Saint Michaels MD Real Estate & Homes for Sale

Professional photography will be added. Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shopping, and the quaint charm of St. Michaels.

Fabulous in-town St. Michaels waterfront property - This coastal style waterfront residence, built in 2020, offers approximately 3,000 square feet of thoughtfully designed, sophisticated yet relaxed waterfront living space on San Domingo Creek. Located within town limits, the property enjoys direct access to the St. Michaels Nature Trail, allowing effortless walkability to shops, dining, and cultural amenities-no car required. Designed for both comfort and entertaining, the light filled interior features an open floor plan with high ceilings, a well-appointed chefs kitchen, and a welcoming fireplace. Four private bedroom suites - including a primary suite on the main level - make it a breeze to accommodate larger family gatherings and visiting friends. A spacious screened waterside porch, heated inground pool, deck and Bocce Court extend the living space to the outdoors for seasonal entertaining and warmer weather fun. A separate pool house/studio, connected by the screened porch and breezeway, includes a full bath and offers flexibility for use as a home office, creative space or additional guest quarters. The 2.3 acres lot is located at the edge of the San Domingo Cove community and is adjacent to protected woodlands, providing privacy, and offers with public water and sewer and a fully fenced backyard. Boating enthusiasts will appreciate the dock (shared with one neighboring property), offering two dedicated slips and a floating dock per owner and water depths of approximately 4-4.5 feet at the slips and 3 feet at the floating dock. From here it is easy to boat to Tilghman Island and Oxford, and San Domingo Creek is also great for kayaking and canoeing. An exceptional and rare opportunity to enjoy refined, in town waterfront living in one of Talbot Countys most sought after communities.

Widgeon Place is a charming townhome enclave within the desirable Martingham community, offering effortless comfort and nearly maintenance-free living. Just minutes from the historic waterfront town of St. Michaels, this home is ideally suited for year-round living, a relaxing weekend retreat, or a smart investment opportunity. Martingham overlooks the renowned Links at Perry Cabin Golf Course-originally designed by Pete Dye Sr. and thoughtfully reimagined by Pete Dye Jr.-providing a picturesque and prestigious setting. Inside, the residence features hardwood floors throughout the entry, living, dining, and sunroom areas and ceramic tile in the entry, half-bath and kitchen. The upper level offers two en-suite bedrooms, including a spacious primary suite with a private deck. A rear patio extends from the sunroom, creating additional outdoor living space, and a convenient half bath is located on the main level. Each unit also includes a one-car garage with additional storage space for the homeowner. With its serene setting overlooking a pond on the golf course, this is a great opportunity for those looking to enjoy the best of St. Michaels.

Nestled in the historic, waterfront town of Saint Michaels, this charming colonial with one-car garage built in 2001, offers comfortable living on a private street! Lovely, level lot for quiet enjoyment surrounded by trees! Lots of nice features throughout! Brand-new carpet on upper level! Engineered hardwood floors! Large living room with lots of natural light! Kitchen with light oak cabinets, granite-look counters and all appliances! Breakfast area with sliders to a large concrete patio, fenced, rear yard and oversized, storage shed! Cozy family room! Additional half bath and huge closet on main level! Upstairs has a great layout with three bedrooms and a full bath featuring well-proportioned rooms that are perfect for everyday living! Gutter guards! Floored attic and much more! A wonderful place to call home! A small, glimpse of water in the winter between houses from back yard!

Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp - perfect for boating, crabbing, paddleboarding, or sunset cruises. Enjoy the relaxed coastal lifestyle just minutes from shops, restaurants, marinas, and everything that makes St. Michaels so special. Residents also enjoy access to a community pool for summer fun. Whether youre looking for a full-time residence, weekend getaway, or investment opportunity, this home offers the ideal blend of comfort, location, and waterfront amenities. *Professional Pictures coming soon.

UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY CABIN. THIS FABULOUS HOME OFFERS SPACE FOR GATHERINGS WITH FAMILY OR FRIENDS BUT ALSO FEELS COZY FOR EMPTY NESTERS THAT LOVE TO ENTERTAIN. THERE ARE NO RESTRICTIONS THAT PROHIBIT VACATION RENTAL, THERE SHOULD BE SPACE FOR AN INGROUND POOL . ORIGINALLY BUILD IN 1973 THE CURRENT OWNER GUTTED THE HOME, ALL SYSTEMS, ELECTRICAL, WINDOWS, FLOORS ETC ARE NEW- JUST MOVE IN AND ENJOY. FROM NATURAL OAK FLOORS TO MARBLE BATHROOMS, WHITE SPACIOUS KITCHEN WITH GLEAMING GRANITE AND SOAP STONE COUNTERTOPS. EXTENSIVE OUTDOOR LIGHTENING , SPEAKERS, LIGHTENING UNDER THE EVES TURN THIS INTO A MAGICAL PLACE IN THE EVENING. GATHER BY THE HUGE FIREPIT AND ENJOY OUTDOOR LIVING , COOKING AND DINING ON THE VARIOUS PATIOS OR WRAP AROUND DECK. MAINTENANCE EASY MATERIALS HAVE BEEN USED FOR THE DECKING, SIDING AND ROOFING, ATTENTION WAS PAID TO GUTTER SYSTEMS AND GRADING. THE DRIVEWAY IS FRAMED BY BELGIAN COBBLESTONE, STONE COLUMNS GREET YOU WHEN YOU ENTER THE PROPERTY. THIS IS A RARE OPPORTUNITY FOR A TURN KEY PROPERTY IN ST MICHAELS WITHOUT THE TOWN PROPERTY TAXES AND RESTRICTIONS.

Set within the sought-after Martingham community of Quail Hollow, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with gas fireplace, custom built-ins, and seamless access to a private rear patio overlooking peaceful common space. The stunning kitchen has been completely transformed with quartz countertops, soft-close cabinetry, and newer stainless steel appliances. A main-level bedroom with its own ensuite bath provides flexible living options for guests or primary use. Upstairs, the spacious owners suite features a private balcony, a spa-like bath, and generous closet space, along with a second guest suite offering its own private bath. Additional improvements include fresh interior and exterior paint, a newer HVAC system (within the last five years), updated carpeting, refinished hardwood floors, and recently installed 6� gutters. The property includes a one-car garage with attic storage,plus paved parking. Backing to open common area for added privacy and tranquility, and located near The Links at Perry Cabin with no town taxes, this home delivers comfort, convenience, and exceptional value.

Beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, it is earning $4,500 per month for a sixâ??month season. From the wide, welcoming front porch to the gated, manicured yard-complete with a hammock ideal for long afternoon naps-every space is designed for comfort and relaxation. A brick walkway leads to the custom beveledâ??glass entry door and into the warm, inviting family room. Inside, the home features rich pine floors throughout, a cherry kitchen with stainless steel appliances, granite countertops, and an open flow into the charming dining room. The spacious family room includes a propane stove for cozy winter days. The first floor also offers a full laundry room and an ornate powder room. The original staircase leads to the second floor, which includes three bedrooms and a renovated marbleâ??tile full bath. The private thirdâ??floor primary suite offers a peaceful retreat with its own enâ??suite bath. Just one block from the water-with water views from the street-this home captures the best of smallâ??town living. Enjoy walking access to Saint Michaels restaurants, quaint shops, kayaking, swimming, boating, and biking. Its a special property ready for unforgettable memories with family and friends. Whether you're looking for a proven investment property or a beautiful home for your family, this one stands out.

205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.

Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a chef-inspired gourmet kitchen designed for elevated entertaining and showcases premium appliances, including a 60-inch extra-large refrigerator/freezer, Wolf propane cooktop, and integrated refrigerated and freezer beverage drawers thoughtfully integrated into the cabinetry. The first-floor primary suite provides effortless main-level living with a private enclosed porch and spa-like bath retreat. This combined property conveys two deep-water boat slips (6' MLW) with water and electricity, each able to accommodate a 40-foot vessel. Community amenities include kayak launch; tennis courts lined for pickleball and a private beach. A fully owned solar energy system with integrated backup battery storage provides exceptional energy efficiency and resilience adding approximately $2,000/year offset to electricity bills as well as solar income. Just a short walk or boat ride to the shops and restaurants of historic Saint Michaels, and an easy drive to Easton, Annapolis, Washington, DC, and Philadelphia. Don't miss this rare offering in one of the Chesapeake Bay's premier boating destinations. Professional photography and media forthcoming.

Welcome to 24345 Widgeon Place #25, a premier end-unit townhome in the waterfront community of Martingham, located just a mile from historic St. Michaels and adjacent to the Inn at Perry Cabin Links golf course. This light-filled home features three bedrooms and three full baths, including a rare first-floor bedroom with an ensuite. The open-concept main level offers hardwood floors, a wood-burning fireplace, and a kitchen with stainless steel appliances and seaglass countertops that flows into a sunroom and private patio. Upstairs, you will find two additional ensuites, including a primary suite with a private balcony. This unit uniquely offers direct garage access, abundant storage, and ample outdoor space, perfectly capturing the best of Eastern Shore living. Professional photos to be uploaded shortly.

