Claiborne MD Real Estate & Homes for Sale

Price Improvement!!! Please dont enter the home. The value is in the land.

Just 5-miles outside historic St. Michaels, MD...Classic "Eastern Shore Waterfront Retreat," featuring a substantial 5,400+ sq. ft. home, thoughtfully designed to capture cooling SW summer breezes and spectacular sunset views across the sparkling waters of Harris Creek. Sited on 8.26 private acres w/over 300' of natural "living Shoreline," features of the brick home include high ceilings (including a cathedral ceiling in the family room and tray ceiling in the primary bedroom); four (or 5) bedrooms; 4 full and 2 half baths; large primary suite w/recently updated bath; gourmet kitchen w/island and breakfast room connected to a wonderful family room w/fireplace. Generous waterside glass to maximize the water views from most rooms. Beautiful waterside swimming pool (heated), surrounded by a spacious multi-level patio. For Chesapeake bay boating, there is a substantial 6' wide x 200' dock w/electric boat lift. Water depth at the dock on a typical low tide (MLW) is over 5 ft. This is a great boating, fishing and crabbing location. Tilghman Island's waterside restaurants, marinas and the open waters of Chesapeake Bay are just a short, scenic boat ride downstream from the dock. By car, the Town of St. Michaels with its many fine restaurants and attractions is less than 10-minutes away (5-miles). The house is well-elevated and is NOT in a high risk flood zone (flood insurance not mandatory). Very private. No HOA!

Rental Opportunity in Wittman, MD Positioned in the desirable community of Wittman, this 3 bedroom, 2 bath home situated on 0.84± commercially zoned acreage and premier road frontage presents a compelling opportunity for investors seeking potential rental income in Talbot County. The property offers comfortable living space, a rural Eastern Shore setting, and proximity to key employment, recreation, and service hubs. In addition to the primary residence, the property includes two detached outbuildings. One is ideal for storage or retail use, and another is suited for workshop or auto repair. The lot provides open space with ample parking and a private setting while remaining conveniently located near St. Michaels, Easton, and Tilghman Island. Investment Highlights � 3 Bedrooms 2 Bathrooms split between two units � 0.84± acre parcel with generous yard space � Two accessory structures (retail/storage (in need of repair) + versatile garage/ workshop) � Strong long-term potential rental market supported by local workforce and regional amenities � Minutes to marinas, dining, recreation, and Chesapeake Bay attractions � Quiet rural location with easy access to surrounding towns and services An excellent offering for investors seeking a stable potential rental property in the Eastern Shores highly regarded Talbot County market. Property is being sold As-Is. Showings by appointment only. BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

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.

Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a master carpenter include elevating the home, new foundation and accessible crawl space. This unique property offers a perfect blend of craftsmanship and Chesapeake lifestyle. Enjoy the nearby amenities of St. Michaels, Tilghman Island and Easton - restaurants, shops, museums, galleries and more. If you're searching for an escape - this just might be it!

