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1824 Price Station Rd, Church Hill
$399,900
3 Beds ⋅ 2 Baths
Welcome to 1824 Price Station Rd—a 3 bedroom, 2 full bath home offering space, updates, and versatility in a highly convenient location. Situated on a generous homesite in Church Hill and surrounded by scenic farmland, this property enjoys a truly bucolic setting while remaining just minutes from Rt. 301 for an easy commute. Inside, the home features updated flooring throughout, along with a newer kitchen and baths that blend modern finishes with everyday practicality. The spacious eat-in kitchen serves as the heart of the home, complete with a slider door providing access to a spacious deck overlooking the level, private backyard setting—perfect for everyday living and entertaining. A spacious sitting area provides the ideal place for relaxing or hosting guests. The layout flows comfortably with abundant natural light enhancing the interior spaces. The primary suite includes a large private bath, offering a comfortable and private retreat. Step outside to enjoy the peaceful surroundings, where the meticulously landscaped grounds and mature plantings frame the backyard and provide a sense of privacy. The expansive driveway offers a large parking area at the home, along with an additional oversized parking area in front of the detached building—ideal for accommodating multiple vehicles, boats, RVs, and more. A standout feature of the property is the oversized detached building, complete with two spacious bays and a dedicated workshop area. This versatile structure is insulated, heated, and includes plumbing—perfect for hobbyists, contractors, or anyone in need of additional workspace or storage. Offering the perfect balance of rural charm, functionality, and commuter convenience, this property is a rare opportunity to enjoy country living with room to spread out. Mortgage savings may be available for buyers of this listing.

1824 Price Station Rd, Church Hill

Listing courtesy of Redfin Corp. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

129 Perrys Retreat Blvd, Grasonville
$615,000
3 Beds ⋅ 3 Baths
Nestled in the serene community of Perry's Retreat, this exquisite ranch-style home, built in 2023, offers a perfect blend of modern luxury and Eastern Shore charm. This highly desirable two-story rancher offers 3 bedrooms and 3 full bathrooms, with the convenience of main-level living. The first floor features 2 bedrooms and 2 full baths, including a spacious primary suite designed for comfort and privacy. A dedicated office provides the flexibility for a home workspace or can easily function as an additional bedroom. The open-concept layout is filled with natural light and designed for both everyday living and effortless entertaining. Upstairs, you’ll find a versatile loft space, which is perfect for a second living area, media room, or guest retreat, along with an additional bedroom and full bathroom, creating the ideal setup for visitors or multigenerational living. Step outside to your own private backyard oasis. Enjoy the screened-in patio for relaxing evenings, an open-air patio for entertaining, and a hot tub that brings a true resort-style feel right to your home. The property also features an irrigation system to keep your lawn lush and low-maintenance year-round. Loaded with modern upgrades, this home also features a Level 2 EV charger and a hookup for a whole-house generator, offering both convenience and peace of mind.

129 Perrys Retreat Blvd, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Corner House Realty.

604 Perrys Corner Rd, Grasonville
$365,000
2 Beds ⋅ 2 Baths
Charming and thoughtfully updated rancher in the heart of Grasonville! This adorable home features an open-concept living and dining area with vaulted ceilings, creating a bright and airy feel throughout. The updated kitchen offers granite countertops, stainless steel appliances, and overlooks a spacious, fully fenced backyard—perfect for entertaining, pets, or relaxing evenings outdoors. Enjoy easy one-level living with two generously sized bedrooms, a full bath, and an additional half bath conveniently located off the kitchen. Home offers a full Reverse Osmosis system. Ideally situated close to shopping, dining, and major commuter routes (less than 15 minutes to the Bay Bridge), this home also offers a lifestyle bonus—walkable access to Cabin Creek Public Landing, perfect for fishing, kayaking, or paddleboarding. A wonderful opportunity for comfortable living in a great location!

