39 Dudley Avenue
Old Saybrook, Connecticut 06475
- Beds
- 2
- Baths
- 2
- SqFt
- 1,176
- Acres
- 0.28
- Year Built
- 1938
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Would you like to be in your new home for the holidays! In town location with beautiful gardens and manicured grounds. Cape Cod style house with an abundance of charm and character. From the moment you enter and experience the Living room with archways, wood floors and builtins you will feel the warmth and love this house has to offer. Many updates including newer boiler, roof and exterior siding. Upgraded electrical service. Short distance to Founders Park to enjoy the serenity and views that help define the wonderful community of Old Saybrook. Enjoy the Main Street shopping district and "The Kate" for top notch entertainment. This opportunity is ready for your next chapter.
Key Facts
- City/Town
- Old Saybrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1938
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,176 sq ft
- Lot Size
- 0.28 acres
- Garage / Parking
- 4 total
- Property Taxes
- $5,821 / Annually
Market Snapshot
The Old Saybrook Market
Single Family · trailing 12 months
Active Listings
33
14 under contract
Median List Price
$925,000
33 active listings
Median Closed Price
$750,000
131 sales
Median Days on Market
84
33 active listings
Median $ / Sq Ft
$487
33 active listings
Sale-to-List Ratio
99.3%
131 sales
How this home compares
List Price
$695,000
vs $925,000 median
24.9% below median
Price / Sq Ft
$591
vs $487 median
21.4% above median
Days on Market
0 days
vs 84 days median
84 days fresher than median
Based on 33 active and 131 closed sales (trailing 12 mo) of single family in Old Saybrook. Source: SmartMLS · As of November 11, 2026.
Location
39 Dudley Avenue, Old Saybrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$3,767
- Property Taxes$485
- Insurance$232
- 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
- Subdivision
- Dudley Manor
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1938
- New Construction
- No/Resale
- Living Area
- 1,176 sq ft
Schools
- Elementary
- Kathleen E. Goodwin
- High
- Old Saybrook
Interior
- Heating
- Steam
- Heat Fuel
- Oil
- Cooling
- Ductless
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
- Basement
- FullUnfinishedStorageInterior AccessDirt Floor
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.28 acres
- Zoning
- A
- Garage / Parking
- 4 total parking spacesPavedOff Street ParkingDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- SidewalkShedGuttersGarden AreaCovered Deck
- Lot Description
- Level LotCleared
Listing & Financials
- Property Taxes
- $5,821 / Annually
- Days on Market
- 0
- MLS #
- 24220077
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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 11/11/2026. 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 11/11/2026 at 7:40 PM UTC.