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$599,900
4 Beds ⋅ 3 Baths
Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstairs, an expansive loft is joined by a separate room that can serve as a fourth bedroom, home office, bonus room, or additional flex space, along with another full bath and ample storage. This versatile upper level provides plenty of options for guests, working from home, recreation, hobbies, or whatever best fits your needs. The upper-level heat pump was replaced in August 2026. One of the property's most distinctive features is the oversized 4-car drive-through garage, with access from both the front and rear. There's exceptional room for vehicles, boats, recreational equipment, a workshop, hobbies, and storage, an especially valuable feature for enjoying the Kent Island lifestyle. Another major benefit is the seller-owned solar energy system, with no solar lease or loan for the buyer to assume. This is an all-electric home with no separate gas or heating-oil bill, and the sellers have paid just $9.75 per month for electricity for the past 24 consecutive months, which is Delmarva Power's minimum monthly service charge. The system has historically produced more electricity than the sellers use, providing significant savings on electricity costs while excess production has typically resulted in money back to the sellers annually through net metering. Solar production records and electric bill history are available for buyer review. Outside, the private, level .44-acre lot provides plenty of usable yard space for entertaining, recreation, pets, gardening, or simply enjoying the outdoors. The location puts some of Kent Island's best recreational amenities within easy reach, including Romancoke Pier and Park, Matapeake Beach, Pier and Boat Ramp, and Blue Heron Golf Course. With its 4-car drive-through garage, remarkably low historical electric bills, flexible 4-bedroom layout, main-level living, private .44-acre lot, and proximity to the water, 108 Margaret Drive offers a combination of features that is truly hard to find.

108 Margaret Dr, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$575,000
4 Beds ⋅ 4 Baths
Room to Breathe. Space to Dream. There is something special about coming home to a place where life feels just a little slower and a bit quieter. Set on a fabulous one-acre parcel surrounded by farms and open countryside, this well-loved home offers a sense of privacy and breathing room that can be hard to find—yet it is still just minutes from the places and conveniences you need. Here, mornings can begin with coffee overlooking your own piece of land, weekends can be spent in the garden, and evenings feel removed from the noise and pace of the day. And with an acre of your own, there is room to imagine what comes next. Create the vegetable and flower gardens you have always wanted. Add an outbuilding, workshop, or hobby space. Spread out, entertain, play, plant, tinker—or simply enjoy having open space around you. The home itself has a wonderful sense of history and has clearly been loved over the years. Inside, you'll find an updated kitchen with granite countertops, warm wood floors, four full baths, a huge mudroom, and generous living spaces that offer flexibility for everyday life, guests, hobbies, or working from home. Then there is the unfinished basement—a whole additional level waiting for the next owner's vision. Perhaps a recreation room, home gym, workshop, studio, additional living space, or simply incredible storage. It is another reminder that this is a property with room not only for how you live today, but for the ideas you may have for tomorrow. Outside, an oversized garage, paved driveway, and expansive parking area provide plenty of space for vehicles, equipment, projects, and gatherings. And while this home has plenty of character and history, many of the less glamorous—but very important—systems have received significant attention in recent years, including the roof, water-conditioning system, French drains, septic system, and more. Some homes are defined by finishes and square footage. This one feels defined by something more: space, privacy, possibility, and the freedom to make it your own. A place with a past, plenty of room for the present, and so many possibilities for what comes next.

746 Hope Rd, Centreville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$835,000
3 Beds ⋅ 3 Baths
Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

201 Switchgrass Way Unit #34, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$249,000
Rare offering of a surveyed, perced, and cleared commercial lot with high exposure in Queen Anne County! 1.49 acres. See attached documents for survey, perc, and allowable uses. This is an exceptional location to move your existing small business to or to start your new business.

Chester River Heights Road, Millington

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$169,000
3 Beds ⋅ 2 Baths
This property consists of two parcels totaling approximately 1 acre (Map 0001, Parcel 10 and Map 0001, Parcel 19). Nestled along the water’s edge, this unique waterfront opportunity offers the perfect canvas to create your own Eastern Shore retreat. Renovate the existing 3-bedroom cottage or explore the potential to rebuild using the existing foundation. With a beautiful waterfront setting and plenty of possibilities, this property is ready for your vision. Buyer to verify all building and renovation restrictions with the county. This property features a new deep well, new well pump, and new septic holding tanks in 2026. The existing interior of the home has been taken down to the framing and includes 100-amp electrical service, providing a solid starting point for your vision. Outdoor enthusiasts will enjoy everything this property has to offer. Fish for perch, bass, catfish, and snakeheads, or spend the day crabbing from your shoreline. Waterfowl hunters will enjoy the existing duck blind, while everyone will appreciate the stunning sunsets overlooking the water. Whether you're looking for a peaceful weekend escape, a hunting and fishing camp, or the site of your future waterfront cottage, this property offers an opportunity that's becoming increasingly difficult to find.

