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St Michaels Homes with Virtual Tours

Scroll down to browse homes in St. Micheals, MD featuring virtual tours. Select the "Virtual Tour" button below a listing to view the tour. Please note that some of these listings may have virtual tours coming soon.  

St. Michaels Maryland Homes for Sale with Virtual Tours

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View all St Michaels MD real estate listings here.

24580 New Post Rd Saint Michaels MD 21663

Saint Michaels, MD24580 New Post Rd

Price$2,495,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA141302

  • Single Family
  • Address 24580 New Post Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 4956

Matterport 3D Walkthrough Aerial Video First time offered! Enjoy panoramic views over the Miles River to Eastern Bay and beyond in the custom built retreat in the sought after community of Chance Hope Farm. Located just two miles from downtown St Michaels, a quick boat ride to the St Michaels marina for dinner, a short bike ride to town for ice cream and a stone's throw from the Links at Perry Cabin. This lovingly cared for and well-appointed home with 4 bedrooms and 3.5 baths has the room you need for entertaining and hosting friends and family for memory making long weekends and vacations. First floor primary suite is complete with walk-in closet and luxurious bath with water views. Hardwood floors throughout, cathedral and vaulted ceilings, built-ins, and Palladian and bay windows providing abundant natural light and broad water views. The grounds are complete with covered front porch, professional landscaping, waterside patio and pier with boat lift. Approximately 264' of rip rapped shoreline and 3+ feet of MLW. Some furniture and furnishings available.

Listed by Chuck Mangold 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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205 Cherry St Saint Michaels MD 21663

Saint Michaels, MD205 Cherry St

Price$2,075,000

Est. Mortgage: $/month

MLS Number MDTA2000072

  • Single Family
  • LocationType River
  • Address 205 Cherry St
  • Square Feet 4394
  • Bedrooms 7

Once in a lifetime opportunity to own a St. Michaels iconic landmark waterfront property in a premier in-town location! This grand historic home is on the biggest waterfront lot overlooking the St Michaels harbor. Breathtaking views of the "Honeymoon" footbridge, Hollis Park, the Patriot Tour Boat, marinas & Navy Point, the home of Chesapeake Bay Maritime Museum. The main building is distinguished by it's elaborate 2nd Empire Mansard slate roof and Colonial Revival columned porches. Zoned R2 residential with a current home based business run as Aida's Victoriana Inn Bed and Breakfast. It's the only B&B in St. Michaels with a full, separate two bedroom, two bath Innkeepers house which would make a beautiful guest house. The property can be subdivided into two waterfront houses. There are seven bedrooms with four waterside bedrooms including a main level primary suite with a large private deck and sweeping views of the harbor. All rooms have separate controlled cooling. Three rooms have fireplaces. Plenty of access to the water via a public kayak launch, free Town day boat parking, overnight boat slips at the Museum and year round slip rentals next door at Higgins Yacht yard. Full basement in the main house provides ample storage. There is onsite parking for 10 cars. Commercial sprinklers throughout. Fully furnished with old world charm. Price is the same with or without furniture. Purchase price includes everything needed to start your own B&B business plus access to reservation and accounting system. Service for 120 person events is included. Town of St. Michaels B&B Inn license is good for unlimited events including weddings. Buyer must apply for license before settlement. Excellent high elevation with no current flood insurance. Financials only available after an in-person showing & a signed non-compete. This is a residential purchase with the ability for a buyer to start their own business. Current business is not for sale. Please do not go on the property without an appointment. Listing agent must accompany any showings. Showings must be scheduled around occupancy with at least 24 hours notice. Access to all rooms may need several showing appointments. History, plat and Features Sheet in MLS documents.

Listed by Kate Koeppen of Chesapeake Bay Real Estate Plus,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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200 Cherry St Saint Michaels MD 21663

Saint Michaels, MD200 Cherry St

Price$1,975,000

Est. Mortgage: $/month

Pending

MLS Number MDTA141288

  • Single Family
  • LocationType Downtown
  • Address 200 Cherry St
  • Square Feet 3914
  • Bathroom 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: 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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23824 Mount Misery Rd Saint Michaels MD 21663
Pending

MLS Number MDTA2000738

  • Single Family
  • Square Feet 2520
  • Bedrooms 3
  • Bathroom 2
  • Year Built 1984

St. Michaels Waterfront. Comfortable, well-built 3 bedroom, 2 bath cottage sited on a premier 2.44 acre waterfront lot overlooking Broad Creek, 2-miles outside St. Michaels. The sunset views are extraordinary! Vaulted ceilings, ceramic tile floors, family room with wood burning fireplace, office, LR, nice MBR, 2 guest BR's, waterside deck and 100' dock w/boat lift. Very private, peaceful location. Walking and biking distance to downtown St. Michaels. 200' of protected shoreline with high elevation. Elevation certificate and survey are both recent. Home is out of the flood zone. Crawl space was recently encapsulated.

