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Listing provided courtesy of Benson & Mangold, LLC- MLS# MDTA2012268MLS ProviderContact Information: [email protected] - 4107450415

8805 CUMMINGS ROADWITTMAN, MD 21676

Single Family · 2 Beds · 1 Full Bath · 1 Half Bath · 1,364 Sq. ft. | 0.28 Acres
$375,000 ACTIVE

8805 CUMMINGS ROAD Overview

Time on Site:
228 days
Visits:
8

Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a master carpenter include elevating the home, new foundation and accessible crawl space. This unique property offers a perfect blend of craftsmanship and Chesapeake lifestyle. Enjoy the nearby amenities of St. Michaels, Tilghman Island and Easton - restaurants, shops, museums, galleries and more. If you're searching for an escape - this just might be it!

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8805 CUMMINGS ROAD Facts & Features

  • Type Single Family
  • Sq. ft. 1,364
  • Price/Sq.ft. $275
  • Lot 0.28 Acres

Details

General

Association/HOA

  • Association: No
  • Condo/Coop Association: No

Listing Information

  • Real Estate Owned: No
  • Short Sale: No

Building Information

  • New Construction: No
  • Pool: No Pool
  • Total SQFT: 1364
  • Year Built: 1900

Location/Region

  • Country: US
  • County: TALBOT
  • County Or Parish: TALBOT
  • In City Limits: No
  • Subdivision Name: WITTMAN

Parking Information

  • Type of Parking: Driveway

Tax Information

  • County Tax: 1808.00
  • County Tax Payment Frequency: Annually
  • Tax Annual Amount: $1,808.00
  • Tax Assessed Value: 197500.00
  • Tax Year: 2025

General Information

  • Property Condition: Excellent
  • Property Type: Residential
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • Senior Community: No
  • Special Listing Conditions: Standard
  • Vacation Rental: No
  • Year Assessed: 2025
  • Zoning: VILLAGE

Interior

Building Information

  • Cooling Fuel: Electric
  • Heating Fuel: Electric

Parking Information

  • Garage: No

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms Half Main Level: 1
  • Bathrooms Total: 2
  • Bedrooms Total: 2

Building Exterior/Construction

  • Structure Type: Detached

Building Interior

  • Above Grade Finished Area: 1364
  • Above Grade Finished Area Source: Assessor
  • Above Grade Finished Area Units: Square Feet
  • Below Grade Finished Area: 0
  • Below Grade Finished Area Source: Assessor
  • Below Grade Finished Area Units: Square Feet
  • Central Air: No
  • Hot Water: Electric
  • Laundry Type: Has Laundry,Main Floor

General Information

  • Accessibility Features: None
  • Appliances: Dishwasher, Dryer, Refrigerator, Washer, Oven/Range - Electric
  • Basement: No
  • Cooling: Heat Pump(s)
  • Fireplace: No
  • Flooring: Wood
  • Foundation Details: Crawl Space
  • Interior Features: Bathroom - Tub Shower, Upgraded Countertops, Wood Floors
  • Levels: 2
  • Living Area: 1364
  • Living Area Source: Assessor
  • Main Level Bathrooms: 1.00

Room Information

  • Room List: Living Room,Dining Room,Bedroom 2,Kitchen,Family Room,Bedroom 1,Laundry,Office,Full Bath,Half Bath,Screened Porch

Exterior

Lot Information

  • Lot Size Acres: 0.28
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 12414.00
  • Lot Size Units: Square Feet
  • Water Source: Well

Waterfront/View

  • Water Oriented: No
  • Water View: No
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Craftsman, Cottage
  • Construction Materials: Frame
  • Patio And Porch Features: Porch(es), Screened

General Information

  • Other Structures: Above Grade,Below Grade
  • Sewer: Septic Exists
  • Water Access: No

Room Information

Room: Dining Room

  • Level: Main
  • Length: 15
  • Width: 9
  • Features: Flooring - Wood

Room: Family Room

  • Level: Main
  • Length: 17
  • Width: 12
  • Features: Flooring - Wood

Room: Half Bath

  • Level: Main
  • Length: 7
  • Width: 6

Room: Kitchen

  • Level: Main
  • Length: 17
  • Width: 8
  • Features: Flooring - Wood

Room: Laundry

  • Level: Main

Room: Living Room

  • Level: Main
  • Length: 16
  • Width: 15
  • Features: Flooring - Wood

Room: Screened Porch

  • Level: Main
  • Length: 9
  • Width: 6

Room: Bedroom 1

  • Level: Upper 1
  • Length: 15
  • Width: 10
  • Features: Flooring - Wood

Room: Bedroom 2

  • Level: Upper 1
  • Length: 15
  • Width: 9
  • Features: Flooring - Wood

Room: Full Bath

  • Level: Upper 1
  • Length: 8
  • Width: 8

Room: Office

  • Level: Upper 1
  • Length: 10
  • Width: 6
  • Features: Flooring - Wood

Find, Buy & Move into Your Home with Us.

Instead of having a mortgage team here, an insurance agent there, a REALTOR® down the street, an inspector and a moving company across town, you have one team with one goal and one focus: you. Ask for “All-Inclusive” Buying.

Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

Accolades:
98 %
Customer
Satisfaction
4.8

311 Reviews
Top Services:
  • Buying
  • Selling
  • Rental Properties
  • Investment Properties
  • Luxury Properties
Key Advantages:
  • Be your guide with expert knowledge of your area
  • Help find your home and offer objective information and opinions
  • Stand in your corner during negotiations
  • Assist with paperwork and details to get you to closing
  • Connect you to vendors if work is needed

Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

Accolades:
97 %
Customer
Satisfaction
5.0

3,803 Reviews
Top Services:
  • Fixed & adjustable rate mortgages
  • FHA and VA mortgage programs
  • Rapid Close™
  • USDA Loans
Key Advantages:
  • Full suite of mortgage programs to meet your specific needs
  • Friendly professionals guide through every step of the loan process
  • We help you find and lock in on the market’s best interest rate
  • We work closely with your title company to ensure accurate closing

We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

Accolades:
97 %
Customer
Satisfaction
5.0

240 Reviews
Top Services:
  • Home Inspection
  • Radon Gas
  • Termite Inspection
  • Test Indoor Air Quality
  • Pay at Closing*
Key Advantages:
  • Scheduling online 24x7 confirm a convenient date & time for you & your agents
  • High-tech journey makes it easy to sign agreement, make payment, view reports
  • One stop shop for home, radon & termite
  • Knowledgeable, friendly inspectors teach you about your home and property
  • Custom homeowner’s manual teaches you how to maintain your home

* A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

Accolades:
97 %
Customer
Satisfaction
4.9

Reviews
Top Services:
  • Title Search & Status
  • Title Insurance
  • Document Prep
  • Closing Coordination
  • Filing & Recording
Key Advantages:
  • Ensure that there are no unresolved claims or liens on your home’s title
  • Help secure insurance against unexpected title challenges
  • Prepare closing paperwork to ensure documents are in compliance with laws
  • Coordinate with all parties to schedule final closing
  • File & record your paperwork with the courthouse

We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

Accolades:
98 %
Customer
Satisfaction
4.9

77 Reviews
Top Services:
  • Home Insurance
  • Auto Insurance
  • Umbrella Insurance
  • Motorcycle, Boat, RV and more
Key Advantages:
  • Specialize in real estate and bundle other policies for savings
  • Work with 10+ leading carriers to secure the best coverage at the best cost
  • Save you time by shopping for you
  • We’re independent - we find and present you with the best offers and let you decide
  • Guide you with ongoing service and support

We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

Accolades:
98 %
Customer
Satisfaction
4.6

953 Reviews
Top Services:
  • Packing & Unpacking
  • Decluttering
  • Storage
  • Local or Long Distance
  • International Moving
Key Advantages:
  • 30-minute guided virtual survey with next business day Guaranteed quote
  • Best Price Guarantee*†
  • 2-months free storage*‡
  • $20,000 full value protection*
  • Personal move concierge - from first call until last box is delivered

* Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

Accolades:
98 %
Customer
Satisfaction
4.8

120 Reviews
Top Services:
  • Property Surveys
  • Marketing
  • Tenant Screening
  • Maintenance
  • Lease Enforcement
Key Advantages:
  • We’ll guide and help identify the right properties to invest in
  • Use of smart devices, predictive data and analytics to help maintain properties
  • Get more free time when we handle billing and payments
  • We continuously monitor state and federal landlord/tenant laws
  • Become more knowledgeable with quarterly portfolio reviews & guidance

  • Enjoy the sense of confidence knowing your Long & Foster full team can handle it all. Your agent is supported by a team of specialists in Mortgage, Insurance, Title, Inspection, Moving and Property Management who are there to guide you every step of the way. They’ll make sure things run smoothly, closing happens on time, and you arrive at your dream home according to plan.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    311 Reviews
    Top Services:
    • Buying
    • Selling
    • Rental Properties
    • Investment Properties
    • Luxury Properties
    Key Advantages:
    • Be your guide with expert knowledge of your area
    • Help find your home and offer objective information and opinions
    • Stand in your corner during negotiations
    • Assist with paperwork and details to get you to closing
    • Connect you to vendors if work is needed

  • Our mortgage affiliate, Prosperity Home Mortgage, will get you approved for a mortgage before shopping for a home. This will make your offer stand out and give you an edge in a highly competitive market. If you are already pre-approved, no problem, we can take a “second look” and try to get you even better terms.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    3,803 Reviews
    Top Services:
    • Fixed & adjustable rate mortgages
    • FHA and VA mortgage programs
    • Rapid Close™
    • USDA Loans
    Key Advantages:
    • Full suite of mortgage programs to meet your specific needs
    • Friendly professionals guide through every step of the loan process
    • We help you find and lock in on the market’s best interest rate
    • We work closely with your title company to ensure accurate closing

  • We carefully examine your new home’s title, get your legal documents in order, and safeguard your investment. With a team of specialists who expect the unexpected, you can anticipate an on-time, worry-free closing.

