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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! 

200 Cherry St Saint Michaels MD 21663

Saint Michaels, MD200 Cherry St

Price$1,975,000

Est. Mortgage: $/month

MLS Number MDTA141288

  • Single Family
  • LocationType Downtown
  • Address 200 Cherry St
  • Bathroom 5
  • Bedrooms 5

Built in 1799 and expanded in 1872, the prestigious Dr. Dodson House is a luxurious gem situated on a tranquil street in the heart of St. Michaels' Historic District which marries two hundred plus years of charm with modern amenities and conveniences. This stately Federal style brick colonial boasts a rich eastern shore history, including the location of a private residence, tavern, the town's first post office, a medical office and even a top-ranked bed and breakfast. It offers five bedrooms including four en suite bedrooms and a luxurious, private primary suite. The property can be used as either a private residence or for commercial purposes. While an historic home, it offers many exceptional, state-of-the-art features, including central air and a large eat-in commercial kitchen with a six-burner Vulcan stove and dual ovens. Expansive windows allow light to flood into its many high-ceilinged rooms. You can cuddle up during the winter near any one of the property's five handsome wood burning fireplaces. You may enjoy its carriage house complete with a parking garage. Adding to this property's extraordinary features are a wine cellar, award-winning gardens, and a premiere location a mere walking distance to St. Michael's vibrant downtown with its specialty shops and upscale restaurants. As you relax on the property's elegant two-tiered sawn baluster porch, you can imagine seeing Maryland-born abolitionist Frederick Douglass speak to crowds and reporters from its second level, as he did following a reconciliation meeting with his former slave master on the property shortly after the Civil War. This one-of-a-kind, exceptional residence offers a rare opportunity to own a significant piece of St. Michaels' noble, proud history. **Showings by appointment only**

Listed by Tracy Higgs Wagner of Meredith Fine Properties

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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6905 Travelers Rest Pt Easton MD 21601

Easton, MD6905 Travelers Rest Pt

Price$2,429,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2000286

  • Single Family
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3017
  • Year Built 1956

Rare one of kind offering on the Tred Avon River! The 4 acre beautifully landscaped property offers spectacular wide water views with a deep water dock and a bright and airy home, which is a new construction on the foot print of an older house. The residence features an open floor plan with large gourmet kitchen, 10 ft. ceilings and panoramic water views from all rooms on the main floor. Tastefully chosen finishes such as white oak wood flooring, light colored granite, light colored kitchen cabinetry, stainless steel appliances and recessed lighting throughout give this house a contemporary but classy feel, while very energy efficient construction, mechanicals and low maintenance exterior materials add value. The upstairs includes a huge family room plus guest suite. And a charming outbuilding with half bath could easily be used for an home office or artist studio. Enjoy the waterfront from a screened porch and a water side patio and lounge around the in-ground pool. This is a great property for serious boaters. The shoreline is secured by rip rap and the dock was installed in 2020. With approx. 7 ft. water depth, it can accommodate a sizable yacht, trawler or sailboat. There is also a protected "boat basin" with approx. 3.5 ft. MLW. Fully fenced with electric gate. Located centrally between Easton and St. Michaels and with great boating access to Oxford and beyond.

Listed by Carolina Barksdale of Benson & Mangold LLC

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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27404 Avonbourne Ln Easton MD 21601

Easton, MD27404 Avonbourne Ln

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number MDTA139924

  • Single Family
  • Address 27404 Avonbourne Ln
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 3729

Mid-Century modern house situated on gorgeous true point of land with water on three sides. Mature trees, full sun pool, detached three-car garage, and large red metal barn suitable for car collection, show dogs, or other hobby activities. Dock offers 5 ft MLW, but the water depth increases to 6 ft not far from the dock. House ideal for private use or for renting out for short term vacation rentals. Very private, yet neighbors close by. Locating is about half way between Easton and St. Michaels. Priced below assessment. Environmental easement on the 10 acres of woodland

Listed by Robert G Shannahan of Shoreline Realty

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$
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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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28108 Baileys Neck Rd Easton MD 21601

Easton, MD28108 Baileys Neck Rd

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number 1000049913

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3856
  • Year Built 2001

One of a kind, custom built home just steps from Talbot Country Club. Fabulous amenities including very high-end pool, patio, carriage house, large detached custom barn, massive, well appointed master suite. Spectacular 5+ acre park-like setting. Lush landscaping and generous storage throughout. Other features include 2nd floor family area, and laundry centers on both floors.

