Woolford MD Real Estate & Homes for Sale

Welcome to this stunning 3-Bedroom, 2.5 Bath home nestled in a tranquil, private cul-de-sac in a charming St. Michaels neighborhood. Be dazzled by the 30 foot vaulted ceiling, loft overlook and wood burning Fireplace. This beautifully maintained residence boasts an inviting open floor plan, the perfect ambiance for relaxation. The modern kitchen has been expertly remodeled with upgrades and features a convenient breakfast bar. The first floor Primary Ensuite bedroom offers a private retreat, while the first-floor laundry adds practical convenience. The owners have beautifully and completely remodeled all the bathrooms. Step outside to enjoy the newly painted and updated Backyard Deck and Brick Entertainment Patio, ideal for hosting gatherings, or simply unwinding in your serene, fully fenced yard. The property is professionally landscaped with beautiful French Gardens and Walking Paths and overground irrigation, all enhancing its curb appeal, and includes and "almost new" attached garage for added storage and convenience and a cute Backyard Shed for storage. Last but certainly not least, the crawl space has been fully encapsulated. This home seamlessly combines style, comfort and functionality in a picturesque setting all just minutes from downtown St. Michaels. This is an opportunity not to be missed!

Nestled on the private four-acre waterfront Three Creeks Point, this extraordinary property boasts breathtaking sunrises and sunsets over Fishing Creek, with stunning southerly views of Church Creek that span over 180 degrees. The primary residence, featuring five bedrooms and four and a half bathrooms, encompasses more than 5,400 square feet of living space. Adding to its allure is an expansive, maintenance-free wraparound deck that offers panoramic views of the water. Complementing the main house is a separate two-bedroom, one and a half bathroom guest home, complete with a fully equipped kitchen and laundry facilities. The guest home also has its own deck, providing yet another vantage point to enjoy the serene water views. Located a short distance from the renowned Chesapeake Bay, this property boasts six-foot mean low water (MLW) on the protected waters of Fishing Creek, offering some of the best crabbing, fishing, and boating opportunities on Maryland's Eastern Shore. The L-shaped pier is outfitted with an electric boat lift, jet ski lift, and additional boat slips and dockage. For those who enjoy paddle sports, the protected creeks of the Little Choptank River offer excellent kayaking and paddleboarding. Recent extensive exterior improvements and renovations have not only enhanced the home's low-maintenance appeal but have also amplified its already impressive water views. Inside, an open floor plan and generously sized rooms showcase the home's beauty, making it ideal for both comfortable living and entertaining. The Great Room, adjacent to the kitchen, captures the morning sunrises and is perfect for casual dining and entertaining, thanks to its direct access to the deck. The Living Room and Dining Room areas offer ample space for gatherings, with a stone fireplace serving as a cozy focal point. The Sunroom spans the width of the home, providing eastern, western, and southern water views that change with each passing hour. The main floor houses two bedrooms and a full bathroom, situated in a private alcove for added tranquility. The primary suite, located on the second floor, features a vaulted ceiling, fireplace, private waterside balcony, luxurious ceramic tile bathroom with a walk-in shower, and a spacious walk-in closet. Two additional bedrooms and a full bathroom are also located on the second floor. An oversized office with a vaulted ceiling and private balcony offers stunning water views, making it a perfect workspace. The guest house is equally well-appointed, featuring a full kitchen, first-floor bedroom and bathroom, stack washer and dryer, and a second-floor bedroom with a loft area. A detached four-car garage provides ample space for vehicles and additional storage. With its unparalleled water views, six-foot MLW, privacy, spacious main house, guest house, and ample garage space, this property epitomizes the finest in Eastern Shore living.

ATTENTION HUNTERS: looking for the perfect retreat? This cute Bungalow on .34+/- acres offers 2 bedrooms, 1 bath & separate Laundry Room. This would also make a great starter home. Enjoy the peaceful scenery on your rear deck or cuddle around the cozy firepit for the chilly evenings. Close to Public boat ramp, restaurants & deli's.

