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14418 Poplar St, Goldsboro
$465,000
2 Beds ⋅ 2 Baths ⋅ MDCM2006710 MLS
This Log cabin rests on over 12 acres of open and wooded land that backs to the Choptank River. Access canoes, kayaks or prepare for waterfowl and deer seasons. The private lane leads to the large White Cedar Cabin with cathedral ceiling in the Great Room that offers an open floor plan. Home features hardwood floors and a separate loft for a bedroom or construction to make more. Spacious Primary with ensuite bathroom and walk-in closet. Enjoy the wrap-around covered porch for relaxing and enjoying the peace of nature and all it offers. Fully fenced-in area for pets or create space for other animals. HVAC 2019, Roof 2023, water heater 2022, Seller to find home/rental of choice

14418 Poplar St, Goldsboro
17717 Pepmeier Hill Rd, Woodford
$850,000
4 Beds ⋅ 4 Baths ⋅ VACV2009394 MLS
Welcome to Pepmeier Hill, an extraordinary luxury farm estate offering refined country living on more than eight picturesque acres in the heart of Caroline County. This rare property blends timeless Virginia charm with high-end modern upgrades, all while remaining just minutes from Downtown Fredericksburg, the VRE, and a short drive to Route 301 for effortless regional access. The beautifully updated main residence features four spacious bedrooms and three-and-a-half baths, delivering elegant yet comfortable living throughout. Rich architectural character, abundant natural light, and thoughtful finishes define the home, while a whole-home generator supported by a buried 1,000-gallon propane tank provides peace of mind and uninterrupted comfort year-round. Modern systems, central air, and a heat pump ensure efficiency without sacrificing the home’s historic appeal. A detached three-car garage is crowned by a fully finished apartment offering two bedrooms and two full bathrooms, ideal for extended family, guests, or private accommodations. Complementing this is a newly constructed second three-car garage, outfitted with a professional-grade car lift, making it a dream setup for auto enthusiasts, collectors, or serious hobbyists. Outdoor living is elevated by a stunning semi in-ground swimming pool, surrounded by stamped concrete and enclosed with a PVC deck fence, creating a private, resort-style setting perfect for entertaining or quiet relaxation. The land itself is a standout feature, with gently rolling pasture, two barns, a shed, and fenced areas ready for horses or livestock, offering true farm functionality without sacrificing luxury. With no HOA restrictions and Rural Preservation zoning, the property allows for exceptional flexibility, whether for equestrian use, hobby farming, or expanded estate living. The tranquil countryside setting delivers privacy and scenic beauty, yet remains incredibly convenient to Fredericksburg’s dining, shopping, and commuter rail options. Pepmeier Hill is more than a home — it is a lifestyle estate that offers luxury, land, and location in one remarkable Virginia property.

17717 Pepmeier Hill Rd, Woodford
13499 Wingfield Ln, Ruther Glen
$155,000
3 Beds ⋅ 1 Baths ⋅ VACV2009386 MLS
Tear-down house on 15 acres of prime land, sold As Is. The existing structure is unsafe for entry (Do Not Enter) and is slated for removal, but the property includes a well and septic system for essential utilities. A new survey report is available in the documents, and old records note a three-bedroom, one-bath home once stood here. The true value lies in the land itself—15 acres ready for you to design and build your dream farmhouse or any custom home that suits your vision. Don’t miss this rare opportunity to own a beautiful 15-acre parcel primed for development; act fast, as it won’t last long.......................... Location Dropped Pin : https://maps.app.goo.gl/2KMYcszntjEeMdY96?g_st=ipc

13499 Wingfield Ln, Ruther Glen
0c Mckenney, Woodford
$75,000
VACV2007178 MLS
This remarkable opportunity is perfect for anyone looking to create their own slice of paradise in the countryside. The 7.4 acres of raw land not only provides ample space for your dream home but also features recently completed soil work, making it ready for a 3-bedroom alternative septic system. Imagine waking up to the sounds of nature, with breathtaking views that change with the seasons and wildlife as your neighbors. Whether you enjoy off-roading on your four-wheeler, exploring nature trails, or setting up hunting stands, this expansive parcel provides endless possibilities for adventure and recreation. You can create your own personal retreat where family and friends can gather for weekend getaways, camping trips, or simply to enjoy the great outdoors. The prime rural location ensures you can relish the tranquility of country living while still having easy access to local amenities. Enjoy dining at nearby restaurants, participating in recreational activities, and taking advantage of the quick commute via I-95 for work or weekend excursions. This is your chance to turn your dreams of building a custom home into reality. The potential for your ideal sanctuary is just a visit away. Don’t miss out on this rare opportunity—come and explore this beautiful parcel of land and envision the life you could create here! Make your dreams a reality and start planning your future in this serene setting today!

