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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:

$349,990

Enjoy stunning golf course views from this brand-new construction villa featuring a desirable main-level owner’s suite and a low-maintenance lifestyle. Thoughtfully designed, this two-story 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 and is surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive with a screened porch and private paver patio overlooking the golf course—perfect for relaxing or entertaining while taking in the scenic views.

Enjoy stunning golf course views from this brand-new construction villa featuring a desirable main-level owner’s suite and a low-maintenance lifestyle. Thoughtfully designed, this two-story 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 and is surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive with a screened porch and private paver patio overlooking the golf course—perfect for relaxing or entertaining while taking in the scenic views.

2131 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$167,900

Great opportunity to own nearly 8 acres featuring some of the highest and driest ground in Toddville. Located in sought after Sika deer country, this property offers a peaceful rural setting with hunting opportunities, abundant wildlife, and a creek running through the property. The land features a great combination of woods, newly planted pines and natural habitat, creating an ideal setting for Sika deer, wildlife and outdoor recreation. Property features a brand new complete 4 chamber septic system (never used), adding value and future potential, existing well. Also conveying is a 27 ft camper with bump out, providing a great setup for a hunting retreat or weekend getaway. The older home on the property is in need of repairs, including a new roof and is being sold as-is, bring your vision to renovate and bring back to life or tear down and build your own home. Enjoy the privacy, open space and natural beauty of Dorchester County with fishing, boating, public boat ramps and marinas close by.

2551 Toddville Rd, Toddville

Listing courtesy of Meredith Fine Properties. 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:

$289,900

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!

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:

$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:

$449,900

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.

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:

$297,000

The most significant hurdle to building on waterfront is permitting for permit septic. This property already has PUBLIC SEWER. This rare offering is 1.8 acres on two combined deeded waterfront parcels situated on the quiet and serine Little Choptank River. Build your dream home or invest. 1609 comes with a current tidewater buffer setback variance (BOA Case #2109), allowing for the construction of a dwelling inside the typical 100-foot setback. Most importantly, this variance does not expire and transfers directly to the new owner, providing a unique "plug and play" opportunity that is nearly impossible to find. Call me today to learn more.

1609 Heliport Rd, Woolford

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$275,000

Escape to the peace and privacy of Maryland's Eastern Shore with this charming ranch-style home situated on 2 acres of land. Offering comfortable one-level living, this well-maintained property features 3 bedrooms, 1 full bath, and a spacious layout designed for everyday living. Inside, you'll find a thoughtfully updated interior with modern touches while maintaining the home's warmth and character. Recent improvements include a newer roof and siding, providing added value and peace of mind. Outside, the oversized detached 2-car garage offers endless possibilities for vehicle storage, hobbies, a workshop, or recreational equipment. The expansive lot provides plenty of room for gardening, outdoor entertaining, pets, and enjoying the surrounding countryside. With no HOA restrictions, ample parking, and room for boats, RVs, trailers, or additional outdoor toys, this property offers the freedom and flexibility many buyers are seeking. Conveniently located near Cambridge and Route 50, you'll enjoy easy access to shopping, dining, healthcare, and all the recreation the Chesapeake Bay region has to offer. Whether you're looking for a full-time residence, a weekend retreat, or a property with space to spread out and enjoy country living, this Eastern Shore gem is ready to welcome you home.

Escape to the peace and privacy of Maryland's Eastern Shore with this charming ranch-style home situated on 2 acres of land. Offering comfortable one-level living, this well-maintained property features 3 bedrooms, 1 full bath, and a spacious layout designed for everyday living. Inside, you'll find a thoughtfully updated interior with modern touches while maintaining the home's warmth and character. Recent improvements include a newer roof and siding, providing added value and peace of mind. Outside, the oversized detached 2-car garage offers endless possibilities for vehicle storage, hobbies, a workshop, or recreational equipment. The expansive lot provides plenty of room for gardening, outdoor entertaining, pets, and enjoying the surrounding countryside. With no HOA restrictions, ample parking, and room for boats, RVs, trailers, or additional outdoor toys, this property offers the freedom and flexibility many buyers are seeking. Conveniently located near Cambridge and Route 50, you'll enjoy easy access to shopping, dining, healthcare, and all the recreation the Chesapeake Bay region has to offer. Whether you're looking for a full-time residence, a weekend retreat, or a property with space to spread out and enjoy country living, this Eastern Shore gem is ready to welcome you home.

