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

392 Main St
Old Saybrook, CT 06475

Old Saybrook Center
  • 4 Beds
  • 3 Baths
  • 2,440 sqft (on 0.32 acres)

$947,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $6,349/mo*
Refinance Your Home

$947,100

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $6,349/mo*
Refinance Your Home
4 Beds
3 Baths
2,440 sqft
(on 0.32 acres)

Local Information

  • Map ViewExplore the area around 392 Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Located in the heart of Old Saybrook!!! Walk to town - Restaurants, Shops, The Kate! Need a large in-home office or studio? Maybe a first floor in-law suite? Then you must see this new listing! Charming c.1942 4/5 bedroom Colonial with 3 full baths offers all the charm of yesteryear. Arched entry and vestibule to a large, sunny living room with a fireplace centered between built-ins, a generous sized dining room with charming corner built-in, French doors to fully enclosed porch. The kitchen has plenty of counter space, newer gas stove top and double ovens, corian countertops. A special part of this house boasts a large second private entryway to a generous 23'x20' addition with separate bedroom and full bath -- this space is perfect for in-law suite, studio, in-home office. On the second floor are four more bedrooms plus one full main bath. There's an oversized walk-in closet in the main hall - with a little remodeling, this would be a perfect future en-suite bath to the master bedroom. Beautiful hardwood floors throughout, some rooms freshly painted. Newer gas furnace and electrical upgrades. Vinyl windows and vinyl siding for carefree living. In the full basement, there is a stone fireplace.
392 Main St, Old Saybrook, CT 06475 is a 4 bedroom, 3 bathroom, 2,440 sqft single-family home in Old Saybrook Center, built in 1942. It last sold for $484,900 on Nov 10, 2020. More recently, it was listed as a rental in January 2024 with an asking price of $2,000 per month. That rental listing was removed on March 4, 2024. It is currently off market. The Trulia Estimate is $947,100, with a rent estimate of $5,708/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 392 Main St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 10Types of Rooms: Laundry Room
Heating & Cooling
Heating: Baseboard, GasHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Vinyl
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 2

Lot Information

Lot Area: 0.32 acres

Price History for 392 Main St

DatePriceEventSource
03/04/2024ListingRemovedSmart MLS #170621320
02/19/2024$1,900PriceChange
Smart MLS #170621320
01/27/2024$2,000Listed For RentSmart MLS #170621320
11/10/2020$484,900Sold
Smart MLS #170321131
09/17/2020$499,900PendingAgent Provided
09/04/2020$499,900Listed For SaleAgent Provided
08/15/2019$402,500Sold
Smart MLS #170180102
06/21/2019$429,000PendingAgent Provided
05/21/2019$429,000PriceChange
Agent Provided
04/06/2019$439,700Listed For SaleAgent Provided
06/25/2003$295,000Sold
Smart MLS #M9072005

Market trends in Old Saybrook

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
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Property Tax and Assessment

Year2025
Tax$6,623
Assessment$427,300
Home facts updated by county records

Comparable Sales for 392 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Willard Street, Old Saybrook, CT
0.20
Single-Family Home
$656,000
06/22/26
3
3
1,683
355 Main Street, Old Saybrook, CT
0.05
Single-Family Home
$707,500
12/19/25
3
1.5
2,194
3 Glen Drive, Old Saybrook, CT
0.26
Single-Family Home
$625,000
09/19/25
3
1.5
1,915
24 Lynde Street, Old Saybrook, CT
0.43
Single-Family Home
$799,900
07/31/25
4
2.5
2,756
19 Lynde Street, Old Saybrook, CT
0.43
Single-Family Home
$935,000
12/16/25
3
2.5
2,396
21 Cottage Place, Old Saybrook, CT
0.52
Single-Family Home
$650,000
12/02/25
3
3
1,720
66 Pennywise Lane, Old Saybrook, CT
0.31
Single-Family Home
$1,495,000
12/01/25
4
3.5
2,425
18 Quarry Street, Old Saybrook, CT
0.56
Single-Family Home
$510,000
05/07/26
4
2
1,760
129 Old Boston Post Road, Old Saybrook, CT
0.57
Single-Family Home
$900,000
06/30/26
3
2.5
2,170
62 Lynde Street, Old Saybrook, CT
0.60
Single-Family Home
$600,000
07/18/25
4
2
1,830

Nearby homes

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Assigned Schools

These are the assigned schools for 392 Main St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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Apartments for Rent

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Explore by feature - Garage

10 rentals with a garage in Old Saybrook, CT

Explore by feature - Air Conditioning

15 rentals with air conditioning in Old Saybrook, CT

Explore by feature - Washer/dryer

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

Homes for sale near 392 Main St

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Off Market Homes Near 392 Main St

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