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$310,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,050 Sq. Ft.
  • 2 Car Garage
  • Updated 3 days ago

Next open house:

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

Sunday 5/24 12:00 PM - 2:00 PM

106 Main Street,Preston, MD 21655

106 Main StreetPrestonMD21655

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Welcome to this charming and spacious home in Preston offering 3 bedrooms, 1.5 bathrooms, and 2,050 square feet of comfortable living space. Freshly painted throughout, this home features beautiful hardwood flooring that adds warmth and timeless character. With generous living areas and a move-in-ready feel, this property blends comfort and style while providing plenty of space for everyday living and entertaining. Conveniently located and ready for its next owner to make it their own.

Full Property Details for 106 Main St

General

  • Price: $310,000
  • Taxes: $2,504 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDCM2007300
  • Updated: 5/16/2026
  • Added to Site: 3 day(s) ago

Interior

  • Interior Features: Combination Kitchen/Dining, Dining Area
  • Fireplace: Yes
  • Number of Fireplaces: 1

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Type: Detached Garage
  • Garage Description: Other

Location

  • County: CAROLINE
  • Driving Directions: Starting Point Easton MD, Head toward E Dover St on S Harrison St. Go for 138 ft. Turn right onto E Dover St (MD-331) Go for 0.3 mi. Continue on Dover Rd (MD-331) Go for 0.5 mi. Continue on Dover Rd (MD-331) Go for 3.8 mi. Continue on Dover Bridge Rd (MD-331) Go for 5.9 mi. Continue on Main St (MD-331). Go for 367 ft. B End at 106 Main St Preston, Maryland 21655-2200. Starting Point Hurlock, MD, Head toward Andrews St on S Main St (MD-331) Go for 0.3 mi. Keep left onto Academy St (MD-331) Go for 0.6 mi. Continue on Elwood Rd (MD-331) Go for 1.9 mi. Turn right onto E New Market Elwood Rd (MD-16/MD-331) toward Easton/Preston Go for 3.3 mi. Turn right toward Preston/Easton Go for 102 ft. Turn left onto Harriet Tubman Underground RR Bywy (MD-16/MD-331) toward Preston/Easton Go for 1.3 mi. Continue on Main St (MD-331) Go for 0.1 mi. Continue on Main St (MD-331) Go for 0.3 mi. End at 106 Main St Preston, Maryland 21655

School Information

  • School District: Caroline County Public Schools

Heating & Cooling

  • Cooling Type: Ductless/Mini-Split
  • Heating Type: Wall Unit
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Septic
  • Water: Public

Structural Information

  • Architectural Style: Cape Cod
  • Structure Type: Detached
  • Construction: Cedar
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Outside Entrance, Unfinished
  • Foundation: Slab
  • Roof: Shingle, Composite
  • Stories Description: Lower 1, Lower 2, Main, Upper 1
  • Square Feet: 2,050
  • Sq. Ft. Source: Estimated
  • Living Area: 1,234 Sq. Ft.
  • Finished Above Grnd: 1,234 Sq. Ft.
  • Year Built: 1925
  • Year Built Source: Estimated

Lot Features

  • Lot Size (Acres): 0.35
  • Lot Size (Sq. Ft.): 15,246
  • Lot Size Source: Estimated
  • Zoning: R1

Financial Considerations

  • Price Per Sq. Ft.: $251.22
  • Tax w/Assessment: $185,200
  • Tax Amount: $2,504
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Keller Williams Realty, Shay M Prattis

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Listing agent

— 106 Main St —

  • Shay M Prattis

    Keller Williams Realty

Listing Office Email: walt.t@kw.com

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 106 Main St

School District:Caroline County Public Schools, Denton, MD
NameGradesDistance
Preston Elementary School
225 Main Street, Preston, MD 21655
PK-50.7 mi
Colonel Richardson Middle School
25390 Richardson Road, Federalsburg, MD 21632
6-85.4 mi
Colonel Richardson High School
25320 Richardson Road, Federalsburg, MD 21632
9-125.3 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 106 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/16/2026
Listed
$310,000
143.14%
MLS
8/16/2022
Sold
$127,500
—
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 106 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$1,824
—
$115,867
7%
2023
$1,824
—
$108,000
3%
2023
$1,824
2%
$105,333
3%
2022
$1,788
—
$102,667
3%
2017
$1,780
1%
$100,000
—
2021
$1,771
-1%
$99,967
—
2020
$1,791
1%
$99,933
—
2019
$1,770
—
$99,900
—
2018
$1,770
-8%
$99,900
-10%
2015
$1,923
7%
$110,400
—
2014
$1,791
—
$110,400
—
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.

Estimate the Cost for 106 Main St

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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

Get Pre-Approved

Listed by Keller Williams Realty, Shay M Prattis

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106 Main Street, Preston, MD 21655 (MLS# MDCM2007300) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 106 Main Street is currently listed for $310,000 and was received on May 16, 2026. Want to learn more about 106 Main Street? Do you have questions about finding other Single Family real estate for sale in Preston? You can browse all Preston real estate or contact a Coldwell Banker agent to request more information.

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