easternshoremdfineproperties.com Search Results

$299,000

Welcome to this charming farmette featuring a 3 bedroom, 2 3/4 bath home that has been elevated and features a conditioned crawl space, includes a 3-stall barn, pole barn and shop/shed. Situated on over 8.5 acres, this property offers open fields, established pastures with fencing, a pond and wooded areas, creating the perfect blend of recreation, hobby farming and peaceful country living for the nature enthusiast and hunters alike. Enjoy Sika deer and waterfowl hunting right in your own backyard, with endless opportunities to enjoy the outdoors. Nearby marinas and public boat ramps provide convenient access for boating, fishing and crabbing.

3 Beds ⋅ 3 Baths

Welcome to this charming farmette featuring a 3 bedroom, 2 3/4 bath home that has been elevated and features a conditioned crawl space, includes a 3-stall barn, pole barn and shop/shed. Situated on over 8.5 acres, this property offers open fields, established pastures with fencing, a pond and wooded areas, creating the perfect blend of recreation, hobby farming and peaceful country living for the nature enthusiast and hunters alike. Enjoy Sika deer and waterfowl hunting right in your own backyard, with endless opportunities to enjoy the outdoors. Nearby marinas and public boat ramps provide convenient access for boating, fishing and crabbing.

2562 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$1,495,000

McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

7 Beds ⋅ 5 Baths

McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

5207 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$339,000

Experience the timeless charm of Maryland's Eastern Shore at 4707 Steamboat Road in the peaceful community of Woolford MD. Just steps from the shores of beautiful Church Creek, this beautifully updated traditional farmhouse offers picturesque water views from the screened front porch and the perfect blend of classic Eastern Shore character and modern comfort. Inside, you'll find a bright, open-concept living and dining area that flows effortlessly into a spacious gourmet kitchen featuring updated cabinetry, a gas range, and upgraded flooring. Original hardwood floors throughout the foyer and first-floor bedrooms preserve the home's timeless appeal, while the generously sized rooms showcase the craftsmanship and charm of a bygone era. Extensive recent improvements make this home truly move-in ready. Recent updates include updated double-pane windows for improved energy efficiency, a new refrigerator (2024), new washer and dryer (2025), a new well pump, an owned water treatment system, energy-efficient mini-split heating and cooling systems, luxury vinyl plank flooring upstairs and downstairs, and a new electrical panel—all completed to provide comfort and peace of mind for the next owner. Step outside and enjoy everything this property has to offer. Sip your morning coffee on the rear deck overlooking the spacious backyard, or unwind on the screened front porch while taking in peaceful views of Church Creek. The large lot offers plenty of room to expand, garden, or build a future garage, while the well-maintained folk barn provides abundant storage and adds authentic character to this charming Eastern Shore setting. Whether you're searching for a full-time residence, a peaceful weekend retreat, or a place to enjoy the slower pace of living, 4707 Steamboat Road offers a rare opportunity to own a beautifully updated farmhouse in one of Dorchester County's most scenic locations. As an added bonus, additional equipment and personal property will convey with an acceptable offer.

4 Beds ⋅ 1 Baths

Experience the timeless charm of Maryland's Eastern Shore at 4707 Steamboat Road in the peaceful community of Woolford MD. Just steps from the shores of beautiful Church Creek, this beautifully updated traditional farmhouse offers picturesque water views from the screened front porch and the perfect blend of classic Eastern Shore character and modern comfort. Inside, you'll find a bright, open-concept living and dining area that flows effortlessly into a spacious gourmet kitchen featuring updated cabinetry, a gas range, and upgraded flooring. Original hardwood floors throughout the foyer and first-floor bedrooms preserve the home's timeless appeal, while the generously sized rooms showcase the craftsmanship and charm of a bygone era. Extensive recent improvements make this home truly move-in ready. Recent updates include updated double-pane windows for improved energy efficiency, a new refrigerator (2024), new washer and dryer (2025), a new well pump, an owned water treatment system, energy-efficient mini-split heating and cooling systems, luxury vinyl plank flooring upstairs and downstairs, and a new electrical panel—all completed to provide comfort and peace of mind for the next owner. Step outside and enjoy everything this property has to offer. Sip your morning coffee on the rear deck overlooking the spacious backyard, or unwind on the screened front porch while taking in peaceful views of Church Creek. The large lot offers plenty of room to expand, garden, or build a future garage, while the well-maintained folk barn provides abundant storage and adds authentic character to this charming Eastern Shore setting. Whether you're searching for a full-time residence, a peaceful weekend retreat, or a place to enjoy the slower pace of living, 4707 Steamboat Road offers a rare opportunity to own a beautifully updated farmhouse in one of Dorchester County's most scenic locations. As an added bonus, additional equipment and personal property will convey with an acceptable offer.