    Accolades:
    97 %
    Customer
    Satisfaction
    4.9

    Reviews
    Top Services:
    • Title Search & Status
    • Title Insurance
    • Document Prep
    • Closing Coordination
    • Filing & Recording
    Key Advantages:
    • Ensure that there are no unresolved claims or liens on your home’s title
    • Help secure insurance against unexpected title challenges
    • Prepare closing paperwork to ensure documents are in compliance with laws
    • Coordinate with all parties to schedule final closing
    • File & record your paperwork with the courthouse

  • We help you secure the proper coverage at a competitive price to protect your largest investment — your home. Our insurance agents work closely with you to understand your risk exposures, educate you on your options, protect you from the unexpected, and develop insurance strategies to offer ongoing service to address your ever-changing insurance needs.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.9

    77 Reviews
    Top Services:
    • Home Insurance
    • Auto Insurance
    • Umbrella Insurance
    • Motorcycle, Boat, RV and more
    Key Advantages:
    • Specialize in real estate and bundle other policies for savings
    • Work with 10+ leading carriers to secure the best coverage at the best cost
    • Save you time by shopping for you
    • We’re independent - we find and present you with the best offers and let you decide
    • Guide you with ongoing service and support

  • We help you make good decisions when you’re buying a home and learn how to be a better homeowner after you move-in. We streamline your inspection journey, provide thorough and accurate results, and get you to closing peacefully. Schedule a confirmed inspection online 24x7.

    Accolades:
    97 %
    Customer
    Satisfaction
    5.0

    240 Reviews
    Top Services:
    • Home Inspection
    • Radon Gas
    • Termite Inspection
    • Test Indoor Air Quality
    • Pay at Closing*
    Key Advantages:
    • Scheduling online 24x7 confirm a convenient date & time for you & your agents
    • High-tech journey makes it easy to sign agreement, make payment, view reports
    • One stop shop for home, radon & termite
    • Knowledgeable, friendly inspectors teach you about your home and property
    • Custom homeowner’s manual teaches you how to maintain your home

    * A Long & Foster exclusive benefit. If you work with RGS Title or Sage Title Group and Insight Inspections, your can enjoy a $55 discount and the flexibility to pay for the inspection at settlement. This new approach combines the best of both the title and inspection worlds, creating a seamless and integrated journey.

  • We ensure a smooth, stress-free move so you can start enjoying your new home as soon as you move in. Whether you’re headed down the street or across the country, our moving specialists will make sure you don’t have to lift a finger.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.6

    953 Reviews
    Top Services:
    • Packing & Unpacking
    • Decluttering
    • Storage
    • Local or Long Distance
    • International Moving
    Key Advantages:
    • 30-minute guided virtual survey with next business day Guaranteed quote
    • Best Price Guarantee*†
    • 2-months free storage*‡
    • $20,000 full value protection*
    • Personal move concierge - from first call until last box is delivered

    * Long & Foster Customers Only. † Examples of qualified movers: any major van line (United, Mayflower, Atlas, North American, etc) for local: JK, Hilldrup, Town and Country, Able, Interstate, All my Sons, Olympia, Gentle Giant. ‡ 2 Months Free Storage Program: If you’re moving from DE, MD, DC or VA and to DE, MD, DC or VA, we offer 2 months of free storage for all of the contents of your home. There is no charge for the storage of the items for 2 months. There is a cost for pickup of the items to go to storage and for delivery of items from storage to the new home.

  • We are the next generation of property management. With our streamlined processes, best-in-class service, and transparent financial updates, we help investors achieve financial success through real estate.

    Accolades:
    98 %
    Customer
    Satisfaction
    4.8

    120 Reviews
    Top Services:
    • Property Surveys
    • Marketing
    • Tenant Screening
    • Maintenance
    • Lease Enforcement
    Key Advantages:
    • We’ll guide and help identify the right properties to invest in
    • Use of smart devices, predictive data and analytics to help maintain properties
    • Get more free time when we handle billing and payments
    • We continuously monitor state and federal landlord/tenant laws
    • Become more knowledgeable with quarterly portfolio reviews & guidance

8805 CUMMINGS ROAD Neighborhood

Community

21676 (WITTMAN) Demographics

59
Median Age
26
Population Density (per sq. mile)
28%
College Educated
$0
Estimated Median Income
223
Estimated Total Home Owners
20
Estimated Total Renters
92% / 8%
Estimated Owner / Renter Divide
2
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

8805 CUMMINGS ROAD Monthly Cost

$
$ %
%
$
$
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

8805 CUMMINGS ROAD Market Data

Based on the last 30 days in this zip code

$1,938,400
Average List Price
$564
Average Price per Square Foot
1
Properties Sold
138
Average Days on Market
5
Properties for Sale
Calculations provided by Reliance Network

8805 CUMMINGS ROAD History

Date Event Value Agent
5/21/2026Source: BRIGHT MLS Price Reduction
$375,000 -2.6%
11/13/2025Source: BRIGHT MLS Status Change
ACTIVE
11/13/2025Source: BRIGHT MLS Added to Database
November 13, 2025
12/3/2024Source: BRIGHT MLS Added to Database
August 13, 2021