Benson & Mangold Real Estate, 31 Goldsborough St, Easton, MD 21601 410.822.6665 | Office

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Eastern Shore Real Estate $500k and Up

Browse current homes for sale on the Eastern Shore of Maryland. You may also be interested in exploring Eastern Shore luxury homes.

Eastern Shore Homes for Sale $500K+

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Centennial Rd East New Market MD 21631

East New Market, MDCentennial Rd

Price$51,500,000

Est. Mortgage: $/month

MLS Number MDDO2001936

  • Land
  • Subdivision North Dorchester
  • Acreage 800.53
  • Zoning A-R

RARE - 800 +/- acre property zoned for high density residential development. Located in the fastest growing area of Dorchester County, MD. This would make a great neighborhood with North Dorchester High and Middle Schools in the immediate vicinity and an elementary school has been proposed. Centrally located with quick access to all Mid-Shore locations. Secretary boat ramp is minutes away. Lots of road frontage. Good soils. Natural buffers in place.

Listed by Valerie P Brown of Charles C. Powell,Inc. Realtors

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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813 Atlantic Ave #6 & 7 Ocean City MD 21842

MLS Number MDWO2003522

  • Commercial
  • LocationType Downtown
  • Year Built 1994
  • Acreage 1.43
  • Property SubType Five Or More Units

Once in a lifetime opportunity to own a Direct Oceanfront Hotel . Located on Ocean Cities famous boardwalk and 9th street. Ample parking, 89 rooms and a fully operational turn key restaurant.You must call listing agent for all showings. Proof of funds or per-qualification from a local lender is required.

Listed by Ken Church of Coldwell Banker Bud Church Realty,Inc.

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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7751 Rollyston Dr Saint Michaels MD 21663

Saint Michaels, MD7751 Rollyston Dr

Price$16,000,000

Est. Mortgage: $/month

MLS Number MDTA2002950

  • Single Family
  • Address 7751 Rollyston Dr
  • Subdivision None Available
  • Year Built 2016
  • Bedrooms 9

2 parcels totaling 91 acres on the Miles River. 4-level, furnished, main house with elevator, full basement, 9 bedrooms, 9 full baths, 4 half baths, media room, main level bedroom. 4-car garage with rec room, bedroom, full bath and half bath. Heated, waterside pool, pool house with 2 full baths/changing area, covered outdoor kitchen. Pond with fountains, dock, 2 gazebos. Partially riprapped shoreline, sandy beach, dock with water and electric. Guest house with 3 bedrooms, 3 full baths, 1 half bath, barn.

Listed by Clifford E Meredith of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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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
  • Subdivision Martha's Landing
  • Bathroom 9
  • Bedrooms 6

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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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24629 Beverly Rd Saint Michaels MD 21663

Saint Michaels, MD24629 Beverly Rd

Price$12,750,000

Est. Mortgage: $/month

MLS Number MDTA2002924

  • Single Family
  • Address 24629 Beverly Rd
  • Subdivision Saint Michaels
  • Bathroom 7
  • Bedrooms 5

Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 1867 Beverly Manor, this Georgian home provides a southwestern view overlooking San Domingo and Broad Creeks. The 5-bedroom main house, first occupied in 2003, is a traditional Georgian design meticulously built according to exacting standards to include handmade brick applications, historical window selections, exotic hardwood flooring, limestone fireplaces, and custom architectural elements. Craft woodworking is displayed throughout the home's spiral staircase, large kitchen, pantry, and morning room, bathrooms, powder rooms, library, sunset room, fireplace mantles, snooker room, mudroom, map room, ceiling and baseboard trims, and exterior cornices. The central River Room 19ft ceiling provides expansive views of the creek waters and overlooks the terrace which is accessible through triple hung windows. The kitchen and pantry are outfitted with high-end Viking, Miele and Sub-Zero appliances. The large mudroom includes a laundry station, shower, sauna, powder room, refrigerator drawers, a custom farm sink, and an abundance of storage. This homesite includes a guest cottage nestled close to the water, the original carriage house now converted into an office with direct high-speed broadband service, a large pool, an outdoor Viking grill, a Morton barn, a freshwater pond, a greenhouse, and raised brick cutting garden. Established landscaping and majestic trees provide a lush environment to enjoy your Eastern Shore lifestyle.

