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 $355K
Highest Price $7M
Total Listings 37
Avg. Days On Market 61
Avg. Price/SQFT $521

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

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Listing. $7,000,000. 9 Pettipaug Avenue, Old Saybrook. 7 Beds, 6 Baths, 7,465 SqFt, Single Family For Sale, MLS® # 24005900.
9 Pettipaug Avenue, Old Saybrook

$7,000,000

Active

9 Pettipaug Avenue, Old Saybrook

7 Beds 6 Baths 7,465 SqFt Single Family For Sale MLS® # 24005900

Compass Connecticut, LLC

Listing. $4,150,000. 9 River Edge Road, Old Saybrook. 4 Beds, 6 Baths, 5,552 SqFt, Single Family For Sale, MLS® # 24003657.
9 River Edge Road, Old Saybrook

$4,150,000

Active

9 River Edge Road, Old Saybrook

4 Beds 6 Baths 5,552 SqFt Single Family For Sale MLS® # 24003657

William Pitt Sotheby's Int'l

Listing. $3,495,000. 102b Sequassen Avenue, Old Saybrook. 4 Beds, 3 Baths, 2,643 SqFt, Single Family For Sale, MLS® # 170575167.
102b Sequassen Avenue, Old Saybrook

$3,495,000

↓ $355,000 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. $2,975,000. 29 West Shore Drive, Old Saybrook. 4 Beds, 3 Baths, 2,510 SqFt, Single Family For Sale, MLS® # 24003230.
29 West Shore Drive, Old Saybrook

$2,975,000

Active

29 West Shore Drive, Old Saybrook

4 Beds 3 Baths 2,510 SqFt Single Family For Sale MLS® # 24003230

The Cordido Group, LLC

Listing. $1,995,000. 9 Overlook Drive, Old Saybrook. 5 Beds, 5 Baths, 4,300 SqFt, Single Family For Sale, MLS® # 24005740.
9 Overlook Drive, Old Saybrook

$1,995,000

Active

9 Overlook Drive, Old Saybrook

5 Beds 5 Baths 4,300 SqFt Single Family For Sale MLS® # 24005740

William Pitt Sotheby's Int'l

Listing. $1,995,000. 152 North Cove Road, Old Saybrook. 2 Beds, 3 Baths, 2,256 SqFt, Single Family For Sale, MLS® # 24002796.
152 North Cove Road, Old Saybrook

$1,995,000

↓ $200,000 Active

152 North Cove Road, Old Saybrook

2 Beds 3 Baths 2,256 SqFt Single Family For Sale MLS® # 24002796

Coldwell Banker Realty

Listing. $1,700,000. 54 Cromwell Place, Old Saybrook. 3 Beds, 5 Baths, 2,998 SqFt, Single Family For Sale, MLS® # 24007223.
54 Cromwell Place, Old Saybrook

$1,700,000

Under Contract

54 Cromwell Place, Old Saybrook

3 Beds 5 Baths 2,998 SqFt Single Family For Sale MLS® # 24007223

William Pitt Sotheby's Int'l

Listing. $1,650,000. 16 Fenbrook Road, Old Saybrook. 4 Beds, 5 Baths, 3,036 SqFt, Single Family For Sale, MLS® # 24006566.
16 Fenbrook Road, Old Saybrook

$1,650,000

Under Contract

16 Fenbrook Road, Old Saybrook

4 Beds 5 Baths 3,036 SqFt Single Family For Sale MLS® # 24006566

Regency Real Estate, LLC

Listing. $1,639,900. 16 Channelside Drive, Old Saybrook. 4 Beds, 5 Baths, 6,088 SqFt, Single Family For Sale, MLS® # 24001862.
16 Channelside Drive, Old Saybrook

$1,639,900

Under Contract

16 Channelside Drive, Old Saybrook

4 Beds 5 Baths 6,088 SqFt Single Family For Sale MLS® # 24001862

Century 21 Bay-Mar Realty

connecticut shoreline with homes

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