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2159 Winterberry Ln Unit O, Cambridge
$369,990
3 Beds ⋅ 3 Baths
For a limited time, Builder will cover 1 year of HOA fees! Discover the charm of this new construction Mac Arthur Villa in the desirable River Marsh community, set to be completed in 2026. This beautifully designed Colonial-style home features 3 spacious bedrooms and 2.5 bathrooms, perfect for modern living. Enjoy cooking in a well-appointed kitchen equipped with a double oven, cooktop, built-in microwave, dishwasher, and disposal, making meal prep a delight. The community offers fantastic amenities, including a refreshing outdoor pool, tennis courts, a fitness center, and playgrounds for all ages. With a strong sense of community, River Marsh is ideal for those seeking an active lifestyle. Nearby parks provide ample green space for relaxation and recreation, while local schools are known for their commitment to excellence. This home also features an attached garage for convenience. Embrace the opportunity to create lasting memories in a vibrant neighborhood that feels like home. Don't miss your chance to be part of this wonderful community!

2159 Winterberry Ln Unit O, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

10 Shawnee Rd, Cambridge
$499,000
4 Beds ⋅ 3 Baths
Picture life at 10 Shawnee Road- From the moment you step inside, light-filled, expansive living spaces invite you to relax, entertain, and make lasting memories. Worry free with a brand-new roof along with new major appliances, including a new washer, dryer, stove, and dishwasher. Large kitchen and family room with additional space for dining and living room. The primary bedroom features a spectacular bath with walk in shower and soaking tub. Lots of storage. (Come check out the storage area off the 4th bedroom!)Outside, your private paradise awaits—a spectacular back yard, fully fenced for privacy and kept lush all season long by an underground lawn sprinkler system. Enjoy evenings by the fire pit and listen to the whispering pines. As an added bonus , this home offers deeded community water rights that grant access to the Choptank River and the boat basin on Jenkins Creek. Seller will consider concession for age of heat pump A lot to love here!

10 Shawnee Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

113 Vue De Leau St, Cambridge
$349,900
3 Beds ⋅ 2 Baths
Timeless charm and significant modern updates come together perfectly at 113 Vue de Leau Street, a one-of-a-kind property in the historic West End district of Cambridge, MD. The home features 3 bedrooms and 2 full baths, one on each level. The main level boasts a beautifully remodeled kitchen with stainless steel appliances and granite countertops, a separate living and dining room with floor-to-ceiling built-in display shelves, and a stunning, light-filled sunroom with vaulted ceiling and wood flooring that opens to the inviting backyard. Easy care LVP flooring extends throughout the remainder of the main level. Upstairs are three bedrooms and a full bath with a clawfoot tub/shower. The private, fully-fenced backyard features a gazebo with ceiling fan and power outlets, providing additional space for outdoor relaxation and fun. There is also a shed for storing all of your tools and toys as well as off-street parking for two cars. Notable improvements to the home include a new roof, siding and windows (2023) that not only bring peace of mind and savings on utilities, but also enhance its wonderful coastal vibe. The home delivers dual-zone HVAC, with a separate heat pump serving the upper level, and a new gas furnace serving the main level, installed in 2026. Boaters will love the property's location--just a half block away from the city marina, Cambridge Yacht Club and the waterfront at Long Wharf Park, with the iconic Choptank River Lighthouse. It's also just a short walk to popular downtown restaurants and shops and exactly one mile away from Gerry Boyle Park, the starting point for Cambridge's famous annual IRONMAN and Eagleman competitions, as well as many other community events. At this house, you're always in the heart of all that makes Cambridge great.

113 Vue De Leau St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

2903 Ram Rd, Cambridge
$69,900
3 Beds ⋅ 3 Baths
PRICE REDUCED! Welcome to 2903 Ram Road in Bay Country Village! This spacious DOUBLE-WIDE manufactured home offers 3 bedrooms and 2.5 baths with a comfortable, functional layout and plenty of room to make it your own. The generous living areas provide great space for both everyday living and entertaining, while the well sized bedrooms offer flexibility for guests, a home office, or additional living space. Enjoy the convenience of single level living and a location just minutes from shopping, dining, and all that Cambridge has to offer. Home is situated on leased land with a current lot rent of $760 per month. Buyer must apply for and be approved by Bay Country Village management at mhvillage.com to apply. A great opportunity to own an affordable, spacious home on Maryland’s Eastern Shore!

