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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 or Talbot County waterfront 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! 

28959 Jennings Rd Easton MD 21601

Easton, MD28959 Jennings Rd

Price$1,500,000

Est. Mortgage: $/month

MLS Number MDTA2000920

  • Single Family
  • Address 28959 Jennings Rd
  • Square Feet 5642
  • Bathroom 5
  • Year Built 2009

Absolutely gorgeous home in Cookes Hope at Llandaff community. Two story foyer greets you at the front door and offers a peek straight through the house to the outdoor oasis just beyond the sunroom. Chef's kitchen is complete with stainless appliances, large island, pantry and quartz/granite countertops. Kitchen is open to a family room with a stacked stone woodburning fireplace as well as a large dining area with built ins. The formal dining room is bright and cheery and a conversation room is directly across the hall. Perfect for entertaining prior to or after dinner. The sunroom opens to a large deck and the beautiful grounds and gardens. A study/playroom/hobby room is also on the main level as well as a half bath and laundry room. Completing this level is the primary suite with walk-in closet and bathroom with soaking tub and large shower. Upstairs you will find a gym, a large family room, an office/study, another suite with access to the second story porch, an ensuite bedroom with access to the porch and a third ensuite bedroom. Exiting the house you will see a pretty heated inground pool with fountains, a rock waterfall and a slide surrounded by concrete pavers. The pool house has covered outdoor seating. Inside you will find a full bath and additional seating and amenities as well as a work area and more storage. A paved driveway, 2 car attached garage with storage and fenced backyard complete the picture.

Listed by Deborah B Luthy of Benson & Mangold,LLC

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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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7927 Maiden Point Ct Easton MD 21601

Easton, MD7927 Maiden Point Ct

Price$2,250,000

Est. Mortgage: $/month

Open House

MLS Number MDTA141278

  • Single Family
  • Next Open House: Sat 10/23 11:00 am. to 1:00 pm.
  • LocationType River
  • Address 7927 Maiden Point Ct
  • Bedrooms 5

One of Easton Village's Crown Jewels! Enjoy the sun rise over the Tred Avon River from this Custom built Farmhouse Style ILEX built home. The most Spectacular Water Views in Easton Village. This luxurious home calls to the most sophisticated buyer, with hardwood floors throughout, marble bathrooms, granite countertops, custom cabinetry, coffered ceilings, elevator, 3 wood burning fireplaces, screened porch, wrap around porches, air soaking tub, custom showers, commercial grade appliances, lighted wet bar with wine cooler, and room for a pool, guest house with 1 br, 1 ba, kitchenette, 1 deeded deep water boat slip, and 2 car oversized garage. This cul de sac lot is the most secluded lot in Easton Village, with a preserved wood waterfront lot next door. An amazing location to restaurants, shopping and hospitals. This home is one of a kind and won't last in the fast moving market. Make an appointment today to preview this amazing property.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
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$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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5748 Hopkins Neck Rd Easton MD 21601

Easton, MD5748 Hopkins Neck Rd

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA2000588

  • Single Family
  • Address 5748 Hopkins Neck Rd
  • Bedrooms 5
  • Square Feet 6815
  • Year Built 1994

Wind Song is conveniently located between Easton and St. Michaels and enjoys some of the most spectacular water views in Talbot County with 7 Miles of Southwest exposure on the Tred Avon River looking past the Town of Oxford and all the way to Todd's Point in Dorchester County. It has the rare and desirable combination of very deep water 5' MLW, protection from winter storms and the perfect exposure to catch the summer's prevailing breezes. These features along with the large mature trees which bathe the home in shade provide a rarely replicated combination. The home is a lovely brick French Country style with first floor primary bedroom, a total of five bedrooms including a one bedroom apartment, open floor plan, gourmet kitchen, pool house, tennis court, attached and detached garages, 3 fireplaces, guest house and waterside pool at the 50' buffer.

Listed by Schuyler G Benson of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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26490 Presquile Dr N Easton MD 21601

Easton, MD26490 Presquile Dr N

Price$4,400,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2001084

  • Single Family
  • LocationType River
  • Address 26490 Presquile Dr N
  • Bathroom 5
  • Bedrooms 4

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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6976 Travelers Rest Cir Easton MD 21601

Easton, MD6976 Travelers Rest Cir

Price$1,700,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2001076

  • Single Family
  • Year Built 1980
  • Bedrooms 3
  • Square Feet 7949
  • Bathroom 4

Property is being sold as-is. Fire damage.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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$3,250,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2000930

  • Single Family
  • Address 7950 Bloomfield Rd
  • Bathroom 5
  • Year Built 1958
  • Bedrooms 5

