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Saint Michaels MD Real Estate & Homes for Sale

24 Properties Found

The median home value in Saint Michaels, MD is $820,000. This is higher than the county median home value of $380,000. The national median home value is $308,980. The average price of homes sold in Saint Michaels, MD is $820,000. Approximately 52.5% of Saint Michaels homes are owned, compared to 23% rented, while 24.5% are vacant. Saint Michaels real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Saint Michaels real estate agent to arrange a tour today!
Learn more about Saint Michaels Real Estate.


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Beds:
4
Baths:
4 Full/1 Half
Sq.Ft.:
2,649
Status:
NEW LISTING
MLS#:
MDTA2010996
Type:
Single Family, Single Family-Detached
Subdivision:
MOUNT PLEASANT
Lot size:
3.41 Acres
Year built:
1965
Courtesy: Monument Sotheby's International Realty
View additional info

Coastal Point Perfection - A re-imagined, fully furnished, and turn-key, short-term rental, second home, or primary residence waterfront retreat opportunity within walking and biking distance of the Town of Saint Michael's. Tucked at the end of a private, tree-lined lane and wrapped in over 700 feet of panoramic waterfront, this exceptional property has been completely transformed from its 1965 brick ranch origins into a timeless coastal cottage retreat. Positioned on a prime point of land, this home offers the ultimate in privacy, waterfront lifestyle, and design sophistication. The exterior has been thoughtfully appointed with new board-and-batten siding, an architectural shingle roof, half-round gutters, and authentic shutter hardware, creating a charming coastal aesthetic that blends seamlessly with its natural surroundings. A circle driveway welcomes you home, while the fenced grounds feature an array of outdoor amenities, including a new pier with a 10,000 lb boat lift, a heated in-ground saltwater pool with retractable safety cover, and a custom two-story accessory building for storage, hobbies, or workshop use. Inside, the home impresses with a vaulted, open-concept floor plan that combines comfort and coastal elegance. At its heart is a chef-inspired kitchen with honed granite counters, professional-grade appliances, and a seamless flow into airy dining and gathering spaces-perfect for entertaining or quiet waterfront living. This spacious retreat offers four beautifully appointed bedrooms, including options ideal for an in-law suite or home office, thanks to a separate private entrance that enhances flexibility. Each of the four full bathrooms and the stylish half bath has been fully renovated and constructed with a designers touch, blending crisp finishes and modern comfort throughout. Nearly every system has been updated, including all-new HVAC and mechanical systems, ensuring peace of mind for years to come. The home is also offered fully furnished with magazine-quality interiors, making it a true turnkey opportunity-whether as a private escape, family compound, or income-generating licensed short-term rental. Experience the perfect blend of waterfront luxury, thoughtful design, and effortless living-this is the coastal lifestyle, redefined. The property is currently licensed as a short-term rental (STN-24-10). Property also has an Offshore Duck Blind and Shoreline License ( #16488). Furnishings are included in the sale.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,010
Status:
NEW LISTING
MLS#:
MDTA2010224
Type:
Single Family, Single Family-Detached
Subdivision:
BACK CREEK LANDING
Lot size:
0.27 Acres
Year built:
2006
Courtesy: Benson & Mangold, LLC
View additional info

Discover this exquisite custom-built retreat in the serene St. Michaels community, a perfect blend of luxury and comfort with 4 spacious bedrooms and 3.5 well-appointed bathrooms, packed with premium features for an elevated lifestyle. Cozy up to the versatile gas fireplace, while enjoying a spacious layout enhanced with numerous built-ins for style and function. The expansive primary suite boasts a massive walk-in closet and an oversized bathroom with a huge custom shower and new faucets, complemented by a second-floor ensuite primary or guest suite for family or visitors. Step outside to the sprawling Trex deck with a Sunsetter awning, ideal for relaxing or entertaining, all within a fully fenced backyard for added privacy. Explore the large walk-in storage/attic, ready to transform into an additional bedroom or media room. Modern upgrades like a newer first-floor HVAC and an updated 80-gallon hot water heater ensure efficiency and comfort, while a freshly painted interior bring a bright, new finish. Nestled in a tranquil 40-acre St. Michaels community, this home offers trails, ponds, and waterfront along the peaceful San Domingo Creek, creating a beautiful, intimate setting. This lovely family home, move-in ready with all the extras, invites you to embrace a relaxed yet luxurious lifestyle. Easily access town from this property and enjoy the benefit of no town taxes.

