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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!

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:

$324,950

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.

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:

$297,000

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!

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:

$299,000

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!

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

.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.

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:

$997,000

Development opportunity!!! Very few I-2 zoned properties left in Cambridge. Conveniently located just off Washington St corridor, blocks from Rt 50. Water and sewer at property edge.

Goodwill Avenue, Cambridge

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$260,000

Welcome to Heron Point! Built just two years ago and meticulously maintained by its original owner, this move-in ready end-unit townhome offers modern living with added privacy and space. Featuring 3 bedrooms, 2 full baths, an attached garage, and a rare private storage shed. The open-concept floor plan showcases a spacious kitchen with center island, abundant cabinetry, and seamless flow into the dining and living areas. Step out onto the second-story deck off the kitchen. Located just minutes from downtown Cambridge, you'll enjoy easy access to waterfront dining, shopping, marinas, parks, and the natural beauty of the Choptank River and Blackwater National Wildlife Refuge.

3 Beds ⋅ 2 Baths

Welcome to Heron Point! Built just two years ago and meticulously maintained by its original owner, this move-in ready end-unit townhome offers modern living with added privacy and space. Featuring 3 bedrooms, 2 full baths, an attached garage, and a rare private storage shed. The open-concept floor plan showcases a spacious kitchen with center island, abundant cabinetry, and seamless flow into the dining and living areas. Step out onto the second-story deck off the kitchen. Located just minutes from downtown Cambridge, you'll enjoy easy access to waterfront dining, shopping, marinas, parks, and the natural beauty of the Choptank River and Blackwater National Wildlife Refuge.

311 Yellow Bill Ln, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$339,990

Enjoy stunning golf course views from this brand-new construction villa, featuring a desirable main-level owner’s suite, timeless brick elevation, and low-maintenance living. Thoughtfully designed, this two-story end home offers an open-concept layout with soaring ceilings, a gourmet kitchen, spacious family room, versatile flex space, and a luxurious primary suite on the first floor. Upstairs, a central loft provides additional living space surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive, with a screened porch and a walk-out paver patio conveniently located off the family room, overlooking the golf course. These inviting outdoor spaces create the perfect setting to relax, entertain, and enjoy the scenic views.

4 Beds ⋅ 3 Baths

Enjoy stunning golf course views from this brand-new construction villa, featuring a desirable main-level owner’s suite, timeless brick elevation, and low-maintenance living. Thoughtfully designed, this two-story end home offers an open-concept layout with soaring ceilings, a gourmet kitchen, spacious family room, versatile flex space, and a luxurious primary suite on the first floor. Upstairs, a central loft provides additional living space surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive, with a screened porch and a walk-out paver patio conveniently located off the family room, overlooking the golf course. These inviting outdoor spaces create the perfect setting to relax, entertain, and enjoy the scenic views.

2131 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$165,000

Build your dream home on this beautiful waterfront property in the exclusive Oakley Chase community. This 4.05-acre homesite is one of the few available waterfront lots in the community and is situated along the Northeast Branch of Fishing Creek, offering beautiful water views, abundant wildlife, and a peaceful setting just minutes from Cambridge, Route 50, and Route 16. Lot #1 is ready to build with all four corners marked. Enjoy direct waterfront access for kayaking, paddleboarding, fishing, and other recreational activities. Buyers may select their own builder, subject to community building requirements and HOA approval of plans.

2117 Annie Ln, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$305,000

Beautiful End-Unit Townhome Loaded with Upgrades – Move-In Ready! Welcome home to this stunning 3-bedroom, 2.5-bath end-unit townhome located in the desirable gated community of Deep Harbour. Offering modern upgrades and spacious living across three levels, this home combines comfort, style, and convenience. The first floor features wood flooring, a large recreation room or home office, complete with a convenient half bath and access to the attached one-car garage. On the second level, you'll also find wood flooring throughout with an open and inviting floor plan featuring a spacious kitchen with Corian countertops, upgraded cabinetry, stainless steel appliances, and a dining area with access to a generous 10' x 20' deck—perfect for entertaining or relaxing outdoors. The large living room provides ample space for gathering, while the stylish shiplap accent wall in the half bath adds a touch of charm. Enjoy the amazing cross breeze when the windows are open. The third level features a spacious primary suite with a tray ceiling, walk-in closet, and an elegant en-suite bath offering a double vanity and a large tiled walk-in shower. Two additional bedrooms and a full bath complete this level. Residents of Deep Harbour enjoy gated community amenities, including a community pool, marina, and scenic jogging and walking paths. Conveniently located near downtown entertainment, dining, shopping, and grocery stores, you'll have everything you need just minutes from your doorstep. Don't miss the opportunity to own this beautifully maintained townhome in one of the area's most desirable waterfront communities. Schedule your private showing today! Tenant occupied -available for ownership on or after August 17, 2027

