Saint Michaels Real Estate, Homes and Condos for sale

All Saint Michaels homes currently listed for sale in Saint Michaels as of 03/23/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Saint Michaels homes for sale or other Saint Michaels real estate, please contact us and one of our knowledgeable Saint Michaels REALTORS® would be pleased to assist you.


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$4,900,000
24528 BEVERLY RD, Saint Michaels MD 21663
6
BEDS
6
BATHS
9,210
SQFT
$532
$/SQFT
8.14
ACRES
1852
BUILT
"This listing includes three parcels: the house, guest house and dock on a 4.45 acre point; a 2 acre waterfront lot, and a 2.75 acre inland lot. Built in 1857 & updated & expanded in 2009, the house offers lovely water views. It is a mix of formal and casual spaces, from period rooms w/fireplaces to a modern addition comprised of a kitchen w/Sub Zero & Wolf appliances, butlers pantry, family room, laundry, & 3 car garage. Upstairs features a master suite with bath, laundry and several closets, 3 addl. brs & baths, an office, and spacious studio w/exceptional views. That parcel also includes a 2 br. guest house w/3 addl garages, and a deep water dock with boat lift. Both lots are raw land."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $5,900,000 TO $4,900,000 
$4,200,000
24671 BEVERLY RD, Saint Michaels MD 21663
5
BEDS
9
BATHS
8,416
SQFT
$499
$/SQFT
8.95
ACRES
1963
BUILT
"Second Tree--beautiful house on 34+ acres (6 parcels, Tax Map 32, Parcel 103, Parcel 150, Lots 2 thru 6) with extensive landscaping, pool, tennis court, pond, pier with 20,000 lb. lift and deep water, western exposure with gorgeous sunsets. 9,000+ sq. ft. house has 5 bedrooms, 6 full bath, 3 half baths with multiple casual and formal rooms--river room, library, office, many more!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $4,950,000 TO $4,200,000 
$3,950,000
209 TALBOT ST, Saint Michaels MD 21663
20
BEDS
20
BATHS
20,000
SQFT
$198
$/SQFT
0.70
ACRES
1900
BUILT
"Five Gables Inn & Spa - Lovely Expandable Commercial Hotel (currently 20 rooms) Nestled in St Michaels, Maryland - Talbot County - 45 minutes Bay Bridge, 1 1/2 hr Baltimore, Washington, Philadelphia - 4 hrs driving distance from largest population base in America. OPPORTUNITY to acquire a well-performing Inn in an upscale prospering market - Extremely high barriers to entry - Ownership downsizing"
* LISTED OVER 120 DAYS 
$1,975,000
9241 DEEPWATER POINT RD, Saint Michaels MD 21663
4
BEDS
4
BATHS
6,200
SQFT
$319
$/SQFT
13.90
ACRES
1974
BUILT
"One of a kind St. Michaels property 14 acres on Long Haul Creek with 2,700 sq. ft. main house, plus rentable waterfront guest cottage, plus 12 rentable boat slips, and large office building with 4 car garage. Two parcels in farm land could be made into horse pastures."
$1,950,000
711 RIVERVIEW TER, Saint Michaels MD 21663
5
BEDS
4
BATHS
3,358
SQFT
$581
$/SQFT
0.54
ACRES
2018
BUILT
"Construction underway, move in ready by Spring! Breathtaking Miles River views and easy walk to town! New high end construction by Paquin Design/Build! 3300+ square ft with open floorplan. 4/5 bedrooms, 3.5 baths, 1st and 2nd floor master suites, 2 car garage. Highly desired, quiet end of Riverview Terrace. Contact agent for a site tour!"
* LISTED OVER 120 DAYS 
$1,695,000
729 RIVERVIEW TER, Saint Michaels MD 21663
3
BEDS
1
BATHS
1,506
SQFT
$1,125
$/SQFT
1.28
ACRES
1953
BUILT
"Incredible opportunity to own two waterfront lots with an unobstructed view of the Miles River. Existing house sits on over an acre of prime St. Michaels waterfront with the ability to renovate, replace, or create two very special lots. Public services and no town taxes."