2903 Ram Rd, Cambridge

Listing courtesy of RE/MAX Executive. Contact:

111 Main St, Hurlock
$194,900
Prime commercial opportunity in the heart of Hurlock. This 0.26-acre corner lot offers exceptional visibility and exposure with traffic approaching from five directions, making it an ideal location for a variety of commercial ventures. Zoned C-2 and located within the town limits, the property is served by public water and sewer, adding to its development potential. The lot is primarily cleared and includes an existing building that offers possibilities for renovation or redevelopment, depending on your vision. Whether you're looking to establish a new business, renovate the existing structure, or build something new, this highly visible location provides outstanding potential. Conveniently situated with easy access to major commuter routes.

111 Main St, Hurlock

Listing courtesy of LPT Realty, LLC. Contact:

111 Main St, Hurlock
$194,900
Prime commercial opportunity in the heart of Hurlock. This 0.26-acre corner lot offers exceptional visibility and exposure with traffic approaching from five directions, making it an ideal location for a variety of commercial ventures. Zoned C-2 and located within the town limits, the property is served by public water and sewer, adding to its development potential. The lot is primarily cleared and includes an existing building that offers possibilities for renovation or redevelopment, depending on your vision. Whether you're looking to establish a new business, renovate the existing structure, or build something new, this highly visible location provides outstanding potential. Conveniently situated with easy access to major commuter routes.

111 Main St, Hurlock

Listing courtesy of LPT Realty, LLC. Contact:

318 Appleby School, Cambridge
$244,000
3 Beds ⋅ 3 Baths
Step into luxury with this beautif new home (built in 2025) where every detail has been thoughtfully curated for comfort and style. This end-unit townhome features bright living and dining/kitchen areas with abundant natural light and luxury vinyl flooring that adds warmth and sohpistication. The gourmet kitchen is outfitted with stainless steel appliances, solid surface countertops and custom cabinetry. There is a fireplace in the breakfast area and a half bath on the main level. In the upper/second upper level you will find 3 bedrooms, 2 full baths and a laundry. The bathrooms feature sleek vanities, frameless glass shower, and high end fixtures. This home is equipped with window treatments, energy-efficient windows, smart thermostats and LED lighting to help reduce utility costs while enhancing comfort. There is a 1 car attached garage and driveway with room for an additional car. Offstreet parking is also available. This home combines modern convenience with timeless elegance. **Seller will consider contributing to closing costs with a full price offer.**

318 Appleby School, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact:

5318 River, Cambridge
$299,000
3 Beds ⋅ 1 Baths
Welcome to 5318 River Drive, a beautifully updated home offering a peaceful setting while still being conveniently located near shopping, dining, and everyday amenities. Inside, you'll find a bright and inviting interior with an updated kitchen featuring ample cabinetry, a center island, stainless steel appliances, and a comfortable layout that flows into the home's living spaces. Main-level bedrooms and additional upstairs living space provide a flexible floor plan, while the mature trees and the serene surroundings make the outdoor space just as enjoyable.The property also features a large two-story barn, offering much more than ordinary storage. The first level provides plenty of room for a workshop, hobbies, equipment, or additional storage, while upstairs you'll find a finished, comfortable living space with plenty of room to relax, entertain, or create a private retreat. Step outside onto the elevated deck overlooking the property and enjoy the peaceful surroundings from above. With generous parking, versatile spaces, and a setting that offers both privacy and convenience, 5318 River Drive is a truly unique property with plenty to offer. Schedule your showing and come experience it for yourself.

5318 River, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

1510 Crocheron Rd, Toddville
$1,590,000
PUBLIC AUCTION: Saturday, November 14, 2026, at 12 PM (noon), on site, with reserve. OPEN HOUSES: Saturday, October 31, 2026, from 12–2 PM, and Sunday, November 8, 2026, from 12–2 PM, or by appointment. AUCTION TERMS: A $30,000 deposit is due on the day of sale. Settlement must occur on or before 60 days from the sale date. Purchaser is responsible for all closing costs and transfer and settlement fees. Seller reserves the right to reject or accept any and all bids on the day of sale. NO BUYER’S PREMIUM. This property is being offered at public auction and is subject to the auction terms and conditions. Auctioneer: Bud Foxwell. A rare opportunity on the Honga River! Jenny Island Hunt Club offers a recreational property spanning 156 acres with an established hunt club marketed through Gage Outdoors Expeditions and short-term airbnb rental business. This active, turnkey operation generates six figures in income, with multiple bookings already in place for the upcoming 2026-2027 hunting season. The 7-bedroom, 3-bath waterfront lodge is rich in history and character. Enjoy incredible water views, stunning sunrises and sunsets, cozy fireplaces and abundant wildlife right outside your door. A private beach and 105-foot pier with boat lift provide direct access to the Honga River. The property borders Blackwater National Wildlife Refuge no-hunting zone, providing abundant wildlife habitat with no hunting pressure. Multiple offshore blinds provide excellent opportunities for waterfowl hunting. Enjoy premier waterfowl and Sika deer hunting, boating, kayaking, crabbing and excellent fishing right from the property. For outfitters looking to expand their business or anyone looking for an established hunting and recreational operation or a private family retreat, Jenny Island Hunt Club is a truly unique Eastern Shore property. Two Argos, a lawn mower, center console boat, several other pieces of equipment and home furnishings may convey with the property depending on an acceptable offer.

1510 Crocheron Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact:

1510 Crocheron Rd, Toddville
$1,590,000
7 Beds ⋅ 3 Baths
PUBLIC AUCTION: Saturday, November 14, 2026, at 12 PM (noon), on site, with reserve. OPEN HOUSES: Saturday, October 31, 2026, from 12–2 PM, and Sunday, November 8, 2026, from 12–2 PM, or by appointment. AUCTION TERMS: A $30,000 deposit is due on the day of sale. Settlement must occur on or before 60 days from the sale date. Purchaser is responsible for all closing costs and transfer and settlement fees. Seller reserves the right to reject or accept any and all bids on the day of sale. NO BUYER’S PREMIUM. This property is being offered at public auction and is subject to the auction terms and conditions. Auctioneer: Bud Foxwell. A rare opportunity on the Honga River! Jenny Island Hunt Club offers a recreational property spanning 156 acres with an established hunt club marketed through Gage Outdoors Expeditions and short-term airbnb rental business. This active, turnkey operation generates six figures in income, with multiple bookings already in place for the upcoming 2026-2027 hunting season. The 7-bedroom, 3-bath waterfront lodge is rich in history and character. Enjoy incredible water views, stunning sunrises and sunsets, cozy fireplaces and abundant wildlife right outside your door. A private beach and 105-foot pier with boat lift provide direct access to the Honga River. The property borders Blackwater National Wildlife Refuge no-hunting zone, providing abundant wildlife habitat with no hunting pressure. Multiple offshore blinds provide excellent opportunities for waterfowl hunting. Enjoy premier waterfowl and Sika deer hunting, boating, kayaking, crabbing and excellent fishing right from the property. For outfitters looking to expand their business or anyone looking for an established hunting and recreational operation or a private family retreat, Jenny Island Hunt Club is a truly unique Eastern Shore property. Two Argos, a lawn mower, center console boat, several other pieces of equipment and home furnishings may convey with the property depending on an acceptable offer.

1510 Crocheron Rd, Toddville

Listing courtesy of Meredith Fine Properties. Contact:

403 Seaway Ct Unit 130, Cambridge
$419,000
4 Beds ⋅ 4 Baths
Waterfront Living at Deep Harbour! Marina views and exceptional boating access define this immaculate three-level townhome, complete with a deeded boat slip and 10,000-pound boat lift. The open-concept main level features a gourmet kitchen with breakfast bar, spacious living and dining areas and an expansive private waterside balcony ideal for relaxing and entertaining. Upstairs, the primary suite includes an ensuite bath, sitting room and private balcony overlooking the marina, while two additional bedrooms provide comfortable space for family and guests. The entry level offers flexible living or bedroom space with a full bath, along with access to the one-car garage. Located in a gated waterfront community with a marina and swimming pool, this beautifully maintained home offers carefree waterfront living with boating just outside your door.

403 Seaway Ct Unit 130, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact:

102 Vue De Leau St, Cambridge
$499,000
3 Beds ⋅ 2 Baths
Nestled in the charming West End neighborhood, this stunning Victorian home, originally built in 1920 and beautifully renovated over time, this lovely home offers a perfect blend of historic elegance and modern convenience. With 1,418 square feet of meticulously maintained living space, this detached residence is a true gem. Step inside to discover a warm and inviting interior featuring traditional floor plans that seamlessly connect the living and dining areas. The formal dining room is perfect for hosting gatherings, while the eat-in kitchen boasts upgraded countertops, an island for additional prep space, and recessed lighting that creates a bright and airy atmosphere. The wood flooring throughout adds a touch of sophistication, making every room feel cozy and welcoming. This home features three spacious bedrooms and two full bathrooms, ensuring ample space for relaxation and privacy. The main floor laundry, complete with washer and dryer, adds to the convenience of daily living. Outside, the property shines with its delightful wrap-around porch open to views of the river, as well as the municipal marina. The home also has a rear screened porch, perfect for enjoying morning coffee or evening gatherings. The exterior is enhanced by thoughtful features such as exterior lighting and low maintenance yard fencing. A garage provide additional storage and utility, while the gravel driveway offers off-street parking for two vehicles. One of the standout features of this property is its proximity to the serene Choptank River and Cambridge Creek, just a short walk away the downtown and restaurants. Imagine spending weekends exploring the nearby waterways or enjoying leisurely strolls into town. The neighborhood is rich with local amenities, including parks, shops, and dining options, making it an ideal location for those who appreciate a vibrant community atmosphere. With its captivating views of the creek and river, this home is not just a place to live; it's a lifestyle. Experience the perfect blend of historic charm and modern living in a neighborhood that offers both tranquility and convenience. Don't miss the opportunity to make this exquisite property your own! Some of the exterior photos were AI improved.

102 Vue De Leau St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

5207 Brooks Rd, Woolford
$1,495,000
7 Beds ⋅ 5 Baths
McNeil Pointe is a unique, coveted, 2-mile long peninsula of luxury homes. Nestled within the serene enclave of McKeil Pointe, this exquisite 7-bedroom, 5.5-bathroom farmhouse-style residence offers an unparalleled blend of luxury and comfort, set against a backdrop of lush landscapes and tranquil water features. Spanning approximately 5000+/- square feet, this home is a true sanctuary, designed for both relaxation and entertaining. Step inside to discover a warm and inviting interior, where you will find custom, hand-cut walnut floors throughout the open first floor and 2nd floor common areas. The heart of the home is the gourmet kitchen, featuring upgraded countertops, a large island, and top-of-the-line stainless steel appliances, including a six-burner stove and double ovens. The adjoining great room, complete with a cozy gas fireplace, creates an ideal space for gatherings, while the breakfast area invites leisurely mornings with views of the beautifully landscaped surroundings and water. Retreat to the primary suite, a luxurious haven with a bay front window that floods the space with natural light. The en-suite bathroom boasts a jetted tub, walk-in shower, and dual vanities, providing a spa-like experience at home. Each additional bedroom is generously sized, ensuring comfort for all. The exterior consists of 120' of deep, wraparound covered porches, with exposed rafters, beaded ceilings, a standing seam metal roof and stamped stone floors for all-season enjoyment. The remaining exterior of the property is equally impressive, featuring extensive hardscaping, multiple outdoor living spaces including a waterside deck, perfect for alfresco dining or simply soaking in the serene views. The heated in-ground pool offers a refreshing escape on warm days, while the private dock on Fishing Creek provides direct access to water activities such as kayaking, fishing, and swimming. Set on a sprawling 5.7-acre lot, the property is partly wooded and beautifully landscaped, offering privacy and tranquility. The gentle sounds of the nearby pond and the picturesque river views enhance the peaceful ambiance, making this home a true retreat from the hustle and bustle of everyday life. With ample parking, including a gravel driveway accommodating up to four vehicles, and security features, this residence combines luxury with practicality. Experience the exclusive lifestyle that this remarkable property offers, where every detail has been thoughtfully curated for your enjoyment and comfort. Additional features include, but are not limited to 3 zone central air. colonial and solid louvered doors throughout, 6 bedrooms with direct water views, and the 3rd Floor boasts a large Rec room, full bath and two bedrooms with four wide dormers.

5207 Brooks Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. Contact:

5230 Heron Rd, Cambridge
$675,000
4 Beds ⋅ 3 Baths
This custom-built 4 bedroom home on over 3.5 acres in Heron Harbor perfectly blends elegance and luxury with coastal charm and comfort! With a private community pier and dock on Fishing Creek, homes like this are seldom available but this 2019 Charles " Wiggs" Brohawn custom dream home can be yours for under $700K! The floor plan is designed for both sophistication and livability...access formal living and office space with crown molding and 9'+ ceilings from the foyer, relax with family and friends in the open kitchen and great room at the back of the main level with a gas fireplace and screened rear porch. The gourmet Kitchen features quartz countertops, a 5 burner gas cooktop, double wall oven, large island, and stainless appliances. A large Butler's Pantry with wet bar and wine storage provides additional storage beyond the extensive custom cabinetry. In addition to the island seating, enjoy meals in the bright and sunny dining space. Enjoy the rear screened porch with ceiling fan during three seasons and the inviting gas fireplace in the expansive great room during the winter months. At the top of the stairs, guests can enjoy a large flex-space to the right while the private bedrooms are accessed to the left. The spacious primary bedroom has 2 walk-in closets and a luxurious en-suite bathroom with an oversized tile walk-in shower with seat and multiple shower head as well as dual vanities. A large central atrium connects the primary to the 3 additional large bedrooms, laundry room, and bathroom with dual vanities and tub-shower along with pull-down attic access. In addition to the stunning interior, enjoy the charm of the welcoming front porch, the convenience of an oversized 2 car garage, and the beauty & privacy of the wooded 3.73 acres. Come see all that this property and community have to offer at our Open House on 9/12! Home is owner-occupied so please don't access property/driveway without an approved showing appointment; all buyers and their agents to complete due diligence regarding property taxes, zoning, measurements school, HOA, insurance, and other property information. Schedule your tour today!

