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$699,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,114 Sq. Ft.
  • Updated 16 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Sunday 8/30 12:00 PM - 2:00 PM

18 Shepard Street,Old Saybrook, CT 06475

18 Shepard StreetOld SaybrookCT06475

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Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick fireplace and an abundance of natural light. The generously sized kitchen and dining area features ample cabinetry, granite countertops, stainless steel appliances and a large center island with seating. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a second full bath upstairs. Two ductless mini-splits provide added comfort. Outside, enjoy a fenced backyard with a paver patio and mature trees, offering a great space for relaxing, gardening or entertaining. Additional highlights include a roof less than one year old, a detached one-car garage with electricity, paved driveway and full basement. A wonderful opportunity to enjoy generous living space and a convenient location near the heart of Old Saybrook and the Connecticut shoreline.

Full Property Details for 18 Shepard St

General

  • Price: $699,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24201611
  • Updated: Today (8/27/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Full Bath: Remodeled, Tile Floor, 8 x 7, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, 18 x 14, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 12 x 11, Lower
  • Bedroom 2: Bedroom, 15 x 12, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, 22 x 16, Main
  • Family Room: Family Room - Hardwood Floor, 14 x 11, Main
  • Kitchen: Kitchen - Breakfast Nook, Granite Counters, Eating Space, Tile Floor, Main
  • Laundry: Main Level

Location

  • County: Middlesex
  • Driving Directions: Go past the Kate Hepburn Theater towards the Old Saybrook Point Inn. Shepard St is on the right

School Information

  • Elementary School: Per Board of Ed
  • High School: Old Saybrook

Heating & Cooling

  • Cooling Type: Ductless, Wall Unit
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Shake
  • Basement Desc.: Full, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,114
  • Above Ground: 2,114 Sq. Ft.
  • Year Built: 1958

Lot Features

  • Lot Size (Acres): 0.21
  • Zoning: A
  • Lot Description: Fence - Wood, Fence - Full, Level Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $333,200
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Flood Zone: Yes
  • Property ID: 1025938

Listed by William Pitt Sotheby's Int'l, Tony Walstra

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Listing agent

— 18 Shepard St —

  • Tony Walstra

    William Pitt Sotheby's Int'l

Agent Contact: (860) 460-8825 Office Contact: (860) 434-2400

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 18 Shepard St

School District:Old Saybrook School District
NameGradesDistance
Kathleen E. Goodwin School
80 Old Boston Post Road, Old Saybrook, CT 06475
PK-30.3 mi
Old Saybrook Middle School
60 Sheffield Street, Old Saybrook, CT 06475
4-80.4 mi
Old Saybrook Senior High School
1111 Boston Post Road, Old Saybrook, CT 06475
9-121.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 18 Shepard St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/27/2026
Listed
$699,900
397.71%
MLS
3/28/1994
Sold
$140,625
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 18 Shepard St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,165
2%
$333,200
—
2023
$5,065
6%
$333,200
42%
2023
$4,791
2%
$234,300
—
2022
$4,705
—
$234,300
—
2021
$4,698
—
$234,300
—
2020
$4,698
2%
$234,300
—
2019
$4,627
-3%
$234,300
-3%
2018
$4,753
—
$242,500
—
2017
$4,768
2%
$242,500
—
2016
$4,671
2%
$242,500
—
2015
$4,561
2%
$242,500
—
2014
$4,486
4%
$242,500
-14%
2011
$4,299
—
$282,800
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Tony Walstra

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18 Shepard Street, Old Saybrook, CT 06475 (MLS# 24201611) is a Single Family property with 3 bedrooms and 2 full bathrooms. 18 Shepard Street is currently listed for $699,900 and was received on August 27, 2026. Want to learn more about 18 Shepard Street? Do you have questions about finding other Single Family real estate for sale in Old Saybrook? You can browse all Old Saybrook real estate or contact a Coldwell Banker agent to request more information.

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