607 houses for sale in Trappe town

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 home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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

Two Johns Charming Home in a Sought-After Waterfront Community Nestled between Preston and Denton in the desirable Two Johns subdivision, this beautifully maintained 4-bedroom, 2.5-bath home offers a rare blend of comfort, style, and location. Just a few houses away from the public boat landing, residents enjoy easy water access for boating, kayaking, or fishing. Take in serene water views from the second floor, adding a peaceful touch to everyday living. Since 2022, this home has received a long list of thoughtful upgrades, including: New roof Paved driveway Modern kitchen appliances Granite countertops Laminate flooring (2nd floor) Fresh interior paint Ceiling fans throughout New rear sliding door Insulated garage doors Storage shed Professional landscaping Whether youre looking for a full-time residence or a weekend retreat, this home offers the perfect mix of function, beauty, and access to the Eastern Shore lifestyle. Dont miss this opportunity to own in a water-privileged communi

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! Saint michaels charming cottage! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable. 25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an inground pool potential are rare commodities with 'in-town' living! Step inside to find a welcoming living room with original restored hardwood floors and a wood-burning brick fireplace, ideal for relaxing evenings. A light filled Sunroom provides the perfect spot for a home office, reading nook, or studio. Large eat-in kitchen with newer oven and refrigerator. Updated bathroom features new ceramic tiled floors, new toilet, sink and a beautifully tiled shower. Peace of mind comes with having all new Anderson Windows all styled up with custom Hunter Douglas blinds! Recent exterior upgrades i

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

This well-maintained duplex in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractionsall while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the towns many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the homes historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangements and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor

The perfect weekend getaway does existand it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge, and enjoy a slower pace of life. Welcome to 204 E Marengo Streetan affordable opportunity to own a move-in ready home just outside of the Historic District and approximately 1.5 blocks from water access, including a marina and public boat ramp. Whether you're looking for a weekend retreat, second home, or a place to enjoy extended stays on the Shore, this charming cottage offers the ideal blend of comfort, convenience, and location. Inside, you'll find bright, inviting living spaces, easy main-level living, an updated bathroom, modern HVAC, and numerous recent improvements. Major updates include a new roof (202

A fresh new price now offered at $699,000. A light-filled entertainers dream with soaring vaulted wood ceilings and seamless indoor-outdoor living, this beautifully maintained four-bedroom contemporary is privately situated on a one+ acre lot overlooking the 12th fairway of the Links at Perry Cabin golf course. The inviting interior features a dramatic vaulted living room with fireplace and wood-burning insert, spacious family and dining rooms, and a bright sunroom that opens to a relaxing private deck ideal for entertaining or quiet everyday living. The main level primary ensuite includes two walk-in closets and new carpeting installed in 2024, creating a comfortable private retreat. Significant 2024 improvements include a new roof and gutters, representing approximately $90,000+ in recent upgrades. Double-pane windows throughout enhance energy efficiency and create a peaceful interior environment. Home is supported by three HVAC systems professionally serviced and maintained by Shaw'

Public open house sat 6u002F20 from 12-3pm Brand new & move-in ready this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36' dual fuel 6 burner range with champagne bronze accessories, artisan wood range hood, spacious center island wu002Fbreakfast bar, high end d'oro quartz countertops and herringbone tile backsplash. The living room includes a gas fireplace wu002Fshiplap surround, custom coffered ceiling, large picture windows and a four panel Pella slider door which allows abundance of natural light and direct access to the backyard. Rounding out the main level is a flexible multi-purpose space. Perfect for a formal dining room, office or a sitting room. On the upper level enjoy 3 bedrooms and two baths, including an owner's suite wit

PRICE REDUCED: 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' and ready to enjoy the Summer in Saint Michaels. 216 E Chew Ave. 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 wa

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 amenitiesno 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 breezew

Discover this ranch-style home located 1 block to the center of downtown, perfect for those seeking convenience to everything St Michaels has to offer. This 3-bedroom, 2-bathroom residence offers 1,364 sq. Ft. of potential, set on a generous 0.17-acre lot. The rails to trails is located right at the end of the street. With a little creativity and vision, this property can be transformed into your dream home. Roof was replaced in 2014, HVAC 2014, hot water heater 2015. Fence panels have been removed, posts remain, they are on the property line. No permit would be needed to add new panels. There is space for a driveway to be added to the left of the home. Embrace the opportunity to invest in a community that values connection and quality of life. Don't miss out on this chance to make it your own!

Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront communityall with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearthan ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chainlink fencingperfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a wat

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

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family roomperfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy

Tucked on a spacious corner double lot in the wateroriented community of Algonquin, this charming rancher greets you with an immediate sense of comfort the moment you step inside. Warm hardwood floors and luxury vinyl plank flooring flow throughout (with a touch of carpeting for coziness), and two fireplacesone woodburning, one gascreate inviting spaces to unwind. The expansive family room/den is filled with natural light and features a wet bar, making it perfect for gatherings. The open kitchen shines with new appliances, recessed lighting, updated fixtures, cabinetry hardware, and flooring while a separate dining room offers an ideal spot for shared meals. Custom window treatments and blinds add a polished touch. Light fixtures throughout the home have been replaced or refreshed, giving each room a clean, modern feel. Thoughtful updates continue into the private spaces of this three bedroom home which offers a spacious primary bedroom suite that includes a private bath and walkin ced

Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on. 68 acres overlooking the Miles River. This cottage-style home was completely renovated by Focus Construction Featuring exquisite architectural and interior design details throughout and include custom built-ins, and a large dual-sided gas fireplace. The open floor plan offers breathtaking river views from nearly every room and the main living spaces are perfectly suited for family living and entertaining. The first floor boasts a gourmet kitchen with high-end stainless and custom cabinetry, quartz counters, a scullery, and an adjacent dining area with sweeping waterfront views. Relax by the dual-sided fireplace in the living room, which connects seamlessly to the waterside sunroom. The spacious first floor primary suite offers a luxurious ensuite bath with a dual vanity, glass-enclosed walk-in shower, large walk-in closet. There is an upstairs Primary Suite and a separate guest bedroom and bath. Additional

This home is located in a quiet country setting, with the backyard overlooking fields. The home has 3 bedrooms, 1.5 bathrooms, a spacious living room that opens up to the kitchen, and a laundry area off the main bathroom. The bathrooms have been refreshed with new toilets & flooring. New flooring has also been added to the kitchen and laundry area. The kitchen cabinets have been freshly painted. This property has been used as a rental property and would be a great opportunity for an investor. Buyer to perform due diligence

Charming Renovated Home in Choptank, Preston MD. This home currently has a fresh coat of interior paint, new kitchen appliances. Luxury vinyl flooring installed in the Living Room. Updated bath vanities and many more updates. It is turn key and ready and waiting for you. Situated on a large double lot with mature landscaping. Don’t miss this beautifully completely renovated 2-bedroom, 2-bath home located in the quaint and peaceful community of Choptank. Every inch of this home has been thoughtfully updated from top to bottom, blending modern finishes with classic Eastern Shore charm. Pella windows. Heat pump. Updated Septic. Previously used as a rental home, this home offers investment potential or the perfect retreat. Walking distance to Choptank Marina. Enjoy local crabbing, fishing, and boating nearby. Peaceful, small-town setting on Maryland’s scenic Eastern Shore. Whether you’re looking for a primary residence, weekend getaway, or income-producing property, this move-in-ready home

Located in the desirable Algonquin neighborhood, this 4 bedroom, 2 bath home offers a quiet, private setting with community water access. Features include a 1-car detached garage, 12x16 shed and new central HVAC (2026). Enjoy access to the community waterfront area for only $60/year, including use of the pier, small beach area, and potential boat slip availability. Possible off-season boat trailer storage. Interior photos coming soon!

Stunning One-Level Luxury Living with Golf Course & Pond Views Perfectly positioned in one of St. Michaels' most desirable communities, this exceptional residence offers effortless one-level living with a private backyard overlooking a tranquil pond and the 4th green of The Links at Perry Cabin. Just minutes from the historic charm, fine dining, boutiques, and waterfront attractions of St. Michaels, residents enjoy exclusive access to a beautiful private waterfront park on the Miles Rivera treasured amenity that embodies the best of Eastern Shore living. Meticulously maintained and thoughtfully renovated, this home is truly move-in ready. Recent improvements include a beautifully updated kitchen, renovated bathrooms, fresh interior paint, and a new roof installed in September 2025 featuring 30-year architectural shingles. Additional upgrades and features include: Main HVAC system installed in 2021 with an active service agreement New hot water heater (2024) New dishwasher (2024) Electr

A storybook waterfront home with privacy, and timeless old-world charm. This Tilghman Island waterfront property carries a gracious, welcoming spirit: peaceful, and full of character. Large rooms, tall presence, mature trees, and a beautiful wraparound porch give the home a timeless, almost cinematic quality. Set down a long private driveway on Broad Cove, which connects to Harris Creek, this secluded 4-bedroom, 2.5-bath home offers 3,037 square feet of generous living space, 438+ feet of shoreline and a swimming pool. Inside, the home offers expansive gathering spaces, including a large living room with a grand wood-burning fireplace, a spacious family room, a kitchen with a wood stove, and a generous primary bedroom with its own wood-burning fireplace. There is warmth and scale throughout. Old charm, big rooms, and the kind of relaxed elegance that is hard to recreate. A dock is in place and in need of repair, offering the next owner the opportunity to restore and customize the water