3 Beds ⋅ 4 Baths

Beautiful End-Unit Townhome Loaded with Upgrades – Move-In Ready! Welcome home to this stunning 3-bedroom, 2.5-bath end-unit townhome located in the desirable gated community of Deep Harbour. Offering modern upgrades and spacious living across three levels, this home combines comfort, style, and convenience. The first floor features wood flooring, a large recreation room or home office, complete with a convenient half bath and access to the attached one-car garage. On the second level, you'll also find wood flooring throughout with an open and inviting floor plan featuring a spacious kitchen with Corian countertops, upgraded cabinetry, stainless steel appliances, and a dining area with access to a generous 10' x 20' deck—perfect for entertaining or relaxing outdoors. The large living room provides ample space for gathering, while the stylish shiplap accent wall in the half bath adds a touch of charm. Enjoy the amazing cross breeze when the windows are open. The third level features a spacious primary suite with a tray ceiling, walk-in closet, and an elegant en-suite bath offering a double vanity and a large tiled walk-in shower. Two additional bedrooms and a full bath complete this level. Residents of Deep Harbour enjoy gated community amenities, including a community pool, marina, and scenic jogging and walking paths. Conveniently located near downtown entertainment, dining, shopping, and grocery stores, you'll have everything you need just minutes from your doorstep. Don't miss the opportunity to own this beautifully maintained townhome in one of the area's most desirable waterfront communities. Schedule your private showing today! Tenant occupied -available for ownership on or after August 17, 2027

301 Shipyard Dr Unit 59, Cambridge

Listing courtesy of Mabry Real Estate LLC. Contact:

$424,900

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.

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:

$305,000

Why wait for new construction? This beautifully maintained 2024 DR Horton home offers 4 bedrooms, 2.5 baths, and an open-concept layout designed for modern living. Situated on a desirable corner lot with a large backyard, this move-in-ready home is filled with natural light and thoughtful upgrades throughout. Upgrades & Features: Premium corner lot with a spacious backyard - New vinyl privacy fence - Extra kitchen cabinets for added storage - Upgraded range hood - Granite countertops & stainless steel appliances - Washer & dryer included - Automatic garage door opener - Beautiful rose garden beds with landscaped front yard - Bright, open floor plan with abundant natural light - Convenient second-floor laundry room Skip the wait and extra expense of adding these upgrades yourself—this home is truly move-in ready. Schedule your showing today!

4 Beds ⋅ 3 Baths

Why wait for new construction? This beautifully maintained 2024 DR Horton home offers 4 bedrooms, 2.5 baths, and an open-concept layout designed for modern living. Situated on a desirable corner lot with a large backyard, this move-in-ready home is filled with natural light and thoughtful upgrades throughout. Upgrades & Features: Premium corner lot with a spacious backyard - New vinyl privacy fence - Extra kitchen cabinets for added storage - Upgraded range hood - Granite countertops & stainless steel appliances - Washer & dryer included - Automatic garage door opener - Beautiful rose garden beds with landscaped front yard - Bright, open floor plan with abundant natural light - Convenient second-floor laundry room Skip the wait and extra expense of adding these upgrades yourself—this home is truly move-in ready. Schedule your showing today!

1650 Terrapin Cir, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$284,999

Historic District charm meets everyday convenience at 113 Willis Street. This adorable circa-1916 Victorian sits just down the street from the Choptank River and close to the heart of downtown Cambridge, where you can enjoy local restaurants, shops, parks, marinas, waterfront events, and the character that makes this Eastern Shore town so special. Inside, this three-bedroom home blends classic early 20th-century charm with practical updates, including newer windows, roof, siding, drywall, electrical wiring, and central air, an uncommon and valuable bonus in many historic homes. The welcoming wraparound porch gives the home instant curb appeal, while the fully fenced yard, alley access, off-street parking, and garage/workshop add everyday functionality that is hard to find in this setting. Whether you need storage, hobby space, tools, bikes, or a spot for weekend projects, the garage/workshop gives you flexibility beyond the main house. Cute, comfortable, updated, and full of Cambridge character, this home offers historic charm, modern comfort, and downtown convenience all in one very lovable package.

