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6906 Midfield Rd, Hurlock
$209,999
3 Beds ⋅ 2 Baths
Adorable + affordable - 3BR/2BA rancher on .92 acres on a no-through street. This one-story home has been lovingly-maintained by the same owner since it was built. Great floorplan with spacious living room, kitchen and dining room combo. Primary bedroom with ceiling fan and full, en-suite bath with a tub/shower combo. 2 additional bedrooms with ceiling fans, 2nd full bath with a tub/shower combo. Centrally located between Preston, Hurlock, and Federalsburg - you are just minutes to shopping, dining, public parks, and events. Close to plenty of Eastern Shore landmark towns - 14mi to historic Downtown Easton, 20mi to Cambridge on the banks of the Choptank River, 30mi to Saint Michaels, 40mi to the Chesapeake Bay Bridge, about 45mi to the beloved Delaware beaches, 50mi to Dover, Delaware State College, or Chestertown, Washington College. Sizes, taxes, distances approximate. Cash or Conventional financing ONLY.

6906 Midfield Rd, Hurlock

Listing courtesy of EXP Realty, LLC. Contact:

400 Henry St, Cambridge
$199,900
3 Beds ⋅ 1 Baths
Embrace Eastern Shore lifestyle. Welcome to 400 Henry street where timeless character meets modern peace of mind. This gem has been lovingly preserved while receiving major structural upgrades updated windows . The down stairs floors were removed and new joists and new flooring makes an attractive engtrance flooring all the way to rear door. Home is a two story with 3 bedrooms and 1 bath upstairs. Perfect for investors, first time home buyers or historic home lovers. Home is two blocks from the boat ramp and Choptank river acess, renowned for rockfish (stripped bass) perch,and crabs. You cast your line or drop a kayak just a few blocks away Home has a rear alley to bring boat or kyacks home. Rear garage has electric for all your storage needs

400 Henry St, Cambridge

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

2802 Tedious Creek Rd, Toddville
$135,000
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:

313 Washington St, Cambridge
$185,500
Unlock the potential of this duplex located in downtown Cambridge! Whether you're looking to expand your investment portfolio or generate rental income, this property offers plenty of opportunity. The first unit features 3 bedrooms and 1 full bathroom, while the second unit offers 2 bedrooms and 1 full bathroom, providing flexibility for long-term tenants, owner-occupants, or future rental income. Conveniently located just minutes from restaurants, waterfront, parks, and all that downtown Cambridge has to offer, this property is an excellent opportunity for buyers looking to build equity and add value through improvements. Bring your vision to life and capitalize on the potential this downtown duplex has to offer! Property is being sold strictly as-is.

313 Washington St, Cambridge

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

711 Rigby Ave, Cambridge
$175,000
3 Beds ⋅ 1 Baths
Discover a hidden gem in the heart of the City of Cambridge! This charming 3-bedroom, 1-bathroom ranch-style home, built in 1969, offers a perfect blend of comfort and investment potential. With its durable vinyl siding and well-maintained structure, this property is ready for your personal touch or a savvy renovation to maximize returns. Set on a manageable 0.12-acre lot, the home features off-street parking and a welcoming layout that invites creativity. Investors will appreciate the strong rental demand in the area, making this an ideal opportunity for both short-term and long-term leasing. The absence of a pool means lower maintenance costs, while the spacious driveway provides ample parking for tenants. With its prime location and solid construction, this property is not just a house; it's a canvas for your investment dreams. Seize the chance to turn this cozy residence into a lucrative asset in a thriving community!

711 Rigby Ave, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact:

425 Henry St, Cambridge
$225,000
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:

2708 Hoopers Island Rd, Fishing Creek
$149,500
2 Beds ⋅ 2 Baths
PRICE ADJUSTMENT-Opportunity awaits! This property offers a great chance for a buyer looking to create a home that reflects their own style and vision. With a solid layout, generous outdoor space and plenty of potential, the property is ready for its next chapter. Spacious and distinctive the home offers 2,500 sq. ft. of living space, unique architectural details and beautiful views of the island and surrounding waterways. There is flexible space for two or more bedrooms with a spacious primary suite, walk-in closet and "balcony" windows. First floor bath has been fully renovated and the second floor bath with beautiful tile work is waiting for you to finish and customize. Skylights, vaulted ceilings, custom wall moldings and trim along with a wood-burning stove add warmth and character. The large back yard is surrounded by mature trees and offers a peaceful setting. Additionally, there is a workshop with electricity and separate storage shed. This is truly a unique property with generous space, privacy, water views and plenty of opportunity for the new owner to complete remaining projects and make this home their own. This property is being sold "As Is" and seller will make no repairs.

