325 Main St, Old Saybrook, CT 06475
OFF MARKET

325 Main St
Old Saybrook, CT 06475

  • 5 Beds
  • 5.5 Baths
  • 3,290 sqft (on 0.53 acres)

$1,353,800

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $9,050/mo*
Refinance Your Home

$1,353,800

Trulia Estimate
as of May 26, 2026
Est. Refi. Payment $9,050/mo*
Refinance Your Home
5 Beds
5.5 Baths
3,290 sqft
(on 0.53 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Every home tells a story and The Deacon Timothy Pratt House c. 1746 is no exception. Whether you are looking for the perfect period home or have always wanted to fulfill your dream of owning your own Bed & Breakfast* this well known & often admired Center Chimney Colonial is rich in both local history and architectural detail. Recently renovated & beautifully furnished by the current owners the house is brimming with charm & character. As you enter, a welcoming foyer leads to a formal LR and DR, each with their own fireplace, custom built-ins including an original corner cupboard, detailed paneling & gleaming hardwood floors. A lovely first floor bedroom with spacious bath offers convenient one floor living or may be easily converted back to the library. The well appointed kitchen with fireplace & original beehive oven, gas cook top w/ granite counters & office completes the first level. The original staircase leads to a spacious master suite with study/sitting area & beautifully remodeled bath. There are two additional en-suite bedrooms and a back staircase leading to the first floor. A true highlight of the property is a finished bedroom on the third level fondly referred to as" The Treetop" featuring a dramatic cathedral ceiling, exposed beams, a charming sitting area, writing desk & private bath. Located just steps from Main Street, Library, Restaurants & The Katharine Hepburn Cultural Arts Center the Deacon Timothy Pratt House is listed on the National Historic Register.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
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A/C
Heating & Cooling
HOA
None
Price/Sqft
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Listed
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Home Details for 325 Main St

Interior Features

Heating & Cooling
Heating: Forced Air, OilCooling System: OtherHeating Fuel: Forced Air
Interior Details
Types of Rooms: Laundry Room
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: WoodGarden
Parking & Garage
Parking Spaces: 2Parking: Off Street

Property Information

Year Built
Year Built: 1746
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.53 acres

Building

Community rooms
Fitness Center

Price History for 325 Main St

DatePriceEventSource
04/06/2021$850,000Sold
Smart MLS #170363696
03/09/2021$895,000ContingentSmart MLS #170363696
01/08/2021$895,000PriceChange
Agent Provided
05/05/2020$990,000Listed For SaleAgent Provided
04/28/2017$520,000Sold
Smart MLS #N10163589
04/07/2017$595,000PendingAgent Provided
03/15/2017$595,000PriceChange
Agent Provided
01/09/2017$625,000PriceChange
Agent Provided
12/01/2016$649,900PriceChange
Agent Provided
09/01/2016$699,900Listed For SaleAgent Provided
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Comparable Sales for 325 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Cottage Place, Old Saybrook, CT
0.42
Single-Family Home
$995,000
12/02/25
5
3.5
3,184
24 Lynde Street, Old Saybrook, CT
0.35
Single-Family Home
$799,900
07/31/25
4
2.5
2,756
66 Pennywise Lane, Old Saybrook, CT
0.23
Single-Family Home
$1,495,000
12/01/25
4
3.5
2,425
355 Main Street, Old Saybrook, CT
0.10
Single-Family Home
$707,500
12/19/25
3
1.5
2,194
19 Lynde Street, Old Saybrook, CT
0.35
Single-Family Home
$935,000
12/16/25
3
2.5
2,396
45 Farview Avenue, Old Saybrook, CT
0.44
Single-Family Home
$925,000
09/22/25
3
2.5
2,791
3 Glen Drive, Old Saybrook, CT
0.18
Single-Family Home
$625,000
09/19/25
3
1.5
1,915
1 Lighthouse Lane, Old Saybrook, CT
0.68
Single-Family Home
$860,000
01/15/26
3
2.5
3,286
8 Sharon Lane, Old Saybrook, CT
0.83
Single-Family Home
$1,340,000
09/23/25
5
3.5
3,534
26 College Street, Old Saybrook, CT
0.80
Single-Family Home
$840,000
01/30/26
5
3
2,898

Nearby homes

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Assigned Schools

These are the assigned schools for 325 Main St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Old Saybrook

At least 42 Trulia users voted on each feature.

  • 88 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 84 % Say parking is easy

  • 78 % Say car is needed

  • 75 % Say people would walk alone at night

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 61 % Say kids play outside

  • 60 % Say there's wildlife

  • 58 % Say it's quiet

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to restaurants

  • 52 % Say there are sidewalks

  • 51 % Say there are community events

  • 44 % Say it's walkable to grocery stores

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
  • Jocelynne B. .
    "It’s a safe place to live and the school system is very good. Small class rooms and everyone knows everyone. "
    0
    Flag
  • Tyfinkbus
    "I have lived in Old Saybrook for 15 years and the people are very friendly. The area is peaceful and very well maintained."
    0
    Flag
  • John D.
    "I commute by my car, motorcycle, scooter, or bicycle. I do not use public transportation. I also walk to the beach or downtown. "
    1
    Flag
  • J Jenkins
    "I lived in this neighborhood for 40 yrs, I love it here, we have had our children here and now have there own homes close by. We are only 1.1 miles from I-95, 1.5 to the supermarket, 2 miles to main St and 3 miles to the beach. A great area."
    0
    Flag
  • Svasmatics
    "I moved to Old Saybrook because I work in town. It is close to I-95 and Route9. The town itself and traffic is very different from winter to summer. Summer brings a lot of snow birds and visitors. Stores, traffic, commotion in general is heavier in the summer months. Food prices also go up in the summer."
    2
    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
  • Annette M.
    "Wonderful beach community for families and singles. I rent here but most people own and the community is very tight knit and supportive."
    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
  • Jocelynne B.
    "It’s a quiet neighborhood with no issues. Saybrook is safe and the school system is excellent. I enjoyed growing up and living in Saybrook. It’s a very friendly community."
    0
    Flag
  • Kearney j.
    "I've lived here for 25 years. it is a safe and welcoming community. pride I. home and property is prevalent everywhere. neighbors are friendly and supportive."
    0
    Flag
  • Rose H. M.
    "Fenwood beach is one of the most desirable areas along the shore, with a private beach, bordering Fenwick golf course, with views of the Saybrook lighthouses from the shore. The residents have lots of social activities, such as the summer lobster bake on the beach. Residents often ride golf carts around the neighborhood and to the beach. Fenwood beach is also a short drive into the quaint town center and to Saybrook Point. "
    0
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325 Main St, Old Saybrook, CT 06475 is a 5 bedroom, 6 bathroom, 3,290 sqft single-family home built in 1746. This property is not currently available for sale. 325 Main St was last sold on Apr 6, 2021 for $850,000. The current Trulia Estimate for 325 Main St is $1,353,800.