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$2,200,000
VACV2010582 MLS
Strategic Corner Lot with Commercial Potential — Subject to Town Approval Prime opportunity on 25 acres +/- at the intersection of US Route 301 and Route 17 in Caroline County, VA. This expansive parcel is currently zoned Rural Preservation but offers exceptional visibility and access for future commercial development, pending approval from the Town of Port Royal. Ideal for investors or developers seeking a high-traffic location from with possible flexible use potential. Subdivision into larger lots may be possible due to its current zoning, but sellers are motivated to market toward more intense commercial or mixed-use opportunities. Whether you're envisioning retail, service, or destination-based concepts, this site is a standout canvas for your next venture. Easy driving to Fredericksburg, Northern VA, Maryland, Dahlgren Naval Base, U.S. Army Fort Walker (formerly Fort A.P. Hill) and Richmond. Boundary Line survey, high-lighted GIS Pic of Tax Parcel and current zoning uses from Town of Port Royal available upon request.

25513 Tidewater Trl, Port Royal

$1,200,000
4 Beds 4 Baths MDCM2006772 MLS
Right out of HGTV! Custom Built in 2020, this 3,350+/- sq ft one-level home offers an abundance of amenities including high ceilings, 4 bedrooms, 3.5 Baths, large open floorplan with huge gourmet kitchen with quartz/ss appliances, separate pantry, family room with stacked stone gas fireplace. The Primary Bedroom is located at one end of the house and includes a large bath with double vanity, separate tub, tiled shower with multiple jets, large closet with custom built-in’s. There are three separate bedrooms and 2 full baths. The main living areas feature wall of glass sliding doors lead you to the concrete patio overlooking the pool. Property is improved with incredible pool with Travertine decking, rock features, a water slide and more! Other features include a paved driveway, located at the end of a cul-de-sac, complete privacy, 18.6+/- acres, room to hunt, have horses/animals or ride the ATV’s. Convenient to boat ramps, state parks, MD & DE Beaches. An incredible house/property package.

23296 Wilder Way, Denton

$430,000
4 Beds 2 Baths MDCM2006724 MLS
Motivated seller, Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The little house 2 bedrooms 1 bath, which was a rental is cute and ready for a tenant. Large utility building which was a shop in the past, has a wood stove and electric. The property is in a voluntary forest management program, for tax purpose. Two slabs are still present if someone wanted to rebuild the chicken houses. Bring your dreams and imagination to this beautiful and peaceful property.

11289 Gregg Road, Denton

$560,000
3 Beds 2 Baths CVR-2615305 MLS
A quiet gravel driveway welcomes you home, evoking memories of visits to Grandma's house, where life moved a little slower and every visit felt like a retreat. The feeling is timeless, but the home is unmistakably modern. Thoughtfully updated throughout, this charming 3-bedroom, 2-bath rambler offers today's finishes and conveniences while capturing the warmth and simplicity of country living. Nestled on 15 picturesque acres in the sought-after Frog Level area of Caroline County, the home rests beneath a canopy of magnificent old shade trees, where long summer days give way to relaxing evenings spent in the inviting sunroom or on the back porch. Gentle breezes, peaceful views of neighboring fields, and the quiet beauty of the countryside invite you to slow down and savor the moment. Inside, the thoughtfully designed floor plan offers comfortable everyday living with spacious gathering areas, an inviting updated kitchen, three generously sized bedrooms, and two beautifully updated baths. Outside, the possibilities are endless. Whether you dream of cultivating crops, creating a thriving homestead, raising livestock, or establishing your own equestrian retreat, these 15 scenic acres provide the space and flexibility to bring your vision to life. An expansive detached garage adds exceptional versatility with room for a workshop, home business, equipment storage, farm equipment, recreational vehicles, or future expansion. Enjoy the serenity of rural living while remaining convenient to modern amenities. Some places simply remind you of home. Others inspire the life you've always imagined. Here, you'll find both—and the opportunity to create a lifetime of memories.

