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Old Saybrook, CT Homes for Sale

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  • 8 Squire Ln, Essex, CT 06426
    8 Squire Ln, Essex, CT 06426
    8 Squire Ln, Essex, CT 06426
    /39

    $1,195,000

    • 5 Beds
    • 3.5 Baths
    • 3,902 Sq Ft

    8 Squire Ln, Essex, CT 06426

    Nestled on a cul-de-sac just a short stroll from the Village of Essex, this exceptional Colonial offers timeless elegance, modern comfort, and resort style living. Thoughtfully designed and beautifully maintained, the home welcomes you with a gracious foyer, detailed millwork, and sun filled living spaces that create an inviting atmosphere throughout. At the heart of the home is a beautifully

    Agent Photo

    Tammy Tinnerello

    William Pitt Sotheby's Int'l

    (860) 852-6398

    8 Squire Ln, Essex, CT 06426
  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /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
  • 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
  • 95 Middletown Ave, Old Saybrook, CT 06475
    95 Middletown Ave, Old Saybrook, CT 06475
    95 Middletown Ave, Old Saybrook, CT 06475
    /40

    $1,049,900

    $50K PRICE DROP
    • 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
  • 14 Cedarwood Ln, Old Saybrook, CT 06475
    14 Cedarwood Ln, Old Saybrook, CT 06475
    14 Cedarwood Ln, Old Saybrook, CT 06475
    /39

    $665,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,033 Sq Ft

    14 Cedarwood Ln, Old Saybrook, CT 06475

    Welcome to your new shoreline home - a charming ranch-style retreat nestled in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach. Step inside to discover a bright, open-concept floor plan that flows from the living area

    Chelsea Daley Real Broker CT, LLC

    14 Cedarwood Ln, Old Saybrook, CT 06475
  • 8 Owaneco Trail, Old Saybrook, CT 06475
    8 Owaneco Trail, Old Saybrook, CT 06475
    8 Owaneco Trail, Old Saybrook, CT 06475
    /40

    $2,195,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,881 Sq Ft

    8 Owaneco Trail, Old Saybrook, CT 06475

    Welcome to this stunning gray shingle, Nantucket-style Cape Cod nestled in the sought-after Indiantown neighborhood of Old Saybrook - less than a quarter mile to the beach! Offering over 2,800 square feet of beautifully appointed living space, this exceptional home was effectively built in 2018 and presents in excellent condition throughout. The open-concept floor plan seamlessly connects the

    Maddy Mattson Coldwell Banker Realty

    8 Owaneco Trail, 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

    $1,590,000

    • 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
    /37

    $1,595,000

    Open Sun 11AM - 1PM $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    Amazing Views! Nestled on the water in the highly sought-after South Cove, this Knollwood Beach property offers sweeping panoramic views from every room. Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- as well as perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates.

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • 28 Church St, Old Saybrook, CT 06475
    28 Church St, Old Saybrook, CT 06475
    28 Church St, Old Saybrook, CT 06475
    /13

    $600,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    28 Church St, Old Saybrook, CT 06475

    This well-maintained 2-bedroom, 1-bathroom ranch is the ultimate turnkey opportunity in one of Connecticut's most beloved shoreline communities. Offered fully furnished - just move right in! Enjoy easy single-level living with a comfortable layout, all within minutes of Old Saybrook's downtown, local beaches, the Connecticut River, marinas, and charming shops and restaurants. Don't miss your

    Timothy Johnson Starr Team at LPT Realty

    28 Church St, 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
    /39

    $1,140,000

    $59K 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

    $1,695,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3 Baths
    • 2,178 Sq Ft

    11 Cambridge Ct E, Old Saybrook, CT 06475

    SHORELINE 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, refinished

    Linda Coyle William Raveis Real Estate

    11 Cambridge Ct E, Old Saybrook, CT 06475
  • 13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    /35

    $775,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    13 Cove St, Old Saybrook, CT 06475

    Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is

    Sharon Linder Berkshire Hathaway NE Prop.