0c Mckenney, Woodford
16042 Countyline Church Road, Ruther Glen
$161,000
CVR-2600604 MLS
Don't miss this chance to own over 14 acres of land in Caroline County! This lot features a large cleared area, road frontage on Countyline Church Road and many wooded acres. This land is located approximately 10 minutes from the I95 Ladysmith exit and close to many services.

16042 Countyline Church Road, Ruther Glen
Countyline Church Rd, Woodford
$165,000
VACV2009352 MLS
A chance to own land in not only one.. but two counties! This is a unique parcel indeed spanning across both Caroline and Spotsylvania county with a total of 14.88 acres. Direct driveway access off of Countyline Church road and it is located moments from Route 1/ Interstate 95 while simultaneously tucked away for private living. The driveway takes you to a cleared area where there is a large metal carport and two shipping containers with a canopy that conveys. Spanning past the cleared area is several more acreage stretching just before the Motto River. 4.97 acres on Spotsylvania County and 9.93 on Caroline County. The driveway access is on Caroline County side and cleared area is Spotsylvania. Kalahari Resort set to make its arrival in 2026 is located less than 10 minutes away. Survey completed and available. Endless opportunities await! *Not approximate boundary lines pictured in photos*

Countyline Church Rd, Woodford
20105 Sparta Rd, Milford
$385,000
3 Beds ⋅ 2 Baths ⋅ VACV2009320 MLS
An incredible opportunity to own nearly 18 acres with a beautifully updated one-level home—perfect as a full-time residence now or a place to live while you build your dream home. Welcome to 20105 Sparta Rd, where 17.81 acres of rolling countryside meet a thoughtfully renovated, move-in-ready home. At this new price, the value here is truly exceptional. This 3-bedroom, 2-bath home offers 1,232 square feet of fresh, comfortable living space. Renovated in 2025, updates include new flooring, fresh paint, upgraded plumbing and electrical fixtures, fully remodeled bathrooms, and a modern kitchen with brand-new stainless steel appliances and new countertops. The home is a manufactured home on a permanent foundation, providing stability and eligibility for a wide range of financing options. The land is the true showstopper. With 17.81 private acres, the possibilities are endless—hunt on your own property, explore the open space, create ATV trails, start a hobby farm, or build out the country lifestyle you’ve always envisioned. With no HOA, you’ll enjoy the freedom to add gardens, livestock, a barn, workshop, or additional structures. A long private driveway, refreshed landscaping, a peaceful deck, and a storage shed complete the setting. Conveniently located between Richmond and Fredericksburg, this property offers easy access to major commuter routes while still delivering the privacy and tranquility of true country living. Private, quiet, and full of potential—this price improvement makes 20105 Sparta Rd a must-see.

20105 Sparta Rd, Milford
00 Jefferson Davis Hwy, Ruther Glen
$99,900
VACV2009316 MLS
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 Hwy, Ruther Glen
0 Ladysmith (Route 639) Road, Ladysmith
$85,000
CVR-2533815 MLS
This verdant piece of land is your blank canvas to create the rural primary home or summer getaway home of your dreams! This listing is for two adjoining parcels boasting 4.5 acres with road frontage on Ladysmith Road (Route 639) and brimming with potential! This property is conveniently located within 10 minutes of shopping centers and recreational parks along with a direct route to highway 95. Caroline County is a real estate market that has shown promise as land and property values continue to climb making this a prime area to build for longterm home owners and investors alike! Contact this listing agent for a tour of this property right away! Directions: -From I-95 take Exit 110 (Ladysmith Exit) -If traveling South on I-95 turn left onto Ladysmith Rd. (Route 639) If traveling North on I-95 turn Right onto Ladysmith Rd. (Route 639) -Continue straight for approximately 3 miles. -Property is on your left

