Refine Search
Map
Sort by
144 Hess Frontage Rd, Grasonville
$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:

109 Placeks Ln, Stevensville
$723,400
4 Beds ⋅ 3 Baths
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs.

109 Placeks Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

736 Warbler Way Unit 2733, Chester
$719,990
2 Beds ⋅ 3 Baths
Welcome to Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in May 2027, this home combines comfort, functionality, and stylish finishes for modern living. The main living area features an electric fireplace, creating a warm and inviting focal point, while a dry bar adds the perfect touch for entertaining. A dedicated home office with French doors provides a private and polished space for working from home, studying, or pursuing hobbies. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths for added durability and style. The primary bath offers a relaxing retreat with a spacious shower featuring a built-in seat and handheld shower wand, along with a double-sink vanity and quartz countertops. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

736 Warbler Way Unit 2733, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

1202 Oyster Cove Dr, Grasonville
$719,900
3 Beds ⋅ 4 Baths
Welcome to Oyster Cove Live the Oyster Cove lifestyle! Welcome to a beautifully maintained townhome in Oyster Cove, a gated waterfront community offering the perfect blend of elegance, convenience, and carefree living. Here, the grounds are maintained for you, giving you more time to enjoy the lifestyle you’ve worked for. Residents can take advantage of the community pool, waterfront surroundings, and peaceful, beautifully landscaped setting. Enjoy the best of Grasonville right outside your door—restaurants, shopping, marinas, entertainment, and everyday conveniences are all just minutes away and easily accessible by car, bike, or even a leisurely walk. Whether you’re looking for a full-time residence, a weekend retreat, or a low-maintenance home where you can simply lock the door and go, Oyster Cove offers an exceptional setting. This is more than a townhome—it’s a lifestyle. Come experience the charm, sophistication, and relaxed waterfront atmosphere of one of the area’s most desirable communities. This beautifully refreshed three-level townhouse is move-in ready and priced to sell at $719,900. Freshly painted throughout, featuring brand-new carpet and freshly refinished hardwood flooring, this home offers a clean, updated feel from the moment you walk in. Enjoy the spacious three-level layout with plenty of room for everyday living and entertaining. A private boat slip is included, adding exceptional value for boating and waterfront enthusiasts. Move right in and enjoy all that Oyster Cove has to offer. Don’t miss this opportunity to own a beautifully refreshed townhouse with a boat slip at an attractive price! Thoughtfully staged (virtual) to highlight the home's spacious rooms, functionality, and potential.

1202 Oyster Cove Dr, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

244 Warbler Way, Chester
$700,000
2 Beds ⋅ 2 Baths
Welcome to 244 Warbler Way, a beautifully appointed Jenkins model built in 2025 and located in the sought-after 55+ community of Four Seasons at Kent Island. This thoughtfully designed 2-bedroom, 2-bath home offers stylish, low-maintenance living with upgrades throughout. Luxury vinyl plank flooring flows through the main living areas, leading to a bright, open-concept kitchen featuring upgraded finishes and a premium GE Café appliance package. The kitchen opens seamlessly to the dining and living spaces, creating an inviting layout perfect for both everyday living and entertaining. A beautiful propane fireplace anchors the living room, adding warmth and character to the heart of the home. Enjoy easy indoor-outdoor living from the screened porch or step outside to the hardscaped patio—an ideal setting for morning coffee, relaxing evenings, or entertaining friends. Built just last year, this home offers the benefits of newer construction without the wait. Located in Four Seasons at Kent Island, residents enjoy a vibrant 55+ lifestyle with resort-style amenities and a prime Eastern Shore location convenient to the Chesapeake Bay, shopping, dining, and the Bay Bridge. Move right in and enjoy everything this beautiful home and community have to offer!

