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108 Maple Avenue

Old Saybrook, Connecticut 06475

ACTIVE - NEW$1,550,000
Beds
4
Baths
2 | 2
SqFt
3,188
Acres
1.80
Year Built
1965
Matt Caiola

Matt Caiola

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About This Home

Contemporary coastal elegance meets remarkable privacy along South Cove in Old Saybrook. Set well back from the road on 1.8 acres, this distinctive 3,188-square-foot cedar-sided residence captures sweeping water views from nearly every room. Originally built in 1965 and completely rebuilt in 1991, the home was thoughtfully designed to embrace its spectacular setting, with vaulted ceilings, expansive windows, and seamless connections to the outdoors. The living room features custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a vaulted family room and opens to a 300-square-foot enclosed porch-an inviting space for entertaining or relaxing. The main-level primary suite is a private retreat with vaulted ceilings, deck access, 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. With 1.8 private acres and 278 feet of frontage along South Cove, this property offers a rare blend of waterfront, space, and seclusion. Whether enjoyed as a year-round residence or treasured coastal retreat, this is a setting that simply cannot be replicated.

Key Facts

City/Town
Old Saybrook
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1965
Days on Market
0 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

Median Days on Market

57

35 active listings

Median $ / Sq Ft

$502

35 active listings

Sale-to-List Ratio

99.1%

128 sales

How this home compares

List Price

$1.55M

vs $1.02M median

51.2% above median

Price / Sq Ft

$486

vs $502 median

In line with median

Days on Market

0 days

vs 57 days median

57 days fresher than median

Based on 35 active and 128 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of September 1, 2026.

Location

108 Maple Avenue, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,720

per month

  • Principal & Interest$7,969
  • Property Taxes$1,234
  • Insurance$517
  • 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
0
MLS #
24203677
MLS Status
Active

Similar Properties

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Listed By

Jessica Blancato

(860) 888-3277

William Pitt Sotheby's Int'l

(860) 434-2400

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/1/2026. 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 9/1/2026 at 11:16 PM UTC.