39 Dudley Ave, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

$577,600

Trulia Estimate
  • 2 Beds
  • 1.5 Baths
  • 1,176 sqft (on 0.28 acres)

39 Dudley Ave, Old Saybrook, CT 06475

Old Saybrook Center
Est. Refi. Payment $3,972/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2020 for $302,000

Home Value

Trulia Estimate
$578K
Since last month
Decreased$6K (-1.1%)
Since last year
Increased$31K (+5.7%)
Since last sale
Increased$276K (+91.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +129% in the last 10 years
MonthEstimated value
2026
August 2026$578K
August 2026$573K
July 2026$584K
June 2026$594K
May 2026$577K
April 2026$553K
March 2026$553K
February 2026$520K
January 2026$526K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
44 Coulter Street, Old Saybrook, CT
0.04
Single-Family Home
$531,000
07/20/26
3
1
960
25 Pond Road, Old Saybrook, CT
0.25
Single-Family Home
$595,000
03/30/26
2
2
1,731
3 Birch Street, Old Saybrook, CT
0.12
Single-Family Home
$750,000
05/14/26
3
1.5
1,600
96 Elm St, Old Saybrook, CT
0.49
Single-Family Home
$488,000
06/04/26
2
1
1,151
16 Lynde Street, Old Saybrook, CT
0.45
Single-Family Home
$641,500
06/11/26
2
1.5
1,258
46 Lynde Street, Old Saybrook, CT
0.37
Single-Family Home
$740,000
07/09/26
2
2
1,720
76A River St W, Old Saybrook, CT
0.38
Single-Family Home
$565,000
06/12/26
3
1
922
15 N Meadow Rd, Old Saybrook, CT
0.66
Single-Family Home
$410,000
01/23/26
3
1
1,104
76-1 River Street West, Old Saybrook, CT
0.33
Single-Family Home
$565,000
06/12/26
3
2
1,767
3 Glen Drive, Old Saybrook, CT
0.60
Single-Family Home
$625,000
09/19/25
3
1.5
1,915

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
38 Coulter Street, Old Saybrook, CT 06475
0.02
$896,400
3
2.5
2,032
Off Market
41 Dudley Avenue, Old Saybrook, CT 06475
0.02
$701,300
3
1.5
1,621
Off Market
44 Coulter Street, Old Saybrook, CT 06475
0.04
$531,000
3
1
960
Recently Sold
11 Coulter Street #3, Old Saybrook, CT 06475
0.09
$599,200
2
2
1,394
Off Market
11 Coulter Street #4, Old Saybrook, CT 06475
0.09
$681,800
2
2
1,430
Off Market
11 Coulter Street #14, Old Saybrook, CT 06475
0.09
$593,300
2
2
1,310
Off Market
11 Coulter Street #28, Old Saybrook, CT 06475
0.10
$650,000
2
2.5
2,099
Recently Sold
11 Coulter Street #E-26, Old Saybrook, CT 06475
0.14
$565,200
2
2.5
1,890
Off Market
11 Coulter Street #B12, Old Saybrook, CT 06475
0.14
$458,800
2
2
1,310
Off Market
11 Coulter Street #A6, Old Saybrook, CT 06475
0.14
$473,000
2
2
1,394
Off Market
3 Birch Street, Old Saybrook, CT 06475
0.12
$750,000
3
1.5
1,600
Recently Sold
25 Elm Street, Old Saybrook, CT 06475
0.19
$608,000
2
1
1,427
Off Market

Local Information

  • Map ViewExplore the area around 39 Dudley Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1938
0.28 acre lot
1,176 sqft
$491/sqft

About this House

Vacation in Old Saybrook-in the heart of the village. This 2Br/1.5 Bath Cape is a perfect getaway. A short distance to the train station with service on Amtrak & MetroNorth, Main Street shops, your morning coffee or summer concerts at The Kate. Perhaps you have your boar moored at a local marina or you enjoy the beach or kayaking. It is all a short distance from your front door. Call for details.
39 Dudley Ave, Old Saybrook, CT 06475 is a 2 bedroom, 2 bathroom, 1,176 sqft single-family home in Old Saybrook Center, built in 1938. It last sold for $302,000 on Dec 30, 2020. More recently, it was listed as a rental in May 2019 with an asking price of $1,050 per month. That rental listing was removed on May 26, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $577,600, with a rent estimate of $3,325/month.

