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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.

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

1109 Locust St, Cambridge

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

$1,375,000

End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound offering 268 feet of protected, rip-rapped shoreline and 1.12 acres of privacy, ideally positioned with a coveted east-west orientation. A private pier equipped with a boat lift and personal watercraft lift enhances the property’s appeal, delivering immediate access to the water and an effortless boating lifestyle. Designed by renowned architect Burhsar Pathare, the impeccably crafted residence spans over 5,000 square feet across three finished levels, featuring 4 bedrooms and 4.5 baths, all thoughtfully positioned to capture unobstructed water views. Beautiful flooring flows throughout, complementing clean architectural lines and high-end finishes. The entry level welcomes you with a large living space highlighted by high ceilings and an abundance of windows that frame stunning water views. A beautiful, full-service bar—complete with sink, dishwasher, and high-end finishes—creates the perfect setting for entertaining. This level also features a spacious laundry and utility area along with a convenient half bath, and provides direct access to the backyard and waterfront setting for seamless indoor-outdoor living. Take the stairs or the elevator to access the upper levels of the home. The main level is truly striking, showcasing soaring 40-foot ceilings and a dramatic wall of glass capturing panoramic bay views. The open-concept design seamlessly integrates the kitchen, dining, and living areas, anchored by a stone fireplace. The gourmet kitchen features a spacious eat-in area and opens to a full-length wraparound deck overlooking the water—ideal for gatherings of any size. The main-level primary suite offers private deck access and a spa-like bath, with an additional full bath also located on this level. Upstairs, a loft overlooks the main living space, along with three generously sized bedrooms, including two ensuite bedrooms with private baths—each bedroom also features its own private deck overlooking the water, offering a peaceful retreat with breathtaking views. The third secondary bedroom features the added convenience of direct elevator access within the room itself. Outdoor living is equally impressive with multiple decking areas and a beautifully designed paver patio featuring a fire pit and sitting walls—all oriented to take full advantage of the waterfront setting. The property is fully fenced, enhancing both privacy and functionality. A gated entrance with electronic access further enhances privacy and security, while an oversized two-car attached garage provides ample convenience and storage. The property is serviced by public sewer and a private well. The residence is offered as a truly turnkey opportunity, conveying with the majority of its high-quality furnishings for an effortless, move-in-ready experience (select artwork and personal items excluded). The adjoining property at 1250 Old Madison Road is also available for purchase (MDDO2012114), featuring a charming 2-bedroom, 2-bath cottage with additional living space and expansive water views—ideal as a guest house or income-producing rental. An exceptional opportunity to fully embrace the waterfront lifestyle—where every day feels like a retreat and lasting memories are made. Mortgage savings may be available for buyers of this listing.

