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Eastern Shore Waterfront Properties

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1002 Wades Farm Ln, Mcdaniel image
1002 Wades Farm Ln, Mcdaniel $2,995,000

With huge sunset views across Eastern Bay, this stylishly-updated property is the perfect retreat! The main house with three en-suite bedrooms overlooks a large waterside...

  • 6 Beds
  • 7 Baths
  • MDTA2014882 MLS
28161 Harleigh Ln, Oxford image
28161 Harleigh Ln, Oxford $3,495,000

Located mid-way between Easton and Oxford, this gracious home is sited in on one of the premier sites in Talbot County, MD...2.3-acre point of land, with westerly (SUNSET...

  • 4 Beds
  • 5 Baths
  • MDTA2014886 MLS
23820 Mount Pleasant Landing, Saint Michaels image
23820 Mount Pleasant Landing, Saint Michaels $3,000,000

Extraordinary waterfront living on 3.4 acres, just one mile from historic St. Michaels. Impeccably maintained and extensively renovated, this exceptional one-level home c...

  • 4 Beds
  • 3 Baths
  • MDTA2014828 MLS
28 Blossom Ln, Elkton image
28 Blossom Ln, Elkton $599,000

There’s no place like home on the Elk River! This furnished 2-bedroom, 1.5-bath waterfront home in Elk Ranch Park offers 51 feet of bulkheaded shoreline, sweeping views a...

  • 2 Beds
  • 2 Baths
  • MDCC2022864 MLS
23911 Kinnards Point Dr, Worton image
23911 Kinnards Point Dr, Worton $1,495,000

Discover the best of waterfront living in the sought-after community of Kinnairds Point. Set in a private, peaceful setting, this spacious home offers easy access to the...

  • 5 Beds
  • 4 Baths
  • MDKE2006976 MLS
2513 Cecil Dr, Chester image
2513 Cecil Dr, Chester $1,290,000 ▼

Waterfront homes are common on Kent Island. Waterfront acreage is not. The difference is the land -- and at 1.65 acres with 205 feet of protected shoreline, this property...

  • 5 Beds
  • 2 Baths
  • MDQA2018504 MLS
2530 Hoopers Island Rd, Fishing Creek image
2530 Hoopers Island Rd, Fishing Creek $665,000

Welcome to Fishing Creek, where Chesapeake Bay waterfront living takes center stage. This beautifully renovated coastal retreat offers approximately 138 feet of water fro...

  • 2 Beds
  • 1 Baths
  • MDDO2012982 MLS
2716 Wesley Church Rd, Crapo image
2716 Wesley Church Rd, Crapo $695,000

151 +/- Acre Dorchester County Sporting Retreat. A rare opportunity for the sportsman, hunter, and outdoor enthusiast! Offering 151 +/- acres across two parcels of comb...

  • MDDO2012984 MLS
231 Roundhouse Dr Unit #3E, Perryville image
231 Roundhouse Dr Unit #3E, Perryville $349,900

Welcome to water-view living at its finest in Perryville! This hard-to-find 3-bedroom, 2-full-bath condo offers breathtaking views of the Susquehanna River, garage parkin...

  • 3 Beds
  • 2 Baths
  • MDCC2022840 MLS
32659 Discovery Dr, Easton image
32659 Discovery Dr, Easton $679,000

Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to T...

  • 4 Beds
  • 2 Baths
  • MDTA2014874 MLS
118 Ne Isle Dr, North East image
118 Ne Isle Dr, North East $339,900

Welcome to the highly sought-after waterfront community of North East Isles, where resort-style living meets everyday comfort. Whether you're searching for a year-round r...

  • 3 Beds
  • 2 Baths
  • MDCC2022834 MLS
232 Matapex Plantation Ln, Stevensville image
232 Matapex Plantation Ln, Stevensville $4,300,000

A spectacular waterfront estate where luxury living meets the Chesapeake Bay lifestyle. Set on 1.82 beautifully landscaped acres in the Landings at Mattapex community, th...

  • 7 Beds
  • 9 Baths
  • MDQA2018376 MLS
5200 Travelers Rest Rd, Cambridge image
5200 Travelers Rest Rd, Cambridge $1,800,000

Eastern Shore Waterfront Building Lot. Discover a rare opportunity to own one of the Eastern Shore’s beautiful waterfront lots. Located in the small subdivision of Camelo...

  • MDDO2012972 MLS
31 Borens Shore Rd, Elkton image
31 Borens Shore Rd, Elkton $750,000

Waterfront stone home on the Elk River with a private dock! This home has been impeccably well-kept and provides gorgeous, sweeping water views that will take your breath...

