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St. Michaels MD Luxury Homes

St. Micheals Luxury Homes for SaleBrowse current luxury homes for sale in St. Michaels MD. These properties are priced at $1m and higher. You may also like to view listings for Eastern Shore luxury homes.

Luxury Real Estate St. Michaels MD

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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

$
$
%
$/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

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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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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

$
$
%
$/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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24699 Deepwater Point Dr Saint Michaels MD 21663
Pending

MLS Number MDTA2002504

  • Single Family
  • Subdivision Martingham
  • Square Feet 3925
  • Bathroom 4
  • Bedrooms 4

This is the one you have been waiting for! Attractive custom built Cape Cod on 2 + Acres capturing the incredible views of Long Haul Creek to the Miles River and beyond. First time being offered since built; you will rarely get this kind of opportunity to own home that truly has it all. Deep Water (6 MLW) in protected cove with private pier for the avid boater, waterside heated gunite pool with spa, unusually elevated lot, public Water/Sewer, and located just about a mile from all the amenities of historic downtown St. Michaels! Inside you will find a home that possesses a feel of casual elegance and the Eastern Shore Lifestyle. There are 4 bedrooms including a primary suite that features a fireplace, waterside balcony, and large walk-in closet. The overall layout is very open and offers a formal living room, dining room, and great room with fireplace. The Waterside kitchen has an open flow to the screened in porch and two outdoor patio areas where you can entertain your guests while looking out over the water. Other notable features of the house include cavernous amounts of storage space, freshly painted wood siding, and a two-car garage. Located in the highly sought-after private community of Martingham that borders the award-winning Pete Dye golf course known as The Links at Perry Cabin. Don't miss your chance to own a house that is ideally located by land and sea to enjoy the very best of the Eastern Shore Lifestyle.

Listed by C Edwin W Mangold 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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8377 Bozman Neavitt Rd Saint Michaels MD 21663
Pending

MLS Number MDTA141200

  • Single Family
  • LocationType Creek/Stream
  • Subdivision None Available
  • Bathroom 5
  • Year Built 1977

Welcome to "Heron Cove", the ultimate property offering complete PRIVACY, yet only minutes to St. Michaels! Sited on two parcels totaling 30.16 acres (all in conservation), this incredible point of land offers 180 degrees of water views over Broad Creek with 1900' of water frontage (much is rip-rapped). The wooded lane is stunning as it meanders to the house, and, on arrival the setting is truly picturesque. The house, built by Harry Ball, is actually two structures connected by a glassed breezeway, has hardwood floors throughout, and was designed at the time for the expanding family. The original house was an Acorn design built in 1977. It includes a spacious kitchen, large great room with cathedral ceilings and fireplace, mudroom and laundry on the first floor. Upstairs are two bedrooms with ensuite baths and a loft. In 1984, the second structure was added and includes a first-floor bedroom and bath, lovely living room with fireplace (never used) and a wonderful waterside all season sunroom, which has been a favorite gathering place. Upstairs are two additional bedrooms with spacious closets, and a hall bath. A composite deck (a few years old) is accessed by both sides providing wonderful entertaining space for all. To the east side of the home is a large gunite pool with creek views, updated systems and a new polaris. To the west is the protected pier which has 4'MLW (buyer to verify). Additionally, there is a large shed along the drive with lots of storage for boats, etc. and has electric. A hunting blind is located on the shoreline as well. This wonderfully maintained home is being sold by the estate and their preferred closing is 6/30 or after. All information on the conservation easement and right-of-way from Bozman-Neavitt Rd. will be provided upon request. PLEASE do NOT drive down the lane without permission!

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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$
%
$/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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$
%
$/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

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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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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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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

$
$
%
$/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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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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