53 Chalker Beach Road
Old Saybrook, Connecticut 06475
- Beds
- 3
- Baths
- 1
- SqFt
- 960
- Acres
- 0.22
- Year Built
- 1960
- Neighborhood
- Chalker Beach
- Property Type
- Single Family
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About This Home
For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace. Enclosed sunroom with glass windows and sliding glass door provides additional respite space. Chalker Beach remains one of Connecticut's sought-after private waterfront communities on Long Island Sound in Old Saybrook, Connecticut. Neighbors dating back for generations have chosen Chalker Beach-not just for a home, but as a lifestyle investment. Residents enjoy access to a private beach, 2 community club houses, foosball, play scape, baseball field, basketball court, and the Chalker Beach Store/Cantina. This is a community built around outdoor living with movie nights at the beach, neighborly connection, and carefree summers. No car needed. Everything is walkable. The kind of close-knit community that is increasingly rare. Do not miss an opportunity to own a home along the Long Island Sound.
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- Chalker Beach
- Property / Style
- Single Family · Ranch
- Year Built
- 1960
- Days on Market
- 26 days
- Beds
- 3
- Baths
- 1 full
- Living Area
- 960 sq ft
- Lot Size
- 0.22 acres
- Garage / Parking
- 2 total
- Property Taxes
- $5,177 / Annually
- HOA Fee
- $1,025 / 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
$549,000
vs $1.07M median
48.9% below median
Price / Sq Ft
$572
vs $573 median
In line with median
Days on Market
26 days
vs 41 days median
15 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
53 Chalker Beach Road, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,799
- Property Taxes$431
- Insurance$183
- HOA$85
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Old Saybrook
- Neighborhood
- Chalker Beach
- County
- Middlesex
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1960
- New Construction
- No/Resale
- Living Area
- 960 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Laundry
- Main Level
- Appliances
- Oven/RangeRange HoodRefrigeratorFreezerDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedSump PumpStorageInterior AccessConcrete Floor
- In-Law Apartment
- No
- Interior Features
- Cable - Available
- Accessibility
- Accessible Bath,Multiple Entries/Exits
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- A
- Garage / Parking
- 2 total parking spacesPavedDrivewayPrivatePaved
- Waterfront Details
- Walk to WaterBeach RightsWater CommunityAccess
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- Vinyl Siding
- Color
- Light Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedGutters
- Lot Description
- DryClearedProfessionally LandscapedOpen Lot
HOA / Association
- Fee
- $1,025 / Annually
- Amenities
- Basketball CourtClub HousePlayground/Tot Lot
Listing & Financials
- Property Taxes
- $5,177 / Annually
- Days on Market
- 26
- MLS #
- 24186997
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 7:55 AM UTC.