* LISTED OVER 120 DAYS 
$1,599,000
0 OLD MARTINGHAM RD, Saint Michaels MD 21663
4
BEDS
4
BATHS
3,000
SQFT
$533
$/SQFT
2.12
ACRES
"Enjoy breathtaking waterfront views from the Porter Creek overlooking the Miles River. This 2 plus acre property offers seclusion and privacy while only being minutes from the Town of St. Michaels, Links at Perry Cabin and the Miles River Yacht Club! Paquin Design Build's home features high end construction and high-end finishes throughout its 3000 plus sq. ft design! Bring your boat as the mean-low water depth is 5 ft. and enjoy all that St. Michaels has to offer!"
$1,595,000
24564 NEW POST RD, Saint Michaels MD 21663
3
BEDS
4
BATHS
3,600
SQFT
$443
$/SQFT
2.24
ACRES
2002
BUILT
"Architect-designed 3,600 sq ft home sited on a premier 2.5 acre waterfront lot near St. Michaels. High elevation. Fabulous views across the Miles River. High ceilings. Bright, spacious rooms. Lots of waterside glass. Efficient radiant heated floors. Downstairs MBR. Fabulous kitchen. Nautical Room upstairs w/fireplace & mahogany/maple floors. Attached 3-car garage. Large waterside patio."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,695,000 TO $1,595,000 
$1,500,000
9712 MARTINGHAM CIR, Saint Michaels MD 21663
4
BEDS
4
BATHS
4,684
SQFT
$320
$/SQFT
3.42
ACRES
1989
BUILT
"GRATITUDE is the appropriate name of this gracious 4 bedroom, 3.5 bath waterfront home, located just outside the town limits of historic St. Michaels. It is sited on a premier 3.4 acre waterfront point lot, directly across the street from the new Pete Dye-designed golf course, The Links at Perry Cabin. The attractive 4,600+ sq. ft. home features large, bright rooms, beautiful wood floors, huge family room w/fireplace, bookcases and trey ceiling. Additional downstairs rooms include a wonderful dining room w/fireplace; centrally located kitchen with a breakfast room on one side and a comfortable family/TV room on the other; private office w/built-in book shelves; glassed sun porch w/brick floor and a large master bedroom suite. Every room provides lots of charm and character and nearly every room, including all 4 bedrooms, provides beautiful water views. Regarding the views, the exposure is ideal. The house faces WSW, providing refreshing summer breezes and incredible sunsets across a peaceful tributary of the Miles River (Porters Creek). You will love the sunsets! Additional features include: High elevation; nearly 500' of shoreline, including erosion protection where needed and a small sandy beach (affectionately known as, South Beach) and a substantial 150' dock, which provides approximately 4' of water depth at low tide. You will be able to hop in your boat and take a short, scenic cruise to St. Michaels Harbor, or navigate in the opposite direction and head for the Chesapeake Bay and beyond....."
$1,495,000
202 CHERRY ST, Saint Michaels MD 21663
7
BEDS
8
BATHS
3,392
SQFT
$441
$/SQFT
0.26
ACRES
1860
BUILT
"The Kepner House, nestled in the harbor of the historic district of St. Michaels, Maryland, is an elegant, historic shipbuilder'shome from another era. Located right on the water in St. Michaels, one of the greatest sailing capitals of the world,this home is a treasure of the bay. ideally located in walking distance of the restaurants,art galleries, antique shops, and boutiques of St. Michaels"
* LISTED OVER 120 DAYS 
$1,389,900
960 MAREA TER, Saint Michaels MD 21663
4
BEDS
4
BATHS
3,300
SQFT
$421
$/SQFT
1.52
ACRES
2019
BUILT
"Last chance to own waterfront home in this brand new construction subdivision in St Michael's! LAST LOT AVAILABLE-subdivision is sold out! Direct waterfront lot, with shared dock/piers included in the price. High end construction and finishes throughout, that you have to see to understand the quality-Designer kitchen, exotic wood flooring, quartz counter tops, waterfront master and so much more ! Walking distance to downtown St. Michael's -rare opportunity to own a brand new construction in St. Michael's act now before the last one is done!"
