$675,000 Pending
- 2 Beds
- 1 Bath
- 950 Sq Ft
2 Pequot Trail, Old Saybrook, CT 06475
Dylan Walter
William Raveis Real Estate
(860) 909-8203
$675,000 Pending
2 Pequot Trail, Old Saybrook, CT 06475
Dylan Walter
William Raveis Real Estate
(860) 909-8203
$2,950 - $4,270 per month plus fees
Hanford Commons
2 Beds
99 Lynde St, Old Saybrook, CT 06475
$675,000 Sold Feb 20, 2026
99 Maple Ave, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $636,670
Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l
99 Maple Ave, Old Saybrook, CT 06475
Est $455,729 Not Listed For Sale
11 Evans Ln, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $445,000
Last Listing Agent Jordan Ostrofsky LPT Realty
$840,000 Under Contract
11 S View Terrace, Old Saybrook, CT 06475
Dylan Walter
William Raveis Real Estate
(860) 775-7259
$3,500 total monthly price
102 Chalker Beach Rd, Old Saybrook, CT 06475
2026 Beach cottage -- April 15 to Oct 15 -- $3,500/month. One lucky renter will get to spend spring, summer, and fall in this charming Chalker Beach cottage! Located in a private association, this home is just a short walk to the large soft-sand beach. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the ocean at night. Inside,
Erika Raffles William Pitt Sotheby's Int'l
$550,000 Sold Nov 19, 2025
143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $551,658
Last Listing Agent Lorenda DiMeo Century 21 AllPoints Realty
143 Sandy Point Rd Unit 143, Old Saybrook, CT 06475
Est $661,087 Not Listed For Sale
73 Ayers Point Rd, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $625,000
Last Listing Agent Lisa Genovali RE/MAX
$1,399,900 Under Contract
105 Fenwood Dr, Old Saybrook, CT 06475
Jodi Serapilia
William Raveis Real Estate
(959) 500-5352
$3,539 - $4,517 total monthly price
Saybrook Station
2 Beds
7 N Main St, Old Saybrook, CT 06475
$952,000 Sold Mar 31, 2025
40 Seabreeze Rd, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $1,023,987
Last Listing Agent Terry McDonald McDonald Real Estate, LLC
40 Seabreeze Rd, Old Saybrook, CT 06475
Est $634,241 Not Listed For Sale
9 Trolley Crossing, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $600,000
Last Listing Agent Jackie Lyman Lyman Real Estate
$995,000
1333A Boston Post Rd, Old Saybrook, CT 06475
1333A Boston Post Rd, Old Saybrook, CT 06475$3,000 total monthly price
43 Pennywise Ln, Old Saybrook, CT 06475
Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen
Phoebe Schreiner William Pitt Sotheby's Int'l
$1,420,000 Sold Apr 11, 2025
11 Chandler St, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $1,466,375
Last Listing Agent Alyssa Gambell William Raveis Real Estate
11 Chandler St, Old Saybrook, CT 06475
Est $645,812 Not Listed For Sale
35 Sherwood Terrace, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $610,000
Last Listing Agent Jennifer Gurnell William Raveis Real Estate
$924,900 Open Sun 1PM - 3PM
23 Clinton Ave, Old Saybrook, CT 06475
Luke Florian SSG Real Estate LLC
$4,500 total monthly price
33 Beach Rd W, Old Saybrook, CT 06475
Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling
Katie Smith Berkshire Hathaway NE Prop.
$570,000 Sold Feb 02, 2026
254 Hidden Cove Rd, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $447,621
Last Listing Agent Bob Yostos Coldwell Banker Realty
254 Hidden Cove Rd, Old Saybrook, CT 06475
Est $1,501,475 Not Listed For Sale
23 Red Bird Trail, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $1,475,000
Last Listing Agent Jay Cusack Executive Real Estate
$1,350,000
6 Parkman Place, Old Saybrook, CT 06475
Rick Weiner William Pitt Sotheby's Int'l
$1,300 total monthly price
1500 Boston Post Rd Unit 8, Old Saybrook, CT 06475
Studio unit includes heat, hot water, electricity, cable, and internet. Recently remodeled. Clean and freshly painted. Private bath. Parking available. Conveniently located. Walking distance to beach.
