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Sherwood MD Real Estate & Commercial for Sale

The median home value in Sherwood, MD is $495,000. This is higher than the county median home value of $380,000. The national median home value is $308,980. The average price of homes sold in Sherwood, MD is $495,000. Approximately 52% of Sherwood homes are owned, compared to 11% rented, while 37% are vacant. Sherwood real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Sherwood real estate agent to arrange a tour today!
Learn more about Sherwood Real Estate.


Showing Homes Nearby Sherwood, MD
Beds:
n/a
Baths:
2.00
Sq.Ft.:
4,277
Status:
Active
MLS#:
MDTA2014458
Type:
Other
Lot size:
0.28 Acres
Year built:
1930
Courtesy: Tilghman Island Realty Inc
View additional info

Here's your chance to own a full service waterfront restaurant and a piece of Tilghman Island history. This property has operated as a restaurant for almost 90 years. Located on Knapps Narrows, Gina's at the Bridge, is literally right next to one of the busiest drawbridges in the country. Bridge openings are by "demand of the boat" waterfront diners have many opportunities to see a wide variety of boats and watercraft coming and going. There is a full service bar inside. Indoor dining has 3 separate areas. Upstairs is an area for private dinners or small gatherings and opens to an outside deck with views of the Chesapeake Bay. Outside dining along Knapps Narrows seats about 80 people. There is also an outdoor Tiki Bar. This restaurant is turnkey. All restaurant equipment, tables, chairs, artwork etc. convey. Price includes real estate and restaurant business.

Beds:
n/a
Baths:
Sq.Ft.:
1,368
Status:
Active
MLS#:
MDTA2012412
Type:
Mixed Use
Subdivision:
NONE AVAILABLE
Lot size:
0.84 Acres
Year built:
1958
Courtesy: Meredith Fine Properties
View additional info

Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home on 0.84 commercially zoned acreage with premier road frontage presents a compelling opportunity for investors seeking rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment, recreation, and service hubs. In addition to the primary residence, the property includes two detached outbuildings. One is ideal for storage or retail use, and another is suited for workshop or auto repair. The lot provides open space with ample parking and a private setting while remaining conveniently located near St. Michaels, Easton, and Tilghman Island. Investment Highlights 3 Bedrooms 2 Bathrooms split between two units 0.84 acre parcel with generous yard space Two accessory structures (retail/storage in need of repair + versatile workshop ) Strong long-term rental market supported by local workforce and regional amenities Minutes to marinas, dining, recreation, and Chesapeake Bay attractions Quiet rural location with easy access to surrounding towns and services An excellent offering for investors seeking a stable rental property in the Eastern Shore's highly regarded Talbot County market. Property is being sold As-Is. Showings by appointment only. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

Beds:
n/a
Baths:
Sq.Ft.:
848
Status:
Active
MLS#:
MDTA2014456
Type:
Other
Subdivision:
SAN DOMINGO COVE
Lot size:
2.24 Acres
Year built:
1820
Courtesy: Benson & Mangold, LLC
View additional info

This commercial property in St Michaels presents a unique investment opportunity. Situated on a 2.24-acre lot, the property benefits from a prime highway location, ensuring high visibility and accessibility for future tenants or customers. This property lends itself to a variety of business ventures. the flexibility of parking options enhance its attractiveness for commercial use. Investors can capitalize on the growing demand for commercial spaces in this area, leveraging the strategic location while the focus remains on land utilization and development potential. This property is ideal for those looking to invest in a versatile space with the opportunity for appreciation and income generation.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
9,164
Status:
Active
MLS#:
MDTA2014524
Type:
Mixed Use
Subdivision:
ST. MICHAELS
Lot size:
1.16 Acres
Year built:
1953
Courtesy: Benson & Mangold, LLC
View additional info

Commercial Opportunity- Positioned along S. Talbot Street (Route 33) at the entrance to St. Michaels, this General Commercial (GC) property offers exceptional visibility, convenient access, ample parking, and a flexible three-unit configuration suitable for a variety of commercial uses. The property provides a strong location for an owner-user or investment opportunity with easy access to St. Michaels, Easton, and surrounding Talbot County communities. Three Condominium Units A-C. Unit A- 248' of Road frontage / Showroom Approximately 4,044 SF One-story block construction with storage attic Large display windows Showroom space Office and planning areas Shop and storage areas Central air conditioning 2-zones 10'x8' door Unit B- Warehouse / Flex Space (Heated) Approximately 4,148 SF Metal building Warehouse/light industrial configuration Two 12' 12' drive-in doors Flexible warehouse and storage space 2nd Floor storage space added Loading and service access Unit C- Workshop / Storage Additional detached commercial unit offering workshop and storage flexibility. Potential Uses- The property's General Commercial zoning and flexible layout make it well suited for a variety of commercial applications, including: Retail Professional office Showroom Automotive/service business Warehouse Marine Businesses Distribution Flex commercial Contractor headquarters Storage Light industrial Investment opportunity Owner-user occupancy