2708 Hoopers Island Rd, Fishing Creek

Listing courtesy of Benson & Mangold, LLC. Contact:

2439 Asquith Island Rd, Crapo
$129,900
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:

2631 Rebecca Ln, Cambridge
$82,000
3 Beds ⋅ 2 Baths
Welcome to an exceptional opportunity in Cambridge! Whether you’re a first-time homebuyer, downsizing, or looking to relocate to the area, this charming property offers affordability, comfort, and convenience in one package. Featuring 3 bedrooms and 2 full bathrooms, this well-maintained home offers a functional layout with comfortable living spaces and plenty of natural light. The spacious living area flows into the kitchen and dining space, creating an inviting atmosphere for everyday living or entertaining. Outside, you’ll enjoy a manageable yard with room to garden, relax, or personalize to your liking. Conveniently located just minutes from downtown Cambridge, you’ll have easy access to local restaurants, shopping, the waterfront, parks, and the vibrant Chesapeake Bay lifestyle. Commuters will appreciate the quick access to Route 50, making travel to Easton, Salisbury and the Maryland and Delaware beaches a breeze. Don’t miss your chance to own an affordable home on Maryland’s beautiful Eastern Shore—schedule your private showing today! * Buyer must receive approval through Southside Landing office.

2631 Rebecca Ln, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

1003 Roslyn Ave, Cambridge
$224,900
2 Beds ⋅ 2 Baths
Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact:

405 Wood Duck Dr, Cambridge
$212,999
3 Beds ⋅ 3 Baths
Welcome home to this beautifully updated 3-bedroom, 2.5-bath townhome located in the desirable community of Cambridge, Maryland. Move-in ready and full of modern upgrades, this home features a brand-new roof, new flooring throughout, and fresh paint that creates a bright, inviting atmosphere. The spacious kitchen is equipped with sleek stainless steel appliances, offering both style and functionality for everyday living and entertaining. The open floor plan provides comfortable living spaces, while the generously sized bedrooms offer plenty of room to relax and unwind. The primary suite includes a private bath, creating the perfect retreat at the end of the day. Conveniently located at 405 Wood Duck Drive, this home offers easy access to local shopping, dining, schools, and the waterfront charm that Cambridge is known for. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this well-maintained townhome is one you won't want to miss. Schedule your private showing today!

405 Wood Duck Dr, Cambridge

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

4658 White Marsh Rd, Madison
$199,000
3 Beds ⋅ 1 Baths
Eastern Shore Living with Room to Breathe! Whether you're looking for your first home or the perfect place to simplify and enjoy life, this charming 3-bedroom, 1-bath home offers comfort, convenience, and nearly an acre of land in the peaceful community of Madison. Boating and fishing enthusiasts will love being just minutes from a public boat ramp and marina, while still enjoying easy access to town and everyday amenities. The property features an attached two-car garage, a 12' x 12' storage shed on a concrete pad, and the added peace of mind that comes with a new HVAC system and updated well and septic systems. With plenty of outdoor space for gardening, pets, hobbies, or simply relaxing, this property offers the ideal blend of country charm and Eastern Shore lifestyle. Affordable, move-in ready, and close to the water—don't miss this opportunity!

4658 White Marsh Rd, Madison

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

2551 Toddville Rd, Toddville
$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:

205 Yellow Bill Ln, Cambridge
$240,000
3 Beds ⋅ 3 Baths
Experience 205 Yellow Bill Ln, nestled in the desirable Heron Point community! Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath townhome offers modern living with an open and inviting floor plan. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday living. Upstairs, you'll find a generous primary suite, two additional bedrooms, and convenient upper-level laundry. Additional features include an attached garage, energy-efficient systems, public water and sewer, and low-maintenance living with lawn care included through the HOA. Conveniently located just minutes from downtown Cambridge, shopping, dining, waterfront attractions, and Route 50. Move-in ready and waiting for its next owner!

205 Yellow Bill Ln, Cambridge

Listing courtesy of Keller Williams Realty. Contact:

324 Shipyard Dr Unit 83, Cambridge
$250,000
3 Beds ⋅ 3 Baths
Charming 3-Level Townhome in a Gated Waterfront Community with Pool, Clubhouse & Marina Access! Welcome to this beautifully maintained 3-bedroom, 2 full-bath townhome located in a sought-after gated community Deep Harbour. This spacious three-level home features a first-floor expanded rec/ family room with new plank flooring, 1/2 bath and direct access to the community pool area. Second floor offers spacious Livingroom, a bright and inviting Kitchen with an abundant cabinet space, Corian countertops, additional built-in cabinets and bar, stainless appliances and a dining area filled with natural light overlooking the pool. Private side deck, also overlooking the pool — perfect for relaxing or entertaining. Third floor Spacious primary ensuite includes a soaking tub, separate shower, double sink vanity, sitting room and walk-in closet. Two additional generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Attached 1-car garage also includes Extra guest parking. Access to marina walking areas and community amenities. Convenient location just minutes from downtown shopping, grocery stores, fine dining, and entertainment. Enjoy low-maintenance living in a waterfront-inspired community with exceptional convenience and amenities.

