First time offered in 60 years! Nestled in the heart of a charming waterfront village, this classic 3-bedroom, 1.5-bath Eastern Shore home exudes timeless appeal. With rich historic character and warm wood floors throughout, it’s ready for your personal touch to bring it back to life. Enjoy partial water views and the convenience of a county pier and kayak launch just down the street, providing easy access to the best of Eastern Shore living. A small office nook offers a cozy workspace, while a spacious detached garage provides ample storage for boats, bikes, and outdoor gear—perfect for those who love adventure and the water. Whether you're seeking a peaceful weekend getaway or a full-time residence, this rare opportunity combines an unbeatable location, historic charm, and generous storage. Don’t miss your chance to own a piece of Sherwood history.
Sold for $200,000
$200,000
21907 Sherwood Landing Rd, Sherwood, MD 21665
3beds
1,336sqft
Single Family Residence
Built in 1900
0.25 Acres Lot
$246,400 Zestimate®
$150/sqft
$2,089 Estimated rent
Home value
$246,400
$234,000 - $259,000
$2,089/mo
Zestimate® history
Owner options
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$2,089/mo
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$1,211/mo
Est. payment
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$1,211/mo
Est. payment
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List your homeWhat's special
Waterfront villageRich historic characterWarm wood floorsSpacious detached garagePartial water viewsSmall office nook
Zillow last checked:
Listing updated:
Listed by:
Wink Cowee 410-310-0208,
Benson & Mangold, LLC
Bought with:
Jeffrey Lipkin, 660176
EXP Realty, LLC
Source: Bright MLS,MLS#: MDTA2010104
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Bedroom 1
- Features: Flooring - Wood
- Level: Upper
- Area: 195 Square Feet
- Dimensions: 13 X 15
Bedroom 2
- Features: Flooring - Wood
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 X 13
Bedroom 3
- Features: Flooring - Wood
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 X 13
Dining room
- Features: Flooring - HardWood
- Level: Main
- Area: 266 Square Feet
- Dimensions: 14 X 19
Other
- Features: Bathroom - Tub Shower
- Level: Upper
- Area: 49 Square Feet
- Dimensions: 7 X 7
Half bath
- Level: Main
- Area: 12 Square Feet
- Dimensions: 3 X 4
Kitchen
- Features: Flooring - Vinyl
- Level: Main
- Area: 195 Square Feet
- Dimensions: 13 X 15
Living room
- Features: Fireplace - Gas, Flooring - HardWood
- Level: Main
- Area: 247 Square Feet
- Dimensions: 13 X 19
Mud room
- Features: Pantry
- Level: Main
- Area: 25 Square Feet
- Dimensions: 5 X 5
Office
- Features: Flooring - Wood
- Level: Upper
- Area: 63 Square Feet
- Dimensions: 7 X 9
Other
- Level: Main
- Area: 44 Square Feet
- Dimensions: 4 X 11
Screened porch
- Level: Main
- Area: 119 Square Feet
- Dimensions: 7 X 17
Heating
- Forced Air, Propane
Cooling
- Window Unit(s), Electric
Appliances
- Included: Dryer, Washer, Refrigerator, Oven/Range - Electric, Electric Water Heater
- Laundry: Mud Room
Features
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,336
- Total interior livable area: 1,336 sqft
- Finished area above ground: 1,336
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Door Opener, Storage, Off Street, Detached
- Garage spaces: 1
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Screened, Enclosed, Screened Porch
- Pool features: None
Lot
- Size: 0.25 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2105177820
- Zoning: VILLAGE
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Aluminum Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Private Septic Tank
- Water: Well
- Utilities for property: Broadband
Community & neighborhood
Location
- Region: Sherwood
- Subdivision: Sherwood
Other
Other facts
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 1/6/2026 | Sold | $200,000-23%$150/sqft |
Source:  Bright MLS #MDTA2010104 Report a problem | ||
| 12/29/2025 | Pending sale | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 10/29/2025 | Listed for sale | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 8/11/2025 | Listing removed | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 6/20/2025 | Contingent | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 6/1/2025 | Listed for sale | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 4/24/2025 | Contingent | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
| 3/16/2025 | Listed for sale | $259,900$195/sqft |
Source: Bright MLS #MDTA2010104 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $202,700 +3.1% |
| 2024 | $1,776 +8.9% | $196,667 +3.2% |
| 2023 | $1,631 +11.3% | $190,633 +3.3% |
| 2022 | $1,466 +6% | $184,600 |
| 2021 | $1,383 | $184,600 |
| 2020 | $1,383 -8.3% | $184,600 -8.3% |
| 2019 | $1,509 +4.3% | $201,400 |
| 2018 | $1,446 +5.2% | $201,400 |
| 2017 | $1,375 +104.5% | $201,400 -10.2% |
| 2016 | $673 | $224,300 |
| 2015 | $673 +11.9% | $224,300 |
| 2014 | $601 | $224,300 -17.6% |
| 2013 | -- | $272,200 |
| 2012 | -- | $272,200 |
| 2011 | -- | $272,200 -6.4% |
| 2010 | -- | $290,960 +12.3% |
| 2009 | -- | $259,170 +14% |
| 2008 | -- | $227,380 +16.3% |
| 2007 | -- | $195,590 +13.4% |
| 2006 | -- | $172,470 +15.5% |
| 2005 | -- | $149,350 +18.3% |
| 2004 | -- | $126,230 +9.7% |
| 2003 | -- | $115,042 +10.8% |
| 2002 | -- | $103,856 +12.1% |
| 2001 | -- | $92,670 |
Find assessor info on the county website
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.
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- Maryland
- Talbot County
- Sherwood
- 21665
- 21907 Sherwood Landing Rd
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