528 properties for sale in Saint Michaels, St Michaels town District 2 St Michaels Talbot County Maryland

Price reduced significantly! Beautiful views of Harris Creek and the Choptank River beyond provide a stunning backdrop for this beautifully maintained home in the established community of Tilghman on Chesapeake. A welcoming front porch framed by mature landscaping and colorful gardens leads into a bright, light-filled interior featuring soaring two-story ceilings, hardwood floors, crown moldings, and abundant natural light. Designed for both everyday living and entertaining, the gourmet kitchen opens to a spacious family room with a gas fireplace, breakfast area, and inviting sunroom. The adjoining rear deck, complete with a hot tub, provides a wonderful setting for outdoor entertaining while overlooking the beautifully landscaped grounds and tranquil water views. The main level also includes gracious formal living and dining rooms, as well as a private office. The upper level overlooks the family room below and features a spacious primary suite with a private balcony and luxurious ens

Waterfront living at its finest! This custom-built Chesapeake Bay home offers breathtaking panoramic views stretching all the way to the Bay Bridge. Meticulously maintained and truly move-in ready, this exceptional property combines luxury, comfort, and the best of coastal living. The main level features beautiful hardwood floors, a spacious gourmet kitchen with granite countertops, stainless steel appliances, and an open layout overlooking the inviting family room with a gas fireplace and spectacular Bay views. A main-level bedroom and full bath provide the perfect accommodations for guests. Upstairs, you'll find three additional bedrooms and two full baths, including a stunning waterfront primary suite. Wake up each morning to endless water views through walls of glass, then step onto your private covered terrace to enjoy your morning coffee while watching the sunrise over the Chesapeake Bay. Outside, your private pier offers the perfect place to fish, crab, or take the boat for a da

Nestled in the serene Chapel Woods subdivision, this charming traditional home offers a perfect blend of comfort and functionality. With four spacious bedrooms and two full bathrooms, this residence is designed to meet your needs for both relaxation and entertaining. Step inside to discover a warm and cozy ambiance throughout. Enjoy the tranquility of your surroundings with picturesque views of trees and lush greenery right from your windows. Outside, the expansive 2.13-acre lot provides ample space for outdoor activities or simply enjoying nature. The detached garage offers plenty of room for your vehicles, toys, and tools, as well as additional storage on the second level of the garage. This home is not just a place to live; it's a sanctuary where you can create lasting memories. Experience the perfect blend of comfort, style, and nature in this delightful property. You'll have peace of mind knowing you have a new roof that is about a year old and a brand-new HVAC unit for the first

HUGE Price adjustment is complete and Schaefer Homes is now offering $5,000 in closing cost assistance. Don't wait! December Delivery the life you've been dreaming of is almost here! Welcome to Cedarhurst on the Bay, where every day feels like a coastal escape. This beautifully crafted home is the perfect blend of timeless charm and modern living, set against a backdrop of stunning Chesapeake Bay views that simply never get old. From the moment you arrive, the classic board-and-batten siding and striking exterior create an immediate sense of quality and character that carries beautifully throughout the entire home. Inside, soaring natural light fills the open-concept main level, where the dining area and family room connect seamlessly to create a warm, effortless flow perfect for both quiet evenings and lively get-togethers. The kitchen is nothing short of spectacular, featuring an oversized quartz island, stainless steel appliances, and generous cabinetry that makes cooking and entert

Enjoy the Chesapeake Bay lifestyle from this charming 2-bedroom, 3-bath cottage offering beautiful Bay views and direct access to the water just across the street. Situated on more than. 6 acres, the property combines a relaxed coastal setting with a spacious, private backyard that is flat and ideal for outdoor living and entertaining. After a day on the water, unwind in the hot tub, rinse off in the outdoor shower, or simply enjoy the privacy of the backyard. A storage shed provides convenient space for kayaks, paddleboards, bikes, and other outdoor gear. Just across the street, direct access to the Chesapeake Bay and a sandy beach makes it easy to launch a kayak or paddleboard, spend the day along the shoreline, or simply take in the Bay. While the property is non-waterfront, the combination of water views and convenient Bay access offers an exceptional opportunity to enjoy the Eastern Shore lifestyle. Whether you're looking for a weekend getaway or a full-time Shore home, 101 Chesap

