Refine Search
Sort by
108 Margaret Dr, Stevensville
$549,900
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:

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:

123 Tennessee Rd, Stevensville
$514,900
3 Beds ⋅ 3 Baths
Nestled in the coastal enclave of Kent Island Estates, this exquisite residence, built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning a generous 0.25-acre lot, the property is thoughtfully designed to provide both comfort and elegance, making it an ideal retreat for discerning homeowners. As you step inside, you are greeted by an inviting atmosphere enhanced by high-quality finishes and an abundance of natural light. The interior features a seamless flow of luxury vinyl plank and plush carpeting, creating a warm and welcoming ambiance throughout. The spacious living areas are adorned with ceiling fans, ensuring a comfortable environment year-round. The well-appointed kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances including a built-in microwave, dishwasher, and refrigerator, complemented by a sleek stove and range. The home boasts three generously sized bedrooms, including a primary suite that serves as a private sanctuary. The primary bath features modern fixtures and finishes, providing a spa-like experience at home. With a total of 2.5 bathrooms, convenience is paramount for both residents and guests. Step outside to discover the enchanting outdoor space that backs to tranquil trees, offering a peaceful retreat for relaxation or outdoor gatherings. The exterior is enhanced by tasteful lighting, creating an inviting atmosphere for evening enjoyment. Kent Island Estates is not just a home; it's a lifestyle. Residents enjoy access to a vibrant community with nearby parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and well-maintained surroundings, making it a wonderful place to connect with neighbors. The quiet street is maintained by the County, has new public sewers and is close to the Cross Island Trail, Romancoke Pier, Matapeake Beach and so much more and is served by the Matapeake Elementary and Middle Schools. Just a few minutes to restaurants, shopping, and the Bay Bridge.This property is a rare find, combining modern amenities with the charm of a close-knit community. Experience the best of both worlds in this stunning home, where luxury meets coastal charm.

123 Tennessee Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

214 Broad St, Crumpton
$249,900
3 Beds ⋅ 2 Baths
Opportunity awaits in Crumpton! This 3-bedroom, 2-full-bath single-family home offers plenty of space, parking, and potential for the buyer with vision. The home has seen some updates over the years but would benefit from a modest renovation and additional updating to truly bring out its full potential. The property features a welcoming front porch, fenced rear yard, generous storage throughout the home, and additional storage in the sheds. The second level offers an especially large rear area, providing flexibility for a variety of uses. With ample off-street parking and a solid layout, there is plenty to work with. Bring your ideas and make this house your own. With the right vision and improvements, this property could be transformed into a stunning home. Don't miss the opportunity to create something special in Crumpton!

214 Broad St, Crumpton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

227 Dorchester Rd, Stevensville
$449,900
3 Beds ⋅ 3 Baths
Welcome to 227 Dorchester Road — a nicely updated 3-bedroom, 3-full-bath split foyer tucked on a private, fenced lot in the water-oriented community of Kent Island Estates. The main level features new LVP flooring, a bright kitchen with painted cabinetry, 3 bedrooms and 2 full baths, including a fully renovated primary bath with a custom tiled shower. The hall bath has also been refreshed with updated flooring and paint. The finished lower level offers fantastic flexible living space and was substantially renovated in 2023 with new drywall, electrical, flooring and paint, plus a cozy pellet stove and an existing third full bath. Outside, enjoy the fenced backyard, a large deck with access to the yard and eat-in dining area, a concrete patio and plenty of room for entertaining, gardening or play. There's even a chicken coop that conveys — and the chickens can convey too! The STEP sewer system was installed in 2018, taking one more major item off the list. And when you're ready to get out and enjoy Kent Island, the South Kent Island Trail runs right through the community, while nearby Romancoke Pier offers fishing, crabbing, picnicking and a small sandy beach for launching kayaks. Updated, comfortable and close to the water — this is Kent Island living! Check out the community website for more information on the associations and optional fees for access to the various amenities. The $20/year mandatory fee is for KIE road maintenance.

