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St. Michaels MD Homes for Sale

Some of the homes in St. Michaels MD date back to the 1600s. You’ll also find custom builds, contemporary homes, waterfront estates, and everything in between. The picturesque harbor on Maryland's Eastern Shore boasts exceptional seafood restaurants and plenty of outdoor activities. Browse current single family homes for sale in St. Michaels MD below.

St. Michaels MD Real Estate Listings

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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 MDTA140044

  • Single Family
  • Address 24629 Beverly Rd
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 10309

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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$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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202 Cherry St Saint Michaels MD 21663

Saint Michaels, MD202 Cherry St

Price$3,950,000

Est. Mortgage: $/month

MLS Number MDTA140978

  • Single Family
  • LocationType Downtown
  • Address 202 Cherry St
  • Bathroom 9
  • Bedrooms 8

UNIQUE WATERFRONT OFFERING PRIME ST MICHAELS WATERFRONT CURRENTLY OPERATED AS A 7 BR 7 1/2 BA BED AND BREAKFAST WITH 1 BR 1 BA OWNER/MANAGER SUITE WITH PRIVATE DECK. This is a ONE OF A KIND PROPERTY and could very well be converted back into a stunning private residence in the heart of the historic town on a dead end street. This property has been completely renovated , new windows, new roof, new wood siding, all plumbing and electrical , new main sewer line, kitchen cabinets , systems, commercial appliances, 3 commercial water on demand units fed by propane, updated insulation exterior R21 and spray foam. All renovations are done in premier quality to last. Every spacious guest room has en-suite marble bathrooms , all furnishings are new prime quality, 2 suites have gas fireplaces. The owners/,managers suite has a separate porch and is private. There are common rooms for the guest, the dining room, the living room and the sun porch, there is a water side deck for guests to lounge by the firepit and enjoy the scenic views across the water. There is enough space to install an inground pool ,ask for landscaping plans and survey. Showings need to be scheduled 24 hours prior . DO NOT ENTER WITHOUT AN APPOINTMENT PLEASE.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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24724 New Post Rd Saint Michaels MD 21663

Saint Michaels, MD24724 New Post Rd

Price$3,495,000

Est. Mortgage: $/month

MLS Number MDTA140354

  • Single Family
  • Address 24724 New Post Rd
  • Bathroom 6
  • Bedrooms 3
  • Square Feet 8833

Welcome to St. Michaels! This spectacular site on the Miles River has 180 degree unobstructed water views. This French country style house maximizes water views with a rear elevation full of doors and windows from all of the main rooms. Enjoy the waterside terraces at the main and upper floors as you relax and watch the promenade of sailboats during the summer season and the migratory birds in the fall. Spend weekends exploring the river from your pier with its 4 ft MLW. Pick your spot on the river to watch the St. Michaels July 4th Fireworks with your boating party. All this in a small neighborhood of double cul-de-sacs with the The Links at Perry Cabin golf course and the attractions of St. Michaels nearby. The house was solidly built of extra heavy steel and wood framing finished in stucco above the exposed foundation wall of stone veneer with a decorative water table, rounded copper covered dormers for a low maintenance facade. The house is L shaped with the side wing containing the three-car garage with its doors facing away from the street. The motor court's surface of cobbled stone pavers leads up to bluestone steps at the front entrance with a porch framing the view of the stunning dual Art Nouveau styled mahogany doors with inlaid vertical panels below round glazed panels. The front doors open onto a vista through the spacious two-level foyer and living room to the water views. Each level of the foyer is detailed with inlaid hardwood floors and coffered ceilings uplit to feature their copper faux finish. The cross vista from the upper entry ends at the sumptuous master suite and the open plan kitchen - breakfast area - family room at the other end. The kitchen has all the features prized by gourmet cooks-beautiful cabinetry, granite countertops, large island with a Gaggenau range across from the upper counter for bar stools and water views from both the island and kitchen sink at the side wall. The corner two-story family room has a fireplace at one interior corner freeing up the two exterior walls for diagonal water views from its walls of windows and doors. Rear tall transoms of the two story space provide additional sunlight. The side exterior French door leads to an elevated lawn area with a perimeter wall of stone that could be excavated for a pool or large hot tub and the exterior door that faces the pool has a full bath/changing space. One-third of the main floor plan contains the sumptuous master suite with the waterside bedroom, fireplace, his and her baths, including a jacuzzi tub and steam shower and two walk-in closets. The other bedrooms are located on the second floor and at the top of the stairs is a library-TV area. Between two bedrooms is a cozy space that could be a sitting area with its French door to a terrace. The corner third bedroom is opposite a space that is currently outfitted as a home gym. At the opposite corner is another open plan space that would be a great playroom. The upper level of the garage wing was originally designed as a bedroom-living suite with its own stairs down to its own exterior door. Two additional bedrooms could be added in these spaces with ease as well as an elevator. Unbelievable water views, low maintenance exteriors, high ceilings and unique details-a must see!

