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$1,995,000
Large, well-situated industrial office/flex facility on ± 6.77 acres in Preston — perfect for owner-operators seeking turnkey space for distribution, logistics, or regional operations or multiple uses for the savvy investor. The property offers warehouse/office infrastructure and plenty of parking space with easy road access. Equipped with lobby, multiple kitchens, and common area space. Great for owner-operators looking to own rather than lease and build their own base on Maryland’s Eastern Shore. Owner is in the process of a lot line revision to partition off the back three parking lots. All is still available with acceptable offer and terms.

3601 Choptank Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$295,000
3 Beds ⋅ 2 Baths
Welcome to 130 Charlotte Avenue in Federalsburg, Maryland—a well-appointed home offering three bedrooms, two full baths, and an attached two-car garage with a versatile bonus room above, ideal for a home office, gym, or guest space. Tucked away at the end of a quiet cul-de-sac, this property provides private outdoor enjoyment while remaining conveniently located for an easy commute to Seaford and Dover, Delaware, as well as Salisbury, Maryland. Enjoy small-town charm with the added bonus of being just a short drive from the beaches, shopping, and dining of Rehoboth Beach.

130 Charlotte Ave, Federalsburg

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$97,500
Offers will be presented as received. Seller has 3 very quiet wooded lots for sale. One 4-acre lot and two 6.5 acre lots. Land is in Ruther Glen close to King's Dominion, the State Fairgrounds and I-95. Very nice location to build your dream home or recreational use for hunting. Don't miss out on this opportunity!

Off Brownstone Rd, Ruther Glen

Listing courtesy of B. Allen Realty. Contact:

$97,500
Offers will be presented as received. Seller has 3 very quiet wooded lots for sale. One 4-acre lot and two 6.5 acre lots. Land is in Ruther Glen close to King's Dominion, the State Fairgrounds and I-95. Very nice location to build your dream home or recreational use for hunting. Don't miss out on this opportunity!

Off Brownstone Rd, Ruther Glen

Listing courtesy of B. Allen Realty. Contact:

$450,000
1 Beds ⋅ 2 Baths
A Distinctive Live/Work Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside with the practicality of a live/work lifestyle. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel). The 2.18 acre parcel hosts an impressive 1,596 Sq. Ft. office building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Currently used as an office with several rooms and a kitchen, SS appliances, attached apartment with a fantastic complete portable Kitchen, top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, guest quarters or professional workspace....and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build your dream home, if so desired, which will allow you to maintain your business operations just steps away from your front door. The grounds are partially wooded, with majestic mature trees and a peaceful pond, creating a picturesque setting that inspires both productivity and relaxation. Additional amenities include a spacious Workshop, ample storage, a fabulous fenced garden area, greenhouse, fenced firewood supply area, a fully fenced lot and a full home generator for convenience and peace of mind. Whether you are an entrepreneur, a creative professional, or someone who values space and serenity, this property delivers a rare balance of beauty and purpose. Take the opportunity to come and see for yourself.

23629 Willow Pond Rd, Denton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$609,000
5 Beds ⋅ 3 Baths
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

24276 Asbury Dr, Denton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$79,000

lot 6 Harmony Woods, Preston

Listing courtesy of Results Realty Inc.. Contact:

$644,995
4 Beds ⋅ 3 Baths
Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a well-equipped horse barn with stables measuring 36x64, and two convenient run-in sheds. Additional amenities include electric and water inside the barn and tack area, a dedicated storage shed, and a spacious driveway offering ample parking for multiple vehicles and trailers. The two-story home presents excellent indoor and outdoor living spaces. Relax and entertain on the large rear deck, take a dip in the above-ground pool, or unwind in the hot tub. A charming covered front porch and a side-entry two-car garage complete the exterior. Inside, the main level provides a comfortable layout, including granite countertops in the kitchen, a formal dining room, and the convenience of a half bath on the first floor. Upstairs, you'll find three bedrooms, a readily accessible laundry closet, and a versatile large bonus room situated above the garage—perfect for a home office, gym, or entertainment area. The heat pump and air conditioning system are less than two years old, giving you added peace of mind. Schedule your private tour of this unique property today!

