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Talbot County Real Estate

View Talbot County real estate listings in the charming towns of Easton, Oxford, Queen Anne, St. Michaels, and Trappe below. The county is located in the heart of Maryland’s Eastern Shore and offers over 600 miles of shoreline. You’ll find a great selection of homes, waterfront estates, and more.

Talbot County MD Real Estate Listings

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

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28115 Southside Island Creek Rd Trappe MD 21673

MLS Number MDTA119524

  • Single Family
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 10000
  • Year Built 2001

Georgian colonial custom built in 2001 on 99 acres with the finest materials available. Maintained in like new condition. First floor master suite with huge bathroom, his and hers closets, exercise room, all wood paneled office/library, game room above 3 car garage could be separate guest apartment, 16 x 40 foot pool, tennis and basketball court, 3 car garage and seperate 2 car detached garage, 40 x 80 insulated metal barn with office, large pond with goose pit and duck shack, excellent waterfowl and deer hunting. Deep water pier with 20k lb boat lift, all rip rapped shore line, beautiful western sunsets over la trappe creek

Listed by TTR Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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28115 Southside Island Creek Rd Trappe MD 21673

MLS Number 1002092764

  • Land
  • Subdivision None Available
  • Acreage 99.31
  • Square Feet 10000
  • Bathroom 5

Georgian colonial built in 2001 on 99 acres with the finest materials available and maintained like new. 1st floor mbr suite, exercise rm, office/library, game room, 16x40 pool, tennis and basketball court, 3 car and 2 car detached garage, 40x80 insulated barn with office, pond, goose pit and duckblind, deep water pier with 20k boat lift, rip rapped shore line, western sunsets over trappe creek!

Listed by Glenn M Sutton of TTR Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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209 Talbot St Saint Michaels MD 21663

Price$3,950,000

Est. Mortgage: $/month

MLS Number 1001758812

  • Single Family
  • LocationType Other
  • Address 209 Talbot St
  • Bathroom 20
  • Bedrooms 20

Five Gables Inn & Spa - Lovely Expandable Commercial Hotel (currently 20 rooms) Nestled in St Michaels, Maryland - Talbot County - 45 minutes Bay Bridge, 1 1/2 hr Baltimore, Washington, Philadelphia - 4 hrs driving distance from largest population base in America. OPPORTUNITY to acquire a well-performing Inn in an upscale prospering market - Extremely high barriers to entry - Ownership downsizing

Listed by Meredith Fine Properties

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$
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$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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209 Talbot N Saint Michaels MD 21663

MLS Number 1001758578

  • Commercial
  • Address 209 Talbot N
  • Year Built 1900
  • Acreage 1.21
  • Property SubType Other

Five Gables Inn & Spa - Lovely Expandable Commercial Hotel (currently 20 rooms) Nestled in St Michaels, Maryland - Talbot County - 45 minutes Bay Bridge, 1 1/2 hr Baltimore, Washington, Philadelphia - 4 hrs driving distance from largest population base in America. OPPORTUNITY to acquire a well-performing Inn in an upscale prospering market - Extremely high barriers to entry - Ownership downsizing

Listed by Jonathan T Ginn of Meredith Fine Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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24710 New Post Rd Saint Michaels MD 21663

Price$3,795,000

Est. Mortgage: $/month

MLS Number MDTA134864

  • Single Family
  • LocationType River
  • Address 24710 New Post Rd
  • Bathroom 6
  • Bedrooms 4

Custom-built waterfront estate located within 2 miles of historic St Michaels situated on 2+/- acres brings together the needs of the most discerning of buyers. The house enjoys an unusually generous elevation that gives way to breathtaking vistas over Miles River to the Eastern bay & beyond. Well-manicured, lush grounds, custom millwork, separate guest quarters above garage.

Listed by Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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8620-et Al. Doncaster Rd Easton MD 21601

Price$3,500,000

Est. Mortgage: $/month

MLS Number 1003265305

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 4750

"Shipshead": Private compound consisting of stately main res.,1985 guest house incorporating Victorian elements, carriagehouse w/ apartment, garages, and outbldgs, 3 WF parcels totalling 13+ acres. Easton 3 miles,St. Michaels 6. High ground, parklike setting with specimen trees.Deep water pier. Waterfowl hunting. Main res.needs updating.Only 2 owners since built.Available without guest house

Listed by Shoreline Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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26108 Bachelors Harbor Dr Oxford MD 21654

Price$3,495,000

Est. Mortgage: $/month

MLS Number 1001491018

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 5251

Practically an island located where Choptank and Tred Avon Rivers enter Chesapeake Bay. Big 180 degree water views with 660 ft. of riverfront and tidal sandy beach. Great terraces, rolling lawn, private dock, and above rip-rap sandy beach with firepit for entertaining and enjoying gorgeous year-round sunsets and summer sail races. Big sky and adjacent open land maximize space and privacy.