3714 Hicksburg Rd, East New Market

Listing courtesy of Douglas Realty LLC. Contact:

$1,999,750

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

5113 River Rd, Hurlock

Listing courtesy of National Land Realty, LLC. Contact:

$1,997,500

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

Waterfront Farm - Located along the shores of Marshy Hope Creek, this 113.14-acre farm, with an additional 1.322+/- acre adjoining lot, offers a rare blend of productive farmland, natural beauty, and thoughtfully maintained improvements. Approximately 52.6 acres are tillable and farmed for small grain, offering excellent agricultural opportunity. The remaining acreage comprises mature, open woodlands with cleared paths, suitable for nature walks and ATVs, that gently slope from the homesite down to the water’s edge. The meticulously maintained, single-story 3,270 sq ft home features one-story living. Cathedral ceilings, expansive living spaces, and an inviting layout designed for both comfort and entertaining. The home features three bedrooms and two-and-a-half bathrooms with a functional layout designed for both privacy and everyday living. Radiant floor heating provides consistent warmth throughout the home, reflecting the quality construction and ongoing care of the property. The home is set up for self-sufficiency with an outdoor wood boiler surrounded by a forest full of fuel. Maintained inside and out, the home is move-in ready and offers a rare combination of size, condition, and single-level design. Equestrian and farm amenities include a pole building with two horse stall doors, as well as an additional open shed for equipment or storage, and a water hydrant. Subdivisions are available with soils favorable for obtaining perc permits to create your own family compound. Whether you are seeking a working farm, recreational retreat, horse property, or private waterfront estate, this remarkable property is a great investment opportunity.

5113 River Rd, Hurlock

Listing courtesy of National Land Realty, LLC. 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!

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:

$347,000

SELLER IS MOTIVATED and willing to consider contributing toward a temporary interest-rate buydown with an acceptable offer, potentially giving you a lower mortgage payment during the first years of homeownership. Ask your agent for details! New Roof just installed! Welcome to 7112 E. New Market Ellwood Road, a versatile 3-bedroom, 2-bath home situated on nearly 2 acres in a quiet country setting. This great small farmette is already equipped with fenced areas, a run-in stable, and a large storage shed, offering an excellent setup for horses, livestock, or hobby farming. The converted garage is currently set up as a pet-grooming space and offers plenty of possibilities. Continue using it as a home-based business, transform it into a den or family room, or convert it back into a garage. Outside, enjoy the above-ground pool with deck, plenty of usable yard space, and room for a future pole building or additional outbuildings. Conveniently located within a short drive of Cambridge and Easton, this property offers country living with easy access to shopping, dining, and everyday conveniences. With a brand-new roof, a significant price improvement, and a motivated seller, this farmette is ready for its next owner. Schedule your showing today!

SELLER IS MOTIVATED and willing to consider contributing toward a temporary interest-rate buydown with an acceptable offer, potentially giving you a lower mortgage payment during the first years of homeownership. Ask your agent for details! New Roof just installed! Welcome to 7112 E. New Market Ellwood Road, a versatile 3-bedroom, 2-bath home situated on nearly 2 acres in a quiet country setting. This great small farmette is already equipped with fenced areas, a run-in stable, and a large storage shed, offering an excellent setup for horses, livestock, or hobby farming. The converted garage is currently set up as a pet-grooming space and offers plenty of possibilities. Continue using it as a home-based business, transform it into a den or family room, or convert it back into a garage. Outside, enjoy the above-ground pool with deck, plenty of usable yard space, and room for a future pole building or additional outbuildings. Conveniently located within a short drive of Cambridge and Easton, this property offers country living with easy access to shopping, dining, and everyday conveniences. With a brand-new roof, a significant price improvement, and a motivated seller, this farmette is ready for its next owner. Schedule your showing today!

7112 E New Market Ellwood Rd, Hurlock

Listing courtesy of Taylor Properties. Contact:

5715 Galestown Newhart Mill Rd, Galestown

$339,900

Back on market due to no fault of the home! Welcome to your own waterfront retreat on the picturesque Galestown Millpond! Brimming with potential, this lovingly maintained home is ready for your personal touches to make it truly your own. The spacious floor plan includes a walk-out basement, offering endless possibilities for additional living space, guest accommodations, a recreation room, or extra bedrooms if desired. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive 28' x 36' detached garage. Outside, enjoy the privacy of a long driveway leading to a peaceful setting with a large backyard that backs directly to the water including your private dock! Spend the remainder of summer fishing, kayaking, or simply taking in the tranquil views right from your own backyard. Don't miss this opportunity to create your dream waterfront home in a beautiful, private setting.

Back on market due to no fault of the home! Welcome to your own waterfront retreat on the picturesque Galestown Millpond! Brimming with potential, this lovingly maintained home is ready for your personal touches to make it truly your own. The spacious floor plan includes a walk-out basement, offering endless possibilities for additional living space, guest accommodations, a recreation room, or extra bedrooms if desired. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the impressive 28' x 36' detached garage. Outside, enjoy the privacy of a long driveway leading to a peaceful setting with a large backyard that backs directly to the water including your private dock! Spend the remainder of summer fishing, kayaking, or simply taking in the tranquil views right from your own backyard. Don't miss this opportunity to create your dream waterfront home in a beautiful, private setting.