20483 Point Eastern Drive, Ruther Glen

$499,900
3 Beds 3 Baths VACV2010518 MLS
Back on the market after flooring updates! New LVP and carpet. Experience ultimate privacy in this custom 3 bedroom, 2.5 bath sanctuary on 10 secluded acres. Tucked away at the end of a long driveway, this home offers quiet and peaceful living just ten minutes from local amenities and the town of Bowling Green. Upon entering the front of the house through the front porch, you'll notice the two-story foyer full of natural light. A primary bedroom with a walk-in closet and separate bath are conveniently located on the main level. The living room features a brick fireplace with gas logs. The kitchen has solid surface counters, soft-close cabinets and updated appliances. Off the kitchen, you'll find a large sunroom with views of the backyard (no houses in site). There is a separate laundry room leading to the backyard. Two large guest rooms are available upstairs with a full bath in the hallway. Outdoor amenities include a rear deck, covered front porch, 3 sheds and a koi pond.

15295 Todd Ln, Doswell

$599,000
MDCM2007522 MLS
Enjoy 129 ± acres of recreational land in Caroline County, Maryland. The property includes approximately 80 ± acres of timberland protected by easement (see attached Restrictive Covenants) and 50 ± acres of tillable land, offering a balance of wildlife habitat and farmland. The 80 ± acres of timberland consist of a mix of Hambrook and Fallsington sandy loam soils and provide natural habitat for deer, turkey, and other wildlife. The 50 ± acres of tillable land consist primarily of Hambrook soils, supporting continued agricultural use. Located less than one mile from a Maryland Wildlife Management Area, the property provides convenient access to thousands of acres of public hunting land and conserved wildlife habitat. With road frontage, easy access, and Very Low Density Residential zoning, the property also offers the potential for a private residence, subject to county regulations. This property offers a combination of farmland, timberland, and wildlife habitat suitable for hunting, recreation, conservation, or long-term land investment.

Federalsburg

$599,000
3 Beds 2 Baths MDCM2007330 MLS
This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days. Large parking area for several vehicles and a boat. Run in shed for your lawnmower and other boat. 16x32 pool with screened pavilion for your crab feast or just hanging out. (Pool unused at present) Additional well for irrigation. You really need to come walk through and around this one! No AI was used in the creation of this description. (Though it probably would have been better) Tax IDs 03002187 03002101

28402 Liden School Rd, Denton

$2,500,000
4 Beds 5 Baths MDCM2006946 MLS
Welcome to a rare opportunity to own a premier 105+/- acre agricultural estate combining modern comfort, income-producing farmland, and outstanding infrastructure. Ideally situated in a peaceful rural setting, this remarkable property features approximately 70± acres of fully irrigated, tillable land—perfect for high-yield row crops or specialty farming. At the heart of the farm sits a stunning 6,500 sq ft custom-built home, offering a perfect balance of elegance and functionality. Designed for gracious living and entertaining, the home includes expansive living spaces, a gourmet kitchen, multiple fireplaces, generous bedrooms, and panoramic views of the surrounding countryside. The agricultural infrastructure includes a 60x100 machine shed, providing ample space for equipment storage, workshop needs, or additional agricultural operations. Whether you're seeking a productive working farm, a private family retreat, or a multi-use investment opportunity, this exceptional property delivers.

