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$299,000
2 Beds ⋅ 2 Baths
This charming coastal-style home, built in 2007, offers 1,200 sq. ft. of excellent living space on a generous 0.59-acre lot. Featuring an open floor plan, the interior boasts a spacious combination dining/living area and a breakfast nook, perfect for entertaining. The kitchen is equipped with modern appliances, including a built-in microwave, dishwasher, electric oven/range and is assisted with Solar Panels. Two well-appointed bedrooms and two full baths provide comfort and convenience. Located in a serene rural setting, this property benefits from a peaceful atmosphere while remaining accessible to local amenities. Residents enjoy nearby parks, recreational areas, and community services, enhancing the quality of life. The area is served by reputable schools, making it an ideal choice for those seeking a balanced lifestyle. With ample driveway parking and no HOA fees, this home is a perfect blend of comfort and practicality. Experience the tranquility of rural living while being close to essential services and community benefits.

5416 Moose Lodge Rd, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$849,900
3 Beds ⋅ 2 Baths
Trade Traffic for Tides — Your Waterfront Island Escape Awaits! From the moment you cross the bridge onto Hooper's Island, something changes. A sense of peace settles in. Life slows down. The water sets the schedule, neighbors wave as they pass, and the pace becomes simpler, sweeter, and slower—in the very best way. This beautifully remodeled 3-bedroom, 2-full-bath waterfront home is being offered fully furnished and is already an established, highly successful 5-star Airbnb, renting for $430 per night. Whether you're looking for a personal island retreat, an investment property, or the best of both worlds, this home is ready to enjoy from day one. The entire home has been remodeled from the ground up, so nothing in the home is older than 5 years old- appliances, roof, well, mechanicals -you name it!! Imagine looking out your window and seeing crab boats, dolphins playing in the bay, and cruise ships and container vessels making their way across the horizon. A rear wall of floor-to-ceiling glass doors provides panoramic bay views, bringing the water into nearly every room. Cooking becomes relaxing because the views are amazing, even from the kitchen! Wake in the primary suite, open the blinds with a remote control, and take in the water views from the comfort of your bed. Freshly painted and featuring brand-new flooring throughout, the home combines comfortable coastal living with thoughtful modern updates. The crawl space had spray foam insulation, vapor barrier, and a new sump pump installed in 2026. The home is ADA accessible with a ramp to enter from the side, walk-in showers, wrap around Trex decking, and even paved sidewalks with railings leading the whole way to the dock. Smart technology integrated into so many aspects of the property! Access an app to control the thermostat, garage door, RING cameras, and even view the contents of your fridge so you can remember what you need to get at the grocery store! And then there's the waterfront. A private dock, built just two years ago, is ready for your next adventure and includes a 10,000-pound boat lift. Spend your days kayaking, swimming, boating, jet skiing, fishing, or crabbing—or simply sit by the water and watch island life unfold. Search the shoreline for sea glass and seashells, launch the kayak, or cast a line and see what the day brings. On this island, you won't need your car. Leave it parked and explore by foot, bike, or golf cart. Hooper's Island has a general store stocked with everyday essentials, from fishing tackle to ice cream, and Old Salty's, the island's only restaurant, serves wonderful fresh seafood alongside a laid-back tiki bar. Fun fact about Hooper's Island: Before it started as a culinary legend, it all started on this island in 1914 when Augustus E. Phillips opened the A.E. Phillips & Son packing plant. In 1956, faced with a surplus of crabs, Augustus' son and his wife opened a small 'shack' in Ocean City, MD... and we all know how that exploded with popularity! The original processing plant is still part of the company, and when operational, continues to process blue crabs and soft-shell crabs for regional locations.

1210 Horse Point Rd, Fishing Creek

Listing courtesy of Contigo Real Estate. Contact: 7172694566
$359,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully designed contemporary-style home offering 3 bedrooms and 2 full baths. The spacious primary suite provides a relaxing retreat with a generous bedroom, double hallway closets, and a private bath featuring a separate soaking tub and shower, along with two separate sinks. A welcoming foyer leads into the bright, open-concept living space, seamlessly connecting the dining room, living room, and spacious kitchen. The kitchen features granite countertops, a center island with bar seating, a convenient desk area, and a breakfast nook, making it ideal for everyday living and entertaining. Step outside to enjoy the fenced rear yard and patio, perfect for outdoor dining, relaxing, or entertaining. A partial basement provides additional storage space for seasonal items, household needs, or extra belongings. Additional features include a 2-car garage and blacktop driveway, providing plenty of parking and convenience. A thoughtfully designed home offering comfort, functionality, and modern living with plenty of space both inside and out.

