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Talbot County Real Estate

View Talbot County real estate listings 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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Search by Town:Anchorage | Aveley | Bellevue | Bozman | Claiborne | Cordova | Easton| Matthews | McDaniel| Neavitt | Newcomb | Oxford | Queen Anne | Royal Oak | St. Michaels| Tilghman | Trappe | Unionville | Wittman | Woodland | Wye Mills

27189 Island Creek Rd Trappe MD 21673

Trappe, MD27189 Island Creek Rd

Price$19,950,000

Est. Mortgage: $/month

MLS Number MDTA2003356

  • Single Family
  • Subdivision None Available
  • Bathroom 8
  • Bedrooms 4
  • Square Feet 14137

Cecilia's Point - First-time offered...Spectacular...Nothing like it! 4 BR/4 BA/4 HB main house, 5BR/5BA guest house, detached garage with 2 BR/2 BA guest apartment, exquisite finishes and craftsmanship throughout, elevator, heated, saltwater pool, spa, cabana with bath, pickle ball courts, fairway with putting green, bocce ball court, broad westerly views of Choptank River, sandy beach, riprapped shoreline, deep water dock, 2 boatlifts, 4 jet ski lifts, tidal pond, kayak launch, fire pit, built-in grills with direct propane, hardwired internet, raised bed gardens, fountains, balconies, porches, paved driveway, brick and slate walkways and parking pad, mature trees, garage space for 10 cars, 2-bay pole barn. Conveniently located near country club, Downtown Easton, shops, restaurants, healthcare, and jet airport.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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$15,000,000

Est. Mortgage: $/month

MLS Number MDTA2002950

  • Single Family
  • Address 7751 Rollyston Dr
  • Subdivision None Available
  • Square Feet 20912
  • Bathroom 13

2 parcels totaling 91 acres on the Miles River. 4-level, 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. Property is priced at $15,000,000 unfurnished. Some furnishings could be included at a price to be determined prior to closing. Or, property can be bought furnished for $16,000,000 with the exception of artwork, personal items, and certain pieces of furniture, etc. that will not convey. Such items will be disclosed to the Buyer within 10 days of a satisfactory contract.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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, custom architectural elements, and an elevator. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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
  • Address 2924 Ocean Gtwy
  • Subdivision None Available
  • Year Built 1880
  • Bathroom 7

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, a caretaker's house, housekeeper's house, numerous storage and outbuildings, eight waterfowl impoundments, a pier, shoreline revetment, and a living shoreline provide for a 'turn-key' farm on Maryland's Eastern Shore. The listing includes five parcels.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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 670
  • Square Feet 9833
  • Bathroom 7

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, a caretaker's house, housekeeper's house, numerous storage and outbuildings, eight waterfowl impoundments, a pier, shoreline revetment, and a living shoreline provide for a 'turn-key' farm on Maryland's Eastern Shore. The listing includes 5 parcels that total appx 670 acres.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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
  • Bathroom 13

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 5' of water at mean low tide controlling depth. 7' of water at the dock. 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: 4.99% last updated on Aug 4, 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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21651 Lowes Wharf Rd Sherwood MD 21665

Sherwood, MD21651 Lowes Wharf Rd

Price$6,200,000

Est. Mortgage: $/month

MLS Number MDTA2003488

  • Single Family
  • LocationType Bayfront
  • Address 21651 Lowes Wharf Rd
  • Subdivision None Available
  • Square Feet 8274

SITTING BY THE DOCK OF THE BAY! Have you ever dreamed of living (and working) with the sand running between your toes while enjoying long broad views over a glistening span of deep blue water and gorgeous sunsets? A County causeway connects you to your private hideaway with unlimited possibilities. The residence features 6 bedrooms, along with 10 private suites to allow room for all your guests, or corporate retreat? Large storage shed, your own private marina, let your imagination run wild! Only Key West might try and compete with the sunset views! Presently operated as a profitable business, marina, motel, restaurant.

Listed by Rondy J Alstrom of Tilghman Island Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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Oxford Rd Easton MD 21601

Easton, MDOxford Rd

Price$5,900,000

Est. Mortgage: $/month

MLS Number MDTA2002278

  • Land
  • Acreage 197.67
  • Zoning R10A

198 Acres off the Oxford Road within Town Limits, Zoned R10A, this property has an impressive stand of mature hardwood and pine with approximately 40 acres of farmland. It is contiguous with Cooke's Hope and the proposed Poplar Hill Farm development. Minutes to downtown Easton, the property represents a unique opportunity for unimproved land within Easton.