220 Kirbys Landing Rd, Millington

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$599,900
3 Beds ⋅ 2 Baths
REDUCED!!! This 3 bedroom 2 full bath brick rancher is located 1.88 for plenty of privacy and plenty of room to expand. Not many large lots left in this community, check with county for very possible sub dividing for 2 additional lots. Home is in need of updating with lots of potential to add your own touch and design. More pictures coming soon. Currently on septic but sewer is available.

315 Bentons Pleasure Rd, Chester

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$575,000
3 Beds ⋅ 3 Baths
*BIG PRICE IMPROVEMENT ON THIS BEAUTY* SELLER IS ALSO OFFERING CLOSING ASSISTANCE!Welcome to Bay Bridge Cove, an active adult 55+ community designed for comfort, convenience, and low-maintenance living. Residents enjoy exceptional amenities including a clubhouse with outdoor pool, fitness center, lounge, library, meeting space, and game room, along with walking trails, scenic ponds, pickleball and bocce courts, a crab shack, and community vegetable and herb gardens. Ideally located near Historic Annapolis, shopping, dining, recreation, and major commuter routes including Rt. 50, Rt. 97, the Bay Bridge, Washington, D.C., Baltimore, and the Eastern Shore. This beautifully upgraded Easton model by award-winning McKee Builders offers quality craftsmanship, energy efficiency, and thoughtful design throughout. A private gated paver courtyard creates a warm welcome, while the spacious rear deck overlooks open green space and mature trees for a peaceful outdoor setting. Inside, this meticulously maintained home offers approximately 2,000 square feet with 3 bedrooms, 3 full baths, a versatile loft, and a 2-car garage. The gourmet kitchen is appointed with upgraded cabinetry featuring pull-out shelving and soft-close doors and drawers, granite countertops, decorative backsplash, Kohler undermount stainless sink, and upgraded stainless steel appliances. Additional improvements include upgraded flooring, renovated baths, and a tankless on-demand water heater. The open and airy interior is filled with natural light from two skylights in the main living area. Architectural details include crown molding, chair rail accents, soaring foyer ceilings, cathedral ceilings in the dining and family rooms, and a tray ceiling in the primary suite. The spacious primary retreat includes two closets and a beautifully updated bath. Two additional bedrooms and two full baths, with one bedroom and bath on each level, offer flexibility for guests or multigenerational living. The loft provides ideal space for a home office, den, or reading area. A large conditioned crawl space with interior access offers excellent storage. Please note: public records do not reflect the correct square footage. Approximate finished living area is 2,000 square feet. CALL ME TODAY FOR YOUR SHOWING!

324 Moorings Cir Unit #108, Stevensville

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183
$725,000
2 Lots, 2 tax parcels 3.38 acres facing US Route 50/301 on Hess Frontage Road. Quasi Private Drive shared with Delmarva Power Company right of way, Whaler Boat Sales, Furniture Sales, Zoned Urban Commercial with most uses permitted. Has a private rear right of way to County Wilson Road for possible sewer hook-up currently has existing single family residence with 1 bath, kitchen living room and 2 bedrooms, covert it to office and add your workshop, storage buildings.

144 Hess Frontage Rd, Grasonville

Listing courtesy of Tidewater Properties. Contact:

$545,000
Discover the opportunity to build your dream home on the Corsica River. This .869-acre waterfront lot offers 78 feet of direct water frontage, providing the perfect setting for boating, fishing, and enjoying the beauty of the Eastern Shore. The property has an approved perc test in place, allowing you to move forward with confidence as you design and create the home you’ve envisioned. With its peaceful setting and scenic views, this lot combines privacy and natural surroundings while keeping you connected to nearby conveniences. Rarely does a property like this become available—your waterfront lifestyle awaits.

N Hibernia Rd, Centreville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600