3 Beds ⋅ 2 Baths

Historic District charm meets everyday convenience at 113 Willis Street. This adorable circa-1916 Victorian sits just down the street from the Choptank River and close to the heart of downtown Cambridge, where you can enjoy local restaurants, shops, parks, marinas, waterfront events, and the character that makes this Eastern Shore town so special. Inside, this three-bedroom home blends classic early 20th-century charm with practical updates, including newer windows, roof, siding, drywall, electrical wiring, and central air, an uncommon and valuable bonus in many historic homes. The welcoming wraparound porch gives the home instant curb appeal, while the fully fenced yard, alley access, off-street parking, and garage/workshop add everyday functionality that is hard to find in this setting. Whether you need storage, hobby space, tools, bikes, or a spot for weekend projects, the garage/workshop gives you flexibility beyond the main house. Cute, comfortable, updated, and full of Cambridge character, this home offers historic charm, modern comfort, and downtown convenience all in one very lovable package.

113 Willis St, Cambridge

Listing courtesy of Keller Williams Flagship. Contact:

$325,000

Cozy all brick Colonial in highly sought out historic West End. Glenburn Ave is one of Cambridge's most beautiful historic streets. The home is located on a corner lot just 2 blocks from the Choptank River, parks and boat ramp. It is walking distance to downtown shops, restaurants, churches, schools, banks and the YMCA. This 1,408 st. ft. home has 1 bedroom, gally kitchen, dining room, laundry and large living room on the first level. The second level has beautiful hard wood floors, 1 full bath, 2 large bedrooms with pull down stairs for attic access. The full bath has large linen closet and ceramic tile. 2 car garage with workshop and wood burning fireplace. The yard is inviting and beautifully landscaped. The home has been lovingly cared for and well maintained through-out the years. It has been only family owned for generations. A must see!!

3 Beds ⋅ 1 Baths

Cozy all brick Colonial in highly sought out historic West End. Glenburn Ave is one of Cambridge's most beautiful historic streets. The home is located on a corner lot just 2 blocks from the Choptank River, parks and boat ramp. It is walking distance to downtown shops, restaurants, churches, schools, banks and the YMCA. This 1,408 st. ft. home has 1 bedroom, gally kitchen, dining room, laundry and large living room on the first level. The second level has beautiful hard wood floors, 1 full bath, 2 large bedrooms with pull down stairs for attic access. The full bath has large linen closet and ceramic tile. 2 car garage with workshop and wood burning fireplace. The yard is inviting and beautifully landscaped. The home has been lovingly cared for and well maintained through-out the years. It has been only family owned for generations. A must see!!

314 Glenburn Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$367,000

WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

2 Beds ⋅ 2 Baths

WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

700 Cattail Cv Unit 104, Cambridge

Listing courtesy of HomeZu by Simple Choice. Contact:

$285,900

Located just outside the city limits, this ranch home has just been remodeled with luxury vinyl plank floors. The kitchen and bathroom have been remodeled, featuring modern finishes, solid countertops. A large attached rear wood deck provides a great spot to relax and enjoy peace and quiet. New appliances, all fresh paint and a heat pump await the buyer. The property enjoys access to public water and public sewer without City of Cambridge real estate taxation. Convenient to all public schools, churches and US Rte. 50. Large rear yard has numerous trees and a shed. This suburban ample lot is in walking distance of the Choptank River. Owner is prepared to make this your HOME.

3 Beds ⋅ 1 Baths

Located just outside the city limits, this ranch home has just been remodeled with luxury vinyl plank floors. The kitchen and bathroom have been remodeled, featuring modern finishes, solid countertops. A large attached rear wood deck provides a great spot to relax and enjoy peace and quiet. New appliances, all fresh paint and a heat pump await the buyer. The property enjoys access to public water and public sewer without City of Cambridge real estate taxation. Convenient to all public schools, churches and US Rte. 50. Large rear yard has numerous trees and a shed. This suburban ample lot is in walking distance of the Choptank River. Owner is prepared to make this your HOME.

