Nestled in the quaint waterfront village of Sherwood, this charming 2-bedroom, 1-bath cottage offers a wonderful opportunity to enjoy the relaxed lifestyle of Maryland's Eastern Shore. The enclosed front porch with its classic brick floor provides a welcoming entry and flows seamlessly into the living room. The dining room sits conveniently between the living room and kitchen, creating an easy layout for everyday living. The first-floor bedroom enjoys direct access to the sunroom overlooking the backyard, an ideal spot to enjoy your morning coffee, read a book or simply take in the peaceful surroundings. Upstairs, you'll find a spacious second bedroom with two closets, along with a versatile bonus room perfect for a home office, hobby room or walk-in closet. Outside, the backyard offers space to relax and unwind. A gazebo, shed and two small ponds on the property offer the potential to be restored. Just down the street, the public landing provides a kayak launch and long dock, making it easy to get out on the water for boating, crabbing, fishing, kayaking and enjoy all the Chesapeake Bay has to offer. Less than a mile away, Buddy's on the Bay invites you to enjoy waterfront dining, spectacular sunset views, refreshing drinks and live local music. Ideally located, the property is less than 4 miles from Tilghman Island and less than 10 miles from Historic Downtown St. Michaels, offering easy access to boutique shopping, restaurants, marinas, museums and year-round community events. Whether you're looking for a weekend retreat or a year-round residence, this cottage is a wonderful opportunity to experience the charm and beauty of Maryland's Eastern Shore.
For sale
$155,000
21891 Sherwood Landing Rd, Sherwood, MD 21665
2beds
1,304sqft
Single Family Residence
Built in 1886
6,678 Square Feet Lot
$192,200 Zestimate®
$119/sqft
$-- HOA
What's special
Welcoming entrySunroom overlooking the backyard
- 5 days |
- 453 |
- 37 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Kimberly Crouch 410-829-7062,
Benson & Mangold, LLC (410) 745-0415
Source: Bright MLS,MLS#: MDTA2014288
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Kitchen, Sun/Florida Room, Other, Full Bath
Primary bedroom
- Features: Flooring - Wood
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 X 11
Bedroom 2
- Level: Upper
- Area: 169 Square Feet
- Dimensions: 13 X 13
Dining room
- Features: Flooring - Wood
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 X 11
Other
- Level: Main
Kitchen
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 X 11
Living room
- Features: Flooring - Wood
- Level: Main
- Area: 195 Square Feet
- Dimensions: 13 X 15
Other
- Level: Upper
- Area: 121 Square Feet
- Dimensions: 11 X 11
Other
- Features: Flooring - Tile/Brick
- Level: Main
- Area: 84 Square Feet
- Dimensions: 6 X 14
Other
- Features: Flooring - Concrete
- Level: Main
- Area: 88 Square Feet
- Dimensions: 8 X 11
Heating
- Wall Unit, Oil, Propane
Cooling
- None, Electric
Appliances
- Included: Gas Water Heater
Features
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 1,304
- Total interior livable area: 1,304 sqft
- Finished area above ground: 1,304
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
- Body of water: Harris Creek
Lot
- Size: 6,678 Square Feet
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2105182530
- Zoning: R
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cottage
- Property subtype: Single Family Residence
Materials
- Asbestos
- Foundation: Crawl Space
- Roof: Metal,Asphalt
Condition
- New construction: No
- Year built: 1886
Utilities & green energy
- Sewer: On Site Septic
- Water: Well
Community & HOA
Community
- Subdivision: Sherwood
HOA
- Has HOA: No
Location
- Region: Sherwood
Financial & listing details
- Price per square foot: $119/sqft
- Tax assessed value: $136,533
- Annual tax amount: $1,214
- Date on market: 6/30/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Kimberly Crouch Ozman
(410) 829-7062
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Estimated market value
$192,200
$144,000 - $246,000
$1,871/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Listed for sale | $155,000$119/sqft |
Source:  Bright MLS #MDTA2014288 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $132,600 +3.4% |
| 2024 | $1,159 +9.2% | $128,300 +3.5% |
| 2023 | $1,061 +11.6% | $124,000 +3.6% |
| 2022 | $950 +6% | $119,700 |
| 2021 | $897 | $119,700 |
| 2020 | $897 -5.5% | $119,700 -5.5% |
| 2019 | $948 +4.3% | $126,600 |
| 2018 | $909 +5.2% | $126,600 |
| 2017 | $864 +63.6% | $126,600 -19.7% |
| 2016 | $528 | $157,700 |
| 2015 | $528 +9.8% | $157,700 |
| 2014 | $481 | $157,700 -21% |
| 2013 | -- | $199,700 |
| 2012 | -- | $199,700 |
| 2011 | -- | $199,700 -6.9% |
| 2010 | -- | $214,550 +11% |
| 2009 | -- | $193,282 +12.4% |
| 2008 | -- | $172,016 +14.1% |
| 2007 | -- | $150,750 +14% |
| 2006 | -- | $132,196 +16.3% |
| 2005 | -- | $113,643 +19.5% |
| 2004 | -- | $95,090 +8.5% |
| 2003 | -- | $87,660 +9.3% |
| 2002 | -- | $80,230 +10.2% |
| 2001 | -- | $72,800 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21665
Nearby schools
GreatSchools rating
- 4/10Tilghman Elementary SchoolGrades: PK-5Distance: 3.5 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 5.6 mi
Schools provided by the listing agent
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Maryland
- Talbot County
- Sherwood
- 21665
- 21891 Sherwood Landing Rd
Nearby cities
Nearby zip codes
Other Sherwood Topics