227 Dorchester Rd, Stevensville

Listing courtesy of RE/MAX Leading Edge. Contact:

212 Oregon Rd, Stevensville
$599,000
4 Beds ⋅ 3 Baths
ALL OF THIS FOR UNDER $600K?! NOW OFFERED AT $599,000! WHY BUY NEW WHEN SO MANY OF THE UPGRADES ARE ALREADY DONE FOR YOU? PLUS, A LENDER-PAID 1-0 RATE BUY-DOWN! Exceptional value in the water-privileged Kent Island Estates community! Built in 2019, this beautifully maintained home offers the appeal of newer construction with the added benefit of extensive improvements already completed—including a fully fenced backyard, expansive brick patio, beautiful landscaping and hardscaping, enclosed deck, screened porch, water system and additional finished living space. Enjoy the convenience of moving right in without the time, expense or hassle of completing these improvements yourself! Offering approximately 2,300 sq. ft. of finished living space, this 4-bedroom, 2.5-bath home features spacious bedrooms with walk-in closets, updated bathrooms, hardwood floors, recessed lighting and an updated kitchen with granite countertops. The former garage has been fully finished, creating an expansive bonus living space—perfect for a home office, gym, playroom or additional family room. Outside is where this property truly shines! Enjoy a large enclosed deck and screened porch overlooking the fully fenced backyard, expansive brick patio, extensive landscaping and hardscaping, paved driveway and oversized shed offering exceptional storage. Experience the best of Eastern Shore living with community water access and nearby boating, kayaking, fishing and crabbing. Just minutes to the South Island Trail, Romancoke Pier, Kent Narrows, waterfront dining, marinas, local seafood and shopping, with easy access to the Bay Bridge. NEARLY NEW, BEAUTIFULLY IMPROVED AND MOVE-IN READY! With so many costly upgrades already completed, 212 Oregon Road offers an incredible opportunity to enjoy the Kent Island lifestyle without starting from scratch!

212 Oregon Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

7108 Maryland Ave, Queenstown
$580,000
3 Beds ⋅ 3 Baths
New Price Adjustment!! Take another look! Beautifully renovated historic home in the heart of charming Queenstown, a water-oriented Eastern Shore town rich in history and small-town appeal. Approaching 150 years old, this distinctive residence offers approximately 1,920 square feet of thoughtfully updated living space while preserving its original character. Featuring 3 bedrooms, 2.5 updated tile baths, hardwood floors, period details throughout, a gourmet kitchen, newer dual-zone air conditioning, forced-air and baseboard heat, and a re-lined fireplace in the living room, this home seamlessly blends historic charm with modern comfort. Step outside to enjoy beautifully established gardens, the result of generations of owners' passion for flowers, nature, butterflies, and birdsong. Relax on the patio within the fenced backyard overlooking a tranquil pond, stroll to the water, or launch a kayak, canoe, or paddleboard from one of Queenstown's convenient public access points to Queenstown Creek. The town also offers a marina for boating enthusiasts. Golf lovers will appreciate nearby Queenstown Harbor's 36 championship holes set amidst stunning natural surroundings. Rich in history, Queenstown is home to the nation's oldest standing courthouse and offers a vibrant sense of community with concerts in the park, holiday celebrations, and other events throughout the year. Conveniently located for commuting to Annapolis, Baltimore, and Washington, D.C. Zoned to allow a home office or small business. A rare opportunity to own a piece of Queenstown history while enjoying the best of Eastern Shore living. BUYER INCENTIVE! Seller is willing to consider providing a contribution toward a temporary mortgage rate buydown with an acceptable offer. Ask your agent for details on how this incentive could help reduce your initial monthly mortgage payment.

7108 Maryland Ave, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

506 Talbot Rd, Stevensville
$625,000
4 Beds ⋅ 3 Baths
BIG WATERVIEWS!!! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

506 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

404 Victoria Way, Stevensville
$542,500
3 Beds ⋅ 3 Baths
There’s more here than meets the eye! This charming home may look like a classic rancher from the curb, but inside and out, it offers an impressive amount of flexibility. The main home features three bedrooms, two full bathrooms and an oversized family room overlooking the beautifully landscaped, fully fenced backyard with privacy fencing and a rear deck. But the real surprise is the separate studio-style bonus space with its own private entrance, full bathroom, stackable washer and dryer, refrigerator, cabinetry and countertop space. Whether you envision an in-law suite, work-from-home office, guest quarters or potential rental space, the possibilities are plenty. Outside, you’ll ALSO find a detached shed with concrete floors and electric, plus an extended driveway with double gates opening to an additional parking pad, perfect for a boat or camper. An encapsulated crawlspace and newer roof add extra peace of mind. Located in the community of Bay City, you’ll enjoy a neighborhood setting with water access, a playground with picnic area, PLUS just minutes from fine dining, restaurants, marinas, public parks, playgrounds and bike trails of Kent Island. Not to mention, easy access to the Chesapeake Bay Bridge or commuter bus stops.

