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Talbot County Waterfront Homes

You’ll find a variety of waterfront homes and estates in Talbot County towns like Easton, Saint Michaels, and Oxford. Enjoy the water views over the Chesapeake Bay, Tred Avon River, or Trippe Creek. Explore the latest waterfront homes for sale in Maryland's Talbot County below. 

Search Waterfront Homes for Sale Talbot County MD

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6243 Boston Cliff Rd Easton MD 21601

Easton, MD6243 Boston Cliff Rd

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA136806

  • Single Family
  • LocationType Rural
  • Address 6243 Boston Cliff Rd
  • Bathroom 4
  • Bedrooms 3

"Boston Cliff", patented 1665. Phase one built ca. 1676; phase 2 in 1729; and phase 3 in 1954. Historically and architecturally one of the most important houses in the Chesapeake region. Georgian raised paneling, built-in cupboards, staircase with carved tulip step-ends, mantels with bolection moldings, 5 fireplaces, raised panel doors with original hinges, and paneled window seats. Gunstock cornerposts. Outbuildings including guest house designed by Dr. H. Chandlee Forman. A.I.A. Paddock, horse stalls, tack room. English garden. Large fenced dog yard. Pool. Bailey pier with 10 ft MLW. Minutes from Easton with its hospital, restaurants, museums, galleries; and from the famous sailing seaport Oxford. Current owner rebuilt the swimming pool. installed boat lift on the dock; re-roofed some of the cedar shingle roofs; converted from oil heat to LP Gas; refinished floors; painted interior in early original colors as determined by paint historican Susan Buck; opened the fireplace in the LR; and renovated the guest house. House written up in several books and has been on the Maryland House and Garden Pilgrimage. One of Maryland's few houses with a legitimate claim to 17th Century origin. Family room can also be used as a first story Master Bedroom with private bath.

Listed by Robert G Shannahan of Shoreline Realty

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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6064 Shipyard Ln Easton MD 21601

Easton, MD6064 Shipyard Ln

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA137292

  • Single Family
  • Address 6064 Shipyard Ln
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 6645

Enjoy both breathtaking views and deep water, protected anchorage with this extremely rare peninsula estate lot with frontage on both the Tred Avon River and Trippe Creek. Located in one of the most sought after locations on the Eastern Shore this 16+/- acre park-like estate lot features a comfortable main residence, full size proper guest house, pool house, pool, and tennis court. The lot has 738'+/ of frontage on the Tred Avon River and 650'+/- on Trippe Creek. All this just minutes to the The Talbot Country Club and Historic Downtown Easton by land and the sailors mecca of Oxford, and the Chesapeake Bay are just a short cruise away by sea. This is a generational opportunity to purchase one of the finest properties in Talbot County.

Listed by Chuck Mangold of Benson & Mangold, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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27188 Baileys Neck Rd Easton MD 21601

Easton, MD27188 Baileys Neck Rd

Price$2,950,000

Est. Mortgage: $/month

MLS Number MDTA137604

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 7907
  • Year Built 1920

An exceptional address with a seamless blend of privacy and outstanding amenities on 9+ acres. The tree-lined lane brings you to the impressive brick main house where the entrance hall provides instant views of the Tred Avon River and Trippe's Creek. Gracious living room, incredible formal dining room with service area, stately paneled library/study, large family room with fireplace, beautifully appointed kitchen, butler's pantry, large laundry room, first-floor master suite with lounge area and office, large master bath, two walk-in closets. Second floor: reached by grand circular staircase has three bedrooms all with waterfront balconies, large bathrooms and enormous storage rooms. Second House/ Guesthouse is a separate residence with full kitchen, living room, dining area, first-floor bedroom, full bath, laundry room. The second floor has 2/ 3 bedrooms, Balconies, full bath. There is a complete Exercise Room as well as professional-grade Sauna. Exterior: Large Swimming Pool, Gazebo with refrigerator sink granite countertop and large outdoor Flat Screen TV, first-rate Tennis Court with backboard and basketball. Enclosed Outdoor Shower with Bath, Sports Equipment room, brick surround Hot Tub, raised Garden Beds, Mature Trees. Dock with 3 Boat Lifts, Water, Electricity, and floating dock. Secure rip wrapped shoreline. Click on Property Tour. By Appointment Only.