Beds:
4
Baths:
3 Full
Sq.Ft.:
1,848
Status:
NEW LISTING
MLS#:
MDTA2010968
Type:
Single Family, Single Family-Detached
Subdivision:
RIO VISTA
Lot size:
0.34 Acres
Year built:
1989
Courtesy: Redfin Corp
View additional info

ASSUMABLE USDA LOAN AT 3.25%! Charm meets modern luxury in this beautifully appointed Cape Cod nestled in the desirable Rio Vista community of historic Saint Michaels. This thoughtfully designed 4 bedroom, 3 full bath two-story home is situated on a .34 acre setting and seamlessly blends traditional architecture with contemporary amenities, creating an inviting space perfect for both everyday living and entertaining. As you approach you'll be immediately captivated by the private setting. Nestled at the tranquil end of a street, the property offers an enviable sense of privacy and exclusivity. An expansive parking area greets you, generously accommodating multiple vehicles with ease - a rare and coveted feature in this sought-after waterfront community. The sun-drenched main level showcases gleaming hardwood floors throughout, leading you into a open-concept living space. The updated kitchen stands as the heart of the home, featuring a generous center island perfect for casual dining and meal preparation. High-end finishes include sleek granite countertops and premium stainless steel appliances, making this a chef's dream kitchen. Adjacent to the kitchen, discover a versatile bonus room that opens up endless possibilities - whether as an additional family room, home office, or formal dining area - this flexible space adapts effortlessly to your lifestyle needs. The main level includes two spacious bedrooms that share a tastefully updated full bathroom. Ascend to the second floor to find a private owner's retreat featuring a generous primary bedroom complete with en suite bath. A second spacious bedroom and well-appointed hall bath complete the upper level, offering comfortable accommodations for family or guests. Step into your pristine, level backyard - an outdoor sanctuary waiting to be transformed. The expansive, deep lot offers a canvas of possibility, inviting you to create your personal outdoor retreat. Whether you envision a lush garden, an a space for entertaining, this deep and level backyard promises endless potential for outdoor living and enjoyment. The coveted Rio Vista community delivers the quintessential Eastern Shore lifestyle with waterfront amenities, including private waterfront park and a marina with a kayak launch and seasonal small-boat slips. Perfectly positioned in Saint Michaels, with a bus stop nearby, this home puts you moments away from boutique shopping, fine dining, and the town's famous maritime charm. No town taxes! Experience the pinnacle of waterfront community living in this meticulously maintained Cape Cod - where privacy, convenience, and coastal elegance converge.

Beds:
5
Baths:
4 Full/2 Half
Sq.Ft.:
7,300
Status:
Active
MLS#:
MDTA2010868
Type:
Single Family, Single Family-Detached
Subdivision:
MARTINGHAM INN
Lot size:
2 Acres
Year built:
1978
Courtesy: Compass
View additional info

Welcome to Rivermark - a true waterfront retreat in St. Michaels on the Eastern Shore. This custom-built home is an artistic masterpiece with five octagonal interconnected wings, creating distinct yet flowing spaces and breathtaking panoramic views of Porters Creek, Miles River, Wye River and the Eastern Bay from every room. With architecture inspired by the French West Indies, this home has been thoughtfully designed with both entertainment and relaxation in mind. Entering through the foyer, the heart of the home is the Great Room which contains soaring ceilings. This opens to a sun-drenched solarium with travertine flooring and floor-to-ceiling windows that wrap around the interconnected spaces of the sunroom, dining room, and kitchen. Entertaining guests is effortless with the gourmet kitchen that is fully equipped with stainless steel appliances, an Aga stove, granite countertops, a large center island, and custom shelving/cabinetry. With both garden and water views the dual office/study spaces have custom floor-to-ceiling built-ins and wood paneling. The primary suite and a sanctuary unto itself, constructed with 18-foot ceilings and a spa-inspired en-suite bathroom fireplace and private outdoor patio. On the opposite wing of the home, you'll discover two additional bright bedrooms with custom lighting and a spacious shared bathroom. A unique feature of this property is the spa-inspired, glass enclosed swimming pool which overlooks the Miles River. The area is complete with an adjacent sunroom, green house, sauna, and full bath in this zen-like setting. A separate guest house provides privacy with its own entrance, offering two bedrooms, two bathrooms, a kitchen, and a comfortable living space. Outdoors, this property offers a rarely available opportunity of 750 feet of a rip-rapped waterfront, deep waters and a 150-foot private dock with boat lift - offering direct access to the Eastern Shores waterways and nearby waterfront dining. The extensive professionally manicured landscaped grounds feature a tranquil koi pond with a fountain, lush gardens, abundant verdant trees, and brick patio with grill area. Rivermark was featured by the Talbot County Garden Club in the Maryland House & Garden Pilgrimage. Dont miss your chance to view this unique property in person to appreciate the incredible details. Experience the best of St. Michaels living at Rivermark-where luxury, comfort, and natural beauty converge in perfect harmony.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,500
Status:
Active
MLS#:
MDTA2010812
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.18 Acres
Year built:
2024
Courtesy: LPT Realty, LLC
View additional info

