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

$1,800,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 3,052 sqft (on 1.64 acres)

445 Main St, Old Saybrook, CT 06475

Old Saybrook Center
Est. Refi. Payment $12,220/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2019 for $810,000

Home Value

Trulia Estimate
$1.8M
Since last month
Decreased$12K (-0.7%)
Since last year
Increased$244K (+15.6%)
Since last sale
Increased$995K (+122.8%)
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 +99% in the last 10 years
MonthEstimated value
2026
August 2026$1.8M
August 2026$1.8M
July 2026$1.82M
June 2026$1.83M
May 2026$1.79M
April 2026$1.71M
March 2026$1.68M
February 2026$1.59M
January 2026$1.59M
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
1 Lighthouse Lane, Old Saybrook, CT
0.27
Single-Family Home
$860,000
01/15/26
3
2.5
3,286
26 College Street, Old Saybrook, CT
0.42
Single-Family Home
$840,000
01/30/26
5
3
2,898
5 Cove Landing, Old Saybrook, CT
0.26
Single-Family Home
$1,648,000
09/04/26
3
2.5
2,787
355 Main Street, Old Saybrook, CT
0.37
Single-Family Home
$707,500
12/19/25
3
1.5
2,194
71 Maple Avenue, Old Saybrook, CT
0.37
Single-Family Home
$750,000
06/15/26
2
2
2,069
17 Willard Street, Old Saybrook, CT
0.30
Single-Family Home
$656,000
06/22/26
3
3
1,683
35 Soundview Avenue, Old Saybrook, CT
0.16
Single-Family Home
$1,427,500
09/10/25
3
2
1,680
20 Hill Street, Old Saybrook, CT
0.14
Single-Family Home
$700,000
01/07/26
2
2
1,432
23 Clinton Avenue, Old Saybrook, CT
0.24
Single-Family Home
$905,000
05/08/26
3
2
1,510
24 Church Street, Old Saybrook, CT
0.44
Single-Family Home
$1,425,000
04/23/26
3
3
2,560

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
441 Main Street, Old Saybrook, CT 06475
0.07
$1,033,000
2
2
1,772
Off Market
8 East Street, Old Saybrook, CT 06475
0.12
$740,900
4
2.5
2,170
Off Market
46 Soundview Avenue, Old Saybrook, CT 06475
0.13
$938,600
1
1
920
Off Market
20 Hill Street, Old Saybrook, CT 06475
0.14
$700,000
2
2
1,432
Recently Sold
5 East Street, Old Saybrook, CT 06475
0.14
$420,400
2
1
625
Off Market
478 Main Street, Old Saybrook, CT 06475
0.13
$796,500
2
1
1,352
Off Market
502 Main Street, Old Saybrook, CT 06475
0.12
$2,462,600
4
2.5
3,771
Off Market
35 Soundview Avenue, Old Saybrook, CT 06475
0.16
$1,532,100
3
2
1,680
Off Market
23 Hill Street, Old Saybrook, CT 06475
0.16
-
2
2
1,032
Off Market
7 North Street, Old Saybrook, CT 06475
0.17
$508,000
3
1
864
Off Market
6 West Street, Old Saybrook, CT 06475
0.18
$441,900
2
1
826
Off Market
6 South Street, Old Saybrook, CT 06475
0.19
$162,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 445 Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1989
1.64 acre lot
3,052 sqft
$590/sqft
Garage

About this House

Graced by a tranquil setting directly on South Cove, this exceptional Modern Colonial home offers unique appeal and water views. Spacious rooms thru out include dining room and living room combination with hardwood floors, fireplace and a wall of glass providing outstanding views. Inspirational materials and thoughtful design is evident as you enter a superb epicurean kitchen with sleek architectural elements, professional appliances and dining area. An over sized great room boasts a fireplace, soaring wood ceiling and wood beams. Up to the second level you will find 3 bedrooms that include a sumptuous Master Suite.This inviting private retreat with sitting area, opens to a balcony looking out at salt marsh and the cove. The lavish Master bathroom has recent upgrades featuring; skylight, heated marble floors, Db sinks, walk in shower and Jacuzzi tub. Once outside, to the back of the home you will find an inviting area for summer entertaining or relaxation. A large roof covered deck and blue stone patio looks out over a sweeping lawn and manicured grounds. Quality amenities include: Temperature controlled Wine closet, all house generator, natural gas furnace, CAir, Central Vac, irrigation system and more. Convenient to town beaches, major routes and a short walk into town center for shopping, restaurants and train station.This property is designed to impress, located in a first class community and is impeccable. A true gem!
445 Main St, Old Saybrook, CT 06475 is a 3 bedroom, 3 bathroom, 3,052 sqft single-family home in Old Saybrook Center, built in 1989. It last sold for $810,000 on Dec 30, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,800,400, with a rent estimate of $5,406/month.

Home Details for 445 Main St

Interior Features

Heating & Cooling
Heating: Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete
Interior Details
Number of Rooms: 7Types of Rooms: Laundry Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood, Cement ConcretePatioSprinkler System
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.64 acres

Price and Tax history

DateEventPrice
Dec 30, 2019
Source: Smart MLS #170204227
Sold
$810,000
Nov 12, 2019
Source: Agent Provided
Pending
$849,900
Jun 13, 2019
Source: Agent Provided
Listed For Sale
$849,900
Nov 18, 2018
Source: Agent Provided
ListingRemoved
$939,900
Sep 27, 2018
Source: Agent Provided
PriceChange
$939,900
Price decreased by 10%

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 445 Main St

  • What is 445 Main St estimated to be worth?
    Trulia's estimated value for 445 Main St in Old Saybrook, CT is $1,800,400.
  • What is the price history for 445 Main St?
    445 Main St in Old Saybrook, CT last sold for $810,000 in December 2019.
  • 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 445 Main St have air conditioning?
    Yes, 445 Main St in Old Saybrook, CT has air conditioning.
  • Does 445 Main St have laundry facilities?
    Yes, 445 Main St in Old Saybrook, CT has in-unit laundry.

Explore by feature - Pet Friendly

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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

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