Available Listings

$1,499,000
Pending

Earleville Area Residential Home

Pending

172 Wickwire Drive Earleville, MD 21919

4 Bed
3 Baths
3640 sqft
MLS# MDCC2016248
PANORAMIC WATERVIEWS!!!! Breathtaking Panoramic Views – Renovated Waterfront HomeExperience the beauty of waterfront living in this meticulously maintained, renovated (2024) home in Earleville, offering over 3,500 sq. ft. of living space. Designed to capture unparalleled panoramic views from every room in the rear of the home, this 4-bedroom, 2.5-bath home features an open floor plan.Step inside and be captivated by the breathtaking water views. The spacious living room boasts a floor-to-ceiling stone wall with an electric fireplace, seamlessly flowing into the stunning new kitchen with quartz countertops, brand-new appliances, a coffee bar, and a dry bar—perfect for entertaining. A sunroom and dining area provide the ideal setting to take in the serene surroundings, while custom blinds throughout the home enhance privacy and style. The main level also includes a luxurious owner’s suite and an additional bedroom or office space, both with spectacular water views.A beautiful open staircase leads to the bright and spacious lower level, where a large family room with another floor-to-ceiling stone wall featuring an electric fireplace awaits. This level also features two generously sized bedrooms, a kitchenette, and direct access to the covered lower deck, offering even more stunning waterfront views. The layout makes this space ideal for guests or an in-law suite.Extensive updates completed in 2024 include fresh interior and exterior paint, new landscaping, gutter replacement, two new HVAC systems, and brand-new kitchens and baths with high-end finishes. Outdoor living is enhanced with a spacious main-level deck featuring a retractable awning, providing comfort and shade, while the covered lower deck offers another perfect space to relax and enjoy the waterfront setting. The expansive lot offers plenty of room for an inground pool, making it ideal for entertaining and outdoor enjoyment.Additional features of this exceptional home include custom blinds, central vacuum, a 3-car garage, a deeded boat slip with lift, and private beach access. Don’t miss this rare opportunity to own a turnkey waterfront retreat where luxury meets tranquility!
Listing Courtesy of BRIGHT IDX / Chesapeake Real Estate Company / Tinamarie Reamy
$1,395,500
Active

Chestertown Area Residential Home

Active

105 High Street Chestertown, MD 21620

5 Bed
5 Baths
3243 sqft
MLS# MDKE2005002
This is your chance to own one of the most prominent homes in Chestertown's Historic District already completely upgraded and finished to suit. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-Élysées in Paris. The neighboring properties on this sought after corner are some of the area's most important including Widehall and the Custom House which was one of the original British Royal Ports of Entry to the Americas. The current owners include one of Kent County's renowned builders and craftsmen who decided to take on this restoration as a passion project to honor its beauty and significance in the community. The home was completely updated in 2024 with new HVAC, Electrical, Plumbing, roofing, and wood flooring. The floor plan was opened up to accommodate your lifestyle in 2025. New bathrooms and kitchen were custom designed. A grand 3 story staircase greets you at the foyer along with arched entryways to introduce you to the level of detail to be found throughout. The front porch allows you to sit back to watch everything happening in town or simply admire the water. The updated layout is designed for optimal flow and natural light. The primary suite captivates you with a fireplace, spacious walk in closet, and tiled shower room with views of the water from two sides. The Mansard roof allows for the full third floor. In the basement there is a partially finished space perfect for your wine cellar along with extra unfinished tidy space for storage. There is also a fenced in rear yard perfect for intimate gatherings, pets, and gardening. Off street parking is a huge plus as well with a detached garage connecting to the rear yard. Due to this property's grandeur and scope of work, the sellers are going to let you decide on some finishes to make you feel you spend wisely. Allowance lists to be provided to interested parties. Turn this important and updated piece of Chestertown History into your Legacy property.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Michael "Murphy" O'Neill
$770,000
Coming Soon

