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Sherwood MD Real Estate & Commercial for Sale

The median home value in Sherwood, MD is $2,125,000. 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 $2,125,000. 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:
Sq.Ft.:
1,200
Status:
Active
MLS#:
MDTA2012508
Type:
Other
Lot size:
0.64 Acres
Year built:
1965
Courtesy: Benson & Mangold, LLC
View additional info

The former "Bozman General Store and Post Office," is located just 5 miles outside St. Michaels. Zoned "Village Hamlet Commercial," this high-visibility property on a .64-acre corner lot offers many potential commercial uses: General Store; Construction Contractor/Subcontractor Office; Boat or Auto Repair; Private Office; etc. Or, potentially could be converted to Residential. Any use will require Talbot County Planning and Zoning Approval. There is an existing modern well and an older septic system. Public sewer connection projected to be available in 2026. The 1,200 sq ft block building was constructed in 1965. In 2025, the old floors were removed and new floor joists and subfloor were installed. At the same time, the roof rafters were sistered and the ceiling height raised to 9.5 ft., with all-new ceiling rafters. The building is offered in "as-is" condition. Recent survey available.

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
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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.:
5,714
Status:
Active
MLS#:
MDTA2012984
Type:
Mixed Use
Lot size:
0.73 Acres
Year built:
1875
Courtesy: TTR Sotheby's International Realty
View additional info

This prominent, Bed and Breakfast Inn, in historic St. Michaels, impresses with its nostalgic charm, Victorian architecture, and superior craftsmanship. The Inn is beautifully situated on the largest waterfront lot in town, with views of Honeymoon Bridge, the renowned Crab Claw Restaurant and the Patriot, a 65-foot touring vessel. The Inn offers both a tranquil setting and a front row seat to the picturesque St. Michaels Harbor. The Inn boasts 7 bedrooms, 8.5 bathrooms and 3 fireplaces. In addition, the first floor (with cozy rooms and covered porches) offers ample space for gathering or relaxation. There is also a 2-bedroom, 2 bath cottage on the property for the owners or managers of the Inn. Ample guest parking is available on site. This is a unique and wonderful opportunity to own an iconic property in historic St. Michaels.

Beds:
n/a
Baths:
Sq.Ft.:
6,950
Status:
Active
MLS#:
MDTA2008124
Type:
Office
Subdivision:
ST. MICHAELS
Lot size:
0.55 Acres
Year built:
1972
Courtesy: Benson & Mangold, LLC
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This impeccably maintained professional building in St. Michaels offers a unique blend of coastal style and functional design. Expanded and renovated in 2002 by the expert team of Christine Dayton and Peter Hanlon, the property is perfectly suited for a single owner-occupant or multi-tenant use. The main level is fully ADA compliant and includes four office suites, a conference room, a workroom, two bathrooms, and a kitchen area. The upper level is accessed via two separate exterior entrances and contains multiple offices, a conference space, and two bathrooms. The property includes a rare paved parking lot for more than 30 cars, providing ease of access for clients and staff alike. With CG zoning, the site is ideal for a variety of uses such as government offices, healthcare, dental clinics, or daycare facilities. All prospective buyers should verify their intended use with Talbot County Planning and Zoning.

Beds:
n/a
Baths:
Sq.Ft.:
3,574
Status:
Active
MLS#:
MDTA2013334
Type:
Other
Subdivision:
OXFORD
Lot size:
0.21 Acres
Year built:
1875
Courtesy: Benson & Mangold, LLC
View additional info

Incredible opportunity to own a circa 1875 home in Oxford's Historic District that has been renovated with a separate 2 bedroom apartment with views of Town Creek. Formerly a Bed and Breakfast, it features 2 first floor bedrooms with 1 and 1/2 baths and 3 second floor bedrooms each with its own full bath. Entire exterior has been newly painted and most of the windows have been replaced. A lovely side garden with a fountain, front porch close to Town Park, and a one and one half car garage with room for a workshop compliment the home. The bright, newly renovated kitchen is the center of the house featuring an alcove with a large kitchen table. It overlooks the side garden. Owner prefers weekend showings. If weekday is only possibility, please allow 24 hours. Thank you

