Under contract

$495,000

50 Dudley Avenue, Old Saybrook, CT 06475

4beds

1,924sqft

$3,391/mo

Get pre-qualified

Single Family Residence

Built in 1958

0.4 Acres Lot

$509,600 Zestimate^®

$257/sqft

$-- HOA

What's special

Charming ranchHardwood floorsEasy one-floor livingLovely private backyard

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!

24 days
1,907
158

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 3

Primary bedroom

Features: Full Bath, Sliders, Wall/Wall Carpet
Level: Main

Bedroom

Features: Full Bath, Hardwood Floor
Level: Main

Bedroom

Features: Hardwood Floor
Level: Main

Bedroom

Level: Main

Kitchen

Features: Dining Area, Laminate Floor
Level: Main

Living room

Features: Fireplace, Hardwood Floor
Level: Main

Heating

Hot Water, Oil

Cooling

None

Appliances

Included: Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
Laundry: Lower Level

Features

Basement: Full,Storage Space,Interior Entry,Partially Finished,Liveable Space
Attic: Pull Down Stairs
Number of fireplaces: 1

Interior area

Total structure area: 1,924
Total interior livable area: 1,924 sqft
Finished area above ground: 1,924

Property

Features

Patio & porch: Deck

Lot

Size: 0.4 Acres
Features: Few Trees, Level

Details

Parcel number: 1027331
Zoning: A

Construction

Type & style

Home type: SingleFamily
Architectural style: Ranch
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1958

Utilities & green energy

Sewer: Septic Tank
Water: Public
Utilities for property: Cable Available

Community & HOA

HOA

Has HOA: No

Location

Region: Old Saybrook

Financial & listing details

Price per square foot: $257/sqft
Tax assessed value: $406,100
Annual tax amount: $6,404
Date on market: 10/22/2026

Estimated market value

$509,600

$484,000 - $540,000

$3,927/mo

Price history

Date	Event	Price
10/25/2026	Pending sale	$495,000$257/sqft
Source: Smart MLS #24215261 Report a problem
10/22/2026	Listed for sale	$495,000+698.4%$257/sqft
Source: Smart MLS #24215261 Report a problem
1/9/1989	Sold	$62,000$32/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$6,295 +2%	$406,100
2024	$6,173 +20.1%	$406,100 +61.6%
2023	$5,139 +1.8%	$251,300
2022	$5,046 +0.1%	$251,300
2021	$5,039	$251,300
2020	$5,039 +1.5%	$251,300
2019	$4,963 +1.9%	$251,300 +1.2%
2018	$4,869 -0.3%	$248,400
2017	$4,884 +2.1%	$248,400
2016	$4,784 +2.4%	$248,400
2015	$4,672 +1.7%	$248,400
2014	$4,595 -1.2%	$248,400 -18.8%
2013	$4,651 +4%	$306,000
2012	$4,474 +4%	$306,000
2011	$4,302 +4.6%	$306,000
2009	$4,113 +17.4%	$306,000 +38.3%
2007	$3,504 +8.5%	$221,200
2005	$3,230 +5.8%	$221,200
2004	$3,053 +0.4%	$221,200 +56.9%
2003	$3,041 +9.1%	$141,000
2001	$2,788 +41.5%	$141,000 +4.9%
1995	$1,970	$134,400