584 houses for sale in Saint Michaels, St Michaels town District 2 St Michaels Talbot County Maryland

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Rare 1-acre private lot located in sought after Idlewilde Acres backing up to Jack Creek Park! Upgrades include: 2023 enlarged rear decking, ADT Alarm system, generator hook up. 2023 full kitchen renovation. Upgraded cabinetry, leathered granite counter-top, farmhouse sink, back splash upgraded stove top / microwave, and all new wood flooring on main level. Renovated half bath-2023. 2024 new water softener / well pump (relocated to garage), and 66-gallon water heater. 2025. Replaced roof, replaced HVAC, Primary bathroom renovation (cabinet, vanity, shower, upgraded flooring, replaced toilet, fogless mirror), and replaced dryer vent. Don't miss the opportunity to purchase this stunning home sitting on a 1-acre natured filled lot. Please schedule all showings via Showing Time

Coming soon. Algonquin Waterfront Community Living! Rare opportunity to own one of the newer, modern-construction homes in the highly sought-after Algonquin neighborhood. This pristine property perfectly blends contemporary comfort with an incredible outdoor lifestyle. The interior boasts a bright, open floor plan, but the real showstopper is the newly transformed backyard oasis. Step outside into a brand-new, fully fenced rear yard, meticulously designed with extensive professional landscaping that offers both beauty and privacy. Wonderful patio and firepit areathe absolute perfect spot for crisp evenings, entertaining friends, or relaxing after a day on the Choptank River. Don't miss out on a move in ready, newer home with premium outdoor upgrades in one of Cambridge's premier communities!

Reduced price! Experience Exceptional Waterfront Living on the Chester River! A stunning 3000 sq ft townhome featuring 3 bedrooms, 3.5 bathrooms, a dedicated office AND a large bonus room. Offering the perfect combination of comfort and flexibility. This was also one of the few 'stretch' units. Built wider to accommodate setbacks. The result was a wider Dining Room adding more natural light, wider decks, and more WATERVIEWS! Inside you'll find an open floor plan that's perfect for entertaining! It has hardwood floors, a dramatic floor to ceiling stone fireplace, a gourmet kitchen with high end newer stainless steel appliances & finishes, granite countertops, and ensuite bathrooms in all the bedrooms! Enjoy Beautiful Water Views from nearly every room thanks to thoughtfully designed architectural windows. Two covered decks with remote controlled screens invite you to relax and take in the breathtaking views over the Chester River. You also have a 2 car attached garage! Located in an exc

Price improved! Welcome to 404 Queens Colony High Road, a beautifully situated home in the sought-after waterfront community of Queen Anne Colony. Nestled in Stevensville on Kent Island, this property offers the perfect blend of comfort, convenience, and coastal charm. Enjoy stunning views of the Chesapeake Bay and breathtaking sunsets right from your deck—creating the perfect backdrop for relaxing evenings or entertaining guests. Step inside to find a spacious and inviting layout designed for modern living. The large family room features a cozy gas fireplace, making it an ideal gathering space year-round. The kitchen is well-appointed with granite countertops, stainless steel appliances, and ample cabinetry, offering both style and functionality. A large laundry room is conveniently located on the main level along with a private den or home office. The expansive owner’s suite serves as a private retreat, complete with a large sitting area and an en-suite bathroom featuring a soaking t

This is an Estate sale and selling all'as is. Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter

Welcome to 21647 Camper Circle in the charming waterfront community of Tilghman Island. This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features comfortable living spaces, a spacious yard, and the opportunity to enjoy all that Tilghman Island has to offer. Whether you're looking for a primary residence, vacation retreat, or investment opportunity, this home provides the perfect setting to experience Maryland's Chesapeake Bay lifestyle

Lovely custom-built one-level rancher home located in the sought-after and desirable, water-oriented Cloverfields community. This spacious one-level home offers a large primary bedroom with a walk-in closet and an en-suite bath featuring a walk-in shower with grab bar and a double-sink vanity. It has two additional bedrooms and a hallway full bathroom with tub. The inviting living room showcases a large front window with a half-moon transom that fills the space with natural light. A charming country kitchen includes a generous cabinet pantry and opens to a dining room with a beautiful built-in corner cabinet. Just off the kitchen, enjoy a large screened-in porchperfect for relaxing or entertaining. Additional features include a two-car garage with built-in shelving, a large paved driveway and an attractive newer white privacy fence surrounding the spacious yard. The fencing requires no repainting, and the property line extends beyond the back fence. Residents of Cloverfields enjoy outs