NEW PRICE! Located minutes from downtown St. Michaels, â??Aqua Vitaeâ? the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400 of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & â??party barnâ? all highlighted by a waterside pool, pier w/ 4 MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer w/ dual-staircase. The â??river roomâ? w/ 2-story octagon copula offers 270â?¦ views of the property & creek. The TV room w/ 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in media/storage cabinet, coffered ceiling, fireplace, 3 sinks, double Subzero fridges w/ freezer drawers, 2 beverage drawers, 3 dishwashers, Wolf microwave & a stainless-steel Lacanche range with 6-burners, pot warmer, warming oven, & 2 ovens. Complimenting the kitchen is a large walk-in pantry w/ dishwasher, sink & extra freezer in hall. Off the kitchen is a covered porch w/ gas fireplace & â??ghost screens, a perfect spot to enjoy evenings. A large open dining room has 2 custom built-in display cases. The grand salon w/ bay window, gas-fireplace & intricate mantel is reminiscent of Paris. Adjoining the salon is the handsome 2-story curly cherrywood library w/ custom display cases & leaded-glass pocket doors. The adjoining climate-controlled wine room has a wet bar & storage for 750+ bottles. Wood floors flow throughout the entire main level. The main level is completed by an office, powder room & laundry to service the pool, 2 additional powder rooms, elevator to all 4 levels, mud/dog room, rear spiral staircase, guest suite w/ ensuite bathroom, & 2-car attached garage. The 2nd level offers a generous primary suite w/ fireplace & full length terrace overlooking the water. Her wing features dressing room w/ custom built-ins, separate sitting room, & a luxurious bathroom w/ marble tile, separate shower, jetted tub, & vanity. His wing offers an office w/ fireplace, paneled closet leading to separate bathroom w/ shower, travertine stone, & vanity. From his office access the 2nd level of library, open to below. Just off of the primary suite is a bar area/kitchen. 3 additional bedrooms, each w/ ensuite bathroom, and a laundry room complete the 2nd level. The 3rd level offers theater/rec room, play area, bedroom w/ ensuite bathroom, powder room, & ample storage. The lower-level houses utilities, storage, & enough room for an exercise area. The charming guest cottage sits amongst extensive landscaping. The main level offers a full kitchen, dining area, living room, sunroom, large family room, 2 bedrooms w/ shared bathroom, additional guest bathroom, & large entertaining room. Upstairs is a full bedroom w/ ensuite bathroom. The unfinished lower level offers storage. The party barn originally built for boat storage was designed to look like an old Pennsylvania barn w/ 4 of stone around the base. Flanked by 2 garage wings allowing for 4+ cars & capped w/ a cupola, the shingled-style barn has two large doors on either side of the building that allow for a trailered boat or 4+ more cars. The 2nd level is a loft w/ sleeping/living area w/ full bathroom, plumbed for potential kitchenette, front & rear terraces, & a spiral staircase to a crows nest w/ amazing views. There is a full property generator & a dog run w/ kennel just off the rear. Outside enjoy the benefits of beautiful shore living amongst the verdant grounds, mature landscaping & exceptional views. The pier offers 4 MLW & the shoreline is fully rip-rapped w/ natural plantings.

A magnificent, stately, Daffin-built, Chesapeake Bay Brick Estate exudes excellent design and craftsmanship in this 5 bedroom (suites) , 5.5 bath 6,500 sq. ft brick home that majestically sits on 21.7 acres facing the Chesapeake Bay. Excellent construction quality and design are evident throughout this magnificent estate. Geothermal system on 1st and 2nd floors; Heat Pump for the 3rd floor; Ductless units for 1st floor porch and 2nd floor porch., 3 hot water heaters. Double porches allow you to embrace arguably the most spectacular sunsets on the Eastern Shore. The front of the property is abundant with trees that offer ultimate privacy and all but 4 acres are taxed under agricultural use, Conveniently located between St. Michaels and Tilghman Island, this Chesapeake Bay oasis will far surpass your expectations. No For Sale sign on property but the propertys name â??Baycup is on a small sign at the entrance.

Exceptional custom waterfront home on Harris Creek offering an ideal setting for boating, kayaking, paddleboarding and relaxed days on the water. Perfectly suited for a discerning second-home buyer or full-time Eastern Shore living, this five-bedroom, three-and-a-half-bath residence blends thoughtful design with an effortless waterfront lifestyle. A dramatic two-story foyer welcomes you into light-filled living spaces designed for gathering and entertaining. Red oak hardwood floors complement custom built-ins, multiple fireplaces and expansive windows capture tranquil water views. The beautifully appointed kitchen features Kitchen- Aid appliances, granite countertops, butlers pantry, dry bar and an oversized island with seating, which flows seamlessly into a dining area with space for both formal meals and casual breakfast gatherings. Main-level living is a standout anchored by a waterside primary suite with fireplace and serene views. A second first-floor ensuite bedroom provides ideal guest accommodations, while a private office-also well-suited as a formal dining room-and a separate den with fireplace and water views offer flexible living spaces. Outdoor living truly defines the home. Enjoy a screened waterside porch, expansive deck, saltwater pool and patio with firepit-creating multiple settings for entertaining, relaxing and enjoying the natural surroundings. The private pier with boat lift and deep-water access completes this exceptional waterfront setting. Upstairs, three additional bedrooms, a full bath, and a welcoming family room provide comfortable accommodations for family and guests. An attached two-car garage with workshop, generous storage, thoughtful upgrades throughout, 5 KW whole house generator and a brand-new septic system installed in 2025 complete this rare Harris Creek waterfront offering.

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!