244 Warbler Way, Chester

Listing courtesy of Samson Properties. Contact:

233 Nichols Manor Dr, Stevensville
$699,800
4 Beds ⋅ 3 Baths
One of our most popular designs, The New Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. There is a community beach, a pool and rental slips for the boat. Additionally, there is a playground and tot lot. A great place to claim the Eastern Shore Way of Life. As part of the Cloverfield Home Association, residents enjoy an array of community amentities that elevate the lifestyle: a sparkling pool for summer fun, a private community beach where you can dip your toes in the sand, a playground and tot lot, a marina that has boat rental slips available, and additiaonl recreational spaces that make this neighborhood one of the most sought after on the Eastern Shore. With an easy commute to anywhere on the Eastern Shore, as well as quick access to Annapolis and even Washington DC. This location blends convenience with coastal charm.

233 Nichols Manor Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

2627 Cecil Dr, Chester
$699,000
3 Beds ⋅ 2 Baths
Harbor View - This beautiful waterfront home has been completely remodeled in 2026, new siding, new kitchen, new bathrooms, new luxury vinyl flooring. Freshly painted and in move in ready condition.

2627 Cecil Dr, Chester

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

2703 Sherman Dr, Chester
$699,000
3 Beds ⋅ 3 Baths
Nestled in the serene Harbor View subdivision, this Colonial-style home offers a perfect blend of luxury and comfort. The interior features elegant bamboo and ceramic tile flooring, enhancing the warm ambiance throughout. The gourmet kitchen is equipped with stainless steel appliances, including a dishwasher, electric oven/range, and refrigerator, making culinary adventures a delight. A charming wood-burning stove adds a touch of warmth to the living space, creating an inviting atmosphere for relaxation. Set on a generous 1.14-acre lot in a peaceful cul-de-sac, the landscaped grounds provide a tranquil retreat. Enjoy stunning water views of Cox Creek, just a short stroll away, where you can indulge in boating and fishing activities. The property includes a private dock with multiple slips, perfect for water enthusiasts. Additional features include an attached garage, off-street parking, and a spacious deck that invites outdoor living. This home is not just a residence; it's a lifestyle, offering the perfect balance of luxury, nature, and community. Experience the exclusive charm of waterfront living in this property.

2703 Sherman Dr, Chester

Listing courtesy of Rosendale Realty. Contact:

1520 John Brown Rd, Queenstown
$699,000
3 Beds ⋅ 2 Baths
Welcome to your own private Eastern Shore retreat! Nestled on approximately 17.6 picturesque acres, this charming property offers the perfect blend of peaceful country living and everyday convenience. The home features comfortable one-level living with spacious gathering areas, a cozy wood stove, and beautiful views of the surrounding countryside. Whether you’re looking for room to garden, hunt, farm, enjoy outdoor recreation, or simply relax and take in the tranquility, this property provides endless possibilities. The expansive acreage offers privacy, open space, and the opportunity to create the lifestyle you’ve been dreaming of while still being just a short drive to shopping, dining, and major commuter routes.

1520 John Brown Rd, Queenstown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

412 Main St, Stevensville
$699,000
4 Beds ⋅ 2 Baths
This two home listing in historic Stevensville is in walkable distance to Kent Island Elementary School, Stevensville Middle and Kent Island High School. The front house was built in 1932 and the back house was built in 1980 as a garage and is now a solid home with perfect bones. This property is being sold as-is and not a traditional listing. There will only be two open houses on two different weekends that have not been determined yet. Please do not drive on the to property because there are two different tenants that live there. This property is zoned residential and commercial.