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: 5.25% last updated on May 19, 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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Boy Scout Road Oakland MD 21550

Oakland, MDBoy Scout Road

Price$11,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDGA2002594

  • Land
  • Acreage 241.24
  • Zoning RESIDENTIAL

INCREDIBLE opportunity to own one of the last remaining HUGE waterfront properties in the heart of Deep Creek Lake! It's never been available for purchase but NOW it is! This property is 241 acres of prime, flat, subdividable land with 1600 feet of waterfront next to the Holy Cross and Blakeslee Communities (this was the original property of both). Rich in history, this land is currently being farmed and could easily be subdivided with multiple homes built on the property or be a STUNNING property for one owner who'd love lake access and an abundance of privacy! So many options...don't wait! It won't last!

Listed by Charlotte Savoy of Keller Williams Integrity

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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2924 Ocean Gtwy Trappe MD 21673

Trappe, MD2924 Ocean Gtwy

Price$10,950,000

Est. Mortgage: $/month

MLS Number MDTA2002774

  • Single Family
  • Subdivision None Available
  • Address 2924 Ocean Gtwy
  • Bathroom 7
  • Square Feet 9833

670 +/- Acres of waterfront farmland in Talbot County, 'Middleville', circa 1880 Tidewater Colonial, provides a mature charm and country living on the Eastern Shore. The main house has been kept as a comfortable country residence with subtle charm and recent improvements and upgrades. Enormous effort has been directed toward wildlife habitat improvement with an emphasis on waterfowl. Guest accommodations, caretaker's house, housekeeper's house, numerous storage and outbuildings, eight waterfowl impoundments, pier, shoreline revetment and living shoreline provide for a 'turn-key' farm on Maryland's Eastern Shore. Listing includes 5 parcels that total 670 acres.

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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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2924 Ocean Gtwy Trappe MD 21673

Trappe, MD2924 Ocean Gtwy

Price$10,950,000

Est. Mortgage: $/month

MLS Number MDTA2002780

  • Land
  • Subdivision None Available
  • Acreage 342.42
  • Square Feet 9833
  • Bathroom 7

670 +/- Acres of waterfront farmland in Talbot County, âMiddlevilleâ, circa 1880 Tidewater Colonial, provides a mature charm and country living on the Eastern Shore. The main house has been kept as a comfortable country residence with subtle charm and recent improvements and upgrades. Enormous effort has been directed toward wildlife habitat improvement with an emphasis on waterfowl. Guest accommodations, caretakerâs house, housekeeperâs house, numerous storage and outbuildings, eight waterfowl impoundments, regulated shooting area (RSA), pier, shoreline revetment and living shoreline provide for a âturn-keyâ farm on Marylandâs Eastern Shore. Listing includes 5 parcels that total 670 acres.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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1064 Taylors Island Rd Madison MD 21648