Welcome to your brand new coastal retreat on beautiful Kent Island! This stunning 4-bedroom, 2.5-bath home is perfectly situated just one block from the water, offering a relaxed Eastern Shore lifestyle with modern luxury and comfort. Enjoy waterviews from the master bedroom, refreshing breezes, and all the charm of island living in this thoughtfully crafted home. Inside, youll find 9 ceilings on the first floor, durable luxury vinyl plank flooring, and a striking hardwood staircase that adds warmth and style. The gourmet kitchen is a showstopper, featuring crisp white shaker cabinets, quartz countertops, stainless steel appliances, and a tile backsplash. The dining and living areas provide plenty of space for gatherings or quiet evenings at home. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet and beautifully appointed en suite bath with a double vanity and tile surround shower. Three additional bedrooms, a full hall bath, and a convenient second-floor laundry complete the upper level. Step outside and enjoy the island breeze from your composite deck with vinyl railings - perfect for morning coffee or evening sunsets. The welcoming concrete front porch adds classic curb appeal, and the 1-car garage provides convenience and extra storage. Located just steps from the water, youll love the easy access to Kent Islands public piers and nearby boat ramps. Spend your days crabbing or fishing right off the community pier, only one block from your front door. Whether youre boating on the Chesapeake Bay, biking along scenic trails, or dining at one of the islands waterfront restaurants, this location offers the best of Eastern Shore living. Experience the laid-back island lifestyle - where every day feels like a vacation - while still being minutes from the Bay Bridge and convenient to Annapolis, Washington, D.C., and Baltimore. This is more than just a new home - its a way of life. Dont miss your chance to own a brand new home on Kent Island with the water just steps away. Schedule your tour today and start living the island dream!

Welcome to this beautifully updated rancher in the sought-after Romancoke on the Bay community on Kent Island. This is where coastal charm meets modern comfort. Nestled on a rare double lot, this home offers space, privacy, and access to one of the areas most loved water-oriented communities, complete with a waterfront clubhouse and community amenities. Inside, youll find fresh paint, LVP flooring, and a bright, inviting layout anchored by a white kitchen with updated cabinetry. The home features three comfortable bedrooms and a large, updated bathroom, perfect for easy one-level living. A screened-in porch extends your living space outdoors-ideal for relaxing evenings and coastal breezes. Recent upgrades provide peace of mind and efficiency, including a fully encapsulated crawlspace (2025), new HVAC (2025), additional attic insulation (2025), and a roof and siding approximately 5 years young. The detached building adds excellent storage or workshop potential. Enjoy an unbeatable location near the Kent Island Cross Trail, Romancoke Pier, and waterfront lifestyle amenities, all while being minutes from shopping, dining, and commuter routes. This move-in-ready home offers the perfect blend of updates, space, and coastal living-a true Romancoke gem you wont want to miss.

Fully gutted and exquisitely restored maintaining original brick exterior, then thoughtfully expanded in 2012-2013 by Blue Heron Contracting, this 18th-century waterfront estate offers sweeping, unobstructed views of Eastern Bay. Set on 1.3 acres in Kent Island Estates, this remarkable 1778 home blends historic character with refined modern upgrades. Reclaimed pine floors, four brick wood-burning fireplaces, pocket doors, and a beautifully finished upper-level showcase timeless craftsmanship throughout. The waterside chefs kitchen opens seamlessly to the family room, creating an ideal flow for everyday living and entertaining-each space framed by spectacular panoramic views. Five spacious bedrooms include a generous primary suite, complemented by four fully renovated designer baths with heated floors in the primary and a stylish powder room on the main level. Outside, enjoy 175 feet of shoreline featuring a bulkheaded waters edge with gently sloping riprap, offering both structural protection and a natural waterside setting. The property boasts a private, 150 pier with an 8K boat lift, sun deck and a 30x26 waterside paver patio, and an outdoor fire pit perfect for sunset gatherings overlooking the Bay. Lush lawns and mature trees surround the home on all sides. Additional features include a buried (owned) 1.000-gallon propane tank, a 26 x 44- detached garage with EV charging, workshop and boat storage, partially finished, conditioned basement, dual geothermal heat pumps with 5 zones, and a 20KW generator. A rare opportunity to own a true Chesapeake Bay legacy property with modern comfort, privacy, and exceptional waterfront amenities. Come home to panoramic views and luxury on the bay every day!

