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Eastern Shore Luxury Homes for Sale

View all luxury homes for sale on the Eastern Shore of Maryland. These properties are priced at $1M and higher. You'll find a variety of beautiful high end homes on the Eastern Shore.

Maryland Luxury Real Estate Listings

If you have any questions or would like to schedule a private viewing, contact Chuck Mangold. Get ready to find your dream home in Maryland! 

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9750 Marthas Landing Rd Ocean City MD 21842

Ocean City, MD9750 Marthas Landing Rd

Price$12,900,000

Est. Mortgage: $/month

MLS Number MDWO115444

  • Single Family
  • LocationType Bayfront
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 10800

Welcome to the White Marlin Manor Estate. This property exceeds expectations!! This is one of the most stunning properties you will find on the East Coast. The location is unique with both Bay and Oceanfront access. This amazing custom build Southern Living Style Coastal home, features: 6 bedrooms, 7 Full Baths, 2 Half Baths, 2 Gas Fireplaces, 12 seat luxury theater, custom cabinetry, Wine Cellar, Granite Countertops, Tray Ceilings in every bedroom, Custom Tile Showers in each bathroom, Etched Glass Elevator with custom painted underwater scene, Designer Lighting, California Closets, Rod Iron Railings, Gourmet Kitchen with heated tile floor, 7 Sub Zeros, Commercial Ice Machine, Teak flooring throughout, 12,000 lb boat lift,7 Ft. MLW at Dock, so many ornate details reminiscent of the Eastern Shore of Maryland. This property is a Fisherman's paradise. All Buyers must be qualified with all documentation presented to listing agent prior to any showings.

Listed by Jana Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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28343 Mallard Dr Easton MD 21601

Easton, MD28343 Mallard Dr

Price$8,250,000

Est. Mortgage: $/month

MLS Number MDTA139536

  • Single Family
  • LocationType River
  • Address 28343 Mallard Dr
  • Bathroom 13
  • Bedrooms 7

Mallard Drive is an extraordinary waterfront estate between Easton and Oxford on Peachblossom Creek. This breathtaking property provides a commanding presence with southern exposure, high elevation, mature trees, and a private setting. Built in 2004, the residence and improvements bespeak quality, and it shows with attention to detail in every facet. From the manicured grounds to the immaculate systems and infrastructure of the residence, this offering is sure to please the most discerning buyer. The property boasts a stately gated entry setting the pace upon arrival with manicured grounds and a gravel drive leading to a stone bridge. The driveway winds, meandering through a canopy of mature hardwoods and pine. Custom hardscape features throughout the property. A grand entry in the two-story foyer and gallery sets the tone upon entering this magnificent home. The trim work, joinery, and finishes are immaculate, and spaces within the residence are proportionally balanced, creating a comfortable and inviting atmosphere. The transverse hall leads to the main living areas with spectacular water views and natural light. To the east, the formal dining room leads to the spacious gourmet kitchen and casual dining. The conservatory provides a delightful and casual living space, augmented by an indoor natural stone koi pond. Here, residents benefit from convenient access to the elevator and the oversized three-car garage for daily entry. Heading west down the traverse hall leads to a screened-in porch with brick flooring and opens to a gorgeous patio under a pergola. The first-floor primary bedroom suite features a waterfront seating area, a luxurious bath with a clawfoot tub, a dressing room, and two spacious custom-built walk-in closets. An elegant office with stained glass doors opens to the library above and is connected by a winding staircase. The second floor features a unique library connecting to the second-floor study, two exquisite waterfront guest suites, one inland guest suite, an additional laundry room, an elevator, and third-floor access. The third floor offers a recreation and billiards room with a wet bar, a king guest suite, and a twin guest suite. The 6,000' basement is easily accessible by elevator and stairwells. In addition to two storage rooms, the basement includes an exercise room, wine cellar, and ample storage. The Au Pair Suite is located above the garage of the primary residence with a separate entrance and offers fantastic waterfront views. This apartment is completely separate and offers a generous living space with a full bath, a living room, dining room, and kitchen. The Caretaker's Cottage is a short remove from the main residence. It also has a full basement, two bedrooms upstairs, an open kitchen, living and dining room. A two-car detached garage is adjacent to the cottage. The shoreline in front of the house is secured with a timber bulkhead along Peachblossom Creek. The pier in front of the house is 100' long with 7' of water at mean low tide. There is an 8,000 lb boat lift, a personal watercraft lift and float along with a concrete ramp. The additional pier is found in the basin, yielding 5' at mean low tide with another boat lift and multiple personal watercraft lifts. Both piers have 50 amp service, lighting, and water. Proximity to Easton - 6 miles, Oxford- 7.5 miles, Philadelphia - 116 miles, and Washington D.C. - 75 miles puts this offering in a very desirable location enjoying a rural, small-town setting with a vibrant arts community, competitive medical services, and everything appreciated by those familiar with the Eastern Shore of Maryland.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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10205 Kintore Easton MD 21601

