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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! 

28230 Harleigh Ln Oxford MD 21654

Oxford, MD28230 Harleigh Ln

Price$1,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA137584

  • Single Family
  • Address 28230 Harleigh Ln
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3234

Price Reduced!Private Waterfront home in the Dutch Colonial style sited on 2.89 acres off the sought after Oxford corridor. Mature trees, in ground pool, and a dock offer serene views of Trippe Creek. Lovely hardwood floors through out most of the home. Renovations made in 2018 include, refinished floors, new kitchen appliances, and painting. Close to Easton. Great family compound opportunity with 5826 Oxford Road-MDTA137586. Covenants and restrictions apply.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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27211 Baileys Neck Rd Easton MD 21601

Easton, MD27211 Baileys Neck Rd

Price$2,249,000

Est. Mortgage: $/month

MLS Number MDTA139558

  • Single Family
  • LocationType River
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 5942

Highly sought after Bailey's Neck location. One level living with views of Snug Harbor off of Trippe Creek from almost every room. Luxurious Master Suite that was added onto the main house boasts vaulted wood tongue and groove ceilings, gas fireplace, large dressing room, his and her sinks, fabulous views of the pool and water. Two large covered screened and open porches with Casablanca ceiling fans also with wood tongue and grooved ceilings. An office, full bath and family room with gas fireplace and a wet bar with refrigerator and sink next to the new addition. Seven rooms within the home have direct access to the Sylvan gunite deep saltwater pool with a diving board and a large surrounding deck, wonderful plantings and walkways. Additionally, large living room with built in book shelves with gas fireplace in the middle, galley kitchen with separate breakfast room, dining room, and Hardyplank siding all around the exterior. The Baily dock has been recently up-dated. The dock is lighted with guard rails and has 3 electric boat lifts: 1500 lb., 8000 lb., and 12000 lb., 110 V outlets and 30 amp service, 2 fresh water faucets with 6 ft. MLW water. Bring your boats! This home has all 4 encapsulated crawl spaces, a 5 zone high-efficiency propane hot water heating system & 5 A/C units with back up electric heat, all windows & sliders are tinted, solid brass light switch covers, door knobs and cabinet pulls, custom crown molding throughout. There is a second master suite with a steam shower and dressing room. Third bedroom with bath across the hall. There is a large laundry room with sink and tons of counter space and cabinets. Off the laundry room is a craft/sewing room with its own sink and countertop/storage underneath. Lastly, a large game room with a very large storage closet and shelves plus a half bath. There are 4 attic spaces which are floored for extra storage. A generously sized 3-car enclosed carport with 2 large storage closets. Extensive landscaping, irrigation system and low voltage lighting throughout the property. Plenty of wildlife to see and enjoy. There is a 2 nd home on the property that is 1300 sq. ft. with 2 bedrooms, I bath, plus extras and is currently rented for $1,850 per month. tour.TruPlace.com/property/1902/93110/ walk through video: https://photos.app.goo.gl/iuuTSNyMXeK1QJAa6

Listed by Melanie L Hopkins of Coldwell Banker Chesapeake Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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

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: 2.81% last updated on Feb 18, 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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3761 Margits Ln Trappe MD 21673

Trappe, MD3761 Margits Ln

Price$1,375,000

Est. Mortgage: $/month

MLS Number MDTA138850

  • Single Family
  • Address 3761 Margits Ln
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4793

Peaceful, secluded living at its finest! The driveway winds you past a serene pond filled with lily pads as your next home emerges at the end of the gravel path. Set on 4.48+/- acres, this waterfront, custom-built 4 bedroom 3.5 bathroom home thoughtfully designed by an engineer is the ideal place to call home. Providing everything you need, this home offers a formal sitting room that opens to back deck and bluestone patio with BBQ area, dining room, gourmet kitchen is equipped with commercial Kitchen Aid appliances including an 8-burner stove and 2 ovens. Family room with wood burning fireplace, main level primary bedroom with gas fireplace, custom marble bathroom with heated floors, large second floor theater, second floor family room/office with gas fireplace and balcony access, large unfinished basement with separate entrance and high ceilings along with large windows fill the space with natural light. 3-car garage includes electric car home charging station. Relax in your large backyard surrounded by trees or wander down to your shared pier with stunning water views.

Listed by Chuck Mangold of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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27263 Baileys Neck Rd Easton MD 21601

Easton, MD27263 Baileys Neck Rd

Price$1,895,000

Est. Mortgage: $/month

Pending

MLS Number MDTA140412

  • Single Family
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 4034
  • Year Built 1953

Located in the Easton/Oxford Corridor on Bailey's Neck, this classic Eastern Shore Colonial home enjoys commanding views of Trippe Creek from Snug Harbor. The house was built in 1953 and has benefitted from continual maintenance and thoughtful upgrades. Since 2014, the kitchen and bathrooms have been completely renovated, the waterside doors and windows replaced, a screen porch installed, and the roof replaced. A new vapor barrier and dehumidifier were added to the crawl space and the thermal barrier was moved to the foundation wall, along with new attic insulation. The shoreline has RipRap and Bailey Marine replaced the dock which boasts four slips, electric hoist and 7'+ MLW in one of Talbot Counties most protected anchorages. The property contains exactly six acres of land with mature trees and there are three accessory structures, a detached two car garage, waterside boat equipment shed, and garden shed.

