
    /39

    $1,495,000

    Open Sun 10AM - 12PM $205K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • 17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    /40

    $1,099,000

    Open Sun 12PM - 3PM $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft

    17 College St, Old Saybrook, CT 06475

    Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

    Deborah Pach Compass Connecticut, LLC

    17 College St, Old Saybrook, CT 06475
  • 11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    /28

    $1,625,000

    $70K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,178 Sq Ft

    11 Cambridge Ct E, Old Saybrook, CT 06475

    SHORELINE YEAR-ROUND RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces,

    Linda Coyle William Raveis Real Estate

    11 Cambridge Ct E, Old Saybrook, CT 06475
  • 25 Uncas Trail, Old Saybrook, CT 06475
    25 Uncas Trail, Old Saybrook, CT 06475
    25 Uncas Trail, Old Saybrook, CT 06475
    /33

    $750,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    25 Uncas Trail, Old Saybrook, CT 06475

    Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream

    Sharon Linder Berkshire Hathaway NE Prop.

    25 Uncas Trail, Old Saybrook, CT 06475
  • 11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    /40

    $6,600,000

    • 6 Beds
    • 4 Baths
    • 5,739 Sq Ft

    11 River Edge Rd, Old Saybrook, CT 06475

    Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening

    Colette Harron William Pitt Sotheby's Int'l

    11 River Edge Rd, Old Saybrook, CT 06475
  • 11 Kitteridge Hill Rd, Old Saybrook, CT 06475
    11 Kitteridge Hill Rd, Old Saybrook, CT 06475
    11 Kitteridge Hill Rd, Old Saybrook, CT 06475
    /40

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,755 Sq Ft

    11 Kitteridge Hill Rd, Old Saybrook, CT 06475

    Tucked away on a peaceful cul-de-sac off School House Road, this beautifully maintained Cape offers over 2,700 square feet of finished living space in one of Old Saybrook's most desirable locations. Directly across from The Preserve trail access and just moments from Clark Park, this home is perfectly positioned for those who appreciate nature, recreation, and privacy. The inviting main level

    Jessica Blancato William Pitt Sotheby's Int'l

    11 Kitteridge Hill Rd, Old Saybrook, CT 06475
  • 43 Quarry St, Old Saybrook, CT 06475
    43 Quarry St, Old Saybrook, CT 06475
    /2

    $285,000

    • 3 Beds
    • 1 Bath
    • 941 Sq Ft

    43 Quarry St, Old Saybrook, CT 06475

    43 Quarry Street, Loved and occupied by the same owner for more than 40 years, this three-bedroom home on Quarry Street presents a rare opportunity in the heart of Old Saybrook. Set on .25 acres on a quiet dead-end street, the real story here is the location. Enjoy an easy walk with sidewalk access into Old Saybrook's vibrant Main Street for coffee, restaurants, shopping, the library, and all the

    Jennifer Gurnell William Raveis Real Estate

    43 Quarry St, Old Saybrook, CT 06475
  • 65 Knollwood Dr, Old Saybrook, CT 06475
    65 Knollwood Dr, Old Saybrook, CT 06475
    65 Knollwood Dr, Old Saybrook, CT 06475
    /32

    $1,045,000

    $55K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,153 Sq Ft

    65 Knollwood Dr, Old Saybrook, CT 06475

    The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love

    Martha Quaratella Coldwell Banker Realty

    65 Knollwood Dr, Old Saybrook, CT 06475
  • 38 Jarvis Rd, Old Saybrook, CT 06475
    38 Jarvis Rd, Old Saybrook, CT 06475
    38 Jarvis Rd, Old Saybrook, CT 06475
    /40

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 2,303 Sq Ft

    38 Jarvis Rd, Old Saybrook, CT 06475

    Enjoy coastal living in the sought-after Knollwood Beach Association. This well-maintained, sun-filled home is just a short stroll from the beach, where beautiful shoreline walks, golf cart rides and a vibrant neighborhood setting are just moments from home. Offering a gracious sense of space, comfort and versatility, the home is equally suited for year-round living or a memorable coastal

    Sharon Linder Berkshire Hathaway NE Prop.

