Old Saybrook

Old Saybrook

Located in Middlesex County

$725,043 Average Value
$491 Average Price per Sq Ft
39 Homes For Sale

The quiet town of Old Saybrook lies on the Long Island beach. It's a fantastic catch for buyers searching for a waterside house with many beach and water activities. "From that perspective, Old Saybrook offers a lot, whether you want to live by a river, a cove, or the Long Island Sound," states Linda O'Hara, who leads Linda's team at William Raveis Real Estate. But Lewis Jump III, a Realtor with Remax ONE, says housing stock in the area is sparse. “It’s a tough area to sell,” he says. “The homes are in demand and sell really quick.”

Homes

In Old Saybrook, single-family homes with 1,200 square feet, three bedrooms, and two bathrooms on a spacious 2.5 acres start at about $340,000. Housing styles consist of colonials, ranch-style and Cape Cods. Larger acreages of land are typically found further inland, where certain Old Saybrook neighborhoods are tucked away in The Preserve, a wildlife preserve. In Old Saybrook, prices peak near the water at about $4.2 million. These opulent seaside residences typically feature 2,700 square feet, four bedrooms, and three bathrooms with views of the Long Island Sound. Due to the proximity to the beach, Jump III warns that the neighborhood and the Main Street district have “a lot of foot traffic.” There are some HOAs in the area and Jump says they usually charge by the years and most are reasonably priced. The community comes together annually for holiday celebrations, a Fourth of July parade and an annual art festival.

Schools

Old Saybrook Public Schools, which are renowned for their academics, teachers, clubs, activities, and college preparation—all of which have earned an A-minus grade or higher on Niche—teach students in the community. Additionally, Niche ranks the district as the best in Middlesex County. The youngest students in Old Saybrook begin their education at Kathleen E. Goodwin Elementary School. This school is well-known for its academics, teachers, and 10 to 1 student-teacher ratio. It has a B-plus rating on Niche. Old Saybrook Middle School's academic performance and teacher quality both get A-minus ratings on Niche. Old Saybrook High School, ranked No. 1 in Middlesex County and with an A grade on Niche, is where students complete their secondary education. The school offers popular clubs, activities, and top-notch academics and teachers. Numerous extracurricular activities are available to students, including groups for sailing, skiing, and dungeons & dragons. At Old Saybrook High, family frequently attend games to cheer on their teams. Sports are quite popular there.

Parks

Old Saybrook is renowned for its stunning beaches, each with its own village, ranging from Cove Beach to Great Hammock, Harvey's, and Chalker. "Everybody drives around in their golf carts in those communities," adds O'Hara. "The town is walkable as well. Everywhere you go, you may ride and walk." Another well-liked activity in Old Saybrook is golfing. A well-liked option is the Fenwick Golf Course near South Cove, so golfers can practice their swing while enjoying ocean views.

Shopping and Dining

Most of Old Saybrook’s eateries are along Route 1, which passes through Old Saybrook's southern section along the shore. Meals fit for gods may be found at the Parthenon Diner, where residents especially enjoy the "really hungry man" breakfast platter, which lives up to its name with bacon, ham, sausage, two eggs, home fries and toast. Groceries are found at Walt’s Food Market and Sam’s Food Store.

Events

The community comes together annually for holiday celebrations, a Fourth of July parade and an annual art festival.

Transportation

Interstate 95 can be accessed via Main Street and Route 1 for those who must commute.

Crime

The CAP Index crime score is 2 out of 10, which surpasses the national average of 4.

Collin Quinlivan
Photography Contributed By
Collin Quinlivan
Edward Pokoj
Video By
Edward Pokoj

Agents Specializing in this Area

  • Maddy Mattson

    Maddy Mattson

    Coldwell Banker Realty

    (860) 718-4370

    63 Total Sales

    9 in Old Saybrook

    $342K - $1.2M Price Range

    Maddy Mattson
  • Shaylene Neumann

    Shaylene Neumann

    Houlihan Lawrence

    (845) 286-9201

    199 Total Sales

    1 in Old Saybrook

    $575,000 Price

    Shaylene Neumann
  • Matt Diamond

    Matt Diamond

    Houlihan Lawrence WD

    (959) 265-0024

    61 Total Sales

    14 in Old Saybrook

    $327K - $1.6M Price Range

    Matt Diamond
  • Rick Allen

    Rick Allen

    William Raveis Real Estate

    (860) 718-4706

    56 Total Sales

    23 in Old Saybrook

    $213K - $939K Price Range

    Rick Allen
  • Janet Cavaliere

    Janet Cavaliere

    Responds Quickly

    RE/MAX Alliance

    (475) 241-0988

    96 Total Sales

    5 in Old Saybrook

    $190K - $685K Price Range

    Janet Cavaliere
  • Cathy Lynch

    Cathy Lynch

    Coldwell Banker Realty

    (475) 241-0593

    207 Total Sales

    4 in Old Saybrook

    $565K - $705K Price Range

    Cathy Lynch
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Open Houses

  • Saturday, May 31
    12 - 2pm

    27 Barnes Rd, Old Saybrook, CT 06475

    $949,900

    • 3 Beds
    • 1 Bath
    • 762 Sq Ft
    • 27 Barnes Rd
    • New 15 days ago

    After being cherished by the same family for 70 years, this quintessential New England cottage ON THE WATER of Long Island Sound is ready for its next chapter. Located in the much sought after summer beach community of Great Hammock Beach, this property, situated on an oversized lot, offers direct access to fishing, swimming, kayaking and breathtaking sunset views from the deck. Inside, you'll

    Debra Pliego Essentia Realty

  • Sunday, Jun 1
    1 - 3pm

    24 Lynde St, Old Saybrook, CT 06475

    $859,900

    • 4 Beds
    • 2.5 Baths
    • 2,756 Sq Ft
    • 24 Lynde St
    • New 23 days ago

    Come see this wonderful, in-town home, offered for sale for the first time in 30 years. This stunning home, on a lovely half-acre, has a blend of old & new with a gourmet kitchen featuring a wood pizza oven. Built in the 19th century, expanded in 2005, this home is a comfortable charming mix of antique & modern floor plans. Conveniently located just a short walk to town, train, grocery stores,

    Carol York For Sale By Owner Connecticut

  • Sunday, Jun 1
    1 - 3pm

    21 Wildwood Rd, Old Saybrook, CT 06475

    $1,250,000

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft
    • 21 Wildwood Rd

    Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car

    Marc Delise Coldwell Banker Realty

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Homes for Sale

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Homes for Rent

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Interested in learning more about homes in this area? Reach out to Al Chiarito, an experienced agent in this area.

Average Home Value

Source: Public Records
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Old Saybrook
Al Chiarito
Chiarito Real Estate LLC
Al Chiarito
Al Chiarito
Chiarito Real Estate LLC
Agent experienced in this area