The George E. Shockley House (c. 1890) is a rare historic gem in the heart of St. Michaels, just moments from the harbor, fine dining, unique shops, walking trails, and the renowned Chesapeake Bay Maritime Museum. Beautifully preserved and enhanced with significant structural improvements by Victor MacSorley, this distinguished residence blends period charm with modern comfort and is notably not subject to St. Michaels Historic District regulations. The home features an exceptional main-level primary suite with vaulted ceiling, three walk-in closets, en suite bath, and serene views of the private yard; an updated kitchen with large center island, granite countertops, stainless steel appliances, abundant storage, and casual dining overlooking the gardens; three main-level living spaces including a bright sunroom/library, spacious family room with brick fireplace, and the original welcoming living room; along with a formal dining room and powder room. Upstairs are two additional bedrooms and a full bath. The fenced backyard offers a patio beneath a magnificent magnolia, and a detached structure with a half bath provides the perfect space for a private office, studio, or creative retreat, complemented by a potting shed and additional storage. Off-street parking from both New Lane and E. Chew completes this exceptional in-town offering.

DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE. The duplex is located in a water access community with dock access through the owner's approved application and payment. The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open dining & living room, 2-generous size bedrooms & 1.5-baths. THESE DUPLEXES ARE GREAT INVESTMENTS, THEY RENT WELL. BOTH UNITS ARE CURRENTLY RENTED. THE BUILDING 1211 IS ALSO FOR SALE -MDTA2012942 BOTH UNITS ARE CURRENTLY RENTED.

DESIREABLE RIO VISTA LIVING -MOVE IN ONE SIDE OF THIS DUPLEX AND RENT THE OTHER ONE TO HELP PAYING FOR YOUR MORTGAGE. THESE DUPLEXES RARELY BECOME AVAILABLE. The duplex is located in a water access community with dock access through the owner's approved application and payment. The building consists of two units with mirrored floor plans. They offer a kitchen with small eating area, an open dining & living room, 2-generous size bedrooms & 1.5-baths. THESE DUPLEXES ARE GREAT INVESTMENTS, THEY RENT WELL. BOTH UNITS ARE CURRENTLY RENTED. THE BUILDING 1215 IS ALSO FOR SALE -MDTA2012950

Welcome to this beautifully updated cottage in the heart of St. Michaels-where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the towns shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this singleâ??level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced backyard with a 6â??ft wood privacy fence, creating an ideal space for outdoor living, pets, or quiet relaxation. Inside, the home presents like new with thoughtful upgrades throughout, including hardwood flooring, recessed lighting & fresh interior paint. The kitchen and bathrooms shine with quartz countertops, tile flooring, and modern finishes. The kitchen is equipped with stainless steel appliances, new cabinetry, quartz countertops, and an underâ??sink water filtration system. A frontâ??loading Samsung washer and dryer and a 50â??gallon water heater add to the homes moveâ??inâ??ready appeal. Offering 3 bedrooms and 2 full bathrooms, this wellâ??designed floor plan provides comfortable singleâ??floor living in one of the Eastern Shores most desirable towns. Whether youre seeking a fullâ??time residence, a weekend retreat, or an investment opportunity, this St. Michaels gem delivers style, convenience, and exceptional value. The driveway access is on N Talbot St. Please see agent remarks.

Essentially a NEW HOME! Extensively, tastefully and professionally renovated 1965 rancher located on a quiet residential street, just 2 blocks from downtown St. Michaels. Nearly everything is brand new, including roof shingles, siding, windows, HVAC system and new deck. New off-street parking area, sized for 2 vehicles. Inside, everything looks (and is) new, too, including attractive luxury vinyl floors throughout, spacious kitchen w/all-new stainless Whirlpool appliances (range; refrigerator w/ice; dishwasher; built-in microwave oven), separate laundry room w/stacked washer/dryer, powder room, full bath, living room, dining/family room and two bedrooms with good closet space...all on one level! The house is attractive, comfortable and bright inside. Sliding glass doors off the family room lead to a new deck, overlooking the private back yard, where you will see a substantial renovated shed, approximately 20' x 15'...perfect for use as a workshop and/or garden shed and storage area. Final construction touch-ups projected to be completed on or about February 12. This will be a turn-key home for the next owner!

Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the homes warm, inviting feel. The upper-level living area features shining hardwood floors, and the home has been recently painted, professionally cleaned, and includes a new roof for added peace of mind, while a new Trex deck offers an ideal place to relax and enjoy the park-like, scenic setting. The home is turnkey, with the HOA maintaining the beautifully kept grounds, allowing for low-maintenance living. Ideally located just minutes from downtown St. Michaels, with shops, dining, and waterfront attractions nearby. An excellent opportunity as a primary residence, weekend retreat, or investment property. Check out the NEW Virtual Staging photography and video... to envision making this home your own!

Your picture-perfect St. Michaels Bungalow on the coveted W. Chestnut Street. The owners completed a full renovation in 2023. Designer finishes throughout. Attention to detail, light placement and thoughtful preservation of its original style. The screened front porch welcomes you in with it's beautiful woodwork and sets the pace for this Chic, move-in ready Shore Home. Situated on a double lot with room for a pool. Fenced rear yard for room to run. One block to the Community pier on San Domingo Creek, kayak racks and walking path. Full details on the whole renovation are in the documents file. Note...Heated square footage is 1914 sq. ft.

Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a fresh interior painting, a deep cleaning and it is "move in ready" It is a 4-bedroom, 3 full bath and 1/2 bath home with the 1/2 bath on the first floor. One of the bedrooms and a full bath is a guest apartment with a kitchenette located over the 2 car attached garage. The guest apartment is accessible from the inside of the home or by a private outside entrance. The Primary Suite includes an updated en-suite Bath with double vanity, walk-in shower and private toilet. The Primary bedroom has room for a king-size bed, a walk-in closet, a north harbor view and access to the 2nd floor front porch. The 2 additional bedrooms have large closets, harbor views and individual access doors to the front porch. Both bedrooms share a large, updated bathroom with a combination tub/shower. The main part of the home is both comfortable and casual while at the same time stately and refined. The kitchen and eat in breakfast /dining area looks out over the Harbor and opens to the 1st floor porch and porch swing which is a great place to have your morning coffee. The kitchen has a great layout, granite counter tops, stainless appliances, a Viking paneled refrigerator and a walk-in pantry. The Dining room or living room has a harbor view as well and a central fireplace with attractive marble and millwork. The architectural marvel of this home is the "Conservatory". It is a fantastic room for entertaining with a double height ceiling and intriguing structure. This was in use as a great room / family room. The back wall could also accommodate a large bar and flat screen if desired. If interested, a future owner might consider it for a master suite. Two sets of French doors open to either the front lawn or side yard for entertaining. The unique design of the conservatory also provides a near 180-degree view of the harbor and all of the sunrises and sunsets. With the lowest price per square foot for a Luxury, Waterview, in town home, it is also a comparatively excellent value.

A rare opportunity to combine a half-acre+ wooded in-town setting with a classic Cape Cod-style home concept in the heart of St. Michaels. Concept B illustrates a two-story design featuring 3 bedrooms, 2 full baths, and 1 half bath, along with an attached two-car garage. The proposed layout offers a timeless architectural style with flexible living spaces that can be customized to suit individual needs, all while maintaining privacy and a connection to the surrounding natural landscape. Restaurants, shops, seasonal events, waterfront parks, and the charm of the historic district are all close at hand, yet the property feels quietly removed. Approximately three times the size of a typical in-town lot, the parcel allows for thoughtful home placement, outdoor living areas, and driveway access from Miles Avenue, Canton Street, or both, depending on the final plan. Infrastructure upgrades are already complete, including paved roads, a State-approved gravel extension, town water, county sewer, electric service, and fiber-optic internet-allowing for a smoother path from planning to construction. With the appropriate Town approvals, the parcel also offers future subdivision potential. Adjacent to the scenic Rails-to-Trails corridor and near San Domingo Creek, the Miles River, and multiple neighborhood parks, the location provides access to nature and open space without giving up the benefits of being in town. Architectural concept drawings illustrating one potential approach to the site will convey to the new owner, with the option to continue working with the original architect if desired. A unique chance to create something truly exceptional in one of the Eastern Shores most sought-after communities: space, privacy, and the freedom to design a home that reflects your vision. By Vehicle: A portion of Canton St is a one-way and Miles Ave is not a completely through Street from Railroad Ave. It is recommended to head north on Talbot St., turn left on Railroad Ave., then left on Glory Ave (also known as Gloria), and right on Canton St. Proceed a short way to the corner of the lot at Miles Ave. & Canton St.

A rare opportunity to pair a half-acre+ wooded in-town parcel with a thoughtfully designed single-level home concept in the heart of St. Michaels. This Concept A plan illustrates a 3-bedroom, 2-bath residence totaling approximately 1,710 square feet, featuring one-level living and an attached one-car garage. Designed to maximize functionality and flow, the concept offers flexible living spaces that can be tailored to the buyers preferences while preserving privacy and connection to the natural setting. Restaurants, shops, seasonal events, waterfront parks, and the character of the historic district are all close at hand, yet the setting feels quiet and tucked away. Approximately three times the size of a typical in-town lot, the parcel allows generous room for outdoor living and thoughtful home placement, with driveway access possible from Miles Avenue, Canton Street, or both, depending on final design. Infrastructure upgrades are already complete, including paved roads, a State-approved gravel extension, town water, county sewer, electric service, and fiber-optic internet-allowing for a smoother path from planning to construction. With the appropriate Town approvals, the parcel also offers future subdivision potential. Adjacent to the scenic Rails-to-Trails corridor and near San Domingo Creek, the Miles River, and multiple neighborhood parks, the location provides access to nature and open space without giving up the benefits of being in town. Architectural concept drawings illustrating one potential approach to the site will convey to the new owner, with the option to continue working with the original architect if desired. A unique chance to create something truly exceptional in one of the Eastern Shores most sought-after communities: space, privacy, and the freedom to design a home that reflects your vision. By Vehicle: A portion of Canton St is a one-way and Miles Ave is not a completely through Street from Railroad Ave. It is recommended to head north on Talbot St., turn left on Railroad Ave., then left on Glory Ave (also known as Gloria), and right on Canton St. Proceed a short way to the corner of the lot at Miles Ave. & Canton St.

Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch-perfect for relaxing or entertaining. A brick-floored sunroom with gas fireplace and pool bath leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, and custom gazebo. The luxurious primary suite features cathedral ceilings, French doors leading to the sunroom and a spa-inspired bath with walk in tile shower and soaking tub. Two additional en-suite bedrooms, a large den with custom built-ins perfect for library or additional bedroom, and a spacious butlers pantry with granite counters, extra refrigerator, stainless sink and additional cabinetry. A separate study and conditioned workshop offer versatile space. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of protected shoreline and a 350-foot private pier with 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two additional slips, and a floating dock. A gated 30' x 40' flower/vegetable garden with raised beds, an oversized 2-car garage and large garden shed complete this beautiful home. Septic is for 3 BR but office could be BR #4.

Price Improvement! 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) 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 (fees $600/year) with each property owning 20% of 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. Flood Zone X, no flood insurance required. Three-bedroom septic, public sewer hookup available near future.

Back Creek Landing home for sale in St. Michaels, MD - located in one of the towns most desirable neighborhoods, known for its peaceful setting, friendly community, and proximity to downtown St. Michaels. This home is just minutes away by bike or golf cart, offering easy access to shops, restaurants, the harbor, and waterfront activities while still feeling private and serene. This beautifully maintained single-family home features a covered front porch, ideal for relaxing, entertaining, or enjoying quiet mornings. Inside, the flexible floor plan includes a main-level living room or home office with pocket doors, a formal dining room, and an open-concept kitchen and great room - a layout highly sought after by todays buyers. The kitchen offers ample cabinetry, generous counter space, and a large center island with seating, making it perfect for everyday living and entertaining. The great room opens to a covered rear porch overlooking community ponds, with western exposure and sunset views. A private patio and pollinator garden enhance the outdoor living space. The first-floor primary suite is a standout feature, offering a walk-in closet with custom built-ins and an updated en-suite bath. Additional main-level highlights include a powder room, laundry room, and continuous flooring throughout, creating a seamless flow. Upstairs, youll find two spacious bedrooms with large closets, a full bath, and a large bonus room ideal for guests, a media room, home gym, or second family room. A walk-in attic provides excellent storage, a rare and valuable feature. Back Creek Landing is a planned residential community offering walking trails, scenic ponds, picnic areas, and water access to San Domingo Creek, complete with a community dock and kayak storage - perfect for buyers seeking the Eastern Shore lifestyle with kayaking, nature, and outdoor recreation. Freshly painted and move-in ready, this St. Michaels home combines main-level living, outdoor spaces, water access, and proximity to town - a highly desirable combination that is rarely available. ð?? St. Michaels, MD 21663 ð??² $795,000 ð?? 3 Bedrooms ð?? 2.5 Bathrooms ð?? 3,166 sq ft Dont miss your opportunity to tour this exceptional Back Creek Landing home. Schedule your private showing today.

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.