Spectacular water-view property in Madison, MD! This exceptional and expansive raised residence, set on an impressive 5-acre lot, eagerly awaits its new owner. Revel in the breathtaking vistas from nearly every room within this charming home. With decks positioned at both the front and rear, you can fully appreciate not only the serene water and harbor views but also the picturesque wooded and farmland scenes, perfect for observing Maryland's wildlife. The main-level living areas feature tile floors. The home boasts a five-zone underfloor hydronic heating system, ensuring comfort throughout the seasons. The spacious primary suite is a true retreat, featuring deck access, a walk-in closet, and a private en-suite bathroom. The kitchen is a chefâs delight, complete with granite countertops, ample preparation space, and a stainless steel commercial-grade gas range. Ascend to the loft, an ideal space for gatherings and entertainment, showcasing gorgeous Brazilian Cherry floors, water views, and access to another deck. Additional interior highlights include two water-view bedrooms, walk-in attic storage, granite-topped vanities in both bathrooms, and a generous laundry/utility room. The home sits atop an expansive garage with ample storage and three bays equipped with automatic door openers, providing an excellent area for a game room, workshop, or craft space. Parking will never be an issue, with plenty of space for your RV, camper, boat, and guests. A public boat ramp at Madison Bay is available for your convenience, along with county slip rentals or rentals from the local marina owner just across the street (contact information available upon request). Experience all the benefits of waterfront living without the hefty tax bill. The surrounding area offers a variety of locally-owned businesses just a few miles away, including Lindy's Seafood, Woolford Country Store, Palm Beach Willies, and Emily's Produce, among others. Downtown Cambridge and US Route 50 are approximately 12 miles from the property. Whether you seek a tranquil getaway or a permanent residence, this home provides the perfect place to call your own.

Enjoy country living in this Dorchester County Farmhouse sited on a peaceful .67+/- acre lot surrounded by farm fields. Eastern Shore character with modern amenities includes 4 bedrooms, 1.5 baths with freshly remodeled full bathroom, screened porch off kitchen, hardwood floors and 2 fireplaces. Perfect for hunters looking for a weekend getaway or suitable for a family as well! Metal roof, large 50x30 barn, several other outbuildings, and public sewer.

This Colonial Farm House sits on over half an acre lot with a circular driveway. Screened in Porch. Spacious bedrooms with 2 full bathrooms.

Once you drive up the tree lined driveway of this gorgeous 3,226 sq ft, 4 bed 2.5 full bath colonial, you will be in LOVE! Featuring a gourmet kitchen with Viking & Kitchen Aid appliances & brand new flooring, brand new primary bath remodel including heated floors & a steam shower, in-ground pool, expansive decking throughout. Calling all waterfowl enthusiasts - this incredible home sits on 5 waterfront acres along Blackwater River & sits in the middle of a 700 acre land preservation. This is truly a once in a lifetime opportunity for the taking!

Built in 1988 on 10 + acres with commanding westerly views of the Chesapeake Bay and water frontage on Brooks Creek. With approximately 5000+ sq ft of living space, this well built colonial is a sportsman's paradise. Large eat-in country kitchen, dining room, 2 family room spaces on the main level, 5 bedrooms, 3.5 baths allow for a variety of living styles. In addition to the large two car attached garage, there is an enormous workshop, more garage spaces and a party room with full kitchen, bar, and pool table. Ample outdoor entertaining space on the deck with water views. The pier on Brooks Creek includes an electric lift for all your boating needs. Don't miss the large pond! *New roof October 2024

** SELLERS are offering $10,000.00 towards BUYER concessions/closing help*** Enjoy the luxury of a PRIVATE COMMUNITY DOCK, BOAT SLIP and RAMP on Brooks Creek, just a short stroll away. Approximately 13 miles out of town/Rt. 50, this home offers a perfect blend of comfort, convenience, and outdoor enjoyment. Discover this delightful 3-bedroom, 2-bath rancher boasting almost 2400 square feet of living space and perfectly situated on a generous .81 +/-acre lot, PLUS an oversized two-car garage and a detached shed (approx. 16 x 16 with electric) for additional storage or hobbies. Step inside to discover a spacious and inviting layout featuring a stunning river room (approx. 28 x 17) adorned with cathedral ceilings and an abundance of large sliding glass doors that bathe the space in natural light. and nature. Cozy up by the charming brick fireplace and enjoy the warmth of the pellet stove on cooler evenings. The roomy kitchen boasts a breakfast island and ample space for a kitchen table. With a separate dining room, living room, and family room, thereâs plenty of space for gatherings or quiet evenings at home. Gleaming wood floors and tile flow throughout the home including two sunny sky lights that enhance the charm. Relax and unwind on the large, screened porch â on cool fall evenings or sultry summer days. The community pier is at the end of Pinehurst Drive. Welcome to your dream home!