412 Main St, Stevensville

Listing courtesy of Cottage Street Realty LLC. Contact:

1 Bunker, Grasonville
$699,000
4 Beds ⋅ 3 Baths
Highly motived sellers enjoyed Prospect Bay and want you to as well--they just reduced again making it super attractive. Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchen/dining area, perfect for gatherings that can flow outside to the new expanded deck. With one bedroom, full bath and living room on lower level it could be the perfect in-law suite or college student apartment. Enjoy the serene 1.22-acre corner lot with firepit, trees perfect for hammock, backing to mature trees, offering a peaceful views. The community amenities include a pool, golf course, marina, community pool, tennis & pickleball courts and playgrounds, fostering a vibrant neighborhood spirit. Enjoy easy access to the Prospect Bay sanctuary for boating and fishing enthusiasts. Located in a friendly community with excellent schools and nearby parks, this home is perfect for those seeking comfort and convenience. BONUS: Outdoor Office with private entrance on back right corner of house. PLUS: Community has a few boat slips available for rent!

1 Bunker, Grasonville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

121 Switchgrass Way Unit 42, Chester
$698,000
2 Beds ⋅ 3 Baths
Experience the pinnacle of coastal luxury in this breathtaking top-floor penthouse at K. Hovnanian’s Four Seasons at Kent Island. This highly coveted "Chester" floor plan delivers unparalleled, sun-drenched resort-style living with spectacular water views of the Chester River from nearly every vantage point. The view is further enhanced by a serene, fountain-appointed pond surrounded by vibrant seasonal foliage, creating a dramatic, panoramic nature backdrop. The open-concept layout features a gourmet kitchen with stainless steel appliances, a spacious dining and great room with two tray ceilings anchored by a cozy fireplace, and an elegant dry bar perfect for entertaining. Retreat to the pristine owner's suite, complete with a dramatic tray ceiling, a spa-like bath, and direct access to an expansive waterside balcony where you can watch the boats glide by and birds soar. Two walk-in closets plus an additional wardrobe closet bring a sense of order and comfort. Complete with an attached garage and dedicated storage, this lock-and-leave sanctuary offers the effortless Eastern Shore lifestyle you deserve. Living here feels like a permanent vacation. Enjoy world-class community amenities, including 24,000 sq. ft. clubhouse, indoor and outdoor pools and jacuzzis with tiki huts, a state-of-the-art fitness center, game rooms, tennis, basketball, pickleball, and bocce courts, a dog park, a playground, an outdoor concert arena, and a community pier.

121 Switchgrass Way Unit 42, Chester

Listing courtesy of Engel & Volkers Annapolis. Contact:

208 Grason Vista Dr, Queenstown
$695,000
3 Beds ⋅ 2 Baths
SPRAWLING RANCHER IN BELLE POINT FARM! 3 large Bedrooms, 2 full Baths, a screened Porch, Patio, Basement, 2-car Garage and more! The interior was recently painted in a clean, neutral palette so you're all set to move in and enjoy the holidays in your new home! Open spaces and banks of windows make for a bright, airy, and inviting vibe. The floor plan is practical and spacious, featuring both a comfortable living room and a cozy family room centered around a wood stove and wood-burning fireplace with a raised brick hearth and surround. The screened porch is just off the family room and will quickly become one of your favorite spots. The kitchen is equipped with upgraded counters, wood cabinetry, a central island with a breakfast bar, and a breakfast room with access to the patio area. A separate dining area and laundry/mud room round out this main level. Expansion and storage are not an issue here between the unfinished basement coupled with the crawl space — both in great condition. Outside, the premium 1.93-acre cleared, level lot sits on a no-through street in a great water-oriented community along the Wye River. The oversized attached 2-car garage features front and rear entry, plus a versatile run-in shed addition off the back with double doors opening straight to the large rear yard. It’s a wonderful, solid home, meticulously maintained, with plenty of space. While you'll love the peace and privacy, everyday conveniences are just minutes away. You can grab a quick bite or essentials just down the road and you're minutes away from shopping, restaurants, health centers and major commuter routes. Get ready, you're going to fall in love.

