21939 SHERWOOD LANDING RD Sherwood, MD 21665
UPDATED:
Key Details
Property Type Single Family Home
Sub Type Detached
Listing Status Coming Soon
Purchase Type For Sale
Square Footage 1,696 sqft
Price per Sqft $423
Subdivision Sherwood
MLS Listing ID MDTA2014838
Style Coastal,Cottage
Bedrooms 3
Full Baths 1
Half Baths 1
HOA Y/N N
Abv Grd Liv Area 1,696
Year Built 1905
Available Date 2026-08-28
Annual Tax Amount $2,827
Tax Year 2026
Lot Size 0.290 Acres
Acres 0.29
Property Sub-Type Detached
Source BRIGHT
Property Description
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.
You'll enjoy greeting neighbors on sunny mornings and cool afternoon naps on the lovely screened porch. Just inside, you'll find a beautiful living room with so many original early 1900's 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 Creek's 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 home's 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. You'll 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.
Location
State MD
County Talbot
Zoning RESIDENTIAL
Direction North
Rooms
Other Rooms Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Basement, Primary Bathroom, Half Bath, Screened Porch
Basement Drainage System, Outside Entrance, Poured Concrete, Sump Pump, Unfinished
Interior
Interior Features Floor Plan - Traditional, Kitchen - Island, Family Room Off Kitchen
Hot Water Electric
Heating Central, Forced Air, Heat Pump(s), Heat Pump - Oil BackUp, Programmable Thermostat, Radiator, Zoned
Cooling Central A/C
Flooring Ceramic Tile, Hardwood
Fireplaces Number 1
Inclusions Parking Included In ListPrice, Parking Included In SalePrice
Fireplace Y
Heat Source Electric, Oil
Exterior
Exterior Feature Deck(s), Porch(es), Screened
Parking Features Additional Storage Area, Garage - Front Entry, Inside Access
Garage Spaces 4.0
Fence Fully
Pool In Ground
Water Access Y
Water Access Desc Canoe/Kayak,Fishing Allowed,Public Access,Swimming Allowed
View Water, Bay
Roof Type Architectural Shingle
Accessibility None
Porch Deck(s), Porch(es), Screened
Total Parking Spaces 4
Garage Y
Private Pool Yes
Building
Lot Description Backs to Trees, Front Yard, Landscaping, Level, No Thru Street, Open, Rear Yard, Rural, Poolside
Story 3
Foundation Crawl Space, Brick/Mortar
Above Ground Finished SqFt 1696
Sewer Septic Exists
Water Public
Architectural Style Coastal, Cottage
Level or Stories 3
Additional Building Above Grade, Below Grade
Structure Type Beamed Ceilings,Dry Wall,Plaster Walls
New Construction N
Schools
Elementary Schools Tilghman
Middle Schools St. Michaels
High Schools St. Michaels
School District Talbot County Public Schools
Others
Pets Allowed Y
Senior Community No
Tax ID 2105188067
Ownership Fee Simple
SqFt Source 1696
Special Listing Condition Standard
Pets Allowed No Pet Restrictions
Nearby Locations
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