4757 Long Swamp Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$159,900
Peaceful 5.281-Acre Wooded Home site with Wildlife Pond Views. Owner Financing Available with an acceptable down payment and terms. Discover the perfect blend of natural beauty and rural tranquility on this 5.281-acre perc-approved building lot, ready for your dream home. Nestled in a quiet country setting, this property offers a stunning overlook of a preserved wildlife pond, where geese, ducks, deer, and turkeys are frequent visitors—creating your own private nature retreat. The land features mature trees providing privacy and shade, along with a meandering stream running along the back of the property. With perc approval in place, bring your ideas and design your custom home or weekend getaway. Enjoy peaceful country living surrounded by nature, all while being within a short drive to nearby towns and conveniences.

5.281 Acres Schulyer Rd, Goldsboro

Listing courtesy of Taylor Properties. Contact:

$94,900
Located about 10 minutes from the Spotsylvania commuter train lot. Located about 2 miles from Newpost. Fresh survey completed showing 4.277 +/- acres rather than 3.88 +/- acres. An easement will be granted for ingress and egress along the right boundary line of TM 8-2-28B. Soil work has been completed by M&M Soil Consultants. The easement survey and the soil work being survey located on the Purchaser's site plan will be at the purchaser's expense. The septic system construction permit or letter will be at the Purchaser's expense. The proposed conventional septic site is near the front right side of the lot currently. Purchaser can decide whether or not to move the Drain Field location.

00 Off Of Long Branch Rd, Woodford

Listing courtesy of ASJ Realty, LLC. Contact: 8043479347
$127,000
Discover the ideal blend of tranquil nature and prime location! 4.14 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain throughout the entire property. The spacious lot offers ample room for outdoor activities and provides the privacy you desire. High-speed fiber internet is available, the lot is perk approved, power lines are already in place, and the county maintains the paved road. Plus, there’s no HOA! This is one of of the few lots currently available in this quiet cul-de-sac community. If you're searching for a building lot, please make sure to check out the Oasis subdivision!

Burnt Mill Rd Unit #LOT #3, Ridgely

Listing courtesy of Washington Fine Properties, LLC. Contact: info@wfp.com
$99,000
Wooded lot with frontage on Rt. 301 (Richmond Turnpike). Alternative septic needed. Ideal for walk out level basement.

00 Richmond Turnpike, Bowling Green

Listing courtesy of Samson Properties. Contact: 7033788810
$1,500,000
**FOR SALE**READY FOR YOUR NEXT BUSINESS !! Highly Visible and Ideal Location For Your Business like Hotel, Retail, Commercial, Many Possible Uses, Flexible B-1 Zoning. newly renovated commercial space has frontage on Rt 301 with 19.26 Acres in the total lot. The building has two floors that can be used for offices or can be used as one for office and one for residential due to RPBI ZONING. Great for multi-use Businesses venture! So don't wait, get started today. Please check the document section in the listing. Potential rezoning for mixed use of commercial and residential space. CALL LISTING AGENT FOR MORE DETAILS.

25692 A P Hill Blvd, Port Royal

Listing courtesy of Samson Properties. Contact: 7033788810
$169,000
Zoned M-1 Industrial Corner Lot located very close to RT 301 and I 95 . M-1 zoning permitted land use to Wholesale business and Offices, Research Laboratories, Welding Shop, Auto Sale and automobile service station may include Commercial vehicles and RV's . With special permit use of Manufacture of concrete products ,Shooting Ranges or trailers. Wooded lot with frontage on two roads. Plenty of space to pull off of the road and park. FOR SHOWING please make an appointment on showing time. Follow Covid-19 Guidelines.