Listed by Chata R Smith of Coldwell Banker Chesapeake Real Estate Company

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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4316 Holly Harbor Rd Oxford MD 21654

Oxford, MD4316 Holly Harbor Rd

Price$2,750,000

Est. Mortgage: $/month

MLS Number MDTA137174

  • Single Family
  • Address 4316 Holly Harbor Rd
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5411

A private holly lined drive leads to an Eastern Shore treasure sited perfectly on a magnificent point of land with grand mature specimen trees. With nearly 975 ft of waterfront, this beautifully renovated home offers AMAZING views of Island Creek from every vantage point. Not a detail has been overlooked with the breathtaking new gourmet kitchen with its soaring wall of windows, family/media room with cathedral ceiling, an octagonal screened porch, renovated first floor master suite , and 4 guest bedrooms which are absolutely charming. Fabulous outdoor spaces include a waterside gunite pool with new surround and pumps, brick terraces off the living room and master bedroom, and an upstairs balcony looking straight out the point. In addition there is a hunting blind on the shore, a quaint vineyard, an attached 2 car garage PLUS a large barn with boat/tractor storage and an office/studio above. The protected pier has 2 slips, a new lift (12,500 lbs), and 8'MLW making this a boater's dream. No expense has been spared and rarely does a property like this come on the market. Please contact listing agent for complete list of amenities and renovations. Virtual tour on line https://my.matterport.com/show/?m=KuSeQfnk68b

Listed by Laura H Carney of TTR Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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7263 Maxmore Creek Dr Easton MD 21601

Easton, MD7263 Maxmore Creek Dr

Price$2,350,000

Est. Mortgage: $/month

MLS Number MDTA136278

  • Single Family
  • LocationType Creek/Stream
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 6594

Outstanding, well maintained waterfront compound. Spacious home on 36 acres offers plenty of room for family and friends. Deep water pier, fabulous sunroom, huge master wing, large swimming pool, wrap-around porch, and waterside deck. Cute one bedroom guest house, pole building, and whole house generator. Detached two car garage with bonus room above. Located between Easton and St. Michaels.

Listed by Barbara C Watkins of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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1369 Chancellor Point Rd Trappe MD 21673

Trappe, MD1369 Chancellor Point Rd

Price$2,100,000

Est. Mortgage: $/month

MLS Number MDTA137740

  • Single Family
  • LocationType River
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5626

Williamsburg style brick home situated on 15 private acres overlooking the Choptank River with over 700' of rip-rapped shoreline with new 6' wide dock with lift. This impeccable two-story home features pool and poolhouse, hot tub, tennis court, patios and 2 car attached garage plus Morton metal building is perfect for a car enthusiast. Building comes with a hydraulic car lift and 3 phase electric. Outdoor barbeque overlooking the pool and river. The entrance to the property is over a blacktopped driveway lined with oak trees. The first floor features wood floors throughout, formal living room with fireplace, formal dining room, kitchen with island, family room with fireplace, library, office, sunroom and rec room. 2nd floor features balcony overlooking the water, master bedroom suite with fireplace, 2 addtl guest bedrooms plus a guest suite with living room, kitchenette, bedroom & bath. Full basement with kitchen. Propane furnace and generator. A must see!

Listed by Ray R Stevens of Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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7288 Waverly Island Rd Easton MD 21601

Easton, MD7288 Waverly Island Rd

Price$1,999,000

Est. Mortgage: $/month

MLS Number 1003668041

  • Single Family
  • LocationType River
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 3934

Beautiful Renovation on Waverly Island - western exposure to Tred Avon River - Magnificent Sunsets - deep water dock (6' mlw) with 3 slips, 2 lifts, water & electric - shoreline protected - Mature trees and landscaping - Master bedroom suite - three additional bedrooms with in-suite baths - two large decks - lowest maintenance - modern kitchen - Perfect Turnkey Home - full time-part time-any time!

