My Active Listings

Some or all of the listings below are provided by the Chesapeake Real Estate Company office.
$1,795,000 (USD)
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Saint Michaels Area Residential Home

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216 E Chew Ave Saint Michaels, MD 21663

4 Bed
4 Baths
3575 sqft
MLS# MDTA2012450
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 readyIt 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.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Christopher Clinton
$1,480,000 (USD)
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Cambridge Area Residential Home

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5419 Ragged Point Road Cambridge, MD 21613

4 Bed
5 Baths
4512 sqft
MLS# MDDO2011562
Welcome to 5419 Ragged Point Road — Closer than you think to D.C., Baltimore, and Ocean City, a striking contemporary waterfront estate set on 11.88 private acres with an incredible 1,500 feet of frontage along serene Brooks Creek. Designed for those who appreciate the best of Eastern Shore living, this 4-bedroom, 2 full/3 half bath custom home, built in 2007, offers exceptional craftsmanship and luxury throughout with all the designer furnishings included.The gourmet kitchen is a chef’s dream, featuring marble countertops and top-tier appliances, including Wolf, Bosch, and Sub-Zero. The elegant primary suite offers a spa-like retreat with a soaking tub and separate shower. Expansive living spaces open to multiple balconies and decks, each perfectly positioned to capture breathtaking water views.Outdoor amenities include a private pier with approximately 3 feet MLW (mean low water), complete with water, electric, and a 12,000 lb boat lift — ideal for boating and fishing enthusiasts. For hunters, a duck blind on the property and abundant wildlife make this a rare hunting paradise.Whether you are savoring the sunrise over the creek, entertaining guests, or exploring the surrounding natural beauty, this extraordinary property delivers a lifestyle of unmatched tranquility and recreation.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Gwen Eskridge
$1,425,000 (USD)
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Davidsonville Area Residential Home

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1491 Velmeade Lane Davidsonville, MD 21035

6 Bed
7 Baths
5048 sqft
Welcome to your ideal multi-generational retreat, where luxury meets practicality in the heart of Davidsonville. This expansive property offers a haven for families of all sizes, boasting a main house brimming with elegant features and a separate in-law suite for added privacy and convenience. Main house has an elegant two-story foyer, two story family room with stone fireplace, separate dining room with pocket doors for the option of private dining, French doors from both the dining room and kitchen lead to the screened porch - perfect for outdoor dining or just relaxing & enjoying the serenity & view!The spacious kitchen has granite counters, a central island, and stainless steel appliances. The living room offers a great view of the sweeping front yard, and the home office with bay window can also be used as a 7th bedroom. The main level owner's suite includes a huge walk in closet with custom built-ins and a large bathroom with soaking tub, separate shower, and two vanities. Upstairs you'll find 3 more bedrooms and 2 full baths. The walkout basement has a rec room, full bath and amazing workshop for the woodworking enthusiast, and with the framework already in place (studs throughout), you can effortlessly transform the unfinished space into a home gym, media room, and additional living quarters - or keep it as storage! The in law suite has 2 bedrooms, 2 full baths, kitchenette, laundry, living room, family room and 1 car garage! Nestled on a generous 9.67-acre lot, this property offers unparalleled privacy and the opportunity to immerse yourself in nature's beauty throughout the four seasons. Well replaced 2023. Level 2 Car Charging circuits in both garages.
Listing Courtesy of BRIGHT IDX / Long & Foster Real Estate, Inc.
$1,095,000 (USD)
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Worton Area Residential Home

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12400 Woods Road Worton, MD 21678

3 Bed
2 Baths
1944 sqft
MLS# MDKE2006362
Virtual Tour
More than a home, this is truly a recreational property and boater's paradise. Nestled on a promontory point above Still Pond Creek and just a short drive from historic Chestertown, this house was designed by iconic architect Peter Newlin to provide a coziness and connection to nature that embodies the Eastern Shore lifestyle. Jutting out from the bulkhead designed the Army Corps of Engineers, the dock awaits you for boating adventures and quick access to the Chesapeake Bay directly from the protected waters of Still Pond Creek. Life slows down while appreciating the water and wildlife from the deck. The spacious screened porch is perfect for crab feasts with unmatched views. A lane for vehicles and also a winding walking path leads you down to the private beach where memories and tans are made. The great room boasts vaulted ceilings with exposed beams and flows out with sliders and a side door to the screened porch and deck for indoor-outdoor living. A trio of picture windows and the wood burning fireplace are perfect for cuddling up and looking out over the water on cool winter days. There are two bedrooms and full bath on the main level and a primary suite with ensuite bathroom, vaulted ceilings, and walk in cedar closet upstairs. The large walkout basement is the perfect space for the kayaks, bikes, and other toys that come with living on the Eastern Shore. The land itself is low maintenance but expansive allowing for calming hikes and relaxation in nature. Invest wisely in this irreplaceable asset less than 2 hours from Washington DC, Philadelphia, and Baltimore.
Listing Courtesy of BRIGHT IDX / Coldwell Banker Chesapeake Real Estate Company / Michael "Murphy" O'Neill
$940,000 (USD)
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Trappe Area Residential Home

