The median home value in St Michaels, MD is $740,000.
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 St Michaels, MD is $740,000.
Approximately 52.5% of St Michaels homes are owned,
compared to 23% rented, while
24.5% are vacant.
St 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 St Michaels real estate agent to arrange a tour
today! Learn more about St Michaels Real Estate.
This 4,200± sq. ft. custom, single-level all brick residence showcases soaring 14-foot ceilings, an abundance of natural light, and panoramic views of Broad Creek from the moment you step inside. The heart of the home is the gorgeous gourmet kitchen, complete with quartz counters and stainless steel appliances, seamlessly flowing into a spacious family room with a timeless brick fireplace. The luxurious primary suite features 14-foot cathedral ceilings, a spa-inspired bath with custom walk in shower, and serene views of the pool, gardens, and Creek. Two additional en-suite bedrooms, a large den with custom built-ins, and a walk in pantry with granite counters and additional refrigeration provide comfort and convenience throughout. An architecturally stunning screened octagonal pavilion connects to the waterside deck-perfect for relaxing or entertaining. A brick-floored sunroom leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, custom gazebo and mature landscaped beds. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of living shoreline with stone revetment and a 350-foot dock offering 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two open slips, and a floating dock perfect for kayaks and paddleboards. An oversized 2-car garage and large garden shed provide ample storage. Septic is for 3 BR office could beBR #4. Located within 2 miles from historic St. Michaels, this exceptional waterfront estate blends timeless elegance with a resort-style setting.
Welcome to your private waterfront retreat just minutes from the charming, historic town of St. Michaels, Maryland. Tucked away on a quiet cul-de-sac in the serene Oakwood Park community along San Domingo Creek, this one-story residence offers four bedrooms, three and a half baths, and a harmonious blend of space and comfort. With approximately 2,839 finished square feet, all on the main level, the home is designed for convenience and ease of living. Inside, generous rooms are enhanced by rich custom yellow pine floors, premium carpeting, and tile. At the heart of the home, the living room impresses with a vaulted ceiling, exposed beams, custom built-ins, and a rustic wood-burning fireplace. A waterfront family room flows into the dining area, while the country kitchen features handsome cabinetry, premium countertops, modern appliances, and a pantry with washer and dryer. The waterside primary suite offers a fireplace, walk-in closet, and a spacious bathroom with dual vanities. On the opposite side of the home, a second bedroom includes an ensuite bath and walk-in closet, complemented by two additional bedrooms with ample closet space (one used as den/3br septic) and a full bath. The exterior showcases cedar shake siding, a welcoming covered front porch, a private patio between the main bedrooms, a large rear waterside deck, a two-car detached garage, and a wide gravel driveway with ample guest parking. The property is served by a private well and septic system, with public sewer hookup approved and coming soon, offering flexibility for future expansion or renovation. This home is part of a unique five-property HOA with each property owning 20% of and sharing a central community lot, a deepwater dock with five slips, and a historic pavilion available for member events and leisure. Residents also enjoy a kayak rack and a small sandy beach for launching boats or paddle boards. The setting provides not only a comfortable home but a lifestyle of Chesapeake Bay waterfront living. According to research, the grounds of the five lots and the â??Oakwood Associationâ? belonged long ago to the Oakwood Inn, a prominent retreat in the early 20th century. Known for its scenic harbor views and role in local leisure culture, the inn appeared in postcards from the 1930s and was a hub for skating, swimming, pleasure boating, regattas, and log canoe races. Its legacy adds a rich historical dimension to the property, connecting todays residents to St. Michaels vibrant past as a sailing and leisure destination. There are photos of two pieces of memorabilia at the end of the photo section of this listing for your enjoyment. See attached documents for HOA information ($600/year per property), easement information, C&Rs, Contract Disclosures, etc.
Welcome to **Back Creek Landing** - one of Saint Michaels most desirable neighborhoods, known for its peaceful setting, friendly community, and easy access to town. Just a few minutes by bike or golf cart from downtown, this neighborhood offers the best of both worlds: close to everything, yet surrounded by nature. This beautifully maintained home invites you in with a wide front porch - perfect for a swing, morning coffee, or simply watching the world go by. Step inside to find a cozy living room with pocket doors to the left, ideal for a den or home office. To the right, a versatile dining room (currently used as a sitting room) connects directly to the kitchen, making it ideal for entertaining. The open kitchen and great room form the heart of the home - bright, cheerful, and designed for gatherings. The kitchen features abundant cabinetry, generous counter space, and a large island that comfortably seats three. From the great room, doors open to a covered back porch overlooking the ponds - a western exposure that captures the most beautiful sunsets. A charming patio and pollinator garden complete this relaxing outdoor retreat. The first-floor primary suite offers a spacious walk-in closet with custom built-ins and an updated bath. A powder room and laundry area complete the main level, which features continuous flooring throughout for a seamless flow. Upstairs, two additional bedrooms - each with **large closets** - a full bath, and a spacious bonus room provide plenty of flexible space for guests, hobbies, or a second family room. Theres also a walk-in attic offering convenient storage. Back Creek Landing is a thoughtfully planned community with multiple scenic ponds, a picnic area, and miles of walking trails. Residents also enjoy access to **San Domingo Creek**, complete with a dock and kayak racks, making it easy to explore the waterways right from home. Freshly painted and thoughtfully cared for, this home combines comfort, function, and natural beauty in one of Saint Michaels most welcoming neighborhoods. ð?? St. Michaels, MD ð??² $795,000 ð??ï¸ 3 Bedrooms ð?? 2.5 Baths ð?? 3,166 sq ft ð??? Call or message me today to schedule your private tour - Id love to show you around Back Creek Landing!