0 Ladysmith (Route 639) Road, Ladysmith
75 Engerman Ave, Denton
$5,900,000
MDCM2006638 MLS
This newly constructed 60,000 square foot warehouse/flex building is located within the Denton Industrial Park, offering a strategic location for both investors and owner-users. The property is now partially leased, with a fresh five-year lease in place for 30,000 SF, providing immediate, stabilized income. The remaining 30,000 SF is available for lease and can be subdivided into smaller suites to accommodate multiple users or a single tenant. The property is the newest addition to the Denton Industrial Park, positioned centrally on the Delmarva Peninsula. It benefits from excellent regional connectivity, located directly along US Route 404, a major east–west transportation corridor serving Delmarva. The site offers close proximity to all major transportation routes, including US Route 301, US Route 50, & US Route 13 through Delaware. The location allows for efficient access to key regional markets, including the Western Shore of Maryland via the Bay Bridge (approximately 20 minutes), Lower Shore markets - including Sussex County, Delaware and the Salisbury, Maryland area. Acquire a newly constructed industrial asset with immediate cash flow, leasing upside, and long-term flexibility. With strong access to regional transportation infrastructure and growing demand for modern industrial space on the Delmarva Peninsula, the property is well positioned for continued leasing momentum and value appreciation.

75 Engerman Ave, Denton
7904 Clark Rd, 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 Rd, Denton
7904 Clark Rd, 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 Rd, Denton
20525 Point Eastern Drive, Ruther Glen
$115,000
2 Beds ⋅ 2 Baths ⋅ CVR-2532901 MLS
Home is being sold "as is, where is". Large eat-in kitchen with lots of cabinet space and counter space. Cozy family room with access to kitchen as well as outside. Limitless potential. 5 Beautiful acres and a home that's as cute as a button. Floors do need replacing and structure reinforcing under floors. Brand new roof.

20525 Point Eastern Drive, Ruther Glen
3601 Choptank Rd, Preston
$1,795,000
MDCM2006602 MLS
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
53.778 Acres Kidds Fork Rd, Milford
$495,000
VACV2009258 MLS
53.778 acres in Caroline County ideally suited for residential, agricultural, or investment use at the corner of Kidds Fork Road and Mattaponi Trail. Approximately half of the acreage is in productive cropland, with the balance consisting of mixed timber, hedgerows, and natural buffers. The property offers over 1,500 feet of frontage on Mattaponi Trail and over 2,400 feet on Kidds Fork Road, providing multiple options for driveway access or potential subdivision (buyer to verify with Caroline County). The land features a gentle roll with several elevated locations ideal for your dream home, building sites, or recreational use. The open acreage can be utilized for pasture, food plots, a garden, or to generate continued agricultural income. The wooded sections provide wildlife habitat and privacy. With tons of road frontage, diverse open and wooded acreage, and a convenient location, this tract offers tremendous flexibility. Conveniently located 8 miles from Bowling Green, 30 miles from Fredericksburg, and 35 miles from Richmond, the property provides rural living with easy access to amenities, employment centers, and I-95. Whether you’re looking to build a custom home, invest in land, or create a family compound, this property has options! Property is currently enrolled in the Land Use Program so the annual taxes are based on the Land Use Value of $165,200. More photos will be uploaded by 12/13/25. A hunting lease is in place and expires 6/30/25, and the 2026 farming lease is active with an anticipated planting date of early April (corn). Termination of both leases is negotiable and must be determined by settlement.