111 Richardson Dr, Cambridge

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

$379,000

Located in the heart of historic downtown Cambridge, this inviting residence is walking distance from the best restaurants, bars, and shopping our town has to offer! The formal living and dining areas feature elegant crown molding, hardwood flooring, and soaring nine-foot ceilings, all centered around a cozy gas fireplace that adds warmth and charm. The spacious kitchen is designed for both everyday living and entertaining, offering double wall ovens, a five-burner gas cooktop, stone countertops, and the convenience of dual sinks with disposals. Recent improvements provide peace of mind, including an architectural shingle roof. The home’s HVAC system was upgraded to natural gas in 2017, giving you flexible heating options with gas, electric, or a combination of both. The main level includes a convenient guest bathroom with a shower. Outside, the generously sized backyard is the perfect space for outdoor activities, pets, or simply relaxing. A storage shed offers practical space for tools, bikes, and more. Upstairs, you’ll find four comfortable bedrooms, a full bathroom, and a dedicated office. Much of the interior and exterior has been recently repainted, giving the home a refreshed feel.

4 Beds ⋅ 2 Baths

Located in the heart of historic downtown Cambridge, this inviting residence is walking distance from the best restaurants, bars, and shopping our town has to offer! The formal living and dining areas feature elegant crown molding, hardwood flooring, and soaring nine-foot ceilings, all centered around a cozy gas fireplace that adds warmth and charm. The spacious kitchen is designed for both everyday living and entertaining, offering double wall ovens, a five-burner gas cooktop, stone countertops, and the convenience of dual sinks with disposals. Recent improvements provide peace of mind, including an architectural shingle roof. The home’s HVAC system was upgraded to natural gas in 2017, giving you flexible heating options with gas, electric, or a combination of both. The main level includes a convenient guest bathroom with a shower. Outside, the generously sized backyard is the perfect space for outdoor activities, pets, or simply relaxing. A storage shed offers practical space for tools, bikes, and more. Upstairs, you’ll find four comfortable bedrooms, a full bathroom, and a dedicated office. Much of the interior and exterior has been recently repainted, giving the home a refreshed feel.

606 Locust St, Cambridge

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

$239,000

New Construction in Historic Cambridge, MD | 3 Bed, 2 Bath with Fenced Yard Welcome to 506 High Street, a move-in-ready new construction home in the heart of historic Cambridge, Maryland, offering the perfect blend of modern finishes and Eastern Shore charm. This beautifully designed 3-bedroom, 2-bath home features an open-concept layout, luxury vinyl plank flooring, quartz countertops, stylish cabinetry, and energy-efficient new construction for low-maintenance living. The spacious primary suite provides a private retreat, while two additional bedrooms offer flexibility for guests, a home office, or family living. Step outside to a fully fenced backyard, ideal for pets, entertaining, gardening, or relaxing evenings outdoors. Located just minutes from Cambridge's waterfront, marinas, downtown restaurants, boutique shopping, and local parks, this home offers easy access to everything that makes Maryland's Eastern Shore so desirable. Whether you're looking for a primary residence, a second home near the Chesapeake Bay, or a low-maintenance new home in Cambridge, 506 High Street is ready for you.

3 Beds ⋅ 2 Baths

New Construction in Historic Cambridge, MD | 3 Bed, 2 Bath with Fenced Yard Welcome to 506 High Street, a move-in-ready new construction home in the heart of historic Cambridge, Maryland, offering the perfect blend of modern finishes and Eastern Shore charm. This beautifully designed 3-bedroom, 2-bath home features an open-concept layout, luxury vinyl plank flooring, quartz countertops, stylish cabinetry, and energy-efficient new construction for low-maintenance living. The spacious primary suite provides a private retreat, while two additional bedrooms offer flexibility for guests, a home office, or family living. Step outside to a fully fenced backyard, ideal for pets, entertaining, gardening, or relaxing evenings outdoors. Located just minutes from Cambridge's waterfront, marinas, downtown restaurants, boutique shopping, and local parks, this home offers easy access to everything that makes Maryland's Eastern Shore so desirable. Whether you're looking for a primary residence, a second home near the Chesapeake Bay, or a low-maintenance new home in Cambridge, 506 High Street is ready for you.

