Refine Search
Sort by
$469,000
2 Beds 2 Baths
Perfect St. Michaels home with easy living all on one level. This home sits on a large corner lot which is fully fenced, and includes a deck off the rear, a finished detached garage with extra storage, storage/garden shed and plenyty of parking with two separate driveways. The detached garage has a split system for heating and AC, plus new gutters. The floor plan includes an en-suite primary bedroom, an additional bedroom and bath, eat-in kitchen with granite counter tops, and generous living room. Whether you plan to come for weekends of as a full-time resident, this charming home is turn-key perfect and is being sold fully furnished. This location is close to the shops, restaurants, nature trail and park, but offers a very private setting. Check with town about converting the garage into an accessory dwelling.

506 Railroad Ave, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

$895,000
4 Beds 4 Baths
Situated on a peaceful 1.59+/-acre lot with water views of the Miles River, including adjacent 1.12+/- acre buildable lot, in the sought after Martingham community, giving this property a park-like setting with a private feel. The impressive foyer welcomes you into the home with water views from the family room, kitchen, patio, and primary suite. Formal living and dining rooms. The library is grand in stature and well-suited for large scale entertaining. Ample first floor en-suite/in-law suite is the perfect retreat with privacy from the rest of the home. Located in Martingham, you will be just a stone's throw from the Links at Perry Cabin and a short ride into St. Michaels to enjoy the marina, Chesapeake Bay Maritime Museum and all the local shopping and restaurants.

24828 Deepwater Point Dr, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665

$739,900
4 Beds 3 Baths
Professional Photos coming soon......Beautiful 2 story home ,overlooking a pond in the sought after community of Back Creek Landing. Enjoy one of the best and most private lots in the community. Across the street is a pond offering tranquil views , and there are woods in the back leading to a walking trail. The main floor proudly shows off a large primary bedroom suite and an open family room /eating area/kitchen designed for entertaining . On the second floor, you will find 2 additional bedrooms , bathroom , a huge bonus room and an unfinished attic. Enjoy walking trails, ponds , water access for kayaking/canoeing , all while you are just minutes from St. Michaels and all that this charming, historical town has to offer.

24997 Back Creek Dr, Saint Michaels

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

$12,500,000
5 Beds 7 Baths
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, custom architectural elements, and an elevator. 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.

24629 Beverly Rd, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$337,500
2 Beds 3 Baths
ENJOY ST. MICHAELS AND SURROUNDING AREAS OF THE CHESAPEAKE BAY - IN THIS WIDGEON PLACE TOWNHOUSE! Lots to love about living at Widgeon Place! ​Enjoy the beauty and serenity of Martingham with the convenience of being right outside St. Michaels. ​This spacious 2 bedroom / 2.5 bath condo offers an inviting open floor-plan, patio off the sunroom, upstairs balcony off the primary bedroom and an oversized one car garage. ​​There's a wood burning fireplace in the great room to relax by while sipping a cocktail in the evening after enjoying a day of playing tourist. The present owners have loved this as their 2nd home here on the shore since 2014. They have biked, kayaked, enjoyed the local restaurants and attended the many festivals that happen year-round. HVAC 2015 and 2 sound proof windows in the front were replaced in 2016.

24362 Widgeon Pl Unit #2, Saint Michaels

Listing courtesy of Meredith Fine Properties. Contact: (410) 822-6272

$12,500,000
6 Beds 11 Baths
Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 sq.ft. main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The “river room” w/ 2-story octagon copula offers 270◦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & “ghost’ screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4’ of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crow’s nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4’ MLW & the shoreline is fully rip-rapped w/ natural plantings. Set within the pine grove is a putting green w/ chipping area & e

8620 Bozman Neavitt Rd, Saint Michaels

Listing courtesy of Washington Fine Properties, LLC. Contact:

$799,990
4 Beds 3 Baths
Last opportunity to own one of the attractive homes in the desirable community St. Michaels Pointe at Perry Cabin. This Coastal style 2 story home is ready for move in now. The beautiful front elevation features an upper and lower deck, the rear is fenced with a patio for outdoor living. With 9ft ceilings and an open floor plan concept, the home sparkles with a light and airy feeling. The integrated gourmet kitchen includes granite counters, an island with sink and breakfast bar and stainless-steel appliances. Living and dining areas are clearly defined but flow seamlessly into each other. The floor plan of this home has been redesigned to include a full bath and bedroom on the first floor and the corner lot location allowed for an increase in square footage over similar homes. The spacious owner’s suite is located on the second floor with access to the upper deck overlooking the grounds of the Inn at Perry Cabin, and features a well-appointed bath with soaking tub, double vanity and walk in shower, as well as a large walk-in closet. Two additional bedrooms with full bath complete the upper level. This community of only 14 new homes is directly adjacent to St. Michaels’ Historic District, across from the Maritime Museum and Inn at Perry Cabin properties, and close to the Miles River Yacht Club. The location allows for easy access to all of St. Michaels restaurants, stores and events. Don't miss out on this opportunity to own a brand-new high quality home in St. Michaels just at the edge of the Historic District! The upper deck is accessed from the primary suite and overlooks the grounds of the Inn at Perry Cabin.

312 N Talbot St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415