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 (MA2) 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 RENTAL INCOME IN ADDITION TO DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. Cold box has been removed.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
1,036
Status:
Active
MLS#:
MDTA2012864
Type:
Other
Year built:
1998
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

INVESTORS ALERT... , SECOND FLOOR LOCATION WITH ENTRANCE OFF COMMON FOYER, GREAT VISIBILITY AND PLENTY OF ON SITE PARKING , UNIT 4 MDTA2012870 NEXT DOOR IS ALSO LISTED AND CAN BE CONNECTED OR RENTED SEPARATE. THIS UNIT 6 IS CURRENTLY RENTED THE BUILDING IS WELL MAINTAINED AND UPDATED. Entire roof was replaced in 2024. Back stairway/deck that accesses Units 4/6 and provides emergency egress was completely replaced in 2025. Grading project completed in 2025. River rock, downspouts replaced, landscaping There is space to install an elevator , this has been planned when those units were constructed.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
MDTA2012870
Type:
Office
Subdivision:
EASTON BUSINESS CENTER
Year built:
1998
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

INVESTORS ALERT...GREAT UNIT , SECOND FLOOR LOCATION WITH ENTRANCE OFF COMMON FOYER, GREAT VISIBILITY AND PLENTY OF ON SITE PARKING , UNIT 6 NEXT DOOR IS ALSO LISTED MDTA2012864, AND CAN BE CONNECTED TO OBTAIN A LARGE OFFICE SPACE . OR CONTINUE RENTING 2 SPACES, UNIT 6 IS CURRENTLY RENTED. THE BUILDING IS WELL MAINTAINED AND UPDATED. Entire roof was replaced in 2024. Back stairway/deck that accesses Units 4/6 and providing emergency egress was completely replaced in 2025. Grading project completed in 2025. River rock, downspouts replaced, landscaping There is space to install an elevator , this has been planned when those units were constructed.

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

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:
5.00
Sq.Ft.:
5,874
Status:
Active
MLS#:
MDTA2011624
Type:
Other
Subdivision:
EASTON
Lot size:
0.57 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Substantial building right in the middle of all the action of Downtown Easton and the bustling Amish Market is just across the street. This former Veterinary Clinic has a large reception area and check in area, a variety of offices, rooms and garages. This is quite a value for what is being offered. Owner may make some improvements if requested.

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 significant Return on Investment within the first few years of ownership, following a projected Pro Forma which reflects market rate and standard escalation and terms in the Easton professional space 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's proximity to Route 50, the University of Maryland Shore Medical Center (0.50 miles), and downtown Easton offers easily-accessed amenities and quality restaurant options, making this an attractive option for any tenant seeking space within this market

Beds:
n/a
Baths:
Sq.Ft.:
33,240
Status:
Active
MLS#:
MDTA2012564
Type:
Other
Year built:
1940
A broker reciprocity listing 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
A broker reciprocity listing 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:
2.00
Sq.Ft.:
3,311
Status:
Active
MLS#:
MDTA2012722
Type:
Other
Year built:
1987
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Currently offered as a large open area in the center with 2 handicap rest rooms, and a large waiting area with 8 private offices on the exterior perimeter. All utilities are metered separately. In move in condition with tile and carpet. Owner will also consider a lease. Plenty of parking. Was previously a physicians office with a large open bullpen in the center. No stairs to access. Plans available. Sale will include prorate share of CAM. Located in Easton's prime medical community with easy Route 50 access.

Beds:
n/a
Baths:
Sq.Ft.:
1,659
Status:
Active
MLS#:
MDTA2012734
Type:
Other
Year built:
1987
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Located in Easton's premier medical district this 1659 sq. ft. condo is perfect for any business needs. Open reception with a furnished kitchen in the rear, single handicap rest room and large closet it is easily subdivided. CAM is based on usage and is very moderate. Excellent parking facilities and signage on Idlewild. Currently vacant with immediate occupancy available....Also available for lease for a long term tenant.

