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Eastern Shore Waterfront Homes

Waterfront Homes in MarylandFind 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. You may also be interested in viewing waterfront homes on Chesapeake Bay, Miles River, Eastern Bay, or Tred Avon River.

Waterfront Homes for Sale Eastern Shore MD

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Chester | Easton | OxfordQueenstown | St. MichaelsStevensville

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 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 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: 3.33% last updated on Apr 2, 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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725 Lands End Rd Centreville MD 21617

Centreville, MD725 Lands End Rd

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 Clifford E Meredith and Henry Gibbons-Neff Jr. of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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$
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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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6029 Edesville Rd Rock Hall MD 21661

Rock Hall, MD6029 Edesville Rd

Price$7,100,000

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 consists of 3 separate parcels totaling 572 acres. The House Parcel #1 (83 acres), Parcel #2 (108 acres) & Parcel #3 (381 acres). Please refer to the attached Property Summary Document for Details. Other Purchase options are available.

Listed by Craig S Linthicum of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 of TTR Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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5733 Pecks Point Easton MD 21601

Easton, MD5733 Pecks Point

Price$5,999,000

Est. Mortgage: $/month

MLS Number MDTA137470

  • Single Family
  • Address 5733 Pecks Point
  • 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.

Listed by Chuck Mangold of Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 John F Reynolds and Peter A Fettig Jr. of Keller Williams Flagship of Maryland

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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0 Hawthorne Rd Rock Hall MD 21661

Rock Hall, MD0 Hawthorne Rd

Price$5,500,000

Est. Mortgage: $/month

MLS Number MDKE115580

  • Single Family
  • LocationType Bayfront
  • Address 0 Hawthorne Rd
  • Bathroom 2
  • Bedrooms 4

...If you love the water, you will love this! 4 residential homes - 2 rented & 2 owners homes, the marina's motel, a boatel for storing boats, a office, pool, bath houses, & docks with 75 boat slips! Sits next to waterman's restaurant. Beautiful water views! Room to build restaurant, or new hotel, etc. Endless possibilities!!

Listed by Lisa A Pannell and Patricia A Lane of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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8941 Bozman Neavitt Road (rt. 579) Rd Saint Michaels MD 21663

MLS Number MDTA137068

  • Single Family
  • LocationType River
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 4459

Just 4 miles outside historic St. Michaels, MD - Sited on 7.7 private, partially wooded acres, w/ 670' of protected shoreline at the confluence of Broad Creek and Sadler's Cove, the 4,500 sq. ft. main house was designed by Atelier 11. It is an impressive "French Country-style" home, constructed with stone, brick, antique wood beams and copper...built to last for centuries! This is a "Wow" house! The hanging stairs, custom 2 inch thick mahogany doors, 5 fireplaces (one on the waterside screened porch), beamed cathedral ceilings...Nothing compares. The quality, craftsmanship and finishes are amazing! Heated floors throughout, possible additional bedroom on the first floor. Over $3 million of recent upgrades and improvements, including: New garage/carriage house with finished game/media room above; New waterside swimming pool (heated) and outdoor kitchen; New pool house/guest cottage (very charming!); Extensive plantings designed and maintained by a professional landscape architect; New heavy duty boat lift (6' MLW) at the end of the private pier; New $150,000 generator (Powers the entire property). By car, St. Michaels is just a 5 minute drive and the town of Easton and Easton Airport are approx. 20 minutes away. By boat, some of the best fishing grounds and the open waters of Chesapeake bay are just a short, scenic boat ride away. The private dock on Broad Creek provides approx. 6 ft. of water depth at low tide.

Listed by Thomas M Crouch of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 A VisitAsk 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 April 9, 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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