Have a fun-filled summer right in your own backyard! The heated pool is open and ready to enjoy, while the open-concept floor plan seamlessly connects the cozy great room, dining area, and updated kitchen, creating the perfect space for entertaining. Extensive & impressive thoughtful renovations. A wood-burning fireplace adds warmth on cool fall and winter evenings. A spacious bonus room with its own private side entrance offers endless possibilities, including a potential 4th bedroom or recreation room, while the upper-level loft provides even more flexible living space. The large rear shed has been thoughtfully divided into a climate-controlled office with year-round heating and air conditioning plus a separate storage area for lawn equipment, pool supplies, and outdoor gear. Recent updates include crisp white soft-close kitchen cabinets & glide shelves, Quartz countertops, refreshed bathrooms have new vanities with Quartz tops Kohler fixtures & beautiful shower tiles, Everlife luxur

Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for bo

You are not going to want to miss 726 Davol! The Perfect Place to Call Home in Cloverfields! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering 2,128 square feet of warm, inviting living spaceperfectly designed for making lifelong memories. A versatile bonus roomcurrently used as playroom filled with laughtercan easily evolve with your needs as an optional 4th bedroom, dining room, or home office. From the moment you walk in, youll feel itthis is a home where life happens. With multiple living spaces, theres room for everyone to spread out while still staying connected. The expansive primary suite offers a peaceful retreat, while the additional bedrooms on the 2nd story are well-sized providing extra comfort and space. The home has been thoughtfully updated with a new roof (2021), crawlspace and attic encapsulation (2025), fresh paint (2025), updated bathrooms (2025) & regraded sodded backyard with custom drainage system reflecting true pride of ownership througho

Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the Outlets. Just minutes from the Bay Bridge, this beautifully updated home delivers the best of Eastern Shore living with 259' waterfront, community pier, good schools and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water a breeze, while the waterfront backyard soaks up the sun and wildlife on Winchester Creek. This beautiful home features more than 4,400 square feet on three finished levels with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim work, creating an everyday space that is upscale yet comfortable. The renovated gourmet kitchen offers quartz countertops, heated floors, stainless steel ap

No waiting on the Builder for 8+ months! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full bathroom are located across the home which offers privacy for you and your guests. Barn doors open to a bonus room which easily can be used for a 3rd bedroom or home office! Bright and open kitchen with gleaming white Quartz countertops, shiny stainless-steel appliances, Gas cooking, wall oven, cabinetry to the ceiling for all of your storage needs and a walk-in pantry to die for is every chef's dream! The large center Quartz Island hosts your sink, additional cabinets and is poised to entertain all your family and friends! The Dining Room area is the perfect spot for hosting Holidays and there is nothing more inviting than the floor to

Huge Price Reduction on this beautiful, less than 1 year old home in the sought after community of Four Seasons at Kent Island. This Simone model home with loft features 4 bedrooms and 3 full baths is awaiting it's next owner and priced well below the new construction models that are now selling for over $800,000. With recent improvements including paint and Plantation Shutters, this home is move in ready so that you can enjoy this community and the upcoming Spring and Summer on fabulous Kent Island. Situated on a premium lot with close proximity to the 24,000 sq. Ft. club house, indoor and outdoor pools, you won't be disappointed in touring this home. The gourmet kitchen with the 'Farmhouse Collection' design features stainless appliances including both a gas stove and built in wall oven to impress the most pampered chef with the oven and stove never used. The master suite is beautifully designed with a master bath which includes a large walk-in shower, double vanity sink and large wa

Experience the beauty, privacy, and tranquility of Chesapeake Bay living from this exceptional waterfront retreat set on approximately two private acres. Perfectly positioned to capture sweeping Bay views and spectacular sunsets, 409 Craney Creek Drive offers the rare combination of timeless coastal charm, thoughtful updates, and an unmatched waterfront lifestyle. This beautifully maintained Cape Cod features three bedrooms, a bonus room, dedicated office, and a highly desirable main-level primary suite. Hardwood flooring, fresh paint, updated bathrooms, and new carpeting in the upper-level bedrooms create a move-in-ready home that balances warmth, character, and modern comfort. Designed to embrace its waterfront setting, the home offers multiple living spaces oriented toward the Bay, including a stunning four-season sunroom with its own HVAC system. Whether enjoying your morning coffee, entertaining guests, or unwinding at the end of the day, the ever-changing views and unforgettable