Welcome to 110 Lee Street, a brand-new single-level home tucked away in the heart of charming St. Michaels, Maryland. Thoughtfully designed and just completed in 2024, this home captures the perfect balance of modern elegance and small-town warmth, offering a lifestyle thats as relaxed as it is refined. Step inside and experience an open-concept floor plan that effortlessly connects the living, dining, and kitchen areas. Natural light fills the space, highlighting designer finishes and a welcoming atmosphere. The kitchen is a showstopper-equipped with sleek quartz countertops, stainless steel appliances, and custom cabinetry that make it both stylish and functional. A cozy gas fireplace adds a touch of comfort, ideal for gatherings or quiet evenings at home. This home features three spacious bedrooms and two full bathrooms, including a luxurious primary suite designed for rest and rejuvenation. The primary bath is a private retreat with beautifully tiled finishes and high-end touches throughout. Luxury vinyl plank flooring runs throughout the home, offering durability and style. Outside, youll find a beautifully maintained yard and a welcoming front porch that invites morning coffee or evening conversation. The driveway and off-street parking provide convenience and ease for everyday living. Perfectly positioned just blocks from the water, boutique shops, restaurants, and historic attractions, this home allows you to enjoy everything St. Michaels has to offer-all while coming home to peace and modern comfort. 110 Lee Street is a rare opportunity to own new construction in one of Marylands most beloved waterfront towns. This is more than just a home-its your gateway to the Eastern Shore lifestyle.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,500
Status:
Active
MLS#:
MDTA2010784
Type:
Single Family, Single Family-Detached
Subdivision:
ST. MICHAELS
Lot size:
0.08 Acres
Year built:
1890
Courtesy: Chesapeake Bay Real Estate Plus, LLC
View additional info

Big things come in small packages! A St. Michaels treasure! Absolutely charming, completely renovated historic property only steps to the waterfront park & a block into town. This beautiful home has been renovated from top to bottom & has been designed to offer style & historic charm. Featuring a new, lifetime blue metal roof, gardens, patios, & relaxing, covered front porch to watch the world go by. An adorable garden/workshop/art studio shed & fully fenced back yard complete the exterior amenities. Inside, admire durable new floors & carpets, custom cabinetry, designer colors & finishes throughout. The kitchen features all new, modern appliances & granite countertops. The living room has front door opaque glass transoms t & the original staircase bannister. The main level bonus room that opens to the backyard & patio can be used as a guest bedroom or potential primary bedroom, den, family room, playroom or office. There's a full bathroom off the dining room. There's a main level laundry room. Two charming & space efficient bedrooms are upstairs & share a luxurious, large bathroom & huge walk-in closet. Brand new crawlspace encapsulation completed by THP adding a dehumidifier, french drains, spray foam insulation, vapor barrier & welled access door. Super low maintenance property! The waterfront park can be seen from the front yard & has kayak racks & floating kayak launch dock. Take a walk along the picturesque walking trail with covered bridge. Use the picnic area & playground all within the park. Then walk a block to the vibrant town of St. Michaels & its wonderful restaurants, shops, farmers market, music in the park & festivals. Enjoy watching the yachts rolling into the marinas & world class sailboat racing. A perfect home away from the hustle & bustle of the rest of the world! High ground, certified lead free & just outside the historic district restrictions. Furnished option available. A must see!