324 Shipyard Dr Unit 83, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact:

600-3 Water St, Cambridge
$249,900
2 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! Charming brick end-unit townhome in Riverview Townhouse Condominiums, ideally located just two blocks from downtown Cambridge! Enjoy distant views of the Choptank River, Cambridge Yacht Basin, and iconic Choptank Lighthouse from this beautifully updated home offering the perfect blend of Colonial charm and modern convenience. Recent improvements include new HVAC (2025), windows (2023), water heater, fresh paint, luxury vinyl plank flooring, updated lighting, ceiling fans, and new granite kitchen countertops. The inviting open floor plan seamlessly connects the living and dining areas, making entertaining effortless. The bright kitchen features double windows, recent appliances, freshly painted cabinetry, granite countertops, and updated lighting. Upstairs, both spacious bedrooms feature private en-suite baths with tub/shower combinations and updated vanities, mirrors, and lighting. A convenient stacked washer and dryer complete the second level. Enjoy maintenance-free living with lawn care and trash service included, plus easy access to all that downtown Cambridge has to offer—restaurants, shops, galleries, the art center, marina, waterfront, and the Ironman finish line are all just a short stroll away. Whether you're looking for a full-time residence, weekend retreat, or investment/Airbnb opportunity, this property offers an exceptional combination of location, updates, water views, and convenience. Come see why you may never want to leave!

600-3 Water St, Cambridge

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

904 Central, Cambridge
$160,000
4 Beds ⋅ 2 Baths
**RECENTLY REDUCED – INVESTOR & RENOVATION OPPORTUNITY!** Bring your vision and finish what has already been started in the heart of Cambridge. With a portion of the renovation work already underway, this property offers an appealing opportunity for investors, flippers, landlords, or buyers looking to build equity through improvements. Recent updates include luxury vinyl plank flooring throughout much of the home and a nearly finished upper level offering flexible space for two bedrooms, or a bedroom with adjoining office/bonus area, plus a half bath and additional closet space. The main level features two bedrooms, living room, laundry area, and a kitchen space ready for renovation. Significant improvements are still needed, including completion of the kitchen and installation of a heat source; natural gas is available. For the right buyer, this is an opportunity to complete the remaining work, add value, and reposition the property for resale, rental income, or personal use. Outside, the property offers a fenced backyard, concrete patio, storage shed, off-street parking, and front porch. Conveniently located just off Race Street and within walking distance of downtown Cambridge, restaurants, shopping, and the waterfront. **Being sold strictly AS-IS. Seller is motivated and ready to make a deal—bring your contractor, your vision, and your offer!** Renovation financing, including FHA 203(k), may be an option for qualified buyers. **Some photos have been virtually staged or virtually enhanced to illustrate the property's potential.**

904 Central, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

6706 Whiteley Rd, Hurlock
$174,900
3 Beds ⋅ 2 Baths
Welcome to this ranch-style home, nestled in the serene Hurlock community. With 1,344 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two full bathrooms with tub shower, ensuring ample room for relaxation and privacy. Venture inside to discover a warm and inviting atmosphere showing a spacious living room that opens to a combined kitchen and dining area that encourages gatherings and shared meals. Natural light pours in through well-placed windows, enhancing the cozy ambiance throughout the home. The screened porch invites you to unwind while enjoying the gentle breeze and views of the expansive half-acre lot, perfect for outdoor activities or simply soaking in the tranquility of your surroundings. The driveway provides convenient off-street parking. Don't miss the opportunity to make this home yours!

6706 Whiteley Rd, Hurlock

Listing courtesy of Century 21 Downtown. Contact:

4731 Egypt Rd, Cambridge
$249,999
3 Beds ⋅ 3 Baths
Nearly one acre of waterfront-adjacent land on the Little Blackwater River — with federally protected land as your permanent rear boundary and Blackwater National Wildlife Refuge just minutes down the road. This is a builder's opportunity. The existing structure is a tear-down, priced accordingly. What you're buying is the lot — a private, river-backing acre in one of the most scenic corridors on Maryland's Eastern Shore, surrounded by open fields and protected land on three sides with one neighboring property to the east. The location speaks for itself. Egypt Road is the primary access route into Blackwater NWR, one of the most visited natural destinations on the East Coast. Serious nature tourism, hunting, fishing, kayaking, and wildlife photography draw visitors to this corridor year-round. For an investor or developer with vision, the demand is already here. Custom retreat. Private residence. Nature-focused short-term rental. The use case is yours to define. Priced at $275,000. Contact us today to schedule a showing.