  • 2 Beds
  • 2 Baths
  • MDCC2022800 MLS
965 San Domingo, Saint Michaels image
965 San Domingo, Saint Michaels $2,395,000

Waterfront Living Reimagined in San Domingo Cove! Coastal influences, exceptional craftsmanship and meticulous attention to detail define this immaculate custom waterfron...

  • 4 Beds
  • 5 Baths
  • MDTA2014832 MLS
117 N Water St Unit #3B, Chestertown image
117 N Water St Unit #3B, Chestertown $295,000

Set within a stately 1800s waterfront home, this beautifully renovated one-bedroom condominium offers an effortless life along the Chester River. Begin your mornings with...

  • 1 Beds
  • 1 Baths
  • MDKE2006968 MLS
248 Pond Creek Ln, Earleville image
248 Pond Creek Ln, Earleville $2,200,000

Welcome to where dreams come true in an exclusive Waterfront neighborhood located in Sunset Pointe, Earleville MD....This stunning 2 story Sprawling Ranch is on 19.32 acr...

  • 5 Beds
  • 6 Baths
  • MDCC2022742 MLS
1645 Elk Forest Rd, Elkton image
1645 Elk Forest Rd, Elkton $574,900 ▼

Rare chance to own a spacious wooded 1-acre waterfront property on the Elk River with scenic views and a dock/pier! This ranch home offers convenient one-level living and...

  • 3 Beds
  • 2 Baths
  • MDCC2022710 MLS
408 Butlers Lndg, Stevensville image
408 Butlers Lndg, Stevensville $1,250,000

Tucked between the tranquil waters of Long Creek and Shipping Creek, this approximately 2,100 square-foot waterfront retreat offers a rare blend of mid-century charm and ...

  • 3 Beds
  • 3 Baths
  • MDQA2018132 MLS
414 Bay Dr, Stevensville image
414 Bay Dr, Stevensville $2,878,000 ▼

Finally Finished***From March 2026 until August 2026 the home went through its final finishing touch stages. There have been recent upgrades including water and electric ...

  • 5 Beds
  • 8 Baths
  • MDQA2018292 MLS
405 Rings End Rd, Millington image
405 Rings End Rd, Millington $419,000

Secluded Riverfront Get-away. Rare opportunity to own 7.19± wooded acres along the Chester River in Queen Anne’s County. Tucked away at the end of a quiet cul-de-sac, th...

  • 3 Beds
  • 2 Baths
  • MDQA2018288 MLS
1210 Horse Point Rd, Fishing Creek image
1210 Horse Point Rd, Fishing Creek $849,900

Trade Traffic for Tides — Your Waterfront Island Escape Awaits! From the moment you cross the bridge onto Hooper's Island, something changes. A sense of peace settles i...

  • 3 Beds
  • 2 Baths
  • MDDO2012920 MLS
27476 Travelers Rest Ct, Easton image
27476 Travelers Rest Ct, Easton $2,495,000

Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick residence enjoys sweeping views of the Tred Avon River from nearl...

  • 3 Beds
  • 3 Baths
  • MDTA2014728 MLS
942 Chester River Dr, Grasonville image
942 Chester River Dr, Grasonville $899,000

Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of ...

  • 3 Beds
  • 2 Baths
  • MDQA2018236 MLS
2006 Bennett Point Rd, Queenstown image
2006 Bennett Point Rd, Queenstown $1,500,000

Spectacular Waterfront Retreat on almost 7 Acres in Exclusive Bennett Point! Welcome to your private paradise on the shores of serene Greenwood Creek! This extraordinar...

  • 4 Beds
  • 3 Baths
  • MDQA2018186 MLS
24879 W Ferry Neck Rd, Royal Oak image
24879 W Ferry Neck Rd, Royal Oak $4,000,000

A masterpiece of Eastern Shore living, this Tidewater colonial estate is set against sweeping, panoramic views where the Choptank River, Chesapeake Bay, and three creeks ...

  • 4 Beds
  • 6 Baths
  • MDTA2014476 MLS
966 Biddle St, Chesapeake City image
966 Biddle St, Chesapeake City $399,999

Take advantage of this opportunity to build your dream home on the breath taking 1.6 acre lot. This property features views of the canal and is just minutes from the his...