4 Beds ⋅ 5 Baths

End each day with sweeping sunsets over Madison Bay from this exceptional waterfront compound offering 268 feet of protected, rip-rapped shoreline and 1.12 acres of privacy, ideally positioned with a coveted east-west orientation. A private pier equipped with a boat lift and personal watercraft lift enhances the property’s appeal, delivering immediate access to the water and an effortless boating lifestyle. Designed by renowned architect Burhsar Pathare, the impeccably crafted residence spans over 5,000 square feet across three finished levels, featuring 4 bedrooms and 4.5 baths, all thoughtfully positioned to capture unobstructed water views. Beautiful flooring flows throughout, complementing clean architectural lines and high-end finishes. The entry level welcomes you with a large living space highlighted by high ceilings and an abundance of windows that frame stunning water views. A beautiful, full-service bar—complete with sink, dishwasher, and high-end finishes—creates the perfect setting for entertaining. This level also features a spacious laundry and utility area along with a convenient half bath, and provides direct access to the backyard and waterfront setting for seamless indoor-outdoor living. Take the stairs or the elevator to access the upper levels of the home. The main level is truly striking, showcasing soaring 40-foot ceilings and a dramatic wall of glass capturing panoramic bay views. The open-concept design seamlessly integrates the kitchen, dining, and living areas, anchored by a stone fireplace. The gourmet kitchen features a spacious eat-in area and opens to a full-length wraparound deck overlooking the water—ideal for gatherings of any size. The main-level primary suite offers private deck access and a spa-like bath, with an additional full bath also located on this level. Upstairs, a loft overlooks the main living space, along with three generously sized bedrooms, including two ensuite bedrooms with private baths—each bedroom also features its own private deck overlooking the water, offering a peaceful retreat with breathtaking views. The third secondary bedroom features the added convenience of direct elevator access within the room itself. Outdoor living is equally impressive with multiple decking areas and a beautifully designed paver patio featuring a fire pit and sitting walls—all oriented to take full advantage of the waterfront setting. The property is fully fenced, enhancing both privacy and functionality. A gated entrance with electronic access further enhances privacy and security, while an oversized two-car attached garage provides ample convenience and storage. The property is serviced by public sewer and a private well. The residence is offered as a truly turnkey opportunity, conveying with the majority of its high-quality furnishings for an effortless, move-in-ready experience (select artwork and personal items excluded). The adjoining property at 1250 Old Madison Road is also available for purchase (MDDO2012114), featuring a charming 2-bedroom, 2-bath cottage with additional living space and expansive water views—ideal as a guest house or income-producing rental. An exceptional opportunity to fully embrace the waterfront lifestyle—where every day feels like a retreat and lasting memories are made. Mortgage savings may be available for buyers of this listing.

1252 Old Madison Rd, Madison

Listing courtesy of Redfin Corp. Contact: 3016586186

$199,000

Eastern Shore Living with Room to Breathe! Whether you're looking for your first home or the perfect place to simplify and enjoy life, this charming 3-bedroom, 1-bath home offers comfort, convenience, and nearly an acre of land in the peaceful community of Madison. Boating and fishing enthusiasts will love being just minutes from a public boat ramp and marina, while still enjoying easy access to town and everyday amenities. The property features an attached two-car garage, a 12' x 12' storage shed on a concrete pad, and the added peace of mind that comes with a new HVAC system and updated well and septic systems. With plenty of outdoor space for gardening, pets, hobbies, or simply relaxing, this property offers the ideal blend of country charm and Eastern Shore lifestyle. Affordable, move-in ready, and close to the water—don't miss this opportunity!

Eastern Shore Living with Room to Breathe! Whether you're looking for your first home or the perfect place to simplify and enjoy life, this charming 3-bedroom, 1-bath home offers comfort, convenience, and nearly an acre of land in the peaceful community of Madison. Boating and fishing enthusiasts will love being just minutes from a public boat ramp and marina, while still enjoying easy access to town and everyday amenities. The property features an attached two-car garage, a 12' x 12' storage shed on a concrete pad, and the added peace of mind that comes with a new HVAC system and updated well and septic systems. With plenty of outdoor space for gardening, pets, hobbies, or simply relaxing, this property offers the ideal blend of country charm and Eastern Shore lifestyle. Affordable, move-in ready, and close to the water—don't miss this opportunity!