Easton, MD10205 Kintore

Price$6,900,000

Est. Mortgage: $/month

MLS Number MDTA2000049

  • Single Family
  • Address 10205 Kintore
  • Bathroom 8
  • Square Feet 10302
  • Bedrooms 5

This offering is a once in a lifetime opportunity! The 8,000 square foot (160,000 cubic feet volume) contemporary masterpiece is a magnificent collaboration between a prominent structural engineer, whose works include the world's tallest building Partronas Towers in Malaysia and a renowned New York architect, whose works include Filene Center at Wolf Trap Farm Park, in McLean Virginia and Mann Music Center in Fairmont Park, Philadelphia. The 18 acre parcel is comprised of 2 separately deeded waterfront lots, each with their own septic, well and dock. The main house with 300 windows, bi-level in-ground pool and spa sit majestically on the 8.5 lot with 8 feet MLW water depth at the dock. The second 8.5 acre lot hosts the 2 story barn styled after the main house. It includes 3 parking spaces with operable doors, three stalls, a wash stall, and a feed stall. On the second floor is a 2 bedroom, 1 bath apartment. In addition to the barn, there is a large paddock with two separate areas separated by a fence and a turnout shed that can be entered from either side of the paddock. This lot has 4 feet MLW at the end of the dock.

Listed by Robert D Lacaze of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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26020 Marengo Rd Easton MD 21601

Easton, MD26020 Marengo Rd

Price$5,850,000

Est. Mortgage: $/month

MLS Number MDTA141104

  • Single Family
  • LocationType Rural
  • Address 26020 Marengo Rd
  • Square Feet 6468
  • Bathroom 5

Knightly is one of the most iconic properties on Maryland's Eastern Shore. This historic waterfront estate was built in the 1820s by Edward Lloyd for his daughter, Elizabeth, and her husband, Edward Winder. Today, Knightly is an 81-acre farm on Leeds Creek in Talbot County located just across the Miles River from St. Michaels and seven miles from Easton. The Federal-style, two-story, three-bay, brick residence maintains a bucolic setting with farm fields on either side of a long tree-lined driveway approaching the front circle with immense trees. The house overlooks three acres of formal English gardens with views to Leeds Creek. The farm consists of 42 tillable acres, fenced pastures, a horse stable, outbuildings, including a caretaker cottage and farm office. The property has 1,200 feet of shoreline along Leeds Creek, including a dock with 6 feet of water at low tide. 'Knightly' has recently seen major improvements throughout the house and grounds. Meaningful upgrades with modern amenities and features to protect and preserve the structure, along with substantial updates rebuilding the pool, gardens, irrigation system, additional storage, and barn structures, combine to create an ideal Eastern Shore retreat.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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22020 Benders Ln Sherwood MD 21665

Sherwood, MD22020 Benders Ln

Price$5,350,000

Est. Mortgage: $/month

MLS Number MDTA135344

  • Single Family
  • LocationType River
  • Address 22020 Benders Ln
  • Bathroom 6
  • Bedrooms 4

Harris Creek Farm - 128 acres with development potential, improved by a 10,525 sq ft residence with full basement, three-bedroom guest house, stable, paddocks, sheds, ponds, pier with six+ feet of water at mean low tide, mature woods and open fields, including a 1,920 ft turf airstrip registered with the FAA. The shoreline is protected and the elevations surrounding this home are above the 500-year flood plain. Broad, very broad views over Harris Creek and down the Choptank River. The farm has numerous sites to accommodate additional homes if subdivision or estate planning is in order and there is an abundance of wildlife and waterfowl. The house provides a number of living spaces with a great room/kitchen and casual living space to accommodate large gatherings or quiet retreats. Additional family rooms, media rooms, recreation rooms and a whole house basement offering an abundance of storage and easy access to mechanical equipment. First-floor guest suite, second-floor primary suite with three additional guest rooms with baths en-suite. Designed by the late architect, Alan Meyers, Bald Eagle Point captures the scenic vistas across Harris Creek providing a view of all the Chesapeake has to offer. Located between St. Michaels and Tilghman, Bald Eagle Point is a unique opportunity to own Talbot County Waterfront with division potential and/or conservation measures. Please contact the listing agent for additional information or scheduling.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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5748 Hopkins Neck Rd Easton MD 21601