Beds:
n/a
Baths:
Sq.Ft.:
6,030
Status:
Active
MLS#:
MDTA2008522
Type:
Industrial
Lot size:
0.8 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Multi tenant building - prime location, zoned general commercial, completely fenced yard, all public utilities.

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
A broker reciprocity listing 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.:
1,356
Status:
Active
MLS#:
MDTA2012654
Type:
Office
Year built:
1976
Courtesy: NAI Coastal
View additional info

Competitively priced professional space located in Easton, MD just off Route 50. The interior offers itself as existing medical use but could easily be converted to general office or retail. This unit currently features four existing exam rooms with reception, office, and common area. This condo property is well maintained and offers private entry and substantial at large parking in a private lot. This unit is also available for lease at $14 per square foot, NNN. Contact the listing advisor for additional details.

Beds:
n/a
Baths:
Sq.Ft.:
5,508
Status:
Active
MLS#:
MDTA2009440
Type:
Other
Year built:
2003
A broker reciprocity listing 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. NNN Lease with Automatic Renewals. 6.75% CAP at $1,595,000.

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. This opportunity won't last.

Beds:
n/a
Baths:
Sq.Ft.:
1,605
Status:
Active
MLS#:
MDTA2006222
Type:
Other
Subdivision:
EASTON
Lot size:
1.83 Acres
Year built:
1963
A broker reciprocity listing 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:
8.00
Sq.Ft.:
5,680
Status:
Active
MLS#:
MDTA2013428
Type:
Other
Lot size:
0.32 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Benson & Mangold, LLC
View additional info

Well-maintained 8-unit apartment building offering immediate income and a history of consistent occupancy. Ideally located approximately one block from Route 50, providing convenient access for commuters while maintaining a neighborhood setting. The property consists of eight 1-bedroom, 1-bath units, including two larger units at approximately 711 sq ft and six units at approximately 650 sq ft . Each unit features a functional layout with open living areas, separate bedrooms, and efficient kitchens. Flooring is a mix of hardwood, carpet, and laminate, with new carpet installed (common areas) throughout both upper and lower levels in 2024. Each apartment is equipped with its own mini-split system for heating and air conditioning, as well as a dedicated hot water heater.

Beds:
n/a
Baths:
3.00
Sq.Ft.:
1,880
Status:
Active
MLS#:
MDTA2013368
Type:
Mixed Use
Subdivision:
OCEAN GATEWAY
Lot size:
0.15 Acres
Year built:
1953
Courtesy: Meredith Fine Properties
View additional info

Commercial property in a prime location along Route 50 East in Easton, adjacent to CVS. Situated in a high-traffic corridor, this property offers excellent visibility and is zoned General Commercial (CG), allowing for a wide range of business uses. The paved parking lot provides space for at least six vehicles. Inside, the layout includes a spacious lobby/reception area, six or more private offices, one full bathroom, two powder rooms, a kitchenette, and a dedicated storage room. Inside finishes include laminate wood floors, and crown, chair, and base moldings. Sale is subject to the current lease which expires April, 2027 or sooner.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2012144
Type:
Other
Lot size:
3.11 Acres
Year built:
2025
A broker reciprocity listing Courtesy: SVN |Miller Commercial Real Estate
View additional info

3.11 Acres of land available for purchase in the Easton Technology Park. Due to the property's close proximity to Route 50, it's location creates an ideal and central hub with easy mobility to the Bay Bridge, Salisbury, and Seaford, DE. Other nearby points of interest include the Easton Airport and the new UMMS Shore Regional Health Medical Center, which is anticipating a 2028 opening. The new hospital will be 280,000 SF with potential access via rear of Easton Technology Park. - Utilities at the curb. - Natural Gas. - Park is adjacent to new 260,000 UMMS Hospital, to be delivered 2028. With potential access. - Prime Development opportunity for Medical Office, Light Industrial, and Flex Space.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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