Listed by Schuyler G Benson of Benson & Mangold, LLC

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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28103 Brick Row Dr Oxford MD 21654

Oxford, MD28103 Brick Row Dr

Price$1,890,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA139652

  • Single Family
  • Address 28103 Brick Row Dr
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 5633

Fabulous stately brick manor house on 6+ private waterfront acres close to Oxford. This estate like property has everything one could look for. If food is your thing, this house has a kitchen that you can really cook in. Fabulous six burner gas stove with griddle, two ovens and hood with warming lights, huge Subzero fridge/freezer, deep sink and smaller prep sink. The oversized island with granite counter is perfect to prep and serve at the breakfast bar, and the kitchen has space for an informal eating area with great views of the outside. Lots of cabinet and pantry space as well. Entertain in the formal dining room with fireplace or outside on the extensive decks and patios including an 'outdoor room' under the large pergola. Right of the kitchen is a comfortable living room with fireplace and exposed beams as well as a huge family room with glass doors on three sides, which open the room up to the waterside and pool areas. Off the family room, a cozy conservatory invites to relax and read. The first floor also includes an owners' suite with wood burning fireplace, large walk in closet and full bath with sunken tub, double sinks and walk in shower. On the second floor are three additional bedrooms and two full bath, one of which could serve as a second owners' suite with wood burning fireplace and dressing room and access to the waterside balcony. There is an in-law/au pair suite over garage with full bath and kitchenette and a fully finished third floor with half bath to watch movies, play games and hang out. The grounds are beautifully landscaped. From the winding driveway to the serene waterfront with substantial dock with lift, the firepit, fountain, play house, vegetable garden with raised beds and in-ground pool, there is much to enjoy. All tools and toys will easily be stored in either the attached oversized three car garage and workshop, or in the detached two car garage. There is a generator just in case and no flood insurance is required. This is a must see property!

Listed by Carolina Barksdale of Benson & Mangold LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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7687 Tred Avon Cir Easton MD 21601

Easton, MD7687 Tred Avon Cir

Price$1,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA139736

  • Single Family
  • Address 7687 Tred Avon Cir
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3826

BACK ON THE MARKET!! Limited time PRICE REDUCTION as incentive toward kitchen update/refresh. Priced BELOW appraised value!! Many improvements have been completed since listed! Come take a look! Location, location, location! Peaceful waterfront home located only 5 minutes from everything Easton has to offer including schools, YMCA, Idlewild park, the hospital, gourmet restaurants, and shops. Also only minutes to Historic Oxford. Easy living on the shore! Enjoy expansive views of the Tred Avon River while relaxing on your custom built, private DEEP-WATER 150' pier that gently slopes towards the water (no steps) and includes two lifts.This lovely, solidly built home sits on a well elevated lot that is beautifully maintained and fully rip-rapped at shoreline. Flood insurance NOT required. It also features a large, custom first floor master suite with a private porch and fabulous views of the water. Some of the many features this home has to offer include a 150' long privacy wall, new two story outbuilding (fitted for ductless mini splits) with an additional loft area above that is beautifully crafted with the finest materials, two private office spaces/bonus areas, expanded attached garage, new Nichiha siding on entire house (cement board), a Rinnai tankless hot water heater for primary suite, new above ground oil tank, newer roof (50 year shingles) , new Anderson windows, newer well, all new BAT (best available technology) septic system currently being installed, and much more!

Listed by rachael ann harrison of Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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7885 Avon Ct Easton MD 21601

Easton, MD7885 Avon Ct

Price$2,325,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA141240

  • Single Family
  • LocationType River
  • Address 7885 Avon Ct
  • Bathroom 7
  • Bedrooms 5

Spectacular waterfront family compound located off Mile Marker 21 on the Tred Avon River, one of Talbot County's finest and most prestigious waterways. Private beautifully landscaped point with 900+ feet of shoreline, broad East to West water exposure, high elevation, deep 6 foot mean low water multiple slip/lifts dock. Enjoy stunning sunsets and a mile-and-a-quarter long views down the Tred Avon from the rear of the main house, spectacular second story full length deck, heated pool and backyard patios. Property is ideally situated on private cul-de-sac off Oxford Road in Woodland Farms midway between downtown Easton (just four miles to shopping, restaurants, entertainment, medical services/hospital!) and Talbot Country Club, also conveniently located close to Easton airport, an hour from BWI and 1.5 to Baltimore and D.C. 3700+/- sf three bedroom main house , large 1680+/-sf two story two bedroom guest cottage with incredible family/game room, attached greenhouse, garage/workshop, storage sheds. Both main and guest have lightening protection systems; portable generator for guest house, six rear awnings, irrigation, exterior lighting. Pier is roughly 105' long with 6ft mlw verified by Bailey Marine; varies in width from 3'9" to 9'6"; has five lifts one at 12,000lb, two at 2800lb, one at 1200lb; two floating docks; five sets of well located stairs/ladders to water; three dock boxes; water, power, lights and a power washer. Property is a short distance from Easton Point for easy access to marine fuel. (Bedrooms 4 and 5, family room, 2nd kitchen, 2nd sunroom = greenhouse, 2nd half bath all in Guest Cottage.)

