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$115,000
4 Beds ⋅ 2 Baths
Traditional Victorian. 4 bedrooms, 1 1/2 baths, basement, attic, wraparound porch. Sold as is. Cash or conventional financing. Estate of Bonnie Jefferson.

208 Main Street, Federalsburg

Listing courtesy of Marshy Hope Realty LLC. Contact:

Selling Office: .

$115,000
3 Beds ⋅ 1 Baths
Discover the charm and potential of 311 Holt Street—a 2-story, 3-bedroom, 1-bath home that’s an incredible find in today’s market! Whether you’re a first-time buyer, an investor, or someone who loves a great deal, this property offers a fantastic opportunity to own a piece of Maryland’s Eastern Shore.

311 Holt Street, Federalsburg

Listing courtesy of Keller Williams Select Realtors of Easton. Contact:

Selling Office: .

$105,000
2 Beds ⋅ 1 Baths
Discover the charm of this beautiful out‑of‑town Ridgely property—overflowing with potential and ready for your vision! With no HOA, covenants, or restrictions, you have the freedom to create exactly what you imagine. Whether you choose to revitalize the existing home or start fresh with a brand‑new build, the possibilities are truly endless. The property includes the original 1978 well and septic, offering a solid starting point for your plans. Bring your creativity, your ideas, and your dreams—this is your chance to turn possibility into reality.

22691 Sawmill Road, Ridgely

Listing courtesy of Brenton Realty Group. Contact:

Selling Office: .

$100,000
3 Beds ⋅ 1 Baths
Looking for a project with potential? This 3-bedroom, 1-bath home in Federalsburg is ready for someone with vision. Offering solid bones and a large detached garage, it’s the perfect opportunity to renovate, customize, and build equity. Whether you’re an investor or a handy buyer wanting a fixer-upper, this property gives you room to make it your own. Great possibilities — bring your ideas and make it shine! *****************Please use caution on the front deck. The wood is weak in a couple of spots, the tried to put a board on top of it to support. There are also some soft spots in floors in the home. Please use caution.******************** Please sign hold harmeless agreement before showing.

3471 Laurel Grove Road, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: .

$100,000
No Tricks Here, Just 10 Acres of Untapped Potential Tucked away in a quiet, rural setting lies this 10-acre parcel… a place where the trees whisper, the wind tells stories, and possibilities linger like autumn fog. With road frontage, an established driveway, and easement access already in place, this property is ready for your vision—whether that’s building your dream home, creating a private retreat, or just enjoying a little peace and quiet far from the hustle. Wandering through the woods, you’ll discover an old, abandoned house—a relic of the past with a story or two to tell. Its weathered frame adds a touch of mystery and character (and yes, it’s destined for teardown 👷‍♂️🔨). Whether you’re drawn to the privacy, the potential, or that little thrill of walking down a forest path that might make your flashlight flicker… this slice of Virginia countryside is ready for its next chapter. Wooded charm. Open spaces. A hint of mystery. Endless potential. Welcome home… if you dare.

0 Mattaponi, Bowling Green

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: .

$100,000
2 Beds ⋅ 2 Baths
Tucked back this bungalow has so much potential. Sits off 313 in the commercial area, working from home or a business may be option, check with the Town of Greensboro for verification. The lot goes behind the house offering plenty of access to the property. This was a rental for years and is lead free. Will make an excellent starter home or investment.

13243 Greensboro Road, Greensboro

Listing courtesy of Benson & Mangold, LLC.. Contact:

Selling Office: .

$100,000

000 South River Road, Woodford

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: .