208 Grason Vista Dr, Queenstown

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

109 Placeks Ln Ln, Stevensville
$689,900
4 Beds ⋅ 3 Baths
The Ridgewood is a modern 1 level home with split bedrooms and open and bright floor plan. With the spacious kitchen opening to the breakfast and great room, all located at the rear of the home for privacy. The primary bedroom is also located on the back of the hpme. It features 2 walkin closets and the bath has dual vanities and an enclosed toilet room. This home features a massive full basement for your customization. Placek Place os 1 minute to the Bay Bridge. Enjoy The Eastern Shore way of Life. Close to pickle ball courts, walking trails, beaches, and golf course. Not to mention nearby restaurants and shopping. No wonder it si 60% sold out.

109 Placeks Ln Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

114 Queens Colony High Rd, Stevensville
$689,900
4 Beds ⋅ 3 Baths
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. Located just a short walk to the waterfront, the community features a boat launch, pavillion, playground, and bayfront recreational area.

114 Queens Colony High Rd, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

325 Twin Meadows Farm Ln, Centreville
$689,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek. Estate homes on acre plus homesites with plenty of room for a pool and a separate garage. In the country but close to downtown Centreville. Centreville offers restaurants, grocery stores, parks and schools. The Windermere combines all of the home design elements our purchasers love the most. On the main level you’ll love the open plan design with a huge kitchen, breakfast/sunroom and family room! Formal living (office) and dining rooms, and two-story foyer complete the space. Upstairs 4 spacious bedrooms include a primary suite with spacious walk-in closet or choose the optional super bath and get two walk-in closets! A lower level offers numerous options for expanding your living space to suit your lifestyle.**Special offer Construction financing*** Models shown with options

325 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

300 Cemetery Ln, Church Hill
$685,000
4 Beds ⋅ 3 Baths
Rare opportunity to own an exceptional 8± acre residential farmette in Church Hill in Queen Anne's County! This versatile property features a 3-story, 4 bedroom, and 1 full bathroom and 2-half bathrooms farmhouse with 2,256 sq ft of living space, including a spacious living room, formal dining room, updated kitchen, sunroom, front porch, and patio surrounded by mature trees and established gardens. Perfect for an equestrian or hobby farm, the land includes 5± acres of pastures and a 2,600± sq ft barn equipped with 5 horse stalls, a large storage loft, an enclosed workshop, electric, and water. A separate 870± sq ft climate-controlled recreational outbuilding with a half bath offers the perfect footprint for a private home office, gym, or guest suite. Enjoy a private, secluded country setting without sacrificing convenience—located less than 0.5 miles from Rt 213 and 3.5 miles from Rt 301 for an easy commute. By Appointment Only - the road becomes the private driveway onto the property so viewing the property by driving by cannot be done.

300 Cemetery Ln, Church Hill

Listing courtesy of National Land Realty, LLC. Contact:

830 Warbler Way Unit 2833, Chester
$679,990
2 Beds ⋅ 3 Baths
Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2833, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

319 Twin Meadows Farm Ln, Centreville
$679,900
3 Beds ⋅ 2 Baths
Welcome to Meadow Creek. Estate homes on acre plus homesites with plenty of room for a pool and a separate garage.. In the country but close to downtown Centreville. Centreville offers restaurants, grocery stores, parks and schools. This one level home features a formal dining area flanked by columns as well as three nicely sized bedrooms and a large living area with gourmet-appointed island kitchen, breakfast room and optional morning room on one level. Your owner’s bath includes a separate soaking tub and shower or you may choose to install the large enclosed spa shower and closet for linens. Plan features a main level washer/dryer laundry/mud room and a lower level which can be customized to meet your needs. **Special offer Construction financing** Models shown with options

319 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

481 Eagle Manor Dr, Church Hill
$679,000
3 Beds ⋅ 3 Baths
A fresh price and more than $50,000 in seller upgrades make this nearly new home one to see! Step inside and look up: wood beams accent the soaring ceiling, while engineered flooring and thoughtful details carry through the home. The kitchen’s oversized island offers storage on both sides and plenty of room to gather. The main level gives the spacious primary suite its own side of the home, with two additional bedrooms and a full bath on the other. You’ll also find multiple living spaces, a cozy propane fireplace, and a laundry room just off the attached garage. Upstairs, a generous bonus room with its own mini split is ready for a home office, family room, or guest space. Out back, the screened porch is built on a concrete foundation—a detail you’ll appreciate as much as the space itself. Beautifully finished, completely turnkey, and newly priced, this home is ready for its next chapter.