404 Victoria Way, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

135 Crossgate Dr, Church Hill
$534,900
4 Beds ⋅ 3 Baths
**Price Improvement | Motivated Sellers** Welcome to 135 Crossgate Drive—a home designed for the way life actually happens. Friends gathered in the kitchen. A fire going in the living room on a cool fall evening. A fenced backyard perfect for outdoor entertaining. A dedicated office for working from home. This home offers space to come together and room to spread out when you need it. The main level flows easily from the spacious kitchen and eat-in area into the living room, while a separate dining room provides space for holidays and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a private bath and walk-in closet. The unfinished basement offers flexibility for storage today and the potential for a home gym, recreation room, workshop, or additional living space in the future. A two-car garage provides plenty of room for vehicles and gear, with a walk-in cooler negotiable with the sale. Beyond the home, enjoy a neighborhood with sidewalks, streetlights, and convenient walking access to **Church Hill Elementary School and Church Hill Park**, where you'll find walking trails and outdoor recreation just moments from your doorstep. Freshly painted, beautifully maintained, and move-in ready, this Church Hill home offers convenient access to Centreville, Chestertown, and Route 301—all while enjoying the space and quieter pace of Eastern Shore living.

135 Crossgate Dr, Church Hill

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

111 Beach Harbor Dr Unit 236-E, Grasonville
$120,000
1 Beds ⋅ 1 Baths
SEASONAL LIVING ONLY! April through November! Great camper cooperative in the Kent Narrows! SEASONAL LIVING ONLY, from April through November! Enjoy a fantastic vacation getaway and the relaxed Eastern Shore lifestyle. This updated park model camper is ready for you to enjoy life at Beach Harbor. It is fully furnished, except for the large grey sectional. The camper sleeps at least 4, and depending on the sofas, it can accommodate 6-8 people. New sunroom, new roof, new siding, updated flooring, updated heat and A/C, new windows, extra parking, and golf cart conveys with full-price offer. The golf cart is in great condition and is newer. For park purposes, it is considered a 2-bedroom. Some photos are lighting-enhanced with AI. Must make an appointment to view. Owner to arrange for showings. Parking for showings is in the guest parking outside the gate. Cash or personal loan only. No mortgage financing available, cash or personal loan onlyu. Vacation rentals are allowed, but ONLY self-managed! The owner must register guests with the office. Rules do apply!

111 Beach Harbor Dr Unit 236-E, Grasonville

Listing courtesy of Realty Navigator. Contact:

128 Lynch Ct, Church Hill
$869,000
4 Beds ⋅ 4 Baths
Welcome to 128 Lynch Court in the Brand New Starfield Farms Community. To be built with estimated completion Spring 2027 by the reputable craftsmanship of Mike's Custom Homes. This stunning 4 bedroom, 3.5 bathroom residence offers 3400 square feet of thoughtfully designed living space, with an additional 1700 sq feet of unfinished walkout basement, on a 1.4 acre lot. Get in now and customize your selections. Build your dream home with Mike's Custom Homes! Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades.