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,780
Status:
Active
MLS#:
MDTA2010768
Type:
Single Family, Single Family-Detached
Subdivision:
ST MICHAELS
Lot size:
0.17 Acres
Year built:
1889
Courtesy: Benson & Mangold, LLC
View additional info

The Arthur K. Easter House, St. Michaels, Maryland From the moment you arrive, it is clear: this is no ordinary house. Located on one of St. Michaels most sought-after streets, the circa 1889 Arthur K. Easter House seems to have stepped from the pages of a storybook-one filled with golden light, quiet elegance, and a sense of belonging. This stylish historic home was relocated to its current site in the 1940s, where it rests on a modern foundation while preserving the grace of its era. Step inside and youll find a home that doesnt shout-but sings. Golden sunburst wallpaper greets you in the entryway, a quiet hint of the artistry to come. Grass cloth walls add texture to the front room, while Asian-themed wallpaper in the powder room nods to a worldly, well-traveled spirit. The kitchen blends form and function with custom cabinetry, Japanese tansu, an antique center island, granite countertops, and stainless-steel appliances. Just beyond lies a laundry room and pantry, offering additional storage and a private side entrance through a door so charming it might have been borrowed from a Hobbit hole. Refinished heart pine floors flow throughout the main level, which includes an elegant living room, a cozy library with built-in bookcases and a wood-burning fireplace, and a dining area ideal for both casual meals and formal gatherings. Just beyond, the sunroom wraps the rear of the house in warmth and light, with a beadboard ceiling, tiled floor, and French doors that blur the line between home and garden. Bathed in natural light and surrounded by greenery, its a space that feels less like a room and more like a quiet corner of the outdoors-perfect for morning coffee, afternoon reading, or an evening glass of wine. The living and dining spaces flow easily, whether you're hosting friends or savoring a quiet moment. Upstairs, the primary bedroom serves as a peaceful retreat, with a sitting area, a full wall of closets, and a luminous, sepia-toned mural that evokes a distant landscape seen through times soft focus. Its a space meant not just for rest, but for dreaming. A second bedroom and a beautifully updated bathroom with classic tile finishes and a glass shower complete the upper level. Outdoors, a handcrafted moon gate from Walpole Outdoors beckons you into the garden-a serene and curated landscape designed for both visual delight and peaceful retreat. The current owners, avid gardeners, have begun implementing a landscape plan that adds privacy and seasonal beauty to the in-town lot, with roses, weeping peach, dogwood, crape myrtle, holly, and arborvitae creating a park-like setting. Every feature of this house has been thoughtfully updated over the past four years, including a new HVAC system, faux-slate roof, fresh exterior and interior paint, and a curated collection of wallcoverings. Just down the street lies the harbor, and within a short stroll are the Chesapeake Bay Maritime Museum, the county landing and kayak launch, a scenic nature trail, and the towns beloved shops and restaurants. The Arthur K. Easter House isnt just attractive-it is deeply intentional. A canvas for creativity, a haven for quiet living, and a rare opportunity to own a piece of St. Michaels history-timelessly updated and ready to welcome its next chapter.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,496
Status:
Active
MLS#:
MDTA2010756
Type:
Single Family, Single Family-Detached
Subdivision:
MARTINGHAM
Lot size:
1.13 Acres
Year built:
1989
Courtesy: Benson & Mangold, LLC
View additional info

Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with all of its wonderful restaurants and shops.

Beds:
6
Baths:
7 Full/4 Half
Sq.Ft.:
17,402
Status:
Active
MLS#:
MDTA2010616
Type:
Single Family, Single Family-Detached
Subdivision:
ST MICHAELS
Lot size:
8.6 Acres
Year built:
2010
Courtesy: Washington Fine Properties, LLC
View additional info

NEW PRICE! Located minutes from downtown St. Michaels, â??Aqua Vitaeâ? 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, & â??party barnâ? all highlighted by a waterside pool, pier w/ 4 MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The â??river roomâ? w/ 2-story octagon copula offers 270â?¦ 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 & â??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 crows 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.

