Old Saybrook

Old Saybrook is one of the oldest towns in the state and is located in Middlesex County where the Connecticut River meets the Long Island Sound. The town of Old Saybrook has a population of about 10,000 residents and offers beautiful shoreline, vistas, marinas, and a diverse collection of shops, restaurants, and entertainment for locals and visitors alike. Saybrook Point is a great place to check out and a water enthusiast paradise. There are also two public beaches in Old Saybrook along with several parks and a number of boat marinas and a state-owned boat launching area so everyone can enjoy the fun. 


Waterfront Homes | Waterfront Lots | Waterfront Condos

Local Shops & Restaurants
Waterfront

Real Estate Statistics

Average Price $1.3M
Lowest Price $375K
Highest Price $4.8M
Total Listings 33
Avg. Days On Market 101
Avg. Price/SQFT $567

Property Types (active listings)

Neighborhood

Highlights

  • 01
    Historic downtown with fun shops, cafes, and restaurants.
  • 02
    Thriving cultural and arts center including The Katharine Hepburn Cultural Arts Center and local art galleries.
  • 03
    Rich New England coastal and seafaring charm.
  • 04
    7 Marinas, 1 Public Boat Launch and 1 Public Beach.

Property Results

Click the links below to sort results by price range.

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Listing. $4,800,000. 9 River Edge Road, Old Saybrook. 4 Beds, 6 Baths, 5,552 SqFt, Single Family For Sale, MLS® # 170580217.
9 River Edge Road, Old Saybrook

$4,800,000

Active

9 River Edge Road, Old Saybrook

4 Beds 6 Baths 5,552 SqFt Single Family For Sale MLS® # 170580217

William Pitt Sotheby's Int'l

Listing. $3,850,000. 102b Sequassen Avenue, Old Saybrook. 4 Beds, 3 Baths, 2,643 SqFt, Single Family For Sale, MLS® # 170575167.
102b Sequassen Avenue, Old Saybrook

$3,850,000

↓ $250,000 Active

102b Sequassen Avenue, Old Saybrook

4 Beds 3 Baths 2,643 SqFt Single Family For Sale MLS® # 170575167

William Pitt Sotheby's Int'l

Listing. $3,495,000. 21 Neponset Avenue, Old Saybrook. 4 Beds, 5 Baths, 4,726 SqFt, Single Family For Sale, MLS® # 170482332.
21 Neponset Avenue, Old Saybrook

$3,495,000

↓ $405,000 Active

21 Neponset Avenue, Old Saybrook

4 Beds 5 Baths 4,726 SqFt Single Family For Sale MLS® # 170482332

William Pitt Sotheby's Int'l

Listing. $2,500,000. 11 Chandler Street, Old Saybrook. 3 Beds, 3 Baths, 2,052 SqFt, Single Family For Sale, MLS® # 170610492.
11 Chandler Street, Old Saybrook

$2,500,000

Active

11 Chandler Street, Old Saybrook

3 Beds 3 Baths 2,052 SqFt Single Family For Sale MLS® # 170610492

Redfin Corporation

Listing. $2,200,000. 1 Shetucket Trail, Old Saybrook. 4 Beds, 3 Baths, 2,704 SqFt, Single Family For Sale, MLS® # 170568327.
1 Shetucket Trail, Old Saybrook

$2,200,000

Under Contract

1 Shetucket Trail, Old Saybrook

4 Beds 3 Baths 2,704 SqFt Single Family For Sale MLS® # 170568327

REMAX Valley Shore

Listing. $1,700,000. 17 Fenwick Street, Old Saybrook. 3 Beds, 4 Baths, 2,800 SqFt, Single Family For Sale, MLS® # 170593126.
17 Fenwick Street, Old Saybrook

$1,700,000

Active

17 Fenwick Street, Old Saybrook

3 Beds 4 Baths 2,800 SqFt Single Family For Sale MLS® # 170593126

William Raveis Real Estate

Listing. $1,699,900. 16 Channelside Drive, Old Saybrook. 4 Beds, 5 Baths, 6,088 SqFt, Single Family For Sale, MLS® # 170584234.
16 Channelside Drive, Old Saybrook

$1,699,900

↓ $50,000 Active

16 Channelside Drive, Old Saybrook

4 Beds 5 Baths 6,088 SqFt Single Family For Sale MLS® # 170584234

Century 21 Bay-Mar Realty

Listing. $1,625,000. 23 Red Bird Trail, Old Saybrook. 3 Beds, 2 Baths, 2,580 SqFt, Single Family For Sale, MLS® # 170577302.
23 Red Bird Trail, Old Saybrook

$1,625,000

↓ $154,000 Under Contract

23 Red Bird Trail, Old Saybrook

3 Beds 2 Baths 2,580 SqFt Single Family For Sale MLS® # 170577302

Executive Real Estate Inc.

Listing. $1,500,000. 7 Sheffield Cove Road, Old Saybrook. 4 Beds, 3 Baths, 3,024 SqFt, Single Family For Sale, MLS® # 170606596.
7 Sheffield Cove Road, Old Saybrook

$1,500,000

Under Contract

7 Sheffield Cove Road, Old Saybrook

4 Beds 3 Baths 3,024 SqFt Single Family For Sale MLS® # 170606596

Berkshire Hathaway NE Prop.

connecticut shoreline with homes

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