Centreville Area Residential Home

Coming Soon

112 Browning Lane Centreville, MD 21617

5 Bed
4 Baths
4089 sqft
PROFESSIONAL PHOTOS COMING SOON- Perfectly situated on over an acre, this custom-built masterpiece offers over 4,000 SF with three fully finished levels thoughtfully designed for luxurious living and effortless entertaining.From the moment you arrive, you'll appreciate the meticulous care, craftsmanship, and extensive upgrades this home has to offer.Step inside to find a spacious formal dining room framed by elegant segmental archways, setting a warm and inviting tone. The main level flows seamlessly into the heart of the home — the gourmet kitchen — featuring soft-close cabinetry, a large center island, dual ovens, under-cabinet lighting, an induction cooktop, a spacious walk-in pantry, and a reverse osmosis water filtration system connected to both the kitchen sink and refrigerator. Adjacent to the kitchen, a cozy breakfast nook provides the perfect space for everyday meals.The expansive family room offers the ideal gathering place, complete with a pellet stove, a beautiful wet bar perfect for entertaining, and oversized sliders that fill the space with natural light. These sliders open directly to the screened-in porch — newly updated with pet-resistant screens — and lead to an attached deck, creating even more space for outdoor relaxation.Upstairs, the second level is designed for ultimate comfort.The luxurious oversized primary suite features a private propane fireplace, dual walk-in closets, and a spa-like en-suite bathroom with a luxury stone jacuzzi tub, rainfall shower, abundant natural and overhead lighting, and separate his-and-hers vanities. Two additional bedrooms with spacious closets, a large bonus room with a pellet stove (ideal for a recreation room or optional sixth bedroom), and a second full bathroom complete this floor. For added convenience, a second-floor laundry room makes everyday living even easier.The third level offers two more versatile bedrooms, a full bathroom, and access to the HVAC system — perfect for home offices, guest suites, or teen retreats.The outdoor space is just as impressive.Enjoy a partially fenced yard, ideal for children and pets to safely roam, an oversized attached 2-car garage with access to the crawl space, a detached 2-car garage that makes an excellent workshop, storage space, or man cave, plus an additional storage shed. A partial whole-house generator provides added peace of mind.And the best part? No HOA!Located just minutes from downtown Centreville's charming shops, restaurants, marina, and parks, with easy access to Route 301 and only 13 miles from the Bay Bridge, this property truly leaves no comfort feature overlooked.Welcome to a home where luxury, privacy, and convenience meet — your Eastern Shore dream awaits.
Listing Courtesy of BRIGHT IDX / Chesapeake Real Estate Company / Julia "Jules" Burchett
$745,000
Pending

Chestertown Area Residential Home

Pending

9050 Point Lane Chestertown, MD 21620

4 Bed
3 Baths
3166 sqft
MLS# MDKE2005102
Virtual Tour
Welcome to this beautifully maintained 4-bedroom, 3-bath home offering serene views of the Chesapeake Bay in the quiet and friendly community of Tolchester Estates.This wonderful home is nestled just 10–15 minutes from the cities of Chestertown and Rock Hall. This close proximity provides access to shopping, restaurants, a farmers market, theater and local arts. The area abounds with hunting, fishing, crabbing, boating, and much more. A local full-service marina with a restaurant, summer concerts, and a beach is only 5 minutes away.The main level of the home provides a light-filled open layout featuring gleaming hardwood floors on the main level and expansive windows offering lovely views to the Chesapeake Bay. The beautiful living room features new built-in custom cabinetry flanking a cozy gas fireplace, with seamless flow into an all-season sunroom and multiple decks—perfect for entertaining or unwinding after a hectic day.The living room adjoins a fully appointed chef’s kitchen with a gas cooktop, wall ovens, refrigerator, and dishwasher. There is plenty of cabinetry, along with an inviting eat-in area and high-top breakfast bar with seating, and access to the decks for grilling. A formal dining room just around the corner offers additional space for hosting.The first-floor primary suite is a private retreat with direct deck access and water views. The ensuite bath features a double vanity, jet tub, and separate shower, complemented by a walk-in closet and laundry area for ultimate convenience. A second bedroom with an attached full bath completes the main level, with both bedrooms updated with new carpet in 2023.Upstairs, you'll find newer luxury vinyl plank flooring, 2 additional bedrooms, and a full bath. The generously sized water facing bedroom provides a great view and is sized for a suite full of furnishings or is ideal for a “bunkhouse” type setup, ideal for guests or family. The rear 4th bedroom completes the upper level and features an entry into the walk-in attic storage.The oversized, rear-entry 2-car garage includes built-in cabinetry and provides 1 of 2 inside entries to a full unfinished basement—ready for your vision. Recent updates include a brand-new roof the week of May 5, 2025), a propane-fired whole-house generator, custom living room cabinetry, upgraded insulation, all new multi-faceted water treatment systems, and custom structural enhancements.Don’t miss this rare opportunity to own a peaceful bay-view sanctuary with modern upgrades and timeless charm. Your Chesapeake escape awaits!
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Terri Kulp