Saint Michaels Real Estate, Homes and Condos for sale

All Saint Michaels homes currently listed for sale in Saint Michaels as of 02/15/2019 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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$4,950,000
24671 BEVERLY RD, Saint Michaels MD 21663
5
BEDS
9
BATHS
8,416
SQFT
$588
$/SQFT
8.95
ACRES
"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 
$4,900,000
24528 BEVERLY RD, Saint Michaels MD 21663
6
BEDS
6
BATHS
9,210
SQFT
$532
$/SQFT
8.14
ACRES
"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 
$3,950,000
209 TALBOT ST, Saint Michaels MD 21663
20
BEDS
20
BATHS
20,000
SQFT
$198
$/SQFT
0.70
ACRES
"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 
$1,950,000
711 RIVERVIEW TER, Saint Michaels MD 21663
5
BEDS
4
BATHS
3,358
SQFT
$581
$/SQFT
0.54
ACRES
"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
24564 NEW POST RD, Saint Michaels MD 21663
3
BEDS
4
BATHS
3,600
SQFT
$471
$/SQFT
2.24
ACRES
"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 
$1,695,000
729 RIVERVIEW TER, Saint Michaels MD 21663
3
BEDS
1
BATHS
1,506
SQFT
$1,125
$/SQFT
1.28
ACRES
"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 
$1,495,000
202 CHERRY ST, Saint Michaels MD 21663
7
BEDS
8
BATHS
3,392
SQFT
$441
$/SQFT
0.26
ACRES
"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 
$1,429,000
938 MAREA TER, Saint Michaels MD 21663
4
BEDS
4
BATHS
3,520
SQFT
$406
$/SQFT
2.31
ACRES
"Last chance to own waterfront lots in this brand new construction subdivision in St Michaels! Direct waterfront lots, lot and home packages with shared dock/piers included in the price. One of the two last remaining waterfront lots in the subdivision!"
* LISTED OVER 120 DAYS 
$1,385,000
7130 PEA NECK RD, Saint Michaels MD 21663
5
BEDS
3
BATHS
5,068
SQFT
$273
$/SQFT
18.00
ACRES
"Traditional 18th century Tidewater Colonial sited on 20 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."
* PRICE LOWERED - $1,550,000 TO $1,385,000 
$1,379,900
960 MAREA TER, Saint Michaels MD 21663
4
BEDS
4
BATHS
3,300
SQFT
$418
$/SQFT
1.52
ACRES
"Last chance to own waterfront lots in this brand new construction subdivision in St Michaels! Direct waterfront lots, lot and home packages with shared dock/piers included in the price. One of the two last remaining waterfront lots in the subdivision!"
* LISTED OVER 120 DAYS 
$995,000
232 PERRY CABIN DR #5, Saint Michaels MD 21663
3
BEDS
4
BATHS
0.14
ACRES
"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 
$995,000
1004 TALBOT ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,684
SQFT
$371
$/SQFT
2.35
ACRES
"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
"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 
$948,000
400 SAINT MARYS SQ, Saint Michaels MD 21663
5
BEDS
4
BATHS
2,274
SQFT
$417
$/SQFT
0.20
ACRES
"Rare offering on charming St Marys Square in the heart of the historic district. One of the largest lots with space for pool. 2 outbuildings w/electric, one of them the only remaining historic kitchen building in town. This old new home was raised and has a new foundation, all new wiring , HVAC, plumbing, foam insulation ,new roof and much more."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $985,000 TO $948,000 
$929,000
910 RIVERVIEW TER, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,183
SQFT
$426
$/SQFT
0.44
ACRES
"Beautiful property in St. Michaels with stunning waterfront views overlooking the Miles River. Main level living with brick exterior on just under half an acre. This is an immaculately maintained property ready for you. Enjoy the stunning views of the river from your private patio and most interior rooms. Very desirable street, close to downtown restaurants and shopping, walking distance to town."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $949,900 TO $929,000 
$925,000
203 CHERRY ST, Saint Michaels MD 21663
4
BEDS
4
BATHS
2,090
SQFT
$443
$/SQFT
0.12
ACRES
"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
105 CHERRY ST, Saint Michaels MD 21663
5
BEDS
4
BATHS
2,799
SQFT
$302
$/SQFT
0.37
ACRES
"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 - $850,000 TO $845,000 
$845,000
202 MULBERRY ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
2,703
SQFT
$313
$/SQFT
0.17
ACRES
"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!"
