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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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10295 Sherwood Manor Saint Michaels MD 21663

Saint Michaels, MD10295 Sherwood Manor

Price$3,795,000

Est. Mortgage: $/month

MLS Number MDTA2002994

  • Single Family
  • Address 10295 Sherwood Manor
  • Subdivision Claiborne
  • Bathroom 6
  • Bedrooms 6

Welcome to “Wing and Wing”, an exceptional 8.9 acre waterfront property located in one of the most sought after areas in Talbot County and just minutes from historic St Michaels. Charm abounds at every turn in this 6 BR/ 5.5 BA home and the seamless transitions between indoor and outdoor living spaces are unmatched. The picturesque drive takes in the peaceful pastures and leads to a landscaped circular drive. With spectacular water views and surrounded by stunning gardens and flowering trees/ shrubs, one can't help but feel a sense of privacy in this oasis. The interior offers a wonderful flow and provides a glimpse into the thoughtfulness taken when designing the home. The front slate porch, 2 story foyer, cathedral ceilinged library, first-floor primary suite, open kitchen, and wonderful large guest apartment with its separate entrance, all provide room for comfortable entertaining and easy living. Perhaps the most coveted spot is the waterside covered patio with its slate flooring, skylights, and treasured stone fireplace, enjoyed year-round by the current owners. Steps away is the beautiful gunite saltwater pool with waterfall and numerous seating areas and gazebo. Other special additions are an enclosed porch/sunroom, fabulous studio/workshop, large 3- car garage, and a most unique full height dry basement which provides endless storage. Interior features also include hardwood floors, 4 inside fireplaces, radiant heat, retractable awnings, and a deck off one of the upstairs bedrooms. 600' of mostly rip-rapped shoreline, a protected pier with lift and 4-5'MLW, 5-zone irrigation system, and multiple sheds on the property are just a few of the amenities. There is a controlling depth at the mouth of the cove but navigable for most boaters. Please contact listing agent for further information on this very special property.

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

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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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934 Riverview Terrace Saint Michaels MD 21663
Pending

MLS Number MDTA2002712

  • Single Family
  • LocationType Bayfront
  • Subdivision Bentley Hay
  • Bedrooms 6
  • Square Feet 3735

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 of KW Metro Center

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$
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$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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24382 Oakwood Park Rd Saint Michaels MD 21663
Pending

MLS Number MDTA2002834

  • Single Family
  • LocationType Creek/Stream
  • Subdivision Oakwood Park
  • Square Feet 2732
  • Bathroom 4

"Under the Oaks "- rare waterfront find, completely renovated with meticulously appointed luxury! From the gated entrance of flowering camellias in a parklike setting, this property is stunning! Upon entering enjoy expansive waterfront views throughout the entire back of the house. Exquisite interior design in every room integrating light, space and water. New floors, ceilings, ship lap, custom designed gourmet kitchen complete with Wolf cooktop and double oven. Large living room with walls of glass and stone fireplace that flows into the dining area with amazing views; all custom renovated with precise attention to detail. Every room including the two water view primary suites has been thoughtfully renovated. First floor primary bath boasts radiant heated tile floor, walk in shower, custom vanity, each bath features designer lighting and lovely quartz countertops. Designed to enjoy the warmth and comfort of waterfront living “Under the Oaks” easily accommodates many family and friends, configured with four bedrooms (septic is sized for a 3 bedroom) and four full baths. Plus bonus room/ office. Highest end custom fit and finish throughout. Newly rebuilt shared dock with private slip, 10+ MLW and historic pavilion. New metal roof, solar lighted cupola, underground sprinkler system and remarkable flower gardens. Too many upgrades to list. Detached one car garage with workshop, potting room, carport and small courtyard End your days relaxing on one of the two back porches or in your Adirondack around the fire pit at water's edge. Minutes to St. Michael's. 5 homes share community pier & pavilion . Sold furnished except for artwork, personal items and minor exclusions. Seller prefers post settlement occupancy through the end of July.

Listed by Katherine M Christensen of Benson & Mangold,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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228 Perry Cabin Drive Saint Michaels MD 21663

MLS Number MDTA2002274

  • Single Family
  • Subdivision Perry Cabin
  • Bedrooms 6
  • Year Built 1984
  • Square Feet 3736