53.778 Acres Kidds Fork Rd, Milford
53.778 Acres Kidds Fork Road, Milford
$495,000
CVR-2532954 MLS
53.778 acres in Caroline County ideally suited for residential, agricultural, or investment use at the corner of Kidds Fork Road and Mattaponi Trail. Approximately half of the acreage is in productive cropland, with the balance consisting of mixed timber, hedgerows, and natural buffers. The property offers over 1,500 feet of frontage on Mattaponi Trail and over 2,400 feet on Kidds Fork Road, providing multiple options for driveway access or potential subdivision (buyer to verify with Caroline County). The land features a gentle roll with several elevated locations ideal for your dream home, building sites, or recreational use. The open acreage can be utilized for pasture, food plots, a garden, or to generate continued agricultural income. The wooded sections provide wildlife habitat and privacy. With tons of road frontage, diverse open and wooded acreage, and a convenient location, this tract offers tremendous flexibility. Conveniently located 8 miles from Bowling Green, 30 miles from Fredericksburg, and 35 miles from Richmond, the property provides rural living with easy access to amenities, employment centers, and I-95. Whether you’re looking to build a custom home, invest in land, or create a family compound, this property has options! Property is currently enrolled in the Land Use Program so the annual taxes are based on the Land Use Value of $165,200. $750 per year for hunting lease & $90 per acre of tillable ground which is 26 acres. A hunting lease is in place and expires 6/30/25, and the 2026 farming lease is active with an anticipated planting date of early April (corn). Termination of both leases is negotiable and must be determined by settlement.

53.778 Acres Kidds Fork Road, Milford
26623 Bee Tree Rd, Henderson
$339,900
3 Beds ⋅ 1 Baths ⋅ MDCM2006590 MLS
Outdoorsman’s Paradise on 4+ Acres! Discover your own private retreat with this beautifully updated countryside home, perfectly designed for comfort, adventure, and peaceful living. Recent upgrades include stylish and durable LVP flooring, a spacious, fully renovated bathroom, a fully encapsulated crawlspace, and a long-lasting metal roof for years of worry-free ownership. Love the outdoors? This property has everything you need—an RV hookup with water and electric, a handy storage shed, and a cozy fire pit area ideal for quiet evenings or hosting friends beneath the stars. Despite its serene setting, the location couldn’t be more convenient: just 20 minutes to both Denton, MD, and Dover, DE, offering easy access to shopping, dining, and entertainment while you enjoy the tranquility of true country living. Come see this hidden gem and imagine the lifestyle it offers!.

26623 Bee Tree Rd, Henderson
13539 Hokum Dr, Greensboro
$840,000
6 Beds ⋅ 4 Baths ⋅ MDCM2006562 MLS
A Private Eastern Shore Compound Designed for Living, Relaxing & Entertaining! Welcome to 13539 Hokum Drive, a rare Eastern Shore retreat offering privacy, amenities, and “room to breathe” on a gorgeous, partially wooded landscape. This isn’t just a home — it’s a full lifestyle setting, complete with multiple outbuildings, an in-ground pool, wooded trails, and incredible outdoor living spaces, and did we mention an Island! From the moment you enter the long, tree-lined gravel driveway, the property unfolds like a private estate. Mature oaks frame the entrance, opening onto a wide parking courtyard with easy access to the home, the detached garage, and the recreational spaces. A Property with Endless Possibilities The parcel is beautifully laid out: open yard areas, wooded privacy in the rear, and functional spaces placed precisely where you want them. The main house sits comfortably elevated, overlooking the grounds and positioned to enjoy every season of the Eastern Shore. A standout feature is the in-ground pool complex — completely fenced, surrounded by clean concrete decking, and flanked by green-roofed outbuildings including a pool house/shed and a pavilion. Whether for hosting summer gatherings or quiet weekend lounging, the setup is turnkey and impressive. Multiple Outbuildings & Flexible Space A large two-bay detached garage with an upper windowed loft offers serious utility: car storage, workshop potential, hobby space, or equipment housing. Additional smaller structures throughout the property expand your options even further. Riverside Recreation Area Toward the wooded rear of the property, you step into a different world entirely — a waterfront camp-style hangout zone along a calm creek or river bend. The video shows: An open sandy area steps from the water A pergola-style structure with multiple swing benches A ring of Adirondack chairs for gatherings A large central fire pit A dock or walkway leading toward the water This area alone feels like a vacation property — perfect for evenings by the fire, fishing, quiet coffee mornings, or hosting large outdoor gatherings. A True Outdoor Lifestyle The acreage is open enough for play, gardening, pets, and recreation, yet wooded enough to give real privacy. Kids (or adults—no judgment) will love the playground structures and soccer goal visible in the drone shots, and the entire layout encourages outdoor living from sunrise to sundown. The Home The main residence is a spacious, multi-level layout with: A long upper deck overlooking the backyard Large -Light-filled casement windows Lower-level walkout areas perfect for storage, hobbies, expansion or rental! A warm, neutral exterior well-maintained around the entire perimeter Perfect for Buyers Craving Space, Freedom & a Multi-Use Property Whether you want a homestead, an entertainer’s paradise, multi-generational potential, or simply acreage with every amenity already built in, 13539 Hokum Drive delivers. Opportunities like this rarely hit the open market. Schedule your private showing and come experience the lifestyle for yourself.

