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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.

Waterfront Homes for Sale Eastern Shore MD

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26310 Saint Michaels Rd Easton MD 21601

Price$15,500,000

Est. Mortgage: $/month

MLS Number MDTA135658

  • Single Family
  • LocationType River
  • Bathroom 14
  • Bedrooms 12
  • Square Feet 16774

Arguably the best offering on the Eastern shore, qualities of grace and authenticity are at the heart of every aspect of the design, renovation and re-creation of the grounds, house and outbuildings of this magnificent estate. Located between the towns of St. Michael~s and Easton, Maryland, this turnkey property prioritizes water views, outdoor living areas, and lovely furnishings to create a place for large family gatherings. This country, waterfront retreat was designed by architect G.L. Smith Associates and renovated and expanded by Visnic Homes. Overlooking the Miles River with sweeping views, the estate offers a tranquil vibe with a perfect blend of elegance and comfort.Part of the main house renovation and expansion included opening up the home to incorporate water views and create a view from the front entry through to the rear foyer. A radial sun room was added at the end of the front hall foyer featuring curved walls to maximize the panoramic views. This room is breathtaking and provides the perfect spot to sip morning coffee while reading the newspaper or your favorite book. The most significant characteristic of the interior architecture and construction is the great room, featuring a WWIII fighter plane replica hung upside down.Transforming the landscape literally left no stone unturned. Work included adding the improved main entrance and driveway, a new pool and pool area with a fireplace and pergola-covered seating, tidal pond restoration, new paths, walkways and sidewalks. Central to the landscape, however, is the art and architecture, including sculptures side by side with flowers, shrubs, and imagined church "ruins" designed and inspired by the homeowner's native England. A garden of climbing roses and Boston ivy help create the impression of a church abandoned hundreds of years ago, a perfect spot for a wedding or religious event.Symmetry is evident on the grounds with the revised main entrance and redesign of the two flanking outbuildings that create cohesiveness on the property. On the right side, the original existing barn was transformed into a caretaker's cottage and garage to match the main residence's style. The outbuilding to the left was transformed into a spectacular guesthouse with water views, connected to the main home with a newly constructed breezeway.The rest of the approximate 36 acre estate offers a four stall barn, multiple paddocks, airplane hangar, 1800 foot grass runway, two bedroom farmhouse, large equipment barn, rip-rapped shore line, pond, and private dock with electric boat and jet ski lifts.

Listed by Washington Fine Properties, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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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: 3.75% last updated on Jul 11, 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: 3.75% last updated on Jul 11, 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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 Easton MD 21601

Price$6,999,500

Est. Mortgage: $/month

MLS Number MDTA135128

  • Single Family
  • Address 5733 Pecks Point Rd
  • Bathroom 11
  • Bedrooms 9
  • Square Feet 9966

One of the finest estates ever offered on the Eastern Shore, Tred Avon Manor offers the very best of classic Eastern Shore Living. The park like grounds consist of 16 + acres on a southerly facing peninsula lot with deep water, and up to 1,200 +/- ft of protected shoreline on the Tred Avon River. Improvements to the main parcel include a 9000 +/- square foot manor house that is a stunning example of modern construction while utilizing the very best of classic architecture. Features include living spaces suitable for both formal and casual living. There is a well-equipped chef~s kitchen with commercial appliances, and a full butler~s pantry. The gorgeous master suite has double walk in closets, fireplace, and a private office. The dining room is generously sized, and opens into the sunroom for entertaining. Other improvements include a proper, full size, 3 bedroom guest residence, large pool with pool house, pier with deep water slips, and even a heated in ground duck blind for waterfowl hunting. Additional, contiguous waterfront home available to the buyer of the main residence that includes a well maintained home, pier and waterside pool.