Home Details for 39 Dudley Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6Types of Rooms: Walk In Closet, Dining Room, Family Room, Pantry, Sun RoomCeiling Fan
Heating & Cooling
Heating: OilAir ConditioningCooling System: WallHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylGardenLawnPatioPorch
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Additional Information

Greenhouse

Price and Tax history

DateEventPrice
Dec 30, 2020
Source: N/A
Sold
$302,000
May 26, 2019
Source: Agent Provided
ListingRemoved
$1,050
May 16, 2019
Source: Agent Provided
Listed For Rent
$1,050
Jan 2, 2019
Source: Agent Provided
ListingRemoved
$1,500
Dec 5, 2018
Source: Agent Provided
PriceChange
$1,500
Price decreased by 12%

Market trends in Old Saybrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
55
4MoM

Around this home

Neighborhood Overview

Old Saybrook Center
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Old Saybrook Center

At least 10 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 91 % Say streets are well-lit

  • 87 % Say parking is easy

  • 86 % Say yards are well-kept

  • 85 % Say it's walkable to restaurants

  • 82 % Say they plan to stay for at least 5 years

  • 81 % Say there are sidewalks

  • 80 % Say it's dog friendly

  • 79 % Say car is needed

  • 76 % Say people would walk alone at night

  • 67 % Say kids play outside

  • 63 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 54 % Say it's walkable to grocery stores

  • 54 % Say there are community events

  • 47 % Say it's quiet

Sourced by Trulia users. Learn more about our methodology.
  • Diva For Life
    "I think is great to live here I think it safe for family and I hope I can move here with my family soon "
    0
    Flag
  • Trulia User
    "It’s a safe town, good schools. A lot of different activities and programs available for kids from toddlers to high school. The schools are located in convenient safe areas of the town. Lower traffic areas. Pedestrians are plentiful and kids riding bikes to and from school. Several beaches that are great for family gatherings as well as private time to yourself. Everything you need to bring your family up in a quiet shoreline community. Public transportation is available with a trolly during the months of spring and summer. The library is conveniently located next to the elementary school. Plenty of in town shopping available and plenty of great restaurants. Ice cream as well. "
    1
    Flag
  • Tony
    "I've lived in the area for over 12 years. Everything (shopping, dining, etc.) are all within walking distance, with plenty of sidewalks. most neighbors are friendly, and willing to lend a hand when needed."
    5
    Flag
  • Ali F.
    "No sidewalks. Some neighbors let dogs walk off the leash. There are Coyotes or coy dogs that are found to live around the marsh areas. I have had squirrels in my attic three times even after sealing. "
    6
    Flag
  • Ali F.
    "Love our neighborhood. Close walking to center of town. Neighbors are friendly. Birds, rabbits and squirrels. Sometimes can see coyote or deer. "
    0
    Flag
  • Karen E. d.
    "Train station is within walking distance with newly installed sidewalks and street lighting. I95 is easily accessible for commutes to New York or north. Personally, I am able to walk to my job in the downtown area. "
    0
    Flag
  • Karen E. d.
    "Lots of friendly dogs in area. Most on leashes or in fenced yards. Some of the Main St. businesses put water out for our four legged friends. "
    1
    Flag
  • Bean_laura
    "Lots of other dogs. Dog parks. Pet stores. Fire hydrants. Pet friendly restaurants and bars. Pet friendly shopping."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 39 Dudley Ave

  • What is 39 Dudley Ave estimated to be worth?
    Trulia's estimated value for 39 Dudley Ave in Old Saybrook, CT is $577,600.
  • What is the price history for 39 Dudley Ave?
    39 Dudley Ave in Old Saybrook, CT last sold for $302,000 in December 2020.
  • Is Old Saybrook a buyer's or seller's market?
    Old Saybrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about the Old Saybrook Center neighborhood?
    Residents describe the Old Saybrook Center neighborhood in Old Saybrook, CT as easy to park in, well-kept, and walkable to restaurants. See recently sold homes in Old Saybrook Center, Old Saybrook.
  • Does 39 Dudley Ave have air conditioning?
    Yes, 39 Dudley Ave in Old Saybrook, CT has air conditioning.
  • Does 39 Dudley Ave have laundry facilities?
    Yes, 39 Dudley Ave in Old Saybrook, CT has in-unit laundry.

Explore by feature - Pet Friendly

9 pet-friendly rentals in Old Saybrook, CT

Explore by feature - Garage

11 rentals with a garage in Old Saybrook, CT

Explore by feature - Air Conditioning

17 rentals with air conditioning in Old Saybrook, CT

Explore by feature - Washer/dryer

26 rentals with a washer/dryer in Old Saybrook, CT

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 39 Dudley Ave

Skip to last item
Skip to first item

Homes for sale near 39 Dudley Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item