506 High St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$1,399,000

Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

6 Beds ⋅ 5 Baths

Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

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

$274,900

Developer’s Dream in Cambridge, MD! Cambridge is in the middle of a major development transformation — now is the opportunity to get in on the ground floor of the city’s high-density growth future. This exceptional property offers nearly 2 acres of prime development land, with the potential to purchase an additional adjoining acre. Featuring road frontage on three sides, the property is approximately 99% cleared and ready for development. An added bonus is the 12-foot-wide city-owned alley that may be obtainable, creating even more flexibility for site planning and access. Ideal for 55+ median-income single-story townhomes, multifamily housing, or a variety of other residential development opportunities. Surrounding properties include two-story townhomes, apartment buildings, single-family homes, and a nearby nursing home — making this a versatile and highly desirable location. Conveniently located just minutes from downtown Cambridge dining, shopping, festivals, and historic attractions. Quick access to Route 50 provides easy access to big-box retailers and newly renovated shopping centers. Enjoy nearby access to the Choptank River for boating, fishing, crabbing, and numerous community parks and recreational opportunities. Contact the listing agent for a complete list of permitted uses. Possible owner financing available for qualified buyers.

1002 Park Ln, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$50,000

Charming fixer-upper opportunity in an up-and-coming area of Cambridge! This 2-bedroom, 1-bath home is full of potential for investors, flippers, or buyers looking to renovate and make it their own. Property is being sold strictly as-is and is priced to sell. New construction homes are being built right around the corner directly behind the backyard, adding exciting growth and development to the area. Conveniently located near downtown Cambridge, shopping, dining, and waterfront attractions. Bring your vision and schedule your showing today! This property is vacant.

2 Beds ⋅ 1 Baths

Charming fixer-upper opportunity in an up-and-coming area of Cambridge! This 2-bedroom, 1-bath home is full of potential for investors, flippers, or buyers looking to renovate and make it their own. Property is being sold strictly as-is and is priced to sell. New construction homes are being built right around the corner directly behind the backyard, adding exciting growth and development to the area. Conveniently located near downtown Cambridge, shopping, dining, and waterfront attractions. Bring your vision and schedule your showing today! This property is vacant.

416 Camper St, Cambridge

Listing courtesy of The Property Shoppe, LLC. Contact:

$499,900

Industrial Opportunity in Cambridge! This versatile 6,060 sq. ft. property at 5228 Bucktown Rd offers an excellent foundation for your business or investment portfolio. Currently zoned for industrial use, the site features a functional mix of buildings and a dedicated parking lot to accommodate staff and logistics. Steeped in local history as the former "barrel factory," this property is strategically located directly across from the airport. Priced competitively at $499,900, this is a rare chance to secure industrial square footage in a prime location. Schedule your showing today!

5228 Bucktown Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$399,000

Price just reduced $399,000! Hurry over to see this beautiful home ! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

4 Beds ⋅ 3 Baths

Price just reduced $399,000! Hurry over to see this beautiful home ! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact:

$1,195,000

Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

4 Beds ⋅ 4 Baths

Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

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

$249,900

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

2 Beds ⋅ 3 Baths

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

600-3 Water St, Cambridge

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

$160,000

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

4 Beds ⋅ 2 Baths

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

904 Central, Cambridge

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

$274,900

4 Beds ⋅ 3 Baths

219 Willis St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact:

$580,000

This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

5 Beds ⋅ 4 Baths

This is a beautifully updated and well-maintained Four Square located in Cambridge's Historic District. It is a grand house for entertaining both inside and out. In addition to the 5 bedrooms and 3.5 baths in the Manor House, the property boasts 2 additional buildings on the .57 acre lot filled with specimen flowers, shrubs and trees. 1 building, originally built as a Montessori school, is well suited as a studio, in-law suite, professional office space or Man cave. It is currently registered and generating income as an Airbnb.