* LISTED OVER 120 DAYS  * PRICE INCREASED - $1,379,900 TO $1,389,900 
$1,385,000
7130 PEA NECK RD, Saint Michaels MD 21663
5
BEDS
3
BATHS
5,068
SQFT
$273
$/SQFT
17.64
ACRES
1760
BUILT
"Traditional 18th century Tidewater Colonial sited on 17.63 picturesque acres. This home boasts 4 bedrooms, 3 baths, a large loft overlooking Edge Creek, and a waterside great room with other additions added from 1950 to 1980. Waterside inground pool makes it the perfect entertaining home and is currently being used as a sought after Vacation Rental By Owner. 2 car detached garage with workshop and studio. Additional improvements include: One bedroom Guest House with Living, Kitchen, Bath, sunroom, and laundry room. 350 feet of rip rap shoreline. 110 foot pier with boat shed. Attached greenhouse.This property is an historic waterfowl staging area. With a southern shore, nearby woods, hedgerows and wetlands, it is sure to please the nature enthusiasts."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,550,000 TO $1,385,000 
$1,250,000
24830 DEEPWATER POINT DR, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,875
SQFT
$435
$/SQFT
2.32
ACRES
1978
BUILT
"Fantastic waterfront martingham home offering broad views with 5 to 6 feet MLW and a sandy beach. Contemporary home with tall ceilings to take advantage of the views, Formal DR, family room with screened porch and first floor MBR and bath. Oversized 2 car garage, additional 2 BR on the 2nd floor. Enjoy a daily boat parade and ride your bike to downtown Saint Michaels or a round of golf at Harbourtown."
$1,250,000
7461 SOLITUDE RD, Saint Michaels MD 21663
3
BEDS
2
BATHS
3,542
SQFT
$353
$/SQFT
20.00
ACRES
1920
BUILT
"St. Michaels- Mini Farm First time offered in 45 years! Unique property including 20 acres, Low Taxes / zoned Agricultural. Potential for multiple uses- Mini Farm, Horses, Home Contractors Business, Family Compound, Hunting Retreat, etc. Charming 3500 sq. ft. Farm House w/ Georgia Pine Floors and first floor master bedroom -Barn w/ Banquet Room & Bar, plus Large Office & Two 2 BR Apts., 8 Bay Pole Barn Mechanic garage, Workshop, Pond & Rifle Range **Possible owner financing"
$995,000
1004 TALBOT ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,684
SQFT
$371
$/SQFT
2.35
ACRES
1984
BUILT
"Motivated seller! Secluded retreat on 2.35 Acres w/sunset views on San Domingo creek. Pier, floating dock, 2 jet ski lifts & rip rapped shoreline, great spot for all your water toys. Single level living, open floor plan, 3 BDR, 2.5 BTH, fine craftsmanship throughout! The property has mature trees & extensive landscaping. Private drive located at the end of St.Michaels walking trail, no town taxes!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,150,000 TO $995,000 
$995,000
24636 YACHT CLUB RD, Saint Michaels MD 21663
4
BEDS
2
BATHS
4.20
ACRES
1993
BUILT
"Fabulous location bike to town.4 bedroom home , renovated in side/out in 2018, addition 2013.All new systems, new floors, drywall, insulation ,new siding, roof, kitchen, bathrooms and much more. Huge waterside screened porch, private in ground pool, insulated 2 car garage w/cabinetry ,sink and HVAC wall unit.Beautifully landscaped, shed, dock w/boatlift. Perfect set up for a vacation rental ."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $1,149,000 TO $995,000 
$925,000
232 PERRY CABIN DR #5, Saint Michaels MD 21663
3
BEDS
4
BATHS
0.14
ACRES
1984
BUILT
"Beautifully renovated to maximize views of the St. Michaels harbor, this end unit in the private enclave of Perry Cabin town homes is impeccably designed for perfect Eastern Shore Living . Exquisite renovations emphasize the timeless style of coastal living with luxurious conveniences. Privacy and multiple amenities including a deep water dock.Next to the Inn at Perry Cabin by Belmond ."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $995,000 TO $925,000 
$925,000
203 CHERRY ST, Saint Michaels MD 21663
4
BEDS
4
BATHS
2,090
SQFT
$443
$/SQFT
0.12
ACRES
1665
BUILT
"The Snuggery (c.1665) with milk house been sensitively restored/fully modernized, carefully protecting original features including open log walls in front room. Main floor bedroom en suite. Enjoys fabulous water views from the front porch. New outbuilding with tin roof, power/water offers multiple uses. Currently operated as a bed & breakfast with owners quarters. Interactive floor plan."
