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St. Michaels MD Waterfront Homes for Sale

Browse current waterfront homes for sale in St. Michaels MD below. You may also want to view listings for Eastern Shore waterfront homes.

St. Michaels Waterfront Real Estate

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934 Riverview Terrace Saint Michaels MD 21663
Active With Contract

MLS Number MDTA2000546

  • Single Family
  • LocationType Bayfront
  • Bathroom 6
  • Square Feet 3735
  • Year Built 1975

Incredible waterfront property in St. Michaels with commanding views overlooking the Miles River. Completely renovated home with stunning upgrades and finishes throughout. The entire home was renovated in 2014 and added an upper level with 3 additional bedrooms, 2.5 bathrooms, sitting room, and an additional laundry room, no expense was spared. Main level features the Gourmet kitchen with marble countertops and a 6 burner stove with water views overlooking the dining area, living room, and sunroom. Enjoy the upgraded custom enclosed porch, perfect for year around use. 3 main level bedrooms including a handicap friendly Primary Bedroom with an ensuite bathroom featuring a roll-in shower. Upper level features a sitting room overlooking the water, and an incredible bunk room with 5 built-in beds. The backyard on the Bay is picturesque from the 500 sqft deck, surrounded by lovely landscaping. The large lawn brings you down to the dock with a 16k pound boat lift and jet ski lift, complete with lighting. Walking or biking distance to downtown St. Michaels and all of it's charms, this location and property are an amazing opportunity!

Listed by Conor Sullivan and David A Moya of KW Metro Center

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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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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.

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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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230 Perry Cabin Dr Saint Michaels MD 21663
Active With Contract

MLS Number MDTA2001022

  • Single Family
  • LocationType River
  • Address 230 Perry Cabin Dr
  • Bedrooms 3
  • Year Built 1984

Beautiful 3 bedroom 2.5 bath waterfront colonial end unit townhouse just minutes to downtown historic St. Michaels. Enjoy beautiful views of Fogg Cove from your rear deck and sunroom. This unique unit is handicapped accessible with an outside lift (only conveys with mobility need), (2) elevators and ramps and grab bars throughout the home. Hardwood floors on the first floor and staircase, new HVAC in 2020, Newer kitchen with propane stove, living room has a wet bar with wine fridge and a propane fireplace.

Listed by Maureen M McHugh 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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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

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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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300 Webb Ln #225 Saint Michaels MD 21663

MLS Number MDTA2000270

  • Single Family
  • Address 300 Webb Ln #225
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1188

Your chance to live in downtown St. Michael's close to resturants, shops, arts, music and beautiful waterfront! Freshly painted and carpet cleaned. Nice affordable end unit. A wonderful opportunity for a full-time resident or a weekend getaway.

Listed by Karla L Wieland-Cherry 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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312 Manor Saint Michaels MD 21663

Saint Michaels, MD312 Manor

Price$200,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2000840

  • Single Family
  • Address 312 Manor
  • Square Feet 1162
  • Year Built 1966
  • Bathroom 1

A TRULY MAKE IT YOUR OWN PROPERTY... Fix her up or Start new. This 2 bedroom, 1 bath home is situated on .172 of an acre minutes from Historic Downtown St. Michaels and the Waterfront Harbor. There is a back alley way to the property as well. Home is being sold "AS IS". Public Water and Sewer and right outside of town limits so no city tax. Community is Bentley Hay which has an optional HOA Fee. Yard is currently being cleaned up so please stay off the property until listing becomes active. By Appointment Only- Please do not wander around the yard- there are holes and big trip hazards.

Listed by Cheri A Bruce- Phipps 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.

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 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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