481 Eagle Manor Dr, Church Hill

Listing courtesy of Wilson Realty & Staging LLC. Contact:

190 Harrier Way Unit 24, Chester
$675,000
3 Beds ⋅ 3 Baths
Designed for effortless, low-maintenance living, this beautifully appointed three-bedroom, 2.5-bath condominium offers approximately 2,600 square feet of thoughtfully designed living space, combining comfort, elegance, and an exceptional collection of resort-style amenities. The open-concept living, dining, and kitchen areas create a welcoming flow, ideal for both everyday living and entertaining. Expansive windows fill the home with natural light, while the inviting walk-out porch provides a peaceful setting overlooking ponds on two sides, with seasonal glimpses of the Chester River. The spacious primary suite is privately situated on one side of the residence and features a generous sitting room, two walk-in closets, and a comfortable retreat-like atmosphere. On the opposite side of the condominium, two additional private bedrooms, each with a walk-in closet, share a full bath, offering an ideal layout for family and guests. The well-appointed kitchen features 42-inch cabinetry, beautiful white quartz countertops with subtle gray veining, and a timeless neutral palette that provides the perfect canvas for your personal style. Located within the highly desirable Four Seasons community, residents enjoy an exceptional lifestyle with an impressive array of amenities. Highlights include indoor and outdoor swimming pools, tennis courts, playgrounds, fire pits, a community pier, kayak park with launch, and water access. The community also offers a spectacular 22,000-square-foot clubhouse, fitness facilities, inviting gathering rooms within each building, and multiple spaces designed for entertaining and socializing, including bar areas with televisions. Whether enjoying the peaceful pond views from your porch, taking advantage of the outstanding community amenities, or simply appreciating the ease of condominium living, this residence offers a wonderful opportunity to enjoy comfort, convenience, and a resort-inspired lifestyle. Walking trails bot in the community and right outside of community. Close commute to the bay bridge, shopping, churches and doctors and much more....

190 Harrier Way Unit 24, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Oregon Road, Stevensville
$674,900
4 Beds ⋅ 3 Baths
Beautifully appointed Modern Farmhouse! Massive kitchen with quartz countertops, farm-style sink, stainless appliances, huge island with plenty of seating as well as additional dining space. Open Family Room, Dining Area, and Kitchen layout. Separate living space on the 2nd floor for a more private hang out area or home office. Powder room is tucked away from the main living area on the first floor for privacy as is the separate laundry room. LVP flooring runs throughout the entire first floor. Master suite has broad waterviews of Prices Creek and even the Chesapeake Bay. Sit on the back porch, enjoy your coffee, and enjoy the transquility. Some of the best sunsets you'll ever see can be had from a short walk from your front door. Or walk down to the water's edge and cast your line into the bay as the sun sets. Time to pick colors, customize finishes, and put your own touches on this new home! Photos may show options.

Oregon Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Queens Colony High Road, Stevensville
$674,900
3 Beds ⋅ 2 Baths
Exceptional ranch style home to be built in the coveted neighborhood of Queen Anne Colony. Golf, walking trail, fishing pier, Cheapeake Bay overlook, and marina are all within walking distance from this exclusive community. This new home is still to be built so you can add your customizations and choose your colors! Local, high-quality builder!

