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$425,000
6 Beds ⋅ 3 Baths
Welcome to your own private slice of Maryland's Eastern Shore! Nestled on over 8 acres in picturesque East New Market, this one-of-a-kind country estate offers the perfect blend of space, functionality, and rural charm. Originally built in 1974, the home was thoughtfully expanded in 1999 with a spacious Colonial addition, creating an impressive residence featuring 6 generously sized bedrooms and 3 full bathrooms—ideal for large families, multigenerational living, or anyone who appreciates room to spread out. The heart of the home offers multiple living areas, a formal dining room, and abundant natural light, while the attached two-car garage provides everyday convenience. For hobbyists, mechanics, contractors, farmers, or entrepreneurs, the property truly shines with two massive detached workshop/garage buildings. These versatile structures provide exceptional storage, workspace, equipment housing, or the opportunity to operate a home-based business. Step outside and experience everything country living has to offer. More than 7 acres are currently utilized for crop production, making the property ideal for hobby farming, homesteading, horses, or continued agricultural use. Enjoy harvesting fresh peaches, pears, and grapes from your own fruit trees and vines, while the expansive grounds offer endless possibilities for a large vegetable garden, additional orchards, or recreational space. Relax on the welcoming front porch with your morning coffee or entertain family and friends on the rear patio while taking in peaceful views of the surrounding farmland and open skies. Located just minutes from the historic town of East New Market and a short drive to Cambridge, the property provides convenient access to shopping, dining, schools, healthcare, and outdoor recreation, including the Choptank River, Blackwater National Wildlife Refuge, boating, fishing, hunting, and numerous public parks. Commuters will also appreciate easy access to Maryland Routes 14, 16, and 50, connecting you to the Chesapeake Bay, Easton, Salisbury, and Delaware beaches. If you've been searching for acreage, privacy, workshop space, and a spacious home with unlimited potential, 5640 Thompsontown Road delivers a rare opportunity to enjoy the best of Eastern Shore living.

5640 Thompsontown Rd, East New Market

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$159,000
1 Baths
More photos coming. 4 Bedroom, 1.5 bath home zoned commercial with residential use. Waking distance to downtown. Property is located on a busy commutable street with great exposure. Adjoining 2 lots are also available.

312 Washington St, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$60,000
ATTENTION INVESTORS & BUILDERS! Great in-town opportunity featuring two adjoining lots totaling 10,598 sq. ft. (0.244 acres). Flexible zoning permits commercial, multi-family, or single-family residential development. Features existing sidewalk access and a double-wide driveway ready for commercial use if needed.

308 Washington St, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$899,000
Discover an exceptional 115± acre recreational and hunting property in the heart of Dorchester County, Maryland, featuring frontage along the Transquaking River. This diverse tract offers a mix of productive tillable acreage, woods, and expansive marsh habitat, creating ideal conditions for wildlife. Renowned for outstanding hunting opportunities, the property supports excellent populations of Sika deer, whitetail deer, wild turkey, ducks, and geese, making it a true Eastern Shore sportsman's paradise. The marshy river frontage provides excellent habitat for waterfowl and adds to the property's recreational appeal. Whether you're searching for a premier hunting property, a private retreat, or a long-term land investment, this farm offers a rare combination of diverse habitat, income-producing tillable ground, and exceptional hunting in one of Maryland's most desirable outdoor destinations. Buyers/Buyers agents to perform all due diligence and confirm all information to their satisfaction

Beaver Neck Village Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$385,000
4 Beds ⋅ 3 Baths
Welcome to Long Boat Estates, a water-oriented community located just minutes from the water, docks, and boat ramps. Residents also enjoy access to a private community pool. This spacious home offers four bedrooms and three full bathrooms. The upper level features three bedrooms and two full baths, including a private bathroom in the primary bedroom. The lower level includes an additional bedroom, a full bathroom, and a walkout to a screened-in porch. A large laundry room with a kitchen size sink and plenty of cabinet storage is also located on this level. The kitchen is equipped with stainless steel appliances, granite countertops, and a center island that provides additional workspace. Just off the dining room is a second screened-in porch that leads to an open-air deck, creating multiple areas for relaxing and outdoor entertaining. Conveniently located just minutes from Route 50 and a little over an hour from Ocean City, this home offers the perfect combination of comfortable living, outdoor space, and easy access to the water.