604 Perrys Corner Rd, Grasonville

Listing courtesy of Compass. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

1301 Bridgetown Rd, Henderson
$625,000
5 Beds
Tranquil Country Retreat on 19 Acres Escape to the serenity of country living with this beau􀆟fully situated home, perfect for nature lovers seeking peace, privacy, and scenic surroundings. A picturesque tree-lined driveway welcomes you to this charming residence, complete with durable vinyl siding and a spacious three-car garage. Home Features: 5 bedrooms and 2 full bathrooms Efficient 2-zone heating and air conditioning for year-round comfort Cozy pellet stove capable of heating the entire home Large kitchen equipped with dishwasher, stove, and refrigerator Bright three-season room offering stunning panoramic views of the property Outdoor & Land Highlights: Expansive 19+ acre property teeming with wildlife, including deer, turkeys, and a variety of bird Peaceful, private setting ideal for relaxation or outdoor actvities Private 400 +- ft deep well Existing private sewage system with drainage field This property combines comfort, functionality, and natural beauty—an exceptional opportunity to enjoy a quiet rural lifestyle .

1301 Bridgetown Rd, Henderson

Listing courtesy of Beach Real Estate Inc. Contact:

Selling Office: Samson Properties.

115 Cemetery Ln, Church Hill
$362,500
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled Colonial set on a spacious, level half-acre lot in the sought-after Queen Anne school district. Offering 2,114 finished square feet across two levels, this home blends timeless character with modern upgrades throughout. Enjoy convenient in-town living with the ability to walk to nearby shops, restaurants, and local amenities. Completely renovated in 2025, the home features a durable metal roof, new HVAC system, fresh paint, updated lighting, and fully renovated bathrooms. The stunning kitchen showcases brand-new white shaker cabinets, quartz countertops, a stylish backsplash, and all-new appliances including a dishwasher and stove. The convenient kitchen and dining combination layout creates a functional space for both everyday living and entertaining. The family/living room is located just off the kitchen and dining area, creating an easy and open flow for gatherings. An entry-level laundry room is also located just off the kitchen for added convenience. The spacious entry-level primary bedroom offers flexible living options. Throughout the home, you'll find all new flooring, including laminate plank in the living areas and bedrooms, along with custom tile in both bathrooms. The primary bathroom features a luxurious soaking tub, quartz vanity countertop, and a beautifully finished tile shower. Outdoor highlights include a welcoming front porch, a newly installed 6-foot white vinyl fence, designated play area, and a newly paved driveway providing parking for three to four vehicles, along with additional off-street parking. Located on a charming street of well-kept homes, this property offers both comfort and convenience. Conveniently located just a short drive from historic Chestertown and historic Centreville, offering additional shopping, dining, and waterfront attractions.

115 Cemetery Ln, Church Hill

Listing courtesy of Redfin Corp. Contact:

Selling Office: Benson & Mangold, LLC.

816 Chester River Dr, Grasonville
$965,000
4 Beds ⋅ 2 Baths
A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lot‑and‑a‑half setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary en‑suite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chef’s Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out drawers along with Hardwood floors add timeless charm throughout. Downstairs, the cozy Family Room becomes the perfect gathering spot with its Wood‑burning stove, custom Wainscoting and a Quartz ledge that frames the Water Views like Artwork. Additional highlights include Custom Closets, Recessed Lighting, Ceiling Fans and a spacious Laundry Room. Updated white Vinyl Board-and-Batten Siding with cylinder lighting create a mesmerizing view as you come home by boat or walking back to the house from a night on the Pier! New high‑end black "Marvin" Casement windows fill the home with natural light, while a New Trane HVAC System keeps everything comfortable year‑round. Step outside and you’ll find a wraparound Teak Deck overlooking the Water, an ideal place for morning coffee, evening wine and enjoying all of those Crab Feasts! The yard is a Gardener’s delight, with mature Cherry Blossoms, a Fig Tree, a White Peach Tree, raised Garden Beds and Grapevines draped over an Italian‑inspired Arbor. Three outdoor Sheds and a Dock Box provide plenty of storage for tools, gardening and waterfront gear. The 130' Pier with L-Deck is ready for your adventures, complete with Copper capped Pilings, High Speed Boat Lift, Jet Ski/SUP/small boat Lift, Swim Ladder and Lighting Stations with water and electricity! Whether you love Crabbing, Fishing, Boating, or simply watching the River drift by, this property brings Waterfront Living to Life! Osprey, Blue Heron, Green Heron, Bald Eagles, Purple Martins, Dolphins, Buffleheads, Mallards, Rockfish, Blue Crabs and many more Wildlife will keep you entertained throughout the Seasons! The Chester River Beach Community adds to the charm with events like a 4th of July Parade, Chili cook‑off, Easter Egg Hunt, Santa visits, Holiday Lights contest, Halloween festivities and Movie nights in the Park! You’re also just a short Boat ride to the Narrows for Waterfront Dining, Rock Hall for your crab feasts and St. Michaels for all the shopping and Maritime fun! Take a quick bike ride, walk or run to the Kent Island Cross Trail and an easy drive to local Restaurants, Boutiques, Parks, Beaches and Marinas. A turnkey Waterfront haven with deep water, sweeping panoramic views and thoughtful upgrades throughout... this is the Waterfront Lifestyle you’ve been Dreaming of!