00 Industrial Drive, Milford

Listing courtesy of Samson Properties. Contact: 7033788810
$399,000
4 Beds ⋅ 3 Baths
1 Sunrise Avenue is complete and ready for your private tour today! Just imagine starting your mornings in this thoughtfully crafted Lomaxx Custom Homes new build. Golden light spills across the nearby fields and settles gently indoors, where days begin with coffee on the back deck, birds gliding by, and daylight drifting through the windows, filling each room with a calm glow. Lomaxx Custom Homes puts care into every detail. The Sunshine features 4 bedrooms and 2 and 1/2 beautifully designed bathrooms, offering both comfort and functionality. From the moment you step onto the porch the charm is highlighted by the elegant brick roll back edging that creates a smooth and elegant entrance. Inside, thoughtfully selected finishes bring a modern yet cozy feel to the home. Wooden beams, LVP flooring, stainless steel appliances, quartz countertops, and tile showers blend style with durability, creating spaces that feel elevated and inviting. Open living areas encourage connection, while cozy corners invite you to slow down. Whether it’s preparing a simple meal, hosting friends for a relaxed weekend gathering, or unwinding as the sky softens into evening, The Sunshine adapts effortlessly to life’s moments. Built with ease of maintenance in mind, the home includes a concrete driveway, one car garage, and a pristine encapsulated crawl space. Out back, a deck offers the perfect place to enjoy the peaceful surroundings of Ridgely’s charming small town setting. Just a short walk away, Martin Sutton Park provides a walking track, playground, pavilion, tennis courts, and baseball field perfect for all ages. This is a home where days feel unhurried and nights feel restful rooted in the charm of small town living and thoughtfully built for modern comfort. Here in Ridgely, life feels a little brighter, a little quieter, and exactly as it should. Home is complete & ready for showings!

1 Sunrise Ave, Ridgely

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$58,000
2 Beds ⋅ 1 Baths
If you looking for a place to built your dream homes, in the charming town of Bowling Green You must see this piece of property, conveniently located near schools, shopping dining, and commuter routes. The existing building is not safe to enter but it has a septic in the property . The value is in the land. Great Location. Buyer to do the due diligences about utilities and anything else pertaining to this property.

160 Chase St, Bowling Green

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$110,000
2 Beds ⋅ 2 Baths
**Back Active at no fault of the seller**Opportunity awaits at 26471 Three Bridges Rd in Federalsburg, MD! This partially remodeled 2-bedroom, 2-bath home is ready for your finishing touch. Inside, the property has been taken down to the framing and subflooring, giving you a true blank canvas to bring your vision to life—whether you’re an investor looking for your next project or a buyer ready to customize every detail. Set on nearly a half-acre lot surrounded by trees, the home offers privacy and a peaceful wooded setting while still being just a short drive to town conveniences. With the major groundwork already started, this property presents the perfect chance to create a modern retreat or a profitable investment in a serene location. Bring your creativity and tools—this is a project with endless potential! Property being sold AS-IS WHERE IS

26471 Three Bridges Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$679,000
3 Beds ⋅ 4 Baths
Outstanding Business Opportunity! Rare Find with-in Downtown Denton! Property would make an excellent Restaurant, Bar, great Venue , or a Large Victorian Home! Features include but not limited to Residential, Commerical or Mixed Use. Large Wrap around Porch for entertaining, Patio with plenty of room for seating with Firepit. Park like setting with Open Space and Large Pond! Town ERU's are Grandfathered! Call for more details!!!

4 S 1st St S, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$399,000
Rare opportunity to acquire a highly visible commercial property with over 20 years of proven profitability as a marine dealership. Zoned C-2, this site offers flexible redevelopment or adaptive re-use potential for a wide range of businesses. The property includes a 32’ x 72’ building with service bay garages, approximately 600 +/- sqft. of office space, and a fenced storage yard. Strong traffic counts and strategic location make this an ideal investment for continued marine operations, or repurposing to suit other commercial ventures.

1 Commerce Ln, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$399,000
Rare opportunity to acquire a highly visible commercial property with over 20 years of proven profitability as a marine dealership. Zoned C-2, this site offers flexible redevelopment or adaptive re-use potential for a wide range of businesses. The property includes a 32’ x 72’ building with service bay garages, approximately 600 +/- sqft. of office space, and a fenced storage yard. Strong traffic counts and strategic location make this an ideal investment for continued marine operations, or repurposing to suit other commercial ventures.

1 Commerce, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$125,000
6.30 acres of raw land . Currently used for farming. This land fronts both 301 South and Old Dawn Road. It is in the Dawn Sewer Phase 1. This land has tons of potential uses such as a beautiful home site, crop land and possibly with a zoning change , a business. Perfect location for commuting south or north.