Welcome to 200 Mallard Cove, a rare 15-acre waterfront estate on Marylands Eastern Shore, just 23 miles from Annapolis and moments from the Bay Bridge. This private coastal retreat offers an extraordinary blend of refined living, panoramic Chesapeake Bay views, and the wide-open feeling that defines life on the Shore. A long, tree-lined, 1/4-mile paved driveway leads you through acres of manicured land, a freshwater pond alive with wildlife, and nearly five acres of farmland before opening to the stunning residence and sweeping views of the Bay. With approximately 450 feet of protected shoreline, stone revetment, and a substantial pier with 10,000 lb lift providing 3 MLW, the property is perfectly suited for boating, fishing, and waterfront exploration. Anchoring the outdoor experience is the bayside pool and pavilion, where cascading waterfalls, lush landscaping, and dramatic sunsets set the tone for effortless entertaining. Whether hosting gatherings by the water, relaxing by the pond, or enjoying the surrounding acreage, the lifestyle here is unmatched. The custom home has been updated and maintained to the highest standards, with thoughtful design, quality materials, and timeless coastal architecture. The waterside kitchen features high-end appliances-including a Viking gas stove-travertine flooring, a center island, and a dining area that opens to a four-season patio room overlooking the Bay. Formal living and dining rooms with cherry floors and a gas fireplace create warm and inviting spaces for year-round enjoyment. A soaring two-story great room with an elevated hearth anchors the main level, complemented by a private study, walk-in pantry, and a custom Irish Pub, offering a touch of character rarely found in waterfront homes. The waterside primary suite features a vaulted ceiling, broad Bay views, and a spa-inspired bath. Three guest bedrooms and two additional baths on the second floor provide ample accommodations for all your guests. Connected by a breezeway, the three-bay garage offers exceptional storage for vehicles, boats, and outdoor equipment. Additional amenities include solar panels for ultra-efficient energy use, raised elevation for peace of mind, a greenhouse, shed, and multiple outdoor living spaces designed for relaxation and entertaining. With neighbors set back 300-400 feet on either side, privacy is inherent. Perfectly positioned near Annapolis, St. Michaels, Kent Island trails, and miles of scenic countryside, this home offers an unparalleled waterfront lifestyle with the ideal blend of privacy and convenience. 200 Mallard Cove is a truly exceptional Eastern Shore estate-an inviting waterfront oasis where every detail has been carefully curated. Come experience the breeze, the views, and the extraordinary sense of place that define this remarkable property.

OPEN HOUSE Sat 2/14 & Sun 2/15 11-1. This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer. Additional features include a smart home system with Nest locks, thermostats, doorbell camera, and smoke detectors, as well as an inground lawn irrigation system. Outdoors, the private backyard has been beautifully finished with professional landscaping, privacy fencing, and a Techno-Bloc custom paver patio. A welcoming front porch with flower boxes and rocking chairs sets the tone. Inside, the main level offers a cozy front foyer/den that opens to a spacious great room with living, dining, and kitchen areas. The gourmet kitchen boasts quartz countertops, a large island, gas range, pantry, and pendant lighting, with sliding doors that lead directly to the rear yard retreat. Upstairs, youll find four bedrooms and two full baths, including a primary suite with its own private bath. Set at the end of a non-through street just one block from the heart of St. Michaels, the location is ideal. Enjoy quiet evenings on the porch, gatherings in the backyard, or a few short blocks into town and the waterfront. From here, you can access shops, dining, the Chesapeake Bay Maritime Museum, and seasonal events. Even the town ice cream shop is only a few blocks away. Whether relaxing at home or exploring everything St. Michaels has to offer, this property provides the perfect blend of comfort, convenience, and small-town charm. Move-in ready and truly immaculate!

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.

