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Explore the latest listings in Saint Michaels, Maryland right here! These properties came on the market in the last 30 days. You may also be interested in viewing all current St. Michaels MD real estate listings.

New Listings St Michaels MD

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204 Madison Ave Saint Michaels MD 21663

Saint Michaels, MD204 Madison Ave

Price$299,000

Est. Mortgage: $/month

MLS Number MDTA2003066

  • Single Family
  • LocationType Other
  • Address 204 Madison Ave
  • Subdivision Rio Vista
  • Bathroom 2

Listed by Dawn A Lednum of Chesapeake Bay Real Estate Plus,LLC

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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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101 Fremont Saint Michaels MD 21663

Saint Michaels, MD101 Fremont

Price$118,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2003042

  • Land
  • High School St. Michaels
  • Acreage 0.08
  • Junior High St. Michaels

Great opportunity to own and build on this in-town lot in St Michaels MD. One of the few lots available in town ,with a lot of history . The original house built on this lot was built by the Chaney family in the 1850's and remained in their family until 1907. The lot was part of the subdivision of the “Town Field” a portion of Canton Farm. Which all deeds for this lot were in the form of assignments of lease until 1983, after which they were conveyed in fee simple. The original house's home is at the St Michaels museum. This lot is ready for a new structure to be built on it , check with the town zoning for more information on what you can build. The lot is residential with multiple uses. The location is walkable to all the shops and restaurants downtown. Close to the water for a day of canoeing, sailing crabbing or fishing. Great location for your summer home or your retirement home on the shore.

Listed by Laurie A Sparacino of Keller Williams Select Realtors

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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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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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24047 N Porters Creek Ln Saint Michaels MD 21663
Active With Contract

MLS Number MDTA2002944

  • Single Family
  • LocationType River
  • Subdivision Porters Pride
  • Bathroom 3
  • Bedrooms 3

Gorgeous with coastal elegance and peaceful rural living, this idyllic Shingle home charms under the trees, surrounded by beautifully fragrant landscaping and relaxed greenspace. With cul de sac privacy and Eastern Shore views, the original 1985 single-level build has been transformed with inspired design and craftsmanship adding extraordinary light and thoughtful loft space. Greet guests from under the wood-clad portico then step inside where hardwoods, trimmed transitions, bright white hues, and endless windows line spaces for gathering, closing deals, creativity, and dinners with friends. While three restful bedrooms and two and a half baths soothe, the chef will enjoy an open kitchen of granite and high-end appliances. Complete holiday brunch for guests, or pack picnics for adventure exploring Porter Creek and Miles River. Just beyond the sunlit greatroom, look forward to morning coffee on the patio sheltered by an ivory-hued pergola, spend summers floating in the pool, and catch fire flies with little loved ones and a four-legged friend. At the nearly two acre property's end, unwind with a glass of cheer where evening wildlife views compete only with the house itself - lit with lightscaping, sunset reflection, and an emerald jacuzzi. While on tour, note the mudroom, airy loft, and high elevation, and visit the private dock where your watercraft awaits to drift into wildlife sanctuaries and Eastern Bay. Just three miles away, enjoy proximity to golf at the prestigious Links at Perry Cabin, and spend weekends in scenic Saint Michaels where antique shops and favorite seafood restaurants await.

Listed by Cornelia C Heckenbach of Long & Foster Real Estate,Inc.

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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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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

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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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602 Landing Rd Saint Michaels MD 21663

Saint Michaels, MD602 Landing Rd

Price$1,199,000

Est. Mortgage: $/month

Pending

MLS Number MDTA2002964

  • Single Family
  • Subdivision Rio Vista
  • Address 602 Landing Rd
  • Year Built 1999
  • Bathroom 3

Located in the community of Rio Vista, this thoughtfully planned home offers beautiful water views of Reflection Lake and the Miles River from almost every major room. Two story foyer with skylights and the tile floor features open staircase. Spacious living room with wood floors offers quadruple sliding glass doors overlooking the water and opening to an Azek deck. The dining room offers wood floors and a large bay window on the water. The family room opens to the kitchen with a dining area in the middle of the space. Family room includes sliding glass doors and a propane fireplace. The laundry room, utility room and pantry are off the kitchen. The primary bedroom is on the first floor. It offers a large bay window overlooking the water, vaulted ceiling with skylights, walk-in closet, second closet and en suite bath. The bath includes separate vanities, shower with seat, and soaking tub. Also on the first floor are a half bath and office/studio. There are two bedrooms overlooking the water on the upper level, one features a small balcony. There is a large loft space with some built-in shelving and a full bath, plus 3 separate storage spaces. A detached 2 car garage includes workshop area and storage space. There is also a garden shed and storage available underneath the deck. The owners have kept a 17' Boston Whaler Montauk at the pier. There is also a floating dock and kayak rack on one side of the pier. The shoreline includes a sandy beach area, some riprap, and living shoreline. Community amenities include a pier with 22 slips on Spencer Creek and the picnic area on the far side of the lake. Showings are by appointment only.

Listed by Christie C Bishop of Benson & Mangold,LLC

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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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201 Webb Ln Saint Michaels MD 21663

Saint Michaels, MD201 Webb Ln

Price$229,000

Est. Mortgage: $/month

MLS Number MDTA2002966

  • Condo
  • Address 201 Webb Ln
  • Subdivision Brooksview
  • Bathroom 1
  • Bedrooms 3

THIS IS A TOWNHOUSE. THERE IS A DEED RESTRICTON AGAINST RENTALS! Three bedroom end unit convenient to all of St. Michaels. Priced for QUICK sale! HOA maintains common area including parking lot. Current owner has pets so 3 hours advance notice preferred. With an acceptable sales price the owner will consider a credit at settlement for new carpet and/or flooring. Rear of this unit may be fenced for pets.