Old Dawn, Ruther Glen

Listing courtesy of Pitts and Manns Realty, Inc.. Contact:

$679,000
Outstanding Business Opportunity! Rare Find with-in Downtown Denton! Property would make an excellent Restaurant, Bar, Great Venue , or a Large Victorian Home! Features include but not limited to Residential, Commerical or Mixed Use. Large Wrap around Porch for entertaining, Patio with plenty of room for seating with Firepit. Park like setting with Open Space and Large Pond! Town ERU's are Grandfathered! Call for more details!!!

4 S 1st St S, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$6,900,000
4 Beds ⋅ 5 Baths
ROSE HILL ESTATE — 352 ACRES OF HISTORIC ELEGANCE AND AN ELEVATED COUNTRY LIFESTYLE Featured in Architectural Digest, this Amelia T. Handegan–designed residence anchors one of Virginia’s most distinguished country estates. Encompassing 352.24 acres, the property offers timeless elegance, masterful restoration, and unparalleled privacy. Designed for those who value both heritage and luxury, every detail reflects refined craftsmanship and enduring beauty. The estate’s remarkable grounds and gardens were further recognized with the 2016 ASLA Virginia Chapter Merit Award, honoring the property’s exceptional landscape architecture and stewardship. Protected under conservation easement, the estate’s rolling landscape unfolds through two gated entrances across open fields, century-old hardwoods, formal gardens, and a stocked pond—offering a rare balance of seclusion, scale, and natural beauty. Originally built in 1799, the residence was comprehensively restored in 2011 by Tidewater Preservation, Inc., under the direction of acclaimed Charleston designer Amelia T. Handegan. The result is a seamless blend of historic integrity and modern sophistication, enhanced by geothermal climate control and radiant floor heating. The 5,431-square-foot main residence features 4 bedrooms, each with an ensuite bath, and a collection of gracious living spaces defined by hardwood floors, intricate crown molding, chair railing, and custom French wallpaper. Formal rooms include a dining room with fireplace, an elegant living room with built-ins, and a distinctive octagonal music room with English windows and hand-painted geometric floors. The chef’s eat-in kitchen pairs historic character with professional-grade function, offering custom wood cabinetry, a wood-burning fireplace, marble-topped island, Wolf range, paneled appliances, wine refrigerator, and ice machine. A well-appointed mudroom with built-ins and laundry provides convenient access to the gardens. The main-level primary suite is a private retreat, featuring a fireplace, sitting room with built-ins, walk-in closet, and direct access to the outdoors, along with a marble-clad bath complete with dual vanities, soaking tub, and walk-in shower. Additional bedroom suites offer fireplaces, built-ins, and beautifully appointed baths, each capturing sweeping views of the rolling countryside, pond, or historic gardens. Beyond the main residence, a guest cottage with exposed beams, marble finishes, and a fireplace offers refined accommodations for visitors. A Pennsylvania bank barn, relocated in 2009, has been thoughtfully reimagined to include a gym, office with full bath, and loft. Distinctive architectural elements include a Thomas Jefferson–inspired dovecote with Birmingham Rollers and a newly constructed folly overlooking the pond. Outdoor amenities are equally exceptional, featuring a tennis court with pavilion, croquet lawn, riding trails, and formal gardens that have been showcased in Garden Club tours, filled with hydrangeas, peonies, fruit trees, and rose of Sharon. A working barn supports a herd of Belted Galloway cattle, further enhancing the estate’s pastoral character. Utilities include well water, septic, geothermal HVAC, propane heat (two owned tanks: 500 and 1,000 gallons), radiant floor heating, and four hot water tanks. A rare and significant offering, Rose Hill Estate embodies a legacy property—where history, land, and lifestyle converge in extraordinary form.

23348 Tidewater Trl, Rappahannock Academy

Listing courtesy of Coldwell Banker Elite. Contact:

$2,150,000
• Parcel 28 and 29 include 26 Acres of M1 zoned industrial land in Caroline County and 51.4 Acres of RP Land within the parcels. • Parcel 26 includes 144.3 Acres of RP Land, available separately or in addition to parcels 28 & 29 • Caroline County M1 zoning allows for a wide range of industrial uses including contractor’s equipment and storage facilities, lumber yards and sawmills, and building materials storage yards.

