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Eastern Shore Waterfront Homes

Find a variety of waterfront homes in Eastern Shore towns like Easton, Stevensville, Chester, and beyond. Whether you’re looking for acreage, a boathouse, or a deep water dock, you’re sure to find just the right home on the Eastern Shore. Explore the latest waterfront homes for sale on the Eastern Shore of Maryland below.

Call Chuck Mangold at 410-924-8832 with any questions or to schedule a private tour.

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725 Lands End Rd Centreville MD 21617

Price$13,100,000

Est. Mortgage: $/month

MLS Number 1009907678

  • Single Family
  • Address 725 Lands End Rd
  • Bathroom 9
  • Bedrooms 9
  • Square Feet 14000

"Readbourne" - Rare Opportunity to own one of the last largest tracts of land available in Queen Anne's County. Waterfront estate on 973 acres offers 14,000+ sq. ft. Historic home on the Chester River with over 4000 ft of waterfrontage. 3 Guest Houses: 4BR/2BA, 3BR/1.5BA, 3BR/1BA. Pool, Tennis Court, Full Skeet Range, Multiple Barns, 11 Ponds (3 floodable). Approximately 550 tillable acres. Great Hunting Property!

Listed by Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26570 Oxford Rd Oxford MD 21654

Price$10,500,000

Est. Mortgage: $/month

MLS Number 1009986516

  • Single Family
  • Address 26570 Oxford Rd
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 8667

Located on the still waters of Town Creek in Oxford, Plimhimmon represents two distinct building periods dating from the late 18th and late 19th centuries, the oldest section being erected around 1767. A true gentleman~s farm, the current owners of this two-story home have set the standard for an historic restoration with painstaking detail in restoring the Georgian and Federal features. Incorporating old world craftsmanship, the manor has been brought to modern standards with such improvements as geothermal heating and cooling, elevator service from the basement through the second floor and amenities expected of the waterfront estate market. Sure to please the discerning buyer, Plimhimmon is one of a kind and an irreplaceable cornerstone of Talbot County~s History.Quietly sited on 200 acres at the head of Town Creek, the farm has a dock with approximately four feet of water at mean low tide. Statement trees and an appropriate blend of native landscaping and agriculture set the stage for country living. A waterside guest cottage is sited nearby offering those amenities for extended family and service help if needed. An apartment over the garage, a carriage house renovated to provide studio / office accommodations and a generously proportioned barn compliment the farm providing adequate facilities for the hobby enthusiast and outdoorsman alike.Wildlife and waterfowl abound among this historic staging area. Long respected for migratory waterfowl, this area is known for epic numbers of migrating Canada geese and the natural shorelines provide extensive habitat for shorebirds and ducks. Shoreline buffers and restored wetlands provide a haven for many species of upland game as well as a fifty acre wooded parcel offering a host of opportunities for the naturalist.Located just outside of Oxford, Plimhimmon is twelve miles from Easton / Newnam Field, providing jet service and facilities adequate for private aviation. BWI is within an hour and a half as well as Reagan National putting this farm within reach of the commuter and offering ease of access as a weekend retreat.

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5733 Pecks Point Rd Royal Oak MD 21662

Price$9,770,000

Est. Mortgage: $/month

MLS Number 1000369524

  • Single Family
  • LocationType River
  • Address 5733 Pecks Point Rd
  • Bathroom 8
  • Bedrooms 7

~Tred Avon Manor~ One of the finest estates on the Eastern Shore! 2 parcels totaling 18.51 acres on the Tred Avon River, across from Oxford. Main house has been completely renovated using exquisite craftsmanship and finishes. A 3-bay carriage house, 2 guest houses, pool house, potting shed, 2 deep water docks, 2 pools, and heated duck blind complete the property. Close to Easton and St. Michaels.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25511 Bruffs Island Rd Easton MD 21601

Price$7,900,000

Est. Mortgage: $/month

MLS Number 1003265299

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 8971

5 separate parcels.16 feet water depth at boat house. Sandy beaches. Magnificent specimen trees. Broad views in every direction with sunsets and sunrises. 2 acre pond. Two guest houses. Pool. Pool house. Tennis court. Multiple barns and outbuildings. Very high elevation. By appointment only.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5733 Pecks Point Rd Royal Oak MD 21662

Price$7,875,000

Est. Mortgage: $/month

MLS Number 1000369548

  • Single Family
  • LocationType River
  • Address 5733 Pecks Point Rd
  • Bathroom 8
  • Bedrooms 7

~Tred Avon Manor~ One of the finest estates on the Eastern Shore! 16.14 acres on the Tred Avon River, across from Oxford. Main house has been completely renovated using exquisite craftsmanship and finishes. A 3-bay carriage house, guest house, pool house, heated pool, potting shed, and deep water dock complete the property. Close to Easton and St. Michaels.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6010 Shipyard Ln Easton MD 21601

Price$6,900,000

Est. Mortgage: $/month

MLS Number 1003265471

  • Single Family
  • LocationType River
  • Address 6010 Shipyard Ln
  • Bathroom 7
  • Bedrooms 6

"Ship's Point" Private point overlooking the Tred Avon and Trippe Creek. 13+ acres, 2,300+/- ft of waterfrontage, bulkheaded shoreline, deep water dock with 4 slips, custom pool/spa, brick/stone patios. Main house features 3 fireplaces, 6 bedrooms, 6.5 baths, formal living & dining, sitting & family rooms, large kitchen, maids quarters. Also includes a detached garage and huge guest house!