* NEW LISTING 
$755,000
114 GRACE ST, Saint Michaels MD 21663
3
BEDS
3
BATHS
3,002
SQFT
$251
$/SQFT
0.17
ACRES
"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."
$750,000
8011 CHURCH NECK RD, Saint Michaels MD 21663
3
BEDS
3
BATHS
1,952
SQFT
$384
$/SQFT
4.45
ACRES
"This 3 bedroom home with open concept floor planoffers water views from every room, kitchen withbreakfast bar, great room with stone wood burningfireplace, cozy den / family room, two main level ensuitebedrooms each with screened porch, fabuloussecond floor owners suite with wraparound watersidedeck, walk in closet and super bath with Jacuzzitub. Detached 2 car garage with second floorapartment (as-is). Situated on 4+ private acreswith private pier and 400~ of waterfrontage onOld House Cove. Minutes to Historic St. Michaels."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $795,000 TO $750,000  * SHORT SALE 
$685,000
9001 N SAINT MICHAELS RD, Saint Michaels MD 21663
3
BEDS
2
BATHS
1,928
SQFT
$355
$/SQFT
5.45
ACRES
"Quaint and charming describe this waterfront home on Long Haul Creek Offers 3 bedrooms 1.5 baths . The beautiful yard with mature trees and in ground pool , make this home the perfect setting for entertaining friends and family"
$635,000
600 S TALBOT ST, Saint Michaels MD 21663
3
BEDS
4
BATHS
2,754
SQFT
$231
$/SQFT
0.17
ACRES
"Meticulously renovated St. Michaels Victorian with front & side main entrances. The charm of the 1870's with the amenities & appointments of today. Beautiful main level master with vaulted ceilings & stained glass windows. Two spacious bedroom suites upstairs. New mechanicals, foundation & HVAC. Cooks kitchen with silestone counters. Big private paved patio & master gardens. Irrigation system. Detached garage/workshop. Walk to shops, waterfront, park, boat ramp & restaurants. Fabulous front porch for watching parades & Halloween festivities. So much fun to live in town but feel cozy & private inside!"
$630,000
7841 PEA NECK RD, Saint Michaels MD 21663
3
BEDS
4
BATHS
3,309
SQFT
$190
$/SQFT
5.00
ACRES
"Custom built in 2008 spacious colonial with walk around porches, huge two story F/R with built ins, formal D/R. kitchen with center island, separate mud and utility rooms, bonus room over the garage and two 2nd floor B/R's with private baths. Liberal use of wood and tile floors, huge closets, surround sound all minutes from St. Michaels on a 5 ac. lot loaded with wildlife. 30x40 shop, 18x22shed. conditioned crawl space, public sewer"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $659,000 TO $630,000 
$599,900
9424 MARTINGHAM CIR, Saint Michaels MD 21663
3
BEDS
2
BATHS
2,390
SQFT
$251
$/SQFT
1.10
ACRES
"Beautiful Custom-Built home in Martingham. This quality 4 bedroom/2.5 Bath home has most of the living space on the first floor, with the additional bedroom/office/rec room over the garage. Other features include a high-end kitchen with Sile stone tops, stainless appliances; cathedral ceiling in the family room, hardwood flooring, master suite, gas fireplace, tankless hot water heater, large 2-car garage, paved driveway, brick walkway, large deck overlooking the private backyard."
 
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