28219 Bridgeville Road, Federalsburg

$649,000
5 Beds 5 Baths VACV2010400 MLS
Exceptional Private Retreat on 10 Acres! Welcome to your own slice of Virginia paradise in the heart of Caroline County. Nestled on 10 picturesque acres surrounded by mature trees, this beautifully updated home offers the perfect blend of privacy, comfort, and convenience. Whether you're looking for room to entertain, explore nature, garden, or simply unwind, this property delivers the lifestyle you've been dreaming of—all while being just minutes from Route 1 and I-95 for an easy commute to Fredericksburg and Richmond. From the moment you step inside, you'll be impressed by the grand two-story foyer and the stunning floor-to-ceiling flagstone fireplace with a custom mantel, creating a warm and inviting focal point. Elegant arched openings between the living and dining rooms add timeless architectural charm and character. Home Features: -Spacious floor plan with **4 bedrooms and 3 full bathrooms** on the upper level. -Luxurious primary suite featuring a private sitting area, oversized walk-in closet, and spa-inspired bath with a soaking tub, separate walk-in shower, and abundant counter space. -Second bedroom with its own private en-suite bathroom—ideal for guests or multi-generational living. -Bright walk-up lower level with a large recreation room, wet bar, full bathroom, and an additional room perfect for a home office, gym, or guest room. -Brand-new hardwood flooring throughout the main level. -Brand-new carpet throughout the upper level and all staircases. Step outside to enjoy the beautifully refinished patio, a basketball court, and a detached garage/large shed overlooking approximately 2 acres of cleared land, offering endless possibilities for outdoor entertaining, gardening, a future pool, or creating your own backyard oasis. Beyond that, the remaining acreage provides your own private playground—perfect for hiking, camping, wildlife watching, or simply enjoying the peace and beauty of nature right outside your door. Opportunities to own a beautifully upgraded home on 10 private acres at such a competitive price are exceptionally rare. If you've been searching for space, privacy, modern updates, and everyday convenience without sacrificing accessibility, this is the home you've been waiting for. Schedule your private showing today before it's gone!

4443 Jericho Rd, Ruther Glen

$900,000
MDCM2007480 MLS
Approximately 27.16 acres of development land located within the Town of Denton. The property is currently zoned UR (Urban Residential). Public water and sewer are available in the area; purchasers should independently verify utility capacity, connection requirements, and all development approvals with the Town of Denton and Caroline County. The property is being offered for sale as raw land. A preliminary concept plan is available for reference only and has not been approved. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses, density, subdivision potential, environmental conditions, utility availability, and all governmental approvals. Contact the listing agent for additional information and available due diligence materials.

1017 Camp Rd, Denton

$615,000
3 Beds 3 Baths MDCM2007010 MLS
Choptank River waterfront at an incredible price! Come tour this beautiful three-story waterfront home on the Choptank just five minutes from downtown Denton and Route 404 and a short ten-minute drive to Greensboro. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an additional half bath, and a laundry room. Upstairs, two additional bedrooms, a full bath, and an enclosed porch provide comfortable living space. A rare, mostly finished walk-out basement includes a family room, a game room with a pool table and bar, and ample storage. Boat and fish from your own deep-water pier and fully riprapped shoreline. Additional structures include a detached garage and a large pole barn both equipped with electricity, as well as a medium size storage shed. Aso included is a propane fueled emergency 14KW generator. This elevated 5+/- acre property boasts pristine, panoramic views stretching across, up, and down the pristine Choptank river, with the lot extending from the waterfront all the way to Greensboro Road (Rt. 313). To appreciate please check out the aerial videos in the Virtual Tours tab.

25305 Sandy Point Road, Greensboro

$350,000
3 Beds 2 Baths VACV2009456 MLS
Welcome to peaceful country living on over 6 acres in Caroline County! This charming 3-bedroom ranch and 2 full bathrooms has all hardwood floors on main level. Primary bedroom on main level and spacious Living Room. All new interior paint and all solid wood interior doors. The architectural roof was replaced within the last two years, and the home has fresh new paint on exterior, giving it great curb appeal. Inside, the home features comfortable main-level living with a full basement that has been partially finished, including the addition of a brand-new full bathroom, providing great potential for extra living space, a guest suite, or recreation area. The expansive property offers plenty of room for outdoor activities, animals, or hobby farming. Conveniently located less than a mile from Route 301 and just minutes from Bowling Green, with easy access to both Fredericksburg and Richmond. Enjoy the space, privacy, and possibilities this property has to offer! Home Warranty Included Updates: Brand New Water Heater and Brand New Plumbing through out ( 2025 ). Brand New Jet pump for well ( 2026 ) Upstairs Bathroom updated ( 2024 )

