Open House 8/16 10am - 12pm
108 Maple Avenue
Old Saybrook, CT, 06475 $ 1,850,000
Bedrooms4 Baths2.2 Sq 3,188 Monthly Estimate*
$ 11,681
for $1,850,000 with 4 bedrooms and 2 full baths, 2 half baths. This 3,188 square foot home was built in 1965 on a lot size of 1.8.
Contemporary coastal elegance meets exceptional privacy along South Cove in Old Saybrook. Set on an extraordinary 1.8-acre parcel, this cedar-sided, 3,188-square-foot residence offers breathtaking water views from nearly every room and a setting that is virtually impossible to recreate. Originally built in 1965 and thoughtfully rebuilt in 1991, the home was designed to capture its spectacular surroundings with vaulted ceilings, expansive windows, and seamless indoor-outdoor living. The living room showcases custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a well-appointed family room and opens to a 300-square-foot enclosed porch, an ideal space for entertaining and relaxation. The main floor primary suite is a private retreat with soaring ceilings, deck access, stunning water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath, providing comfort and privacy for family and guests. Set well back from the road, this exceptional property provides the perfect balance of seclusion and convenience. Whether enjoyed as a year-round residence or a legacy waterfront retreat, the setting offers endless opportunities. Properties of this caliber, acreage, and waterfront presence are extraordinarily rare. A true heritage property and a once-in-a-generation op Please do not access property or drive down the driveway without listing agent present. Thank you!
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Open House
8/16/2026 10:00 AM - 12:00 PM
108 Maple Avenue Old Saybrook, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning AA-2
Neighborhood N/A
County Middlesex
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.8
Directions GPS Friendly. Home is set back off the road.
High School Old Saybrook
City Old Saybrook
Elementary School Kathleen E. Goodwin
Sq Ft Total 3188
DOM 52
Year Built 1965
Style Contemporary
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 9
Basement Description Crawl Space Storage Hatchway Access
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ExteriorWater Source Private Well
Lot Description Secluded City Views Interior Lot Level Lot Professionally Landscaped Water View
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* Excluded FeaturesList ByJessica BlancatoListing Agent
William Pitt Sotheby's Int'lBroker
JessicaBlancatoRealtor@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $11,681
- Monthly Property Taxes
- $1,234
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Old Saybrook, CT
Average List Price $1,558,826
Percent of Sale Price 16%
About Old Saybrook, CT 10,363 Population
0% Since 2002
$ 77,346 Median Income
53.19 Median Age
22% Households with Children
Trends Information provided by ATTOM Data Solutions.
1190967 Elementary School
900669 Middle School
Old Saybrook High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/15/2026 | $1,850,000 | -15.91% | Price Down |
| 6/19/2026 | $2,200,000 | | Listed Price |