417 Osprey Cir, Cambridge

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265
$149,000
CALLING ALL INVESTORS! This prime commercial building in downtown Cambridge, MD offers exceptional income potential and long-term upside. Situated on a prominent corner lot in a high-traffic area, the property currently features three separate units with the flexibility to convert into as many as five income-producing spaces as this building has 5 individual electrical meters. The main unit was leased at $2,200/month and operated as a restaurant/bar, but is presently vacant. This large unit could also be subdivided into three individual commercial spaces, significantly increasing the overall rental yield. Two additional units have been recently renovated and are located at the rear of the building. One is an upstairs unit well-suited for office or studio use, while the other is a ground-level storefront ideal for retail or service tenants. Both are currently being offered for lease. With its corner lot location, strong visibility, and flexible layout, this property presents an ideal opportunity for investors looking to expand their portfolio with a multi-unit asset in a growing market. Whether you're looking for immediate cash flow, future development potential, or a combination of both, this building checks all the boxes. Don’t miss out on this rare value-add opportunity in the heart of downtown Cambridge. This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax.

700 Pine St, Cambridge

Listing courtesy of Tesla Realty Group, LLC. Contact: (844) 837-5274
$139,900
2 Beds ⋅ 1 Baths
Discover this charming 2-bedroom bungalow in the desirable Cambridge West subdivision. Recent updates in 2026 include; roof, HVAC, paint, carpet, LVP, granite & lighting. This home offers a cozy living space of 624 sq ft, perfect for those seeking a low-maintenance lifestyle. The property features a unique lot size of 0.07 acres, backing directly onto serene parkland, providing a peaceful retreat right in your backyard. Enjoy the convenience of main floor laundry hookups and ample parking with space for two vehicles in the driveway. This home is ideal for buyers looking for a blend of comfort and accessibility, with a solid structure and good condition. Embrace the opportunity to create your own oasis in a vibrant community, close to nature and local amenities. Don't miss out on this gem!

429 Camper St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$789,000
3 Beds ⋅ 2 Baths
Welcome to 4820 Madison Canning House Road! Enjoy picturesque park-like acres of land while simultaneously viewing the beautiful Madison Bay. This elevated house sited on 5.09 acres has it all! Gorgeous water views complete with total peace and tranquility! Designed for ease of use and laid back water living this house bespeaks comfort and airiness. Conveniently located just 15 minutes from downtown Cambridge and a little over an hour from Ocean City, the property is ideally located. The amenities are many as evidenced by a walk through. 3 Bedrooms, 2 baths and many open airy spaces for dining and living areas. A second floor loft with a private deck access completes the fabulous layout! For those inclined to collect toys or hunting/fishing gear, this house has the most awesome lower level I have ever seen! 4 bays open to beautifully finished floors and walls.

4820 Madison Canning House Rd, Madison

Listing courtesy of Compass. Contact: (410) 429-7425
$274,990
3 Beds ⋅ 3 Baths
Located in Lennar’s premier waterfront community of Tides at River Marsh on Maryland’s scenic Eastern Shore, this quick move-in end-unit townhome offers a blend of coastal living and modern convenience. Situated in Cambridge 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, and access to a nearby marina. The community is also close to championship golf, boating, nature trails, wildlife preserves, downtown Cambridge’s shops and restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This beautifully designed three-story home features 3 bedrooms, 3 full baths, 1 half bath, a 2-car garage, luxury vinyl plank flooring, and scenic golf course views. The first level includes a versatile recreation room and access to the attached garage. The second floor features an open-concept Great Room, dining area, and kitchen with a spacious quartz island, stainless steel appliances, stylish cabinetry, and a flex space ideal for a home office. A large rear deck provides additional outdoor living space. All three bedrooms are located on the top floor, including a private owner’s suite with a well-appointed bath. An excellent quick move-in opportunity in a sought-after waterfront community! To view this home, visit the sales center located at 2112 Winterberry Lane, Cambridge MD 21613

2174 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$389,000
2 Beds ⋅ 4 Baths
Welcome home to this beautifully refreshed 3-bedroom, 2.5-bath townhouse offering the perfect blend of comfort, style, and coastal charm. Freshly painted throughout, this spacious home is move-in ready and designed for easy living. Enjoy your morning coffee or unwind in the evening on one of two private balconies, where you can soak in the peaceful surroundings and embrace the waterfront lifestyle. Just moments from the water, this home offers the relaxing atmosphere of a vacation retreat every day. Close to downtown Cambridge with all the restaurants and street festivals, and only an hour from the beach in Ocean City.! Additional highlights include an attached garage, generous living spaces, and access to a community pool, and walking trails, making it easy to enjoy sunny afternoons without leaving the neighborhood. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this townhouse delivers the feeling of a year-round vacation in a desirable location. Don't miss your chance to own a home where every day feels like a getaway.