    38 Jarvis Rd, Old Saybrook, CT 06475
  • 26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    26 Willard Ave, Old Saybrook, CT 06475
    /40

    $1,175,000

    $120K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,904 Sq Ft

    26 Willard Ave, Old Saybrook, CT 06475

    Welcome to shoreline living at its finest in one of Old Saybrook's desirable beach communities, just minutes from the water, marinas, beaches, restaurants, and all that the Connecticut shoreline has to offer. This beautifully remodeled split-level ranch combines modern updates, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled

    Gigi Giordano Taylor Compass Connecticut, LLC

    26 Willard Ave, Old Saybrook, CT 06475
  • 13 College St, Old Saybrook, CT 06475
    13 College St, Old Saybrook, CT 06475
    /2

    $1,590,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    13 College St, Old Saybrook, CT 06475

    13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit

    Lisa Fekete William Raveis Real Estate

    13 College St, Old Saybrook, CT 06475
  • 46 Farview Ave, Old Saybrook, CT 06475
    46 Farview Ave, Old Saybrook, CT 06475
    46 Farview Ave, Old Saybrook, CT 06475
    /35

    $599,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    46 Farview Ave, Old Saybrook, CT 06475

    Location, location, location. Enjoy shoreline lifestyle in one of Old Saybrook's in demand neighborhoods. Level corner lot. Solid home ready for you to make it your own. Eight total room, three bedrooms, two full baths one updated. Fireplace in the Living room. Sunroom, one car attached garage. Full unfinished basement. Incredible opportunity to create the home of your dreams. Enjoy coastal

    Sheila Burke J.M. REALTY

    46 Farview Ave, Old Saybrook, CT 06475
  • 1324 Boston Post Rd, Old Saybrook, CT 06475
    1324 Boston Post Rd, Old Saybrook, CT 06475
    1324 Boston Post Rd, Old Saybrook, CT 06475
    /20

    $550,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft

    1324 Boston Post Rd, Old Saybrook, CT 06475

    One floor living in Old Saybrook! This ranch home is a part of the Indian Town Beach association and also conveniently located on Boston Post Road which has beautiful new sidewalks connecting this property to both beaches and shops and restaurants all within walking distance. A picture window gives the living room lovely natural light and a wood burning fireplace for chilly winter nights. An open

    Tina Rupp William Pitt Sotheby's Int'l

    1324 Boston Post Rd, Old Saybrook, CT 06475
  • 96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    /40

    $1,099,000

    Open Sun 12:30PM - 1:30PM $64K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized

    Jennifer Gurnell William Raveis Real Estate

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • 77 Essex Rd, Old Saybrook, CT 06475
    77 Essex Rd, Old Saybrook, CT 06475
    77 Essex Rd, Old Saybrook, CT 06475
    /38

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 2,890 Sq Ft

    77 Essex Rd, Old Saybrook, CT 06475

    Set on .62 acres along a protected canal just off the Connecticut River, this well built and maintained waterfront offers more than 100 feet of bulkhead frontage, along with a floating dock equipped with power and water suitable for a variety of boats and watercraft. Updated systems including central air and solar roof panels. Master bedroom on main floor with large closet, walk-in shower,

    Joseph Rhodes Coldwell Banker Realty

    77 Essex Rd, Old Saybrook, CT 06475
  • 61 Ingham Hill Rd, Old Saybrook, CT 06475
    61 Ingham Hill Rd, Old Saybrook, CT 06475
    61 Ingham Hill Rd, Old Saybrook, CT 06475
    /33

    $375,000

    $74K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,205 Sq Ft

    61 Ingham Hill Rd, Old Saybrook, CT 06475

    Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless

    Gigi Giordano Taylor Compass Connecticut, LLC

    61 Ingham Hill Rd, Old Saybrook, CT 06475
  • 12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    /38

    $5,900,000

    • 4 Beds
    • 4 Baths
    • 5,651 Sq Ft

    12 Rocky Point Rd, Old Saybrook, CT 06475

    Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

    Sharon Linder Berkshire Hathaway NE Prop.

