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420 Maple Avenue

Old Saybrook, Connecticut 06475

PENDING$1,950,000
Beds
3
Baths
2 | 1
SqFt
1,900
Acres
0.25
Year Built
1928
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Welcome to a coastal sanctuary where changing, panoramic views of the Long Island Sound greet you from almost every room. Situated directly across from the shore with no homes across the street to block your view, this remarkable year-round residence offers a permanent, front-row seat to the water. Enjoy all the benefits of an unobstructed marine horizon and instant beach access, completely free from the requirement of flood insurance. Inside, an incredible open floor plan boasts generous, light-filled spaces throughout. The seamless living and dining area is warmed by a cozy propane fireplace and flows effortlessly into a fully heated and cooled front porch-the ultimate sun-soaked perch for watching the waves. Brand-new windows throughout perfectly frame the water vistas, leading you to the heart of the home: a delightful eat-in kitchen just steps from a oversized side deck designed for effortless indoor-outdoor entertaining and more views. Upstairs, beautiful historic fir floors sweep through the three spacious bedrooms, including a primary suite that serves as a private oasis, hosting its own unique, glassed-bookcase sitting room overlooking the Sound. Two full baths complete the second level. Every coastal convenience has been thoughtfully considered, including an attached two-car garage, a partial basement for mechanicals, a built-in sprinkler system, a storage shed equipped with electricity, and an outdoor hot/cold shower for rinsing off after a day in the sand....

Key Facts

City/Town
Old Saybrook
Neighborhood
Knollwood
Property / Style
Single Family · Cottage
Year Built
1928
Days on Market
16 days
Beds
3
Baths
2 full · 1 half
Living Area
1,900 sq ft
Lot Size
0.25 acres
Garage / Parking
2 garage
Property Taxes
$18,310 / Annually
HOA Fee
$2,634 / Annually

Market Snapshot

The Old Saybrook Market

Single Family · trailing 12 months

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

$1.95M

vs $1.07M median

81.4% above median

Price / Sq Ft

$1,026

vs $573 median

79.1% above median

Days on Market

16 days

vs 41 days median

25 days fresher than 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

420 Maple Avenue, Old Saybrook, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,338

per month

  • Principal & Interest$9,942
  • Property Taxes$1,526
  • Insurance$650
  • HOA$220

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Old Saybrook
Neighborhood
Knollwood
County
Middlesex

Residence

Property Type
Single Family
Style
Cottage
Year Built
1928
New Construction
No/Resale
Living Area
1,900 sq ft

Schools

Elementary
Kathleen E. Goodwin
High
Old Saybrook

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Laundry Location
located at the top of the stairs
Appliances
Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
PartialUnfinishedInterior AccessConcrete Floor
Interior Features
Audio SystemAuto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
0.25 acres
Zoning
A
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Beach RightsAssociation RequiredWater CommunityView
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Pale gray
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
SidewalkShedDeckGuttersLightingUnderground Sprinkler
Lot Description
Level LotProfessionally LandscapedWater View

HOA / Association

Fee
$2,634 / Annually
Amenities
Basketball CourtClub HousePlayground/Tot LotTennis Courts

Listing & Financials

Property Taxes
$18,310 / Annually
Days on Market
16
MLS #
24183797
MLS Status
Under Contract - Continue to Show

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Terry Kemper

(860) 908-7820

Coldwell Banker Realty

(860) 434-8600

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 4:25 AM UTC.