4658 White Marsh Rd, Madison

Listing courtesy of Eastern Shore Real Estate, LLC. Contact: 4103042011

$8,950,000

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

24 Beds ⋅ 13 Baths

Parsons Creek Farm - A 255+/- Acre, Multi-Residence, Deep-Water, Waterfowl & Wildlife Estate at the Confluence of Parsons Creek and the Little Choptank River This once-in-a-lifetime Chesapeake Bay legacy holding is set upon 255.47 extraordinary acres of waterfront, wetlands, upland forest, and meticulously curated wildlife habitat making Parsons Creek Farm one of the most sophisticated private estates on Maryland's Eastern Shore. Masterfully blending historic charm, modern craftsmanship, high-performance land management, and recreational luxury, this turnkey, multi-residence compound stands unrivaled in scale, ecological design, and architectural execution. Positioned at the union of Parsons Creek and the Little Choptank River, the property enjoys nearly a mile of sandy, private shoreline, deep-water access, expansive water vistas, and complete seclusion - yet remains within a short drive to Cambridge, Annapolis, Baltimore, Washington, and the greater Mid-Atlantic corridor. A series of thoughtfully positioned structures - each with its own architectural identity - combine to create a private compound capable of sleeping more than 24 guests in total comfort. Elegantly sited to capture uninterrupted views across impoundments, woodlands, and water, the primary residence blends historic Maryland character with refined luxury. This meticulously designed, 9,583 sq. ft. luxury residence boasts an impressive array of distinct living areas, creating a home of both grand scale and exceptional comfort for family living and entertaining. The expansive property also features a charming, fully renovated, private 1,500 sq. ft. Cape Cod–style guest house that extends a warm welcome to visitors, and a third two-story residence complete with a full bedroom suite, full bathroom, laundry, and sweeping picture windows overlooking one of the ponds. Part of the estate's recreational opportunities is an over-the-water bar and game room, a gathering place where family and friends can cast a line into the pond while enjoying the comforts of a private lounge. Equestrian enthusiasts and entertainers alike will appreciate the impressive stable complex, complete with second-floor luxurious living quarters, a spacious game room, and full bar. Balconies at each end capture sweeping views of the surrounding woodland and water, creating an atmosphere of timeless elegance. Whether envisioned as a generational family compound, a private sporting estate, a conservation-forward investment property, or an exclusive corporate/hospitality retreat, Parsons Creek Farm offers a combination of luxury, ecological engineering, and rural waterfront beauty unmatched anywhere in the Mid-Atlantic. This remarkable waterfront estate is a unique opportunity that unites world-class waterfowl and upland hunting, meticulous wildlife management, and refined living—enhanced by impressive income potential. Having identified his replacement property, the seller is prepared to move forward and welcomes qualified offers.

964 Taylors Island Rd, Madison

Listing courtesy of National Land Realty, LLC. Contact: 4434128971

$320,000

$10,000 Price Reduction – Rare Chesapeake Bay Waterfront Opportunity! Waterfront homes under $325,000 are becoming increasingly difficult to find, making this well-maintained island retreat an exceptional value. Enjoy sweeping western views across the Chesapeake Bay, spectacular sunsets, and the peaceful waterfront lifestyle you've been dreaming of. Ideal as a full-time residence, weekend getaway, or a short-term rental investment. The home features an updated kitchen with a center island, gas range, coffee bar, and luxury vinyl plank flooring. Flexible living spaces include a first-floor bedroom and office/playroom, an updated bath, a spacious family room, and a private second-floor owner's suite. Additional highlights include ductless mini-split heating and cooling, hot water baseboard heat, high-speed internet availability, rip-rapped shoreline, and a BAT septic system installed in 2019. A county-owned public boat ramp is just down the street beside a privately owned marina where slips may be available for rent (buyer to verify). A brand-new survey and legal description are available upon request. With a $10,000 price reduction, this is one of the best opportunities to own Chesapeake Bay waterfront without the premium price tag.

$10,000 Price Reduction – Rare Chesapeake Bay Waterfront Opportunity! Waterfront homes under $325,000 are becoming increasingly difficult to find, making this well-maintained island retreat an exceptional value. Enjoy sweeping western views across the Chesapeake Bay, spectacular sunsets, and the peaceful waterfront lifestyle you've been dreaming of. Ideal as a full-time residence, weekend getaway, or a short-term rental investment. The home features an updated kitchen with a center island, gas range, coffee bar, and luxury vinyl plank flooring. Flexible living spaces include a first-floor bedroom and office/playroom, an updated bath, a spacious family room, and a private second-floor owner's suite. Additional highlights include ductless mini-split heating and cooling, hot water baseboard heat, high-speed internet availability, rip-rapped shoreline, and a BAT septic system installed in 2019. A county-owned public boat ramp is just down the street beside a privately owned marina where slips may be available for rent (buyer to verify). A brand-new survey and legal description are available upon request. With a $10,000 price reduction, this is one of the best opportunities to own Chesapeake Bay waterfront without the premium price tag.

