50 Dudley Avenue
Old Saybrook, Connecticut 06475
- Beds
- 4
- Baths
- 3
- SqFt
- 1,924
- Acres
- 0.40
- Year Built
- 1958
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Enjoy the best of Old Saybrook living with this charming ranch ideally situated within walking distance to Main Street's wonderful restaurants, shops, and local attractions, and walking distance to seee beautiful water views. Offering easy one-floor living, spacious living areas, hardwood floors, and a full basement with partially finished space, this home is filled with possibilities! A lovely private backyard provides the perfect setting for relaxation or entertaining. Bring your personal style and vision to make this home your own. Whether you're looking for a year-round residence or a shoreline retreat, this is a wonderful opportunity to enjoy the Old Saybrook lifestyle in a fantastic, walkable location. Convenient to beaches, shopping, the train station, and major highways!
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1958
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 1,924 sq ft
- Lot Size
- 0.40 acres
- Property Taxes
- $6,404 / Annually
Market Snapshot
The Old Saybrook Market
Single Family · trailing 12 months
Active Listings
33
14 under contract
Median List Price
$935,000
33 active listings
Median Closed Price
$748,000
132 sales
Median Days on Market
76
33 active listings
Median $ / Sq Ft
$466
33 active listings
Sale-to-List Ratio
99.4%
132 sales
How this home compares
List Price
$475,000
vs $935,000 median
49.2% below median
Price / Sq Ft
$247
vs $466 median
47.0% below median
Days on Market
0 days
vs 76 days median
76 days fresher than median
Based on 33 active and 132 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of October 22, 2026.
Location
50 Dudley Avenue, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$2,610
- Property Taxes$534
- Insurance$158
- 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
- Ranch
- Year Built
- 1958
- New Construction
- No/Resale
- Living Area
- 1,924 sq ft
Schools
- Elementary
- Kathleen E. Goodwin
- High
- Old Saybrook
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullStorageInterior AccessPartially FinishedLiveable Space
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.40 acres
- Zoning
- A
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Lightly WoodedLevel Lot
Listing & Financials
- Property Taxes
- $6,404 / Annually
- Days on Market
- 0
- MLS #
- 24215261
- MLS Status
- Active
Similar Properties
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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 10/22/2026. 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 10/22/2026 at 6:25 PM UTC.