Brand new roof just completed! Extremely well maintained Skipton Estates colonial situated on a wooded 2 acre lot which offers loads of privacy and plenty of bird watching. Upon entering this spacious home you are greeted by a bright, open 2 story foyer with hardwood flooring that's open to the office/study and formal dining room. Continuing into the home features a generous family room that has cathedral ceilings and 2nd floor overlook, gas fireplace and is directly located off the kitchen and sunroom. The kitchen which is perfect for entertaining, offers cooktop with wall oven, tile flooring with an island and bar area with seating. Finishing off the 1st floor offers an oversized laundry room with cabinet storage, the primary bedroom with primary bath, tub, separate shower and double vanity and a walk in closet with sitting room. The 2nd floor offers 3 additional bedrooms as well as a spacious bonus room over the garage. The exterior offers private deck with sunroom and primary bedro

Experience some of the most captivating views the Chesapeake Bay has to offer. Perfectly positioned at the first exit off the Bay Bridge, this waterfront property showcases sweeping water views, stunning sunrises, and a front-row seat to the iconic Chesapeake Bay Bridge. The shoreline is ideal for enjoying the Bay lifestyle-launch a kayak, paddleboard, jet ski, or small skiff right from your backyard, spend the day fishing or crabbing, and unwind while watching the backdrop of the Bay Bridge. Like new construction this home was built just three years ago, this remarkable home offers 9 bedrooms plus a den, this includes a private 4-bedroom in-law suite with its own full kitchen/laundry and entry perfect for in-laws, guests or even its own apartment. Public water and public sewer provide added convenience, while the location offers easy access to shopping, dining, and everyday amenities without ever having to navigate Route 50. Whether you're seeking a waterfront family compound, vacatio

Welcome to one of the most impeccably updated homes in Cloverfields, where thoughtful design, quality craftsmanship, and attention to detail are evident at every turn. Situated on a desirable corner lot, this move-in-ready home offers an impressive list of upgrades, allowing you to simply unpack and enjoy the Kent Island lifestyle. The stunning kitchen serves as the centerpiece of the home, featuring beautiful granite countertops, solid wood 46-inch cabinetry, matching stainless steel appliances, and a spacious center island that doubles as a bar-top dining area. A built-in dual-zone wine refrigerator adds both convenience and style, while the custom tile backsplash serves as one of the homes defining design features, seamlessly tying together the cabinetry, countertops, and flooring to create a cohesive and sophisticated space. Luxury vinyl plank flooring extends throughout the main living areas, complemented by recessed lighting, fresh paint throughout, updated six-panel doors, and m

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lotandahalf setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary ensuite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chefs Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out

Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along the waters edge. Inside, the home unfolds across three levels with a thoughtfully designed four bedroom, four bath layout that offers both flexibility and comfort. A private bedroom and full bath on the entry level provide the perfect space for guests or a quiet home office. The main living level is designed for seamless everyday living and entertaining, highlighted by a warm and inviting living room with a gas fireplace that adds both comfort and ambiance. The upper level features two additional bedroom suites, including a serene primary retreat complete with its own gas fireplace. An elegant

Sellers have offered to pay for one full year of HOA dues with an offer accepted by 7/17/26. Welcome to the best value in Perrys Retreat, where the first-ever resale of the sought-after Hudson model offers a rare opportunity to own a spacious, beautifully upgraded, and thoughtfully designed home located on a premier lot backing to the woods. The main level is designed for both comfortable everyday living and effortless entertaining, featuring an open-concept layout that seamlessly connects the living, dining, and kitchen spaces. This level also features a private office with French doors that creates the perfect work-from-home setup and an additional flex room offers endless possibilities as another office, playroom, guest space, or bonus room. The upgraded kitchen showcases quartz countertops, stainless steel appliances, an upgraded backsplash, and an extra wall oven, all overlooking the bright and inviting living room with a built-in electric fireplace. Upgraded LVP flooring througho