Listed by William E Wieland of Benson & Mangold,LLC

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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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7751 Rollyston Dr Saint Michaels MD 21663

Saint Michaels, MD7751 Rollyston Dr

Price$16,000,000

Est. Mortgage: $/month

MLS Number MDTA2002950

  • Single Family
  • Address 7751 Rollyston Dr
  • Subdivision None Available
  • Year Built 2016
  • Bedrooms 9

2 parcels totaling 91 acres on the Miles River. 4-level, furnished, main house with elevator, full basement, 9 bedrooms, 9 full baths, 4 half baths, media room, main level bedroom. 4-car garage with rec room, bedroom, full bath and half bath. Heated, waterside pool, pool house with 2 full baths/changing area, covered outdoor kitchen. Pond with fountains, dock, 2 gazebos. Partially riprapped shoreline, sandy beach, dock with water and electric. Guest house with 3 bedrooms, 3 full baths, 1 half bath, barn.

Listed by Clifford E Meredith of Meredith Fine Properties

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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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107 E Chestnut St Saint Michaels MD 21663

Saint Michaels, MD107 E Chestnut St

Price$719,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA2002896

  • Single Family
  • Subdivision St Michaels
  • Address 107 E Chestnut St
  • Bedrooms 2
  • Bathroom 2

Character and charm abound in this beautifully restored Historic home in the heart of St Michaels! Circa 1820 although history suggests construction began between 1805-1820. There have been numerous significant improvements over the years with removal of the asbestos siding and the 2-story addition in 2003 to mention just a few. Plumbing & Wiring have been updated as well. Current Owners totally renovated the Kitchen and encapsulated the crawl space as well as added many architectural details to the home since they took ownership. You will not be disappointed with this meticulously & lovingly maintained home! A perfect blend of old and new! Enjoy the home, the gardens, the spacious insulated & heated outbuilding offering many possibilities and of course the close proximity to the Harbor, the Museum and all the wonderful boutiques and restaurants that St Michaels has to offer! Don't wait for an opportunity to view this lovely home on the best street in St. Michaels! All offers to be submitted no later than Monday, May 9, 2022 at 5 pm.

Listed by Leslie J Stevenson of Long & Foster Real Estate,Inc.

$
$
%
$/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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24312 Oakwood Park Rd Saint Michaels MD 21663
Pending

MLS Number MDTA2002840

  • Single Family
  • Subdivision Oakwood Park
  • Square Feet 836
  • Bathroom 1
  • Bedrooms 2

Just 2 miles to St Michaels, Super charming community known as Oakwood Park. This two bedroom cottage needs a complete rehab. there is a detached shed with electric, rip rap shoreline and a dock.

Listed by Cornelia C Heckenbach of Long & Foster Real Estate,Inc.

$
$
%
$/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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24629 Beverly Rd Saint Michaels MD 21663

Saint Michaels, MD24629 Beverly Rd

Price$12,750,000

Est. Mortgage: $/month

MLS Number MDTA2002924

  • Single Family
  • Address 24629 Beverly Rd
  • Subdivision Saint Michaels
  • Bathroom 7
  • Bedrooms 5

Travel down a mature, holly tree-lined drive and One Beverly reveals itself with understated Eastern Shore elegance. Situated on the 9 acre original farmstead of the 1867 Beverly Manor, this Georgian home provides a southwestern view overlooking San Domingo and Broad Creeks. The 5-bedroom main house, first occupied in 2003, is a traditional Georgian design meticulously built according to exacting standards to include handmade brick applications, historical window selections, exotic hardwood flooring, limestone fireplaces, and custom architectural elements. Craft woodworking is displayed throughout the home's spiral staircase, large kitchen, pantry, and morning room, bathrooms, powder rooms, library, sunset room, fireplace mantles, snooker room, mudroom, map room, ceiling and baseboard trims, and exterior cornices. The central River Room 19ft ceiling provides expansive views of the creek waters and overlooks the terrace which is accessible through triple hung windows. The kitchen and pantry are outfitted with high-end Viking, Miele and Sub-Zero appliances. The large mudroom includes a laundry station, shower, sauna, powder room, refrigerator drawers, a custom farm sink, and an abundance of storage. This homesite includes a guest cottage nestled close to the water, the original carriage house now converted into an office with direct high-speed broadband service, a large pool, an outdoor Viking grill, a Morton barn, a freshwater pond, a greenhouse, and raised brick cutting garden. Established landscaping and majestic trees provide a lush environment to enjoy your Eastern Shore lifestyle.

Listed by Clifford E Meredith 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.

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1006 Riverview Ter Saint Michaels MD 21663

MLS Number MDTA2002884

  • Land
  • Subdivision Rio Vista
  • Acreage 0.34
  • Zoning R

Vacant lot located in the popular neighborhood of Rio Vista in St Michaels. Public water and sewer at site. Community picnic area and community dock with boat slip rental option. Check out this well loved neighborhood and explore this rare opportunity to build your unique vision!

Listed by Brenda K Sarver of Maryland Realty Connection

$
$
%
$/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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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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