Community dock and boat slip ! Cambridge -located in the waterfront community of Seabreeze - this quaint cottage is truly move-in ready! 2 BR and 1 bath. Hardwood floors and great kitchen. You will spend most of your time in the light and airy all season room - featuring new windows, fans and backyard view. Pull through driveway with RV electric and pump out. Two sheds to store all the toys! Nice back deck - fenced yard. FIOS available. Water rights included - Community dock and boat slip- a very sweet deal! New mini split provides heat and air plus a new BAT system septic-worry free! Furniture included.

Cambridge - picture yourself on the back porch of this home enjoying cool summer breezes just steps away from your boat at the community dock! Charming. light filled home with 3 Bedrooms and 2 full baths plus an attached two car garage. Soaring ceilings showing off the post and beams plus gorgeous hardwood floors. Year round living - the pellet stove provides extra heat. Very cool loft area. Front deck and large back deck. Pull through driveway.

WATER OFF FOR WINTER - GO AND SHOW - GREAT RENTAL HISTORY - This is really two lots # 23 and #24 with an updates septic system for two-bedroom cottage that features a small sandy beach where you can put your boat in and a dock with a lift that can lift a large pontoon boat. the Extra lot you can build your barn on to hold your toys. The house has two bedrooms, a bath and a large family or play room and the eat in kitchen where you can hold court. The car port and the three sheds also can keep toys or fishing gear. More info in the reports section. 115 feet waterfront 1.3 ac +/- two lots sandy beach

A brand new three-bedroom, 2.5-bathroom town house is available for rent. Main level features a bright living room, beautiful kitchen, modern cabinets, stainless steel appliances and a peninsula island with space for seating. The kitchen is open to the living and dining area. The first floor also offers a storage closet and a powder room. The upper level has three good sized bedrooms, Full bathroom on the hallway, a linen closet and a laundry room on the hallway. The ownerâs suite offers privacy away from the other bedrooms and features a full bathroom and a walk-in closet. All windows have a quality blind included. Beautiful flat backyard.

**Perc test applied for**Discover your own slice of tranquility on this 2.75-acre property located in the Neck District of Cambridge. A perfect retreat for nature lovers and hunters, this land is teeming with local wildlife, offering prime hunting opportunities right at your doorstep. The property includes a small, stable house ready for your vision. While the home requires a complete renovation, it's a solid starting point for your dream rural getaway. The house currently has no running water or bathroom, but a well is already in place. Septic installation will be needed to fully modernize. With expansive space and the beauty of the Eastern Shore, this property offers endless potential for those looking to invest in a peaceful, rural escape. Bring your imagination and make this property your own!

472 acre farm currently generating $100,000 annual income.Property consists of 224 tillable,205.8 wooded, 42.8 marsh acres. tillable is rented for 300 per acre annually, hunting is rented at 35,000 per year. Approximately 12 acres are in 3 planted waterfowl impoundments with high capacity well and trenched in 3 individual outlets. Farm consists of 2 parcels, 190.6 acres and 282 acres, each with one development right. Entire property is in Rural Legacy conservation easement. Relatively new building/ lodge is located on larger parcel. Entire farm is planted in giant miscanthus grass, producing excellent income, and highest quality habitat for sika deer.Over 200 acres of mature timber offer another source of income as well as hunting for whitetail, sika, and turkeys. With impoundments/ ponds and over 4000 feet of shoreline this property has outstanding waterfowl potential as well.

