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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 properties, 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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8831 Quailsar Rd Easton MD 21601

Easton, MD8831 Quailsar Rd

Price$4,200,000

Est. Mortgage: $/month

MLS Number MDTA139262

  • Single Family
  • Address 8831 Quailsar Rd
  • Bathroom 6
  • Bedrooms 8
  • Square Feet 8107

RINASCERE Glebe Creek Waterfront has it all! Spacious Brick home with 8 Bedrooms and 4.5 Baths on 3 levels. 12.7 Acres with gated entry, totally fenced in with mature trees. Gourmet Kitchen with custom painted mural, wrought iron custom-made pot rack, Exotic-grade Brazilian Quartzite countertops, 2 G.E. Monogram refrigerators, 2 Wolf microwaves, 2 Wolf ovens, 2 Wolf warming drawers, 1 Wolf built-in vacuum sealer, Wolf 6 -burner oven with French cooktop, 2 cooper farmhouse sinks both with garbage disposals and G.E. Monogram dishwasher. 5-Gas controlled fireplaces. Elevator with custom painted 3 story mural by Jack Schroeder (renown Smithsonian Illustrator and Duck Stamp winner), random width heart pine hardwood floors throughout, 1st Floor indoor/outdoor sound system. 1300' bulk-head shoreline, brick patio, brick paths throughout property, lighted tennis court with basketball court, 75 yard, Par 3 artificial green with sand trap, 2 Vicenza stone gazebos, 3 cast iron gazebos, Football/Lacrosse field, Wisteria-covered bridge over 2 acre pond with fountains, large screened-in gazebo with ceiling fans/lights/water and electric. 120' x 6' lighted dock with electric & hot /cold water w/2 10,000 lb electric boat lifts, 2 electric Jet ski lifts, floating dock and 2 Jet ski floating docks. 50'x20' propane heated pool with automatic cover, diving board with lights, 40' x 60' playground w/playhouse, Large raised bed colonial vegetable garden with irrigation and 2 tool sheds, Custom built Cedar pavilion with ceiling fans/lights/electric, 9 outbuildings, 3-car garage w/automatic doors attached to a heated/air conditioned wine room. The list goes on and on!

Listed by Clifford E Meredith of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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7950 Bloomfield Rd Easton MD 21601

Easton, MD7950 Bloomfield Rd

Price$3,880,000

Est. Mortgage: $/month

MLS Number MDTA139330

  • Single Family
  • Address 7950 Bloomfield Rd
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 5756

“Gratitude” is the quintessential Eastern Shore retreat conveniently located between Easton and St. Michaels on 3.76 acres on Shipshead Creek off the Tred Avon River. The main house features 4 levels, 5 bedrooms, 4.5 baths, 6 wood-burning fireplaces, a main level bedroom, a gourmet kitchen with Viking appliances, granite countertops, and breakfast bar, a separate dining room, a master suite with luxurious bathroom and custom-built walk-in closet, multiple sitting rooms, and a wine cellar with tasting room and dumbwaiter. The layout is great for entertaining. Outside there is a 1 bedroom/1 bath guest house with living room and wet bar, slate and brick walkways, an English garden, room for a pool, a 3-car detached garage, and a dock with a boathouse and approximately 4-5' MLW. Just minutes from restaurants, shopping, healthcare, and private jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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6398 Hopkins Neck Rd Easton MD 21601

Easton, MD6398 Hopkins Neck Rd

Price$3,750,000

Est. Mortgage: $/month

MLS Number MDTA2000064

  • Single Family
  • LocationType River
  • Address 6398 Hopkins Neck Rd
  • Bathroom 8
  • Bedrooms 5

"Casual Elegance" best describes this classic Talbot County waterfront estate. Conveniently located within 10 minutes of either St. Michaels or Easton by car, or hop in your boat and take a short, scenic cruise to Oxford, just 3.5 miles downstream from the private, deep water dock (158' x 6' dock w/boat lift and multiple slips will accommodate yachts with up to a 6' draft). The high quality brick house is well-designed, with bright, spacious rooms, 10' ceilings, wide antique pine floors (beautiful floors!), 3 fireplaces...this is a great house for large family gatherings. All of the downstairs rooms, including the primary suite, provide access to the wonderful 72' long blue stone-floored waterside porch. The primary suite includes a private study w/fireplace, huge walk-in closet and a luxurious bathroom, which was just tastefully remodeled last month! Relaxing on the porch in the evening, the sunset views across Plaindealing Creek are exceptional! The second floor features a spacious family room, 4 guest bedrooms and 4 full baths. The third floor features a full bath and a big play room/sleeping quarters for children (or, you might want to consider the third floor to be a large, climate-controlled, finished attic). Separate 1-bedroom guest cottage w/brick floored kitchen/family room with wood burning fireplace. Waterside pool & pool house. Beautiful lawn for outdoor sports and more (there have been 2 large family weddings on this classic, "Eastern Shore Estate")! Attention boaters: This location, with a private, deep-water dock and boat lift on Plaindealing Creek (a scenic Tred Avon River tributary) is ideal for boating, fishing and crabbing. Its a great location for kayaking, sailing or power boating...boats of all sizes up to 60+ ft. in length. Oxford is just a short, scenic cruise away by boat and the open waters of the Choptank River are just 4 miles downstream. Keep sailing SW and before you know it, you will be out on the Chesapeake Bay! From there, sail north to Tilghman Island, St. Michaels or Annapolis or head south toward the Atlantic Ocean!

Listed by Thomas M Crouch of Benson & Mangold, LLC

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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24724 New Post Rd Saint Michaels MD 21663

Saint Michaels, MD24724 New Post Rd

Price$3,495,000

Est. Mortgage: $/month

MLS Number MDTA140354

  • Single Family
  • Address 24724 New Post Rd
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 8833

Welcome to St. Michaels! This spectacular site on the Miles River has 180 degree unobstructed water views. This French country style house maximizes water views with a rear elevation full of doors and windows from all of the main rooms. Enjoy the waterside terraces at the main and upper floors as you relax and watch the promenade of sailboats during the summer season and the migratory birds in the fall. Spend weekends exploring the river from your pier with its 4 ft MLW. Pick your spot on the river to watch the St. Michaels July 4th Fireworks with your boating party. All this in a small neighborhood of double cul-de-sacs with the The Links at Perry Cabin golf course and the attractions of St. Michaels nearby. The house was solidly built of extra heavy steel and wood framing finished in stucco above the exposed foundation wall of stone veneer with a decorative water table, rounded copper covered dormers for a low maintenance facade. The house is L shaped with the side wing containing the three-car garage with its doors facing away from the street. The motor court's surface of cobbled stone pavers leads up to bluestone steps at the front entrance with a porch framing the view of the stunning dual Art Nouveau styled mahogany doors with inlaid vertical panels below round glazed panels. The front doors open onto a vista through the spacious two-level foyer and living room to the water views. Each level of the foyer is detailed with inlaid hardwood floors and coffered ceilings uplit to feature their copper faux finish. The cross vista from the upper entry ends at the sumptuous master suite and the open plan kitchen - breakfast area - family room at the other end. The kitchen has all the features prized by gourmet cooks-beautiful cabinetry, granite countertops, large island with a Gaggenau range across from the upper counter for bar stools and water views from both the island and kitchen sink at the side wall. The corner two-story family room has a fireplace at one interior corner freeing up the two exterior walls for diagonal water views from its walls of windows and doors. Rear tall transoms of the two story space provide additional sunlight. The side exterior French door leads to an elevated lawn area with a perimeter wall of stone that could be excavated for a pool or large hot tub and the exterior door that faces the pool has a full bath/changing space. One-third of the main floor plan contains the sumptuous master suite with the waterside bedroom, fireplace, his and her baths, including a jacuzzi tub and steam shower and two walk-in closets. The other bedrooms are located on the second floor and at the top of the stairs is a library-TV area. Between two bedrooms is a cozy space that could be a sitting area with its French door to a terrace. The corner third bedroom is opposite a space that is currently outfitted as a home gym. At the opposite corner is another open plan space that would be a great playroom. The upper level of the garage wing was originally designed as a bedroom-living suite with its own stairs down to its own exterior door. Two additional bedrooms could be added in these spaces with ease as well as an elevator. Unbelievable water views, low maintenance exteriors, high ceilings and unique details-a must see!

Listed by Fred I Rider III of TTR Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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24842 Deepwater Point Dr Saint Michaels MD 21663
Pending

MLS Number MDTA2000070

  • Single Family
  • LocationType Bayfront
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3876

Beautiful water front property with expansive yard, pool, private beach, and a boat dock. Stunning interior with an expansive kitchen that opens up into the large family room and back deck. Spacious bedrooms with water views are unlike anything you've seen!

Listed by Conor Sullivan of KW Metro Center

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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24718 Beverly Rd Saint Michaels MD 21663

Saint Michaels, MD24718 Beverly Rd

Price$3,000,000

Est. Mortgage: $/month

Open House

MLS Number MDTA2000282

  • Single Family
  • Next Open House: Sun 07/25 2:00 pm. to 4:00 pm.
  • Address 24718 Beverly Rd
  • Bathroom 5
  • Bedrooms 4

Wonderful waterfront estate in prime location between Easton and St. Michaels on 51.5 acres. Property offers complete privacy and extends from Pea Neck Rd to Folly's Cove Rd. Roughly 35 acres are currently tilled and the remaining are in pasture and around the house. Beautiful entrance with circular drive leads you to the French/federal style brick home whose interior boasts 4 BR/4.5 BA. Great views of Folly's Cove and the property can be seen from all rooms including the renovated kitchen and comfortable family room. The master bedroom with it's high ceilings, sumptuous bath, and large deck were added by the current owners and has it's own private stairs. A gorgeous brick breezeway with pretty formal garden connects the 3 car garage with full 2 BR guest apartment above. Multiple rooms attached to the garage include large workshop, office space, possible art studio, and more. The protected pier has been re-decked with new stringers in 2021 and has an electric lift and 3'MLW. The shoreline is rip-rapped and the cove offers sanctuary to many species of wildlife. In addition there are 2 large ponds which make this a hunter's/wildlife enthusiast's paradise. The large Morton barn includes 5 stalls, feed room, wash stall, tack room, and large hay loft. 5 fenced pastures (1 with a turn out shed) are conveniently accessible. Adjacent are 2 sheds offering equipment storage plus a large greenhouse. There is also room for a waterside pool. No further sub-division of parcel is possible.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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7238 Drum Point Rd Saint Michaels MD 21663

Saint Michaels, MD7238 Drum Point Rd

Price$2,995,000

Est. Mortgage: $/month

MLS Number MDTA141422

  • Single Family
  • Address 7238 Drum Point Rd
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5895

THMLASLDKJFALSKJDF;LAKJSD;FLKJASMatterport 3D Walkthrough Far Horizons is where the very best of privacy, location, views, and convenience all come together in this amazing, and architecturally significant St Michaels estate. Enjoy massive southwestern floor to ceiling views from this meticulously renovated Broad Creek estate. Designed by pioneering DC architect Chloethiel Woodard Smith, this one-of-a-kind, one-level home showcases unparalleled mid-century modern charm with rich wood tones and colorful accents that complement the breathtaking views from every room. Be amazed by the view from multiple terraces, both the kitchen and bedroom courtyard and large garden to be enjoyed from the bedroom and family room. Enjoy energy efficient, multi-zoned geo-thermal HVAC in the main house. Well-planned professionally landscaped grounds with colorful flowers and plantings at every turn on the 8.85 park-like acres with 550' +/- rip-rapped shoreline, private pier with 10,000 lb boat lift, 2 jet ski lifts and kayak lift. Fabulous modern pool with proper pool house built in 2011 with full kitchen, bath, outdoor shower. All located just two miles from historic downtown St. Michaels and less than ten miles from historic downtown Easton.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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27582 Wakefield Ln Easton MD 21601

Easton, MD27582 Wakefield Ln

Price$2,895,000

Est. Mortgage: $/month

MLS Number MDTA139468

  • Single Family
  • LocationType Creek/Stream
  • Address 27582 Wakefield Ln
  • Bathroom 6
  • Bedrooms 5