Beds:
2
Baths:
1 Full/1 Half
Sq.Ft.:
1,209
Status:
Active
MLS#:
MDTA2010500
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
0.17 Acres
Year built:
1940
Courtesy: TTR Sotheby's International Realty
View additional info

Quintessential St. Michaels Charm! Nestled in the heart of this historic and picturesque waterfront town, this adorable cedar shake home is straight out of Nantucket! With two bedrooms, one and a half baths, and classic coastal curb appeal, this home sits on a generous fenced lot backing up to alley way-perfect for outdoor entertaining, gardening, or simply soaking in the Chesapeake breeze. Whether youre looking for a weekend getaway, or a full-time residence, this gem offers access to shops, dining, marinas, and all the charm St. Michaels has to offer. A rare find in one of Marylands most beloved waterfront communities!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,674
Status:
Active
MLS#:
MDTA2010342
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.19 Acres
Year built:
1930
Courtesy: TTR Sotheby's International Realty
View additional info

Nestled on a desirable corner lot in the historic waterfront town of St. Michaels, this 1930 bungalow blends classic architecture with modern comforts. Ideally located just a short distance from the Chesapeake Bay Maritime Museum, shops, restaurants, and the harbor, this home offers the best of in-town living. A spacious front porch welcomes you - perfect for morning coffee or casual entertaining. Inside, the traditional layout begins with a foyer that opens to a generously sized living room on the left, featuring a fireplace and access to a light filled den/office through the French doors. To the right is the large dining room which flows into the updated kitchen equipped with granite counter tops, a gas range and farm house sink. A full bath completes the main level. Upstairs, you'll find three bedrooms, including one with a walk-in closet. The second floor also features a full bath, linen closet and laundry area. Additional highlights include hard wood floors throughout, original architectural detail, a flagstone patio and the original detached garage. This delightful home presents a rare opportunity to own an in-town residence in one of the Eastern Shore's most popular towns.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,660
Status:
Active
MLS#:
MDTA2010124
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
0.17 Acres
Year built:
1930
Courtesy: Benson & Mangold, LLC
View additional info

St. Michaels English style Cottage - This Adorable 3-bedroom 2 bath home offers a first-floor primary bedroom, updated kitchen and baths, formal dining room, rear sunroom, and a fenced side and rear patio thoughtfully landscaped. The yard is irrigated. Long sweeping gables and roof peaks, prominent front facing chimney and entrance vestibule standout as architectural features of this 1930s era â??Cotswold Cottageâ?. Detached garage with attached screened porch needs work but offers a multitude of possibilities. Partial basement for mechanicals. Just a few short blocks to downtown, YMCA, waterfront park and community pool. This house was a Sears Modern Home "The Dover".

Beds:
4
Baths:
2 Full/2 Half
Sq.Ft.:
2,535
Status:
Active
MLS#:
MDTA2010288
Type:
Single Family, Single Family-Detached
Subdivision:
RIO VISTA
Lot size:
0.81 Acres
Year built:
1954
Courtesy: Benson & Mangold, LLC
View additional info

Experience luxury living in this newly renovated coastal-style home in St. Michaels. Situated on a double lot, this is an exceptional and rare offering, combining water views and water access with a high quality home, redone with incredible attention to detail and livability. The exterior is tastefully appointed with painted brick and shingle-style siding, and an inviting covered front porch with blue stone decking, offering sights of the log canoe races on the Miles River. The first floor boasts an open floorplan with elegant hardwood flooring throughout. The living room, adorned with a cozy gas fireplace, seamlessly flows into the dining area and kitchen, making it perfect for entertaining. The kitchen is any chefs dream. The focal point is the leathered marble waterfall edge island with a dining bar, illuminated by two pendulum lights, offering ample space for meal preparation. A 6-burner gas range with double ovens, pot filler faucet and exhaust hood, French door refrigerator and generously sized undermount deep sink, all in stainless steel, and light-colored cabinets complete the kitchens inviting look. Accessed directly from the kitchen is a large, screened porch with brick flooring, overlooking the garden, for entertainment outdoors. This floor also features three delightful bedrooms, one of which includes a sitting room and an attached half bath. An additional half bath, a full bath, and a dedicated laundry room equipped with built-in cabinets above the front-loading washer and dryer, and a partial basement offer enhanced convenience and functionality. The second floor is an exclusive owners retreat, featuring a spacious walk-in shower, a walk-in closet with custom-built ins, and a private balcony with breathtaking water views. The vaulted ceilings add an airy touch to the sanctuary. A large, climate-controlled storage room ensures that all your belongings have a place. The property includes an attached oversized two-car garage and a detached oversized two-car garage with walk-up second-floor storage. The fenced backyard, which backs to lush trees, offers privacy and a tranquil escape. As a homeowner in the Rio Vista Community, you have access to the community dock on Spencer Creek with leasable boat slips, and an exclusive waterfront picnic area overlooking the Miles River. There are no town taxes.

