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Talbot County Luxury Homes

Find all luxury homes for sale in Talbot County, Maryland including Easton, Oxford, Saint Michaels, and other towns. The properties shown below are priced at $1M and higher. You may also be interested in viewing all Eastern Shore luxury homes.

Talbot County Luxury Real Estate for Sale

If you have any questions or would like to schedule a private viewing, contact Chuck Mangold. Let's find your dream home in Maryland! 

28670 Jennings Rd Easton MD 21601

Easton, MD28670 Jennings Rd

Price$1,649,000

Est. Mortgage: $/month

MLS Number MDTA137720

  • Single Family
  • Address 28670 Jennings Rd
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 5323

Incredible opportunity to own 57+ acres in highly desirable area. The colonial farmhouse (built in 2012) consisting of a 4500+/- sq ft house with 5 brs/4.5 bas, 1st flr mstr, lg kitchen w/island, commercial grade appliances, screened porch, extensive hardscaping, in-ground pool, geo-thermal heat . Improved with a 50~ x 70~ barn with finished game room. Fantastic hunting opportunities!

Listed by Brian K Gearhart of Benson & Mangold, LLC

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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8038 Leehaven Rd Easton MD 21601

Easton, MD8038 Leehaven Rd

Price$1,195,000

Est. Mortgage: $/month

MLS Number MDTA139392

  • Single Family
  • Address 8038 Leehaven Rd
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2224

"SEVENTH HAVEN" private and secluded 3.7 acre estate near the end of Lee Haven Road. Pier with 4 ft MLW. Western exposure with beautiful sunsets over the water. Mammoth oak trees. Shingle style "cottage" reminiscent of Long Island, Maine, and Cape Cod. Renovated 2007-2011 with new drywall, insulation, HVAC, plumbing, electrical wiring, and replacement of exterior cedar shingles. Great Room concept with LR, DR and FR all open to each other, ending in battery of windows overlooking the creek. Many windows have been replaced with thermopanes. Kitchen and breakfast area have Brazillian cherry flooring and Silestone countertops. . Original pine flooring under carpet in bedrooms. 9' x 30' open porch on second story, with ceiling fan. High speed internet from Easton Cable ($60/mo.) 35,000 GIG. Much of Lee Haven Farm is in conservation trust ensuring perpetual farm views on approach. Close to Easton, convenient to St. Michaels.

Listed by Robert G Shannahan of Shoreline Realty

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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24848 Deepwater Point Dr Saint Michaels MD 21663

MLS Number MDTA139294

  • Single Family
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5406
  • Year Built 1985

Extraordinary panoramic views of the Miles River come with this Nantucket Cottage sited on 1.48 +/- acres. With over 400 feet of protected shoreline, with 8ft of MLW and an 8ft wide pier, 600 square foot viewing platform and 15,000 pound boat lift with remote. Enjoy the parade of boats on their way to St. Michaels Harbour, the Chesapeake Bay Maritime Museum, and the Miles River Yacht Club. Unobstructed view without trees or vegetation. Enter La Peniche to a warm open floor plan with stunning views from most rooms. Many renovations from 2008 until now. Low maintenance siding and Azek trim, gutter with leaf guards, remediated crawl space with drains, dry wells, and flood vents. Roof replace in 2019 with architectural shingles carrying a silver plate 50 year warranty with remaining transferable. ADT alarm system, whole house smart panel for dish TV, data, and telephone. 3 zones of heating and cooling, with heated floors throughout. 2 car garage plus work shop. With 720 square feet of heated and cooled space above with enclosed staircase, offering a myriad of uses. Located in the private community of Martingham, just 2 miles from historic St. Michaels. With a newly renovated 18 hole golf course designed by Pete Dye located within its bountaries. A truly a unique property with too may appointments and details to list. A MUST SEE!!!

Listed by Mary J Baker of Benson & Mangold, LLC

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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27283 Baileys Neck Rd Easton MD 21601

Easton, MD27283 Baileys Neck Rd

Price$1,285,000

Est. Mortgage: $/month

MLS Number MDTA139370

  • Single Family
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 2133
  • Year Built 1959

MID CENTURY MODERN! One-level living with deep water and beautiful views in prime location between Easton and Oxford just off Trippe Creek. Recent updates and remodel include a spacious new kitchen in 2017 with cork floors, new appliances and quartz counters, a fabulous screened porch with a vaulted tongue and groove wood ceiling, and two renovated bathrooms. Large great room with a wood stove, incredible views and a waterside deck. Detached 2 car garage with separate workshop. Living shoreline installed in 2019 with small sandy beach. Impressive courtyard and garden restoration with extensive hardscape and large wildlife pond all on 3.65+/- beautifully landscaped acres. Encapsulated crawlspace. Dual fuel heat pump installed in 2015. Architect designed in 1959. Close to the Talbot Country Club. DO NOT ENTER DRIVEWAY WITHOUT AN APPOINTMENT.