    12 Rocky Point Rd, Old Saybrook, CT 06475
  • 101-A Sequassen Ave, Old Saybrook, CT 06475
    101-A Sequassen Ave, Old Saybrook, CT 06475
    101-A Sequassen Ave, Old Saybrook, CT 06475
    /9

    $1,750,000

    • Land
    • 20,037 Sq Ft
    • $3,804,348 per Acre

    101-A Sequassen Ave, Old Saybrook, CT 06475

    APPROVED OCEANFRONT LOT - WALK TO THE BEACH FROM YOUR BACKYARD Design the life you've always envisioned. Whether you dream of a timeless shingle-style coastal retreat or a striking modern waterfront masterpiece, this exceptional homesite offers the perfect canvas to bring your vision to life. This fully approved, level building lot is ready for construction, allowing you to move forward with

    Fationa Meco Houlihan Lawrence WD

    101-A Sequassen Ave, Old Saybrook, CT 06475
  • 108 Maple Ave, Old Saybrook, CT 06475
    108 Maple Ave, Old Saybrook, CT 06475
    108 Maple Ave, Old Saybrook, CT 06475
    /39

    $1,550,000

    $650K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,188 Sq Ft

    108 Maple Ave, Old Saybrook, CT 06475

    Contemporary coastal elegance meets exceptional privacy along South Cove in Old Saybrook. Set on an extraordinary 1.8-acre parcel, this cedar-sided, 3,188-square-foot residence offers breathtaking water views from nearly every room and a setting that is virtually impossible to recreate. Originally built in 1965 and thoughtfully rebuilt in 1991, the home was designed to capture its spectacular

    Jessica Blancato William Pitt Sotheby's Int'l

    108 Maple Ave, Old Saybrook, CT 06475
  • 37 Woodland Dr, Old Saybrook, CT 06475
    37 Woodland Dr, Old Saybrook, CT 06475
    37 Woodland Dr, Old Saybrook, CT 06475
    /40

    $1,025,000

    Open Sun 11AM - 12:30PM $75K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    37 Woodland Dr, Old Saybrook, CT 06475

    Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining

    Joel Lucas Coldwell Banker Realty

    37 Woodland Dr, Old Saybrook, CT 06475
  • 256 Hidden Cove Rd, Old Saybrook, CT 06475
    256 Hidden Cove Rd, Old Saybrook, CT 06475
    256 Hidden Cove Rd, Old Saybrook, CT 06475
    /31

    $529,000

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

    256 Hidden Cove Rd, Old Saybrook, CT 06475

    Discover effortless shoreline living at Summerwood in Old Saybrook. This beautifully maintained 2-bedroom, 1.5-bath condominium offers 1,557 SqFt of light-filled living space with tranquil marsh views and an upper-level loft perfect for a home office, guest space, or reading retreat. The updated kitchen features granite countertops, stainless steel appliances, and a center island, while hardwood

    Carla Mousch William Raveis Real Estate

    256 Hidden Cove Rd, Old Saybrook, CT 06475
  • 1445 Boston Post Rd, Old Saybrook, CT 06475
    1445 Boston Post Rd, Old Saybrook, CT 06475
    1445 Boston Post Rd, Old Saybrook, CT 06475
    /12

    $12,000,000

    • 4 Beds
    • 1 Bath
    • 2,059 Sq Ft

    1445 Boston Post Rd, Old Saybrook, CT 06475

    A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a

    Casey Fisher Houlihan Lawrence WD

    1445 Boston Post Rd, Old Saybrook, CT 06475
  • 52 Chalker Beach Rd, Old Saybrook, CT 06475
    52 Chalker Beach Rd, Old Saybrook, CT 06475
    52 Chalker Beach Rd, Old Saybrook, CT 06475
    /32

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    52 Chalker Beach Rd, Old Saybrook, CT 06475