Beds:
n/a
Baths:
2.00
Sq.Ft.:
2,404
Status:
Active
MLS#:
MDCA2029972
Type:
Other
Lot size:
0.06 Acres
Year built:
1930
Courtesy: RE/MAX United Real Estate
View additional info

This house is zoned for commercial use. It is located on the street across from the former "Nice and Fleezy" at the end of the North Beach Board walk. Public parking in front of the house along with a driveway and a garage that accommodates at least three vehicles back to back. Currently used as a week end cottage. There is a lift up to the second level outside of the garage. The property was raised in approximately 2006 after a bad storm . Suitable for many different types of business opportunities. You could live upstairs and use the large garage space for retail purposes. All types of business' would have to be approved by Town of North Beach. The zoning allows for specific types of business' and the code and classifications are available upon your request. There is a bit of a Bay View from the primary suite and a good view from the deck off the back bedroom . There are two sheds on the main level for storage. Right now there are 3 bedrooms , two full baths and a kitchen with adjoining recreation area. Walk past two homes and you are right at the Bay!

Beds:
n/a
Baths:
Sq.Ft.:
2,144
Status:
Active
MLS#:
MDAA2133600
Type:
Other
Subdivision:
SHADY SIDE
Lot size:
0.57 Acres
Year built:
1940
Courtesy: Schwartz Realty, Inc.
View additional info

4 BEDS/1FULL BATH AND1/2 BATH WITH SHOWER. 2144SQ FT. Home income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MC) heavy commercial marine zoned property totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8 feet that can accommodate boats in excess of 40 feet. Total income from 6 of the 12 slips in 2025 was $6900!! POTENTIAL for much more PLUS Additional rental income from DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. .

Beds:
n/a
Baths:
3.00
Sq.Ft.:
2,340
Status:
Active
MLS#:
MDAA2143304
Type:
Mixed Use
Lot size:
0.54 Acres
Year built:
1963
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Endless potential in this versatile C1-zoned property - live in one side and run your business from the other, or use the entire building for commercial use. Originally the Shady Side Post Office, this character-filled building sits on just over half an acre with approximately 400 feet of road frontage, offering excellent visibility and easy access. Highlights: C1 commercial zoning - flexible uses Live/work configuration or full commercial conversion Multiple offices / bedrooms 3 Bath rooms 2 kitchens and 2 laundry areas Just over 0.5 acre lot with 400' road frontage Suitable for: accountant, attorney, construction office, daycare, antiques, boat sales/service, retail, studio, caf , professional offices, and more Why this property: Great exposure and versatility make this an ideal opportunity for owner-operators or investors looking to attract customers and create a distinctive business presence. High frontage and flexible zoning mean almost any business concept could work here.

Beds:
n/a
Baths:
Sq.Ft.:
3,380
Status:
Active
MLS#:
MDTA2014498
Type:
Mixed Use
Lot size:
10.9 Acres
Year built:
1960
Courtesy: Benson & Mangold, LLC
View additional info

Zoned MXW this is one of the last remaining large parcels in the Town of Easton, Maryland Plans must be approved by Easton Planning and Zoning . See zoning for permitted uses. With approved residential uses there are some applications that will go along with an appropriate commercial applications. However the main use for this will be residential. Current leases are all cancellable and will be done a settlement.

Beds:
n/a
Baths:
4.00
Sq.Ft.:
1,744
Status:
Active
MLS#:
MDTA2013028
Type:
Other
Lot size:
0.15 Acres
Year built:
1890
Courtesy: Meredith Fine Properties
View additional info

Price Improvement!!! Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity - perfect as a high-end investment property or as your personal residence with an income-producing second unit. This stunning building features two fully updated 1,000 sq. ft. units, each finished with high-quality materials and thoughtful design. First-Floor Unit 2 bedrooms, 2 baths Gourmet kitchen with premium finishes In-unit washer/dryer Fireplace and hardwood floors Relaxing front porch and covered rear deck with landlord-provided furniture Large private parking lot behind the building Easy walking distance to Easton's restaurants, shops, and entertainment Second-Floor Unit Offered fully furnished Mirrors the first-floor layout and upgrades Primary bedroom with access to a second-story balcony Turnkey and ready for immediate occupancy Together, the two units generate $5,670 per month, making this an exceptional opportunity for investors, entrepreneurs, or owner-occupants seeking both comfort and cash flow. With its prime location and high-end renovation, this exquisite property won't last. Call today to schedule your private showing.

