421 Main St, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

$577,200

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,042 sqft

421 Main St, Old Saybrook, CT 06475

Old Saybrook Center
Est. Refi. Payment $3,969/mo*
Refinance Your Home
Currently Off Market - Sold Nov 30, 2022 for $429,000

Home Value

Trulia Estimate
$577K
Since last month
Decreased$3K (-0.6%)
Since last year
Increased$34K (+6.3%)
Since last sale
Increased$148K (+34.5%)
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 +171% in the last 10 years
MonthEstimated value
2026
August 2026$577K
August 2026$576K
July 2026$581K
June 2026$587K
May 2026$585K
April 2026$558K
March 2026$563K
February 2026$538K
January 2026$529K
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
23 Clinton Avenue, Old Saybrook, CT
0.28
Single-Family Home
$905,000
05/08/26
3
2
1,510
16 Howard Street, Old Saybrook, CT
0.30
Single-Family Home
$742,900
10/31/25
3
2
1,404
20 Hill Street, Old Saybrook, CT
0.16
Single-Family Home
$700,000
01/07/26
2
2
1,432
35 Soundview Avenue, Old Saybrook, CT
0.23
Single-Family Home
$1,427,500
09/10/25
3
2
1,680
17 Willard Street, Old Saybrook, CT
0.22
Single-Family Home
$656,000
06/22/26
3
3
1,683
355 Main Street, Old Saybrook, CT
0.24
Single-Family Home
$707,500
12/19/25
3
1.5
2,194
6 College Street, Old Saybrook, CT
0.42
Single-Family Home
$379,000
11/06/25
1
1
750
16 Lynde Street, Old Saybrook, CT
0.62
Single-Family Home
$641,500
06/11/26
2
1.5
1,258
99 Maple Avenue, Old Saybrook, CT
0.49
Single-Family Home
$675,000
02/20/26
3
1.5
1,170
3 Glen Drive, Old Saybrook, CT
0.50
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
5 East Street, Old Saybrook, CT 06475
0.03
$420,400
2
1
625
Off Market
8 East Street, Old Saybrook, CT 06475
0.03
$740,900
4
2.5
2,170
Off Market
7 North Street, Old Saybrook, CT 06475
0.07
$508,000
3
1
864
Off Market
6 West Street, Old Saybrook, CT 06475
0.09
$441,900
2
1
826
Off Market
12 Maple Avenue, Old Saybrook, CT 06475
0.10
$474,300
2
1
772
Off Market
478 Main Street, Old Saybrook, CT 06475
0.05
$796,500
2
1
1,352
Off Market
6 South Street, Old Saybrook, CT 06475
0.14
$162,000
-
-
-
Recently Sold
20 Hill Street, Old Saybrook, CT 06475
0.16
$700,000
2
2
1,432
Recently Sold
441 Main Street, Old Saybrook, CT 06475
0.11
$1,033,000
2
2
1,772
Off Market
6 Willard Street, Old Saybrook, CT 06475
0.16
$699,900
3
2
1,913
For Sale
468 Main Street, Old Saybrook, CT 06475
0.10
$3,028,300
4
3.5
4,225
Off Market
23 Hill Street, Old Saybrook, CT 06475
0.18
-
2
2
1,032
Off Market

Local Information

  • Map ViewExplore the area around 421 Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1928
1,042 sqft
$554/sqft

About this House

FABULOUS LOCATION ON MAIN STREET This charming home is a short walk to Main Street to enjoy restaurants, shopping, town green to enjoy summer concerts and shows at The Kate. Walk to Saybrook Point for a round of mini golf, to enjoy the views and Saybrook Point Inn This meticulously maintained home features a new roof, hardwood floors, first floor laundry, first floor bedroom, lovely dining area with built-ins, large, clean basement that was recently painted with plenty of storage and the potential to finish, half bath can easily be converted into a full bath, yard perfect for entertaining and plenty of parking. Minutes to town beaches, several marinas, the train station and all this desirable shoreline town has to offer Come take a look
421 Main St, Old Saybrook, CT 06475 is a 3 bedroom, 2 bathroom, 1,042 sqft single-family home in Old Saybrook Center, built in 1928. It last sold for $429,000 on Nov 30, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $577,200, with a rent estimate of $2,928/month.

Home Details for 421 Main St

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Appliances & Utilities
Washer

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
Parking: On Street

Property Information

Year Built
Year Built: 1928Year Updated: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: conventional

Community

Units in Building: 1

Lot Information

Lot Area: 5662 sqft

Price and Tax history

DateEventPrice
Nov 30, 2022
Source: Smart MLS #170532663
Sold
$429,000
Oct 30, 2022
Source: Berkshire Hathaway HomeServices New England Properties #170532663
Contingent
$429,000
Oct 28, 2022
Source: Smart MLS #170532663
Listed For Sale
$429,000
May 17, 2018
Source: Smart MLS #170056977
Sold
$267,000
Apr 19, 2018
Source: Agent Provided
Pending
$299,000

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 421 Main St

  • What is 421 Main St estimated to be worth?
    Trulia's estimated value for 421 Main St in Old Saybrook, CT is $577,200.
  • What is the price history for 421 Main St?
    421 Main St in Old Saybrook, CT last sold for $429,000 in November 2022.
  • 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.
  • How big is the lot at 421 Main St?
    The lot at 421 Main St in Old Saybrook, CT is about 0.13 acres (5,663 sq ft).
  • Does 421 Main St have parking?
    Yes, 421 Main St in Old Saybrook, CT has on-site parking.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

Apartments for Rent

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Off Market Homes Near 421 Main St

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