4731 Egypt Rd, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

408 Bayly Ave, Cambridge
$249,000
2 Beds ⋅ 1 Baths
Welcome to 408 Bayly Avenue! This is an absolutely charming cottage sited on a magnificent lot. The living spaces are generously sized, lovely and full of great natural light. The 2 bedrooms are separated by a hall bath. Beautiful hardwood floors have been run throughout the entire house. The Dining Room is located just off the kitchen and features a large window that captures the backyard vistas. The kitchen is large, well laid out and enhanced with sparkling appliances. The laundry is conveniently located off the kitchen with direct access to the incredible back yard. There is a wonderful front porch for watching the world pass by if one is so inclined. There is also an awesome covered porch in the back, overlooking a beautiful tranquil park-like setting. There is a plethora of places throughout the house and the yard that offer great choices for entertaining, seclusion, reading or working. Parking for 2-3 cars is easily accommodated in the driveway to the left of the house. Bayly Avenue is a well-loved quiet family street located just blocks from the bustling downtown and the magnificent harbour.

408 Bayly Ave, Cambridge

Listing courtesy of Compass. Contact:

2506 Boeing Way, Cambridge
$245,000
3 Beds ⋅ 3 Baths
Welcome to 2506 Boeing Way, Cambridge, MD 21613 — a beautifully maintained three-story townhome that perfectly blends space, comfort, and convenience. This inviting home offers 3 spacious bedrooms, 2.5 bathrooms, and a versatile finished ground level that can easily serve as a family room, home office, gym, or recreation area. An attached garage adds both convenience and additional storage. The main living level features a bright and open layout, highlighted by a generously sized eat-in kitchen complete with a center island—ideal for casual meals, entertaining guests, or everyday living. Ample cabinetry and workspace make this kitchen as functional as it is welcoming. Upstairs, the primary suite provides a peaceful retreat, featuring a private en-suite bathroom and a large walk-in closet. Two additional bedrooms and a full bath offer comfortable accommodation for family members or guests. Ideally situated near shopping, dining, and everyday conveniences, this home also offers quick access to Route 50, making commuting and travel simple and efficient. Whether you're looking for your first home or seeking low-maintenance living with modern comforts, this townhome is a must-see.

2506 Boeing Way, Cambridge

Listing courtesy of Yeti Realty LLC. Contact:

212 Main St S, Hurlock
$99,000
3 Beds ⋅ 2 Baths
Attention Investors & Renovators! Unlock the potential of this two-level home ready for your vision and finishing touches. Renovations have already been started, providing a great head start for your next project. With an estimated After Repair Value (ARV) of $225,000, this property offers an excellent opportunity for a profitable flip or a long-term rental investment. The main level features a full bath and a versatile bonus room that could serve as a home office, den, family room, or even a potential fourth bedroom. Upstairs, you'll find three bedrooms, a spacious full bath, and a wide hallway that enhances the home's open feel. The generous backyard offers plenty of space for outdoor entertaining, future expansion, or additional improvements. Add a privacy fence to create a feel of seclusion and outdoor retreat to maximize the property's appeal. Conveniently located near a public park, schools, restaurants, a deli, and grocery shopping, this home combines investment potential with everyday convenience. Whether you're searching for your next renovation project, a fix-and-flip opportunity, or a property to build long-term equity, this home offers exceptional possibilities. Bring your creativity and transform this property into something truly special. Don't miss this outstanding opportunity to add value and make it shine!

212 Main St S, Hurlock

Listing courtesy of Mabry Real Estate LLC. Contact:

2839 Lakesville Crapo Rd, Church Creek
$169,900
1 Beds ⋅ 1 Baths
Hunters Haven! The perfect blend of recreation and opportunity with this 16-acre hunting property with 2 ponds. Featuring a versatile large agricultural field, a blank canvas to make it your own, strategically plant food plots or the back right corner is an ideal location for a future impoundment to attract and sustain wildlife. This property has a little bit of everything for outdoor enthusiasts, offering excellent hunting for sika deer, whitetail deer, waterfowl, and turkeys along with some pond fishing. The diverse habitat and open field create ideal conditions for both seasoned hunters and those looking to establish a private retreat. An older mobile home currently sits on the property and is considered a tear-down, but it provides a valuable head start with existing infrastructure. Electric service is active, and there is an existing septic system on site (condition unknown), offering potential for future building or campsite development. Whether you're looking to create your own hunting getaway, invest in recreational land, or develop a rural homestead, this property offers a unique opportunity with plenty of potential.

2839 Lakesville Crapo Rd, Church Creek

Listing courtesy of Taylor Properties. Contact: