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$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
$405,000
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
$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
$274,999
3 Beds ⋅ 2 Baths
ALMOST COMPLETED! Schedule your tour today! BRAND- NEW constructed rancher built by “Lomax Custom Homes” 1,232 square feet of stylish, efficient living… perfect for keeping your utility costs low. 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, 3-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
$624,000
4 Beds ⋅ 3 Baths
Discover the perfect blend of privacy, comfort, and waterfront living with this exceptional move-in-ready Colonial, nestled on 6.01 scenic acres. Offering 4 bedrooms, 3 full baths, and an abundance of versatile living space, this property is ideal as a full-time residence, weekend retreat, or multigenerational home. Wake up to peaceful water views and enjoy your morning coffee on the expansive rear deck overlooking the tranquil setting. Inside, you'll find a spacious country kitchen, a flexible first-floor bedroom or home office, and inviting living areas designed for both everyday living and entertaining. The property is loaded with sought-after amenities, including a private floating dock for boating, fishing, or kayaking, a detached workshop with electricity, heating, and air conditioning perfect for hobbies or storage, and a separate in-law suite complete with its own sauna, providing an ideal space for guests, extended family, or potential rental opportunities. Additional features include a two-car attached garage, an attractive stone walkway with brick front steps, and the peace and privacy that only a rural waterfront setting can provide. Conveniently located just minutes from Cambridge's shopping, restaurants, and schools, while also offering easy access to nearby beaches and major metropolitan areas, this is a rare opportunity to own an affordable waterfront property with acreage, privacy, and exceptional versatility.

5214 David Greene Rd, Cambridge

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011
$199,900
3 Beds ⋅ 1 Baths
Embrace Eastern Shore lifestyle. Welcome to 400 Henry street where timeless character meets modern peace of mind. This gem has been lovingly preserved while receiving major structural upgrades updated windows . The down stairs floors were removed and new joists and new flooring makes an attractive engtrance flooring all the way to rear door. Home is a two story with 3 bedrooms and 1 bath upstairs. Perfect for investors, first time home buyers or historic home lovers. Home is two blocks from the boat ramp and Choptank river acess, renowned for rockfish (stripped bass) perch,and crabs. You cast your line or drop a kayak just a few blocks away Home has a rear alley to bring boat or kyacks home. Rear garage has electric for all your storage needs

400 Henry St, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$324,999
4 Beds ⋅ 2 Baths
FOUR BEDROOMS - YES FOUR; Two Baths; Freshly Painted; Luxury Vinyl Plank Flooring; Freshly Painted Interior; New Appliances and Counters; New Baths; Large Attached Screened Porch; Storage Room; High efficiency Heat Pump; Ample rear Yard with Shed; This Property offers public water and sewer without Cambridge real estate taxation Owner will contribute $5,000 to Buyer Closing Costs. Property is in close proximity to the Choptank River, the municipal marina and Cambridge downtown shops and restaurants and events.

108 Richardson Dr, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

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

711 Rigby Ave, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact: 4432259975
$225,000
2 Beds ⋅ 1 Baths
Beautifully renovated and move-in ready, this charming 2-bedroom, 1-bath home offers the perfect blend of modern updates and everyday convenience. The thoughtfully refreshed interior features a bright living room, separate dining room, an updated kitchen with new appliances and granite tops, a utility room with full sized washer & dryer, and all-new flooring on the first floor with new carpet and refinished hardwoods on second floor, creating a fresh and inviting atmosphere. All appliances sourced from R. Brooks & Son in Cambridge, MD. Outside, you'll find a new roof on the home, detached storage garage with new roof, convenient alley access and off-street parking on a private driveway. Ideally located just minutes from historic downtown Cambridge, you'll enjoy easy access to local restaurants, shops, parks, marinas, and waterfront attractions. Close proximity to planned waterfront development known as Sailwinds. Schedule your appointment ASAP, as this one won't last long.

425 Henry St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$549,000
4 Beds ⋅ 4 Baths
Why wait for new construction?!? Built in 2025, this like new popular Dune model overlooks the golf course and enjoys sweeping fairway views and western sunsets. Offering 4 bedroms and 3.5 baths with first floor primary suite, the thoughtfully designed floor plan is ideal for everyday living and entertaining. The main level features a spacious great room, dining area gourmet kitchen and the first-floor primary suite with a large walk-in closet. A screened porch with a fireplace extends the living space and provides a comfortable place to relax or entertain. Upstairs are three additional bedrooms, a bonus room and an expansive covered deck with panoramic golf course views, the perfect place to enjoy morning coffee or take in the sunset. Located in Tides at River Marsh, adjacent to the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, this home offers the convenience of nearby dining, golf, shopping and scenic walking paths. Community amenities continue to expand with a pool, clubhouse and pickleball courts slated to open soon.

2711 Marsh Elder Dr, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$297,900
3 Beds ⋅ 1 Baths
Welcome to 603 Roslyn Ave., a charming, tastefully renovated bungalow featuring 3 bedrooms, 1 bath, and a detached 1-car garage. Recent updates include a new roof and windows. The property offers spacious back and side yards and is conveniently located near shopping, restaurants, the boat ramp, and the Choptank River. Make it your weekend getaway, full-time residence, or place of business. Zoned C-2, the property offers many commercial-use possibilities, including retail and service businesses such as general stores, bakeries, pharmacies, clothing shops, and repair services; professional offices for financial, legal, medical, dental, or administrative use; entertainment and recreation uses such as indoor amusement centers, fitness studios, and indoor recreation facilities; food and drink establishments such as restaurants, cafes, and taverns; and limited residential uses, including single-family, multi-family, and mixed-use units, such as apartments a

603 Roslyn Ave, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$384,900
3 Beds ⋅ 2 Baths
This To-Be-Built home by Lomaxx Custom Homes offers the opportunity to own a thoughtfully designed new construction home on an approximately 33,560± square foot (0.77± acre) homesite in a peaceful setting just minutes from everything Cambridge has to offer. The featured plan includes approximately 1,870 square feet with 3 bedrooms, 2 full bathrooms, an attached garage, covered front porch, quartz countertops, luxury vinyl plank flooring, and an open-concept layout designed for today's lifestyle. Looking for more space? The builder also offers larger floor plans, giving buyers the flexibility to choose a home that best fits their needs. Construction will begin upon a ratified contract with an estimated completion time of approximately 3 months. Photos and renderings are of a previously completed home and are provided for illustrative purposes only. Final home specifications, finishes, colors, and features are subject to buyer selections and builder specifications.

Lot 2 Southside Ave, Cambridge

Listing courtesy of Samson Properties. Contact: 7033788810
$424,900
4 Beds ⋅ 3 Baths
Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

9 Algonquin Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$430,000
2 Beds ⋅ 1 Baths
Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$349,000
2 Beds ⋅ 2 Baths
Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

5555 Bonnie Brook Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$325,000
4 Beds ⋅ 2 Baths
Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave Unit #A & B, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$224,900
2 Beds ⋅ 2 Baths
Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425
$175,000
4 Beds ⋅ 2 Baths
Fully remodeled in 2022, this charming two-story home offers four bedrooms and two full baths of efficiently designed living space. The renovation brought fresh, modern updates throughout, creating a move-in-ready home that is both stylish and functional. Since the remodel, the seller has added fencing to both the front and rear yards, providing added privacy and convenience, along with backyard hardscaping that enhances the outdoor space and makes it perfect for relaxing or entertaining. Whether you're looking for a primary residence or an investment opportunity, this thoughtfully updated home is ready for its next owner. Property conveys fully furnished.

728 Race St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$324,900
3 Beds ⋅ 3 Baths
Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

109 Willis St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$434,900
2 Beds ⋅ 2 Baths
Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800
$375,000
4 Beds ⋅ 3 Baths
Welcome to 300 Shepard Avenue in the desirable Shepherd Village community of Cambridge, Maryland! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring luxury vinyl plank flooring, abundant natural light, and a spacious living area designed for everyday living and entertaining. The gourmet kitchen boasts granite countertops, stainless steel appliances, ample cabinet space, a center island, and a bright dining area overlooking the backyard. Upstairs, you’ll find a generous primary suite with a private bath and walk-in closet, along with three additional bedrooms that provide plenty of space for family, guests, or a home office. Outside, enjoy a backyard perfect for entertaining, relaxing, or creating your own outdoor oasis. The attached two-car garage and spacious driveway provide ample parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, restaurants, waterfront attractions, parks, schools, and Route 50, this move-in-ready home offers modern living in one of the Eastern Shore’s growing communities. Don’t miss your opportunity to make this beautiful home yours—schedule your private tour today!

300 Shepherd Ave, Cambridge

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$324,950
4 Beds ⋅ 2 Baths
Step through the front door and be instantly transported to a bygone era. This beautifully maintained, turnkey 1895 home welcomes you with a grand two-story staircase, timeless architectural details, and the warmth of a residence that has been cherished for generations. The main level offers an inviting and effortless flow. From the elegant entry hall, you’ll move seamlessly into the comfortable living room, formal dining room, and spacious family room. Newly painted hardwood floors, abundant natural light, and oversized windows create a bright, welcoming atmosphere throughout. The charming kitchen blends historic character with modern convenience, featuring brand-new appliances and direct access to a full bathroom with newly added flooring and separate laundry room with back door exit to the yard. This renovated home boasts a new roof, new HVAC, furnace, condenser and air supply duct work. Ascend the stunning staircase to the second floor, where you’ll find three inviting bedrooms and a full bath with charming ball and claw tub. The third floor offers a private fourth bedroom—ideal as a guest suite, home office, artist’s studio, or peaceful retreat. Throughout the home, original features showcase the craftsmanship of a bygone era, including stained-glass accents, original fireplace mantels, hardwood flooring, and thoughtfully preserved architectural details rarely found in today’s homes. Outside, the fenced backyard is both functional and versatile, offering off-street parking, a detached climate-controlled garage, and an additional storage shed for tools, hobbies, or gardening equipment. Perfectly situated just a short stroll across Cambridge’s iconic drawbridge, this home places you moments from downtown’s charming shops, restaurants, churches, banks, and post office. Commuters and travelers alike will appreciate the convenient access to Easton, Salisbury, Maryland’s Eastern Shore and Delaware beaches, Annapolis, BWI Airport, and Washington, D.C. More than just a house, this is a rare opportunity to own a piece of history—a place where timeless character, modern comfort, and future memories come together. This home is ready for the next family story.

415 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$299,000
4 Beds ⋅ 3 Baths
Welcome to Blackwater Landing! Built in 2023, this move-in-ready 4-bedroom, 2.5-bath home offers modern style and easy living. The open-concept main level features a spacious living area and eat-in kitchen with granite countertops, stainless steel appliances, and peninsula island. Upstairs, the owner’s suite includes a walk-in closet and private bath, along with three additional bedrooms and a convenient second-floor laundry room. Attached 2-car garage provides parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, dining, and Route 50. Don’t miss the opportunity to own this beautiful home!

1625 Terrapin Cir, Cambridge

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$325,000
3 Beds ⋅ 2 Baths
This comfortable circa 1908 home has undergone a significant interior renovation including new paint, luxury vinyl plank floors, new baths and kitchen, new appliances and ceiling fans. High efficiency heat pumps await the new Buyer. The original exterior architectural details including original wood clapboard siding have been restored and maintained. The Property is located in a Cambridge's Historic District and is very convenient to downtown Cambridge shops and restaurants, the Choptank Rive, parks and waterfront events. The early 20th Century 3 bedroom - 2 bath dwelling offers historic charm and modern amenities and awaits your purchase. Enjoy your front open porch!

207 Willis St, Cambridge

Listing courtesy of Eastern Shore Properties, ESP Inc.. Contact:

$480,000
4 Beds ⋅ 3 Baths
. Searching for a historic primary residence, vacation home, potential Airbnb or Eastern Shore retreat with modern updates and Chesapeake Bay lifestyle? This is it. Custom remodeled inside and out. Built in 1910 and situated in the Cambridge Historic District on Maryland's Eastern Shore, 1109 Locust Street delivers 2,228 finished square feet of beautifully updated living space across three levels. This 4-bedroom, 3 full-bath home includes a finished attic with a window and closet 7'ceilings, ideal for use as a potential fifth bedroom or home office, and a convenient first-floor bedroom and full bath. The fully reimagined chef's kitchen features a professional style gas range with hood exhaust, counter depth French door refrigerator with freezer drawers, pro-style dishwasher, large porcelain farm sink, premium cabinetry with walnut butcher block countertops, a dedicated beverage and coffee bar with ice machine, wine cooler, and filtered water sink, plus a separate walk-in pantry. Exactly what you want after a day on the water. Custom crown molding. Major updates include a new roof installed August 2023, dual electric heat pumps, natural gas on-demand tankless water heater, and a natural gas fireplace. Second-floor laundry, EV charging station, and off-street parking with rear alley access round out the practical upgrades. Outdoor spaces are built for real life and weekend living. A screened-in rear porch with a built-in grilling station and exhaust hood, a backyard workshop, and a potting shed make this property as functional as it is charming. Located outside the flood zone on a 0.24 acre lot. Lot is ideal for additional building. Steps from the Cambridge Municipal Marina and the Choptank River, with easy access to Blackwater National Wildlife Refuge, downtown Cambridge waterfront dining, boutique shops, and galleries. Whether you are launching a kayak, crabbing, pulling into the marina, or simply watching the sunset over the water, this location delivers the Eastern Shore lifestyle year-round. Only 45 minutes to Annapolis, Maryland, and under two hours to Washington D.C. and Baltimore. This is Eastern Shore living without compromise.

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910
$45,000
3 Beds ⋅ 1 Baths
Investment opportunity! 3 bedroom, 1 bath home in need of major renovation or possible tear down. Sale includes adjoining 620 Cross Street, a separate cleared buildable lot offering additional possibilities. Rehab the existing home, build a second home next door or enjoy the extra space for a larger yard. Great opportunity for investors, builders or anyone looking for their next project. *Enter at your own risk, portions of the flooring are rotten. Property is being sold strictly as-is. Buyer responsible for obtaining any required permits for renovation, improvements or removal of existing structure.

618 & 620 Cross St, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$289,900
4 Beds ⋅ 2 Baths
Priced to move! Welcome home to this charming, move-in-ready retreat packed with updates and space to enjoy indoor and outdoor living. Recent improvements include a new roof, siding, dual HVAC systems for efficient comfort upstairs and down, and more! This well-maintained 4-bedroom, 2-bath split-foyer sits on a generous corner lot of over half an acre, offering the rare bonus of no city taxes while still enjoying public water and sewer. Step outside to an elevated deck perfect for entertaining, along with expansive front and rear yards ideal for relaxing, playing, or hosting gatherings. Inside, you’ll find two spacious family rooms—one on each level—providing flexibility for living, working, or entertaining. Garden and outdoor enthusiasts will love the included raised beds, drip-irrigation system, and two storage sheds, making it easy to cultivate your own seasonal oasis. Nestled in a peaceful setting just outside city limits, this home offers the best of both worlds: quiet living with convenient access to downtown Cambridge, nearby parks, and boat ramps. With its inviting curb appeal and thoughtful updates throughout, this property is ready to welcome you home!

9 Merryweather Dr, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$449,900
4 Beds ⋅ 3 Baths
Experience the best of Eastern Shore living at 419 Osprey Circle, a spacious and beautifully appointed home offering over 3,400 square feet of thoughtfully designed living space in one of Cambridge's most desirable neighborhoods. Combining generous room sizes, flexible living areas, and an exceptional location just minutes from the waterfront, this home delivers the perfect blend of comfort, convenience, and lifestyle. Step inside to discover a dramatic two-story family room filled with natural light that serves as the heart of the home. The open and inviting floor plan offers plenty of space for both everyday living and entertaining, while a dedicated main-level office or den provides the perfect setting for remote work, studying, or a private retreat. The upper level is highlighted by an impressive luxury primary suite designed to be your own private sanctuary. This expansive retreat features a large bedroom, a separate sitting area, a stunning fully renovated spa-inspired bathroom, and a custom walk-in closet that offers both beauty and exceptional storage. Also located upstairs is a spacious loft or den overlooking the two-story family room below, creating additional living space that could easily be converted into a fourth bedroom if desired. Outside, the property offers a generous yard with plenty of room to relax, entertain, garden, or simply enjoy the peaceful surroundings. Located just minutes from historic downtown Cambridge and the scenic shores of the Choptank River, residents enjoy easy access to waterfront dining, marinas, parks, shopping, and year-round outdoor recreation. Cambridge has become one of Maryland's most sought-after waterfront communities, known for its vibrant downtown, rich maritime heritage, boating, fishing, kayaking, paddleboarding, and proximity to the renowned Blackwater National Wildlife Refuge. The area is also home to the internationally recognized IRONMAN Maryland and Eagleman 70.3 triathlons, which attract athletes and visitors from around the world each year. These iconic events showcase Cambridge's stunning waterfront setting, scenic country roads, and active outdoor lifestyle, adding to the energy and appeal of this unique community. Whether you're enjoying a day on the water, exploring local restaurants and shops, or simply relaxing in your spacious home, 419 Osprey Circle offers an opportunity to embrace the lifestyle that makes Maryland's Eastern Shore such a special place to live. Conveniently located within easy reach of Annapolis, the Delaware and Maryland beaches, and the Washington-Baltimore metropolitan area, this exceptional property is ready to welcome you home.

419 Osprey Cir, Cambridge

Listing courtesy of RLAH @properties. Contact: