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Eastern Shore Homes with Virtual Tours

Scroll down to browse homes on the Eastern Shore of MD featuring virtual tours. Select the "Virtual Tour" button below a listing to view the tour. Please note that some of these listings may have virtual tours coming soon. Narrow your results using the filters on the right. 

Eastern Shore Maryland Homes for Sale with Virtual Tours

Contact Chuck Mangold if you have any questions or if you are interested in a specific property. 

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Chester | Easton | Oxford | Queenstown | St. Michaels | Stevensville 

26310 Saint Michaels Rd Easton MD 21601

Easton, MD26310 Saint Michaels Rd

Price$15,500,000

Est. Mortgage: $/month

MLS Number MDTA135658

  • Single Family
  • LocationType River
  • Bathroom 9
  • Bedrooms 6
  • 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 WWIIIfighter plane replica hung upside down.Transforming the landscape literally left no stone un-turned. 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 cottage offers 1 bedroom + den and full bathroom. 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 guest offers 3 bedrooms and 2 full baths, kitchen, laundry. living room & dining room. 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.This property has four residences. The number of bedrooms is larger than in MLS. Main house offers 6 Bedrooms, 5 full baths, 4 half baths. The guest house offers 3 bedrooms, 2 baths. The guest cottage offers 1 bedroom, 1 bath. The caretakers house offers 2 bedrooms, 1 bath.

Listed by Thomas A Keane and Lori M Leasure of Washington Fine Properties, LLC

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$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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

Easton, MD25511 Bruffs Island Rd

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: 3.18% last updated on Jun 4, 2020
* 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

Chestertown, MD6798 Broad Neck Rd

Price$6,500,000

Est. Mortgage: $/month

MLS Number MDKE116276

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

"Walnut Point Farm" ~ Exquisite 300+ Acre Waterfront Farm with over a mile of Shoreline is the perfect Eastern Shore Retreat! The Estate offers a 7,500+/- Main House with indoor and outdoor pools, Pier with Grand Boathouse and lift with 7ft+/- MLW, Large 3 bedroom Historic Guest House, Waterfront Caretakers Home, Large Barn for all farming equipment, Covered Bridge with many other outbuildings and blinds plus a few waterfowl ponds. This Estate is perfect for those looking for and escape from the hustle and bustle of the metropolitan lifestyle that would like to take in all that nature offers with a plethora of high end amenities. Please See Truplace Interactive Tour For more Photos and Floorplan at https://mls.TruPlace.com/property/406/84311/

Listed by Fred I Rider III and Michael W Rankin of TTR Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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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836 Stagwell Rd Queenstown MD 21658

Queenstown, MD836 Stagwell Rd

Price$6,500,000

Est. Mortgage: $/month

Pending

MLS Number MDQA141638

  • Single Family
  • LocationType River
  • Address 836 Stagwell Rd
  • Bathroom 6
  • Bedrooms 6

This custom designed old-world country style estate is situated on a spectacular point of land on the Wye River. Built by Pyramid Builders in 2009, the ~Wye Estate~ is one of the finest waterfront estates available in the region. The home is situated perfectly on the nearly 14 acres of manicured grounds and includes a tennis court, saltwater pool with pool house, resort quality outdoor spaces, Amish built barn with 3 stables, 6 acre fenced paddock and a protected deep-water pier. With reclaimed wood floors throughout, the finest fit and finish, ultra-energy efficient systems, a warm open floor plan and state of the art technology, this one of a kind home is an exquisite blend of old-world charm and modern-day luxury.

Listed by Travis O Gray of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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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6077 Boston Cliff Rd Easton MD 21601

Easton, MD6077 Boston Cliff Rd

Price$5,900,000

Est. Mortgage: $/month

MLS Number MDTA136868

  • Single Family
  • LocationType Pond
  • Address 6077 Boston Cliff Rd
  • Bathroom 7
  • Bedrooms 5

The "FIVE PONDS FARM" A FABULOUS GATED WATERFRONT ESTATE on Maryland's Eastern Shore just outside of Historic Easton sits on 311 +/- acres with tree lined drive on a half-mile of waterfront on the CHOPTANK RIVER. This property features a stunning custom 5 BR, 5 full, 2 half BA manor house, 2 BR, 2 BA guest cottage, 3 BR, 2BA caretaker home, equipment sheds, workshop, 5 ponds, 6 impoundments, wells, deep water dock w/lifts, wildlife habitat, waterfowl blinds and deer stands. Property also includes sweeping lawns, gardens, meadows, farmland, wetlands, and wooded acreage. Make an appointment today to see this incredible home and property.

Listed by Craig S Linthicum of Benson & Mangold, LLC

$
$
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$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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

Stevensville, MD7402 Kent Point Rd

Price$5,500,000

Est. Mortgage: $/month

MLS Number 1001760382

  • Single Family
  • Address 7402 Kent Point Rd
  • Bathroom 11
  • Bedrooms 8
  • Square Feet 21200

Maryland's most beautiful and prestigious address. 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, and 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 Peter A Fettig Jr. and John F Reynolds of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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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6558 Bozman Neavitt Rd Neavitt MD 21652

Neavitt, MD6558 Bozman Neavitt Rd

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA132860

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 7462

"Clear Waters at Turkey Neck Point" is located just 10 miles (

Listed by Thomas M Crouch of Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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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5419 Morgans Point Dr Oxford MD 21654

Oxford, MD5419 Morgans Point Dr

Price$4,850,000

Est. Mortgage: $/month

MLS Number MDTA134720

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6840

An architectural masterpiece boasting~the finest craftsmanship and construction materials in a tidewater setting.~ On four acres with southern exposure, over 1,200 feet of waterfront secured where necessary with stone revetment, the property is improved by a dock with lift and enjoys 5 feet at mean low tide. Perennial flower beds, pool, screened gazebo, blue stone and brick patios~all join in an inviting, bucolic setting. Thoughtfully built with convenience in mind for first floor living while providing ample second floor living rooms and guest suites, storage, as well as a studio office. The foyer sets the tone with significant architectural features evident from the crown moldings to the detailed mill-work. This home exudes quality~and comfort in every detail. The hidden panel interior shutters in the living room, the radiant floor heating in the solarium, the reclaimed timbers through the vaulted ceiling in the kitchen and family room are a few~details worthy of mention. Casual living and dining are off the kitchen with a large wood burning fireplace providing a spacious setting for informal gatherings with enough area to dine, revel and prepare meals together while quaint enough for quiet nights alone. Formal living and dining rooms, wet bar, butler's pantry, laundry room, powder room with shower off the pool terrace, large closets, storage and more storage is~around every corner. The over sized garage opens to the utility room~with a ramp and there are doorways throughout the first floor that are thoughtfully wider than usual. The master suite is~wonderful with a high ceiling and broad views over Cemetery Cove and~Town Creek that capture a quiet presence on the Shore. Too much to list to effectively describe, this home must be seen to be appreciated. It is an awe inspiring property and residence. From the architectural scale, scope and rendering of a timeless tidewater colonial to the exquisite taste in landscape design and quality in~every aspect, this offering is certain to please the discerning buyer.~

Listed by Coard A Benson of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

6201 Swan Creek Rd Rock Hall MD 21661

Rock Hall, MD6201 Swan Creek Rd

Price$4,490,000

Est. Mortgage: $/month

MLS Number 1000487872

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

Live your dream and enjoy an elegant and serene waterfront estate nestled on 177+ acres of a private and secluded peninsula along Maryland's Eastern Shore. Delight in the commanding and expansive views of the surrounding farmland and the picturesque Chesapeake Bay. The views are rivaled only by the impressive and completely renovated 5,500+ square foot classic 19th-century farmhouse. This majestic property features beautiful 100-year-old reclaimed heart pine flooring, an open floor plan with an abundance of natural light, four master suites, two additional guest bedrooms, a powder room, and a home office with custom bookshelves. Enjoy many options for casual or formal entertaining inside the house, outside on the sprawling lawn or around the relaxing pool and hot tub. You or your guests can also retreat to the one bedroom cottage situated along the shoreline. Its oversized windows provide captivating panoramic views of the bay. No matter what you feel like doing, there is something for everyone. You might take a refreshing dip in the pool, barbecue with guests on the large side deck, play a few rounds of tennis on the fenced-in hardtop court, enjoy the sunset from a rocking chair on the front porch or stargaze from the widow's walk. The estate is also the ultimate retreat for outdoor sportsmen & enthusiasts. Boaters will appreciate the private pier tucked in a protective cove on Tavern Creek. It is the perfect place to fish and crab for the evening's meal. You may also launch boats from the property's boat lift, floating dock or cement boat ramp. Grab your kayak from the boathouse and spend the day watching ospreys and blue herons while exploring the bay and the surrounding waterways. With its ideal location, you are just minutes away from some of the Chesapeake Bay's finest marinas and authentic waterside restaurants. Private and remote while being close to major Mid-Atlantic metropolitan areas, this Eastern Shore jewel is sure to give you and your family a lifetime of memories. The Main House: This 1870s farmhouse had a complete renovation from the foundation up along with a major addition in 1998. 5,500+ sq. ft. - 6 bedrooms/5.5 bath home. 3 full levels w/ partly finished basement. 3 woodburning fireplaces / 2 propane. Widow's walk / sundeck with 360 degree views. Large, covered front porch. Designed for both formal entertaining and causal living. Reclaimed heart pine flooring throughout. Original staircase and mouldings. The Cottage on the water's edge: 1 bed/1 bath with expansive waterviews. Situated along the Chesapeake Bay and protected Tavern Creek. Large, waterside deck. Waterside patio. Wood flooring throughout. Open floorplan designed for every room to have a view of the water. The Accessory Structures: Garage with 1 bed/1 bath above, attached fenced in dog pen. Converted dairy barn with two levels of storage. Storage shed for fuel & decoys. Dry boat house with a cement ramp for ease of launching small boats and running water. Pier with electric boatlift, floating dock, power and running water located on Tavern Creek with easy access to the Chesapeake Bay. Heated inground pool with built-in hot tub. Tennis court - fenced-in hardtop. The Grounds & Property Features: Ultimate privacy on 177+ acre waterfront peninsula. Gated entrance providing additional privacy. Two waterfowl ponds & 3 duck blinds. More than 1.5 miles of waterfront shoreline. All 4 contiguous lots are waterfront and each have separate tax ID's. Lot 2 / 36.74 acres - Lot 3 / 22.28 acres - Lot 4 / 78.18 acres - Lot 5 - / 40.63 acres- Agricultural conservation easements are available for review by request.

Listed by Brent J Allen of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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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600 Cornelius Point Stevensville MD 21666

Stevensville, MD600 Cornelius Point

Price$4,200,000

Est. Mortgage: $/month

MLS Number MDQA140762

  • Single Family
  • LocationType Creek/Stream
  • Address 600 Cornelius Point
  • Bathroom 7
  • Bedrooms 6

"Love's Song" is a gracious, architectural masterpiece built to reflect Georgian estates of the past. The home is situated perfectly on a 16-acre point of land, offering 270-degree water views to Eastern Bay, as well as 8' deep sailboat water. The landscaping is luxurious with plantings that provide color for every season. The screened porch and heated pool create a cozy spot for relaxing after a busy day. In his design, award winning architect, Wayne Good, used classic symmetrical Georgian proportions. However, to maximize the water views, cross ventilation and natural light, he made the main core of the home one-room deep, not typically the layout of an 18th -century manse. Dependencies, or outbuildings, were often used in the Georgian style, so that idea was used to "stretch" the views. The kitchen, breakfast room, guest bedrooms and garage are all part of the "dependencies". From its inception, the home has been a work of love and pride. The owners have continually upgraded systems and appliances...all of the amenities in keeping with the highest standards and qualities on the market. No need to walk upstairs when you can ride up in the elevator that comes complete with artwork and a beautiful view of the bay! Other touches such as a television set that rises from the kitchen island counter top to the 4000 bottle climate controlled wine room are included in this very special offering. Located in a small gated enclave, the home is an easy commute to D.C., Northern Virginia and minor and major airports.

Listed by Mary Stevens of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

6029 Edesville Rd Rock Hall MD 21661

Rock Hall, MD6029 Edesville Rd

Price$4,200,000

Est. Mortgage: $/month

MLS Number MDKE115830

  • Single Family
  • Address 6029 Edesville Rd
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 5358

"Bungay Hill" Farm Property - This is a unique opportunity to purchase a vacation/hunting property in Rock Hall, Maryland on the Eastern Shore. It originally consisted of 3 separate parcels totaling 572 acres. The House Parcel #1 (83 acres), Parcel #2 (108 acres) & Parcel #3 (381 acres); however, Parcel #3 was sold. Parcel #1 and Parcel #2 are available at this price.

Listed by Craig S Linthicum of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

24671 Beverly Rd Saint Michaels MD 21663

Saint Michaels, MD24671 Beverly Rd

Price$4,200,000

Est. Mortgage: $/month

MLS Number 1005608226

  • Single Family
  • LocationType River
  • Address 24671 Beverly Rd
  • Bathroom 9
  • Bedrooms 5

Second Tree--beautiful house on 34+ acres (6 parcels, Tax Map 32, Parcel 103, Parcel 150, Lots 2 thru 6) with extensive landscaping, pool, tennis court, pond, pier with 20,000 lb. lift and deep water, western exposure with gorgeous sunsets. 9,000+ sq. ft. house has 5 bedrooms, 6 full bath, 3 half baths with multiple casual and formal rooms--river room, library, office, many more!

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.18% last updated on Jun 4, 2020
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Copyright 2020 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 June 5, 2020. 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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