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6798 Broad Neck Rd Chestertown MD 21620

Price$6,900,000

Est. Mortgage: $/month

MLS Number 1009942958

  • Single Family
  • LocationType Creek
  • Address 6798 Broad Neck Rd
  • Bathroom 6
  • Bedrooms 5

300+/- acre waterfront estate with exceptional amenities. Main house with 7,500+/- sq ft, with a retreat feel and open floor plan. Indoor and outdoor pools, high elevation and expansive southern and western views down coveted West Fork Langford Creek. Boat house with 7'+.- MLW, tenant house, historic farm house, antique covered bridge, large barn, waterfowl ponds and 1.5+/- miles of shoreline.

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7402 Kent Point Rd Stevensville MD 21666

Price$5,650,000

Est. Mortgage: $/month

MLS Number 1001760382

  • Single Family
  • LocationType Bay
  • Address 7402 Kent Point Rd
  • Bathroom 11
  • Bedrooms 8

Kent Islands most prestigious address. The epitome of estate living. Stunning views, majestic grounds, gracious and stylish home . Come home to PARADISE EAST - 22,000 sqft of superb living space on 30 gorgeous acres of Chesapeake Bay waterfront. Recently re-mastered with updates to the main level Master Suite, Atrium, Chef's Kitchen, Gathering Room, Main Great Room, Pool and Smart-Home technologies. You will fall in love with the Theatre with Balcony seating, Club Room, Billiards Room, Observatory with Widow's Walk, Fitness Room, Elevator, Safe Room, Huge Carriage House with Showroom and 3-bedroom Guest Quarters, Pool House with Full Kitchen and Bath, Pool, Fire Pit, Pier with Lifts. All of this could be yours at PARADISE EAST on Kent Island.

Listed by Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6201 Swan Creek Rd Rock Hall MD 21661

Price$5,300,000

Est. Mortgage: $/month

MLS Number 1000487872

  • Single Family
  • LocationType Bay
  • Address 6201 Swan Creek Rd
  • Bathroom 8
  • Bedrooms 8

Elegant, private waterfront estate on 177+ acre peninsula w/ commanding views of the surrounding farm & bay. Completely renovated 5500+ sqft 1870s farmhouse w/ major addition. 1 bed cottage on the water. Widow's walk, pool/hot tub, tennis, pier, barn, dry boat house, pond(s) & much more. Private/remote but close to Mid-Atlantic metro. Four contiguous waterfront lots w separate tax ID's.

Listed by Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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405 Blue Bay Rd Stevensville MD 21666

Price$4,980,000

Est. Mortgage: $/month

MLS Number MDQA122766

  • Single Family
  • Address 405 Blue Bay Rd
  • Bathroom 13
  • Bedrooms 8
  • Square Feet 15912

Listed by Hometown Elite Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6670 Cedar Cove Rd Royal Oak MD 21662

Price$4,900,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA100076

  • Single Family
  • LocationType River
  • Address 6670 Cedar Cove Rd
  • Bathroom 29
  • Bedrooms 25

Distinctive 16.28+/- acre waterfront property located on the beautiful Eastern Shore of Maryland. Osprey Point Retreat and Conference Center offers 7 buildings, including the main 20,000 s.f. +/- lodge with expansive lobby, large conference hall, 25 bedrooms with ensuite bathrooms, dining hall, commercial kitchen, and lounge/billiard room. Full fitness center and activity room on property. Outdoor activities abound with tennis courts, pool and cabana, private dock with boat landing area, and a boat basin with swimming area. This serene retreat is surrounded by the historic towns of St. Michaels, Oxford and Easton. Convenient to the Easton Airport and an easy commute from Washington, DC, Baltimore and Philadelphia. Possibilities abound for potential use as a corporate, university or wedding retreat or a fabulous family compound.

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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24528 Beverly Rd Saint Michaels MD 21663

Price$4,900,000

Est. Mortgage: $/month

MLS Number 1003274311

  • Single Family
  • LocationType Creek
  • Address 24528 Beverly Rd
  • Bathroom 6
  • Bedrooms 6

This listing includes three parcels: the house, guest house and dock on a 4.45 acre point; a 2 acre waterfront lot, and a 2.75 acre inland lot. Built in 1857 & updated & expanded in 2009, the house offers lovely water views. It is a mix of formal and casual spaces, from period rooms w/fireplaces to a modern addition comprised of a kitchen w/Sub Zero & Wolf appliances, butlers pantry, family room, laundry, & 3 car garage. Upstairs features a master suite with bath, laundry and several closets, 3 addl. brs & baths, an office, and spacious studio w/exceptional views. That parcel also includes a 2 br. guest house w/3 addl garages, and a deep water dock with boat lift. Both lots are raw land.

Listed by Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.28% last updated on Mar 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2019 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated March 25, 2019. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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