128 Lynch Ct, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

912 Buckingham Dr, Stevensville
$494,900
3 Beds ⋅ 2 Baths
MOTIVATED SELLERS!!! Offering a 2-1 temporary interest rate buy down OR up to 11k in seller concessions with an acceptable offer! Assumable VA Loan!! With a 5.2% interest rate. Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, brand new carpets upstairs, along with new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

912 Buckingham Dr, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

326 Castle Marina Rd, Chester
$499,000
5 Beds ⋅ 4 Baths
INCREDIBLE VALUE, GENEROUS SPACE & ENDLESS POTENTIAL! Don’t miss this fantastic opportunity to own a spacious home with over 3,000 square feet of living space, TWO primary suites (one on main floor) 5 bedrooms, 3.5 bathrooms, in-ground Pool, 2 fire places, and a 2-car garage! Priced to reflect the updates needed, this home offers an excellent opportunity for buyers looking to add their personal touch. With a generous floor plan and two primary suites, there’s plenty of space and flexibility to fit a variety of needs- the possibilities are endless! With new windows, the natural light floods the traditional floor plan, enhanced by recessed lighting and wood floors throughout. The entry-level bedroom offers convenience, while the walk-in closets provide ample storage. Step outside to your personal oasis with an in-ground pool (new pool pump), ideal for summer relaxation and entertaining. With a generous 0.39-acre fenced lot, side-entry 2 car garage, and new siding-bring your vision, your creativity, and your finishing touches! Located close to the Cross Island Trail, this home with its impressive square footage, versatile layout, and attractive pricing, is an opportunity you won’t want to miss! Schedule your showing today and imagine the possibilities!

326 Castle Marina Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

157 Greenwood Creek Rd, Queenstown
$549,900
3 Beds ⋅ 2 Baths
Price improvement on this beautiful expanded Brick Front Rancher with upgrades galore. Owner has found their home of choice and is currently under contract. This beautiful home is professionally landscaped and situated on a 1+ acre level lot. Upgrades Include...New roof 5/22, New HVAC system 11/23, New Heat Pump located in the back Sunroom 11/23, New Water Heater 9/26, New Washer/Dryer 11/24 & New Stove 3/25. Please note; Septic System was pumped 4/28/26 and included a full service check of the system. This outstanding country rancher offers so many areas to entertain friends or just find a quiet spot to sit and enjoy the peaceful surroundings and wildlife. This home shows pride of ownership throughout the property. 2hr notice on showings is requested.

157 Greenwood Creek Rd, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

112 Creek Point Rd, Centreville
$565,500
4 Beds ⋅ 3 Baths
OPEN HOUSE, Sun Nov 1, 12-3. Rare opportunity to own in sought after Creek Point Estates with NO HOA, especially at this amazing new low price. You will fall in love with this amazing 4BR, 2.5 BA colonial on 1.6 acres with gleaming hardwood floors, great room with build in bookcases, fireplace, HUGE primary bedroom with 2 WICs, deck, screened in porch, gourmet kitchen, large garage, separate dinning room, living room, family and office. Lots of room to play and expand. Owners have updated many important things including a new roof last year, newer HVAC, appliance and so much more! Only minutes from a public boat ramp/docks, parks, shopping, doctors, historic Centreville and more. Check out the virtual tour at homes dot com. Come get this one before its gone! All reasonable offers considered.

112 Creek Point Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

118 Amanda Frances Ln, Stevensville
$574,900
4 Beds ⋅ 4 Baths
Luxury homes rarely become available. This stunning end unit townhome offering 4 bedrooms, 3.5 bathrooms, and an impressive list of high end upgrades is available in sought after Ellendale Community. Filled with natural light, the open floor plan features hardwood floors, custom plantation shutters, elegant trim, and a built-in Bose surround sound system. The gourmet kitchen is equipped with stainless steel appliances, 42" soft close maple cabinetry, under cabinet & pendant lighting, and backsplash. Escape to the spacious primary suite with a tray ceiling and spa bath or unwind on the composite deck overlooking spectacular sunset views. Remodeled bathrooms, LED lighting throughout, central vacuum and an oversized 2 car garage with custom storage. Located just minutes from the Bay Bridge, you will also enjoy resort style community amenities including a pool, clubhouse, fishing pier, boat storage, and walking trails.