Listed by Edwin M Matthews 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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968 San Domingo Ct Saint Michaels MD 21663

MLS Number MDTA2000025

  • Land
  • Acreage 1.15
  • LocationType Bayfront
  • Zoning RESIDENTIAL

Spectacular Waterfront Lot - Last available lot in Hatton's Garden/ San Domingo Cove. Full set of custom builders plans available with accepted offer. St Michael's premier waterfront subdivision. This waterfront community features amazing waterfront views and is in walking distance to downtown St Michael's.

Listed by Chevelle M Welsh and Adam E Light of Monument Sotheby's International Realty

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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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113 Thompson St Saint Michaels MD 21663

Saint Michaels, MD113 Thompson St

Price$525,000

Est. Mortgage: $/month

MLS Number MDTA2000005

  • Single Family
  • Address 113 Thompson St
  • Year Built 1900
  • Square Feet 1566
  • Bathroom 2

This adorable cottage is located in the heart of Saint Michael's Historic District. Circa 1900. Short stroll to downtown Saint Michael's best restaurants, shopping, Miles Yacht Club the Inn at Perry Cabin and many more…Features 3 bedrooms and full 2 bathrooms. Hardwood Floors Throughout. Sky lights in Bedrooms. Skylights in master bathroom and master bedroom. Ductless HVAC. Covered Front Porch. Screened Rear Porch. Fresh Exterior and Interior Paint. Mature and well-tended perennial garden and landscaping. Outdoor Shower. Handicap Accessible. Large partially-fenced backyard. 3 off-street parking spaces. Home comes with 1-Year Home Warranty.

Listed by Alexandra I Burrell-Hodges of Cottage Street Realty 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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233 Madison Ave Saint Michaels MD 21663

Saint Michaels, MD233 Madison Ave

Price$500,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2000772

  • Single Family
  • Address 233 Madison Ave
  • Bathroom 3
  • Square Feet 1482
  • Year Built 1955

Welcome to St. Michaels! The perfect opportunity to enjoy all the amenities of this wonderful location awaits you in this perfectly adorable, updated 2 bedroom, 2.5 bathroom one level home, located in the waterfront community of Rio Vista. A light filled living room with a vaulted ceiling is open to the updated cook's kitchen, with granite counters, soft close cabinetry, and a large island with a breakfast bar. Relax or dine in the fabulous family room with 3 walls of new windows overlooking the lovely yard with access to the large deck. Get away from it all in the two ensuite bedrooms. Gather with family and friends for outdoor dining on the large deck with a privacy wall or relax and unwind in the hot tub. Enjoy the many thoughtful updates inside and out, including a new roof, soffits and gutter shields, and attractive vinyl board and batten exterior. The attached oversized 2-car garage provides flexible space to have a play room or workshop. The large double .89 acre lot offers the potential for expansion or an addition of a pool. The community pier is perfect for taking advantage of the many water sports in the area, with available slips for annual rental. Just a short stroll to all the restaurants and shops of downtown. Eastern Shore living beckons!

Listed by Fred I Rider III 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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9199 Martingham Drive Saint Michaels MD 21663
Active With Contract

MLS Number MDTA2000998

  • Single Family
  • Square Feet 1616
  • Bathroom 3
  • Bedrooms 3
  • Year Built 1988

Charming 3 bedroom, 2.5 bath single story house has been very well maintained. Enjoy living in the beautiful community of Martingham with the convenience of being in close proximity to the town of St. Michaels. This property will move quickly!

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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9529 Quail Hollow #505 Saint Michaels MD 21663

MLS Number MDTA2000570

  • Condo
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1800
  • Year Built 1996

Fabulous townhome unit renovated by Bountiful of Easton sold TURN KEY. 1st floor bedroom (currently used as Den) with full bath. The primary bedroom is on the second floor, a bathroom with large walk in shower, plenty of closet space and sliding doors opening to a spacious deck . There is a second bedroom on the second floor with its own bathroom. The kitchen features stainless steel appliances, stone counter top and is fully stocked with dishes and all you need. The living room has a fireplace and a large sliding door opening to the deck. This bright 3 bedroom unit is in immaculate move in condition, and nestled within Martingham with its redesigned sophisticated Pete Dye golf course, the Link at Perry Cabin . There is a waterfront park for residents only to enjoy views of the Miles River or to drop a kayak or paddle board. Plenty of parking spaces for visitors and a one car garage come with this town home. Minutes driving distance to St Michaels and the nearby Miles River Yacht Club.

Listed by Cornelia C Heckenbach 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

101 Brooks Saint Michaels MD 21663

Saint Michaels, MD101 Brooks

Price$369,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2000804

  • Single Family
  • Address 101 Brooks
  • Square Feet 1120
  • Bedrooms 3
  • Year Built 1980

Move in condition single floor home in the town of St. Michaels. Private setting on almost 1/4 acre with fully fenced back yard . This presents like a new home on the interior with all stainless steel appliances, new cabinets, quartz counter tops, a new owners bath, wood flooring throughout and all new interior paint. Great location near the Maritime Museum, Rails to Trails and many of the shops and restaurants.

Listed by Carolina Barksdale 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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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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