Date
Details
Price
Change
Source
7/01/2026
Listed
$495,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry, generous table space and overlooks the backyard, creating the perfect setting for everyday meals or entertaining. The spacious primary bedroom features a large walk-in closet. A convenient side entry leads to the laundry room and a separate full bath. Outside, the open yard offers endless possibilities with plenty of space for gardening, recreation or simply enjoying the outdoors. The oversized detached garage provides abundant room for vehicles, a workshop, hobbies and additional storage, while the blacktop driveway adds convenience and curb appeal. A recently installed 3-ton HVAC system provides added comfort and peace of mind. Located less than ¾ of a mile from the Wittman boat landing, you'll have easy access to Cummings Creek, the Chesapeake Bay, and surrounding tributaries for boating, fishing, crabbing, kayaking, and waterfront dining. Conveniently situated between Tilghman Island and Historic downtown St. Michaels, this property offers the perfect opportunity to enjoy the relaxed lifestyle and natural beauty of Maryland's Eastern Shore.
Full Property Details
Full Property Details for 8658 Cummings Rd
General
- Price: $495,000
- Taxes: $2,588 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDTA2014404
- Updated: 7/1/2026
- Added to Site: 1 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Laundry, Bathroom 1, Bathroom 2
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Main Floor Baths: 2
- Main - Full Baths: 2
Bedrooms
- Total Bedrooms: 3
- Bedrooms Main & Up: 3
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Type: Driveway, Detached Garage
- Garage Description: Garage - Side Entry, Oversized
Location
- County: TALBOT
- Subdivision: WITTMAN
- Driving Directions: Rt 33 through St. Michaels, left on Pot Pie Road, right on Cummings Road, driveway on right just past Anna May Drive.
School Information
- School District: Talbot County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: On Site Septic
- Water: Well
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Detached
- Construction: Vinyl Siding
- Foundation: Crawl Space
- Stories Description: Main
- Square Feet: 1,664
- Sq. Ft. Source: Assessor
- Living Area: 1,664 Sq. Ft.
- Finished Above Grnd: 1,664 Sq. Ft.
- Year Built: 2002
- Year Built Source: Assessor
Lot Features
- Lot Size (Acres): 2.02
- Lot Size (Sq. Ft.): 87,991
- Lot Size Source: Assessor
- Zoning: R
Water Features
- Navigable Water: Yes
- Water Access: Yes
- Water Front Type: Creek/Stream
- Water Front Name: Cummings Creek
Financial Considerations
- Price Per Sq. Ft.: $297.48
- Assessment Year: 2026
- County Tax: $2,588
- County Tax Freq: Annually
- Tax w/Assessment: $298,400
- Tax Amount: $2,588
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1664
Disclosures and Reports
- Ownership: Fee Simple
- Section: B
- Lot Number: B 2
Listed by Benson & Mangold, LLC, Kimberly J Crouch
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 8658 Cummings Rd —
Kimberly J Crouch
Benson & Mangold, LLC
Listing Office Email: info@bensonandmangold.com
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 8658 Cummings Rd
School District:Talbot County Public Schools
| Name | Grades | Distance |
|---|---|---|
Tilghman Elementary School 21374 Foster Ave, Tilghman Island, MD 21671 | K-6 | 5.7 mi |
St. Michaels Middle/High School 200 Seymour Avenue, Saint Michaels, MD 21663 | 7-12 | 4.1 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 8658 Cummings Rd
Tax History
Tax History for 8658 Cummings Rd
Year
Property Taxes
Change
Tax Assessment
Change
2023
$2,231
—
$282,800
4%
2023
$2,231
—
$271,833
4%
2023
$2,231
12%
$260,867
4%
2022
$1,984
3%
$249,900
—
2020
$1,918
1%
$248,967
—
2021
$1,902
—
$248,033
—
2020
$1,896
5%
$247,100
1%
2019
$1,809
6%
$243,567
1%
2018
$1,699
5%
$240,033
1%
2017
$1,619
2%
$236,500
—
2016
$1,593
1%
$236,500
—
2015
$1,571
-16%
$236,500
-19%
2014
$1,875
—
$290,800
—
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
Estimate the Cost for 8658 Cummings Rd
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- Single Family
- Active
- Updated 19 hours ago
- 3Beds
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- 1,761Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
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- Active
- Updated 17 hours ago
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- Single Family
- Active
- Updated 19 hours ago
- 3Beds
- 2Total Baths
- 1,761Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
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Listed by Donna Dickinson (410) 353-5539
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- Single Family
- Closed
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,456Sq. Ft.
8658 Cummings Road, Wittman, MD 21676 (MLS# MDTA2014404) is a Single Family property with 3 bedrooms and 2 full bathrooms. 8658 Cummings Road is currently listed for $495,000 and was received on July 01, 2026. Want to learn more about 8658 Cummings Road? Do you have questions about finding other Single Family real estate for sale in Wittman? You can browse all Wittman real estate or contact a Coldwell Banker agent to request more information.