Open House:

Sunday, 6/22 2:00-2:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,102
Status:
Active
MLS#:
MDTA2010314
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
6.04 Acres
Year built:
1992
Courtesy: Benson & Mangold, LLC
View additional info

Welcome to Deepwater Retreat, an extraordinary 6+/- acre waterfront property overlooking the Links at Perry Cabin Golf Course with direct access to the Long Haul Creek and Miles River. Just moments to downtown Saint Michaels, fine dining, shopping, and entertainment, this stunning makeover offers 4,100 +/- sq. ft. of single-story living designed for endless indoor/outdoor entertainment. This magnificent home is blessed with expansive indoor living/dining areas, including a large custom kitchen/family room w/gas fireplace, expansive foyer, living room/dining room areas w/12-foot ceilings, as well as the primary bedroom suite with walk-in closet, buit-ins, and exquisite bathroom, all with sweeping views of the outdoor entertainment areas, patio, and pool. Exceptional gourmet kitchen with oversized island w/large farm sink, walk-in pantry, R/O system, extensive cabinetry, and high-end appliances, including wine cooler. Three additional bedrooms, three full baths, one half bath, mudroom with custom cabinetry and cedar storage closet, laundry room w/new washer/dryer and utility sink, separate office w/storage closet, and three-car garage make up this stunning home. The home has been remodeled/updated inside and out with top-of-the-line fixtures, lighting, appliances, HVAC, water heater, and new flooring throughout. Large Anderson windows provide exceptional natural light in every room. See the complete list for all updates. High speed internet available. Outside of the home enjoy a Gunite pool w/new filter and pump, expansive covered patio, pergola, paver-lined walkways, pool closet for pool toys, and large shed for lawn equipment and extra storage. One full bath off the family room provides easy access to the pool area. The home is connected to Talbot Countys public sewer system. The property has gorgeous, mature landscape with a double-access driveway. The property size is perfect for outdoor activities, such as volleyball, horseshoes, corn hole, just to name a few. The property would also support additional amenities, such as, tennis court, pickleball, or bocce ball with county approval As you venture down to the waterfront, you will find a sizable pier for access to Long Haul Creek, connecting to the Miles River. Perfect for kayaking and paddle boarding! An added bonus to this incredible property is that there is no HOA, which allows for short-term rental for an owner who uses it as a second home (subject to Talbot County regulations). Also close to the Miles River Yacht Club by water or vehicle. Come check it out for yourself, you wont be disappointed.

Beds:
2
Baths:
1 Full
Sq.Ft.:
1,200
Status:
Active
MLS#:
MDTA2009934
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
0.28 Acres
Year built:
1962
Courtesy: Compass
View additional info

Coastal charm meets small-town living in this beautifully updated cottage, just one block from the Historic District and 1.5 blocks from water access, including a marina and boat ramp, and downtown Saint Michaels!â?¯This home exudes a true vacation vibe, offering main-level living with sun-filled spaces designed for relaxation. The completely remodeled full bathroom adds modern comfort, while the composite decking and outdoor spaces are perfect for enjoying Marylands Eastern Shore lifestyle. The backyard is an entertainers dream, featuring an in-ground pool, a detached garage, and a beach-inspired outdoor bar-ideal for hosting and unwinding. Thoughtfully maintained with valuable updates, including aâ?¯new roof (2023), water heater (2018), HVAC (6 years old), washer/dryer (2 years), stove and refrigerator (1.5 years old),â?¯this home is move-in ready for its next owner. With easy access to coffee shops, dining, boutique shopping, and the waterfront, this home is perfectly situated to enjoy all that Saint Michaels has to offer. Dont miss this opportunity to own a slice of paradise!