4707 Steamboat Rd, Woolford

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$135,000

Nestled in the heart of Dorchester County's Sika country, this property offers a unique opportunity to own a beautiful piece of Maryland's Eastern Shore. Surrounded by the area's renowned hunting, fishing, crabbing, and outdoor recreation, the spacious lot provides the perfect setting for a future homesite, weekend getaway, or recreational retreat. The existing 3-bedroom, 1-bath home is in poor condition and is being sold as-is, making this an ideal opportunity for buyers looking to build a new home or replace the existing structure with a manufactured home. Water access is close by, providing convenient access to the Blackwater & Honga River for boating, fishing, and exploring the Chesapeake Bay watershed. Whether you're searching for a peaceful escape, a hunting camp, or the perfect location to create your own Eastern Shore retreat, this property offers endless potential in an unbeatable location.

3 Beds ⋅ 1 Baths

Nestled in the heart of Dorchester County's Sika country, this property offers a unique opportunity to own a beautiful piece of Maryland's Eastern Shore. Surrounded by the area's renowned hunting, fishing, crabbing, and outdoor recreation, the spacious lot provides the perfect setting for a future homesite, weekend getaway, or recreational retreat. The existing 3-bedroom, 1-bath home is in poor condition and is being sold as-is, making this an ideal opportunity for buyers looking to build a new home or replace the existing structure with a manufactured home. Water access is close by, providing convenient access to the Blackwater & Honga River for boating, fishing, and exploring the Chesapeake Bay watershed. Whether you're searching for a peaceful escape, a hunting camp, or the perfect location to create your own Eastern Shore retreat, this property offers endless potential in an unbeatable location.

2802 Tedious Creek Rd, Toddville

Listing courtesy of Monument Sotheby's International Realty. Contact: 4437087074

$225,000

Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

2 Beds ⋅ 1 Baths

Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

425 Henry St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$439,900

Whether you're dreaming of a peaceful country lifestyle or ready to bring your horses home, this picturesque farmette on nearly 5.5 acres is ready for you. The property is already set up with established pastures, a barn featuring four stalls and a feed room and plenty of space for horses and other animals. The updated 3 bedroom, 2 full bath farmhouse blends modern updates with timeless charm and features newer mini-split heating and cooling systems, a cozy pellet stove and a convenient first-floor primary bedroom. A detached two car garage includes a 1 bedroom, 1 bath apartment above, ideal for guests, extended family, rental income, or a private home office.

3 Beds ⋅ 2 Baths

Whether you're dreaming of a peaceful country lifestyle or ready to bring your horses home, this picturesque farmette on nearly 5.5 acres is ready for you. The property is already set up with established pastures, a barn featuring four stalls and a feed room and plenty of space for horses and other animals. The updated 3 bedroom, 2 full bath farmhouse blends modern updates with timeless charm and features newer mini-split heating and cooling systems, a cozy pellet stove and a convenient first-floor primary bedroom. A detached two car garage includes a 1 bedroom, 1 bath apartment above, ideal for guests, extended family, rental income, or a private home office.

5125 Rhodesdale Rd, Rhodesdale

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$129,900

Escape to your own private retreat with this 5.02-acre property located just minutes from the renowned Blackwater National Wildlife Refuge. Featuring a 2-bedroom, 1-bath home, this fixer-upper offers an excellent opportunity to renovate, invest, or create the hunting cabin or private retreat you’ve always wanted. Surrounded by some of Maryland’s premier outdoor recreation, the property is ideally situated for hunters and nature enthusiasts. Enjoy outstanding opportunities for sika deer, whitetail deer, and wild turkey hunting, with Blackwater National Wildlife Refuge and thousands of acres of nearby public lands helping make this a destination for wildlife and outdoor adventure. Nearby marinas and public boat ramps provide excellent opportunities for boating, fishing, and crabbing. Whether you��re looking for a weekend getaway, recreational property, or a project with ample potential, this property offers the perfect combination of privacy, acreage, and an exceptional location. Bring your vision and make this Eastern Shore property your own. Property sold as-is.

2 Beds ⋅ 1 Baths

Escape to your own private retreat with this 5.02-acre property located just minutes from the renowned Blackwater National Wildlife Refuge. Featuring a 2-bedroom, 1-bath home, this fixer-upper offers an excellent opportunity to renovate, invest, or create the hunting cabin or private retreat you’ve always wanted. Surrounded by some of Maryland’s premier outdoor recreation, the property is ideally situated for hunters and nature enthusiasts. Enjoy outstanding opportunities for sika deer, whitetail deer, and wild turkey hunting, with Blackwater National Wildlife Refuge and thousands of acres of nearby public lands helping make this a destination for wildlife and outdoor adventure. Nearby marinas and public boat ramps provide excellent opportunities for boating, fishing, and crabbing. Whether you��re looking for a weekend getaway, recreational property, or a project with ample potential, this property offers the perfect combination of privacy, acreage, and an exceptional location. Bring your vision and make this Eastern Shore property your own. Property sold as-is.