Listed by Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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: 3.75% last updated on Jul 11, 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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26010 Marengo Rd Easton MD 21601

Price$5,850,000

Est. Mortgage: $/month

MLS Number MDTA135336

  • Single Family
  • LocationType River
  • Address 26010 Marengo Rd
  • Bathroom 6
  • Bedrooms 4

Leeds Creek Waterfront Estate - Middlepoint offers a commanding presence with elevation, mature gardens, privacy and a masterfully constructed home using the finest materials. High ceilings, formal entry, living and dining with butler's pantry. Transverse hallway connecting the master suite to the family room / kitchen with vaulted ceiling and picturesque setting with grand views out Leeds Creek, across the Miles River and over to St. Michaels. The house was built by local craftsman, Joe Balderson, incorporating features and design elements from the broker / owner's 52 years in the waterfront estate market. The master suite is a quiet remove from the rest of the house with a quaint den and graciously proportioned bedroom and broad views of the River. There are two guest rooms with baths en-suit on the second floor along with the guest apartment / in-law or au pair suite over the garage. The millwork throughout the house exudes quality and compliments this exceptional pairing of architecture and construction with a point of land intended to please the most discerning buyer. The house parcel on 44 acres is complimented by an additional 5 acre platted and recorded parcel for the addition of a guest house or caretaker's cottage. A long tree-lined driveway, accessory workshop / storage building, dock with over 7 feet of water at mean low tide, greenhouse and exceptional gardens combine in a manner befitting the waterfront estate market.

Listed by Coard A Benson and Schuyler G Benson of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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
  • Address 7402 Kent Point Rd
  • Bathroom 11
  • Bedrooms 8
  • Square Feet 21200

Kent Island's 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. Your own private oasis, yet within easy reach of WASHINGTON DC, BALTIMORE, PHILADELPHIA, NEW YORK CITY, all major commuter lines and 3 major east coast airports - DULLES, BWI, REAGAN NATIONAL.

Listed by Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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26992 Presquile Rd Easton MD 21601

Price$5,400,000

Est. Mortgage: $/month

MLS Number MDTA135334

  • Single Family
  • LocationType River
  • Address 26992 Presquile Rd
  • Bathroom 7
  • Bedrooms 8

Wyecliff - Remarkable waterfront estate on the high banks of the Wye River. With over 1,400 feet of shoreline and views across to Wye Island National Resource Management Area, there is privacy and solace to be found on these 14 acres. Improved by an impressive 10,988 square foot manor with the grace and presence expected of an historic mansion, this modern structure showcases architectural details and finish that is sure to please. High ceilings, beautifully appointed finishes and a graceful floor plan set this offering apart from the competition. Guest cottage, caretaker's apartment above the barn with stables and paddocks, tennis court, pool, cabana, putting green, dock with lift and over 8' of water at mean low tide provide ample opportunity for all to enjoy the Easter Shore and this life in the country.

Listed by Coard A Benson of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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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6561 Hopkins Neck Rd Easton MD 21601

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA135500

  • Single Family
  • LocationType River
  • Address 6561 Hopkins Neck Rd
  • Bathroom 8
  • Bedrooms 5

"Normandie" is undoubtedly one of Talbot County's finest waterfront estate properties. Magnificent French manor house with architiectural significance sits on 61 acre peninsula with over 3200 ft of shoreline. This one of a kind property is also comprised of a 2 bedroom guest/gate house, a 55+ car auto barn with office & 2 bathrooms, beautiful gunite pool, Bailey built dock with water & electric.

Listed by Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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: 3.75% last updated on Jul 11, 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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26035 Marengo Rd Easton MD 21601

Price$4,900,000

Est. Mortgage: $/month

MLS Number MDTA135732

  • Single Family
  • Address 26035 Marengo Rd
  • Bathroom 7
  • Bedrooms 4
  • Square Feet 7287

Welcome to Magnificent "Hunting Creek Farm" a Sportsman's Waterfront Dream. Abundant waterfowl cultivated over the years. Located on Hunting Creek, 8500 Sq. Ft. Brick Manor House, 4 Bedroom Brick Guest House (revenue generating $50,000 a year), Caretaker's House, Barns, and Outbuildings, Protected Deep Water Dock 6+ MLW, Large Gunite Pool, 3/4 of a mile shoreline on 85 acres, Tennis court, Hunting and Fishing. Energy efficient home with Geothermal heating and cooling. Located just 10 minutes from the heart of Easton. Commute to the cities about 90 +/- miles Baltimore/Washington.

Listed by Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.75% last updated on Jul 11, 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 July 16, 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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