Priced Improvement! Welcome to 9 Ackerman Court, a charming Cape Cod nestled among mature trees in the sought-after Cloverfields community on Kent Island! Offering the perfect blend of comfort, character, and coastal living, this inviting home features three bedrooms, a versatile bonus room, and the convenience of a main-level primary suite. Step inside to discover a bright and airy living room featuring soaring vaulted ceilings, abundant natural light, and a beautiful brick fireplace that creates a warm and welcoming focal point. The spacious kitchen offers white cabinetry, generous countertop space, and an adjoining dining area with sliding glass doors leading to the expansive rear deckperfect for everyday living and effortless entertaining. The main-level primary suite offers a comfortable retreat complete with a walk-in closet and private bathroom. Three additional bedrooms provide plenty of options for a home office, playroom, guest space, or whatever best suits your needs. Neutra

Large home in Cordova. Home is located close to Easton for shopping and medical care. Do not miss the opportunity to own this large home. Detached 2 car garage. Home is being sold'As-Is'

Welcome home to this beautifully maintained split-foyer in Cedarhurst on the Bay, Shadyside's sought-after water-privilege community. Built in 2015, this 3-bedroom, 2.5-bath home offers 1,838 total finished square feet, including a bright main level with cathedral ceilings and a finished lower level with a half bath ideal for entertaining or extra living space. Stone and vinyl siding give it great curb appeal, and the 2-car attached garage plus 2-car driveway provide 4 total parking spaces. Owned solar panels keep utility costs low year-round. Just one block to the Chesapeake Bay with community water access, and an easy commute to Annapolis, DC, and Baltimore. Don't miss your chance to own in one of the area's most desirable water-privilege neighborhoods

Priced well below market value! The builder can not compete with this price. Welcome to one of the most desirable locations in Four Seasons at Kent Island, where luxury, convenience, and resort-style living come together in a way that few homes in the community can offer. This beautifully upgraded first-floor Magothy model is not only one of the closest residences to the Chester River, but also enjoys a premium location just one building away from the community clubhouse and only steps from the outdoor and indoor pools. One of the most unique advantages of this first-floor residence is its size. Unlike the second, third, and fourth-floor Magothy models, first-floor units offer approximately 100 additional square feet of living space, creating a more spacious and comfortable layout. Combined with more than $30,000 in post-purchase upgrades, this condo stands apart from the moment you walk through the door. By far the most impressive feature, however, is the extraordinary access to the w

Welcome to Tilghman on Chesapeake! Discover this peaceful community in a serene setting away from the crowds of traditional beach towns, yet conveniently located near the charming waterfront town of St. Michaels and the amenities of Easton, Maryland. This beautiful Sussex floorplan features 3 bedrooms, 2 full bathrooms, cozy front porch and a 2-car garage. The home includes beautiful quartz countertops, stainless steel appliances, a large island and a spacious family room highlighted by a gas fireplace. The private owners retreat offers a relaxing escape, including a Venetian-style private bathroom. Complete with a new home warranty for added peace of mind, this home combines modern finishes, everyday comfort, and the appeal of Eastern Shore living. Enjoy an exceptional community lifestyle with amenities including a waterfront clubhouse, swimming pool, picnic area, and community pier. Boat slips are also available for purchase or lease, making it easy to embrace the Chesapeake Bay life

105 Night Heron is a substantially expanded and renovated home offering more than 4400 square feet of finished living space plus an additional 850 square feet of finished, conditioned, multi-purpose garage space. The property features expansive water views and numerous high end finishes including custom Omega cabinetry, granite and black walnut countertops, extensive built-ins, premium Miele, Viking and Sharp appliances, hardwood and limestone flooring, Kohler fixtures, a custom coffered bar-room ceiling, a 500-bottle wine storage room, and extensive recess lighting. The main floor boasts a dream kitchen with breakfast area and fireplace and a formal dining room off the foyer with designer lighting that is included in the sale. A bar and billiards room has custom cabinetry, a pool table and seating area with fireplace, and views of Eastern Bay. Also on this floor is a formal living room with fireplace, a home office with Bay views, and a large mud-laundry room with adjoining powder roo

Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstair

The Tuscaloosa Model Home offers an exceptional open-concept design enriched with high-end finishes and thoughtful upgrades throughout. Available for immediate settlement with a rent-back opportunity, this expansive home features 5 bedrooms, 4.5 baths, and a 3-car garage, delivering both space and sophistication. Standout features include a dedicated home office, an inviting fireplace, and a screened patio perfect for indooroutdoor living. Custom design elementssuch as barn doors, ceiling beams, and a striking feature wallbring warmth, character, and craftsmanship to every corner. As a premium bonus, all model home furniture is included, providing a fully move-in-ready lifestyle. The chef-inspired kitchen showcases a Profile range, single oven, microwave, range hood, dishwasher, French door refrigerator, elegant pendant lighting, and a stylish tile backsplash. Quartz countertops elevate both the kitchen and the owners bath for a clean, cohesive look. Hardwood flooring spans the main le