Listed by Meredith Fine Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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4560 Roslyn Farm Rd Trappe MD 21673

Price$3,200,000

Est. Mortgage: $/month

Pending

MLS Number MDTA135202

  • Single Family
  • Address 4560 Roslyn Farm Rd
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 5718

Main House - Sensational! That is the word to describe this completely private 16+ acre peninsula waterfront estate with over 2000' of shoreline on Island Creek. Providing the ultimate Eastern Shore living and entertaining experience, the completely renovated home offers the finest details and finishes, a phenomenal floor plan and 3 full floors of living space with beautiful serene water views. Boasts formal living and dining rooms with fireplaces, expansive top notch kitchen, family room with vaulted ceilings and fireplace, and a main level master suite with fireplace and luxurious bath. Fabulous finished lower level offers another kitchen dining room, family room, billiard/rec room and more. Exquisite outdoor living with 4 decks, 2 patios, a waterside lap pool with covered pergola, private pier with 2 lifts, 5' +/- MLW, rip rap, and a pond. Separate studio, 2 car attached garage with bonus room above, 2-car detached garage, and 1000+sf barn with electric. Crab House - Picturesque Cape Cod-style waterfront home situated on 18.26 +/- acres along beautiful Island Creek. Recently renovated home features an open floor plan, hardwood floors, ~great room with a vaulted beamed ceiling and wood burning fireplace, kitchen with stainless steel appliances and island with breakfast bar, loft, and charming bunk room with vaulted ceiling and water view. Waterside deck is perfect for your outdoor entertaining. Private pier, 3~ +/- MLW, 1545~ +/- water frontage, rip-rap and outbuilding.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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0 Brickyard Ln Easton MD 21601

MLS Number MDTA135406

  • Commercial
  • Address 0 Brickyard Ln
  • Year Built 1940
  • Acreage 8.94
  • Property SubType Industrial

Almost 9 acres in the New Mixed Use Waterfront area in Easton Maryland. These lands are also in the Opportunity Zone. Great parcel to develop in Eastons new Mixed Use Waterfront area. This site is next to the newly planned Waterfront Park to be built by the Town of Easton. https://www.eastonmd.gov/EastonPoint/PortStSAPRevisedBook2017Sept.pdf,

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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.

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27318 Rest Cir Easton MD 21601

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA132932

  • Single Family
  • Address 27318 Rest Cir
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 6195

"THE REST" Magnificent waterfront estate on the Miles River. This architect-designed solid brick home offers 5 bedrooms, 5.5 Baths, Family Room with fireplace, den, huge dining room with fireplace, highest-end kitchen, all bedrooms en-suite, screened porch with fireplace. Hardwood flooring throughout, 5 fireplaces in total, custom millwork and moldings. Recent renovations include; new kitchen/appliances; bathrooms, windows and doors throughout, roof, pool, septic, geo-thermal HVAC, infinity pool, professional landscaping, exterior lighting, irrigation, hardscaping, etc. Property is improved with a 60' x 30' barn, historic smoke house, dock/boat shed, upgraded dock, 2 boat lifts. Northwestern Exposure with 3'-4'MLW. Incredible house and property for $2,995,000

Listed by Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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

24013 New Land Dr Saint Michaels MD 21663

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA134506

  • Single Family
  • LocationType River
  • Address 24013 New Land Dr
  • Bathroom 5
  • Bedrooms 4

Second Sounding Farm is a distinctive waterfront estate with timeless architecture designed by notable Washington architect, Alan Meyers, as his personal residence. The 32 acre property located within 2 miles of historic St. Michaels makes an ideal family retreat with its serene private setting, exceptional amenities and beautiful architecture.The estate fronts on Broad Creek with 1,140 feet of protected shoreline and five-foot deep water. The stunning 4-bedroom, 4.5-bath residence with waterside pool and 2-bedroom guest cottage are perfectly sited on the South, Southwest and West facing point of land in a way that creates breathtaking water views within a lush garden-like setting.The home is an absolute showpiece. Meyers~ thoughtful design is experienced by the bright open floor plan, soaring ceilings, walls of glass with spectacular water views and generous proportioned spaces. The architect~s attention to detail and the exceptional design, materials and craftsmanship is evident throughout. Touches such as the beautiful fieldstone fireplace wall, custom designed maple millwork, architectural lighting and beautiful random width white oak flooring make this a very special home. * Enjoy the interior virtual tour with floor plan & aerial video under "Virtual Tours", you'll be amazed!

Listed by Benson & Mangold LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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

5989 Canterbury Dr Easton MD 21601

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA135312

  • Single Family
  • Address 5989 Canterbury Dr
  • Bathroom 12
  • Bedrooms 6
  • Square Feet 7734

Quality abounds in this completely renovated 10,000 +/- square foot property set on 13+ acres along bucolic Trippe Creek. Meticulously designed and flawlessly executed, the stunning single level "Smart" home with a two-story attached guest house offers a total of 6 bedrooms, 8 full baths and 4 half baths. Revel in the beautifully proportioned and generous-sized rooms with 8' black walnut flooring and every major room opening onto a fabulous terrace with double fireplaces, outdoor kitchen, heated in-ground pool and broad water views. Enjoy water activities with a deep-water bulkheaded boat basin with 2 new lifts and 440' +/- of water frontage. This architect designer's home is truly a "work of art".

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 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 June 25, 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.

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