Beds:
n/a
Baths:
Sq.Ft.:
4,310
Status:
Active
MLS#:
MDTA2012934
Type:
Industrial
Lot size:
0.26 Acres
Year built:
1970
Courtesy: Mackenzie Commercial R E SVCS, LLC
View additional info

8 private Offices with Kitchenette; 2 Drive in Doors, 10x11; 2 Separate Warehouses with workshop space connected to Office; Fenced in lot for outdoor storage; Walking distance to downtown Easton

Beds:
n/a
Baths:
Sq.Ft.:
20,000
Status:
Active
MLS#:
MDTA2004014
Type:
Office
Year built:
2021
Courtesy: NAI Coastal
View additional info

499 Idlewild Ave., Easton, MD Is a unique opportunity to own recently built, triple-net, commercial real estate in the Easton medical and professional corridor. This acquisition provides investors with an income-producing property consisting of a 20,000 square foot building constructed in 2019, offering 100% occupancy. Present tenants all exceed five-year terms with strong financial and tenancy records. This property has the potential to provide a desirable Return on Investment within the first few years of ownership, following a Pro Forma which reflects the pass through expenses, market comparable lease rates, and standard terms expected within the Easton professional market. Acquiring this property provides investors with 20,000 square feet of Class A medical and professional office, constructed to exceed building efficiency code requirements and provide ample parking. This building is within close proximity to Route 50, the University of Maryland Shore Medical Center (0.50 miles), and downtown Easton which offers easily-accessed amenities and quality restaurant options.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
4,783
Status:
Active
MLS#:
MDAA2149966
Type:
Other
Subdivision:
MAYO
Lot size:
2.4 Acres
Year built:
1971
Courtesy: Coldwell Banker Realty
View additional info

A LEGACY HOSPITALITY OPPORTUNITY ON THE MAYO PENINSULA For more than half a century, the Bayside Inn stood as a cornerstone of the Mayo Peninsula - an institution where generations gathered over steamed crabs, cold drinks, and the unmistakable rhythm of Chesapeake life. From 1971 until its recent closure, this was not merely a restaurant; it was a ritual, a destination, and a deeply rooted part of Anne Arundel County's cultural fabric. Today, that legacy is not gone - it is available. Positioned along Mayo Road, this offering presents a rare opportunity to step directly into an established hospitality footprint with infrastructure, identity, and community recognition already in place. The goodwill built over decades cannot be replicated, only inherited - and for the right operator, this is a chance to carry that momentum forward with clarity and purpose. The property is fully equipped. All personal property remains on-site, allowing a seamless path to reopening or repositioning. A Class B (BWL) liquor license - increasingly difficult to secure - conveys with the sale, permitting on-premises and off-premises alcohol sales, dancing, and Sunday service, providing broad operational flexibility and revenue potential. A posted capacity of up to 175 patrons supports both steady daily volume and event-driven programming. Included in the offering is the adjoining residence at 1248 Mayo Road, creating a compelling live/work scenario for owner-operators or additional income potential. Whether utilized as management housing, short-term rental, or administrative space, this component adds both versatility and value. The fundamentals here are undeniable: A location with decades of proven patronage A fully built-out restaurant environment with essential infrastructure intact A transferable license structure that materially accelerates time to market A community that already knows - and remembers - the address What remains is vision. This is an opportunity suited for an experienced operator who understands the advantage of stepping into a space where the heavy lifting has already been done. Whether revitalizing the beloved Bayside Inn concept, introducing a contemporary coastal brand, or reimagining the property entirely, the foundation supports immediate and meaningful execution. Opportunities like this - where history, infrastructure, and entitlement align - are increasingly scarce in the Chesapeake Bay region. 1246 Mayo Road is not simply a property for sale. It is a legacy waiting for its next steward.

Beds:
n/a
Baths:
Sq.Ft.:
33,240
Status:
Active
MLS#:
MDTA2012564
Type:
Other
Year built:
1940
Courtesy: Benson & Mangold, LLC
View additional info

Unique parcel of ground in Easton. Sale does NOT include cell tower which will be sold separately. It is in the PRD District but is zoned BC by the Town of Easton with residential as a permitted use. Survey available. The property is not in the Town Historic District. Feel free to ride on the property but no access until January.