Waterfront property in the harbor of Saint Michael's. Easy walk to town and adjacent to Perry Cabin. PRICE ADJUSTED TO GET YOU IN AND BOATING THIS SUMMER! MOVE IN READY. SOME FURNISHINGS AVAILABLE. This combined double unit property is a must see… A one-of-a-kind opportunity to own a large eastern shore family getaway with room for everyone in the exclusive Homes at Perry Cabin enclave on Maryland's Eastern Shore. This turn-key, low maintenance, home comes with two rarely available deep-water boat slips that can accommodate luxury boats up to 40' with 6' MLW, electric and water all within the town of Saint Michaels, a premier boating destination. (New community docks completed - May 2022). This double unit townhome is completely renovated from top to bottom offering premium grade finishes and waterfront views of Saint Michaels harbor, the Chesapeake Bay Maritime Museum, and the Inn at Perry Cabin. This unique home was designed with entertaining in mind. It has a stunning gourmet chefs' kitchen with luxury heated porcelain tile floors and top of the line appliances. A Miele combo double convection and steamer oven, a Bosch induction cooktop, and a supersized stainless refrigerator with a full size separate side by side freezer is every entertainer's dream. The kitchen island also houses a refrigerator/freezer pull out beverage center. The main living space has a spacious dining area that easily seats 10, and a comfortable living area with a wood burning fireplace. Off the main living space is a bright and airy all weather sunroom with a new Mitsubishi split system keeping the room comfortable to enjoy all year long. A gas fire table, that conveys with the house, adds to the warmth of the room as you look out at the harbor while enjoying a movie on the big screen TV. The designer first-floor primary suite has its own wood burning fireplace and a second year round waterfront porch. The primary bedroom bath is as gorgeous as it is functional with sparkling porcelain heated tile floors, a shower you can enjoy while looking out at the water, and a well-designed large walk-in closet. Upstairs there is room for everyone - five bedrooms, three en- suite, with one bedroom converted into a private gym with treadmill, and waterfront views. The home contains a full house water filtration system and a two-zone heating/AC system and plenty of storage. A new Mitsubishi mini-split system was added in 2021 to offer year-round comfort to both all-weather porches. The home makes a seamless transition from indoor to outdoor living for fun family gatherings with water views and a great lounging patio perfect for hosting BBQ nights. This home also has an extra-large storage area that easily handles multiple bikes, crab traps, boating supplies, patio cushions as well as grilling and gardening accessories for all your activities and sports. With Perry Cabin in your backyard the town is just a short walk down the street. Conveniently located near the town of Easton, and a short drive over the Bay Bridge to Annapolis and Washington D.C. St. Michaels is a place people dream of visiting and a lucky few make it their home.

Listed by Maureen M McHugh of Chesapeake Bay Real Estate Plus,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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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24318 Oakwood Park Rd Saint Michaels MD 21663
Pending

MLS Number MDTA2002830

  • Single Family
  • Subdivision None Available
  • Bathroom 3
  • Square Feet 1612
  • Year Built 1968

Welcome to this quintessential Eastern Shore waterfront property on Old House Cove a few miles outside of St Michaels! Sited on nearly half an acre, it includes lots 14, 15, plus 1/3 of lot 16. The main house was built in 1965 and has 2 BR/2BA including a large primary suite (added on in 1993), an open kitchen, dining, and living area with gas fireplace. A wonderful waterside screened porch has lovely views of the cove and out to San Domingo Creek. The large garage (built in 1993 on the site of the cottage owned by poet and author Gilbert Byron) is connected to the main house by a pergola and has 2 bays (one with double doors allowing for boat access). A guest suite above feels like a tree house and has its own deck overlooking the cove. A wonderful brick terrace is great for outdoor living and is steps away from the water's edge. The private pier has one slip and 2.5'MLW. The 130+/- ' of shoreline is rip-rapped, and there is a fun sandy launch area for kayaks. Additional features include 2 wells, 2 septic systems, a circular drive, and beautiful mature trees and landscaping. There is Atlantic Broadband for wi-fi and the structures are in Flood Zone X(no insurance required). This is a rare opportunity and will not last long. All offers must be in by Monday 5/2 at 9:00 am.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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 W Chestnut St Saint Michaels MD 21663

Saint Michaels, MD101 W Chestnut St

Price$599,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2002836

  • Single Family
  • Address 101 W Chestnut St
  • Subdivision St. Michaels
  • Year Built 1900
  • Bathroom 2

Charm abounds in this Beautifully restored home in the quaint town of St. Michaels. This home features brand new drywall, electrical wiring, freshly painted inside and outside, new roof, modern ductless heating & air system, tiled bath, marble spa shower, kitchen island with granite counter tops, stainless steel appliances, electric FP, hardwood flooring and luxury vinyl flooring in upstairs bath, 1 car garage with greenhouse area and separate storage shed and so much more to see! Lovely landscaping and patio area for relaxing outside after returning from a delicious meal, waterfront exploring and shopping in downtown St. Michaels.

Listed by Karla L Wieland-Cherry of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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

219 Webb Saint Michaels MD 21663

Saint Michaels, MD219 Webb

Price$244,500

Est. Mortgage: $/month

MLS Number MDTA2002300

  • Single Family
  • LocationType Downtown
  • Subdivision Downtown
  • Address 219 Webb
  • Year Built 1981

Living in Saint Michaels, MD - Affordable home ready for you! This home is pristine, well cared for and just waiting for you to make it yours! This home is in walking distance to everything Saint Michaels has to offer including waterfront sunsets, graceful sailboats, birding trails, and restaurants serving up heaps of local oysters and crabs. Just minutes away from both Easton and Oxford Maryland. Make this your new home. No lawn maintenance for you to worry about. Clean, freshly painted. Granite countertops, this home is in move in condition. Lots of upgrades to this charming 2-bedroom home in downtown Saint Michaels. Just in time for spring! Great home for first time home buyer in this well-kept community.

Listed by Nicole Marie Giordano of Coldwell Banker Waterman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 5.25% last updated on May 19, 2022
* 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 2022 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 May 20, 2022. 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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