Listed by Schuyler G Benson of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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5826 Oxford Rd Oxford MD 21654

Oxford, MD5826 Oxford Rd

Price$4,995,000

Est. Mortgage: $/month

MLS Number MDTA137586

  • Single Family
  • Address 5826 Oxford Rd
  • Bathroom 5
  • Bedrooms 3
  • Square Feet 6959

Price Reduced!"Charlecote" This private waterfront estate, sited on 4.16 acres, features one-level living with 3 bedrooms, 4.5 baths and craftsmanship throughout. Entire house renovated by Ilex Construction in 2008, included kitchen, baths, roof and mechanical systems. Located on Trippe Creek. Just minutes from Talbot Country Club. Would make a wonderful family compound if purchased with 28230 Harleigh Lane-MDTA137584. Covenants and Restrictions apply.

Listed by Clifford E Meredith of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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105 Jefferson St Oxford MD 21654

Oxford, MD105 Jefferson St

Price$1,195,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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26010 Marengo Rd Easton MD 21601

Easton, MD26010 Marengo Rd

Price$5,125,000

Est. Mortgage: $/month

Pending

MLS Number MDTA138634

  • Single Family
  • LocationType River
  • Address 26010 Marengo Rd
  • Bathroom 6
  • Bedrooms 4

Leeds Creek Waterfront Estate - Middlepoint offers a commanding presence with elevation, mature gardens, privacy and a masterfully constructed home using the finest materials. High ceilings, formal entry, living and dining with butler's pantry. Transverse hallway connecting the master suite to the family room/kitchen with vaulted ceiling and picturesque setting with grand views out Leeds Creek, across the Miles River and over to St. Michaels. The house was built by local craftsman incorporating features and design elements from the broker/owner's 52 years in the waterfront estate market. The master suite is a quiet remove from the rest of the house with a quaint den and graciously proportioned bedroom and broad views of the River. There are two guest rooms with baths en-suite on the second floor along with the guest apartment/in-law or au pair suite over the garage. The millwork throughout the house exudes quality and compliments this exceptional pairing of architecture and construction with a point of land intended to please the most discerning buyer. The house parcel Lot 1 includes 44 acres. Lot 2 (4.4 acres) as shown in the attached plat is not part of the offering but available if desired. A long tree-lined driveway, accessory workshop/storage building, dock with over 7 feet of water at mean low tide, greenhouse and exceptional gardens combine in a manner befitting the waterfront estate market.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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27283 Baileys Neck Rd Easton MD 21601

Easton, MD27283 Baileys Neck Rd

Price$1,595,000

Est. Mortgage: $/month

MLS Number MDTA140432

  • Single Family
  • LocationType River
  • Bathroom 3
  • Bedrooms 2
  • Square Feet 2133

Mid Century Minimalist Delight! Fond Hope - Japanese Mid Century waterfront retreat in Oxford Road Corridor. Commissioned by the DuPont family to design an existential retreat integrating modernism and the environment, architects Victorine and Samuel Homsey incorporated Japanese minimalist design esthetics to create a stunning one level retreat showcasing water, nature and light. Sustainability and simplicity meet exemplary standards of design in this 2 bedroom 2 1/2 bath stunning home. Featuring Shoji doors and screens, walls of glass, wood floors and thoughtfully updated kitchen and bathrooms much of the original architecture of the house has been preserved. Large waterside porches create ideal outdoor living space. From the moment you enter the grounds you are surrounded with the natural harmony with nature. Fond Hope is visually stunning and private yet close enough to the many world class amenities in Easton and Oxford has to offer. Situated on 3.65 acres in a parklike setting with extensive landscaping & hardscape, courtyard and deep water on Snug harbor. The property includes a detached 2 car garage with studio, living shoreline, pier and large pond. This is an oasis of warmth and tranquility embracing the concept of less is more.

Listed by Katherine M Christensen of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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219 S Hanson St Easton MD 21601

Easton, MD219 S Hanson St

Price$1,375,000

Est. Mortgage: $/month

Pending

MLS Number MDTA140438

  • Single Family
  • Address 219 S Hanson St
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 4632

Most elegant house on Hanson St. Four spacious bedrooms, two full and one half bath Lovely garden with water feature Two car detached garage. Slate roof, copper gutters.

Listed by Kurt Petzold of Chesapeake Bay Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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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6513 Diamond Hall Rd Easton MD 21601

Easton, MD6513 Diamond Hall Rd

Price$1,375,000

Est. Mortgage: $/month

Pending

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Feb 18, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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 February 25, 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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