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1690 Ferry Point Court Trappe, MD 21673

4 Bed
3 Baths
2529 sqft
Huge price reduction! There is nothing more magical than watching the sun set over the water. Whether you prefer to start your day with a mesmerizing sunrise or end it with a captivating sunset, this property offers both. This stunning waterfront property offers a picturesque view of the Choptank River, making it the perfect retreat for those seeking tranquility and natural beauty. The interior of the house is tastefully designed, with a modern kitchen featuring new quartz countertops that add a touch of elegance and functionality. One of the highlights of this property is the porch, which offers a cozy space to relax and enjoy the breathtaking views. Equipped with a built-in grill, it's an ideal spot for hosting barbecues and entertaining guests. Additionally, the gazebo provides a charming outdoor space to unwind and take in the surrounding scenery. The property also features an inground pool, perfect for cooling off during the hot summer months. A private pier allows for easy access to the Choptank River, for any of your water favorite activities. Jump on your boat or jet skis and visit the numerous waterfront restaurants nearby or pull up your own crab pots and enjoy a crab feast in your waterfront gazebo. Throw a few poles off the end of the pier and catch dinner or take a quick boat ride to some of the best Striper fishing spots. Furthermore, its convenient location provides easy access to nearby towns such as Easton, St. Michaels, and Cambridge, where you can explore waterfront restaurants and attractions. Ocean City MD is only a one-hour drive and Annapolis MD is only 45 minutes. You can walk to T.L. Morris Seafood a waterfront restaurant serving The best crabs in Maryland as well as Ferry Point Marina where you can launch and service your boat as well as enjoy a private beach. *New septic installed 7/24 and master bath under construction.
Listing Courtesy of BRIGHT IDX / eXp Realty, LLC
$847,000 (USD)
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Centreville Area Residential Home

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228 Songbird Centreville, MD 21617

4 Bed
4 Baths
3770 sqft
Welcome to the epitome of shore living in the enchanting Willow Branch community. Presenting the prestigious Songbird model, a masterpiece meticulously crafted by Mike's Custom Homes. This remarkable residence offers an abundance of space, ensuring that all your desires and requirements are flawlessly met. Upon arrival, you'll be captivated by the impeccable design and attention to detail evident in every corner of this architectural gem. The Songbird model stands tall as the most sought-after floor plan, admired by homeowners far and wide. Boasting a generous layout, this residence features four spacious bedrooms, providing ample room for relaxation and rejuvenation. With three and a half exquisitely appointed baths, every member of your household can indulge in ultimate comfort and convenience. Prepare to be impressed by the two bonus rooms, offering endless possibilities to create your own personal oasis. Whether you envision a home office, media room, or a private fitness center, these versatile spaces can easily adapt to your evolving needs and aspirations. The unfinished basement adds another layer of potential to this already extraordinary property. Equipped with a three-piece plumbing rough-in, this space is primed for your customizations, whether it's transforming it into a recreation area, home theater, or a guest suite, allowing you to maximize the potential of this exceptional residence. Don't wait and miss out on your favorite lot- premiums will apply.*Photos are of a previously completed home. Actual home may differ slightly from floor plan.
Listing Courtesy of BRIGHT IDX / Benson & Mangold, LLC
$750,000 (USD)
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Easton Area Residential Home

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33438 Tuckahoe River Road Easton, MD 21601

3 Bed
3 Baths
1715 sqft
Virtual Tour
Enjoy waterfront living in this charming 3-bedroom, 2.5-bath rancher perfectly sited on 1.37 acres overlooking the tranquil waters of the Tuckahoe River. This spacious, single-level home is filled with natural light, boasting an open floor plan and featuring waterviews from nearly every room. The spacious kitchen features stainless steel appliances, a gas stove, bar seating, and overlooks both the dining and living areas. A large living room is anchored by a cozy wood stove with stone hearth. The dining room’s expansive bay window captures stunning river views and opens to the generous screened porch. The primary suite boasts vaulted ceilings, dual closets and another beautiful bay window framing the water. Two guest bedrooms feature hardwood floors and the guest bath includes a shower/tub combo and linen closet. A separate laundry room includes a convenient half bath with exterior access—perfect for pool days. Enjoy the bright and inviting sunroom, which overlooks neighboring farmland or retreat to the private backyard oasis. A new in-ground pool with retractable cover and concrete patio sits just beyond the screen porch overlooking the park-like grounds. Boaters and water lovers will appreciate the private dock, complete with two 10,000-lb boat lifts, two personal watercraft lifts, a swim ladder and deep water (approx. 8’+), ideal for fishing, crabbing, or cruising the waterways of the Eastern Shore. Additional features of the home and property include a detached two-car garage, a storage shed with an electric garage door, great for lawn/boat equipment, and peace of mind knowing the property is outside the flood zone. Recent upgrades include a new roof and siding (2025). This exceptional property is a true Eastern Shore gem.
Listing Courtesy of BRIGHT IDX / Benson & Mangold, LLC