    No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright

    Tina Rupp William Pitt Sotheby's Int'l

    52 Chalker Beach Rd, Old Saybrook, CT 06475
  • 32 King St, Old Saybrook, CT 06475
    32 King St, Old Saybrook, CT 06475
    32 King St, Old Saybrook, CT 06475
    /40

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,643 Sq Ft

    32 King St, Old Saybrook, CT 06475

    You are walking distance to shopping, restaurants and public transportation from this in-town cape with 4 bedrooms, 2 full baths, hardwood floors, oversized two car garage and an amazingly private backyard and large deck. Oil heat and a full dry basement complement this nicely proportioned 1643 square foot home. Town Beach and Long Island Sound are only a short drive away.

    Cherie Suhie J.M. REALTY

    32 King St, Old Saybrook, CT 06475
  • 96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    /33

    $649,900

    • 3 Beds
    • 1 Bath
    • 968 Sq Ft

    96 Chalker Beach Rd, Old Saybrook, CT 06475

    Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved

    Danielle Spada Coldwell Banker Realty

    96 Chalker Beach Rd, Old Saybrook, CT 06475
  • 0 Middlesex Turnpike, Old Saybrook, CT 06475
    0 Middlesex Turnpike, Old Saybrook, CT 06475
    0 Middlesex Turnpike, Old Saybrook, CT 06475
    /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

Showing Results 1 - 40, Page 1 of 2

Connecticut Middlesex County

Real Estate & Homes for Sale in Old Saybrook, CT

Why Live in Old Saybrook

Old Saybrook, Connecticut, is a tranquil town situated along the Long Island Sound, ideal for those seeking a waterside residence with ample beach and water activities. Housing options include colonials, ranch-style, and Cape Cod homes, with prices starting around $340,000 for single-family homes and peaking at $4.2 million for luxurious seaside properties. The town is known for its high foot traffic, especially near the beach and Main Street district. Old Saybrook Public Schools are highly rated, with Kathleen E. Goodwin Elementary School, Old Saybrook Middle School, and Old Saybrook High School all receiving commendable marks for academics and teacher quality. The town features several beautiful beaches, such as Cove Beach and Great Hammock, and recreational activities like golfing at Fenwick Golf Course. Dining options are concentrated along Route 1, with popular spots like the Parthenon Diner. The town hosts annual events, including holiday celebrations, a Fourth of July parade, and an art festival. Old Saybrook is accessible via Interstate 95, making it convenient for commuters. The town has a lower crime rate compared to the national average, contributing to its appeal as a safe place to live.

Learn more about living in Old Saybrook

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 $1,094,797.
How many homes have sold over the last 12 months in Old Saybrook, CT?
147 homes have sold in Old Saybrook, CT over the last 12 months.
What is the average household income in Old Saybrook, CT?
The average household income in Old Saybrook, CT is $136K.
What are the most popular zip codes in Old Saybrook, CT?
The most popular zip codes in Old Saybrook, CT include 06475, 06498, 06371, 06426 and 06417.
How much do you need to make to afford a house in Old Saybrook?
The median home price in Old Saybrook is $795,000. If you put a 20% down payment of $159,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $4,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $175K a year to afford the median home price in Old Saybrook. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Old Saybrook is $136K.
How are the schools in Old Saybrook, CT?
Old Saybrook, CT has highly rated public and private schools. Some of the best schools in Old Saybrook based on Niche Grades are Oxford Academy, Lyme-Old Lyme Middle School and Lyme-Old Lyme High School. Browse all the schools in Old Saybrook, CT to learn more.

Home Prices in Old Saybrook, CT

The median home sale price in Old Saybrook, CT is $720,000, up 2% year-over-year. Homes in Old Saybrook sell in 62 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$717,500
Median 2 Bedroom Sale Price
$680,000
Median 1 Bedroom Sale Price
$375,000
Average Price Per Sq Ft
$567
Number of Homes for Sale
40
Last 12 months Home Sales
147
Months of Supply
3.30
Median List Price
$795,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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