13539 Hokum Dr, Greensboro
no property photo
$60,000
VACV2009162 MLS
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
no property photo
$97,500
VACV2009160 MLS
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
no property photo
$97,500
VACV2009158 MLS
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
26091 Hokum Dr, Greensboro
$429,900
4 Beds ⋅ 3 Baths ⋅ MDCM2006526 MLS
OPEN HOUSE Sat Dec 6th 11am-1pm. Discover peaceful Eastern Shore living in this beautiful 4-bedroom, 2.5-bath detached home, set on 7.55 private acres bordering the Choptank River. Tucked away at the end of a quiet cul-de-sac with mature woods, this property offers exceptional privacy, nature views, and seasonal glimpses of the river during the fall and winter months. Inside, the home has been thoughtfully refreshed with brand-new carpet and luxury vinyl plank flooring throughout, along with a complete interior repaint for a bright, clean, move-in-ready feel. The main level features generous living and dining spaces, a comfortable family room, and a bright open eat-in kitchen. Upstairs, you’ll find four spacious bedrooms, including a primary suite with an en-suite bath. A two-car garage adds convenience, and the expansive acreage offers endless possibilities—gardens, trails, outdoor entertaining, or simply enjoying the tranquility of the surrounding landscape. With river access take your kayak or canoe for a paddle and enjoy the wildlife all around, this property is the perfect blend of comfort, seclusion, and Eastern Shore charm. A rare opportunity to own acreage and privacy with the Choptank River at your doorstep—schedule your showing today.

26091 Hokum Dr, Greensboro
23629 Willow Pond Rd, Denton
$450,000
1 Beds ⋅ 3 Baths ⋅ MDCM2006500 MLS
Back on the market!! A Unique 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. 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. building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Kitchen, SS appliances. Top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, or guest quarters. ...and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build, if so desired. 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
4218 Harmony Rd, Preston
$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 Rd, Preston
33051 Walnut Grove Farm Lane, Hanover
$1,270,000
3 Beds ⋅ 3 Baths ⋅ CVR-2530495 MLS
Welcome to 33051 Walnut Grove Farm Lane! This 117.7-Acre +/- portion of the locally known "Walnut Grove Farm" features a custom 1-story 2,078-sqft dwelling built in 2021. The house contains the following amenities: Double Entrance door leading to large open living area; Large windows throughout allowing plenty of natural light; gas fireplace in living area with stone façade and wooden mantle; Kitchen and butler pantry feature granite countertops; Butler pantry features plenty of storage and mini fridge; walk-in pantry; Gas stove & hot water heater; Craft/Office/Homework nook just off kitchen; Small patio for a grill off main living area with access to backyard; Barn door separating the laundry room and the guest half bathroom; Master suite features French double doors leading to a small patio and double closets with a separate bathroom featuring granite countertops and built-in cabinets, separate toilet, tile shower and Roman soaking bathtub; 2nd and 3rd Bathroom with separate sink areas & granite counters & built-in cabinets share a Jack n’ Jill bathroom with shower, toilet and closet; 1.5-car garage with finished & painted drywall that includes a sink with hot and cold water. Located just off of the cul-de-sac at the end of Walnut Grove Farm Lane providing seclusion but convenience to Hanover and I-95. Farm features two one-acre +/- fenced paddocks for horses and 1.2 acres of openland/yard. Additional farm improvements include Garden/pebble/seating area in front of house; Gated entrance; Braided electric fencing surrounding the paddocks, Horse run-in, Covered wash area with water and 100-amp electric service at the paddocks/wash area; Gravel trailer parking; Hay storage building; & Small tack shed. Balance of the property in 6 acres +/- of twice thinned (~2006 & ~ 2021) 35- to 37-yr old pine plantation and 107.4 acres +/- of mature natural mixed hardwood/pine woodland. Walking/ATV/bike trails throughout property. Long frontage (4,250 feet +/-) on Mill Creek. Property is to be shown by Appointment Only.