Listed by Barbara C Watkins of Benson & Mangold, LLC

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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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

Sensational waterfront estate on 3.76 acres on Shipshead Creek off of the Tred Avon River. This quintessential Eastern Shore retreat known as Gratitude is the perfect place to escape the hustle and bustle of the city. Gratitude is a painted white brick beauty with 5 bedrooms, 4.5 baths and 6 wood burning fireplaces. An entertainers dream. Gourmet kitchen is outfitted with custom cabinetry, stainless steel Viking appliances, granite countertops, extensive recessed lighting, and breakfast bar with a spectacular view of the water. There are 3 bedrooms on the second floor with a Master suite that is equipped with luxurious custom closets, marble waterfall-style shower, sweeping waterfront views and a balcony overlooking the English garden. Escape to the romantic underground wine cellar, which is equipped with a tasting room and dumbwaiter that carries your favorite wine to the dining room. Enjoy fishing, crabbing and watching the sunset from your private pier and dock your boat in the one-of-a-kind two-level boathouse. Depth is approximately 4-5, MLW. You'll be delighted to have the guest house known as The Retreat, when friends and family come to town. Steps away from a 3 car detached garage with massive storage capacity for golf carts, bikes, and trailers. Spectacular backyard landscaping dotted with hand-hewn river rocks, includes hydrangeas, azaleas and herbs. Ample yard space for entertaining, gardening, sporting activities and room for dogs. Current owners hosted a 150+ person wedding on the property. Easy drive to restaurants, entertainment, boutique fitness studios and shopping in downtown St. Michaels, Oxford and Easton. Just minutes from Private Jet service.

Listed by Clifford E Meredith of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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

Pending

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. 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: 2.9% last updated on Sep 24, 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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26254 Saint Michaels Rd Easton MD 21601

Easton, MD26254 Saint Michaels Rd

Price$1,349,000

Est. Mortgage: $/month

Open House

MLS Number MDTA139374

  • Single Family
  • Next Open House: Sat 10/3 11:00 am. to 3:00 pm.
  • LocationType River
  • Bathroom 3
  • Bedrooms 4

Unique opportunity to acquire a totally renovated home and adjacent waterfront lot. Fantastic sunset views with a new dock with 2 deepwater slips. Residence offers 2 geothermal heat pumps, 3000 Sq. Ft. of quality construction and a detached 3 car garage. New kitchen by Warren's Woodworks, extremely well insulated , Shannahan well, all new Thompson Creek windows, tile entrance foyer and dining area, Wolf convection oven and microwave, and propane gas stove, Granite kitchen Island, 4 bedrooms with 3 ensuite baths, vinyl plank floors, two 40 gallon H/W heaters, security system. Most importantly this home offers fantastic sunsets and a constant boat parade! Priced attractively so don't delay there are very few properties that rival this.

Listed by William E Wieland of Benson & Mangold, LLC

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$
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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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6513 Diamond Hall Rd Easton MD 21601

Easton, MD6513 Diamond Hall Rd

Price$1,395,000

Est. Mortgage: $/month

MLS Number MDTA138884

  • Single Family
  • Address 6513 Diamond Hall Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3456

2.38 acres of private, well landscaped land on the Tred Avon River in Hopkins Neck area. Four bedroom brick colonial with sunroom, waterview kitchen with granite, gas cooking and breakfast island. Master bedroom has balcony access to Tred Avon water views. Three car attached presently used as a workshop and two car detached with walk up and half bath. 4.5MLW at Bailey pier with boat lift, water and electricity. Space for waterside swimming pool. Listing agent must be present

Listed by Kurt Petzold of Chesapeake Bay Properties

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$
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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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27170 Enniskillen, Baileys Neck Easton MD 21601

MLS Number MDTA139268

  • Single Family
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1893
  • Year Built 1995

3.8 acre waterfront property on tred avon river located between easton and oxford. property has a panoramic and sunset view of water from home. lot offers 100 foot building setback line from water and large building area with approved sewage reserve area, sideline setback is 25 feet. plenty of room for deep water dock and marsh point offers an excellent blind site for waterfowl hunting. existing home and building site are outside of flood zone, due to high elevation and well drained soils, requiring no flood insurance.farm lane is shared and road maintenance is shared equally between property owners. house is currently rented requiring 24 hour notice for showings.

Listed by Herschell B Claggett Jr. of Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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105 Jefferson St Oxford MD 21654

Oxford, MD105 Jefferson St

Price$1,295,000

Est. Mortgage: $/month

MLS Number MDTA139328

  • Single Family
  • Address 105 Jefferson St
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5076

Spectacular 4-bedroom home plus a large bonus room with half bath over the 2-car garage. Primary suite accessed by curving stairway or private elevator with sitting area, huge bathroom, closets and even it's own kitchen. South Wing has second primary suite plus two additional bedrooms. Three living rooms and formal dining room in addition to family room attached to gourmet kitchen. Large gunite pool surrounded by decks and electric awnings. Brick driveway. All this on one of the quietest streets in Oxford yet close to the center of town with park, general store and less than a block from marinas and other water access. Adjoining 6800 sq. ft. lot also available. Please view the virtual tour at: https://thru-the-lens-ivuf.view.property/1681612?idx=1

Listed by Henry S Hale of Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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24610 New Post Rd Saint Michaels MD 21663

Saint Michaels, MD24610 New Post Rd

Price$3,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA138520

  • Single Family
  • LocationType River
  • Address 24610 New Post Rd
  • Bathroom 6
  • Bedrooms 5

If you are seeking a waterfront retreat look no further than this 2+ acre property with protected shoreline and over 270 degrees of water views unobstructed by trees or vegetation. Sited less than a half mile from the heart of St. Michaels, a meandering drive through a broad expanse of lawn and mature willow trees leads to the 5 bedroom, 4 full bath, 2 half bath Mediterranean styled villa constructed of stacked stone, stucco and white trim. Stone steps lead up to the two-story entrance with an arched transom over the double wood doors. Once inside, the main floor's open plan living-dining-kitchen areas with twelve foot high ceilings and tall windows with transoms provide panoramic water views from all main rooms and creates an easy flow for family living. The service areas of butler's pantry, laundry and elevator are located off the central hall. Three car attached garage accessible off of the laundry room. The stone terrace off the living and dining areas at the corner of the house is the perfect spot for watching the sun set over the Kent Island Bridge on the far horizon. The house's waterside elevation is articulated by a wide two-story bay that contains sitting rooms on both floors, screened porches off the dining room and master bedroom and decks at the second floor bedrooms that offer outdoor rooms to enjoy the views and breezes off the water. The high quality interior finishes include stone and Brazilian Cherry flooring, custom millwork in the living room flanking the fireplace and the kitchen cabinetry, granite countertops and tiled bathrooms. The main floor master suite's bedroom has its own waterside screened porch, a spacious bath with freestanding tub, tiled shower, custom free standing lavatory millwork and two large walk-in closets. At the top of the stairs, the waterside den with wet bar is located between the two en-suite bedrooms with waterside balconies for panoramic water views. The second floor also includes another waterside bedroom with balcony access a front bedroom that could be an office or study area and a huge game/media room above the three-car garage with dormer windows on both sides for daylight and a half bath. This private property has an expansive backyard space with adequate space to build a pool. Landscaped rear yard leads to private dock with lift . All furnishings and built in generator are included with sale price.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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100 Beech Place Easton MD 21601

Easton, MD100 Beech Place

Price$2,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA139218

  • Single Family
  • LocationType Corner Lot/Unit
  • Address 100 Beech Place
  • Bathroom 6
  • Bedrooms 5

Once in a lifetime opportunity to own this prominent Easton landmark, known as Villa dAvoncoeur. This home has been totally renovated from the inside out, including restoration of the original decorative iron fencing, to the hand applied stucco, fully loaded gourmet kitchen with heated brick floors, large first floor owner?s suite with dressing room & two luxurious bathrooms. Two main level offices each with separate entrances, original boxed beam ceilings, music room and full conditioned basement offering many possibilities. The second floor offers a spacious bedroom suite with separate sitting room and private bathroom, two additional bedrooms with shared bath and large balcony overlooking downtown. Gorgeous front patio has custom lighting, overlooking the large beautifully landscaped corner lot. Originally built in 1920 this home is a short drive to St. Michaels and Oxford and is within an hour of Annapolis, and approximately two hours of Philadephia. Truly a showplace! Come discover Easton, and make it your home! Lined with buildings evoking Colonial and Victorian charm, Easton?s streets are home to numerous award-winning restaurants, eclectic art galleries, and fine boutiques. Named one of the Best Small Towns in America. Please visit www.DowntownEastonVilla.com to view all that downtown Easton, Maryland has to offer.

Listed by Barbara C Watkins of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 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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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 September 30, 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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