118 Amanda Frances Ln, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

746 Hope Rd, Centreville
$550,000
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:

1717 Harbor Dr, Chester
$1,250,000
3 Beds ⋅ 3 Baths
Discover exceptional waterfront living on picturesque Cox Creek. Beautifully renovated approximately four years ago, this move-in-ready home combines modern updates with the timeless appeal of Maryland's Eastern Shore. Offering 3 bedrooms, 2.5 baths, and a highly desirable main-level primary suite, the thoughtfully designed layout provides both comfort and functionality. Inside, you'll find a dedicated home office and stylish engineered hardwood and tile flooring throughout, creating a seamless and low-maintenance living space. Large windows invite natural light and showcase the home's tranquil waterfront setting. Outdoor living is just as impressive, featuring two maintenance-free decks, a patio ideal for grilling and entertaining, and a fenced backyard perfect for pets, play, or simply enjoying the beautiful surroundings. Whether hosting friends or relaxing with a morning coffee, this home offers multiple spaces to take in the peaceful water views. Boating enthusiasts will appreciate the private pier equipped with both water and electric service, while the pier decking was replaced last year, providing added value and peace of mind. Enjoy easy access to boating, fishing, crabbing, kayaking, and all the activities that make waterfront living so special. Conveniently located on Kent Island near shopping, dining, marinas, and commuter routes, this exceptional waterfront property offers the perfect blend of luxury, comfort, and Chesapeake Bay lifestyle. 3 Bedrooms | 2.5 Baths | Main-Level Primary Suite | Separate Office | Waterfront on Cox Creek | Private Pier with Water & Electric | New Pier Decking (2025) | Two Maintenance-Free Decks | Grilling Patio | Fenced Backyard | Renovated Approximately 4 Years Ago

1717 Harbor Dr, Chester

Listing courtesy of Chesapeake Real Estate Associates, LLC. 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:

226 Lakeside Dr, Millington
$475,000
3 Beds ⋅ 2 Baths
One-Level Living in a Quiet Cul-de-Sac with Amazing Outdoor Space! Welcome to 226 Lakeside Drive, a beautifully maintained 3-bedroom, 2-full-bath Alton E Darling Construction - built home offering timeless charm, quality craftsmanship, and 1,914 sq. ft. of comfortable one-level living in the Springview community. Situated at the end of a quiet cul-de-sac, this home features beautiful hardwood floors, crown molding, two fireplaces, and custom built-ins. The dining room is filled with natural light and features a large picture window overlooking the beautifully landscaped backyard. The spacious sunroom offers the perfect spot to relax and enjoy views of the outdoors throughout the seasons. Outside, enjoy an impressive combination of deck, brick patio with pergola, fully fenced yard, and established landscaping—providing plenty of space for entertaining, gardening, or simply enjoying the peaceful setting. Recent improvements include professionally sanded and refinished hardwood floors and a freshly repainted deck. Additional features include a 2-car garage, paved driveway, and thoughtful accessibility features including entry ramps, a roll-in shower, and bathroom grab bars. Located in Springview, residents enjoy generous open community spaces while this home's cul-de-sac location offers added privacy and tranquility. With its classic charm, thoughtful features, and exceptional indoor and outdoor living spaces, 226 Lakeside Drive is a wonderful place to call home.

226 Lakeside Dr, Millington

Listing courtesy of Taylor Properties. Contact:

208 Grason Vista Dr, Queenstown
$725,000
3 Beds ⋅ 2 Baths
ABSOLUTELY WONDERFUL RANCHER IN BELLE POINT FARM! 3 large Bedrooms, 2 full Baths, a screened Porch, Patio, Basement, 2-car Garage and more! The Sellers have already taken care of the "big ticket" items. The interior was just repainted 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:

224 Wye Knot Ct, Queenstown
$512,000
3 Beds ⋅ 2 Baths
Welcome to 224 Wye Knot Court, a charming 3-bedroom, 2-bath home situated on a spacious lot in the peaceful Wye Knot Farms community. Step inside to a bright and inviting layout filled with natural light and comfortable, functional living spaces. This well-maintained home offers the perfect opportunity to enjoy the relaxed lifestyle of Maryland’s Eastern Shore. Wye Knot Farms is known for its quiet setting, generous lots, and welcoming neighborhood feel, while still providing convenient access to Route 50, shopping, dining, and the beautiful Wye River. Whether you’re purchasing your first home, looking to downsize, or simply searching for a little more space and tranquility, 224 Wye Knot Court is a must-see! Professional photographs coming soon!

224 Wye Knot Ct, Queenstown

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

How much is your home worth?

Get instant property value now!