Queens Colony High Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

1306 John Brown Rd, Queenstown
$674,900
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN QUEENSTOWN – PRIVATE WOODED SETTING! Welcome to this thoughtfully designed new construction home on beautiful John Brown Road.  This home offers nearly 2,300 square feet of high quality living space in a peaceful, private setting surrounded by towering hardwood trees and backing to the wooded portion of a 1,000+ acre farm. Step inside this bright and inviting home offering super nice kitchen, large great room with gas fireplace, large first floor laundry, and plenty of space for both everyday living and entertaining. The really spacious first-floor primary suite offers convenience and privacy with granite vanity, large tiled shower, and huge closet! Upstairs, you'll find three big bedrooms, providing plenty of room for family, guests, home offices, or additional flex space. Additional highlights include granite counters, oversized trim, LVP flooring, insulated and finished 2 car garage, with stamped concrete walks, porch, and patio really dress this home up!  Secondary driveway is perfect for parking that large RV or boat! Everyone loves that peace of mind that comes with owning a brand-new home. Quality goes well beyond what you can see – spray foam sealed crawlspace walls and concrete floor make the conditioned crawl space a dry and energy efficient feature.   The home is equipped with a whole-house water treatment system designed to address arsenic, iron, and other common well-water contaminants. All exterior walls are flash coated with closed cell insulation for maximum efficiency. If you've been searching for the perfect combination of new construction, space, privacy, and Eastern Shore living, this home deserves a look.

1306 John Brown Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

323 Chenowith Dr, Stevensville
$672,800
4 Beds ⋅ 3 Baths
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and kitchen, breakfast area that flows to the spacious family room.. Add a light-filled morning room off the rear or expand your space with plan extensions. . Upstairs accommodates four nicely sized bedrooms, including aprimary suite with a massive closet area. and you can customize your lower level rec area to suit your needs. Located just a short walk to the waterfront, the community features a boat launch, pavillion, playground, and bayfront recreational area. Move in ready with versatile living spaces and a thoughtful layout.

323 Chenowith Dr, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

458 Eagle Manor Dr, Church Hill
$669,900
4 Beds ⋅ 3 Baths
ABSOLUTELY A MUST-SEE!...This stunning custom built home shows like a model and truly checks all the boxes! Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. It offers exceptional space, and the feel of a brand new home, just 2 years young and located in a newly developed community. Spanning over 2,400+ square feet on a 1-acre lot, this impressive home features 4 bedrooms and 3 full bathrooms with a crafted open layout. Step through the beautiful foyer with its impressive 8 ft wood entry door and into the designer gourmet kitchen, featuring a large island, sleek quartz countertops, stainless steel appliances, propane cooktop, wall oven, and gorgeous lighting. The kitchen also offers under cabinet lighting and a custom pantry with a cubby area, perfect for keeping shoes, coats, jackets, and hats organized. The kitchen and dining area seamlessly adjoin the inviting living room, featuring a cozy fireplace and elegant 8-foot French doors that flood the space with natural light while creating a seamless connection to the outdoors. It’s the perfect setting for both everyday living and entertaining. The first floor also offers a bedroom with a full bathroom, currently being used as an office, providing flexibility for work from home needs. Upstairs you'll be impressed by the abundance of space. The spacious primary suite features a beautiful en-suite bathroom with a double vanity and tiled walk-in shower. Two additional bedrooms and a full bathroom provide plenty of room for your family/or guests. And there's more!!! A large family/game room provides the perfect bonus space for movie nights, game days, hobbies, or simply spreading out and relaxing. Outside, enjoy both a welcoming front porch and spacious back porch, along with a paver patio area perfect for a fire pit, outdoor dining or just relaxing. The lush landscaping adds to the home's curb appeal, while a row of cypress trees lines the property and will provide beautiful privacy as they mature. Additional highlights include high ceilings, upscale lighting, LVP flooring and ceramic tile flooring. The home features an abundance of storage area throughout for organization. For ultimate convenience, the second floor laundry room comes fully equipped with a handy folding table and a hanging clothes rack. Rounding out this impressive property is an attached side entry garage that enhances the home's exterior profile. This home has it all, space, style, upgrades, privacy, and an incredible layout. Just a few miles from picturesque historic Chestertown and Centreville, easy commute to Easton, Annapolis and MD/DE beaches! Come enjoy the Eastern Shore -fishing, crabbing piers, playgrounds, bike/walking trails, parks and so much more! Don't delay!! Come see this beauty before someone else gets the opportunity to call it home. You will want this one to be yours!