2439 Asquith Island Rd, Crapo

Listing courtesy of Iron Valley Real Estate Crossroads. Contact: 2403979292

$167,900

Great opportunity to own nearly 8 acres featuring some of the highest and driest ground in Toddville. Located in sought after Sika deer country, this property offers a peaceful rural setting with hunting opportunities, abundant wildlife, and a creek running through the property. The land features a great combination of woods, newly planted pines and natural habitat, creating an ideal setting for Sika deer, wildlife and outdoor recreation. Property features a brand new complete 4 chamber septic system (never used), adding value and future potential, existing well. Also conveying is a 27 ft camper with bump out, providing a great setup for a hunting retreat or weekend getaway. The older home on the property is in need of repairs, including a new roof and is being sold as-is, bring your vision to renovate and bring back to life or tear down and build your own home. Enjoy the privacy, open space and natural beauty of Dorchester County with fishing, boating, public boat ramps and marinas close by.

2551 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$199,000

Looking for a fixer-upper with sweeping views of the Chesapeake Bay? This is your chance to own a special piece of Hoopers Island paradise. The property features a 3-bedroom home ready for renovation, along with two outbuildings offering excellent storage or workshop potential. Enjoy breathtaking sunsets over the Chesapeake Bay from the front of the property, while the rear backs to a peaceful creek—perfect for launching canoes or kayaks right from your backyard. Whether you envision a full-time residence, weekend retreat, or second home, this property offers the setting to create your ideal island getaway. Located within the highly regarded K–8 Southern Dorchester School District, this unique waterfront-adjacent opportunity combines stunning views, water access, and endless potential.

3 Beds ⋅ 1 Baths

Looking for a fixer-upper with sweeping views of the Chesapeake Bay? This is your chance to own a special piece of Hoopers Island paradise. The property features a 3-bedroom home ready for renovation, along with two outbuildings offering excellent storage or workshop potential. Enjoy breathtaking sunsets over the Chesapeake Bay from the front of the property, while the rear backs to a peaceful creek—perfect for launching canoes or kayaks right from your backyard. Whether you envision a full-time residence, weekend retreat, or second home, this property offers the setting to create your ideal island getaway. Located within the highly regarded K–8 Southern Dorchester School District, this unique waterfront-adjacent opportunity combines stunning views, water access, and endless potential.

1213 Horse Point Rd, Fishing Creek

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$429,900

Beautifully renovated Eastern Shore farmhouse on just under three-quarters of an acre, blending timeless character with modern updates and exceptional versatility. This move-in ready 3-bedroom, 2-bath home features high ceilings, abundant natural light, flexible living spaces, a home office, third-floor loft, detached garage, pool house, pool, hot tub, boat and RV storage, and high-speed fiber internet. Inside, thoughtfully updated living areas preserve the home's classic charm while offering today's conveniences. The main level includes a spacious living room and a private office that can easily serve as a fourth bedroom or guest room. The third-floor loft provides additional flexible space ideal for a recreation room, home gym, studio, or second office. Outdoor amenities are designed for entertaining and everyday enjoyment, featuring a large deck overlooking the pool and hot tub, a 20' x 26' pool house, and professionally installed garden and security lighting. A detached two-car garage with a full storage loft and covered carport provide excellent space for vehicles, a workshop, hobbies, a boat, or an RV. Recent improvements include a comprehensive renovation, updated split-system HVAC, and a brand-new roof installed in 2025 with a transferable warranty. Conveniently located on Maryland's Eastern Shore with easy access to Salisbury, Talbot County, Queen Anne's County, the Maryland and Delaware beaches, and Layton's Chance Winery, this property offers the perfect balance of peaceful country living and everyday convenience.

3 Beds ⋅ 2 Baths

Beautifully renovated Eastern Shore farmhouse on just under three-quarters of an acre, blending timeless character with modern updates and exceptional versatility. This move-in ready 3-bedroom, 2-bath home features high ceilings, abundant natural light, flexible living spaces, a home office, third-floor loft, detached garage, pool house, pool, hot tub, boat and RV storage, and high-speed fiber internet. Inside, thoughtfully updated living areas preserve the home's classic charm while offering today's conveniences. The main level includes a spacious living room and a private office that can easily serve as a fourth bedroom or guest room. The third-floor loft provides additional flexible space ideal for a recreation room, home gym, studio, or second office. Outdoor amenities are designed for entertaining and everyday enjoyment, featuring a large deck overlooking the pool and hot tub, a 20' x 26' pool house, and professionally installed garden and security lighting. A detached two-car garage with a full storage loft and covered carport provide excellent space for vehicles, a workshop, hobbies, a boat, or an RV. Recent improvements include a comprehensive renovation, updated split-system HVAC, and a brand-new roof installed in 2025 with a transferable warranty. Conveniently located on Maryland's Eastern Shore with easy access to Salisbury, Talbot County, Queen Anne's County, the Maryland and Delaware beaches, and Layton's Chance Winery, this property offers the perfect balance of peaceful country living and everyday convenience.

4904 Ravenwood Rd, Vienna

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665