For sale

$695,000

39 Dudley Avenue, Old Saybrook, CT 06475

2beds

1,176sqft

$4,551/mo

Get pre-qualified

Single Family Residence

Built in 1938

0.28 Acres Lot

$-- Zestimate^®

$591/sqft

$-- HOA

What's special

Cape cod style houseManicured groundsWood floorsBeautiful gardens

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.

4 days
1,035
96

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 2
Bathrooms: 2
Full bathrooms: 2

Primary bedroom

Features: Hardwood Floor
Level: Upper
Area: 176 Square Feet
Dimensions: 11 x 16

Bedroom

Features: Hardwood Floor
Level: Upper
Area: 130 Square Feet
Dimensions: 10 x 13

Dining room

Features: Hardwood Floor
Level: Main
Area: 132 Square Feet
Dimensions: 12 x 11

Kitchen

Features: Granite Counters, Eating Space, Tile Floor
Level: Main
Area: 192 Square Feet
Dimensions: 12 x 16

Living room

Features: Built-in Features, Hardwood Floor
Level: Main
Area: 228 Square Feet
Dimensions: 12 x 19

Sun room

Features: Sliders, Vinyl Floor
Level: Main
Area: 120 Square Feet
Dimensions: 10 x 12

Heating

Steam, Oil

Cooling

Ductless

Appliances

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

Features

Windows: Thermopane Windows
Basement: Full,Unfinished,Storage Space,Interior Entry,Dirt Floor
Attic: Access Via Hatch
Has fireplace: No

Interior area

Total structure area: 1,176
Total interior livable area: 1,176 sqft
Finished area above ground: 1,176

Property

Parking

Total spaces: 4
Parking features: Paved, Off Street, Driveway
Has uncovered spaces: Yes

Features

Patio & porch: Covered
Exterior features: Sidewalk, Rain Gutters, Garden

Lot

Size: 0.28 Acres
Features: Level, Cleared

Details

Additional structures: Shed(s)
Parcel number: 1027324
Zoning: A

Construction

Type & style

Home type: SingleFamily
Architectural style: Cape Cod
Property subtype: Single Family Residence

Materials

Vinyl Siding
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1938

Utilities & green energy

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

Green energy

Energy efficient items: Windows

Community & HOA

Community

Features: Golf, Health Club, Library, Medical Facilities, Paddle Tennis, Park, Shopping/Mall, Near Public Transport
Subdivision: Dudley Manor

HOA

Has HOA: No

Location

Region: Old Saybrook

Financial & listing details

Price per square foot: $591/sqft
Tax assessed value: $369,100
Annual tax amount: $5,821
Date on market: 11/11/2026

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
11/11/2026	Listed for sale	$695,000+130.1%$591/sqft
Source: Smart MLS #24220077 Report a problem
12/30/2020	Sold	$302,000+0.7%$257/sqft
Source: Public Record Report a problem
5/26/2019	Listing removed	$1,050$1/sqft
Source: Harbor Light Realty, LLC #170195908 Report a problem
5/16/2019	Listed for rent	$1,050-30%$1/sqft
Source: Harbor Light Realty, LLC #170195908 Report a problem
1/2/2019	Listing removed	$1,500$1/sqft
Source: Harbor Light Realty, LLC #170132689 Report a problem
12/5/2018	Price change	$1,500-11.8%$1/sqft
Source: Harbor Light Realty, LLC #170132689 Report a problem
10/10/2018	Listed for rent	$1,700$1/sqft
Source: Harbor Light Realty, LLC #170132689 Report a problem
6/27/2017	Sold	$300,000+2.2%$255/sqft
Source: Smart MLS #N10222994 Report a problem
5/28/2017	Pending sale	$293,600$250/sqft
Source: Berkshire Hathaway HomeServices New England Properties #N10222994 Report a problem
5/26/2017	Listed for sale	$293,600+11.8%$250/sqft
Source: Berkshire Hathaway HomeServices New England Properties #N10222994 Report a problem
2/24/2012	Sold	$262,500$223/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$5,721 +2%	$369,100
2024	$5,610 +27.3%	$369,100 +71.3%
2023	$4,407 +1.8%	$215,500
2022	$4,327 +4.6%	$215,500 +4.4%
2021	$4,138 0%	$206,400 0%
2020	$4,140 +1.5%	$206,500
2019	$4,078 +12.3%	$206,500 +11.5%
2018	$3,630 -0.3%	$185,200
2017	$3,641 +2.1%	$185,200
2016	$3,567 +2.4%	$185,200
2015	$3,484 +1.7%	$185,200
2014	$3,426 -6.6%	$185,200 -23.2%
2013	$3,668 +4%	$241,300
2012	$3,528 +4%	$241,300
2011	$3,393 +4.6%	$241,300
2009	$3,243 +33.5%	$241,300 +57.3%
2007	$2,430 +8.5%	$153,400
2005	$2,240 +5.8%	$153,400
2004	$2,117 +2.3%	$153,400 +60%
2003	$2,069 +9.1%	$95,900
2001	$1,896 +46.4%	$95,900 +8.6%
1995	$1,295	$88,340