    13 Cove St, 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
    /38

    $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 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Additional 1,500 sqft in the lower

    Colette Harron William Pitt Sotheby's Int'l

    11 River Edge Rd, Old Saybrook, CT 06475
  • 41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    /40

    $3,995,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

    Teri Lewis William Pitt Sotheby's Int'l

    41 Watrous Point 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

    $1,179,900

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    $100k in recent improvements! 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,

    Joel Lucas Coldwell Banker Realty

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • 6 Fencove Ct, Old Saybrook, CT 06475
    6 Fencove Ct, Old Saybrook, CT 06475
    6 Fencove Ct, Old Saybrook, CT 06475
    /38

    $1,199,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 2,040 Sq Ft

    6 Fencove Ct, Old Saybrook, CT 06475

    Coastal living at its best in the desirable Fenwood District and Fenwood Beach Association! As a member, enjoy access to Fenwood Beach with panoramic views, sandy beach, and a picnic area.This move-in ready, updated home offers over 2,000 sq ft of thoughtfully designed living space, featuring 4 bedrooms, 3.5 baths, 2-car garage, central a/c, all nestled on a peaceful cul-de-sac with water views

    Laura Frisch Coldwell Banker Realty

    6 Fencove Ct, Old Saybrook, CT 06475
  • 29 Old Post Rd, Old Saybrook, CT 06475
    29 Old Post Rd, Old Saybrook, CT 06475
    29 Old Post Rd, Old Saybrook, CT 06475
    /40

    $745,000

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    29 Old Post Rd, Old Saybrook, CT 06475

    Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy,

    Michael Barnes Silver and Oak Realty

    29 Old Post Rd, Old Saybrook, CT 06475
  • 92 Bokum Rd, Old Saybrook, CT 06475
    92 Bokum Rd, Old Saybrook, CT 06475
    92 Bokum Rd, Old Saybrook, CT 06475
    /40

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • 208 Ingham Hill Rd, Old Saybrook, CT 06475
    208 Ingham Hill Rd, Old Saybrook, CT 06475
    208 Ingham Hill Rd, Old Saybrook, CT 06475
    /5

    $615,000

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    208 Ingham Hill Rd, Old Saybrook, CT 06475

    Location & Potential! Spacious Cape Cod in serene setting on over 2 acres close to town & shopping. With some cosmetic TLC you can turn this into a beautiful house that you will be proud to make home. Newer roof, partially finished basement with seperate heating zone. Fully applianced kitchen with newer refrigerator. First floor laundry and beautiful sunroom. House being sold "As Is". Please - Do

    Greg Young Berkshire Hathaway NE Prop.

    208 Ingham Hill Rd, Old Saybrook, CT 06475
  • 20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    /40

    $9,850,000

    • 5 Beds
    • 7.5 Baths
    • 9,481 Sq Ft

    20 Saltus Dr, Old Saybrook, CT 06475

    YOUR OWN PRIVATE COUNTRY CLUB! Enjoy the expansive 3500 sf granite terrace, a heated saltwater swimming pool, a deep water dock and a pool house with a full kitchen and seating for 10! This modern masterpiece, sited to take full advantage of a private 1.6 acre waterfront location overlooking North Cove and the Connecticut River has been constructed with the best curated materials. 20 Saltus Drive

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
  • 100 Sheffield St Unit A2, Old Saybrook, CT 06475
    100 Sheffield St Unit A2, Old Saybrook, CT 06475
    100 Sheffield St Unit A2, Old Saybrook, CT 06475
    /40

    $685,000

    • 2 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    100 Sheffield St Unit A2, Old Saybrook, CT 06475

    Nestled within The Cove, a serene community on Old Saybrook's storied North Cove, this beautifully appointed townhouse offers the quintessential Connecticut shoreline lifestyle, where the Connecticut River meets the estuary and the ever-changing, breathtaking natural backdrop is your constant companion. The welcoming foyer has abundant closet space and a convenient half bath. The kitchen with