Brian Botti Botti Realty
$941,500 Sold Jan 22, 2026
10 Cricket Ct, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $894,354
Last Listing Agent Sharon Linder Berkshire Hathaway NE Prop.
10 Cricket Ct, Old Saybrook, CT 06475
Est $6,450,891 Not Listed For Sale
9 Pettipaug Ave, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $6,575,000
Last Listing Agent Christine Poppy Compass Connecticut, LLC
$1,450,000 Pending
24 Church St, Old Saybrook, CT 06475
Lynn Toper CR Premier Properties
$3,000 total monthly price
38 Mohican Rd, Old Saybrook, CT 06475
This home is just one short block from the beach and has a nice sized yard with a patio and outdoor shower. The roomy kitchen opens to a large great room with a gas burning stove. There is also a separate living room to the front of the house. This home has plenty of room for parking and is a member of Cornfield Point with two beaches, a club house, pickleball court, tennis court and activities
Bonnie Fillion Berkshire Hathaway NE Prop.
$699,000 Sold May 09, 2025
87 Chalker Beach Rd, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $706,308
Last Listing Agent Jay Lafleur William Pitt Sotheby's Int'l
87 Chalker Beach Rd, Old Saybrook, CT 06475
Est $823,677 Not Listed For Sale
16 Fordham Trail, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $675,000
Last Listing Agent WAYNE ARUTE Law Realty Group
$949,900
1 Beamon Meadow Place, Old Saybrook, CT 06475
Linda Toscano Coldwell Banker Realty
$4,000 total monthly price
422 Maple Ave, Old Saybrook, CT 06475
Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the
Dawn Caso Williams Realty Services
$565,000 Sold Jan 09, 2026
175 Ferry Rd Unit 3, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $583,768
Last Listing Agent Kathy Schellens William Pitt Sotheby's Int'l
175 Ferry Rd Unit 3, Old Saybrook, CT 06475
Est $632,017 Not Listed For Sale
1 Anchorage Ln, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $565,000
Last Listing Agent Renee McCammon Berkshire Hathaway Home Services
$1,199,000 Open Sun 12PM - 2PM
17 College St, Old Saybrook, CT 06475
Deborah Pach Compass Connecticut, LLC
$6,500 total monthly price
17 Agawam Ave, Old Saybrook, CT 06475
Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2026, through June 20, 2027! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious back
Lynn Lehrman Re/Max Valley Shore
$650,000 Sold Mar 16, 2026
11 Coulter St Unit 28, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $634,871
Last Listing Agent Christine Fappiano Shoreline Real Estate Company
11 Coulter St Unit 28, Old Saybrook, CT 06475
Est $1,312,100 Not Listed For Sale
41 Cypress Rd, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $1,125,000
Last Listing Agent Lynn Toper CR Premier Properties
$1,075,000
12 Hill Rd, Old Saybrook, CT 06475
Paula Stuart Berkshire Hathaway NE Prop.
$18,000 total monthly price
8 Belaire Manor, Old Saybrook, CT 06475
Summer 2026 -- Available: June 15-30 for $9,000 -- Rented: July/Aug/Sept. This beautiful property is a direct waterfront, 4 bedroom, one-level home situated on a sandy beach in a private association. Wake up every morning to ocean waves, and enjoy the panoramic sunrises/sunsets which are magical here. Upon pulling into the driveway, you'll be greeted by breathtaking water views. The expansive
Erika Raffles William Pitt Sotheby's Int'l
$676,100 Sold Apr 22, 2025
22 Gates Rd, Old Saybrook, CT 06475
Last Sold Summary
Current Estimated Value $703,451
Last Listing Agent Jamie Bell Berkshire Hathaway NE Prop.
22 Gates Rd, Old Saybrook, CT 06475
Est $710,146 Not Listed For Sale
10 Allendale Rd, Old Saybrook, CT 06475
Last Sold Summary
Last Sold Price $660,000
Last Listing Agent Dana Gibson William Raveis Real Estate
Showing Results 1 - 40, Page 1 of 18
On average, homes in Old Saybrook, CT sell after 56 days on the market compared to the national average of 55 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $717,500, up 5% from the median home sale price over the previous 12 months.