32 Shepard St, Old Saybrook, CT 06475
Property image
Property image
OFF MARKET

$615,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,554 sqft

32 Shepard St, Old Saybrook, CT 06475

Est. Refi. Payment $4,224/mo*
Refinance Your Home
Currently Off Market - Sold Sep 20, 2017 for $275,000

Home Value

Trulia Estimate
$615K
Since last month
Decreased$11K (-1.8%)
Since last year
Increased$36K (+6.2%)
Since last sale
Increased$341K (+123.8%)
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 +103% in the last 10 years
MonthEstimated value
2026
August 2026$616K
August 2026$614K
July 2026$627K
June 2026$634K
May 2026$634K
April 2026$600K
March 2026$591K
February 2026$564K
January 2026$564K
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
3 Glen Drive, Old Saybrook, CT
0.15
Single-Family Home
$625,000
09/19/25
3
1.5
1,915
17 Willard Street, Old Saybrook, CT
0.24
Single-Family Home
$656,000
06/22/26
3
3
1,683
16 Howard Street, Old Saybrook, CT
0.32
Single-Family Home
$742,900
10/31/25
3
2
1,404
41 Farview Avenue, Old Saybrook, CT
0.36
Single-Family Home
$630,000
05/29/26
4
1.5
1,400
355 Main Street, Old Saybrook, CT
0.15
Single-Family Home
$707,500
12/19/25
3
1.5
2,194
16 Lynde Street, Old Saybrook, CT
0.33
Single-Family Home
$641,500
06/11/26
2
1.5
1,258
20 Hill Street, Old Saybrook, CT
0.42
Single-Family Home
$700,000
01/07/26
2
2
1,432
21 Farview Avenue, Old Saybrook, CT
0.56
Single-Family Home
$660,000
01/26/26
3
2
1,664
21 Cottage Place, Old Saybrook, CT
0.40
Single-Family Home
$650,000
12/02/25
3
3
1,720
18 Quarry Street, Old Saybrook, CT
0.43
Single-Family Home
$510,000
05/07/26
4
2
1,760

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
11 Shepard Street, Old Saybrook, CT 06475
0.10
$859,500
3
2
2,400
Off Market
367 Main Street #11, Old Saybrook, CT 06475
0.10
$608,800
2
2
1,042
Off Market
3 Glen Drive, Old Saybrook, CT 06475
0.15
$667,200
3
1.5
1,915
Off Market
341 Main Street, Old Saybrook, CT 06475
0.13
$1,378,500
5
4
3,897
Off Market
355 Main Street, Old Saybrook, CT 06475
0.15
$707,500
3
1.5
2,194
Recently Sold
367 Main Street #7, Old Saybrook, CT 06475
0.16
$670,000
2
2
1,235
Recently Sold
367 Main Street #31, Old Saybrook, CT 06475
0.16
$705,000
3
2
1,477
Recently Sold
367 Main Street #15, Old Saybrook, CT 06475
0.19
$800,600
3
2
1,558
Off Market
66 Pennywise Lane, Old Saybrook, CT 06475
0.24
$1,495,000
4
3.5
2,425
Recently Sold
367 Main Street #12, Old Saybrook, CT 06475
0.20
$706,100
2
2
1,234
Off Market
367 Main Street #34, Old Saybrook, CT 06475
0.20
$863,500
3
2
1,477
Off Market
367 Main Street #38, Old Saybrook, CT 06475
0.20
$880,100
3
2
1,477
Off Market

Local Information

  • Map ViewExplore the area around 32 Shepard St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
1,554 sqft
$396/sqft

About this House

BEST BUY IN OLD SAYBROOK, LOCATION, LOCATION, LOCATION. Walking distance to town and all of the events and restaurants. This sweet ranch offers 3 bedrooms including a master with full bath, second full bath, living room with fireplace for entertaining--all with gleaming hardwood floors, kitchen and dining area, a family room area/fully glassed and heated sun room with new carpeting and skylights overlooking the private, level yard and deck. Also included is a partially finished lower level with pool table--work area for projects. One car garage and generator ready!
32 Shepard St, Old Saybrook, CT 06475 is a 3 bedroom, 2 bathroom, 1,554 sqft single-family home built in 1955. It last sold for $275,000 on Sep 20, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $615,000, with a rent estimate of $3,091/month.

Home Details for 32 Shepard St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Sep 20, 2017
Source: Smart MLS #N10201805
Sold
$275,000
Jul 21, 2017
Source: Agent Provided
Pending
$285,000
Jul 8, 2017
Source: Agent Provided
PriceChange
$285,000
Price decreased by 10%
Jun 5, 2017
Source: Agent Provided
PriceChange
$315,000
Price decreased by 5%
May 1, 2017
Source: Agent Provided
PriceChange
$333,000
Price decreased by 3%

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

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

  • 43 % 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 32 Shepard St

  • What is 32 Shepard St estimated to be worth?
    Trulia's estimated value for 32 Shepard St in Old Saybrook, CT is $615,000.
  • What is the price history for 32 Shepard St?
    32 Shepard St in Old Saybrook, CT last sold for $275,000 in September 2017.
  • 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 Old Saybrook?
    Residents describe Old Saybrook, CT as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Old Saybrook, CT.
  • How big is the lot at 32 Shepard St?
    The lot at 32 Shepard St in Old Saybrook, CT is about 0.23 acres (10,019 sq ft).

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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