33051 Walnut Grove Farm Lane, Hanover
Walnut Grove Farm Lane, Hanover
$408,700
CVR-2530482 MLS
54.3-Acre +/- Portion of the locally known "Walnut Grove Farm." Located just off of the cul-de-sac at the end of Walnut Grove Farm Lane. Part of a working horse farm with a 0.7-acre +/- dry lot for horses and 4.3 acres +/- of part-fenced pastureland/paddock and some openland outside the paddock. Balance of the property is wooded with about 12.7 acres +/- of twice thinned (~2006 & ~ 2021) 35- to 37-yr old pine plantation and 36.6 acres +/- of natural mixed hardwood and natural pine woodland (23 to 25 years +/- old). Other farm improvements include a 30'x36' greenhouse garage that will convey with the property. The subject property is located about 7.3 miles +/- from Exit # 98 (Doswell/Kings Dominion) of Interstate 95, about 4.4 miles +/- north of Hanover Courthouse, about 9.9 miles +/- northeast of Ashland, and about 17.7 miles +/- south of Bowling Green. Property is to be shown by Appointment Only.

Walnut Grove Farm Lane, Hanover
24276 Asbury Dr, Denton
$595,000
5 Beds ⋅ 3 Baths ⋅ MDCM2006490 MLS
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
10056 Carters Ln, Ruther Glen
$239,900
2 Beds ⋅ 2 Baths ⋅ VACV2009080 MLS
County living at its best. Nice ranch home sitting on 4.5 peaceful acres. 2 bedrooms, 2 full baths, eat in kitchen, wood floors, propane fireplace, tilt windows and outdoor shed. French doors off dining area lead you to a nice deck with awning. House is being sold "AS IS", "WHERE IS". Seller will make no repairs. Home Inspection will be for informational purpose only should purchaser want one. Seller is in the process of moving out so please excuse the clutter. Pictures to be uploaded soon

10056 Carters Ln, Ruther Glen
24072 Telegraph Road, Ruther Glen
$425,000
CVR-2529162 MLS
Discover the perfect blend of convenience and country living on this 34.13-acre property with easy access to US Route 1 and I-95, making commutes to Richmond and destinations north effortless. This expansive parcel offers the ideal setting to build your dream home and bring along your horses and livestock. Enjoy breathtaking views of a serene lake at the edge of the property and an abundance of wildlife, including deer, wild turkey, birds, and rabbits. A family division is permitted by right, giving you flexibility for future use. With no restrictions, you’re free to bring your RV, boat, and all your recreational toys. This is a rare opportunity to create your own private retreat while staying close to major routes and amenities.

24072 Telegraph Road, Ruther Glen
24800 Pealiquor Rd, Denton
$1,150,000
4 Beds ⋅ 4 Baths ⋅ MDCM2006446 MLS
Experience timeless elegance and Eastern Shore charm at this beautifully restored 4-bedroom, 3.5-bath colonial retreat set on 7 acres along the Choptank River. Once known as “Hazelwood,” this historic Governor’s Mansion is one you don’t want to miss! Inside, you’ll find expansive formal and informal rooms flow seamlessly for entertaining and family living alike. This estate features refinished wood floors (2023), freshly replastered / painted walls (2023), updated marble bathrooms, brand new gas stove (2025), HVAC split systems (2019), roof (2016), septic (2009), well (2013), pool liner (2020), and a new propane tank and pool heater (2022) for the in-ground pool. Additional outlets, recessed lighting, and ceiling fans have also been added for modern convenience (2022). Outdoors, enjoy the best of Eastern Shore living—fishing, boating, kayaking, or swimming right from your backyard dock on the scenic Choptank River. Relax poolside, gather around the firepit, or simply take in the tranquil water views. With a strong history as an income-generating Airbnb, this property offers exceptional versatility as a private retreat, family estate, or investment opportunity. And to top it off, enjoy a day of golf right next door at Caroline Country Club! Don’t miss your chance to own a piece of Maryland history—and let the riverfront veranda echo with history while you sip your morning coffee.

24800 Pealiquor Rd, Denton