$99,900
Experience the best of country living with this rare 8.59‑acre Rural Preservation parcel in Ruther Glen, Caroline County, Virginia—offering exceptional space, flexibility, and convenience in a peaceful, natural setting. With asphalt road frontage and power available at the street, this mostly flat property is well-suited for a wide variety of residential uses, including site-built homes, barndominiums, modular construction, and traditional homes, with additional options for manufactured or mobile homes upon approval. The land features a scenic backdrop highlighted by Polecat Creek running along the rear boundary—adding natural charm, privacy, and outdoor enjoyment opportunities like hunting, camping, and livestock use. While the back portion includes minor wetlands, flood zone, and floodway areas, the remainder offers open, usable space for straightforward planning and development. With no HOA and a location just 37 minutes from Richmond with direct highway access, this property delivers a rare balance of serene rural living and easy access to city amenities, schools, shopping, and regional services. Whether you're ready to build, explore, or invest, this versatile property offers the freedom and potential to bring your vision to life.

00 Jefferson Davis Highway, Ruther Glen

Listing courtesy of The Greene Realty Group. Contact:

Selling Office: .

$99,000
2 Beds ⋅ 1 Baths
This Craftsman style home offers a blank canvas for your vision of classic architectural elements for the discerning buyers. This property presents excellent investment potential. The solid construction provides a strong foundation for future appreciation. With thoughtful updates, this home could significantly increase in value while maintaining its distinctive character. The exterior storage shed adds practical value and additional storage capacity, enhancing the property's appeal to potential buyers. This feature provides convenient space for tools, equipment, or seasonal items, making the home more functional and attractive in the marketplace.

11584 Greensboro Road, Greensboro

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

Selling Office: .

$96,250
ONLINE REAL ESTATE AUCTION!! Bidding Opens - Monday, March 16, 2026. Bidding Closes - Tuesday, March 17, 2026 at 12:00 PM. List price is opening bid only. Corner building previously used as an antique shop with a residential apartment in the rear. Located in the heart of Preston, the building is ready for updates to restore it for new use. In the rear there is a curb cut and room for parking for several vehicles. The auction provides an opportunity to purchase a prominent corner building with an abundance of value-add opportunity with a variety of potential uses.

160 Main Street, Preston

Listing courtesy of A.J. Billig & Company. Contact:

Selling Office: .

$95,000
6 acre secluded parcel off Golansville Road! Although we do not have any current soil work the lot did previously perk for 3 bedroom conventional septic systems. The 50 foot easement was recently marked so feel free to walk down with your agent! The owner is working to cut in a gravel driveway to the property and that should be done by December.

Lot 2 Golansville Rd, Ruther Glen

Listing courtesy of Belcher Real Estate, LLC.. Contact:

Selling Office: .

$94,900
3 Beds ⋅ 2 Baths
Priced To Sell Fast! Investor Alert! Renovate & Resell, Buy and Hold or Tear Down and Develop. Major Rehab Needed, City Will Require Permits. Per the City Lot Can be Split into 3 Parcels. 1.72 Acres Total. 3 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Hardwood Floors, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and Commuter Routes. This Will Not Last! Sold As-Is.

9709 Foy Road, Denton

Listing courtesy of ANR Realty, LLC. Contact:

Selling Office: .

$90,000
Generals Agent: BUILD A BRAND NEW HOUSE****4 acres of beautiful land ready for you to build your future home! Quiet and secluded, this future home site cannot be seen from main road and currently has an old, non habitable dwelling on site with well and septic, however, it has been quite some time since either one of these have been used or inspected. UPDATED soil work completed and land percolated for 4 bedroom conventional septic system!!! There is no cost to potential buyer for this inspection and report. Private well is "AS-IS" condition. Go check it out and see if it's a right fit for you to call future home!!!