Easton, MD5748 Hopkins Neck Rd

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA2000588

  • Single Family
  • Address 5748 Hopkins Neck Rd
  • Square Feet 6815
  • Bedrooms 5
  • Year Built 1994

Wind Song is conveniently located between Easton and St. Michaels and enjoys some of the most spectacular water views in Talbot County with 7 Miles of Southwest exposure on the Tred Avon River looking past the Town of Oxford and all the way to Todd's Point in Dorchester County. There is deep water at the dock which has 5' MLW, water, electric and boat and jet ski hoists. The exposure catches the summer's prevailing breezes and enjoys dramatic sunsets. These features along with the large mature trees which bathe the home in shade provide a rarely replicated combination. The home is a lovely brick French Country style with first floor primary bedroom, a total of five bedrooms including a one bedroom apartment, open floor plan, gourmet kitchen, pool house, tennis court, attached and detached garages, 3 fireplaces, guest house and waterside pool at the 50' buffer.

Listed by Schuyler G Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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6,8,12 43rd Street 43rd St Ocean City MD 21842

MLS Number MDWO2004362

  • Single Family
  • Bedrooms 26
  • Square Feet 10378
  • Year Built 1960
  • Bathroom 16

Unbelievably unique opportunity to own multiple properties on the Ocean Block of 43rd Street. Already a great investment property for both year round tenants and summer rentals, these properties have been updated and very well maintained. Included in this sale is 6 & 8 & 12 43rd Street - 6 43rd is a 4 unit building, all 2 bedroom/1 full bathroom, that sits on a double lot that has the potential to have another 4 unit structure built (please confirm with the zoning department). This building has amazing ocean views from the top two units (2E, 2W). New roof in 2019. Each unit has a full kitchen, dining area for each unit, an outdoor shower. Top two units have washers and dryers. First floor units were updated in 2020 with new kitchens, tankless hot water heaters, new hvac in 2018 and 2019 etc. Access to the laundry room under the cottage availabe to these units as well. 2E was recently updated with flooring, appliances, and over sized windows to enjoy the views! This building has been condominiumized. 8 43rd street, consisting of a large coastal 2 bedroom 2 bath home w/ attached garage, 2 bedroom 1 bath apartment, two 2 bedroom/1 bath cottages WITH parking . The beach is just steps away and the upper levels have peeks of the ocean! Attached garage and work shop. Check out the views from the large second floor wrap deck. Two large bedrooms, with an updated master bath and hall bath with tub/shower. Unique utility/laundry room just adds to the appeal. New roof in 2020 and new hvac in 2019. Under the main home, is the two bedroom apartment, one bath, washer and dryer, and full kitchen. Two lovely seasonal cottages are situated behind the main house, each having two bedrooms, 1 bathroom, full kitchen, dining area, large deck and outdoor shower. Updates here include flooring, kitchen, appliances, hvac, and roof. There is a Laundry located under the cottages for guests. 12 43rd Street - Rounding out this listing, this building has four - 2 bed/1 bath units, two 1 bed/1 bath units and one efficiency - Large lot around the back of the building for off street parking and paid laundry facilities on site. Units have been updated and well maintained. Included in this sale are properties with Worcester County Tax IDs (10-361222,10-361230,10-361249,10-361257,10-067170,10-066395)

Listed by Kevin Decker of Coastal Life Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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9170 Hunting Creek Ln Easton MD 21601

Easton, MD9170 Hunting Creek Ln

Price$4,750,000

Est. Mortgage: $/month

MLS Number MDTA141014

  • Single Family
  • LocationType River
  • Bathroom 7
  • Year Built 1994
  • Bedrooms 6

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, Protected Deep Water Dock with 6+ MLW, Large Gunite Pool, 3/4 of a mile shoreline on 34+ acres, Tennis court, Hunting and Fishing. An additional waterfront buildable lot included in this sale. 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/Wash Additional lots and acreage available upon request

Listed by Jana Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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27029 Miles River Rd Easton MD 21601

Easton, MD27029 Miles River Rd

Price$4,650,000

Est. Mortgage: $/month

MLS Number MDTA2000592

  • Single Family
  • Address 27029 Miles River Rd
  • Bedrooms 4
  • Bathroom 6
  • Year Built 1920