Listed by Coard A Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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4190 Evergreen Rd Oxford MD 21654

Oxford, MD4190 Evergreen Rd

Price$5,250,000

Est. Mortgage: $/month

MLS Number MDTA2003456

  • Single Family
  • Address 4190 Evergreen Rd
  • Subdivision Oxford Road
  • Bathroom 5
  • Bedrooms 6

Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (most rip-rapped) bordering the Choptank River and Island Creek, and a large tidal pond which offers incredible views and is an extraordinary habitat for wildlife. Spectacular sunrises and sunsets can be seen from this property, which is one of the few remaining large parcels offering complete privacy yet just minutes to Oxford. The meandering lane leads through the fields and up to the gorgeous point with panoramic vistas. The 6BR/5BA house was built in 1962, remodeled in the mid 1980's, and boasts amazing water views from nearly every room. In addition, there are 2 living areas and wonderful 1st and 2nd floor waterside screened-in porches. Adjacent is the large gunite pool and the protected pier is located in the cove and offers 3.5'MLW. Preliminary work from Lane Engineering indicates potential development rights, and soil testing in 2019 showed acceptable percs though no further site work has been completed. 80 acres are currently being farmed (and have been for decades) and hunting rights have been given to the same hunters for many years. No formal written leases are in place. The house is currently being rented on a short-term basis for a few weeks this summer so please contact the listing agent for showing dates, more information and also property exclusions. The pier and barns are being sold in as-is condition. A right-of-way is in place for the property located at #4184 Evergreen. This is a very unique and rare opportunity to own an outstanding property on the Eastern Shore!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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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4190 Evergreen Rd Oxford MD 21654

Oxford, MD4190 Evergreen Rd

Price$5,250,000

Est. Mortgage: $/month

MLS Number MDTA2003280

  • Land
  • Subdivision Oxford Road
  • Acreage 121.01
  • Square Feet 3696
  • Bathroom 5

Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (most rip-rapped) bordering the Choptank River and Island Creek, and a large tidal pond which offers incredible views and is an extraordinary habitat for wildlife. Spectacular sunrises and sunsets can be seen from this property, which is one of the few remaining large parcels offering complete privacy yet just minutes to Oxford. The meandering lane leads through the fields and up to the gorgeous point with panoramic vistas. The 6BR/5BA house was built in 1962, remodeled in the mid 1980's, and boasts amazing water views from nearly every room. In addition, there are 2 living areas and wonderful 1st and 2nd floor waterside screened-in porches. Adjacent is the large gunite pool and the protected pier is located in the cove and offers 3.5'MLW. Preliminary work from Lane Engineering indicates potential development rights, and soil testing in 2019 showed acceptable percs though no further site work has been completed. 80 acres are currently being farmed (and have been for decades) and hunting rights have been given to the same hunters for many years. No formal written leases are in place. The house is currently being rented on a short-term basis for a few weeks this summer so please contact the listing agent for showing dates, more information and also property exclusions. The pier and barns are being sold in as-is condition. A right-of-way is in place for the property located at #4184 Evergreen. This is a very unique and rare opportunity to own an outstanding property on the Eastern Shore!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

26020 Marengo Rd Easton MD 21601

Easton, MD26020 Marengo Rd

Price$4,995,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2003518

  • Single Family
  • LocationType Rural
  • Address 26020 Marengo Rd
  • Subdivision Easton
  • Bathroom 5

"Knightly" is a stunning historic waterfront estate on 81 acres and includes gorgeous formal gardens, tillable acreage, fenced pastures, a horse stable, and several outbuildings, including a caretaker cottage and farm office. The Federal-style, two-story, brick residence boasts high ceilings, generously sized rooms, and 7 fireplaces. Major improvements throughout the house have been made with modern amenities and features to protect and preserve the structure, and substantial updates on the grounds include rebuilding the pool, gardens, irrigation system, additional storage, and barn structures. The property has 1,200 feet of shoreline along Leeds Creek (off the Miles River), two ponds, and includes a dock with 6 feet of water at low tide. The entire property is in pristine shape and located just minutes from Easton.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

10205 Kintore Easton MD 21601

Easton, MD10205 Kintore

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA2000049

  • Single Family
  • Subdivision Kintore Lake
  • Address 10205 Kintore
  • Square Feet 10302
  • Year Built 2000

This offering is a once in a lifetime opportunity! The 8,000 square foot (160,000 cubic feet volume) contemporary masterpiece is a magnificent collaboration between a prominent structural engineer, whose works include the world's tallest building Partronas Towers in Malaysia and a renowned New York architect, whose works include Filene Center at Wolf Trap Farm Park, in McLean Virginia and Mann Music Center in Fairmont Park, Philadelphia. The 18 acre parcel is comprised of 2 separately deeded waterfront lots, each with their own septic, well and dock. The main house with 300 windows, bi-level in-ground pool and spa sit majestically on the 8.5 lot with 8 feet MLW water depth at the dock. The second 8.5 acre lot hosts the 2 story barn styled after the main house. It includes 3 parking spaces with operable doors, three stalls, a wash stall, and a feed stall. On the second floor is a 2 bedroom, 1 bath apartment. In addition to the barn, there is a large paddock with two separate areas separated by a fence and a turnout shed that can be entered from either side of the paddock. This lot has 4 feet MLW at the end of the dock.

Listed by Robert D Lacaze of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.99% last updated on Aug 4, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 August 10, 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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