14686 Dry Bridge Road, Ruther Glen

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$90,000
1 Beds ⋅ 1 Baths
Nestled in the charming TOWN OF FEDERALSBURG, this exquisite bungalow, built in 1930, seamlessly blends timeless elegance with modern comforts. This delightful residence invites you to experience a lifestyle of warmth and sophistication, perfect for those seeking a serene retreat. As you approach the property, the classic vinyl siding and inviting front entry beckon you inside. Step into a cozy yet spacious living area that radiates charm, featuring abundant natural light that dances across the room. The thoughtful layout enhances the sense of space, making it ideal for both relaxation and entertaining. The heart of the home is a well-appointed kitchen, ready for culinary adventures. With ample counter space and a layout designed for efficiency, this kitchen is perfect for creating memorable meals. The adjoining dining area offers a picturesque setting for intimate dinners or lively gatherings with friends. Retreat to the tranquil bedroom, a sanctuary designed for rest and rejuvenation. The full bathroom, elegantly designed, provides a spa-like experience, ensuring comfort and convenience. Every corner of this home exudes a sense of care and attention to detail, making it a true haven. Outside, the property boasts a detached garage, providing both functionality and additional storage. The driveway and on-street parking options ensure that guests are always welcome. The surrounding area is rich with local charm, offering a peaceful atmosphere while still being conveniently located near essential amenities. Imagine sipping your morning coffee on the porch, surrounded by the beauty of nature, or enjoying a leisurely stroll through the picturesque neighborhood. This home is not just a place to live; it's a lifestyle choice that embraces comfort, community, and the joy of home. With its unique character and inviting ambiance, this bungalow is a rare find in today's market. Experience the perfect blend of classic charm and modern convenience in a home that truly feels like a retreat. Don't miss the opportunity to make this enchanting property your own and enjoy the exclusive lifestyle it offers.

316 Liberty Road, Federalsburg

Listing courtesy of Marshy Hope Realty LLC. Contact:

Selling Office: .

$90,000
3 Beds ⋅ 2 Baths
Federalsburg - can be used as office on first floor and apartment on second floor ; or as single family.

103 S Main Street, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .

$89,900
Lovely 5.6 acre wooded lot on the out skirts of town. Rural setting, but close to town amenities and an easy commute to the western shore or points in between. Some forest conservation area . Perc approved for a 2' mound system.

lot 2 E Sunset Avenue, Greensborough

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

Selling Office: .

$88,000
Enjoy country living on this nice 2-acre lot that's already perc-approved for a septic system. Just outside the town limits. Minutes away from the town and shopping on the north side and potential job opportunities at the industrial parks on the east side. Already perc-approved. No covenants or restrictions. As you know, large, cleared, building lots near Federalsburg, Maryland, are near impossible to find!

Lot 1 Clark Canning House Road, Federalsburg

Listing courtesy of Sunset Properties. Contact:

Selling Office: .

$85,800
Just Over 10 Acres in a Beautiful Rural Setting. This property is wooded with Very long paved road frontage. It’s nicely shaped, and it is nearly all level with no flood zone. There are no deed restrictions, so you have lots of options for this property. It would make an excellent home site, homestead, or farm. The property has a recent survey and soil test for an alternative septic system. The area is rural but just 12 minutes from Highway 95. Ashland is 20 minutes away and Richmond is just about 30 minutes away.

Lewis Moore Road, Ruther Glen

Listing courtesy of ListWithFreedom.com. Contact:

Selling Office: .

$82,000
4 Beds ⋅ 30 Baths
Please do not contact the Seller for the purpose of soliciting a listing or any other unrequested services. Sold!

28035 Possum Hill Road, Federalsburg

Listing courtesy of Proplocate Realty. Contact:

Selling Office: .

$80,000
3 Beds ⋅ 2 Baths
This Colonial home features timeless architecture and thoughtful design. The property offers solid construction and classic appeal, making it an excellent opportunity for discerning buyers. This distinctive property presents an outstanding opportunity for transformation and value creation. The established neighborhood setting combines small-town charm with practical accessibility to essential services.

103 Chambers Street, Preston

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

Selling Office: .

$80,000
3 Beds ⋅ 1 Baths
Property will be sold in as/ is condition. General Commercial zoning.

536 Gay Street, Denton

Listing courtesy of Wright Real Estate. Contact:

Selling Office: .

$78,000
Lovely large wooded lot located on the outskirts of town, but close to town amenities. Easy commute to the bay bridge or points in between. Some forest conservation area. Perc approved for a conventional tile septic system for up to a 4 bedroom home. Hurry to check this one out!

lot 4 River Road, Greensboro

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

Selling Office: .