214 Tidewater Dr Unit #214, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$345,000
4 Beds ⋅ 3 Baths
Welcome to this recently built home in lovely Heron Point, where comfort and convenience unite! Step in to the wide open floor plan where gathering with friends and family comes easy. Whether hosting game night or preparing your fave dish in the bright, airy kitchen. Need some quiet time/work space, private OFFICE conveniently located on the main level. Upper level features spacious primary suite with walk in closets and 3 additional bedrooms where the walk ins continue. Plenty of natural light and comfortable design gives one a warm and welcome experience. Ready to head out? Enjoy morning coffee to evenings out, being just a few minutes from all the shops and eateries in charming downtown Cambridge. All this, and several waterfront parks surround the town for swimming, boating or just taking in the natural beauty and wildlife. Happiness is just around the corner!

11 Saddle Bill Cir, Cambridge

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

$165,000
3 Beds ⋅ 1 Baths
Discover a rare opportunity in Toddville, MD, just south of Blackwater National Wildlife Refuge. Situated on 3.64 acres, this elevated home (approximately 5.5 feet above grade) offers expansive marsh views and an exceptional setting where wildlife abounds, including the area's renowned Sika deer. Featuring 3 bedrooms and 1 full bath, the home has solid bones and includes central air conditioning, a private well, and septic system. Whether you're looking for a hunting retreat, weekend getaway, or a property to renovate and make your own, the possibilities are plentiful. Bring your vision—this handyman special is ready for updates, including paint and general TLC. Enjoy the peace, privacy, and natural beauty of Maryland's Eastern Shore while creating your ideal escape from the everyday. Property is being sold strictly As Is.

2624 Toddville Rd, Toddville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$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
$157,000
4 Beds ⋅ 2 Baths
Charming home in need of TLC. Live here or use it as a rental. 4 Bedrooms on upper floor with possible 5th bedroom on 1st floor. 1.5 bath home zoned commercial with residential use. Waking distance to downtown. Property is located on a busy commutable street with great exposure. Home being sold As Is. Adjoining 2 lots are also available for purchase. 308-310 Washington St MLS # MDDO2012882.

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
$384,900
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. As an added bonus check out the Solar Panels on the roof that are OWNED and that make your electric bill much easier to pay each month! 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. Solar panels are owned by sellers and not leased

145 Regulator Dr N, Cambridge

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
$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
Cambridge - waterfront paradise on Jenkins Creek, offering direct, easy access to the Choptank River! Nestled on a private lot with a peaceful, country feel, this charming home combines serene Eastern Shore living with the convenience of being just minutes from downtown Cambridge. Step inside to bright, sunlit interiors featuring soaring cathedral ceilings and rich hardwood floors. Cozy up on cool winter evenings by the fireplace/ woodstove, or unwind in the spacious main-floor primary suite, complete with a walk-in closet, updated bath with a walk-in shower, and direct access to the deck through large sliding doors framing picturesque water views. Upstairs, you'll find two additional bedrooms, a full bath, a versatile bonus room or potential fourth bedroom, and generous extra space ideal for storage or future expansion. Outdoor living is truly exceptional, featuring two private decks, a welcoming front porch, and a wonderful screened porch perfect for relaxing or entertaining. The rip-rapped shoreline includes a private dock equipped with water and electricity—ready for your boating and fishing adventures. Complete with an attached oversized garage, this captivating coastal retreat has so much to love!

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
$649,000
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. This property would also work very well as an Airbnb. Motivated sellers, offers are welcome.

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
$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
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. Cash or Conventional financing ONLY.

6906 Midfield Rd, Hurlock

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$339,000
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
$399,000
4 Beds ⋅ 2 Baths
Complete and ready for its New Owner! OPEN HOUSE FRIDAY, SEPTEMBER 4TH 4:30-6:30PM! 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. To view this home, visit the sales center located at 2112 Winterberry Lane, Cambridge MD 21613

2206 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$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