335 S. Carolina Rd is ready for its 2nd owner! Potential income producing property, would make an amazing short term rental vacation property! Enjoy sprawling views of the Chesapeake Bay from every level. Only 3 years young, this home is beautifully appointed and move in ready. As you enter, the first floor opens to a living space with a slider that leads to your lush green back yard. There is also a full bathroom and bedroom. The second floor is where the magic is. Your living room with fireplace, kitchen and dining space are open for you to enjoy the spectacular water views from all angles. The third floor boasts 3 bedrooms and 2 full bathrooms including the waterside primary suite with its own private deck. Some special features include a bright open floor plan, balconies with water views, a gorgeous fire pit, and walkable to the Bay and beach. Also enjoy a widened driveway for extra parking spaces, a water softener system and storage shed. This home features 3 decks and a 2 car gar

Online Bidding Open: High Visibility Corner Property on Busy Route 50. Perfect for Living & Business! Exceptional Opportunity in Cordova, MD! This stunning corner property boasts almost 1.5 acres of land on Route 50, offering high visibility and traffic flow. This renovated home is perfect for owner living and operating a good-sized low profile retail business, such as a real estate, insurance agency, law firm, veterinarian, doctor, travel agency, potential billboard signage, solar panels, agricultural products sales, backyard appliances & furniture, sheds, construction and show room co. Renovated from Top to Bottom 2021-2025. New Roof. New Windows. Modern Kitchens. Updated Bathrooms. New Electrical Fixtures. Top-of-the-Line Appliances. And much more! Land and Zoning: Plenty of room for parking and outdoor displays. Prime Location: Corner of Old Skipton Rd and Ocean Gateway. Across from Councell Farms, a well-known agricultural landmark. High traffic flow on Route 50 Don't Miss Out! Th

Experience the relaxed coastal lifestyle you've been dreaming of at 902 Moorings Circle in the highly sought-after 55+ community of Bay Bridge Cove! This beautifully maintained Oxford Model villa offers the perfect blend of comfort, convenience, and resort-style amenities on Maryland's Eastern Shore. Designed for easy, one-level living, this 2-bedroom, 2-bath home features a bright, open floor plan filled with natural light. The spacious kitchen boasts granite countertops, modern appliances, and abundant cabinetry, flowing seamlessly into the living room with a cozy gas fireplace. A separate formal dining room provides the perfect setting for holiday gatherings and entertaining. The private primary suite offers a tray ceiling, generous walk-in shower with low entry, dual vanities, and a linen closet. A second bedroom provides flexible space for guests, a home office, or hobbies. New carpet has been installed in both bedrooms for the next owner. Enjoy your morning coffee or evening glas

New price! Reduced! Gorgeous All On One Level Home in Premiere 55+ Community of Four Seasons @ Kent Island. Offering This Lovely Taylor Model w 2/3 Bedrooms + 2.5 Baths and 3rd Car Tandem Garage. Walkable to Clubhouse. Gorgeous Light-Colored Laminated Wood Flooring. Impressive Island w Bar Overhang/Counter Seating + Added Optional Bank of Cabinets w Bonus Counter Space. Pantry. Gas Cooking. Tile Backsplash. Under Cabinet Lighting. This Turn-Key Taylor Model Offers a Comfortable 2014 sf of Living Space with Large Volume Ceilings and Flowing Ever Popular Kitchen-to-Dining-to-Family Room Floor Plan at the Center of the Home. The Bedrooms are Flanked with the 2nd Bedroom with En Suite Full Bath + Walk-In Closet at the Front of the Home and a Rear Facing Primary Bedroom with Tray Ceiling, Triple Windows + Walk-In Closet and En Suite Full Bath with Substantial His'n Her Vanities and Easy Walk-In Shower. Off the Foyer there is a Versatile Flex Room Accented with Sliding Barn Doors Which Serve