Welcome to Old House Cove Waterfront Retreat in St. Michaels, MD Nestled on nearly half an acre with scenic frontage along Old House Cove, this quintessential Eastern Shore property offers a rare combination of waterfront serenity, literary history, and timeless design. The expansive parcel provides privacy in a highly desirable location, just minutes from the heart of St. Michaels-one of Marylands most beloved waterfront towns. Formerly owned by the poet and author Gilbert Byron who was often called â??the Chesapeake Thoreau,â? it is easy to see how the tranquil setting on Old House Cove inspired much of his writing. Originally built in 1965, the main house has been thoughtfully updated to blend classic Eastern Shore style with relaxed modern comfort. The open-concept kitchen, dining, and living area centers around a gas fireplace - all with sweeping water views. Added in 1993, the spacious primary suite features a walk-in closet and en-suite bath. The waterside screened porch is the perfect place to unwind, enjoy the gentle breeze off the water and watch sailboats glide across the cove toward San Domingo Creek. Connected to the main home by a charming pergola walkway, the large carriage house and garage-also constructed in 1993 -includes two bays, one with double doors for boat access. The upper-level guest suite feels like a private treehouse retreat, complete with its own deck and sweeping views of the cove. Together, the main residence and guest suite create an ideal opportunity to expand the property and craft the waterfront home of your dreams-offering privacy, flexibility, and direct access to the propertys stunning setting. Outdoor living is a true highlight of this property. A generous brick terrace provides the perfect space for alfresco dining or entertaining just steps from the waters edge. The property features approximately 130 feet of rip-rapped shoreline, a sandy kayak launch area, and a private pier equipped with one slip and 2.5 MLW-ideal easy access to the Bay. Beautiful mature trees, lush landscaping, and a circular drive create an estate-like approach. The property is served by two wells and two septic systems, and sits comfortably in Flood Zone X (no flood insurance required). The area has been approved for public sewer hookup, offering excellent potential for future expansion or reconfiguration to suit your vision. This is a rare opportunity to own a timeless waterfront retreat-where Eastern Shore charm, literary heritage, and modern comfort come together just minutes from the world-class dining, sailing, and small-town allure of St. Michaels, Maryland.
Desirable Martingham Community is the location of this fabulous Quail Hollow unit nestled within the famous "links at Perry Cabin " , one of the few units with a screened porch . Enjoy the beautiful golf course views from the second floor, the first floor is private with its landscaping. Bathroom and kitchen countertops are granite, the kitchen has a space for a breakfast table, Living and dining room combination with a fireplace ,open floorplan and sliding doors opening to the screened porch. There is a one car garage and additional parking space. Martingham offers a waterfront park for residents only , plenty of walking and biking opportunities. Just minutes to historic St Michaels.
Home is currently under construction with an estimated completion date of Feb-March 2026. Photos are of a similar home with comparable finishes by the same builder. This 3BR, 2.5BA Arts & Crafts home sits on a quaint lot in beautiful Saint Michaels and will be clad with high end finishes throughout. The luxurious kitchen will feature stylish pistachio and linen shaker cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze accessory kit, artisan range hood, spacious center island and breakfast bar, high end d'oro quartz countertops and a herringbone tile backsplash. The living room includes a gas fireplace and large picture windows, providing an abundance of natural light. The owner's suite features a walk-in closet and luxury, spa-like bath with dual vanities and a walk-in shower with dual shower heads, a rain shower features and floor-to-ceiling attache calacatta tile. Additional amenities include LVP flooring throughout main level, ceramic or porcelain tile in all baths and laundry room, public sewer, 30 year architectural singles, 92% efficient Carrier HVAC, Pella windows, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, a spacious front porch and much more. All of this in a convenient location adjacent to Historic Saint Michaels shops and restaurants. NO HOA or restrictive covenants.