1814 Hoopersville Rd, Fishing Creek

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

$45,000

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

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

618 & 620 Cross St, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$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: 4108226272

$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: 4105434545

$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:

$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: (410) 255-3690

$895,000

Welcome to 6011 Sunnyside Court...a true destination! This waterfront sanctuary has been completely refreshed with fabulous interior paint and a brand new 30 year roof! It is complimented by a sparkling saltwater pool and wide-open views of the Warwick River -your own resort! Moreover, this property provides great supplemental income for the astute investor. Enjoy the river-front complex when time allows yet rent "the resort" easily while you are otherwise engaged. This listing is unique in that it is sited on land that provides great views of the river which makes it a very popular airbnb property yet no flood insurance is required. It was designed with generously-sized rooms, a beautiful pool side leisure area and ample gardens. In sum, it is a splendidly built, upscale oasis in East New Market. The house is perfectly sited on a spacious 1.2 acre parcel in which to enjoy all seasons. This stylish hide-a-way has it all. Five bedrooms, upscale finishes and room to play. The first floor is fantastic with a wide open floor plan, 2 full bedrooms, a powder room, covered porch and views galore! A gracious living room has French doors overlooking and leading to the pool area. A modern white kitchen has island seating, tons of counterspace and opens to a large dining space with river and pool views. The sunroom has walls of windows and steps to an inviting patio area. The second floor is upscale with room for friends and family. A private primary suite has wonderful views, a stylish bath and great closet space. Two additional bedrooms and bath and laundry complete this light-filled floor. The third floor has great potential with a soaring ceiling and large windows promising future fun! The waterfront pool, inviting patios, riverfront dock and green gardens await your arrival. The saltwater pool is surrounded by a wrought iron fence, secure, yet allows views from all points. The patio has room for games and lounging. Garden areas and game playing lawns are ready for fun. An uncovered pergola and a top of the line dock is ready for your toys and boats. Parking for everyone and the best view in East New Market can be yours! Restaurants and shopping are close by too.

Welcome to 6011 Sunnyside Court...a true destination! This waterfront sanctuary has been completely refreshed with fabulous interior paint and a brand new 30 year roof! It is complimented by a sparkling saltwater pool and wide-open views of the Warwick River -your own resort! Moreover, this property provides great supplemental income for the astute investor. Enjoy the river-front complex when time allows yet rent "the resort" easily while you are otherwise engaged. This listing is unique in that it is sited on land that provides great views of the river which makes it a very popular airbnb property yet no flood insurance is required. It was designed with generously-sized rooms, a beautiful pool side leisure area and ample gardens. In sum, it is a splendidly built, upscale oasis in East New Market. The house is perfectly sited on a spacious 1.2 acre parcel in which to enjoy all seasons. This stylish hide-a-way has it all. Five bedrooms, upscale finishes and room to play. The first floor is fantastic with a wide open floor plan, 2 full bedrooms, a powder room, covered porch and views galore! A gracious living room has French doors overlooking and leading to the pool area. A modern white kitchen has island seating, tons of counterspace and opens to a large dining space with river and pool views. The sunroom has walls of windows and steps to an inviting patio area. The second floor is upscale with room for friends and family. A private primary suite has wonderful views, a stylish bath and great closet space. Two additional bedrooms and bath and laundry complete this light-filled floor. The third floor has great potential with a soaring ceiling and large windows promising future fun! The waterfront pool, inviting patios, riverfront dock and green gardens await your arrival. The saltwater pool is surrounded by a wrought iron fence, secure, yet allows views from all points. The patio has room for games and lounging. Garden areas and game playing lawns are ready for fun. An uncovered pergola and a top of the line dock is ready for your toys and boats. Parking for everyone and the best view in East New Market can be yours! Restaurants and shopping are close by too.

6011 Sunnyside Ct, East New Market

Listing courtesy of Compass. Contact: (410) 429-7425

$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.

3 Beds ⋅ 3 Baths

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: 4434128971

$309,500

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: 4105434545

$354,000

SELLER WILL CONSIDER CONTRIBUTING TOWARD THE BUYER’S ALLOWABLE CLOSING COSTS WITH AN ACCEPTABLE OFFER! 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 WILL CONSIDER CONTRIBUTING TOWARD THE BUYER’S ALLOWABLE CLOSING COSTS WITH AN ACCEPTABLE OFFER! 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:

$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:

$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.