145 Regulator Dr N, Cambridge

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

$575,000
58.27 acres located in Dorchester County. A 5000 square foot pole barn, with attached apartment. Well/septic is located on the property. Land is in Rural Legacy Easement. One (1) single family detached dwelling up to 6500 square foot home can be built. Land cannot be sub-divided. A Soil Conservation and Water Quality Plan is required for the farm (current farmer handles). Current Farm lease does not expire until 2033. Apartment lease does not expire until 2030.

Federalsburg

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

$1,800,000
Rare opportunity to acquire 402± acres (5 combined parcels) with road frontage and easy access! This diverse tract features a prime habitat mix of mature woods, cutover, and marshland, offering exceptional hunting for Sika deer, waterfowl, and local game. Whether seeking a premier recreational acreage, private hunting retreat, or long-term land investment, this remarkable landholding delivers!

Andrews Rd, Crapo

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$5,000,000
Route 50 - 58.20+/- acres consisting of 4 parcels zoned commerical and heavy industrial. Corner location. Existing office and some additional buildings. Farm behind property also available for sale.

3914 Ocean Gtwy, Linkwood

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$549,900
3 Beds ⋅ 3 Baths
Waterfront Living with a Deeded Boat Slip on Cambridge Creek - Enjoy beautiful water views, three screened porches and a deeded deep-water boat slip in this spacious three-level residence in the desirable Waterside community. Thoughtfully designed with approximately 3,000 square feet of living space (per floor plans) the home offers the comfort of a single-family home with the ease of low-maintenance living. The main level features an open floor plan with spacious living and dining areas, well-appointed kitchen with granite countertops, stainless steel appliances, island seating and abundant storage plus a large screened porch overlooking the water. The entry level offers a flexible family room with a full bath and screened porch, ideal for guests, a home office or recreation. Upstairs, the waterside primary suite features vaulted ceilings, large walk-in closet, spacious bath, private screened porch and an adjoining office or sitting area. Just blocks from downtown Cambridge's restaurants, shops, marina and waterfront parks, this exceptional home offers easy access to Cambridge Creek and the Choptank River. Square footage is based on floor plans. Tax records may differ and buyers should verify.

202 Muir St, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$195,138
2 Beds ⋅ 1 Baths
Charming, Affordable Cottage in a Prime Location! This inviting 2-bedroom, 1-bath home is an excellent opportunity for first-time buyers, downsizers, or investors. The interior was thoughtfully renovated in 2001 with updated flooring, modern kitchen cabinetry, fresh paint, and other improvements, creating a warm and welcoming living space. The unfinished second level offers exciting potential for future expansion, additional storage, a hobby room, home office, or other creative uses to fit your needs. Ideally situated within walking distance of shopping, restaurants, and the scenic Choptank River, this home combines affordability, convenience, and opportunity. Whether you're looking for your first home or a smart investment, this property is full of potential and ready for its next owner.

913 Roslyn Ave, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$25,000
This is a 2‑acre vacant parcel located along Cordtown Road in Cambridge, Dorchester County. The tax record identifies it as “1.78 acres E/S Cordtown Road” within an Agricultural Conservation (AC) zoning district. The land is unimproved, with no existing structures, offering a simple tract of ground in a quiet, rural, unincorporated area near Bucktown Road and Union Chapel. The parcel is now available for public sale.

Cordtown Rd, Cambridge

Listing courtesy of Real Estate Professionals, Inc.. Contact:

$899,999
4 Beds ⋅ 3 Baths
COMING SOON! Waterfront lover's paradise on Jenkins Creek with quick access to the Choptank River! Nestled on a private lot with a peaceful, country feel and just minutes from downtown Cambridge, this beautiful home offers the ultimate Eastern Shore lifestyle.

2503 Legacy Ct, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$849,900
3 Beds ⋅ 2 Baths
Imagine waking up to sweeping waterfront views, launching your kayak from your private beach, and ending the day with uninterrupted sunset skies right from your own yard! This stunning, completely remodeled coastal retreat combines peace of mind with exceptional investment potential. Featuring a new roof and new HVAC system, every detail of this home has been thoughtfully updated, including fresh LVP flooring throughout with all-new subflooring and beautifully updated bathrooms. The gourmet kitchen boasts sleek granite countertops, perfect for entertaining family and guests. Step outside to enjoy direct waterfront living with a riprapped shoreline and your very own private beach access—ideal for launching kayaks, soaking up sunset views, or enjoying water recreation. Detached garage. Currently operating as an active Airbnb with a proven rental history, this property is ready to generate income from Day 1. Furnishings are negotiable, offering a seamless, plug-and-play opportunity for vacation home buyers or investors alike.