$77,500
Beautiful, wooded lot ready to be built on available in established Forest Landing. Conveniently located between Denton and Easton. Lot has approved perc for a 4 bedroom mound system. Community offers a private beach area, picnic tables, great spot to launch your canoe or kayak or do a little fishing. Not many opportunities to build your next home in a mature neighborhood left around.

Laurel Lane, Denton

Listing courtesy of Michael J. Bozek. Contact:

Selling Office: .

$77,000
Prime .83-Acre Lot – Ideal for Your Dream Home or Investment! Discover the perfect balance of privacy and convenience with this .83-acre lot, just 15 minutes from the city, yet offering a peaceful, rural feel the moment you arrive. Located near Spotsylvania Towne Center and all essential amenities, this property is in a rapidly growing area where new homes are being built, increasing property values. ✅ Build-Ready & Approved: - Soil testing completed and land staked - Well and septic approved - Flat terrain, making it easy to develop - Located just a few feet from the main road for easy access 📌 Zoning & Investment Potential: - Allowable uses** available in the documents section - Surrounded by newly built homes, adding to future appreciation - A great opportunity for builders, investors, or those looking to craft their perfect home

Lot 10 Long Branch Road, Woodford

Listing courtesy of KW Metro Center. Contact:

Selling Office: .

$75,000
3 Beds ⋅ 2 Baths
CALLING ALL INVESTORS! This property in Denton is the one you have been waiting for! This one will not last! This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

27980 Ruritan Road, Denton

Listing courtesy of Tesla Realty Group, LLC. Contact:

Selling Office: .

$75,000
2 Beds ⋅ 2 Baths
This property offers an exceptional chance for a BRRRR investment, fix and flip opportunities or a DIY restoration project. Recent improvements, including partial window replacements and a newer roof, and good bones, set the stage for a transformative renovation. The property features two bedrooms on the second floor, a bonus room, two bathrooms, a flex room, an enclosed front porch, large driveway and a fairly secluded backyard. The property is being sold as is.

215 Academy Avenue, Federalsburg

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

Selling Office: .

$71,000
Tucked inside an established neighborhood with the comfort of mature surroundings and the freedom of no HOA, this beautiful 2.04-acre parcel offers the rare opportunity to build exactly what you envision. Gently nestled among established homes, this homesite provides the perfect blend of privacy and community. There’s potentially room here for a custom home, detached garage, workshop, garden, pool — or simply wide open space to breathe. Whether you’re dreaming of a modern farmhouse, classic colonial, or a cozy retreat surrounded by nature, this property gives you the flexibility to design a lifestyle that fits you. Enjoy the charm of a well-loved neighborhood while savoring the elbow room that 2+ acres provides. Bring your builder, bring your plans, and bring your imagination — opportunities like this don’t come along often. If you’ve been waiting for land that offers both location and freedom, this is the one.

Kennedy Street, Woodford

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact:

Selling Office: .

$70,000
3 Beds ⋅ 1 Baths
Seller Requestes to use Cardinal Title. Sold AS-IS and Priced to Sell! Located on a quiet rural road, this 1-acre property is ideal for investors, homeowners or builders. Major rehab needed or tear down and build your dream home. Great opportunity!

22415 Hillsboro Road, Denton

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$65,000
There is one old storage building on the property. Property is being sold in as/ is condition,

800 Gay Street, Denton

Listing courtesy of Wright Real Estate. Contact:

Selling Office: .

$60,027
3 Beds ⋅ 2 Baths
Nestled in Dover Bridge Mobile Home Park—formerly Prettyman Manor—this double-wide manufactured home sits on one of the largest lots in this peaceful community. The property offers plenty of space and potential, with a few upcoming improvements to help set the stage for its next owner. While it could use a bit of attention, it’s a wonderful opportunity to make this home your own in a quiet, welcoming setting. Conveniently close to Easton, 40 minutes to Bay Bridge.

21269 Dover Bridge Road Unit #LOT 22, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: .