3 Beds ⋅ 3 Baths

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: (410) 228-0800

$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: (410) 228-0800

$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:

$629,900

Enjoy breathtaking Honga River and Chesapeake Bay views from this exceptional waterfront property featuring a long private pier with multiple slips and two boat lifts. This well-maintained 2 bedroom, 2 full bath home offers comfortable coastal living with a riprapped shoreline, spacious yard and endless opportunities for boating, fishing, crabbing and embracing the Hoopers Island lifestyle. The expansive waterfront deck offers the perfect place to relax, entertain and enjoy cookouts with family and friends while taking in the panoramic waterfront views. Stunning sunrise and sunsets create the ideal setting for a full-time residence, weekend getaway, a peaceful waterfront retreat. Bring your golf cart and bicycles and enjoy nearby local favorites including Old Salty’s Restaurant and Hooper’s Island General Store. Conveniently located within walking distance to a local marina and public boat ramp.

2 Beds ⋅ 2 Baths

Enjoy breathtaking Honga River and Chesapeake Bay views from this exceptional waterfront property featuring a long private pier with multiple slips and two boat lifts. This well-maintained 2 bedroom, 2 full bath home offers comfortable coastal living with a riprapped shoreline, spacious yard and endless opportunities for boating, fishing, crabbing and embracing the Hoopers Island lifestyle. The expansive waterfront deck offers the perfect place to relax, entertain and enjoy cookouts with family and friends while taking in the panoramic waterfront views. Stunning sunrise and sunsets create the ideal setting for a full-time residence, weekend getaway, a peaceful waterfront retreat. Bring your golf cart and bicycles and enjoy nearby local favorites including Old Salty’s Restaurant and Hooper’s Island General Store. Conveniently located within walking distance to a local marina and public boat ramp.

1709 Doeller Rd, Fishing Creek

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$224,816

Price Improvement!!!! Welcome to 214 East Appleby Avenue. This cute bungalow has quality features and has been recently updated. Perfect porch for summer evenings. Large lot with plenty of room for pool, swing set, gazebo and/or large garden. With this much outdoor space you can have a summer of fun. Inside hardwood floors, large living room windows make a bright light filled space. Kitchen is galley style with real wood cabinetry . Laundry room located off the kitchen. 2 bedrooms and a full bath down . Fixed stairs to attic with new insulation and room for additional bedroom/bath or just great storage. The yard is large with HUGE intown garage with work area and office space. Garage even has loft storage area. Turn key and ready for all types of financing. If you are tired of renting and or need space for your business without HOA restrictions this may be the perfect home for you.

2 Beds ⋅ 1 Baths

Price Improvement!!!! Welcome to 214 East Appleby Avenue. This cute bungalow has quality features and has been recently updated. Perfect porch for summer evenings. Large lot with plenty of room for pool, swing set, gazebo and/or large garden. With this much outdoor space you can have a summer of fun. Inside hardwood floors, large living room windows make a bright light filled space. Kitchen is galley style with real wood cabinetry . Laundry room located off the kitchen. 2 bedrooms and a full bath down . Fixed stairs to attic with new insulation and room for additional bedroom/bath or just great storage. The yard is large with HUGE intown garage with work area and office space. Garage even has loft storage area. Turn key and ready for all types of financing. If you are tired of renting and or need space for your business without HOA restrictions this may be the perfect home for you.

