Sherwood MD Real Estate & Homes for Sale

9 Properties Found

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
MDTA2012208
Type:
Single Family-Detached
Subdivision:
Deep Harbour Farm
Lot size:
2.01 Acres
Year built:
2005
Courtesy: Meredith Fine Properties 410-714-9166
View additional info

ADDITIONAL INFORMATION

Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing, mature landscaping and hardscaped patio with built in fire/grilling pit. Built in 2005, this home boasts an open floor plan and flow that welcomes you the moment you step inside. Rich hardwood floors add an elegant touch to the interior living spaces, which have all been freshly painted throughout. The kitchen includes a combination of warm wood cabinetry, granite countertops, and stylish modern appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, enjoy a spacious, sunlit dining area overlooking the pool and patio. Two additional living room areas complete the setting for endless year-round indoor/outdoor activities and gatherings. A convenient laundry/mudroom includes a large capacity, front-load, Maytag washer & Dryer w/pedestals and added built-in cabinets for extra kitchen storage, pool towels and more! A brand new 600 sq ft (pet friendly) family room is a huge bonus! Designed with low-maintenance wood look ceramic plank tile flooring, high ceilings, sun drenched windows, French doors and electric fireplace, this can easily provide the ideal space for a home studio, or be furnished as a traditional gathering place for holidays and special celebrations – providing direct access to a lush grass-filled, fenced yard area that leads to the side entrance to a custom designed oversized detached 24'x48' insulated garage with separate 200-amp electric service for recreational hobbies and/or storage needs. On the second floor of the home, discover a spacious primary suite, featuring two large walk-in closets and en-suite bath with plenty of natural light, a brand new double sink vanity and fixtures; tons of personal storage space, an oversized soaking tub, and a separate shower. Two additional bedrooms also include walk-in closets, and for those seeking versatility in their space, there is a bonus/play/gaming room with a separate area for study/small home office space. All interior spaces include new blinds and window treatments throughout. If you're dreaming of a waterfront lifestyle without the waterfront price...look no further. The Deep Harbour Farm waterfront community includes a multi-slip boat dock for exclusive use by residents (slips subject to availability each year) and kayak/SUP launch and storage racks. Additional highlights of this property include solar panels which keep electric costs at a minimum. A new Air-Conditioning unit; fully encapsulated crawl space; expansive attic space; charming covered front porch; brand-new separate 10’x20’ Amish-built garden shed just to name a few! Don’t miss out on this rare opportunity to settle into a prime coastal community and the unique lifestyle of the Eastern Shore, where history and modern amenities truly come together. Conveniently located a short distance from the Village of St. Michaels, within minutes of marinas and public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy miles of open bike trails, deep water fishing, crabbing and all that life on the Bay has to offer. --

Beds:
3
Baths:
3.00
Sq.Ft.:
3,853
Status:
Active
MLS#:
MDTA2011284
Type:
Single Family-Detached
Subdivision:
Sherwood
Lot size:
3.4 Acres
Year built:
2001
Courtesy: TTR Sotheby's International Realty 410-745-2596
View additional info

ADDITIONAL INFORMATION

Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage. The property also includes a 30x30 pole building with concrete floors, as well as a dock with water, electricity, and a boat lift. New septic installed in 2025!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,680
Status:
Active
MLS#:
MDTA2011380
Type:
Single Family-Detached
Subdivision:
Sherwood Landing
Lot size:
2.05 Acres
Year built:
2020
Courtesy: Benson & Mangold, LLC 410-822-6665
View additional info

ADDITIONAL INFORMATION

Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and washer and dryer. Located at the end of a cul de sac with mature trees and a great water view of Harris Creek and Sherwood landing. A truly unique opportunity!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,776
Status:
Active
MLS#:
MDTA2010948
Type:
Single Family-Detached
Subdivision:
Sherwood Landing
Lot size:
0.26 Acres
Year built:
1900
Courtesy: Long & Foster Real Estate, Inc. 410-745-0283
View additional info