Beds:
3
Baths:
1 Full
Sq.Ft.:
1,368
Status:
Active
MLS#:
MDTA2009998
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.13 Acres
Year built:
1984
Courtesy: Chesapeake Bay Real Estate Plus, LLC
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Located in Saint Michaels Maryland. Within close proximity to everything fun this local town has to offer. Great seafood, boating, at a price that allows you to make it your own. Currently 3 bedrooms and 1 bath. With a very easy remodel, you could make it a 4 bedroom 2 bath. Large rear yard and paved driveway. Full time, weekend home, or rental. OWNER IS READY TO SELLâ?¦ Lets see your offerâ?¦

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,100
Status:
Active
MLS#:
MDTA2009828
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
0.14 Acres
Courtesy: Keller Williams Flagship
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Welcome to Saint Michaels. Located near the historic district, close to the harbor and 2 waterfront parks,and the numerous quaint shops and eating establishments as well as the museums. Lacrosse homes is proud to present The Midshore. This 4 bedroom 4.5 bath home with open floor plan is designed for everyday enjoyment or the perfect second home. Every bedroom has its own private bathroom. The primary bathroom features 2 large walkin closets, large shower and separate soaking tub. The main level features a large kitchen with adjoining breakfast nook and walk in pantry. This leads to the spacious family room.There is a formal dining room with adjoining butletrs pantry. It is time to make you r personal choice s to make this your home.

Beds:
4
Baths:
1 Full/1 Half
Sq.Ft.:
1,596
Status:
Active
MLS#:
MDTA2009788
Type:
Single Family, Single Family-Detached
Subdivision:
ST. MICHAELS
Lot size:
0.17 Acres
Year built:
1860
Courtesy: Benson & Mangold, LLC
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Known as, "The Mary Thomas House," circa 1860, this beautifully maintained and tastefully updated home is absolutely charming, inside and out...A very comfortable home! Centrally located in St. Michaels' Historic District, mid-way between the Harbor, two waterfront parks and Talbot Street (the town's main street), with it's many fine shops and restaurants. All the main attractions, including Chesapeake Bay Museum, Classic Motor Museum, Rails to Trails walking trail and boat ramps, are a short distance away. The house features a bright, open downstairs floor plan with antique pine floors, fireplace with a wood-stove insert and 19th-century mantel. A modern, well-designed kitchen with stainless appliances, including a 48" gas range and a comfortable sitting/family room overlooks a private, picket-fenced back yard. The second floor is comprised of 2 generous-sized bedrooms and a recently remodeled bathroom with heated floors and a large walk-in shower. A narrow stairs leads to the finished third floor with 2 smaller bedrooms, one of which is currently used as an office and exercise room. Many upgrades/improvements since 2020 include: New brick sidewalk in front of the house along Mulberry Street; crawlspace encapsulation; remodeled upstairs bathroom w/heated floors and walk-in shower (cost over $30k); KitchenAid stainless kitchen appliances (including a $9k gas range); window treatments and plantation shutters by Higgins and Spencer; electrical upgrades including recessed lighting; new antique heart-pine floors in TV/sitting room; walk-in closet w/California Closet features; installed woodstove in fireplace (very-efficient!); installed mini-split HVAC systems (also very efficient). One of the larger lots in the Historic District. Private back yard w/wood deck off the TV/sitting room; storage shed and off-street parking, sized for 2 vehicles. Wonderful variety of shade and flowering trees, including 2 species of Magnolias, Cherry Tree and Redbud.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
3,562
Status:
Active
MLS#:
MDTA2009428
Type:
Single Family, Single Family-Detached
Subdivision:
DRUM POINT
Lot size:
4.82 Acres
Year built:
2004
Courtesy: Meredith Fine Properties
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This brick, French Provincial home is ideally situated minutes from downtown St. Michaels and rests on 4.8 acres along Barrett Cove off Edge Creek and the scenic Choptank River. This serene retreat boasts over 500 feet of riprapped shoreline, a kayak launch, and dock with 2.5'+ MLW and an electric boat lift. The bright and airy main house offers the ease of one-level living. The primary suite includes a spacious bathroom with dual vanities, a jet tub, a separate shower, a water closet, a walk-in closet, and heated floors for added luxury. The guest bedrooms share a dual-entry bath. Other rooms include a great room with gas fireplace and sliding doors to a covered back porch, a cozy family room, a formal dining room, and a kitchen with a charming breakfast area. Gleaming white oak floors, vaulted ceilings, and thoughtful details throughout create an open and inviting ambiance. This thoughtfully designed plan includes a built-in bar, walk-in pantry, and powder room. A separate laundry/mud room leads to the attached 2-car garage. A 2-bedroom, 2-bath guest house offers additional living space, complete with a living room, family room, eat-in kitchen, and laundry room. This property offers an exceptional location, just minutes from boutique shops, fine dining, a golf course, and a yacht club. Its only 15 minutes from Easton, where youll find countless shopping opportunities, healthcare services, theaters, art galleries, a country club, and a jet airport. Additionally, its approximately 2 hours from Philadelphia, and just 1.5 hours from Washington, D.C. and Baltimore, making it perfectly situated for both local and metropolitan conveniences.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDTA2007414
Type:
Single Family, Single Family-Detached
Subdivision:
ST. MICHAELS
Lot size:
0.14 Acres
Courtesy: Keller Williams Flagship
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Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe. Time to make your personal selections.Make this home your personal staement. Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more. Make this your dream home.