214 E Appleby Ave, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000

$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: 8773662213

$669,900

Open House Sunday, September 13th 1-3:30. Serving lunch until gone. Seller is offering 6% toward closing with an acceptable offer. Welcome to your private piece of paradise! Not only do you get gorgeous waterfront and sunset views, but you also get a beautiful home and guest cottage. Freshly painted main bath, new thermopane windows, newer roof, meticulous landscaping, and priced to sell quickly! Once you step through the front door, the captivating view through the living room bay window will leave you breathless. Not only is this 2-bedroom, 2-full-bath home well-maintained, but it also sits on over half an acre, giving you plenty of room for entertaining. As much as the intoxicating waterfront views beckon you to your private pier, the house calls you home. Once you walk in, you don't want to leave. This home features a main bedroom with a full bath, a secondary bedroom, a large living room, a beautiful kitchen, and a formal dining room with a breakfast bar, wonderful for holiday entertaining. Spread your party snacks on the bar or use it for extra seating. It has a gorgeous view of the water. The kitchen has plenty of room and is a cook's dream with double wall ovens and a separate stovetop. There is a large pantry for storing your non-perishables. A large guest bathroom, laundry room, and sunroom featuring large windows and sliding glass doors to the patio. This is a remarkable, well-cared-for home that includes a 2-room, full- bath guest cottage for your overnight guests, or use it as an Airbnb. Just imagine yourself out there, entertaining on your huge, over half-acre waterfront lot. Barbecues with family, friends, and neighbors, or fishing and crabbing off your personal pier. Or... picture being out on your boat, pulling off from your private dock, cruising on the water, breeze in your hair, sun shining down. Perhaps you decide on waterfront dining at one of the nearby restaurants, or just a day of fishing. And when the day is done, you either tie back up at your private dock or hoist your boat up using your personal 9,000 lb boat lift. The pier has electricity, water, and a swim ladder. Fish and crab from your private pier. The possibilities of waterfront living are endless. You may decide you want to use this property for year-round living, summer vacationing, or as an Airbnb. You could live in the main house and rent out the guest cottage; the possibilities are endless. There is so much more here; you need to take a look, and perhaps you may see your waterfront homeownership dreams come true. Taylors Island is about 10 minutes away by car; Cambridge is about 20 minutes away for shopping, dining, and more. Low tide mean is 3'.

2 Beds ⋅ 2 Baths

Open House Sunday, September 13th 1-3:30. Serving lunch until gone. Seller is offering 6% toward closing with an acceptable offer. Welcome to your private piece of paradise! Not only do you get gorgeous waterfront and sunset views, but you also get a beautiful home and guest cottage. Freshly painted main bath, new thermopane windows, newer roof, meticulous landscaping, and priced to sell quickly! Once you step through the front door, the captivating view through the living room bay window will leave you breathless. Not only is this 2-bedroom, 2-full-bath home well-maintained, but it also sits on over half an acre, giving you plenty of room for entertaining. As much as the intoxicating waterfront views beckon you to your private pier, the house calls you home. Once you walk in, you don't want to leave. This home features a main bedroom with a full bath, a secondary bedroom, a large living room, a beautiful kitchen, and a formal dining room with a breakfast bar, wonderful for holiday entertaining. Spread your party snacks on the bar or use it for extra seating. It has a gorgeous view of the water. The kitchen has plenty of room and is a cook's dream with double wall ovens and a separate stovetop. There is a large pantry for storing your non-perishables. A large guest bathroom, laundry room, and sunroom featuring large windows and sliding glass doors to the patio. This is a remarkable, well-cared-for home that includes a 2-room, full- bath guest cottage for your overnight guests, or use it as an Airbnb. Just imagine yourself out there, entertaining on your huge, over half-acre waterfront lot. Barbecues with family, friends, and neighbors, or fishing and crabbing off your personal pier. Or... picture being out on your boat, pulling off from your private dock, cruising on the water, breeze in your hair, sun shining down. Perhaps you decide on waterfront dining at one of the nearby restaurants, or just a day of fishing. And when the day is done, you either tie back up at your private dock or hoist your boat up using your personal 9,000 lb boat lift. The pier has electricity, water, and a swim ladder. Fish and crab from your private pier. The possibilities of waterfront living are endless. You may decide you want to use this property for year-round living, summer vacationing, or as an Airbnb. You could live in the main house and rent out the guest cottage; the possibilities are endless. There is so much more here; you need to take a look, and perhaps you may see your waterfront homeownership dreams come true. Taylors Island is about 10 minutes away by car; Cambridge is about 20 minutes away for shopping, dining, and more. Low tide mean is 3'.

1514 Deep Point Rd, Woolford

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$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.

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:

$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:

$60,000

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: 4432259975

$419,000

Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! 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.