458 Eagle Manor Dr, Church Hill

Listing courtesy of Clark & Co Realty, LLC. Contact:

228 Bayberry Dr, Chester
$665,000
2 Beds ⋅ 3 Baths
Immediate Occupancy-Be HOME for the HOLIDAYS! Built in 2019, this coastal style cutie is BETTER than new & offers a bright open layout that includes 2 SPACIOUS BEDROOMS complete w/ brand new carpet & beautiful custom ENSUITE BATHROOMS plus additional HOME OFFICE/DEN or spare bedroom & POWDER ROOM off foyer. The open concept kitchen is the heart of this home & opens up to DINING AREA & GREAT ROOM. KITCHEN features upgraded CAFE by GE STAINLESS APPLIANCES, granite countertops, a plethora of custom 42" cabinets, an expansive CENTER ISLAND perfect for gathering & entertaining & PROFESSIONALLY appointed WALK-IN PANTRY. Dining area off kitchen flows seamlessly into the FAMILY/GREAT ROOM complete w/GAS FIREPLACE for cool fall evenings & SUNDAY-FUN-DAY Football gatherings! Enjoy the ease & luxury of a primary bath w/large CUSTOM WALK-IN SHOWER featuring built-in bench, & double vanities . Spacious walk-in closet includes high ceilings & a built-in safe for keeping valuables & important documents. Elevated custom PLANTATION SHUTTERS throughout. An OVERSIZED 2-CAR GARAGE complete w/upgraded EPOXY FLOOR & OPTIONAL 22x10 LOFT STORAGE offers a smart, tucked-away solution for everything you want close at hand-but out of sight. The meticulous exterior features a screened porch, & paver patio w/remote operated RETRACTABLE AWNING providing additional space for entertaining or simply relaxing & enjoying the outdoors. HOA provided LAWN CARE & IRRIGATION plus GUTTER Guards offer the added benefit of reduced exterior maintenance, making home ownership that much easier and worry-free. The beautifully landscaped lot backs to trees and popular CROSS-ISLAND TRAIL as well as views of the scenic community water-features, & even has an invisible fence for your four-legged friend. The "Icing On The Cake" is definitely the ABUNDENT AMENITIES (did I mention lawn-care?!) covered by your reasonable monthly HOA dues....Stunning (WATERFRONT!) INDOOR & OUTDOOR SWIMMING POOLS, fitness center, DOG PARK, walking paths, fishing/crabbing pier, PICKLE & BOCCE BALL COURTS & SO MUCH MORE- there's always something to see & enjoy. The community also features a beautiful clubhouse with GYM, BALLROOM, Learning Kitchen, stocked LIBRARY w/fireplace & various other multi-purpose spaces for learning opportunities & social events. Located on the Chester River & Chesapeake Bay, you will be DAZZLED by the natural beauty of the area- -Of YOUR Community.... Literally a vacation without ever leaving town. Local medical facilities, shopping, restaurants & access to the DELMARVA beaches enhance the neighborhood's appeal, making it a wonderful place to call home. Experience the vibrant lifestyle and FRIENSHIPS & MEMORIES to be made in this TOTAL PACKAGE community.