Charming and move-in ready, this updated 2-bedroom, 1-bath home with a flexible office space that could easily serve as a third bedroom is perfect for first-time homebuyers, downsizers, or anyone seeking comfortable, low-maintenance living. Major improvements include a new roof and siding completed in 2020, along with a whole-house generator for added peace of mind. Inside, you'll find tasteful updates throughout, creating a warm and inviting atmosphere. The oversized detached 2-car garage offers endless possibilities, providing ample space for vehicles, storage, hobbies, or the ideal workshop. Award winning school district. Conveniently located just minutes from Easton and nearby public boat ramps, this home offers easy access to shopping, dining, and all the outdoor recreation the Eastern Shore has to offer

Welcome to this beautifully maintained and thoughtfully designed home, ideally situated on a desirable corner lot with a fully fenced backyard. Offering an excellent combination of comfort, functionality, and style, this property is an ideal opportunity for a first-time buyer, growing family, or anyone looking for a move-in-ready home. Step inside and youll immediately appreciate the inviting traditional floor plan, enhanced by beautiful new wood flooring, recessed lighting, upgraded countertops, and an abundance of natural light. The spacious family room flows seamlessly from the kitchen, creating a comfortable and welcoming space for everyday living and entertaining. The well-appointed kitchen offers an abundance of workspace and storage, featuring a center island, pantry, eat-in area, table space, upgraded countertops, built-in microwave, built-in range, self-cleaning oven, dishwasher, and exhaust fan. Whether youre preparing a quick breakfast or hosting family and friends, this kit

New construction in kent island estates foundation is in! Welcome to 101 Oakwood, a brand-new Schaefer Homes Eastport model featuring 4 bedrooms, 2.5 baths and an attached garage, with expected completion in early 2027. Best of alltheres still time to pick your finishes and make it yours! Enjoy an open, functional floor plan with gorgeous cabinetry and quartz countertops included as standard features. Upstairs you'll find four spacious bedrooms, all with great closet space, including a beautiful primary suite with walk-in closet, double vanity and tiled shower with frameless glass enclosure. Located in Kent Island Estates, enjoy a voluntary community association with community beaches and social events, plus nearby access to the South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier. Get the custom-home feel without the custom-home price! The foundation is in, so now is the time to choose your finishes. Ask about the opportunity for a 3.99% interest ra

Nestled in the charming Cedarhurst on the Bay community, this delightful split foyer home offers a perfect blend of comfort and convenience. This well-maintained residence features four spacious bedrooms and three full bathrooms, ideal for both relaxation and entertaining. Step outside to discover a serene outdoor oasis, complete with a hot tub for unwinding after a long day. The property also includes a garage and a shed, providing ample storage for all your needs. Enjoy the beauty of nature with easy access to the stunning Chesapeake Bay, where community docks invite you to explore the water and create lasting memories. The neighborhood is known for its friendly atmosphere and strong sense of community. Residents benefit from nearby parks, perfect for leisurely strolls or picnics, and excellent public services that enhance the quality of life. With a walkout basement and a cozy fireplace, this home is designed for comfort and warmth. Experience the joys of living in Cedarhurst on the

Welcome to 1302 Marion Quimby Dr. Nestled in the serene Thompson Creek community, this charming townhouse with a new HVAC and hot water heater offers a perfect blend of comfort and modern living. With 1,161 square feet of thoughtfully designed space, this home features two spacious bedrooms and two and a half bathrooms, making it an ideal retreat for those seeking tranquility and convenience. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas. The contemporary design is enhanced by plush brand new carpeting and elegant ceramic tile flooring, creating a warm and welcoming atmosphere. The living room is anchored by a cozy fireplace, complete with glass doors and a stylish mantel, perfect for those chilly evenings spent at home. The kitchen is a culinary delight, featuring ample table space for casual dining and modern appliances, including a dishwasher, microwave, and electric oven/range. Whether you're preparing a gourmet m

Grasonville. This 2 Bedroom duplex has been completely remodeled. New stainless-steel appliances, granite counter tops, luxury vinyl floor throughout. Nice back yard fenced with also a shed for storage. One level living with separate laundry room with access to backyard to deck and fenced. Call today for your showing

Come pick your finishes with an accepted contract by 10/31/2026! New construction in queen anne colony ready in 2026! Enjoy easy one-level living in this beautifully upgraded Schaefer Homes Raleigh model featuring 3 bedrooms, 3 full baths and an open floor plan designed for comfortable everyday living. Upgrades include LVP flooring throughout, walk-in tiled showers, upgraded kitchen with backsplash, stone-accented exterior and a screened porch perfect for relaxing or entertaining. Located in sought-after Queen Anne Colony, you'll enjoy the privacy of island living with public sewer, private well and unbeatable convenience just off the first Kent Island exit. Walk or bike the South Island Trail to nearby pickleball courts and the fishing pier, or enjoy a round at Blue Heron Golf Course just a short walk away. Brand-new, one-level living with recreation right outside your door and no older-home renovation list!