Listed by Fred I Rider III of TTR Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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9806 Martingham Cir Saint Michaels MD 21663

Saint Michaels, MD9806 Martingham Cir

Price$1,725,000

Est. Mortgage: $/month

MLS Number MDTA141108

  • Single Family
  • LocationType Creek/Stream
  • Address 9806 Martingham Cir
  • Bathroom 4
  • Bedrooms 4

Located on Hambleton Cove, in the Links at Perry Cabin golf community, St. Michaels. Stunning, 4 bedroom home with views across the Miles River is ready for you to move in and enjoy!! Open kitchen, 2 master suites, walls of windows and a pool! Offered furnished.

Listed by Talley Marshall Berry and Amy M Berry of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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974 San Domingo Saint Michaels MD 21663

Saint Michaels, MD974 San Domingo

Price$1,685,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDTA140784

  • Single Family
  • Address 974 San Domingo
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3548

Spectacular sunsets on San Domingo Creek w/6'MLW , boat house and dock. Renovation project or concept drawings available. Close to St. Michaels from this unique location

Listed by Raymond R Staats of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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

203 E Chew Ave Saint Michaels MD 21663

Saint Michaels, MD203 E Chew Ave

Price$1,500,000

Est. Mortgage: $/month

Pending

MLS Number MDTA140534

  • Single Family
  • Address 203 E Chew Ave
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4673

Hurry to see this 4,000+ sq. ft. home built with quality materials for the Successful Buyer. Just a short walk from the town's harbor, shops and restaurants featuring 4 ensuite bedrooms (one on the first floor) two fireplaces, a second floor laundry and tv room with custom lighting, doors and crown molding throughout. A highlight of this homes open floor plan is a beautiful chefs kitchen with custom lighting and high end appliances. A lovely , beautifully landscaped terrace off the kitchen makes for easy outdoor entertaining between the garage with second floor office and sleeping loft which is perfect for overflow or holiday guests. This low maintenance, turn key property makes for a perfect eastern shore full time or weekend home. Ring doorbell lets you answer the door from anywhere in the world. Each floor has sensors to monitor the homes systems to call you and prevent any surprises while you are on holiday. This is quality construction not often seen.

Listed by William H Marquess V of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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706 Riverview Ter Saint Michaels MD 21663

Saint Michaels, MD706 Riverview Ter

Price$1,195,000

Est. Mortgage: $/month

Pending

MLS Number MDTA140662

  • Single Family
  • Address 706 Riverview Ter
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4519

Recently renovated and beautifully decorated 5BR, 4.5BA Coastal home located on outskirts of St. Michaels. Three levels of living space provide ample room for friends and family and entertaining. Main level en suite bedroom plus luxurious second story primary suite with water views. Enjoy the best of both worlds by having proximity (biking distance) to the historic district for shopping, dining, and other amenities, yet having a spacious yard and water views of the Miles River. Several porches, including a screened waterside porch, allow for quiet enjoyment of the outdoors. Public water and sewer with NO TOWN TAXES. Furnishings are not included, but some items negotiable.

Listed by Deborah Mangold Lipscomb of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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 W Chew Ave Saint Michaels MD 21663

Saint Michaels, MD200 W Chew Ave

Price$1,150,000

Est. Mortgage: $/month

Open House

MLS Number MDTA140578

  • Single Family
  • Next Open House: Sun 05/16 12:00 pm. to 3:00 pm.
  • Address 200 W Chew Ave
  • Bathroom 4
  • Bedrooms 3

Beautifully renovated St Michaels Colonial, 3 bedrooms, 2 ½ baths, a short walk to shops, restaurants, and historic St Michaels harbor and the Chesapeake Bay Maritime Museum. This classic home features a lovely open living and family area, separate dining room and bright airy kitchen with lovely skylights. The second floor features a large primary suite and spacious guest room and bath with lovely hardwood floors throughout. Skylights brighten the central stair that features handcrafted cherry bannister and railing providing warmth and charm. The large detached garage remodeled in 2017 offers an additional independent living space. The 2 ½ car garage features ample storage as well as a large finished ground level living space that may be used as a workshop or additional family room with exterior access. The second floor of the garage features a spacious additional family living area with separate bonus storage room and an additional large bright bedroom/office with full bath. This home is one block from the Domingo Creek dock and kayak launch, bike path and Waterfront Park, a great location to sit by the water, ride bikes and especially kayak fish or fish from shore.

Listed by William H Marquess V of Coldwell Banker Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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707 Talbot St Saint Michaels MD 21663

Saint Michaels, MD707 Talbot St

Price$695,000

Est. Mortgage: $/month

Pending

MLS Number MDTA140938

  • Single Family
  • LocationType Downtown
  • Address 707 Talbot St
  • Bathroom 3
  • Bedrooms 5

Fabulous in town location of this picket fenced corner lot colonial with off street parking, huge in town lot with space for pool or garage, just 2 blocks from the harbor with public water access. and one block from the community pool, all restaurants and shops. Primary bedroom on the first floor , large walk in closet and marble bath. white shaker style kitchen with premier stainless steel appliances , breakfast nook , den, large light filled family room/sunroom , living room with wood burning fireplace. Whole house pre wired for cable/internet, USB ports in bedrooms and kitchen. All plumbing is brand new, copper and PVC, under crawlspace are interconnected drains with pumps to discharge all water in drainage . 2 zone HVAC under full warranty, separate utility room, roof 2 years old, privacy fence towards neighbor.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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362 Perry Cabin Dr Saint Michaels MD 21663
Pending

MLS Number MDTA140782

  • Single Family
  • Address 362 Perry Cabin Dr
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2088

Enjoy Eastern Shore living in this beautiful 3 BR, 2.5 BA townhome located adjacent to the Inn at Perry Cabin. Amazing views of the Miles River with an open floor plan, and enclosed sunroom! The home has a new HVAC unit, hardwood floors and a propane fireplace. The property includes a deep water boat slip up to 40' with 6' draft. Walk to town and see all that St. Michaels has to offer.... enjoy playing tennis on the har-tru tennis courts, and walking the beautiful grounds with abundant birding, fishing and boating. Turnkey community.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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24985 Back Creek Dr Saint Michaels MD 21663

MLS Number MDTA140966

  • Single Family
  • Address 24985 Back Creek Dr
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3204

Custom built Southern Colonial on the edge of St. Michaels in the Back Creek Landing Community with easy access to attractions, restaurants, shops and public waterfront amenities. Spectacular 4 bedroom home with 1st floor primary bedroom that you will fall in love with...tray ceiling, lots of windows for natural light, walk-in shower with glass doors, double vanity with plenty of space and an extremely well designed custom, walk-in-closet. The open kitchen/breakfast/living room with vaulted ceiling and plenty of glass overlooking the woods and wildlife. A gas fireplace in the living room is a great place to cozy up on a chilly eve. Well appointed kitchen with stainless JENN AIRE appliances including a 6 burner gas stove and plenty of storage. 3 generous size bedrooms, 2 full baths and huge family room on the 2nd floor. One of the 2nd floor bedrooms has it's own adjoining bathroom and porch access. And the other front bedroom upstairs has access to the 2nd floor porch, a great spot for sitting on and enjoying the sunsets! The community amenities include a 40+Acre Park / Nature Preserve, Picnic Pavilion, Private Community Pier with Kayak / Canoe Racks on San Domingo Creek - Fishing & Crabbing! Waterfowl Ponds (Bass) & numerous Nature Trails including Wildlife Observation Area to enjoy! This home is a must see! Bonus, NO TOWN TAXES!

Listed by Traci L Jordan of Meredith Fine Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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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24885 Back Creek Dr Saint Michaels MD 21663
Pending

MLS Number MDTA140842

  • Single Family
  • Address 24885 Back Creek Dr
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3215

Southern Colonial in St. Michaels. This 3 bedroom 2.5 Bath home features hardwood flooring, open floor plan, gas fireplace in Family Room, separate den/office, separate dining room, large owners Suite, 2 other large bedrooms and full bath, 2 huge screened porches, 2 car garage, in-ground swimming pool, fenced backyard, professional landscaping. Back Creek Landing Community with 40+Acre Park / Nature Preserve, Picnic Pavilion, Private Community Pier with Kayak / Canoe Racks on San Domingo Creek - Fishing & Crabbing! Waterfowl Ponds (Bass) & numerous Nature Trails including Wildlife Observation Area to enjoy! Located just on the edge of town convenient to historic St. Michaels, easy access to attractions, restaurants, and shops and public waterfront amenities. Too many other upgrades to mention…incredible decorator-owned home!

Listed by Brian K Gearhart of Benson & Mangold, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.94% last updated on May 13, 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 May 14, 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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