1648 Taylors Island Rd, Woolford

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$695,000
4 Beds ⋅ 3 Baths
Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers approximately 800 feet of rip-rapped shoreline, a private deep-water pier with multiple slips, the perfect blend of comfort and outdoor recreation. The home features a beautifully renovated kitchen with custom cabinetry, quartz countertops, GE Café appliances, brand-new Bosch high-efficiency inverter heat pumps, new luxury vinyl plank flooring and a large waterfront deck perfect for entertaining or simply relaxing while taking in the scenic water views. Additional features include an attached two-car garage, detached garage/storage building, private deep well and county sewer. Enjoy boating, fishing, kayaking, biking and running right outside your door. Located near Blackwater National Wildlife Refuge and public hunting lands, this property is ideal for outdoor enthusiasts and nature lovers. Conveniently located near the Madison public boat ramp, volunteer fire company and just 15 minutes from Route 50 and Cambridge, with shopping, restaurants and Emily's Produce nearby. Whether you are looking for a full-time residence or private waterfront retreat, this property offers the very best of Maryland's Eastern Shore lifestyle.

4825 Madison Canning House Rd, Madison

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$295,000
4 Beds ⋅ 2 Baths
Discover the space, character and walkability of downtown Cambridge in this beautifully updated historic home. Offering 2,316 square feet, four bedrooms and two full bathrooms, the property blends distinctive Victorian details with substantial modern improvements. Relax on the covered front porch, complete with a classic porch swing, or enjoy the neighborhood views from either of the home’s two upper-level balconies. Located just blocks from the Choptank River, Cambridge Yacht Club, restaurants, coffee shops and local boutiques, this home places some of the city’s best amenities within an easy walk. Major capital improvements include a new roof, new kitchen appliances, upgraded electrical and plumbing, new sewer connections, storm windows, a Rinnai tankless gas water heater and high-end, two-zone low-profile radiators. Inside, refinished hardwood floors and original architectural details create a warm and inviting atmosphere. The living room features built-in bookcases and a fireplace and opens to a formal dining room with bay windows and an elegant chandelier. The kitchen offers stainless steel appliances, quality countertops and a charming breakfast nook. Two additional flexible rooms provide excellent options for home offices, a nursery, hobby space or additional storage. The main level includes a bedroom and full bathroom, offering flexibility for guests or one-level living. Upstairs, the spacious primary bedroom features a dedicated wardrobe room and convenient access to a full bathroom with a classic clawfoot tub. Two additional bedrooms open to an adjoining balcony. Across the street, the community garden provides an opportunity to grow flowers, herbs and fresh produce while enjoying the convenience of downtown living. Additional highlights include a private driveway, covered carport, rear accessibility ramp, backyard storage shed, no HOA and not located in a flood zone. With generous living space, valuable updates, off-street parking and an exceptional historic-district location, this distinctive Cambridge home is ready for its next chapter.

817 Locust St, Cambridge

Listing courtesy of Northrop Realty. Contact: (302) 539-0800
$85,000
If you've been searching for an affordable property that delivers an authentic Eastern Shore sika deer hunting experience, your search ends here. This remarkable property combines adrenaline, adventure, and exceptional habitat to create one of the most exciting sika hunting opportunities you'll find anywhere on Maryland's Eastern Shore. Conveniently located just north of Sharptown, the property offers easy access to Cambridge, Salisbury, Delaware, and the entire Delmarva Peninsula. But it's the location within the landscape that truly sets this property apart. Surrounded by a non-hunting preserve owned by The Nature Conservancy, this property enjoys a level of sanctuary that is incredibly RARE. You're not simply purchasing hunting land—you're investing in a property where mature sika deer have the opportunity to thrive with minimal disturbance or hunting pressure. Thoughtfully improved and ready for opening day, the property features an elevated boardwalk system leading deep into the swamp to a newly installed box blind overlooking established feeding areas. Two feeders and an additional ladder stand are already in place, allowing you to begin hunting immediately without the time and expense of additional improvements. The habitat is as diverse as it is productive. Thick swampy bedding areas transition into timber funnled by the creek, creating ideal travel corridors for elusive sika deer. Nearby, a scenic creek meanders through the property before flowing toward the Nanticoke River, adding another layer of recreational opportunity with excellent potential for duck hunting, fishing, kayaking, and wildlife viewing. Despite its impressive setup, the property still offers tremendous upside. Currently, one spot on the 5.5 acres have been developed for hunting, leaving ample room to expand with additional stand locations, habitat improvements, food sources, or strategic access routes. The creek, located just 40 yards behind the box blind, provides excellent opportunities for quiet access to the remainder of the property while enhancing the overall hunting strategy. Whether you're chasing the unforgettable bugle of a rutting sika stag, watching wildlife from the blind, or enjoying the beauty of Maryland's coastal woods, this property delivers an outdoor experience that's difficult to match. A new survey has recently been completed, making this exceptional recreational property ready for its next owner. If you're looking for a turnkey sika deer hunting property that offers outstanding habitat, room to improve, incredible surroundings, and the potential to produce memories—and trophy mounts—that will last a lifetime, this is one you won't want to miss. It may not break the bank, but it just might keep your taxidermist busy for years to come. Schedule your private showing today!

