21939 Sherwood Landing Road Sherwood, MD $ 718,000
21939 Sherwood Landing Road
$ 718,000
Share Save

21939 Sherwood Landing Road

Sherwood, MD, 21665
$ 718,000
Bedrooms3 Baths1.1 Sq 1,696

Monthly Estimate*

$ 4,534

21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 1
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 2
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 3
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 4
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 5
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 6
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 7
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 8
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 9
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 10
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 11
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 12
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 13
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 14
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 15
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 16
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 17
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 18
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 19
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 20
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 21
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 22
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 23
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 24
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 25
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 26
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 27
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 28
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 29
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 30
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 31
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 32
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 33
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 34
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 35
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 36
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 37
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 38
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 39
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 40
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 41
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 42
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 43
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 44
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 45
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 46
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 47
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 48
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 49
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 50
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 51
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 52
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 53
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 54
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 55
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 56
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 57
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 58
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 59
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 60
21939 Sherwood Landing Road, Sherwood, MD 21665 - Image 61

Single Family Home for sale in Sherwood, MD

for $718,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,696 square foot home was built in 1905 on a lot size of 0.29.

COMING SOON! Homes like these rarely come along in Talbot County: a totally updated cottage with a beautiful in-ground saltwater swimming pool and every update imaginable all less than 300 feet from the Sherwood Landing pier, where you might launch your kayak, take a morning swim, or even dock your boat for the season. Youll enjoy greeting neighbors on sunny mornings and cool afternoon naps on the lovely screened porch. Just inside, youll find a beautiful living room with so many original early 1900s details, including an antiqued farmhouse staircase, hardwood floors, and a beautiful mantle and fireplace (propane-fired but easily converted back to wood). There is also a cozy family room that can easily be used as a first-floor bedroom, a powder room, a laundry closet, and a gorgeous kitchen fully remodeled in 2019. The kitchen features a large center island hub, granite counters, new cabinetry, and replaced appliances, including a gas cooking range, plus an enlarged Pella bay window above the sink that offers sunny views of the backyard and pool. Just off the kitchen is a dining area with banquette seating and a neat wet bar, easily accessed through replaced Pella sliders to the expansive rear deck. This home is built for entertaining! Upstairs, you will be pleased to find 3 nicely proportioned bedrooms, all with hardwood flooring and two of which have views over Harris Creeks Waterhole Cove. A full bath features more original detailing along with a jetted bathtub. A small basement with an encapsulated crawl space houses many of the homes systems, including the water heater, a sump pump, and a zoned hybrid fuel heat pump (2023) with oil-fired backup. A second heat pump (2010) in the attic services the top floor. While the interior of this home offers so much charm and character, along with every thoughtful amenity possible, the real star of the show is the fenced rear yard. The sellers have invested years of sweat equity into creating a beautifully landscaped backyard oasis complete with a kidney-shaped saltwater concrete pool with travertine decking. The gardens burst all season with hydrangea, verbena, hibiscus, crepe myrtle, and many native perennials. The large deck offers multiple dining and entertaining areas for summer cookouts and crab feasts. Bonus! A single bay garage provides ample storage for all your bikes, boats, tools, and yard and pool equipment. A full list of updates and upgrades is available, including but not limited to: 50 year architectural shingle roof (2025), front porch (2025), heat pump (2023), blown in hardpack insulation (2018), chimney liners and flue (2021), whole house water treatment system (2021), oil tank (2021), kitchen (2019) and over $35,000 of landscaping and hardscaping. The list goes on and on. Life in Talbot County's quaint Village of Sherwood doesn't get much better than this. Youll be nestled solidly on the banks of Waterhole Cove on the Harris Creek and in the heart of this small community of approximately 20 turn-of-the-Century homes. An 8-minute drive from Saint Michaels, Sherwood is known for its friendly, caring neighbors, beautiful sunrises, community pier enjoyed by residents, and a wonderful 4th of July celebration.

See more

Single Family Coming Soon

Price

$ 718,000

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 2,827

Style

Coastal,Cottage

Lot Size

0.29

Year Built

1905

Town/City

Sherwood

County/Region

Talbot

MLS | Web ID

MDTA2014838

Features
General
Living Area 1696
Sewer Septic Exists
Heating Central Forced Air Heat Pump(s) Heat Pump - Oil BackUp Programmable Thermostat Radiator Zoned
Cooling Central A/C
Possession Negotiable Settlement
Roof Architectural Shingle
Zoning RESIDENTIAL
Garage Spaces 1.00
Patio/Porch Features Deck(s) Porch(es) Screened
Architectural Style Coastal Cottage
Pool Features In Ground
Construction Materials Wood Siding Blown-In Insulation
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1905
View Water Bay
Levels 3
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name SHERWOOD
Facing Direction North
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade Below Grade
Total Rooms 11
Full Baths 1
Status COMING SOON
Directions Through Saint Michaels Follow Rt.33 approx 8 miles to Sherwood Road. Left on Sherwood Road. Left on Sherwood Landing Road. Drive slowly through the village. 3rd house from the waterfront landing
City SHERWOOD
Body of Water HARRIS CREEK
Disclosures Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 12632.40
Tax Annual Amount 2827.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Number of Community Docks 1
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 423.35
Additional Parcels Y/N N
Historic Y/N N
Vacation Rental Y/N N
Location Type Bayblock
Standard Status Coming Soon
Year Built Source Estimated
Legal Subdivision *
Tax Lot 12
Association Recreation Fee N
See more
Interior
Interior Amenities Floor Plan - Traditional Kitchen - Island Family Room Off Kitchen
Heating Fuel Electric Oil
Basement Drainage System Outside Entrance Poured Concrete Sump Pump Unfinished
Flooring Ceramic Tile Hardwood
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1696
Half Baths 1
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Family Room Basement Primary Bathroom Half Bath Screened Porch
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
See more
Exterior
Exterior Amenities Outside Shower Secure Storage
Pool Yes - Personal
Fencing Fully
Parking Features Parking Space Conveys Private Shared Driveway Stone Driveway
Lot Features Backs to Trees Front Yard Landscaping Level No Thru Street Open Rear Yard Rural Poolside
Water Source Public
Inclusions Parking Included In ListPrice Parking Included In SalePrice
Garage Features Additional Storage Area Garage - Front Entry Inside Access
Type of Parking Detached Garage Off Street
Foundation Details Crawl Space Brick/Mortar
Water View Y/N Y
Lot Size Acres 0.29
Water Body Type Bay
Lot Size Source Estimated
Waterfront Y/N N
Water Access Features Canoe/Kayak Fishing Allowed Public Access Swimming Allowed
Number of Docks 0
Land Assessed Value 100400.00
Navigable Water Y/N Y
Water Oriented Y/N Y
See more
Internal Only
Street Number 1 21939
See more
* Excluded Features
List By
Compass

Broker

james.baldwin@compass.com

Email

Affordability Calculator

$4,769
Per Month
95%
5%
0%
Monthly Principal & Interest
$4,534
Monthly Property Taxes
$236
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
5545310 Elementary School
3535922 Middle School
St. Michaels High School High School
Pricing History
DatePricePrice ChangeDescription
8/22/2026$718,000 Listed Price

Map


See all

21939 Sherwood Landing Road, Sherwood, MD, 21665 is a Single Family Home for sale at $718,000 with 1,696 sqft and a lot size of 0.29. 21939 Sherwood Landing Road has 3 bedrooms, 1.1 baths, and was built in 1905. The property's zip code is 21665 which is in Sherwood, MD