228 Bayberry Dr, Chester

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

252 Granny Branch Rd, Church Hill
$664,900
3 Beds ⋅ 2 Baths
A rare offering nestled immediately outside of Church Hill. This distinctive property combines history, privacy, and complete freedom of use on over three picturesque acres in Queen Anne’s County. With no HOA, or covenants and restrictions, you have the flexibility to create the lifestyle you’ve envisioned—whether that includes animals, expansive gardens, hobby spaces, or simply room to breathe. A scenic, tree-lined drive welcomes you to a timeless Colonial residence originally built in 1735. Inside, more than 2,800 square feet of living space blend preserved historic details with modern enhancements. Original hardwood flooring, exposed brick accents, hand-hewn beams, and a charming wood-burning stove reflect the home’s heritage, while thoughtful updates and a completely renovated kitchen provide everyday comfort. The main level also includes a formal dining room, spacious living room, full bath, and a bright all-season room overlooking the grounds. A brand new kitchen with new cabinets, floor and more is an added bonus. Upstairs, you’ll find two generously sized bedrooms, a dedicated office or optional fourth bedroom, and a third-floor retreat offering two additional flexible rooms suited for bedrooms, studios, or creative workspaces. Outbuildings add exceptional versatility to the property, including a substantial pole barn with electricity, a historic granary equipped with water and electric, a chicken coop, and multiple additional structures ideal for storage, workshops, or hobbies. The grounds are beautifully maintained, offering a park-like setting with mature landscaping, open lawns, and garden spaces. A custom fire pit creates the perfect backdrop for peaceful evenings, and a fenced rear yard adds convenience and comfort. Recent improvements include new kitchen, interior paint, upgraded appliances, an on-demand propane hot water system, a new deep well and well pump, and a septic system installed in 2019. Set among scenic farmland yet just minutes from Route 301, this remarkable Church Hill property offers both serenity and accessibility—an uncommon opportunity to own a historic home with acreage and unrestricted potential.

252 Granny Branch Rd, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

Grasonville Cemetery Rd Unit LOT 1, Grasonville
$664,650
4 Beds ⋅ 2 Baths
Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows fill the space with natural light, while the kitchen’s central island provides plenty of prep and seating space to keep everyone connected. The private primary suite offers a peaceful retreat, complete with a generous walk-in closet and en-suite bath. Three additional bedrooms provide flexible options for family, guests, or a home office. From the one car garage, a convenient Mud/Laundry Room connects directly to the main living area, keeping daily routines organized and tidy. An optional 16' x 12' rear deck expands your living space outdoors, perfect for morning coffee or evening relaxation. With its timeless exterior, open interior design, and practical layout, the Syberry delivers the ideal balance of comfort, efficiency, and charm all in a single-level home built for the way you live. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, open concept floor plan, garage with shop/storage, convenient Mud Room, and a covered front porch. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit LOT 1, Grasonville

Listing courtesy of EXP Realty, LLC. Contact:

Grasonville Cemetery Rd Unit LOT 2, Grasonville
$662,550
4 Beds ⋅ 3 Baths
Welcome to The Corsica, a beautifully designed two-story home offering 1,664 square feet of well-planned living space. With 4 bedrooms and 2.5 bathrooms, this layout is ideal for anyone seeking both functionality and modern style. Step inside to an inviting open-concept Kitchen, Eating, & Great Room, perfect for entertaining or relaxing with loved ones. The kitchen features an attached large island overlooking the spacious living area, ensuring you’re always part of the conversation. Natural light fills the space, creating a warm and welcoming atmosphere for everyday living. Convenience meets practicality with the Mud/Laundry Room located just off the garage, providing a seamless transition from outdoor activity to the home’s main living areas which is perfect for busy mornings or returning from weekend adventures. Upstairs, you’ll find four comfortable bedrooms, including a private primary suite with a full bath and walk-in closet. Three additional bedrooms share a second full bathroom, offering flexibility for guests, family, or a home office. An optional 16' x 12' rear deck expands your living space outdoors and is ideal for dining or enjoying quiet evenings surrounded by nature. Charming curb appeal, efficient design, and thoughtful flow make The Corsica the perfect place to call home. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, an open concept floor plan, and a convenient mud room. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit LOT 2, Grasonville

Listing courtesy of EXP Realty, LLC. Contact:

How much is your home worth?

Get instant property value now!