Galestown Rd, Rhodesdale

Listing courtesy of Charis Realty Group. Contact: 2409139339
$1,250,000
3 Beds ⋅ 3 Baths
Welcome to Crump Point, an extraordinary renovated waterfront sanctuary nestled on approximately 5± private acres overlooking the tranquil waters of Church Creek. Offering exceptional privacy and captivating panoramic views, this remarkable property captures the essence of Eastern Shore waterfront living. Thoughtfully designed to embrace its breathtaking surroundings, the 3-bedroom, 2.5-bath residence offers stunning water views from nearly every room. The main level is anchored by a spacious gourmet kitchen featuring an oversized island, creating the perfect space for entertaining or gathering with family while enjoying the picturesque waterfront backdrop. All new stainless steel appliances throughout. The first-floor primary suite provides a private retreat complete with serene waters views, waterside deck, walk-in closet, walk-in shower, and oval soaking tub. Outdoor living is equally impressive with a spacious waterfront deck, screened waterside porch, and an upper-level waterside deck—ideal for morning coffee, evening sunsets, or simply taking in the ever-changing beauty of Church Creek. A private pier offers direct access to the water for boating, kayaking, fishing, and crabbing, while the beautifully landscaped grounds provide ample room to enjoy the peaceful surroundings. Additional features include a circular driveway, attached two-car garage, first-floor split-unit heating and cooling, and second-floor central air with baseboard heat. Whether you’re seeking a full-time residence or a weekend waterfront escape, Crump Point offers a rare opportunity to own an exceptional Eastern Shore property where privacy, natural beauty, and timeless waterfront living come together in perfect harmony.

1619 Perseus Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$424,900
3 Beds ⋅ 3 Baths
Coming Soon! One of a kind 31+ acre farmette with established trails, open fields, ponds and Farm Creek water frontage, offering excellent Sika deer, goose and duck hunting and endless opportunities to enjoy the outdoors. The property includes a well-maintained 3 bedroom, 2 3/4 bath home with a conditioned crawl space, 3 stall barn, fenced pastures, pole barn and shop/shed. The perfect blend of recreation, hobby farming and peaceful country living for the hunter and nature enthusiast alike.

2562 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$219,999
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.

6906 Midfield Rd, Hurlock

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$349,000
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
$425,000
4 Beds ⋅ 2 Baths
Complete and ready for its New Owner! Professional photos Coming Soon Brand new construction offering 4 bedrooms, 2 full baths. Situated just outside of town limits, this home delivers the perfect balance-enjoy the convenience of nearby shopping, dining, and amenities without the added cost of city taxes. Thoughtfully designed with modern living in mind, this home will feature an open layout, quality finishes, and the opportunity to secure your new home before completion. NO HOA-giving you freedom to truly make it your own. Don't miss your chance to get in early and make this home yours. Colors, materials, and siding selections are subject to change. Photo is a model picture

2267 Jenkins Creek, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$349,990
4 Beds ⋅ 4 Baths
Beautifully positioned backing to the golf course, this move-in ready luxury 4-level end-unit townhome is located in Lennar's premier waterfront community of Tides at River Marsh on Maryland's scenic Eastern Shore. Offering 3 bedrooms, 3 full baths, 1 half bath, and a 2-car garage, this home features luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive fourth-level loft opens to a private rooftop deck, perfect for relaxing or entertaining. Adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, championship golf, and nearby marina access. Conveniently located just minutes from downtown Cambridge's shopping, dining, and waterfront attractions, with easy access to Annapolis and Delaware beaches.