Welcome to Saint Michaels Retreat-an extraordinary 6-acre property overlooking the Links at Perry Cabin Golf Course with direct water access to Long Haul Creek and the Miles River. Just minutes from downtown Saint Michaels, this stunningly renovated residence offers over 4,100 sq. ft. of one-level living, thoughtfully designed for effortless indoor and outdoor entertaining. Inside, expansive living and dining areas feature 12-foot ceilings and abundant light. The custom kitchen and family room with gas fireplace anchor the home, while the welcoming foyer, formal living/dining rooms, and serene primary suite-with walk-in closet, built-ins, and a spa-like bath-all open to sweeping views of the pool, patio, and gardens. The gourmet kitchen showcases an oversized island with farm sink, walk-in pantry, wine cooler, extensive cabinetry, and top-of-the-line appliances, creating the perfect setting for both everyday living and memorable gatherings. Three additional bedrooms are well-appointed and share a spacious full hall bath. A private office with additional storage provides a quiet retreat for work or study. A mudroom with custom cabinetry and cedar closet, laundry room with new washer/dryer and utility sink, powder room, and a three-car garage provide both comfort and convenience. Renovated inside and out, the home highlights new flooring, upgraded fixtures and lighting, high-efficiency HVAC and water heater, and large Andersen windows that bathe each room in light. Outdoor living is equally inviting with a gunite pool (new filter and pump), expansive covered patio, pergola, paver-lined walkways, and a pool closet, plus a large shed for extra storage. A full bath just off the family room provides easy access to the pool area. Mature landscaping, a double-access driveway, and private pier (perfect for kayaking or paddle-boarding) complete the property. This remarkable home invites you to embrace the Eastern Shore lifestyle and all the beauty it has to offer. *A list of improvements is available in documents.
Fabulous 1910 Bungalow with welcoming front porch that has been renovated throughout.  All main level living with beautiful primary suite offers room for king bed and ample closet space. Primary tiled bath offers luxury walk-in shower with sliding glass doors.  Corner guest room with pocket door leading into guest bathroom. Living room has vaulted ceiling with skylight and opens to spacious dining room with great closet space and sliding glass doors to large side yard. The open eat-in kitchen offers painted maple cabinets, stainless steel appliances, cultured stone counter tops, sliding door to backyard and walk-in laundry room. This amazing home sits on a large fenced lot allowing for future addition and possible  garage. Blonde wide plank engineered flooring throughout. Propane on-demand hot water and cooking.
This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a Techno-Bloc custom paver patio. A welcoming front porch with flower boxes and rocking chairs sets the tone. Inside, the main level offers a cozy front foyer/den that opens to a spacious great room with living, dining, and kitchen areas. The gourmet kitchen boasts quartz countertops, a large island, gas range, pantry, and pendant lighting, with sliding doors that lead directly to the rear yard retreat. Upstairs, youll find four bedrooms and two full baths, including a primary suite with its own private bath. Set at the end of a non-through street just one block from the heart of St. Michaels, the location is ideal. Enjoy quiet evenings on the porch, gatherings in the backyard, or a few short blocks into town and the waterfront. From here, you can access shops, dining, the Chesapeake Bay Maritime Museum, and seasonal events. Even the town ice cream shop is only a few blocks away. Whether relaxing at home or exploring everything St. Michaels has to offer, this property provides the perfect blend of comfort, convenience, and small-town charm. Move-in ready and truly immaculate!
This handsome home is nestled in the trees on a quiet cul de sac in Rio Vista. This popular neighborhood is five minutes from historic St. Michaels and offers public sewer and water with no town taxes. Rio Vista has a waterfront picnic area and boat slips for rent to residents for $225 per slip. This home has been very nicely maintained by the original owner. It offers one-level living, with a primary suite and laundry on the first floor. The kitchen overlooks the breakfast area and family room, which features a vaulted ceiling and gas fireplace. Upstairs are two additional bedrooms plus an office that could be a fourth bedroom (no closet). An attached garage adds to the convenience.
St. Michaels charm in this Circa 1870 Certified Plaque home, although historical data reflects original construction between 1805-1820.Updates include plumbing ,wiring, New upstairs HVAC, encapsulated crawl space, kitchen ,upgraded light fixtures, motorized window shades and many architectural details, freshly painted in 2024 . Recently upgraded Primary bedroom window seats with cushions, built-ins and storage. Magnificent main level 2 story glass enclosed solarium! This home has been meticulously maintained and cared for. Enjoy evenings on the front porch or on the rear screen porch overlooking the gardens. The rear yard also has an old time boat house/shed which is insulated and heated and the current owners have gone through the local Historic approvals to renovate the boathouse/shed into a guest house. See documents for plans and drawings. Convenient walking distance to St. Michaels Harbor, Chesapeake Bay Maritime Museum, and numerous shops and great restaurants. This home is Gem so don't miss out on this opportunity!
Welcome to Martingham, a premier golf course and waterfront community located just a mile from historic St. Michaels. This Widgeon Place condo offers two en-suite bedrooms and a half bath, with a thoughtful two-level layout designed for comfort and convenience. The main level features a kitchen with a charming breakfast nook, hardwood floors, a gas fireplace, and an open-concept living area. A bright sunroom opens to a private patio, ideal for relaxing or entertaining. Upstairs, the spacious primary suite includes a walk-out balcony, while the second bedroom is complemented by an en-suite bath. A second-floor laundry adds everyday ease. Perfectly situated in a sought-after location, this home combines style, function, and the best of Eastern Shore living.
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.
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.
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.
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.