Open House:

Saturday, 6/14 10:00-12:00PM

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,575
Status:
Active
MLS#:
MDTA2009064
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.34 Acres
Year built:
1997
Courtesy: TTR Sotheby's International Realty
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Experience and enjoy captivating views of the St Michaels Harbor from every room in the house. Conveniently situated in the heart of downtown St Michaels within walking distance to casual and fine dining. The floorplan includes 4 bedrooms, 3 full baths and 1 half bath. Total bedroom and bath count includes a separate guest suite with full kitchen. The newer addition is an octagon great room with spectacular views and a perfect spot for entertaining. The dining room offers a wood burning fireplace and added space for large gatherings. Enjoy beautiful weather and sunsets while sitting on the first or second floor porches. The home offers the charm and character of Eastern Shore living.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,296
Status:
Active
MLS#:
MDTA2009234
Type:
Condo
Subdivision:
GULL WING VILLAS
Year built:
1978
Courtesy: Benson & Mangold, LLC
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Two bedroom, two bath home overlooking the Links at Perry Cabin. The spacious unit offers a living room with brick hearth fireplace, kitchen with table space and separate dining area. Relax on the rear patio overlooking a scenic community area and golf course. Minutes from downtown St. Michaels with boutique shops and restaurants.

Open House:

Saturday, 6/14 11:00-2:00PM

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,505
Status:
Active
MLS#:
MDTA2008524
Type:
Single Family, Single Family-Detached
Subdivision:
ST MICHAELS
Lot size:
0.23 Acres
Year built:
2003
Courtesy: Long & Foster Real Estate, Inc.
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Welcome to this stunning 3-Bedroom, 2.5 Bath home nestled in a tranquil, private cul-de-sac in a charming St. Michaels neighborhood. Be dazzled by the 30 foot vaulted ceiling, loft overlook and wood burning Fireplace. This beautifully maintained residence boasts an inviting open floor plan, the perfect ambiance for relaxation. The modern kitchen has been expertly remodeled with upgrades and features a convenient breakfast bar. The first floor Primary Ensuite bedroom offers a private retreat, while the first-floor laundry adds practical convenience. The owners have beautifully and completely remodeled all the bathrooms. Step outside to enjoy the newly painted and updated Backyard Deck and Brick Entertainment Patio, ideal for hosting gatherings, or simply unwinding in your serene, fully fenced yard. The property is professionally landscaped with beautiful French Gardens and Walking Paths and overground irrigation, all enhancing its curb appeal, and includes and "almost new" attached garage for added storage and convenience and a cute Backyard Shed for storage. Last but certainly not least, the crawl space has been fully encapsulated. This home seamlessly combines style, comfort and functionality in a picturesque setting all just minutes from downtown St. Michaels. This is an opportunity not to be missed!

Beds:
5
Baths:
4 Full/3 Half
Sq.Ft.:
10,309
Status:
Active
MLS#:
MDTA2007310
Type:
Single Family, Single Family-Detached
Subdivision:
SAINT MICHAELS
Lot size:
9.72 Acres
Year built:
2002
Courtesy: Meredith Fine Properties
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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.

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