5715 Galestown Newhart Mill Rd, Galestown

Listing courtesy of ERA Martin Associates. 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.

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:

$59,999

Nice high elevation building lot on Hoopers Island. Well and septic already in place, includes a newer 4-chamber septic system. Drain fields to be completed once house plans are approved. Great opportunity to build your dream home and enjoy the Hoopers Island lifestyle.

2820 Hoopers Island Rd, Church Creek

Listing courtesy of Meredith Fine Properties. Contact:

$245,000

A very private setting with preparations in place for building a country home with a long driveway and views of neighboring farmland. Sellers have performed much of the heavy lifting with county septic and pond building permits. Stormwater management is in place with culverts and a gated driveway. Only a ½ mile drive to a public boat launch to Chesapeake Bay tributary waters on Fishing Creek. A 50’ English right-of-way easement was recorded by the Seller’s family several decades ago when the wooded tract was subdivided for a few adjacent homes. The property has been approved for a future BIP / Berm Infiltration Pond, and Dorchester County Health Department records can be furnished upon request. The property is zoned RESIDENTIAL and there are three septic sites that could potentially serve additional homes with buyer due diligence. Neighboring homes support in-ground or sand line trench septic. The property has a recorded exemption from Forestry Conservation with County Planning and Zoning for clearing and construction up to 20,000 sq. ft. /.46 ac.

Cambridge

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact:

$849,500

Price adjustment! Charming custom Cape Cod built by R. Lucas on Church Creek with 150'+/- bulkheaded shoreline, 17K lb. lift and boat ramp perfect for launching kayaks, canoes, etc. The home offers spacious living areas boasting custom built-ins and woodburning fireplace. Just off the family room is access to a hallway with staircase to large unfinished space over the two car garage. Porch to the rear of the house situated to enjoy the tranquil water views. Roof new in 2026 along with other recent upgrades.

Price adjustment! Charming custom Cape Cod built by R. Lucas on Church Creek with 150'+/- bulkheaded shoreline, 17K lb. lift and boat ramp perfect for launching kayaks, canoes, etc. The home offers spacious living areas boasting custom built-ins and woodburning fireplace. Just off the family room is access to a hallway with staircase to large unfinished space over the two car garage. Porch to the rear of the house situated to enjoy the tranquil water views. Roof new in 2026 along with other recent upgrades.

4712 Steamboat Rd, Woolford

Listing courtesy of Benson & Mangold, LLC. 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!!

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:

$240,000

Experience 205 Yellow Bill Ln, nestled in the desirable Heron Point community! Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath townhome offers modern living with an open and inviting floor plan. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday living. Upstairs, you'll find a generous primary suite, two additional bedrooms, and convenient upper-level laundry. Additional features include an attached garage, energy-efficient systems, public water and sewer, and low-maintenance living with lawn care included through the HOA. Conveniently located just minutes from downtown Cambridge, shopping, dining, waterfront attractions, and Route 50. Move-in ready and waiting for its next owner!

Experience 205 Yellow Bill Ln, nestled in the desirable Heron Point community! Built in 2023, this beautifully maintained 3-bedroom, 2.5-bath townhome offers modern living with an open and inviting floor plan. The spacious kitchen flows seamlessly into the main living area, creating the perfect space for entertaining or everyday living. Upstairs, you'll find a generous primary suite, two additional bedrooms, and convenient upper-level laundry. Additional features include an attached garage, energy-efficient systems, public water and sewer, and low-maintenance living with lawn care included through the HOA. Conveniently located just minutes from downtown Cambridge, shopping, dining, waterfront attractions, and Route 50. Move-in ready and waiting for its next owner!

205 Yellow Bill Ln, Cambridge

Listing courtesy of Keller Williams Realty. Contact:

