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50 Dudley Avenue

Old Saybrook, Connecticut 06475

ACTIVE - NEW$475,000
Beds
4
Baths
3
SqFt
1,924
Acres
0.40
Year Built
1958
Matt Caiola

Matt Caiola

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1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,302

per 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

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

Listed By

Sharon Linder

(860) 460-8862

Berkshire Hathaway NE Prop.

(860) 388-3411

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.