Great setting in Kent Island 4 bedrooms and three bathrooms, First floor primary bedroom and then possibly a in-law suite. Located In the heart of farmland on Kent Island, with some water views and watch the sunsets on the bay. This property has beach access. Many great features in this home with vaulted ceilings updated kitchen with granite counters, two car garage fenced back yard nice deck off the back yard. 12-to-15-minute commute to Bay Bridge and shopping. Idea for commuters, Enjoy the eastern shore living at its best

This is an estate sale. Buyer to verify all information. Cute 1 BR 1BA cottage located a few hundred yard from the bay. Needs some TLC but livable. Roof is less than 7 years old. Solar panels are owned and not leased. Includes boat slip number 7. Would make a great getaway home or investment property. Sold strictly'as is'. Seller will make no repairs

New price priced to sell! Motivated Sellers, move-in ready, and available for a quick settlement on your timeline. Move-in ready condo with zero wait! This meticulously maintained, first-floor Magothy shows like new, offering over 2,000 square feet of single-level living in the highly sought-after Four Seasons at Kent Island 55+ active-adult community. Enjoy the rare convenience of direct outdoor patio access and beautiful views from every window. The thoughtfully designed open-concept features two spacious bedrooms, each boasting a full bath and walk-in closet, plus direct patio access from the primary suite. The gourmet kitchen centers around a massive seating island with pendant lighting and a stylish dry bar. French doors open to a dedicated home office, while double sliding doors in the living room provide the entire space with natural light. Quartz countertops and seamless luxury vinyl plank flooring are found throughout the home. Complete with a private guest powder room, laundr

Welcome to 112 Brick House Road, an exceptional waterfront sanctuary located in the coveted Romancoke community on Kent Island, Maryland. Designed around a'live small inside, live large outside' philosophy, this home highlights light-filled communal living spaces and an extraordinary exterior resort stack. Offering exceptional market versatility, this turn-key coastal property serves as an ideal full-time primary residence, an active second home getaway, or a solid investment property with strong potential rental income. The ultimate outdoor destination centers on a fenced, in-ground saltwater pool oriented toward sweeping water views, paired with a nearby hot tub positioned outside the pool enclosure for panoramic sunset vistas. An adjacent seventeen-by-eleven foot powered pool house features overhead storage and a custom four-kayak rack designed specifically for water sports gear, paddleboards, and kayaks. For active boaters, anglers, and water enthusiasts, the private fishing pier i

If you're looking for the ease of primarily one-level living with flexible space for guests and hobbies, 209 Harrier Way offers the best of both worlds. *. Seller offering $7500 toward closing costs. Agent offering a free home inspection and home warranty (buyer to select). Barely lived in and offering over $75,000 in builder upgrades, this home still feels like new, allowing you to move right in without the wait or additional costs of new construction (i. E. transfer tax split, etc). Designed for easy everyday living, the Simone model offers the convenience of having the majority of the home's daily living spaces on the main level. The gourmet kitchen, dining and living areas, screened porch, primary suite, second bedroom, office, full bath, and laundry are all thoughtfully located on the main floor. The stunning gourmet kitchen features crisp white cabinetry, a large center island, stainless steel appliances, wall oven/microwave combination, and propane gas range, flowing seamlessly

Kent island living, thoughtfully designed for everyday life! *. Open daily by appt. Or stop by one of our OPEN HOUSES! With OVER $50,000 worth of upgrades when built. This beautiful Ellendale home offers the space you need, the flexibility you want, and an unbeatable Kent Island location just minutes from the Chesapeake Bay Bridge. While this is one of the community's larger homes, the thoughtfully designed floor plan keeps the main living areas comfortably centered on the main and upper levels, with the finished English basement providing additional space when you need it. The main level is where everyday life happens, with a beautiful gourmet kitchen featuring granite countertops, stainless steel appliances, an oversized island, and a butler's pantry with cabinetry and a beverage refrigerator. The kitchen opens to the family room and casual dining area, with sliding doors leading to the deck and fenced backyard. A private office and formal dining room add even more functionality with