Beds:
n/a
Baths:
Sq.Ft.:
2,522
Status:
Active
MLS#:
MDTA2013086
Type:
Other
Lot size:
0.23 Acres
Year built:
1920
Courtesy: Benson & Mangold, LLC
View additional info

Newly listed parsonage of the Asbury Methodist Church. Offering over 2500 sqft of space, this brick structure offers many possibilities. Off street parking with circular driveway, detached brick garage, separate office area and 2 story building with full kitchen, front porch, 3 separate rooms downstairs and full basement. Currently zoned as exempt commercial, buyer is responsible for any and all due diligence regarding potential uses.

Beds:
n/a
Baths:
Sq.Ft.:
3,136
Status:
Active
MLS#:
MDTA2012970
Type:
Retail
Subdivision:
NONE AVAILABLE
Lot size:
0.82 Acres
Year built:
1971
Courtesy: Benson & Mangold, LLC
View additional info

Discover the perfect addition to your portfolio with this high-visibility commercial building in Easton's premier General Commercial (CG) district. Featuring a versatile multi-unit layout, this property is ideal for a mix of retail, professional offices, or service-based businesses. The site boasts an exceptionally rare asset for the area: an expansive, dedicated parking lot that ensures easy access for high-volume tenants and customers alike. With its strategic location, flexible floor plans, and proven potential for multiple income streams, this is a turnkey opportunity for the savvy investor looking to anchor their presence in a high-traffic corridor.

Beds:
n/a
Baths:
Sq.Ft.:
5,508
Status:
Active
MLS#:
MDTA2014410
Type:
Office
Year built:
2003
Courtesy: Benson & Mangold, LLC
View additional info

Great Investment Opportunity - This 5500+/- sq ft Commercial Condo has a long term Lease with a well-established Tenant. Zoned Commercial, ideal for Medical or related Business. Excellent condition, great visibility and plenty of parking.

Beds:
n/a
Baths:
2.00
Sq.Ft.:
4,862
Status:
Active
MLS#:
MDTA2007238
Type:
Other
Year built:
1994
Courtesy: Benson & Mangold, LLC
View additional info

Located in the heart of Easton's medical and healthcare district - and just moments from Route 50 - this 1,500 sq. ft. end-unit commercial condo offers an exceptional opportunity for medical, dental, or professional office use. If you're ready to own instead of rent, this space delivers the flexibility, infrastructure, and location your business needs. Thoughtfully designed with a highly functional layout, the unit features a welcoming waiting room, dedicated reception area, two restrooms, five office/exam rooms, break room, equipment room, sterilization area, and mechanical room. Every treatment room includes a sink and is fully plumbed for dental chairs with water, suction, and air at both ends. Wiring is already in place for digital dentistry, panoramic X-ray, and data systems. All rooms also include Radon fans installed during COVID to create negative pressure - an added layer of safety and value. Additional perks include 220V service for autoclaves and laundry hookups. Interior walls can be easily reconfigured to suit your practice or workflow. Recent updates include a new roof and freshly repaved parking lot. Shared operating costs - trash, lawn care, landscaping, and water - are divided among the four units based on square footage.With ample parking and a prime location surrounded by established healthcare providers, this space is a rare chance to elevate your business while building equity. Perfect for medical, dental, therapy, or professional users looking to stop paying rent and secure a smart long-term investment. Bring your buyers. Bring your business.

Beds:
n/a
Baths:
Sq.Ft.:
1,605
Status:
Active
MLS#:
MDTA2006222
Type:
Other
Subdivision:
EASTON
Lot size:
1.83 Acres
Year built:
1963
Courtesy: Benson & Mangold, LLC
View additional info

Two RT 50 parcels located in Easton on sought after O.C. bound side at corner of Rt 50 and Dutchman s Lane. Office on property in good condition but sold as-is. Zoned General Commercial with all utilities available at site.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2008562
Type:
Mixed Use
Lot size:
55.91 Acres
Year built:
1954
Courtesy: Benson & Mangold, LLC
View additional info

Don't miss out on this rare opportunity to transform this 56+/ -acre parcel into a premier development project. This expansive property offers a blend of zoning options and fantastic exposure on Route 50, making it an ideal investment for developers. The property is well-suited for high-visibility projects including home improvement stores, pad sites, restaurants, and so much more. All utilities are at the site. Located in the prime area of Easton with easy access to major roads and amenities. Owner will consider all reasonable offers. Owner will develop for a credit tenant. This offering includes Tax Map 100, Parcel 0420 Chapel Road, Easton. Located in Easton's Opportunity Zone! Contact us today to start turning your vision into reality! Available for Sale or Lease - call for additional information.