2206 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$214,500
4 Beds ⋅ 3 Baths
Welcome to 2564 Southside Avenue in Cambridge, MD—a beautiful home offering the perfect combination of space, comfort, and convenience. Situated on a spacious half-acre lot, this 4-bedroom, 2.5-bath residence provides plenty of room for both everyday living and entertaining. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, a functional kitchen, and comfortable bedrooms, including a primary suite with a private bath. The attached two-car garage offers ample storage and convenience, while the expansive backyard provides endless possibilities for outdoor entertaining, gardening, recreation, or simply relaxing in your own private retreat. Whether you're looking for room to grow or a peaceful place to call home, this property offers the best of both worlds with country-style space while remaining close to shopping, dining, schools, and everything Cambridge has to offer.

2564 Southside Ave, Cambridge

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$315,000
4 Beds ⋅ 3 Baths
Nestled in the prestigious Cambridge Historic District, this exquisite Victorian masterpiece, built in 1869, seamlessly blends timeless elegance with modern luxury. Spanning over 2,500 square feet, this detached residence boasts four spacious bedrooms and two and a half opulent bathrooms, offering an unparalleled living experience. Step inside to discover a grand foyer adorned with intricate moldings and soaring ceilings, leading to a series of inviting living spaces. The heart of the home features not one, but four stunning fireplaces, each a testament to the craftsmanship of a bygone era. The rich architectural details are complemented by an abundance of natural light streaming through large windows, creating an inviting atmosphere. The elegant dining area flows seamlessly into the living spaces, making it ideal for hosting lavish dinner parties. Outside, the landscaped grounds offers space for a serene retreat and an attached screened-in porch, while the charming streets of the historic district invite leisurely strolls and exploration. A prime location and a few blocks from the water, this residence is not just a home; it's a lifestyle. Experience the allure of historic charm combined with modern luxury in this exceptional property, where every detail has been thoughtfully curated for the discerning homeowner.

903 Locust St, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975
$195,000
2 Beds ⋅ 1 Baths
Nestled in the charming waterfront community of Hoopers Island, this beautifully renovated traditional home is move-in ready and full of modern updates. Completely renovated in 2026, this home offers the perfect combination of comfort, style, and coastal charm. Inside, you'll find 2 spacious bedrooms and 1 full bathroom, featuring brand-new flooring, fresh paint throughout, new kitchen cabinets, and an inviting layout that feels bright and welcoming. The home also includes a brand-new roof, new windows, and a new HVAC system, giving you peace of mind for years to come. Ceiling fans add extra comfort, and the home comes equipped with a refrigerator, stove, washer, and dryer. Step outside onto the balcony and enjoy the peaceful surroundings, or take advantage of the 0.19-acre lot, offering space for gardening, relaxing, and entertaining. A storage shed provides additional room for tools and outdoor equipment. Located just minutes from the water, this home offers easy access to the Chesapeake Bay, making it a great choice for boating, fishing or simply enjoying the laid-back Eastern Shore lifestyle. With driveway and on-street parking available, convenience is built right in. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this beautifully updated home is ready to welcome its next owner. Don't miss your chance to experience the charm of Hoopers Island living!

1227 Horse Point Rd, Fishing Creek

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$274,999
3 Beds ⋅ 2 Baths
Breaking ground soon in Cambridge! BRAND- NEW constructed rancher built by “Lomax Custom Homes” at 1,232 sq ft. featuring an open floor concept layout, kitchen island with quartz countertops, high-end cabinetry, stainless appliances, LVP floors, central air and heat, electric fireplace with mantel, encapsulated crawl space, and a 1-year builder warranty. Minutes to Easton, close to Cambridge amenities, and a straight drive to Ocean City beaches. Style, comfort, convenience, and peace of mind with a one year home warranty- make your move now and get it under contract before it is completed!**** Renderings and photos shown are from a previously constructed Lomax Custom Homes model and are intended to represent the quality and craftsmanship of the home to be built. Actual finishes, colors, and features may vary******* Property taxes are estimated and are subject to reassessment upon completion of construction. Buyers are encouraged to verify tax information with the appropriate county offices or a qualified real estate or tax professional.