18448 Beazley Lane, Milford

$630,000
4 Beds 4 Baths MDCM2007462 MLS
Nestled on 5 beautiful acres, this spacious 4-bedroom, 3.5-bath home offers the perfect blend of privacy, comfort, and country living. Approximately 1.8 acres are wooded, providing a peaceful backdrop and frequent visits from local wildlife, while the remaining acreage is cleared and ideal for outdoor enjoyment. The inviting front porch overlooks the private rural setting, while the interior features an open-concept floor plan with cathedral ceilings that create a bright and airy living space. A separate sitting room offers additional living space for relaxation, a home office, or a den. Designed with flexibility in mind, the home includes two primary suites, each located on opposite ends of the home for added privacy. Two additional bedrooms share a full hall bath. Above the attached two-car garage, you'll find a spacious bonus room with interior access and its own half bath—perfect for a game room, guest space, home office, or hobby area. Step outside and enjoy your own backyard oasis featuring a 20' x 40' in-ground saltwater pool with fenced enclosure and a rear deck ideal for entertaining. The property also includes a 30' x 40' pole barn with concrete flooring and electric service, providing ample space for equipment, hobbies, storage, or livestock needs. Enjoy peaceful country living with deer often seen right in your backyard, all while remaining close to Delaware for shopping, dining, and commuting. This unique property offers the space, privacy, and amenities you've been searching for. Seller is in the process of building there next house and would like to coordinate the time frame for settlement.

26927 Boyce Mill Rd, Greensboro

$630,000
VACV2010088 MLS
Exciting opportunity to own this 119.75-acre farm offering a blend of recreational, agricultural, & residential potential. A sportsman’s dream, the land features great whitetail & waterfowl hunting, a private 6+ acre pond with fantastic fishing, & a mix of productive cropland & managed timberland—perfect for anyone looking to invest in land & make outdoor memories that last a lifetime. Accessed via a dirt road from Sparta Rd., the property is conveniently located just 20 minutes from Bowling Green for restaurants, grocery stores, shopping, banking, & even a firearms store. The Rappahannock River, Fredericksburg, & Richmond are all within 1 hour, making this a highly functional & accessible property. FSA data indicates approximately 39.17 acres are in crop rotation & leased by a local farmer. Buyers must not disturb the lessee’s crops, which remain personal property until harvest & removal. The VDF reforested 45 acres in loblolly pine over 10 years ago, providing excellent bedding cover for deer, small game, & long-term timber value. The private pond flows into the surrounding King & Queen Swamp, creating a natural sanctuary that wraps around the property, offering ideal duck habitat, year-round water sources for wildlife, & a natural setting for friends & family to explore. Whether you’re in a duck blind at sunrise or casting a line with your kids at sunset, this land invites you to unplug & enjoy life outdoors. A 1,260 sq. ft. cinderblock house with 2 BR, 1 BA, well, & septic provides a basecamp that could be gutted & transformed into a hunting cabin or weekend escape. The condition of the home, well, & septic is unknown & all convey AS IS. An old survey is on record at the courthouse & attached in the MLS. Acreage is based on county GIS mapping & deed references. Newly recorded easement will be uploaded to MLS. Whether you’re looking for a productive farm, a family hunting property, or an outdoor playground—this property has it all! Shown by appointment only-contact the listing agent to schedule your showing!

32082 Sparta Road, Milford

$11,570,000
MDCM2007448 MLS
This 178,000-square-foot industrial facility sits on 15.40 acres within an Opportunity Zone. The building features clear heights of 31 feet at the center and 24 feet at the eaves, along with 16 dock doors (including three pit docks), two drive-in doors, and a fully sprinklered dry-pipe fire protection system. The property currently generates $70,772 annual income. Approximately 30,000 square feet is leased, leaving 148,000 square feet available for an owner-occupant or additional tenant. Additional revenue is derived from leases on a portion of the parking lot and adjacent grassy areas, while still preserving ample acreage for future parking expansion or site improvements. Located within the Caroline Industrial Park, just one-half mile from downtown Federalsburg and minutes from Maryland Routes 318 and 404, the property benefits from excellent regional accessibility. The industrial park is fully served by electricity, natural gas, public water and sewer, broadband internet, paved roads, and dedicated fire and police protection, making it an ideal location for manufacturing, warehousing, distribution, and logistics operations. The property's strategic Mid-Atlantic location provides convenient access to several major ports, including Baltimore (80 miles), Philadelphia (124 miles), Norfolk (170 miles), and New York (207 miles). The surrounding region also offers a skilled workforce, competitive operating costs, and a business-friendly environment that supports continued growth and investment.

1007 Caroline Dr, Federalsburg

$409,000
2 Beds 2 Baths CVR-2616091 MLS
Welcome Home to 19085 Shumans Road in Ruther Glen! Nestled on a beautiful 5-acre wooded lot in Caroline County, this all-brick rambler offers the perfect combination of privacy, comfort, and convenience with no HOA restrictions. Ideally located just 25 miles south of Fredericksburg and 35 miles north of Richmond, you'll enjoy peaceful country living while remaining close to shopping, dining, and commuter routes. This well-maintained home features 2 spacious bedrooms, 1 full bath, and 1 half bath, along with beautiful hardwood flooring throughout most of the main level. The inviting family room is filled with natural light and centered around a stunning floor-to-ceiling brick fireplace with a wood mantel. The formal dining room offers plenty of space for gatherings and showcases wooded views and a charming brick accent wall. The updated kitchen features granite countertops, a large center island with breakfast bar, stainless steel appliances, and abundant cabinet storage. Recent improvements include a new roof and heat pump installed in 2019, plus an 11' x 24' detached shed/garage added by the current owner. Outside, enjoy the covered front porch, expansive yard, and ample parking. The walk-up attic provides additional storage, while the full walkout basement, already equipped with heating and air conditioning, offers endless potential for future finished living space, a recreation room, home office, or guest area. A rare opportunity to own a private retreat with room to grow—this move-in-ready property is waiting for its next owner! Chicken-coop, fireplace and detached shed/garage convey AS IS.

19085 Shumans Road, Ruther Glen

$550,000
2 Beds 2 Baths MDCM2006962 MLS
This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for finishing into additional living space, creating a private guest suite, or establishing a home-based business. A spacious 1,100-square-foot garage with four overhead doors and dedicated workspace makes this property perfect for hobbyists, entrepreneurs, or anyone needing room to create and store. Meticulously maintained and filled with character, this cheerful home is complemented by four additional lots that were subdivided when the property was originally platted—offering future potential, investment opportunities, or added privacy. A rare opportunity to own a truly distinctive property with space, versatility, and endless possibilities. The back boundary line abuts Denton Elementary School and Trice Meadows. Martinak State Park is a mile down the road. This is 13 acres of country but close to everything.

322 Deep Shore Road, Denton

$1,099,999
4 Beds 3 Baths MDCM2006618 MLS
This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator shed houses a 60-kW generator that supplies power to pasture fencing,well pumps, and greenhouse (including all componets) adding reliability and operational security. Additional improvements include a 30’ x 60’ pole barn with a partial concrete floor, suitable for equipment storage or farm operations. The residential component consists of a well-maintained 3,242 square foot home built in 1998, featuring central air conditioning, a central vacuum system, and generous closet space throughout. The home includes a large third-floor family room that can serve as a game room, office, or flexible living space. Powering the residence is a solar energy system that generates surplus electricity annually, providing long-term energy efficiency and reduced operating costs. With its advanced irrigation infrastructure, established agricultural improvements, and history of organic production, this property is well suited for continued farming operations, specialty crop production, or an ag-focused investment opportunity in a desirable Caroline County location just south of Denton.

7904 Clark Road, Denton

$1,099,999
4 Beds 3 Baths MDCM2006620 MLS
This ±45-acre previously certified organic farm is located just south of Denton and offers a well-rounded combination of productive farmland, agricultural infrastructure, and residential living. The property includes approximately ±41 acres of tillable ground equipped with a subsurface irrigation system fed by six on-site wells, providing efficient and reliable water delivery for a wide range of crop operations. Agricultural improvements include a ±22,500 square foot greenhouse with an integrated loading dock, historically used for produce and flower production, as well as a 30’ x 72’ high tunnel to support extended growing seasons. A dedicated generator shed houses a 60-kW generator that supplies power to pasture fencing,well pumps, and greenhouse (including all componets) adding reliability and operational security. Additional improvements include a 30’ x 60’ pole barn with a partial concrete floor, suitable for equipment storage or farm operations. The residential component consists of a well-maintained 3,242 square foot home built in 1998, featuring central air conditioning, a central vacuum system, and generous closet space throughout. The home includes a large third-floor family room that can serve as a game room, office, or flexible living space. Powering the residence is a solar energy system that generates surplus electricity annually, providing long-term energy efficiency and reduced operating costs. With its advanced irrigation infrastructure, established agricultural improvements, and history of organic production, this property is well suited for continued farming operations, specialty crop production, or an ag-focused investment opportunity in a desirable Caroline County location just south of Denton.

7904 Clark Road, Denton

$1,100,000
MDCM2006878 MLS
90± deeded acres located east of Federalsburg off Liberty Road. The farm is primarily comprised of tillable land with approximately 36± acres under center pivot irrigation. Soils consist primarily of Woodstown, Klej-Galloway complex, and Fallsington sandy loam soils, which are commonly used for grain and row crop production in the area. The property offers approximately one half mile of road frontage along both Liberty Road and Liberty Church Road, providing excellent access to multiple fields and potential flexibility for future use. The farm is not encumbered by any conservation easements. GIS acreage does not align with the deeded acreage. Buyer to perform their own due diligence. DO NOT ENTER PROPERTY WITHOUT PERMISSION OF THE LAND GROUP.

Liberty Road, Federalsburg

$375,000
3 Beds 2 Baths VACV2010110 MLS
Discover your dream home in the serene and tranquil setting, where modern comfort meets nature's tranquility. This stunning ranch-style residence, built in 2008, boasts 1404 sq. ft. on a 5-acre lot. Meticulously designed living space, perfect for those seeking a blend of style and functionality. Step inside to find an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. Enjoy the convenience of a main-level bedroom and a luxurious primary bath with a walk-in shower, ensuring comfort for everyone. The interior has carpeting and vinyl plank flooring. Modern appliances, including a built-in microwave, dishwasher, and Gas range to make daily living a breeze .cAlso it is equipped with a Smart thermostat that you can control from your phone. Outside, the property 5 acres, offering a private retreat that adjoins open space and backs to lush trees. Enjoy the beauty of nature from your rear yard, perfect for outdoor gatherings or quiet moments of reflection. The gravel driveway accommodates ample parking, ensuring convenience for guests. Located in a rural setting with no water bill and a low electric bill. 1 Car separate garage is so nice to have for your car and/or storage space. This home provides a unique opportunity to embrace a peaceful lifestyle while remaining close to essential amenities. Experience the perfect blend of modern living and natural beauty, Schedule your tour today and envision the possibilities! Within 5 mins to the new Kalahari resorts (largest indoor waterpark), Less than 25 min. to Fort Walker (formerly U.S. Army Garrison Fort Anderson-Pinn-Hill (A.P. Hill) and King's Dominion, Approx. 45 min. to Quantico MCB and Richmond, Less than 1 hr. NSWC Dahlgren, NSF Dahlgren, and Ft. Belvoir.

2319 Sizer Road, Beaverdam

$435,000
3 Beds 2 Baths MDCM2007030 MLS
Set on 8.6 private, fully fenced acres just across the Dover Bridge, this Eastern Shore property offers endless possibilities with scenic surroundings, expansive land, and close proximity to the Choptank River, just minutes from Easton. The single-level home features three bedrooms and two full bathrooms, a country kitchen, and an open-concept layout highlighted by a massive brick fireplace with insert and beamed cathedral ceilings in the great room, creating a warm and inviting living space. The roof is approximately two years old. The property includes a large patio with an outdoor bar, a chicken coop, and a separate partially built structure ready for customization. Toward the rear of the property is an additional structure featuring one bedroom, a full bathroom, and storage, as well as another separate structure with six bathrooms, offering flexibility for events, gatherings, or agricultural use. A detached two-story barn adds significant value and includes one room, a walk-in closet, and a kitchen with a gas stove, providing potential for guest space, studio, or workshop use. Additional features include a run-in stable, pasture, pond, and expansive open land suitable for farming, homesteading, recreation, or hunting. The nearby Choptank River enhances the appeal for outdoor enthusiasts and waterfowl hunting. The home does need cosmetic updates, and the price reflects its current condition. A rare opportunity to own fully fenced acreage with multiple structures and flexible-use potential on Maryland’s Eastern Shore.