Welcome to 3207 Bennett Point, a breathtaking Norman Jaffe-designed waterfront estate set on over 5 private acres along the widest stretch of the Wye River. Designed to maximize its setting, the home offers floor-to-ceiling glass, seamless indoor-outdoor living, and panoramic water views from nearly every room. The main residence showcases timeless craftsmanship with Tennessee Quarry FlagStone, rich hardwoods, and warm wood-clad ceilings and walls. Expansive living areas and a waterfront screened porch highlight the homes indoor-outdoor flow, while a home office, elevator, and a gourmet kitchen that was renovated in 2017 with an oversized island, contemporary cabinetry, and premium finishes that add comfort and function. Upstairs, the primary suite offers a stunning wall of glass framing the river, a fireplace, dual walk-in closets, and a spa-inspired bath. The estates separate 4-bedroom, 4-bath guest house was taken down to the studs and completely reimagined in 2017. The renovation added two bedrooms and two bathrooms, a full kitchen, and a spacious living area all with sweeping water views. Providing luxurious accommodations for family and guests. Outdoors, the property delivers resort-style amenities at every turn: a 22x44 PebbleTec heated pool with pool house, a Bradford hot tub designed for year-round relaxation, and a 340 pier with 8 MLW, boat lift, davits, and deep-water access for boating, fishing, and swimming. Recent upgrades (2017) include kitchen and bath renovations, the guest house addition, elevator installation, whole-house generator for the main and guest house, new insulation, HVAC, electric service, lighting, and flooring- ensuring peace of mind for years to come. With expansive shoreline, mature landscaping, and sunset views over the Wye, this estate pairs architectural pedigree with resort-like amenities that is just minutes from the Chesapeake Bay Bridge. Experience the pinnacle of Eastern Shore living at 3207 Bennett Point.

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.

Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe. Time to make your personal selections. Make this home your personal statement. Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more. Make this your dream home.

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.

4.375% mortgage interest rate is possible to qualified buyers with a seller paid 2-1 buy down, available for a limited time. Or the seller is willing to pay an equal amount towards a buyer's settlement fees. Contact the listing agent for details. This beautifully renovated multi-level home features over 3,000 sqft, and is situated on one of the nicest 1.3 acre lots in the community. It is within walking distance to the community's private waterfront access overlooking the Chesapeake Bay. The main level boasts an enormous, updated kitchen with large island, stainless steel appliances, LVP flooring, recessed lighting and a built-in blue tooth surround system. The main level also features a living room, dining area and has walk-out access to a bonus room/ sunroom. The upper level offers four bedrooms and two full bathrooms. The primary bedroom includes an updated private bathroom with custom tiled shower with dual shower heads, dual vanities and a walk-in closet. The lower level offers a family room with pellet stove and an additional 5th bedroom or office with full bathroom. The garage features heat and AC and will accommodate parking for 2 full size vehicles with a separate bay for a golf cart or motorcycles. An added bonus is the full- size laundry room with built-in cabinets and counter tops. The outdoor space includes a large rear deck overlooking the expansive yard with fire pit and oversized shed with electric. This home also features solar panels that will fully transfer to a new owner with the remaining finance balance paid in full by the sellers. Tower Gardens offers a private boat ramp and beach access.

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.

This stunning 4,500+ sq ft home with 5 bedrooms and 4.5 baths is set on a private 1.25-acre lot in the sought-after water-privileged Tower Gardens community-just minutes from the Bay Bridge. Ideal for generational living, the home features primary suites on both the first and second floors, offering flexibility for a variety of lifestyles. At the heart of the home, the gourmet kitchen boasts a massive island, custom cabinetry, a hidden walk-in pantry, and a Viking appliance package-all accented with designer finishes. The open-concept layout flows seamlessly into multiple living areas, anchored by indoor and outdoor fireplaces that create inviting spaces to gather year-round. The second-floor primary suite includes a private balcony, with expansive windows throughout filling the home with natural light. Thoughtful upgrades like a high-efficiency 2-stage HVAC, Anderson 400 series casement windows, Hardie siding, and a tankless water heater ensure lasting quality and comfort. Tower Gardens residents enjoy a community beach and pier with sweeping sunset views over the Chesapeake Bay, plus a boat ramp just around the corner for easy access to the water. From this tranquil setting, youre only minutes from Annapolis or St. Michaels and just 45 minutes to Washington, D.C. or BWI Airport.

NOW, Priced 50K below recent Appraisal! Owner has found home of choice, please bring offers. You can install new bulkhead and fishing pier. Boat ramp is directly across the street. Nantucket meets the Bay in this 5 bedrooms, 3.5 baths Carriage style home. The Coastal charmer has views from nearly every room, with the house wrapping around both creek and bay views. Recent improvements include true hardwood floors, new doors, siding, windows & doors. updated kitchen and baths. Main levels offers 2 bedrooms with one being a suite. upstairs has 3 large bedroom with the master having wonderful bay views. The 1.5 level lot gives plenty of room for expansion and garage.

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.