17258 Doggetts Fork Rd, Ruther Glen

Listing courtesy of Greysteel Company LLC. Contact: 2022802722
$275,000
3 Beds ⋅ 3 Baths
Charming Country Living with Room to Make It Your Own! Welcome to 21245 Tanyard Road, a spacious rancher with 3 bedrooms and 2 full baths nestled on a peaceful 0.62-acre lot in Preston. Built in 1987, this single-level home offers a solid foundation and a functional layout, ready for your personal touch and updates. Whether you're looking for a primary residence or an investment opportunity, this property offers great bones and endless potential. Enjoy the tranquility of rural living while still being just minutes from Easton conveniences and the Choptank River. With a little vision and creativity, this home could truly shine. Don’t miss your chance to own a piece of Caroline County at an incredible value! This home is being sold as-is. At one time the garage was a finished inlaw apartment and could easily be converted back to include an additonal bedroom and bathroom with heat and air

21245 Tanyard Rd, Preston

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$79,000
Rare opportunity to own over 3 acres in a peaceful rural setting just outside of Denton and approximately one mile from the Maryland/Delaware state line. Close to Delaware Beaches and Tax Free Shopping. This partially wooded homesite backs to open farmland, offering privacy and picturesque country views. The property provides an ideal setting for a custom home, subject to the installation of a private well and septic system. The parcel is improved by a vacant two-story residence believed to have been built circa 1900. The structure is in poor condition and is considered to have little or no contributory value; buyers should plan for demolition or extensive rehabilitation. DO NOT ENTER THE RESIDENCE. Evidence of a former well and septic system exists on the property; however, their condition is unknown, and county records contain no documentation regarding either system. Acreage is reported as 3.235 acres per recorded plat and 3.05 acres according to SDAT records. Buyer to verify all property information and conduct their own due diligence regarding building requirements, utilities, and intended use.

10440 Burrsville Branch Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: (443) 988-0483
$60,000
Bring your Builder! Almost 1/2 acre (.48) in community with convenient recreational water access! Great lot to build your dream home on-already perked for conventional septic 3 Bedrooms!

214 Norfolk Dr, Ruther Glen

Listing courtesy of CTI Real Estate. Contact: 5407857800
$755,000
Discover this exceptional 6.25-acre property with significant potential, ideally positioned with frontage on Route 1. Its location offers excellent connectivity, nestled between Fredericksburg and Richmond, and easily accessible via I-95 (Exits 110 and 104). While currently zoned RP, this parcel is a prime candidate for commercial rezoning, in line with Caroline County's Comprehensive Plan for the Route 1 corridor. This offers a distinct advantage, allowing for low property taxes during your holding period until you're ready to develop. Owner agent. Seller financing possible. Contact us for any inquiries.

Us Route 1, Ruther Glen

Listing courtesy of Samson Properties. Contact: 7039352308
$134,900
Secluded 5-Acre Perc-Approved Building Lot Nestled on a quiet country back road, this beautiful 5-acre parcel offers peace, privacy, and great potential. The front section—where the perc test has been approved—is lightly overgrown with small saplings, making for easy clearing and minimal cost to install a driveway and run utilities to your future home site. The rear portion of the property features a mix of mature hardwoods, offering a serene natural backdrop and added privacy. Abundant deer signs make this spot perfect for hunters or nature lovers looking to enjoy wildlife right in their own backyard. Whether you're dreaming of a rural retreat, homestead, or hunting getaway, this property is ready for your vision.

Trunk Line Rd, Henderson

Listing courtesy of Taylor Properties. Contact:

$21,000
2 Beds ⋅ 1 Baths
Investor special! This property is being sold AS-IS and is priced for land value or a full renovation. The existing structure requires extensive repairs or complete tear-down—ideal for experienced builders, contractors, or savvy investors looking for a project. Buyer to verify zoning, permits, potential use. Buyer Broker/Agent and/or Buyer must do their own due diligence to verify if the existing structure or land is suitable for building.. No warranties, guarantees, or repairs will be made by seller.

204 Academy Ave, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400