309 Glenburn Ave, Cambridge

Listing courtesy of Compass. Contact:

$399,000

Experience elevated coastal living in this exceptional three-level townhome in the sought-after Deep Harbor community on Cambridge Creek. Unlike anything else in the neighborhood, this residence showcases over $100,000 in post-purchase custom upgrades and curated designer finishes; crafted for the buyer who expects the very best. From the moment you step inside, the attention to detail is unmistakable. Custom wainscoting, 6" crown molding, luxury wallpaper, and bespoke drapery and window treatments create a refined, cohesive aesthetic that carries throughout the home. The entry level offers a comfortable family room, powder room, and access to a beautifully designed paver patio, perfect for relaxing or entertaining. The main living level is both stylish and functional, centered around a stunning gourmet kitchen featuring stainless steel appliances, quartz countertops, ceramic tile backsplash, and an oversized island ideal for gathering. The showstopping Ortal Wilderness gas fireplace, framed by soapstone and shiplap, adds a level of sophistication and warmth rarely found, which is truly a signature feature that sets this home apart. A dining area and private balcony provides seamless options for indoor or outdoor dining. Upstairs, the primary suite is a serene retreat, complete with tray ceiling, private balcony, and a spa-inspired bath featuring tempered tile, a frameless walk-in shower, and thoughtful luxury finishes. The walk-in closet is outfitted with a custom California Closet system for optimal organization. The second bedroom is equally impressive with custom California Closets and a built-in window seat that would be ideal as a beautifully appointed home office or guest space. The third bedroom continues the theme of quality and comfort. Outdoor living has been thoughtfully enhanced across three separate spaces, with added privacy elements including strategic landscaping, separation from neighboring homes, outdoor lighting, irrigation, and improved drainage...creating peaceful, usable environments at every level. Even the garage has been elevated with a custom cabinetry system and overhead storage solutions. Located within walking distance to downtown Cambridge, you’ll enjoy easy access to local restaurants, shops, and the brewery, all while residing in a waterfront community offering amenities such as a pool, walking paths, and direct water access on Cambridge Creek. Perfectly positioned for convenience, this home is approximately 2 hours from Washington, D.C. and just 1.5 hours from Baltimore, making it an ideal primary residence or weekend retreat. Opportunities like this are rare. Schedule your private showing today and discover what it means to own one of Deep Harbor’s most distinctive and refined homes.

3 Beds ⋅ 4 Baths

Experience elevated coastal living in this exceptional three-level townhome in the sought-after Deep Harbor community on Cambridge Creek. Unlike anything else in the neighborhood, this residence showcases over $100,000 in post-purchase custom upgrades and curated designer finishes; crafted for the buyer who expects the very best. From the moment you step inside, the attention to detail is unmistakable. Custom wainscoting, 6" crown molding, luxury wallpaper, and bespoke drapery and window treatments create a refined, cohesive aesthetic that carries throughout the home. The entry level offers a comfortable family room, powder room, and access to a beautifully designed paver patio, perfect for relaxing or entertaining. The main living level is both stylish and functional, centered around a stunning gourmet kitchen featuring stainless steel appliances, quartz countertops, ceramic tile backsplash, and an oversized island ideal for gathering. The showstopping Ortal Wilderness gas fireplace, framed by soapstone and shiplap, adds a level of sophistication and warmth rarely found, which is truly a signature feature that sets this home apart. A dining area and private balcony provides seamless options for indoor or outdoor dining. Upstairs, the primary suite is a serene retreat, complete with tray ceiling, private balcony, and a spa-inspired bath featuring tempered tile, a frameless walk-in shower, and thoughtful luxury finishes. The walk-in closet is outfitted with a custom California Closet system for optimal organization. The second bedroom is equally impressive with custom California Closets and a built-in window seat that would be ideal as a beautifully appointed home office or guest space. The third bedroom continues the theme of quality and comfort. Outdoor living has been thoughtfully enhanced across three separate spaces, with added privacy elements including strategic landscaping, separation from neighboring homes, outdoor lighting, irrigation, and improved drainage...creating peaceful, usable environments at every level. Even the garage has been elevated with a custom cabinetry system and overhead storage solutions. Located within walking distance to downtown Cambridge, you’ll enjoy easy access to local restaurants, shops, and the brewery, all while residing in a waterfront community offering amenities such as a pool, walking paths, and direct water access on Cambridge Creek. Perfectly positioned for convenience, this home is approximately 2 hours from Washington, D.C. and just 1.5 hours from Baltimore, making it an ideal primary residence or weekend retreat. Opportunities like this are rare. Schedule your private showing today and discover what it means to own one of Deep Harbor’s most distinctive and refined homes.

416 S Seaway Ct Unit 142, Cambridge

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

$334,900

Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

4 Beds ⋅ 3 Baths

Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

146 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

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How much is your home worth?