'Gratitude' truly represents the best of the Eastern Shore. Sited on 3.76 private acres and located just minutes from Easton and St Michaels (Oxford by boat), this special property features a beautiful main home, gorgeous boat house, and quaint separate guest house. The owners have lovingly cared for and renovated almost all of the property which is evident from the moment you turn into the welcoming drive. The brick 5 bedroom/4.5 bathroom house is filled with light and offers water views from nearly every room. A gracious foyer leads to the living room, dining room, and den which all have fireplaces and exude charm. The waterside sunroom is everyone's favorite as it has high ceilings, multiple french doors, and takes in Shipshead Creek's quiet and stunning scenery. In 2009, the kitchen was renovated and added to with walls of windows, and features Viking appliances, a six burner gas range, granite countertops, double sinks, 2 dishwashers, bar area, and island with bar stools. A wonderful breakfast area and vaulted ceiling family room (with fireplace) are adjacent and add to the great design and flow. A large first floor bedroom and bath have it's own wing and separate outside entrance, making it ideal for guests/family. On the second floor, the primary bedroom has a fireplace and lovely balcony overlooking the garden courtyard. The bath was completely remodeled in 2011 with a large steam shower, double sinks, marbled floor with radiant heat, and a large custom built-in closet. Two additional waterside bedrooms (one with fireplace) and full bath are down the hall. On the third floor is another bedroom, sitting room, and renovated bathroom. On the lower level is a wine cellar with small tasting area, and dumbwaiter up to the dining room plus storage and cellar outside of the entrance. The coveted boathouse is good sized and ample for most boats while the pier offers 3 large slips and has 4'MLW (buyer to verify). The setting is one that is simply magical! A 1 bedroom/bath guest cottage (referred to as the 'Retreat' by the owners) was renovated in 2015 and includes a living room, bar kitchen, wood stove, and deck. Behind the cottage is the 'Barn' with boat storage and a 3 car adjacent garage with workshop. Extensive hardscaping and landscaping are evident throughout the property and include full irrigation and beautiful exterior lighting. There is ample room for a pool on the side which would have water views and the seller will consider selling furnishings.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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24490 Tricefield Saint Michaels MD 21663

Saint Michaels, MD24490 Tricefield

Price$1,795,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2000808

  • Single Family
  • Address 24490 Tricefield
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2826

It's always about location, location, location!!! This meticulously maintained waterfront home on San Domingo Creek in Tricefield boasts 5' mlw in St Michaels with no town taxes! Enjoy almost 4.5 acres of privacy with beautifully landscaped grounds and room for a pool. The home consists of 3 bedrooms, 2.5 baths with a spacious waterside Great Room, Dining Area & Kitchen with vaulted ceilings, a wood burning fireplace as well as a gas corner fireplace for ambience! Or you can relax in the cozy Den watching a movie or reading your favorite book - you will have built-ins & a wood stove on chilly days with an adjoining powder room. The first floor primary bedroom has lovely water views and opens to a roomy waterside screened porch for complete enjoyment! Beautiful hardwood floors are throughout the first floor! You'll also enjoy a very spacious pantry as well as a designated Laundry Room. Upstairs are two bedrooms & a second full bath with separately zoned heating and air. There is room for expansion as well as a waterside pool! There are so many amenities to list that you just need to come see this one! You won't be disappointed!

Listed by Leslie J Stevenson of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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101 Strand Oxford MD 21654

Oxford, MD101 Strand

Price$1,795,000

Est. Mortgage: $/month

MLS Number MDTA2000740

  • Single Family
  • Address 101 Strand
  • Bathroom 4
  • Year Built 1920
  • Bedrooms 4

C1880, this home has been meticulously and lovingly restored to combine the finest antique materials with the best available green features by the owners, Barbara Paca, Landscape Architect and her husband Philip Logan, the architect for the project in 2006. Together they transformed an Oxford Victorian into a masterpiece of light and amazing spaces. This 4 bedroom home must be seen to be appreciated. The 2 story contemporary guest house and the swimming pool with its marble deck, all compliment the old house. Geothermal, wheelchair accessible, German solar panels, Buderus and Rinnai continuous hot water systems, three floor elevator, all hardwood floors, radiant heated floors in the primary bath and the marble floored studio, are just a few of its many features. 2 story guest house with 1 1/2 bath, wood burning tile stove, kitchen, large bedroom.