20915 Dover Bridge Road, Preston

$135,000
2 Beds 1 Baths VACV2010168 MLS
Diamond in the rough in a jewel like setting of 6 acres! Tucked away in the peaceful heart of Caroline County, this property offers the quintessential Virginia rural lifestyle while keeping modern conveniences within easy reach. Located in Milford, you are perfectly positioned just 20 minutes south of Fredericksburg and 40 minutes north of Richmond, providing a seamless balance of secluded country living and easy commuting via the I-95 corridor. The surrounding area is defined by its rolling farmland, mature timber, and a rich historic character that feels a world away from the suburban hustle. Outdoor enthusiasts will appreciate being minutes from the Rappahannock River and local treasures like the Mattaponi Springs Golf Club, while the nearby town of Bowling Green offers charming local dining and essential shopping. Whether you’re looking to explore the local wineries or enjoy the quiet serenity of your own expansive acreage, this location serves as a rare gateway to both tranquility and regional accessibility. AS-IS SALE.

17194 New Baltimore Road, Milford

$2,560,000
8 Beds 16 Baths MDCM2006492 MLS
A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.

4218 Harmony Road, Preston

$515,000
3 Beds 3 Baths VACV2010130 MLS
Nestled on 10 acres of scenic, usable land, this property offers a rare opportunity to enjoy space, privacy, and everyday flexibility. Whether you envision outdoor living, hobby farming, or simply having room to breathe, this setting delivers a lifestyle that is increasingly hard to find. A private, spring-fed pond enhances the experience, creating a peaceful backdrop for relaxing mornings, quiet evenings, or enjoying time outdoors. The land itself offers endless possibilities for recreation, projects, or future plans. Inside, the home features a comfortable and functional layout designed for real living. The main level includes a spacious kitchen with newer appliances, a bright living area centered around a built-in fireplace, and abundant natural light that creates a warm, welcoming feel throughout. The walkout basement provides a large unfinished space with direct outdoor access, offering flexibility for future expansion, storage, or customization to suit your needs. Additional structures include a detached garage and a versatile three-stall outbuilding, ideal for hobbies, workspace, or equipment storage, giving you the freedom to fully utilize the property. A standout feature is the fully paid-off solar panel system, representing a significant investment and providing long-term energy efficiency and cost savings. Located in a peaceful setting while still within reach of Fredericksburg and Richmond, this property offers a unique balance of privacy, convenience, and long-term potential. Photos may be virtually staged.

18438 Beazley Lane, Milford

$1,200,000
MDCM2007390 MLS
Ready for Development! Owner financing possible with down payment. Terms negotiable. 43 lots within the Town limits of Federalsburg, Maryland. Total lot space as currently platted is 478,596 sq ft or 11 acres, according to public records. Total property area including the unbuilt road space is roughly 13 acres. Right-of-ways to the property are currently platted from Liberty Rd, Bernard Ave, and the Federalsburg Bypass. 855 ft of frontage on the Federalsburg Bypass. Water and sewer available on Bernard Ave. Parcel 05-000211 (lot 17c) is available for purchase from a separate seller. The negotiated price of lot 17c can be deducted from the purchase price of the other 42 parcels. The space could fit an estimated 41 single family homes on conforming lots if the property is replatted to a more efficient layout and road design (see example in images). Estimated Gross Development Value (GDV) for 41 homes is $12,300,000. Listing Agent is also the owner of the property. Property to be conveyed as-is. Buyer to perform due diligence and verify all information. 44 Lots pictured in image because lot 1c is a double lot. Property ID in listing is only for the first lot. List of all property IDs attached. Make an offer!

Liberty (Rifkin Village) Rd, Federalsburg