Madison, MD1064 Taylors Island Rd

Price$10,500,000

Est. Mortgage: $/month

MLS Number MDDO2001432

  • Land
  • Acreage 849
  • Zoning AC

Presenting Black Pearl Lodge and Farms. Located in Dorchester County, Maryland this complex of agricultural land, estuarine marshes, timberland, beaches, and sandy shorelines provides one of the most important wintering grounds for waterfowl on the Chesapeake Bay. Tens of thousands of ducks and geese call Black Pearl their winter home. This is demonstrated by the clouds of blue wing teal first seen in September and constant chatter of hen Mallards and Pintails heard from nearly every corner of the farm throughout the migration season. From the high marsh salt ponds to the yellow pine forestlands and every habitat in between, Black Pearl is more than the sum of its parts. The unique combination of natural and managed waterfowl and wildlife habitat, insulated by large forest blocks, is immeasurable. The matrix of quality habitat and legacy of wildlife management woven into the land and wildlife that use it are what make it the Black Pearl. Black Pearl Lodge and Farms is an 850-acre private wildlife estate offering 6.5+ miles of waterfront and sole ownership of the entire shoreline of Woolford Creek in Madison, Maryland. The privacy, unique waterfowl habitat, and improvements are unmatched. This turnkey property includes farm equipment, decoys, boats, and nearly all furniture and fixtures within the two residences and lodge. The land includes approximately 300 acres of timber, nearly 200 acres of agricultural land, and 350 acres of marshland. The 200 acres of farmland contain a variety of shallow water impoundments which are strategically positioned throughout the farm and utilized for grain impoundments, served by on-site fresh water wells. Impoundments can be used for both moist soil management and winter agricultural flooding. Black Pearl is improved by three residences, two agricultural and tool barns, and a modern pole building with living space for guests, a farm manager, or employees. The property comfortably sleeps 25 guests. The three dwellings include a newly renovated owners' residence, a large guest house with a pool, and the iconic Black Pearl Lodge. All three residences are perfectly situated along the Eastern shoreline of Woolford Creek, providing southwestern exposure to the expansive views of the Little Choptank River and world-famous Chesapeake Bay sunsets. From Garden and Gun: "The Lodge at Black Pearl is a private 840-acre farm bordering Maryland's famed Blackwater National Wildlife Refuge, along the northern Chesapeake Bay about thirty miles south of Easton. The property features flooded fields, cropland, marshes, woods, private oyster beds, and five miles of shoreline, and while it has functioned as both a coveted destination hunting lodge for the Washington, D.C., lobbying elite and a quasi-commercial hunting operation in the past, Black Pearl is strictly a family place today. Owned for the last ten years by Stephen and Vicky Mullaney, Virginia natives who met in Richmond in 1986, the property is now focused on introducing nonhunters to waterfowling, with a heaping side dish of conservation, ethics, and plain old hard work."

Listed by Benjamin Alder of The Land Group

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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30630 Umes Blvd Princess Anne MD 21853

Princess Anne, MD30630 Umes Blvd

Price$9,600,000

Est. Mortgage: $/month

MLS Number MDSO2001184

  • MultiFamily
  • Units Furnished Some
  • Address 30630 Umes Blvd
  • Year Built 2004
  • Square Feet 88440

Listed by William Rinnier of Rinnier Development Co

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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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32180 Wilson Point Rd Galena MD 21635

Galena, MD32180 Wilson Point Rd

Price$7,900,000

Est. Mortgage: $/month

MLS Number MDKE2001420

  • Single Family
  • LocationType River
  • Subdivision Sassafras Cove
  • Year Built 1900
  • Bathroom 18

Can your investments pay these dividends. Sassafras River Compound uniquely centered in between New York City, Philadelphia, Baltimore and Washington DC. Less than one hour from Philadelphia International Airport. 17 bedrooms 16.5 baths, 1900's renovated Manor house with spectacular down river views and summer sunsets. Find your favorite resting spot on the dock, the Manor house the Cottage, Pool house, Guest house or in the Barn tavern. Perfect location for plenty of water sports, Water skiing, Wakeboarding, Sailing, Paddle boarding and fishing. Just minutes by boat to Georgetown Harbor, with 5 restaurants. Must see to appreciate, but make sure you block out enough time to see all this Upper Eastern Shore gem has to offer.

Listed by John J Burke of Gunther-McClary Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 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$7,300,000

Est. Mortgage: $/month

MLS Number MDTA139536

  • Single Family
  • LocationType River
  • Address 28343 Mallard Dr
  • Subdivision None Available
  • 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: 5.25% last updated on May 19, 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 May 25, 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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