816 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Realty Group.

26 Greenwood Shls, Grasonville
$955,000
4 Beds ⋅ 4 Baths
Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcoming—an ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level office offers flexibility to suit your needs—whether as a productive workspace, cozy den, or guest bedroom. The addition of a new full bath with a walk-in shower enhances both its convenience and functionality. Upstairs, the gracious primary serves as a private retreat that is complemented by an equally gracious primary bath featuring a soaking tub, walk-in shower, double vanities, and a generous walk-in closet. Outdoor living is equally enticing. A Trex deck and screened porch create inviting spaces to relax or entertain while enjoying the peaceful nature views. And just beyond the lawn, a private pier awaits—perfect for quiet mornings on the water, spontaneous kayak adventures, or evenings spent watching the sky change colors. Located in the waterfront community of Prospect Bay, offering resort-style amenities—including golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant—this remarkable property captures the very best of Chesapeake living in a serene, nature filled setting.

26 Greenwood Shls, Grasonville

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

Selling Office: Unrepresented.

1363 Calvert Rd, Chester
$501,200
3 Beds ⋅ 2 Baths
**BACK ON THE MARKET** Buyer got cold feet due to permit issues that arose during inspections - unbeknownst to the seller until that point. Sellers have taken care of everything with the county and the house is as wonderful as ever! Welcome to the heart of Kent Island, nestled in the highly sought-after Marling Farms community—where space, comfort, and water-privileged living come together beautifully. This charming home sits on a huge, fully fenced yard with an in-ground pool featuring a new liner installed in 2024, making it the ultimate backyard for entertaining, relaxing, or keeping the kids busy all summer long. The large pool house adds flexibility and storage, complete with a subpanel upgraded in 2020, along with the home’s main electrical panel upgrade the same year. Inside, you’ll find a brand-new luxury kitchen installed in 2022, designed for both everyday living and hosting. The home offers three generously sized bedrooms and two full bathrooms, including a beautifully updated family bathroom completed in 2025. Additional major updates include a new roof in 2020, providing peace of mind for years to come. Equally important—but often overlooked—the crawl space has been thoughtfully improved, featuring a French drain installed in 2023, PVC underlayment added in 2024, and a brand-new sump pump installed in 2025, helping protect the home from moisture and enhancing long-term durability. A two-car garage, plenty of storage space, and undeniable curb appeal round out the package. Add in the gorgeous setting and water-privileged opportunities that Marling Farms is known for, and you’ve got a home that checks every box for island living. This is Kent Island living done right—updated, well-maintained, and ready to enjoy.

1363 Calvert Rd, Chester

Listing courtesy of Revol Real Estate, LLC. Contact:

Selling Office: RE/MAX Executive.

102 Carriage Heath, Chester
$965,000
4 Beds ⋅ 4 Baths
This stunning, truly one of a kind coastal-style home in Gibsons Grant offers a perfect blend of comfort and community. With a total of 4 spacious bedrooms and 3.5 baths (1 bed and bath is over garage), the open floor plan invites natural light, showcasing a modern kitchen with an island and a dining area and cozy living room. The main level primary suite features a luxurious bath and walk-in closet, ensuring it is truly a retreat. The upper level on the main house features two bedrooms, 1 full bath and a large family room and game room that leads to a covered balcony. Set on a generous corner lot of 0.22 acres, enjoy outdoor living on the balcony, covered porch, or patio, perfect for gatherings or quiet evenings. Three season room joins to FROG extending living area making FROG accessible without going outside. The community amenities include a refreshing outdoor pool, fitness center, pier, kayak rack and launch, playground and scenic jog/walk paths that connect to the Cross Island Trail, fostering an active lifestyle. Located near the Chester River, residents can appreciate the beauty of nature while being just minutes from local parks and top-rated schools. Experience the warmth of community living in a home that truly feels like a sanctuary. Take comfort knowing property had a thorough Pre Home Sale Inspection and is completely turnkey!

102 Carriage Heath, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Samson Properties.

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