Listed by Janet R Larson of Benson & Mangold, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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26611 North Point Rd Easton MD 21601

Easton, MD26611 North Point Rd

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number MDTA141460

  • Single Family
  • Address 26611 North Point Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4153

Situated on 2.5+/- acres with 241'+/- water frontage, this custom built Cape Cod is well-maintained and the grounds are a colorful backdrop with southern views of the Tred Avon River. Enjoy all of the amenities that waterfront living has to offer from the private pier with boat lift, waterside in-ground saltwater pool and two waterside patios for relaxing or entertaining. Formal and casual living and dining areas and open kitchen and family room ideal for large scale entertaining. Kitchen features high-end appliances and a large island with seating. The summer room with wet bar and built-in cabinetry provides for wide water views and walks out to the heated in-ground concrete pool. Work from home in the large office and enjoy bonus room that would be perfect for game room or playroom. Start and end your day with a large water view in the main-level primary suite that has hardwood floors, large walk-in closet and luxurious spa-like bath. Located conveniently just minutes to Easton or St Michaels.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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26256 St Michaels Rd Easton MD 21601

Easton, MD26256 St Michaels Rd

Price$1,295,000

Est. Mortgage: $/month

Pending

MLS Number MDTA139374

  • Single Family
  • LocationType River
  • Address 26256 St Michaels Rd
  • Bathroom 4
  • Bedrooms 3

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, 3 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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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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28623 Old Pasture Dr Easton MD 21601

Easton, MD28623 Old Pasture Dr

Price$1,295,000

Est. Mortgage: $/month

Pending

MLS Number MDTA139400

  • Single Family
  • Address 28623 Old Pasture Dr
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 5961

Retreat to your own private oasis located in the sought after Cookes Hope community. Superior fit and finish is found throughout this approximately 6,000 sf home with six bedrooms, four full baths and one powder room. Open floor plan with custom millwork. The chef's kitchen has Viking and SubZero appliances, granite and stone and breakfast bar with seating for four, room for casual dining and is open to the family room. Main-level owner's suite is pure luxury with double walk-in closets and full bath with double sinks. Four additional bedrooms upstairs and a private guest/in-law suite is complete with bedroom, bath and laundry room. This grand brick Colonial with expansive covered front porch is fitted with copper gutters and a cobblestone driveway leading to the attached 2-car garage. Gorgeous privacy fenced backyard complete with in-ground pool, cabana trimmed with stone and copper, and an outdoor fireplace, truly the perfect setting for outdoor entertaining.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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4015 Saulsbury Rd Trappe MD 21673

Trappe, MD4015 Saulsbury Rd

Price$2,950,000

Est. Mortgage: $/month

MLS Number MDTA2000416

  • Single Family
  • Address 4015 Saulsbury Rd
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2868

This Eastern Shore Estate is being offered with two separate side by side parcels (Tax ID 2103131173 & 2103115860) totaling 325.5 acres. With approximately 150 acres of tillable land and approximately 175 acres of hardwoods with two large stocked bass ponds and over 3,000 feet of tidal river frontage along Miles Creek, a tributary of the Choptank River, this property boasts many features that make it unique. The 2,800 +- SF updated 2.5 story farmhouse built in 1800 provides serene views of the surrounding land and ponds. The large pole barn offers a full kitchen and a large finished space on its own SDA use septic system. A sportsman's paradise awaits with some of the best deer, duck, goose, turkey, and dove hunting that the Eastern Shore has to offer. Located just 15 minutes from Downtown Easton and the surrounding towns, the property has great access to shops, restaurants, and entertainment. Don't miss out on this very unique opportunity to own a slice of the Shore!

Listed by Jason French of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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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28799 Springfield Dr Easton MD 21601

Easton, MD28799 Springfield Dr

Price$1,795,000

Est. Mortgage: $/month

MLS Number MDTA2000410

  • Single Family
  • Address 28799 Springfield Dr
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 6197

Matterport 3D Walkthrough A stunning representation of the eastern shore lifestyle situated on the Peachblossom Creek in the sought after Cookes Hope community. This 5 bedroom 4 full/1 half bathroom Cape Cod delights with an abundance of living space, inside and out. The interior of the home has terrific fit and finish along with formal and casual living and dining areas. The chef's kitchen has an island with beautiful granite countertops, water view and is open to the family room with 22' cathedral ceiling, a large bank of windows to maximize the water view and a floor to ceiling stacked stone gas fireplace. Main-level primary suite and a second floor en-suite bedroom perfect for the in-laws or au pair. The exterior features a welcoming covered front porch, waterside screened porch, in-ground pool and patio. Slip available on a yearly basis. The Cooke's Hope community is truly unique as it offers a pleasant country lifestyle while not sacrificing in-town amenities such as high speed internet and town services and utilities. Enjoy the community's private fitness center, tennis court, walking trails and wildlife sanctuary ponds and private dog park.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 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 August 1, 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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