and narrow your search. If you have fewer than 200 results, you can save your search.

Eastern Shore Real Estate $500k and Up

Browse current homes for sale on the Eastern Shore of Maryland priced at $500k and up.

Call Chuck Mangold at 410-924-8832 with any questions or to schedule a private tour.

Save time! Create a free account to save your favorite listings and get notified when similar properties become available.

3675 Decoursey Bridge Rd Cambridge MD 21613

Cambridge, MD3675 Decoursey Bridge Rd

Price$16,500,000

Est. Mortgage: $/month

MLS Number MDDO124288

  • Land
  • Subdivision None Available
  • Acreage 6
  • Square Feet 14000
  • Bathroom 11

The Property is a collection of waterfront farms which were assembled at great expense over a 22 year period by Paul Tudor Jones. These properties, known today as Tudor Farms, are an assemblage of twenty seven different contiguous parcels of land totaling approximately 6,400 acres by deed. The property has been improved with a 14,000 sq. ft., eleven bedroom main lodge, two guest homes, farm offices and supporting structures. Additionally there are approximately ten miles of waterfront, twenty miles of internal roads, 2,500 acres of woodland, 1,200 acres of tillable land and over 100 acres of bermed ponds. Quite possibly no finer duck & wildlife habitat exists on the East Coast! Rich herds of Whitetail Deer and Sika Deer and flocks of Eastern Wild Turkeys abound.H.Dale Hall, CEO of Ducks Unlimited Inc. has been quoted ~I have visited Tudor Farms on several occasions and personally experienced its fantastic waterfowl, whitetail and sika deer hunting. I can honestly say I know of no other block of private wildlife habitat that has received more professional care and management than this property.~

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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 14
  • Bedrooms 12
  • Square Feet 16774

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

Listed by Washington Fine Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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 Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

725 Lands End Rd Centreville MD 21617

Centreville, MD725 Lands End Rd

Price$13,100,000

Est. Mortgage: $/month

MLS Number 1000038447

  • Land
  • Subdivision None Available
  • Acreage 973.94
  • Square Feet 14148
  • Bathroom 9

"Readbourne" Rare opportunity! One of the last large tracts of land available in Queen Anne's County. Waterfront estate on 973 acres, 14,000+ sq ft Historic home on the Chester River, over 4,000 ft of waterfrontage, 3 guest houses, pool, tennis, multiple barns, full skeet range, multiple ponds, great hunting property.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

152 Comet Drive Centreville MD 21617

MLS Number 1002003926

  • Commercial
  • Address 152 Comet Drive
  • Year Built 2008

N/a

Listed by Cushman & Wakefield U.S., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Talbot Blvd Chestertown MD 21620

Chestertown, MDTalbot Blvd

Price$7,900,000

Est. Mortgage: $/month

MLS Number 1000083865

  • Land
  • Subdivision Radcliffe Meadow
  • High School Kent County
  • Acreage 37.23
  • LocationType Creek/Stream

RADCLIFFE MEADOW - High Density zoning, 400 units - public water/sewer access - Zoned R-4, Multiple Family, 92 acres with 38 acres to be developed - 14,000' waterfront Radcliffe Creek - convenient traffic access - conveniently located to area shopping, restaurants, college and medical facilities - rails to trails - one of few developable properties in town limits of Chestertown.

Listed by Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

0 Talbot Blvd Chestertown MD 21620

MLS Number 1000083783

  • Commercial
  • Address 0 Talbot Blvd
  • Year Built 2016
  • Acreage 37.23
  • Property SubType Other

RADCLIFFE MEADOW - High Density zoning, 400 units - with public water/sewer access - Zoned R-4, Multiple Family, 92 acres with 38 acres to be developed - 14,000' waterfront on Radcliffe Creek - convenient traffic access - conveniently located to area shopping, restaurants, college and medical facilities - rails to trails - one of few developable properties in town limits of Chestertown.

Listed by Jonathan T Ginn of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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 562 acres. The House Parcel #1 (83 acres), Parcel #2 (108 acres) & Parcel #3 (371 acres). Please refer to the attached Property Summary Document for Details. Other Purchase options are available.

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

5733 Pecks Point Rd Easton MD 21601

Easton, MD5733 Pecks Point Rd

Price$6,999,500

Est. Mortgage: $/month

MLS Number MDTA135128

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

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

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

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 Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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: 3.66% last updated on Nov 21, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Copyright 2019 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated November 22, 2019. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

Get In Touch Today

Contact Chuck