Beds:
n/a
Baths:
Sq.Ft.:
5,638
Status:
NEW LISTING
MLS#:
MDTA2015014
Type:
Retail
Lot size:
0.78 Acres
Year built:
1983
Courtesy: Benson & Mangold, LLC
View additional info

Premier Garden Center & Nursery with Additional Income Streams Seize this rare opportunity to own a thriving garden center and nursery situated in a high-traffic location. This well-established business includes a spacious and modern greenhouse, a charming gift store, and a popular floral shop, all catering to the gardening and home decor needs of the community. The property is designed to provide a delightful shopping experience with a variety of plants, flowers, and unique gifts. Key Features: High Visibility & Traffic: Located on a busy road, ensuring consistent customer flow. Expansive Greenhouse: A fully equipped greenhouse that supports year-round plant cultivation and sales. Diverse Offerings: Includes a gift store and floral shop, attracting a broad customer base. Ample Storage & Office Space: Plenty of storage for inventory and a comfortable office space for business operations. Additional Income Opportunities: 3-Unit Apartment Complex: Fully leased apartments providing steady rental income. Versatile Additional Building: A two-story building with multiple rooms, including a kitchen, bath, and loft. Perfect for use as an owner's office or as a rental property for additional revenue. This property not only offers a profitable business but also multiple streams of income from rental units. It is an ideal investment for those looking to own a garden center with a strong local presence, while also benefiting from the added security of rental income.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
1000048789
Type:
Other
Subdivision:
NONE AVAILABLE
Lot size:
1.46 Acres
Year built:
2015
Courtesy: Benson & Mangold, LLC
View additional info

1.46 acre commercial lot fronting US Rt. 50 in Easton Commons. Finished street with utilities to site. Zoned CL. Perfect for restaurant and other retail uses. AADT of 35,000.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2010202
Type:
Other
Lot size:
18.86 Acres
Year built:
2025
Courtesy: Benson & Mangold, LLC
View additional info

Final section of Lakelands subdivision! Previously approved for up to 48 lots, road cut thru, some water & sewer installed. PUD approved by Town in 2010. See agent for plats, engineering and current status. Unique opportunity! Wetlands needs to be updated with possible additional land becoming available. Road needs completion. Some Capital fees already paid. Water lines partially installed along with sewer lines. Water lines needs upgrading for sprinklers.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDQA2014564
Type:
Other
Lot size:
10.88 Acres
Courtesy: Eastern Shore Real Estate, LLC
View additional info

Over 10 acres of commercial ground to build you new business. This lot is the first commercial lot (zoned KI Suburban Commercial) on the right side of rt 8 when traveling north, meaning that over half of the population of Kent Island has to drive by the property to go anywhere. The lot also borders the Kent Island Trail for 1000 feet on the back of the property. Call today before you see someone else cashing in your idea!

Beds:
n/a
Baths:
Sq.Ft.:
1,421
Status:
Active
MLS#:
MDTA2012716
Type:
Mixed Use
Lot size:
7.6 Acres
Year built:
1968
Courtesy: Long & Foster Real Estate, Inc.
View additional info

This 7.6 Acre Premier Commercial Parcel offers exceptional versatility in one of the Eastern Shore's most active growth corridors. Located along Rt. 50 between Easton and Cambridge, Maryland, the property features approximately 932 linear feet of frontage on a heavily traveled roadway, connecting the Chesapeake Bay Bridge and Ocean City. The site benefits from excellent Ingress and Egress, strong traffic counts, and outstanding visibility. The owner is willing to subdivide into smaller parcels for a qualified buyer, allowing flexibility for phased development, pad sites, or mixed-use configurations. Positioned directly in front of and adjacent to a 2,500 home development currently under construction, the property is surrounded by both established neighborhoods and rapidly emerging residential density. This location provides built-in demand and supports a wide range of high-performing commercial and service -oriented uses. Its current use is a gas station/convenience store that has thrived for many years. With scale, frontage, and development flexibility, this property presents a rare opportunity for investors and devlopers seeking long-term growth and multiple exit strategies along Route 50.

Beds:
n/a
Baths:
Sq.Ft.:
12,036
Status:
Active
MLS#:
MDQA2017804
Type:
Retail
Lot size:
1.78 Acres
Year built:
1965
A broker reciprocity listing Courtesy: SVN |Miller Commercial Real Estate
View additional info

For Sale or Lease! Positioned at the gateway to Kent Island, 1406 Main Street commands 1.78 acres with dual frontage on U.S. Route 50/301 and Main Street - among the most visible corners on Maryland's busiest Eastern Shore corridor. The site holds a three-building commercial complex of approximately 12,034 square feet: a large retail store fronting Route 50, a separate retail building addressing Main Street, and service space totaling nine drive-in bays.

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