ADDITIONAL INFORMATION

CHARMING SHERWOOD VILLAGE WITH ITS RICH HISTORY. ONE OF THE BEST KEPT SECRETS. STEP BACK IN TIME, WONDER PAST BEAUTIFUL GARDENS UNDER SHADE TREES, GET GREETED BY THE PEACEFUL SETTING . THE COMMUNITY DOCK WITH MULTIPLE SLIPS AND FLOATING DOCK , THE KAYAK LANDING, IS A NEIGHBORHOOD HANG OUT, VERY POPULAR AT SUNSET TIME TO ENJOY GLORIOUS SUNSETS WITH WIDE OPEN VIEWS OVER HARRIS CREEK. THIS HOME HAS BEEN LOVINGLY RESTORED, THE SIDING HAS BEEN SCRAPED AND FRESHLY PAINTED, THE CRAWLSPACE IS ENCAPSULATED, THE ROOF 2015 ARCHITECTURAL SHINGLES AND STANDING SEAM METAL, THE SEPTIC SYSTEM A NEW BAT SYSTEM, NEW WELL. BEAUTIFUL LANDSCAPING FOR PRIVACY, GARAGE/ WORKSHOP AND OFF STREET PARKING. NEW RENAI HOT WATER HEATER AND HVAC SYSTEM. DINING ROOM AND LIVING ROOM HAVE SHIPLAP WALLS AND PANNELLED CEILINGS WITH BEAMS, THERE IS A GAS STOVE INSERT, BEAUTIFUL WOOD FLOORS, CHERRY KITCHEN CABINETS, GRANITE COUNTER. OPEN THE FRENCH DOORS FROM THE DINING ROOM TO THE SCREENED PORCH, ACCESS THE KITCHEN ALSO FROM THE OPEN PORCH THAT OPENS TO THE GARDEN. FIRST FLOOR FULL BATH WITH SUBWAY TILED WALK IN SHOWER. THE SECOND FLOOR HAS 2 BEDROOMS THAT SHARE A BRIGHT GENEROUS SIZED FULL BATH WITH WALK IN SHOWER AND CLAWFOOT TUB. HISTORY MEETS MODERN CONVENIENCE IN THIS CHARMING AND CLASSIC EASTERN SHORE CHARMER, JUST A SHORT DRIVE TO HISTORIC ST MICHAELS RESTAURANTS AND SHOPS OR TO TILGHMAN ISLAND TO WATCH THE SAILBOATS AND WORKBOATS FLOAT BY. THERE IS AN ANNUAL FEE OF $ 130 FOR MOSQUITO SPRAYING AND STREET LIGHTS .

Beds:
5
Baths:
7.00
Sq.Ft.:
5,554
Status:
Active
MLS#:
MDTA2011520
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
15.54 Acres
Year built:
1984
Courtesy: Chesapeake Bay Real Estate Plus, LLC 410-829-3603
View additional info

ADDITIONAL INFORMATION

This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground pool and children's play area. Large garage/barn to store all the water toys and pool equipment. It's currently being used as a Vacation Rental. Showings will be staggered between use.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,424
Status:
Active
MLS#:
MDTA2011448
Type:
Single Family-Detached
Subdivision:
Deep Harbour Farm
Lot size:
2.05 Acres
Year built:
1990
Courtesy: The KW Collective 443-574-1600
View additional info

ADDITIONAL INFORMATION

Escape to Eastern Shore Living! Welcome to this spacious 4-bedroom, 2.5-bath gem nestled in a sought-after water-access community. Enjoy an open-concept layout flooded with natural light, perfect for entertaining or relaxing. The kitchen features stainless steel appliances, while the cozy living room includes a fireplace for year-round comfort and a bedroom on the main level. Three additional bedrooms provide room for guests on the upper level, a home office, or hobbies. Outside, unwind in the private backyard or take a short stroll to the community boat dock for kayaking, boating, crabbing, or serene sunset views. Located minutes from charming shops, local eateries, and everything the Eastern Shore lifestyle has to offer—this home is the perfect blend of comfort, convenience, and coastal charm.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,336
Status:
Active
MLS#:
MDTA2010104
Type:
Single Family-Detached
Subdivision:
Sherwood
Lot size:
0.25 Acres
Year built:
1900
Courtesy: Benson & Mangold, LLC 410-745-0415
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,847
Status:
Active
MLS#:
MDTA2009912
Type:
Single Family-Detached
Subdivision:
Landgon Farm
Lot size:
4.16 Acres
Year built:
2023
Courtesy: TTR Sotheby's International Realty 410-745-2596
View additional info

ADDITIONAL INFORMATION

It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an office, laundry room, mud room, and a grand family room, dining area and kitchen, Some notable features include: Cast iron farmhouse kitchen sink ; cast iron claw-foot bath-tub : 3/4 " solid white oak flooring; 3/4" tongue and groove ceilings; solid interior doors; Azek shaker siding; heated floors in all bathrooms; marble tile in Primary suite bathroom; ILVE 48" gas range; 150 ft. pier and a large waterside deck. Perfect home for either a primary residence or a vacation home. The prestigious Langdon farm location offers convenience to both St. Michaels and Tilghman. Owner is not responsible for any road maintenance as their lot is still on County Road.