    Pamela Kirkby Coldwell Banker Realty

    100 Sheffield St Unit A2, 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
    /36

    $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 custom-built waterfront Cape 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. Offering 3 bedrooms and 3.5 baths, the home was designed to capture natural light and water views with an open floorplan, abundant windows,

    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
    /32

    $429,000

    $20K 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
    /28

    $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
  • 5 Woodland Dr, Old Saybrook, CT 06475
    5 Woodland Dr, Old Saybrook, CT 06475
    5 Woodland Dr, Old Saybrook, CT 06475
    /40

    $1,695,000

    Open Sun 11AM - 1PM $95K PRICE DROP
    • 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
  • 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
  • 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

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

    2 Captains Ln, Old Saybrook, CT 06475

    Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2020 in the coveted Indian Town Beach Association! Check out those Pics! 5 Bedrooms, 4.5 Bathrooms, Soaring Ceilings w/ Open Balconies, Two Story Linear Fireplace, Gleaming Hardwoods, Whole House Sound & Security, Irrigation, Super Efficient Natural Gas Heat, Three Car Garage w/ Radiant

    Bill Heenan William Raveis Real Estate

    2 Captains Ln, Old Saybrook, CT 06475
  • 4 Beach Rd, Old Saybrook, CT 06475
    4 Beach Rd, Old Saybrook, CT 06475
    4 Beach Rd, Old Saybrook, CT 06475
    /39

    $1,990,000

    • 3 Beds
    • 2.5 Baths
    • 3,745 Sq Ft

    4 Beach Rd, Old Saybrook, CT 06475

    Welcome to the coastal lifestyle you've been dreaming of, where beach days, sunset strolls, boating adventures, and the relaxed charm of shoreline living are part of everyday life. This impeccably maintained home with breathtaking, expansive marsh views, featuring a timeless elegance with modern luxury at every turn. The home features a spectacular, fully renovated chef's kitchen featuring

    Sharon Linder Berkshire Hathaway NE Prop.

    4 Beach Rd, 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
  • 14 Anchorage Ln, Old Saybrook, CT 06475
    14 Anchorage Ln, Old Saybrook, CT 06475
    14 Anchorage Ln, Old Saybrook, CT 06475
    /21

    $2,000,000

    • 4 Beds
    • 2 Baths
    • 1,776 Sq Ft

    14 Anchorage Ln, Old Saybrook, CT 06475

    This exceptional Cape Cod-style waterfront home has the perfect blend of luxury, comfort, and coastal charm. Nestled on a private canal off the CT River, the recently renovated open concept design features a dramatic vaulted Great Room with a wood-burning stove and expansive windows that fill the home with natural light. The gourmet eat-in kitchen is designed for both everyday living and

    Steven Koleno Beycome of Connecticut

    14 Anchorage Ln, Old Saybrook, CT 06475
  • 1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    /6

    $695,000

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

    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475

    1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900.

    Maxwell Lyman Lyman Real Estate

    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
  • 25 Sunset Rd Unit 3, Old Saybrook, CT 06475
    25 Sunset Rd Unit 3, Old Saybrook, CT 06475
    25 Sunset Rd Unit 3, Old Saybrook, CT 06475
    /39

    $660,000

    Open Sat 12PM - 2PM Coming Soon
    • 2 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    25 Sunset Rd Unit 3, Old Saybrook, CT 06475

    Looking for a home that feels like vacation every day? Carefree coastal living can be yours at this stylish townhouse at the Oyster River Landing condos. With just 20 homes, residents enjoy beautiful grounds, sunsets, and a pool overlooking the private boat basin on the Oyster River. This leads out to Long Island Sound and is excellent for fishing, kayaking, and paddle boarding. As you enter the

    Rose McWaid William Raveis Real Estate

    25 Sunset Rd Unit 3, Old Saybrook, CT 06475
  • 18 Old South Cove Rd, Old Saybrook, CT 06475
    18 Old South Cove Rd, Old Saybrook, CT 06475
    18 Old South Cove Rd, Old Saybrook, CT 06475
    /40