Listed by Jane M McCarthy of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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4699 World Farm Rd Oxford MD 21654

Oxford, MD4699 World Farm Rd

Price$3,750,000

Est. Mortgage: $/month

MLS Number MDTA2000428

  • Single Family
  • Address 4699 World Farm Rd
  • Square Feet 5004
  • Year Built 1987
  • Bedrooms 4

Bright, sunny house with panoramic views of Island Creek. Very private setting. 9.01 acres (approx 2 acre homesite, 1 acre woods, 6 acres agriculture) off Rt.333 ("the Oxford Road"). Field currently planted in soy beans but is ideal for horse pasture. Oxford 3 miles; Easton 7 miles One of the finest points of land in Oxford Neck. High ground with well drained soil. 1000 feet of shoreline, mostly rip-rapped, on Island Creek, with quick access to the mouths of the Choptank and Tred Avon Rivers and the Chesapeake Bay beyond. Eastern, southern and southwestern exposures. Sunrises and winter sunsets over the water. Bailey dock with 6 to 8 ft MLW. Controlling depth at the mouth Island Creek is 6 ft mlw Residence: ---designed by Margaret M. Garey, AIA, taking advantage of the 180 degree water views. --- built in 1987 by Lloyd H. "Bill" Fleming Heated living area 5,004 square feet. Garage 809 sq ft; decks 932 sq ft Redwood and Hardy-plank siding. Oak floors in foyer, hallways, dining room, den. Living Room has two-story ceiling and French doors opening onto 15 x 15 deck, plus 4 x 20 wrap-around deck Den has ca. 1830 mantel from “Ashland Farm”; bi-fold doors open to Living Room; shelves around the room; bookcases over cupboards flank the fireplace. Dining Room with French doors leading to 20 x 4 deck. Crystal chandelier. Bi-fold doors can close off dining room from living room. Oversize two-car Garage with electric door (remotes), recently drywalled and painted. Work bench. Master electric panel/breaker box. Access to crawlspace. Crawlspace has poured concrete floor. Pull-down steps to storage over Garage. Roof replaced ca. 2014 House has gutters and downspouts Marvin thermopane casement windows Utilities: Heat and cooling by three heat pumps Electric: Delmarva Power. Television: by satellite (former owner had “Dish TV“) Internet: Unknown. Probably WiFi Shannahan artesian well. Septic system approved for a 4 bedroom house. Has been pumped on a regular basis.

Listed by Robert G Shannahan and Jeanne R Shannahan of Shoreline Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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

Active With Contract

MLS Number MDTA136806

  • Single Family
  • LocationType Rural
  • Address 6243 Boston Cliff Rd
  • Square Feet 2699
  • Bathroom 4

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: 3.05% last updated on Oct 14, 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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33488 Tuckahoe River Rd Easton MD 21601

Easton, MD33488 Tuckahoe River Rd

Price$1,200,000

Est. Mortgage: $/month

MLS Number MDTA2000720

  • Single Family
  • Year Built 1984
  • Square Feet 6050
  • Bedrooms 3
  • Bathroom 3

Fabulous, mid-century modern house overlooking a tranquil river in Talbot County. Professionally decorated creating the perfect balance for the incredible architecture you will experience here. Some of its features - 3 spacious en-suites, one with an awesome walk-in tile shower, walls of glass overlooking the river, theater room and rec room, patio on the ground level, 2 separate family rooms and a well designed kitchen which leads to the deck that spans the whole length of the home. This modern and sophisticated property is wonderful place to relax and enjoy all the Eastern Shore has to offer as your primary home or your home away from home. And, it comes completely furnished with all the new furnishings you'll see when you come take a tour. Showings are by appointment only. Please DO NOT enter the property without an appointment. Buyer to verify water depth.

Listed by Traci L Jordan of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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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1292 Chancellor Point Rd Trappe MD 21673

Trappe, MD1292 Chancellor Point Rd

Price$2,259,500

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2001034

  • Single Family
  • LocationType River
  • Year Built 1978
  • Bathroom 5
  • Bedrooms 3

Welcome to " Southerly," an incredible private Talbot County Waterfront Estate on the Choptank River. This beautiful and comfortable home was meticulously rebuilt recently by the current owners. The home boasts exceptional craftsmanship, and an open design. Some of the outstanding features are; a luxurious top of the line kitchen, a first floor primary en suite bedroom, fantastic pier with 3.5 +/- ft mMLW, enormous full size unfinished basement, upper and lower porches on both front and rear sides of house. There are 2 en suite bedrooms on the upper level as well as a large family room. PLEASE DO NOT DRIVE UP THE LANE WITHOUT AN APPOINTMENT. NO SIGN Owner believes the septic is approved to permit 4 bedrooms. Upstairs family room could easily be converted to 4th bedroom and basement could be finished living space as well.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 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 October 20, 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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