Beds:
3
Baths:
2.00
Sq.Ft.:
5,344
Status:
Active
MLS#:
MDTA2009134
Type:
Single Family-Detached
Subdivision:
Sherwood
Lot size:
0.45 Acres
Year built:
1855
Courtesy: Keller Williams Select Realtors of Annapolis 410-972-4000
View additional info

ADDITIONAL INFORMATION

This Sherwood home truly has it all—history, charm, and modern updates. Included is the Historic Sherwood Store, which served the community for more than 160 years. A detached two-bay garage adds even more room for parking, storage, or workshop space. Just around the corner, you’ll also find a public dock and kayak launch on Harris Creek, Where you can moor your boat or jump in for a swim. It also offers easy access to the Choptank River and Chesapeake Bay. This beautiful home welcomes you with a large front porch and features 3 bedrooms and 1.5 baths. One bedroom includes a bonus space ideal for a walk-in closet, nursery, or office. A convenient laundry closet with washer and dryer is included in another bedroom. Upstairs, a full bath showcases a charming stained-glass window, while a half bath downstairs adds everyday convenience. The spacious first floor provides plenty of room to relax or entertain, complete with a cozy gas fireplace in the den. Outside, the peaceful backyard is enclosed with a custom cedar fence and garden arbors, creating a beautiful safe space for children or pets. The side deck is perfect for gatherings or quiet evenings, and the large fenced garden has been a thriving vegetable garden in the past. Lush landscaping and beautiful hydrangeas complete the setting. Thoughtful updates have been done to this historic property, including new roofs on both the house and garage, a new heating/cooling system, a custom kitchen, refinished original flooring, refurbished siding on the accessory building, and fresh interior and exterior paint (approx. 2020). This is a unique opportunity to own a piece of Talbot County’s history in a scenic waterfront community—now at a fantastic value. Note: some pictures are virtual staged

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1–9 of 9 properties displayed
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Sherwood Real Estate

Sherwood is located in Maryland. Sherwood, Maryland has a population of 303. Sherwood is more family-centric than the surrounding county with 29.79% of the households containing married families with children. The county average for households married with children is 22.67%.

The median household income in Sherwood, Maryland is $132,917. The median household income for the surrounding county is $79,349 compared to the national median of $69,021. The median age of people living in Sherwood is 59.5 years.

Sherwood Weather

The average high temperature in July is 86.6 degrees, with an average low temperature in January of 28.1 degrees. The average rainfall is approximately 46 inches per year, with 12.5 inches of snow per year.

Sherwood Map

Sherwood Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    15
    30-day change

Sherwood Schools and Demographics

Education near Sherwood, MD

City County
High School Graduates 88 91.66
College Degree - 2 year 3.2 7.92
College Degree - 4 year 25.6 40.99
Graduate Degree 8.8 10.69
Expenditures per Student 20,261 20,261
Students per Teacher 13.6 13.6

Elementary Schools near Sherwood, MD

Grades Students P/T Ratio ZIP
Deale Elementary School KG - 05 283 13.9 20751
Shady Side Elementary School PK - 05 484 15.7 20764
St. Michaels Elementary PK - 05 338 14.4 21663
Tilghman Elementary School PK - 05 85 9.6 21671

High Schools near Sherwood, MD

Grades Students P/T Ratio ZIP
St. Michaels Middle/High School 06 - 12 442 12.6 21663

Demographics near Sherwood, MD

City County
Neighborhood Type Small town
Population 303 37,510
Population Density 74 140
Median Age 59.5 51
People per Household 2.6 2.3
Median Household Income 132,917 79,349
Average Income per Capita 74,576 51,234

Real estate near Sherwood