very new home community we create at Gemcraft Homes has been carefully crafted to meet the needs of todayâs homeowners, and our team takes great pride in being able to offer homeowners exactly what theyâre looking for. Located in the beautiful city of Cambridge, Maryland, the vibrant and growing community of Southside Crossing offers an array of benefits for potential homeowners looking for a comfortable and convenient lifestyleâall within easy reach of the cityâs most popular attractions. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the waterâs edge, youâll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. Within Southside Crossing, youâll discover a high-quality townhome design that features 3 bedrooms, 2.5 bathrooms, and a 1-car garage. If youâre looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. The Mariner is a contemporary townhome with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that can be optionally finished to become a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, 2 additional bedrooms with reach-in closets, and a shared hall bath. The hall bath has a double vanity with a tub/shower. You may turn the Owner's bedroom into a suite with the option for adding a second bathroom which would give it a private bath with a shower. The third level also accommodates a stacked laundry closet for ease and convenience. This home design offers a wide variety of options and extensions making it easy to create the home of your dreams. GEMCRAFT HOMES, TO BE BUILT HOME

**Discover Waterfront Living on Taylors Island!** Enjoy a scenic drive to this stately brick waterfront home with a circular driveway that boasts 5 bedrooms and 3.5 baths, all while offering spectacular sunsets over the serene Chapel Cove. With 3,817 square feet of Tudor-style elegance, this home provides panoramic views that will take your breath away! Step outside to your own private paradise featuring a private pier, floating dock, and a 10 x 20 boat lift with two boat slips. The pier is lined with electric sensor lights to guide you to the water's edge, while additional amenities like a canoe rack, fire pit, and a flag pole enhance your outdoor experience. Dive into relaxation with a new swimming spa complete with a waterfall and ambient lights. The carport comes with a movie projector for cozy outdoor movie nights, and the outdoor shower is perfect for rinsing off after a day on the water. Enjoy the new concrete patio decking, screened porch, and pergola, all designed for basking in those expansive water views. Entertaining is effortless in this gorgeous home with two levels designed for comfort and style. As you enter, youâll be greeted by an elegant foyer complete with decorative trim throughout. The dedicated study makes working from home a breeze. The gourmet kitchen is a chef's dream, featuring stunning granite countertops, a custom built-in breakfast nook for 8, and a spacious island with both a farm sink and a prep sink. Equipped with stainless steel appliances and a pot filler, this kitchen is truly impressive! ð½ï¸ Just off the kitchen, youâll find a large pantry and a sought-after laundry room, making chores and storage a breeze. Relax in the family room with a cozy gas fireplace, adorned with unique oyster shell aesthetics. Oversized windows and patio doors allow natural light to flood the space while showcasing gorgeous views of the water. Upstairs, you'll find another family room complete with a full-size bar, sink, ice maker, and wine refrigeratorsâperfect for hosting friends and family! Large patio doors can be opened to let in the breeze or step outside onto the deck for sunset lounging. The main level primary bedroom is a true retreat, featuring sliding doors with electric blinds. The luxurious primary bathroom boasts a Jacuzzi tub for two, a separate steam shower with music and lights, and a double vanity with a built-in makeup area. With his and her closets outfitted with built-in wardrobe organizers, this suite is designed for convenience and comfort. ð⨠Centrally located on Taylors Island, you'll be just moments away from delightful seafood restaurants, campgrounds, and the post office. Donât miss the chance to own this stunning waterfront oasis! #WaterfrontLiving #TaylorsIsland #DreamHome #LuxuryRealEstate #OutdoorLiving #SunsetViews #HomeSweetHome #GourmetKitchen #WaterfrontProperty

The Mariner is a contemporary townhome with 3 bedrooms, 2.5 baths, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that can be optionally finished to become a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, and a private on suite bath. 2 additional bedrooms with reach-in closets, and a shared hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. This home design offers a wide variety of options and extensions making it easy to create the home of your dreams.

The Mariner is a contemporary townhome with 3 bedrooms, 2.5 baths, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that can be optionally finished to become a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, and a private on suite bath. 2 additional bedrooms with reach-in closets, and a shared hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. This home design offers a wide variety of options and extensions making it easy to create the home of your dreams.