    $899,000

    $76K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,569 Sq Ft

    18 Old South Cove Rd, Old Saybrook, CT 06475

    Whether your vision is to Move-in, Renovate, or Custom Build from the ground up, this water-view coastal property is for you! Currently home to a classic 1,569 sq. ft. coastal ranch built on an oversized .42-acre water-view parcel, the true value of this premier Residential District A property lies in its exceptional dimensions, rare zoning advantages, and all the possibilities that come with the

    Steven Koleno Beycome of Connecticut

    18 Old South Cove Rd, Old Saybrook, CT 06475
  • 6 Trolley Crossing, Old Saybrook, CT 06475
    6 Trolley Crossing, Old Saybrook, CT 06475
    6 Trolley Crossing, Old Saybrook, CT 06475
    /33

    $997,000

    $103K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,917 Sq Ft

    6 Trolley Crossing, Old Saybrook, CT 06475

    Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and shrubs, as well as a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a

    Donald Holland William Pitt Sotheby's Int'l

    6 Trolley Crossing, Old Saybrook, CT 06475
  • 24 W Shore Dr, Old Saybrook, CT 06475
    24 W Shore Dr, Old Saybrook, CT 06475
    24 W Shore Dr, Old Saybrook, CT 06475
    /27

    $1,295,000

    $80K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 884 Sq Ft

    24 W Shore Dr, Old Saybrook, CT 06475

    Welcome to 24 W. Shore Dr. Old Saybrook, ideally located in one of Connecticut's most renowned beach communities-Cornfield Point Association. This year-round home offers the perfect blend of comfort, convenience, and stunning water views. This solid brick residence is move-in ready and features a remodeled kitchen with brand-new appliances, a sun-filled living room, three full-sized bedrooms, a

    David Rodriguez William Pitt Sotheby's Int'l

    24 W Shore Dr, Old Saybrook, CT 06475
  • 24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    /36

    $1,038,880

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

    24 Seabreeze Rd, Old Saybrook, CT 06475

    Nestled in the prestigious Cornfield Point Beach Association neighborhood. This ranch has one-level living, with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, rain gutters, central air and heating system. Third bedroom includes a Murphy bed. A spacious open plan living room. Wall to wall windows that flood the space. Ceramic

    Brian Beaulieu Berkshire Hathaway NE Prop.

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • 13 Briarwood Dr, Old Saybrook, CT 06475
    13 Briarwood Dr, Old Saybrook, CT 06475
    13 Briarwood Dr, Old Saybrook, CT 06475
    /17

    $675,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    13 Briarwood Dr, Old Saybrook, CT 06475

    MAKE THIS HOUSE A HOME!! Investors, DIY buyers take note of this opportunity. A true fixer-upper being sold as-is. A sweet ranch with views of the marsh, Back River and Plum Bank out to Long Island Sound. 3 br, 1 1/2 bth set on .52 acres. Boarders open space with deeded beach rights to Cornfield Point Beach Enjoy spectacular sunsets and salt marsh views from your back porch Cozy fireplace in

    Joanne Gadon Coldwell Banker Realty

    13 Briarwood Dr, Old Saybrook, CT 06475
Connecticut Middlesex County Old Saybrook

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 $1,092,579.
How many homes have sold over the last 12 months in Old Saybrook, CT?
142 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, 06371, 06426, 06498 and 06442.
How much do you need to make to afford a house in Old Saybrook?
The median home price in Old Saybrook is $779,000. If you put a 20% down payment of $155,800 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $3,950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $169K 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 High School and Lyme-Old Lyme Middle 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 $732,500, up 5% year-over-year. Homes in Old Saybrook sell in 58 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$732,500
Median Single Family Sale Price
$802,499
Median Townhouse Sale Price
$582,500
Median 2 Bedroom Sale Price
$645,000
Median 1 Bedroom Sale Price
$377,000
Average Price Per Sq Ft
$546
Number of Homes for Sale
33
Last 12 months Home Sales
142
Months of Supply
2.80
Median List Price
$779,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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