2607 Southside Ave., Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$799,900
4 Beds ⋅ 3 Baths
Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a private street on Brooks Creek, this remarkable property boasts over 180 degrees of breathtaking water views from its spectacular lot. Designed for boating enthusiasts, the waterfront features approximately 120 feet of pier with multiple boat lifts, a bulk headed shoreline, a private boat ramp, a small sandy beach, and expansive lawn surrounded by mature landscaping. This charming 4-bedroom, 2½-bath home has been thoughtfully designed to capture panoramic water views from virtually every room. The updated kitchen features granite countertops, stainless steel appliances, and ample workspace, while hardwood flooring flows throughout the main living areas. The open floor plan seamlessly connects the spacious dining area and living room, creating an inviting setting for everyday living and entertaining. Three generously sized bedrooms are located on the main level. The impressive family room is the heart of the home, showcasing a gas fireplace, built-in bar, and walls of windows that frame the ever-changing waterfront scenery. Upstairs, the private primary suite is a true sanctuary, featuring soaring cathedral ceilings and dramatic floor-to-ceiling windows that provide sweeping panoramic water views from both the sleeping and sitting areas. A second gas fireplace creates a cozy atmosphere, while the luxurious en-suite bath offers a garden tub, walk-in shower, and spacious walk-in closet. Outdoor living is equally exceptional. Relax on the expansive screened porch while enjoying spectacular sunsets and the abundant wildlife and waterfowl that call Brooks Creek home. An oversized concrete patio provides additional space for entertaining, and two storage sheds—including one equipped with two refrigerators—offer excellent convenience for boating, fishing, and gatherings. Dual driveways provide ample parking for multiple vehicles, boats, and trailers. From your private pier, enjoy easy access by boat to Tilghman Island, St. Michaels, and many of the Mid-Shore's most charming waterfront towns, where you'll find renowned restaurants, marinas, boutique shopping, and endless opportunities to experience the best of Eastern Shore living. Whether you're seeking a full-time residence, weekend escape, or the ultimate waterfront lifestyle, this rare Brooks Creek property offers an extraordinary combination of privacy, recreation, and unforgettable views.

803 Seabreeze Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$335,000
4 Beds ⋅ 3 Baths
Welcome to 105 Mako Drive, where modern style, everyday comfort, and move-in-ready convenience come together. This beautifully renovated home has been updated from top to bottom with careful attention to detail, creating a like-new feel from the moment you step inside. The bright, open floor plan is filled with natural light and features brand-new flooring, fresh interior paint, and stylish finishes throughout. The impressive kitchen offers sleek cabinetry, beautiful countertops, and stainless steel appliances, making it ideal for both daily living and entertaining. Spacious bedrooms provide a comfortable place to relax, while the fully renovated bathrooms feature clean, contemporary finishes with upscale touches. Step outside to enjoy your own private backyard, perfect for quiet evenings or entertaining family and friends. Conveniently located just minutes from downtown Cambridge, local marinas, shopping, and dining, this home offers the ideal combination of convenience and Eastern Shore charm. Simply move in and start enjoying everything this exceptional home has to offer. Schedule your private showing today!

105 Mako Dr, Cambridge

Listing courtesy of ListWithFreedom.com. Contact: 8554564945
$325,000
4 Beds ⋅ 3 Baths
Secure a high potential residence in the heart of the sought after Blackwater Landing community. This 2,340 square foot home is priced to offer immediate value, making it an ideal choice for buyers who want to build equity through their own custom updates. The property features a transferable solar panel system, which serves as a major benefit for the next owner by lowering monthly energy costs from day one. The interior layout is open and airy, featuring a large great room that flows toward the back of the home. Upstairs, you will find an expansive primary suite and well proportioned bedrooms. One of the home's most impressive assets is the massive rear deck, providing a vast space for outdoor dining and seasonal gatherings. Located near the Choptank River and local amenities, this property offers the perfect foundation for a modern coastal lifestyle.

1627 Osprey Cir, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$295,000
3 Beds ⋅ 3 Baths
Welcome to 201 Wright Avenue, Hurlock, MD! Offering over 1,700 square feet of living space, this 3-bedroom, 3 full-bath home provides a comfortable layout with room to spread out—all at an affordable price of $315,000. The kitchen has been updated with new appliances, and the bathrooms have been refreshed, making this home truly move-in ready. The spacious living area is centered around a cozy fireplace, creating a warm and inviting gathering space for family and friends. Upstairs, you’ll find all three bedrooms, including a spacious primary suite featuring a large private bath and a walk-in closet. Additional features include a walk-up storage attic, a stone driveway, and a level backyard with plenty of space for entertaining, gardening, or simply relaxing. If you’re looking for a move-in-ready home with generous living space, practical updates, and exceptional value, 201 Wright Avenue is one you won’t want to miss. Schedule your private showing today!

201 Wrights Ave, Hurlock

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690