"Wakefield Farm", a unique almost 80-acre waterfront property centrally located just minutes to Easton & St. Michaels. The property itself is a rare opportunity for any discerning buyer, with over 750' of water frontage on Dixon Creek feeding into the Tred Avon. This exceptional lodge-style home has been meticulously updated throughout and it is ideal for informal living or large gatherings. The main residence is highlighted by the great room with soaring ceilings and 2 large bay doors that open and are ideal for entertaining. Additional features include a gourmet kitchen with butler's pantry, adjoining family room w/ fireplace, grand family room on second level with full bar, den, a large master bedroom with ensuite bathroom & walk-in closet with custom built-ins, and 5 additional bedrooms & bathrooms. This stunning property is an ideal retreat offering endless possibilities; including large inground pool with brick patio, hunting, freshwater fishing in private freshwater pond, two large farm fields that can be converted for sporting activities, and large private dock with multiple slips for power boats, jet skis, kayaks, fishing, etc. A paved and lighted trail meanders from the residence, to the waterfront, and throughout the property; perfect for walks, runs, or biking. The entire property recently has the amperage increased to 800 amps, allowing for additional structures. This exceptional offering is completed by a 3-bay outbuilding and an oversized detached garage measuring 50' x 100' ideal for cars, boats, and storage. Truly a must see.

Listed by Thomas A Keane and Marc Bertinelli of Washington Fine Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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5782 Widgeon Point Ln Oxford MD 21654

Oxford, MD5782 Widgeon Point Ln

Price$2,795,000

Est. Mortgage: $/month

MLS Number 1000048661

  • Land
  • Subdivision Oxford
  • Acreage 78.11
  • Zoning A

Idyllic waterfront hunting/fishing estate. 78+ acres. Canada geese, ducks, deer, wild turkey, striped bass, crabs. Access along one-mile private, paved drive. Mixed woodland, shoreline, meadow and two fresh water ponds. Perfect for main waterfront house and/or barn with apartment. 3+ miles horse trails. Septic approved. Deep well drilled 100,000 yr. old pure Appalachian water. Surrounded by 2000 acres Nature Conservancy, Regulated Shooting Area and CRP private hunting lands. 45 minutes from Annapolis on Maryland s Eastern Shore.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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6243 Boston Cliff Rd Easton MD 21601

Easton, MD6243 Boston Cliff Rd

Price$2,795,000

Est. Mortgage: $/month

MLS Number MDTA136806

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

PLEASE VIEW AERIAL AND INTERIOR TOURS BY CLICKING THE MOVIE CAMERA ICON "VIRTUAL TOURS". "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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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8840 Dawson Rd Saint Michaels MD 21663

Saint Michaels, MD8840 Dawson Rd

Price$2,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2000060

  • Land
  • Acreage 30.37
  • Zoning R

One of a kind beautiful waterfront site comprised of 2 recorded lots. One, 30+/- acre waterfront lot with approximately 1370 feet of shoreline on Broad Creek with 4 feet MLW. Approved for 9 bedroom septic system. The second lot is an 18.4 +/- inland lot with 7.4 acres of remaining land currently farmed. Excellent land and water locations.

Listed by Robert D Lacaze and Holly K Anderson of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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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24580 New Post Rd Saint Michaels MD 21663

Saint Michaels, MD24580 New Post Rd

Price$2,495,000

Est. Mortgage: $/month

MLS Number MDTA141302

  • Single Family
  • Address 24580 New Post Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4956

Matterport 3D Walkthrough Aerial Video First time offered! Enjoy panoramic views over the Miles River to Eastern Bay and beyond in the custom built retreat in the sought after community of Chance Hope Farm. Located just two miles from downtown St Michaels, a quick boat ride to the St Michaels marina for dinner, a short bike ride to town for ice cream and a stone's throw from the Links at Perry Cabin. This lovingly cared for and well-appointed home with 4 bedrooms and 3.5 baths has the room you need for entertaining and hosting friends and family for memory making long weekends and vacations. First floor primary suite is complete with walk-in closet and luxurious bath with water views. Hardwood floors throughout, cathedral and vaulted ceilings, built-ins, and Palladian and bay windows providing abundant natural light and broad water views. The grounds are complete with covered front porch, professional landscaping, waterside patio and pier with boat lift. Approximately 264' of rip rapped shoreline and 3+ feet of MLW. Some furniture and furnishings available.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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 2021 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 July 24, 2021. 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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