  • MDCC2022622 MLS
1107 Oyster Cove Dr, Grasonville image
1107 Oyster Cove Dr, Grasonville — Oyster Cove $775,000

LOCATION! LOCATION! LOCATION! PANAROMIC WATERFRONT VIEWS!!!! One of the best views in Oyster Cove! Eastern shore's best- kept secret is the beautiful, gated comm...

  • 3 Beds
  • 4 Baths
  • MDQA2018150 MLS
  • Oyster Cove Bldg.
Beaver Neck Village Rd, Cambridge image
Beaver Neck Village Rd, Cambridge $899,000

Discover an exceptional 115± acre recreational and hunting property in the heart of Dorchester County, Maryland, featuring frontage along the Transquaking River. This div...

  • MDDO2012800 MLS
32745 Hunt Ln, Galena image
32745 Hunt Ln, Galena $725,000

Set on a moderate bluff along the upper Sassafras River, this inviting waterfront property offers pristine, natural down river views and exceptional access to the water. ...

  • 3 Beds
  • 2 Baths
  • MDKE2006884 MLS
202 Muir St, Cambridge image
202 Muir St, Cambridge $549,900

Waterfront Living with a Deeded Boat Slip on Cambridge Creek - Enjoy beautiful water views, three screened porches and a deeded deep-water boat slip in this spacious thre...

  • 3 Beds
  • 3 Baths
  • MDDO2012874 MLS
2503 Legacy Ct, Cambridge image
2503 Legacy Ct, Cambridge $899,999

Cambridge - waterfront paradise on Jenkins Creek, offering direct, easy access to the Choptank River! Nestled on a private lot with a peaceful, country feel, this charmi...

  • 4 Beds
  • 3 Baths
  • MDDO2012826 MLS
1648 Taylors Island Rd, Woolford image
1648 Taylors Island Rd, Woolford $849,900

Imagine waking up to sweeping waterfront views, launching your kayak from your private beach, and ending the day with uninterrupted sunset skies right from your own yard!...

  • 3 Beds
  • 2 Baths
  • MDDO2012802 MLS
4825 Madison Canning House Rd, Madison image
4825 Madison Canning House Rd, Madison $695,000

Experience the charm of waterfront living with breathtaking sunrise views over Madison Bay. Set on 2.2 acres, this beautifully maintained 4 bedroom, 3 bath home offers ap...

  • 4 Beds
  • 3 Baths
  • MDDO2012836 MLS
1619 Perseus Rd, Cambridge image
1619 Perseus Rd, Cambridge $1,250,000

Welcome to Crump Point, an extraordinary renovated waterfront sanctuary nestled on approximately 5± private acres overlooking the tranquil waters of Church Creek. Offerin...

  • 3 Beds
  • 3 Baths
  • MDDO2011220 MLS
2562 Toddville Rd, Toddville image
2562 Toddville Rd, Toddville $424,900

One of a kind 31+ acre farmette with established trails, open fields, ponds and Farm Creek water frontage, offering excellent Sika deer, goose and duck hunting and endles...

  • 3 Beds
  • 3 Baths
  • MDDO2012838 MLS
92 Long Creek Dr, Stevensville image
92 Long Creek Dr, Stevensville $1,995,000

Welcome to 92 Long Creek Drive, an extraordinary Kent Island waterfront estate where luxury living meets exceptional investment potential. Perfectly positioned on more th...

  • 5 Beds
  • 5 Baths
  • MDQA2017478 MLS
31720 Ayres Dr, Trappe image
31720 Ayres Dr, Trappe $1,500,000

Open Sunday, August 23rd from 2:00 to 4:00pm. A stunning Farmhouse completely restored/rebuilt by renown Architect Greg Wiedemann on two glorious acres meticulously mai...

  • 4 Beds
  • 3 Baths
  • MDTA2014394 MLS
803 Seabreeze Rd, Cambridge image
803 Seabreeze Rd, Cambridge $799,900

Experience the natural beauty and tranquility of Maryland's Eastern Shore from this exceptional waterfront retreat in Dorchester County. Tucked away at the end of a priva...

  • 4 Beds
  • 3 Baths
  • MDDO2012806 MLS
21610 Hidden Creek Dr, Rock Hall image
21610 Hidden Creek Dr, Rock Hall $699,000

Enjoy a long, secluded driveway to a 2,185 sq ft home sitting on 7.9 acres of mature, heavily-forested woods with waterfront views of Grey’s Inn Creek. The home features ...

  • 4 Beds
  • 3 Baths
  • MDKE2006872 MLS

Eastern Shore Waterfront Homes

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Taylor Properties
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