$450,000

Exceptional opportunity to create your own Eastern Shore waterfront retreat with approximately 6' MLW—a standout feature for sailing enthusiasts and boaters seeking dependable deep-water access. Set in a welcoming waterfront community with a relaxed, laid-back atmosphere, this property offers beautiful water views and an impressive collection of boating amenities, making it an ideal home base for exploring the Chesapeake Bay and surrounding waterways. The private pier is the centerpiece of the property, offering approximately 6 feet of mean low water, a lookout platform, and four boat lifts—including two 1,500-lb jet ski lifts, an 8,000-lb lift, and a 20,000-lb lift installed in 2022. Whether your passion is sailing, power boating, fishing, crabbing, kayaking, or simply spending your days by the water, the infrastructure is already in place to embrace the waterfront lifestyle. The 1-bedroom home is fully ADA-compliant and offers an enclosed waterside porch perfect for relaxing and taking in the view. The renovated full bath features a roll-in tiled shower, quartz vanity, tile flooring, and barn doors designed for accessibility and ease of use. A wheelchair ramp and lift also convey. Recent improvements include a 50-year architectural shingle roof installed in 2023 with transferable warranty and a new well installed in 2024, along with the convenience of public sewer service. A detached garage/workshop with concrete floors and a newer electrical panel provides excellent space for storage, hobbies, or boating equipment. Plumbing in the workshop is currently disconnected but could be reconnected by the new owner. An additional waterside storage shed near the pier is ideal for kayaks, fishing gear, and outdoor equipment. Bring your vision and make this waterfront property your own. With deep water, substantial boating infrastructure, and beautiful views, this is a unique opportunity to establish a Chesapeake Bay getaway tailored to the way you want to enjoy the water. Property is being sold as-is. Appointment required for all showings.

1 Beds ⋅ 1 Baths

Exceptional opportunity to create your own Eastern Shore waterfront retreat with approximately 6' MLW—a standout feature for sailing enthusiasts and boaters seeking dependable deep-water access. Set in a welcoming waterfront community with a relaxed, laid-back atmosphere, this property offers beautiful water views and an impressive collection of boating amenities, making it an ideal home base for exploring the Chesapeake Bay and surrounding waterways. The private pier is the centerpiece of the property, offering approximately 6 feet of mean low water, a lookout platform, and four boat lifts—including two 1,500-lb jet ski lifts, an 8,000-lb lift, and a 20,000-lb lift installed in 2022. Whether your passion is sailing, power boating, fishing, crabbing, kayaking, or simply spending your days by the water, the infrastructure is already in place to embrace the waterfront lifestyle. The 1-bedroom home is fully ADA-compliant and offers an enclosed waterside porch perfect for relaxing and taking in the view. The renovated full bath features a roll-in tiled shower, quartz vanity, tile flooring, and barn doors designed for accessibility and ease of use. A wheelchair ramp and lift also convey. Recent improvements include a 50-year architectural shingle roof installed in 2023 with transferable warranty and a new well installed in 2024, along with the convenience of public sewer service. A detached garage/workshop with concrete floors and a newer electrical panel provides excellent space for storage, hobbies, or boating equipment. Plumbing in the workshop is currently disconnected but could be reconnected by the new owner. An additional waterside storage shed near the pier is ideal for kayaks, fishing gear, and outdoor equipment. Bring your vision and make this waterfront property your own. With deep water, substantial boating infrastructure, and beautiful views, this is a unique opportunity to establish a Chesapeake Bay getaway tailored to the way you want to enjoy the water. Property is being sold as-is. Appointment required for all showings.

5023 Russell Rd, Woolford

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

$50,000

Nicely renovated, maintained home in quiet community. All appliances included. Ready for someone looking for low maintenance living. Current monthly lot rent is $670. Buyers must also be approved by park management.

Nicely renovated, maintained home in quiet community. All appliances included. Ready for someone looking for low maintenance living. Current monthly lot rent is $670. Buyers must also be approved by park management.

2905 Ram Rd, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact:

$342,900

Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact:

$669,900

Welcome to your waterfront property! Home boasts nice open living room /dining room area with gorgeous views of the water from the large bay window, and a food bar dividing the rooms. The primary suite allows access to the enclosed sunroom with expansive views of the water. The home features secondary bedroom with water view, a second full bath, a kitchen with a double wall oven, separate cooktop, a bistro area, and a large pantry. Priced with the realization in mind potential buyers may decide to update the kitchen and baths. Property has a second 2 room and bath building. The home is situated on +/- .50 acre. Pier has a 9,000 lb boatlift, swim ladder, water and electric. This home is a Must-See to truly appreciate all it has to offer. Sellers will consider closing cost help.

2 Beds ⋅ 2 Baths

Welcome to your waterfront property! Home boasts nice open living room /dining room area with gorgeous views of the water from the large bay window, and a food bar dividing the rooms. The primary suite allows access to the enclosed sunroom with expansive views of the water. The home features secondary bedroom with water view, a second full bath, a kitchen with a double wall oven, separate cooktop, a bistro area, and a large pantry. Priced with the realization in mind potential buyers may decide to update the kitchen and baths. Property has a second 2 room and bath building. The home is situated on +/- .50 acre. Pier has a 9,000 lb boatlift, swim ladder, water and electric. This home is a Must-See to truly appreciate all it has to offer. Sellers will consider closing cost help.

1514 Deep Point Rd, Woolford

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