The Mariner is a contemporary townhome with 3 bedrooms, 2.5 baths, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that can be optionally finished to become a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet, and a private on suite bath. 2 additional bedrooms with reach-in closets, and a shared hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. This home design offers a wide variety of options and extensions making it easy to create the home of your dreams.

FULLY RENOVATED 3 BEDROOM HOME WITH GARAGE AND STORAGE ON 1 ACRE OF LAND BACKING TO TALL MATURE TREES. A 600 Feet Deep Well, Along With A New 2024 Septic System And A Whole House Sprinkler System Are Just A Few Of The Up-To-Date Improvements That Await The Future Owner Of This Wonderful Property. An Open And Airy Layout With Lots Of Large Windows And Recessed Lighting Throughout Provide Lots Of Brightness And More Space And Rooms Than You Can Shake A Stick At. A Spacious Dinette Area Occupies The Rear Bump-Out To The Home Behind The Bouyant And Cheerful Marine Blue Colored Kitchen. A Gynormous Owner's Bathroom And Walk-In Closet With Window Inside Make For A Very Spacious Owner's Suite In This Humble Abode. The Secondary Bedrooms Are Nice And Big Too. The Sliding Glass Door With Built-In Blinds In The Glass Take You To A Generously Sized Concrete Patio With The Sounds Of Nature Abounding In The Private Tree-Lined Backyard Area. Lots Of Sidewalk And A Large Clearing In The Front Provide An Abundance Of Space To Customize The Entry To The Home To Your Liking In The Future.

This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet and attached, private bath , 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the waterâs edge, youâll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If youâre looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. GEMCRAFT HOMES, QUICK MOVE IN HOME!

This Mariner townhome is like new with 3 bedrooms, 2 bath, and a 1 car garage with entry through a foyer on the lower level. The lower level has additional space that is finished as a recreation room. Climbing the stairs to the second level leads you to an expansive open floor plan that accommodates a Great Room, large Kitchen, and Breakfast area. The openness of these areas offers plenty of space for informal dining and entertaining. The second level also features a powder room. The third level includes an Owner's Bedroom with a walk-in closet and attached, private bath , 2 additional bedrooms with reach-in closets, and a hall bath. The third level also accommodates a stacked laundry closet for ease and convenience. At Southside Crossing, we understand that location is everything, which is why we chose to build this community in an area full of lush greenery and stunning natural beauty to provide a peaceful oasis within the heart of the city. Whether you enjoy hiking, cycling, or simply taking a stroll along the waterâs edge, youâll find plenty of opportunities to explore the great outdoors when you choose to purchase your home in this new home community. If youâre looking for a new home community that effortlessly combines convenience, comfort, and luxury, our Southside Crossing community from Gemcraft Homes is the perfect choice for you. GEMCRAFT HOMES, QUICK MOVE IN HOME!

Price Improvement Looking for your perfect escape? Check this one out! Manufactured Cabin located in the Tideland Park on Taylors Island is the getaway spot you've been looking for. Situated on waterfront lot #5, this manufactured cabin has it all. 1 bedroom and loft can accommodate you and your guests. Low maintenance site with gravel and concrete hardscape makes keeping up with the property a breeze. Drop your crab pots in off the floating dock, or cast a line to catch dinner. Don't feel like cooking? No worries- 2 restaurants are located within walking distance of the property. Launch your boat right from the property or utilize the near by public boat ramp. Slaughter Creek Marina is also close by for additional slips, fuel, and ship store. Grab all your goodies from Emily's Produce on your way to the property: fresh produce, prepared foods, steaks, and more! Come relax and enjoy all the Shore has to offer.

This spacious 3 story townhouse has just been meticulously renovated. The lower level has a one car garage as well as unfinished family/media room with an exterior door leading to the backyard. The main level has a large living room that opens up top the newly equipped kitchen containing a small center island. The upper floor hosts a primary bedroom with full bath room and a walk-in closet along with 2 additional bedrooms that share a full bathroom. This beautiful townhome has been recently painted and remodeled with all new flooring/appliances and fixtures. Southside Crossing offers scenic views and is conveniently located to downtown Cambridge and Route 50.