Listed by Jonathan T Ginn of Meredith Fine Properties

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$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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27575 Wakefield Ln Easton MD 21601

Easton, MD27575 Wakefield Ln

Price$1,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA135042

  • Single Family
  • LocationType River
  • Address 27575 Wakefield Ln
  • Bathroom 5
  • Bedrooms 4

This custom crafted traditional home on 5.84+ acres boasts a gourmet kitchen and expansive family room with fireplace, as well as a winterized glassed-in porch. From the foyer entrance you will view a spacious dining room and living room with fireplace all with the finest of luxurious finishes. A magnificent custom-built study that follows offers a wet bar, icemaker, fireplace and custom cabinetry. The main level also offers an ensuite master bedroom, two half baths, a laundry/utility area with pantry and separate propane furnace room. The second level encompasses an enormous master suite with a walkout porch and fireplace accented by a large bath and generous closeting and storage, as well as two additional sizeable bedrooms with bath. A separate guest apartment consists of 1 bedroom with bath, family room, full kitchen and is found over the 4-bay garage with workshop. Heated pool, propane BBQ and many outdoor areas for waterfront entertaining, automatic 22 kW generator, rip rapped shoreline, Bailey-dock with 8,000 lb. boat lift and 4 ft. mlw. This tranquil Dixon Creek waterfront retreat is within minutes of Easton and St. Michaels and the property offers outstanding sights and sounds of nature along with supreme privacy with open waterfront views from every room.

Listed by Faye D Roser of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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27211 Baileys Neck Rd Easton MD 21601

Easton, MD27211 Baileys Neck Rd

Price$1,995,000

Est. Mortgage: $/month

MLS Number 1004273901

  • Single Family
  • LocationType River
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 5382

Waterfront family compound on 5+ ac surrounded by fine estates off Baileys Neck Rd with deep water pier on Snug Harbor. Just under 6000 sf one level main house that includes luxurious master suite with huge water views & direct access screened porch, waterside salt water pool, patios & breezy deck. 2 bedroom guest cottage; Spectacular landscaping. Owner says bring all offers!

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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28480 Granville Ln Trappe MD 21673

Trappe, MD28480 Granville Ln

Price$1,995,000

Est. Mortgage: $/month

MLS Number MDTA136486

  • Single Family
  • LocationType Creek/Stream
  • Address 28480 Granville Ln
  • Bathroom 6
  • Bedrooms 5

Nantucket-Shingled Waterfront. This Eastern Shore Cape offers everything on your checklist; Large Main residence with hardwood flooring, 5 Bedrooms, (2 Master Suites) 5.5 Baths, open living room with vaulted ceiling and plenty of natural light; large gourmet kitchen with high end everything; private guest area, a waterside sun porch large, brick patio with grilling area. Exterior features include natural shingles, standing seam metal roof, beautiful landscaping with mature trees/plantings, up-lighting, paved driveway with circular entrance, 3 car attached garage, detached shed, in-ground gunite pool with automatic cover, brick surround, pergola, pool/guest house with HVAC, bar area and separate bath; pier with 4~+/- MLW, high elevation, western exposure, 2 lifts. 4.86+/- acres.

Listed by Brian K Gearhart of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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27465 Southside Island Creek Rd Trappe MD 21673

MLS Number 1003265427

  • Single Family
  • LocationType River
  • Bathroom 9
  • Bedrooms 10
  • Square Feet 7898

Beauvoir is an historically significant waterfront estate beautifully situated on 6+ acres on the north bank of La Trappe Creek with 1,489+/- of shoreline. Classic long tree-lined driveway, stunning broad water views and southern exposure. Elegantly casual period home with 2 wings and a separate guest house, ensuring entertaining space or privacy for all. The ultimate in Eastern Shore living!

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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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Doncaster Rd Easton MD 21601

Easton, MDDoncaster Rd

Price$1,875,000

Est. Mortgage: $/month

MLS Number MDTA137826

  • Single Family
  • Address Doncaster Rd
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 4750

"Shipshead" One of the finest points of land on the Miles River: high ground, very deep water, park-like grounds with mature trees, superior river views with sunsets over the river, and over 1000 feet of shoreline. TWO WATERFRONT PARCELS: 5+ acres with all the buildings, plus 3+ acre riverfront lot with 300 ft of shoreline. County sewer scheduled to come through this summer. Handsome architect designed manor house featuring three story staircase, high ceilings, fine mill work, and beautifully proportioned rooms. Only two owners since construction. Located between Easton and St. Michaels. Priced more than half a million dollars below assessment.

Listed by Robert G Shannahan of Shoreline Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.24% last updated on May 21, 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.

Save FavoriteSchedule TourAsk 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 May 26, 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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