5230 Heron Rd, Cambridge

Listing courtesy of EXP Realty, LLC. Contact:

1621 Terrapin Cir, Cambridge
$360,000
5 Beds ⋅ 3 Baths
Seller help with closing costs available! Five bedrooms, three full baths, and room for everyone in Blackwater Landing. 1621 Terrapin Circle delivers the space that’s hard to find at this stage: 2,610 square feet of nearly new Colonial living with nothing to fix, update, or wait on. The open main level is bright and easy to live in, with flow from kitchen to living areas that works just as well for a quiet weeknight as it does for a holiday crowd. Five bedrooms give you real flexibility: a guest suite, a home office, a hobby room, or simply room to spread out. The attached garage keeps daily life simple, and the rear patio is ready for morning coffee, evening grilling, and weekend get-togethers. Life in Blackwater Landing means stepping outside to four large fishing ponds, walking trails, and a waterside gazebo that’s a favorite spot to slow down at the end of the day. Downtown Cambridge’s historic district, restaurants, and shops are just minutes away, and Rt. 50 puts Easton, Annapolis, and the beaches within easy reach. Newer construction, generous space, and a community with genuine character. Sellers will help with closing costs with an acceptable offer, so come see it in person and schedule your private showing today.

1621 Terrapin Cir, Cambridge

Listing courtesy of Bayside Realty. Contact:

2530 Hoopers Island Rd, Fishing Creek
$665,000
2 Beds ⋅ 1 Baths
Welcome to Fishing Creek, where Chesapeake Bay waterfront living takes center stage. This beautifully renovated coastal retreat offers approximately 138 feet of water frontage, extensive riprap shoreline protection and incredible views in nearly every direction. Step outside and enjoy an impressive 155-foot private pier with boat lift, jet ski lift, electric, lighting and plumbing, creating the perfect setup for boating, fishing, crabbing and everything the Eastern Shore lifestyle has to offer. Inside, the home has been thoughtfully transformed with an updated kitchen and appliances, renovated tile bathroom, updated flooring, recessed lighting, a gorgeous 200+ sq. ft. sunroom surrounded by windows and water views. Wake up to sunrise over the harbor, unwind with sunsets over the Chesapeake, and enjoy the water from nearly every room. The investment into this property goes far beyond what you can see. Major improvements include a new septic field, extensive riprap shoreline stabilization, upgraded pier infrastructure with boat lift, jet ski lift, updated dock, electric on dock and plumbing, a custom Amish built two-story bunkhouse with insulation, flooring and electric, a 200-amp electrical upgrade, renovated bathroom, new kitchen appliances, waterfront hardscape patio, exterior improvements and a new well pump and many more. These are the big-ticket improvements that deliver true peace of mind. Peaceful, private and built to enjoy the Chesapeake, this is more than a waterfront home. It’s your own Eastern Shore escape.

2530 Hoopers Island Rd, Fishing Creek

Listing courtesy of Keller Williams Flagship. Contact:

313 Washington St, Cambridge
$185,500
5 Beds ⋅ 2 Baths
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. The second unit is vacant - potential to live in one unit and rent the other. 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:

2716 Wesley Church Rd, Crapo
$695,000
151 +/- Acre Dorchester County Sporting Retreat. A rare opportunity for the sportsman, hunter, and outdoor enthusiast! Offering 151 +/- acres across two parcels of combined marsh and mature timber with an impressive 1.7+ miles of shoreline along Farm Creek. This exceptional Dorchester County property features three ponds and is ideally suited for premier waterfowl and Sika deer hunting. The property is equipped with four new 360 Pro XL hunting blinds with feeders, providing established hunting locations and an outstanding setup for enjoying the abundance of wildlife this property has to offer. A new 12'x24' utility shed also conveys. Current home is of no value and is being sold As-Is. Part of the second parcel has a ROW off of Lakesville Crapo Rd. A truly special Eastern Shore property combining shoreline, marsh, timber, ponds, and exceptional hunting habitat in one remarkable offering.

2716 Wesley Church Rd, Crapo

Listing courtesy of Meredith Fine Properties. Contact:

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