* LISTED OVER 120 DAYS 
$845,000
202 MULBERRY ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,703
SQFT
$313
$/SQFT
0.17
ACRES
1890
BUILT
"In the heart of the historic district, this exceptional home features high ceilings and fine detailing throughout. It was authentically restored by gifted craftsmen who added custom cabinetry and bookcases, as well as an historic shed replica for all-year work/play. Features include first floor den/bedroom & bath, three fireplaces, master suite, storage galore. St. Michaels at its best for sale!"
$840,000
105 CHERRY ST, Saint Michaels MD 21663
5
BEDS
4
BATHS
2,799
SQFT
$300
$/SQFT
0.37
ACRES
1860
BUILT
"Extraordinary historic home on a full block of property with subdivision potential! Includes long term rentable guest house with Town Approval. Main house is beautifully renovated & maintained. Walk to the harbor, restaurants, shops & museums. Watch the people go by on your screened in front porch. High ceilings, 4 fireplaces, Gorgeous updated kitchen & baths. 1st flr master or family room, butlers pantry, nannys quarters. Double lot backyard with room for pool. Guesthouse can be used as a home business. Lots of off street parking! Finished attic good for extra bedroom or studio. First time on market in 70 years. Nothing else like it at this price in St. Michaels! Owner has found new home of choice. Make offer!"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $845,000 TO $840,000 
$755,000
114 GRACE ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
3,002
SQFT
$251
$/SQFT
0.17
ACRES
1900
BUILT
"This super-livable home in historic St. Michaels boasts the nicest kitchen/family room in town, with beautiful custom windows overlooking a very private garden and wonderful 2-story workshop/studio/screened porch. Two fireplaces, custom woodwork, and much, much more."
$695,000
7223 DRUM POINT RD, Saint Michaels MD 21663
3
BEDS
2
BATHS
1,792
SQFT
$388
$/SQFT
4.58
ACRES
1980
BUILT
"St Michaels Deck House. Located on Barrett Cove, this waterfront with abundant wildlife is a perfect retreat for the nature lover. The open plan living area and master bedroom are on the second floor with large windows to enjoy the views. The wrap-round porch allows lots of options for indoor/outdoor enjoyment. The detached two-car garage and workshop has an apartment above with deck overlooking the Cove. This 4.58 acre lot offers a private dock with 3.5 MLW and captivating views. Interior photos will be added when house is available for showing."
$685,000
9001 N SAINT MICHAELS RD, Saint Michaels MD 21663
3
BEDS
2
BATHS
1,928
SQFT
$355
$/SQFT
5.45
ACRES
1890
BUILT
"A charming home, The Cottage on Long Haul sits on 5+ acres in beautiful St Michaels, This lovingly maintained waterfront home is surrounded by mature landscaping and sits on the Long Haul Creek. This great family home has 3 bdrm 1.5 bath and in ground pool,dock and all within walking distance of downtown St Michaels."
* NEW LISTING 
$679,000
300 TALBOT ST N, Saint Michaels MD 21163
4
BEDS
3
BATHS
2,948
SQFT
$230
$/SQFT
0.10
ACRES
2017
BUILT
"Looking for ease of maintenance and downtown ST. Michaels to be at your doorstep?? This New Model Home serves those needs! A One of a kind open concept floor plan where modern convenience and efficiency meets the character and charm of St. Michaels. The Hambleton model features 9ft. ceilings, 4 bedrooms, sitting room, Rec Room, Wet Bar, 2.5 baths, 2 fireplaces, a stunning designer kitchen, garage & the most desired appointments and finishes including 9 ft. ceilings, engineered hardwood floors, HardiPlank siding, and much more!!"
 
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