Irish Tides is brimming with classic Eastern Shore luxury. With gorgeous views of the Miles River from nearly every room on the property, this 4 bedroom 5.5 half bathroom main house is sure to take your breath away. The main level is beautifully appointed with crown moldings, hardwood floors, and built-ins. Formal living and dining rooms; kitchen with island, beautiful quartz countertops and a waterside dining area for casual dining; family room with cathedral ceilings and gas fireplace; and long hallway with seating area and a front row seat to phenomenal water views. This brings you to the main-level primary suite with cathedral ceiling, built-ins and private patio. The primary en-suite bath has an abundance of natural light, a jetted soaking tub, stall shower, marble countertops and flooring, as well as two spacious walk-in closets. The professionally landscaped grounds provide a colorful backdrop for the well-equipped pool house with guestroom, kitchen, sitting area and bath. In-ground pool with patio, outdoor shower and grill. Private pier with boat lift and approximately 4'+/- MLW and 300'+/-shoreline. Plenty of storage can be found in the main house attic, and the storage shed. 3-car detached garage features a bonus room perfect for an office or recreation room, bath and kitchenette. All of this just minutes to Easton's shopping, entertainment and jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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27029 Miles River Rd Easton MD 21601

Easton, MD27029 Miles River Rd

Price$4,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2001800

  • Single Family
  • Address 27029 Miles River Rd
  • Bathroom 6
  • Year Built 1920
  • Square Feet 5062

Irish Tides is brimming with classic Eastern Shore luxury. With gorgeous views of the Miles River from nearly every room on the property, this 4 bedroom 5.5 half bathroom main house is sure to take your breath away. The main level is beautifully appointed with crown moldings, hardwood floors, and built-ins. Formal living and dining rooms; kitchen with island, beautiful quartz countertops and a waterside dining area for casual dining; family room with cathedral ceilings and gas fireplace; and long hallway with seating area and a front row seat to phenomenal water views. This brings you to the main-level primary suite with cathedral ceiling, built-ins and private patio. The primary en-suite bath has an abundance of natural light, a jetted soaking tub, stall shower, marble countertops and flooring, as well as two spacious walk-in closets. The professionally landscaped grounds provide a colorful backdrop for the well-equipped pool house with guestroom, kitchen, sitting area and bath. In-ground pool with patio, outdoor shower and grill. Private pier with boat lift and approximately 4â+/- MLW and 300â+/-shoreline. Plenty of storage can be found in the main house attic, and the storage shed. 3-car detached garage features a bonus room perfect for an office or recreation room, bath and kitchenette. All of this just minutes to Eastonâs shopping, entertainment and jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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5911 Elston Shore Rd Neavitt MD 21652

Neavitt, MD5911 Elston Shore Rd

Price$4,500,000

Est. Mortgage: $/month

MLS Number MDTA140742

  • Single Family
  • LocationType River
  • Address 5911 Elston Shore Rd
  • Bathroom 6
  • Year Built 2014

BREATHTAKING PRIVATE WATERFRONT ESTATE Turnkey 10-acre family Compound 1.5 hours from Washington DC and Baltimore, 2.5 hours from Philadelphia, and minutes from the nautical charm of St. Michaels. The recently constructed Main House and Carriage House, and the renovated Guest House invite numerous configurations to accommodate 14 guests. Every room affords gorgeous sunrises and spectacular water views at the confluence of the Tred Avon and the Choptank Rivers and the Broad Creek. Experience southerly breezes in a park-like setting at the Pool and 125' Dock with seating area, 2 power lifts, a swim/kayak platform and 4' MLW. Exceptional craftsmanship and finishes provide the ultimate in Chesapeake living. "Windsong"

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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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26490 Presquile Dr N Easton MD 21601

Easton, MD26490 Presquile Dr N

Price$4,400,000

Est. Mortgage: $/month

MLS Number MDTA2001084

  • Single Family
  • LocationType River
  • Address 26490 Presquile Dr N
  • Year Built 1983
  • Bedrooms 4

Experience the epitome of Eastern Shore living in this modern treasure sited on 4+ acres. Enjoy serene views of the Wye River, everchanging flower gardens, sunrises, and wildlife. The 4-bedroom, 3-full bath, 2-half bath house was recently renovated in 2018 with a Gourmet Chef's kitchen, library, primary bathroom oasis, and enclosed breezeway, all with the finest fixtures and finishes. Other features of the house include a main level primary suite with wood-burning fireplace and sitting area, family room with wood-burning fireplace, dining area, and main level laundry area. The upstairs houses a loft, 2 bedrooms, a full bath, and spacious storage room. A 3-car garage, 1-bedroom/1-bath guest apartment, deep water dock with boat lift, raised bed garden, riprapped shoreline, irrigation system, boat ramp, crab shack, generator, and inground pool with waterfall and fire pots completes the property.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.45% last updated on Jan 13, 2022
* 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 2022 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 January 19, 2022. 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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