108 Maple Avenue
Old Saybrook, Connecticut 06475
Reduced from $2,200,000
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,188
- Acres
- 1.80
- Year Built
- 1965
- Property Type
- Single Family

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About This Home
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
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1965
- Days on Market
- 39 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 3,188 sq ft
- Lot Size
- 1.80 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $14,813 / Annually
Market Snapshot
The Old Saybrook Market
Single Family · trailing 12 months
Active Listings
33
25 under contract
Median List Price
$1.07M
33 active listings
Median Closed Price
$750,000
127 sales
Median Days on Market
41
33 active listings
Median $ / Sq Ft
$573
33 active listings
Sale-to-List Ratio
98.9%
127 sales
How this home compares
List Price
$1.85M
vs $1.07M median
72.1% above median
Price / Sq Ft
$580
vs $573 median
In line with median
Days on Market
39 days
vs 41 days median
In line with median
Based on 33 active and 127 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of July 28, 2026.
Location
108 Maple Avenue, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,433
- Property Taxes$1,234
- Insurance$617
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Old Saybrook
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1965
- New Construction
- No/Resale
- Living Area
- 3,188 sq ft
Schools
- Elementary
- Kathleen E. Goodwin
- High
- Old Saybrook
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Ceiling FansCentral Air
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Full laundry room located on main floor
- Appliances
- Gas CooktopWall OvenRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- Crawl SpaceStorageHatchway Access
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerOpen Floor Plan
- Additional Rooms
- FoyerLaundry Room
Exterior & Lot
- Lot Size
- 1.80 acres
- Zoning
- AA-2
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GaragePavedDrivewayPrivateAsphalt
- Waterfront Details
- Walk to WaterView
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- Cedar
- Color
- Grey
- Roof
- Asphalt ShingleShingle
- Foundation
- Concrete
- Exterior Features
- BalconyShedPorchWrap Around DeckDeckLighting
- Lot Description
- SecludedCity ViewsInterior LotLevel LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $14,813 / Annually
- Days on Market
- 39
- MLS #
- 24185410
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 5:25 AM UTC.