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324 Moorings Cir Unit 108, Stevensville
$555,000
3 Beds ⋅ 3 Baths
*BIG PRICE IMPROVEMENT ON THIS BEAUTY* Welcome to Bay Bridge Cove, an active adult 55+ community designed for comfort, convenience, and low-maintenance living. Residents enjoy exceptional amenities including a clubhouse with outdoor pool, fitness center, lounge, library, meeting space, and game room, along with walking trails, scenic ponds, pickleball and bocce courts, a crab shack, and community vegetable and herb gardens. Ideally located near Historic Annapolis, shopping, dining, recreation, and major commuter routes including Rt. 50, Rt. 97, the Bay Bridge, Washington, D.C., Baltimore, and the Eastern Shore. This beautifully upgraded Easton model by award-winning McKee Builders offers quality craftsmanship, energy efficiency, and thoughtful design throughout. A private gated paver courtyard creates a warm welcome, while the spacious rear deck overlooks open green space and mature trees for a peaceful outdoor setting. Inside, this meticulously maintained home offers approximately 2,000 square feet with 3 bedrooms, 3 full baths, a versatile loft, and a 2-car garage. The gourmet kitchen is appointed with upgraded cabinetry featuring pull-out shelving and soft-close doors and drawers, granite countertops, decorative backsplash, Kohler undermount stainless sink, and upgraded stainless steel appliances. Additional improvements include upgraded flooring, renovated baths, and a tankless on-demand water heater. The open and airy interior is filled with natural light from two skylights in the main living area. Architectural details include crown molding, chair rail accents, soaring foyer ceilings, cathedral ceilings in the dining and family rooms, and a tray ceiling in the primary suite. The spacious primary retreat includes two closets and a beautifully updated bath. Two additional bedrooms and two full baths, with one bedroom and bath on each level, offer flexibility for guests or multigenerational living. The loft provides ideal space for a home office, den, or reading area. A large conditioned crawl space with interior access offers excellent storage. Please note: public records do not reflect the correct square footage. Approximate finished living area is 2,000 square feet. CALL ME TODAY FOR YOUR SHOWING! Select photos have been virtually staged to illustrate potential furniture placement and décor. Furnishings and decorative items shown in those photos are digitally added and are not included with the property.

324 Moorings Cir Unit 108, Stevensville

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

709 Chesapeake Dr, Stevensville
$550,000
4 Beds ⋅ 4 Baths
Two Homes, Endless Possibilities, and a Chesapeake Bay Lifestyle! Discover a truly unique opportunity in Bay City! This one-of-a-kind property offers not just one, but two separate homes, a two-car garage, and an incredible entertainment space, creating the perfect setting for a family retreat, multigenerational living, hosting guests, or generating vacation rental income! The main residence welcomes you with a spacious living room featuring a cozy fireplace, along with a family room boasting a soaring vaulted ceiling, built-in bar, and atrium doors that open onto an expansive deck. The kitchen is centrally located and open to both the Living and Family rooms. With three generously sized bedrooms and two full baths, there's plenty of room for family and friends to relax and enjoy all the comforts of home. But that's just the beginning! Just next door, you'll discover a fully furnished guest house offering exceptional flexibility as an Airbnb, vacation rental, in-law suite, or private accommodations for overnight guests. This charming retreat features a spacious living room, a private bedroom, a well-appointed kitchen with a skylight above the island and seating for two, plus sliding glass doors leading to a partially private yard. A spacious full bath completes this inviting space. And there's still more to explore! The attached two-car garage has been transformed into an extraordinary entertainment destination! Connected to the guest house, this incredible recreation area is designed for fun and relaxation. Accommodations include two bunk beds sleeping up to six, a pool table, comfortable lounge areas, a game area, and a separate adult gathering space complete with a bar. You'll also find a half bath and laundry area, making this an ideal space for entertaining family and friends. Step outside to enjoy the patio and shared fire pit, perfect for gathering, unwinding, and making memories long after the sun goes down. And then there's Bay City! Enjoy the wonderful lifestyle of this water-privileged Chesapeake Bay community, offering residents access to a boat ramp, fishing pier, picnic pavilion, expansive playground, and picnic areas right along the beautiful, scenic Chesapeake Bay boast incredible sunsets overlooking Annapolis! Whether you're searching for a family getaway, a property with room for everyone, a multigenerational living arrangement, or an investment opportunity with vacation rental potential, this property delivers possibilities you won't find every day. Two homes. Endless entertainment. Chesapeake Bay living. Income-producing potential. Properties this unique rarely come along! Don't miss your opportunity to own this extraordinary Bay City retreat. Vacation rental financials are available for buyers interested in exploring the investment potential!

709 Chesapeake Dr, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

223 Overlook Dr, Queenstown
$550,000
4 Beds ⋅ 3 Baths
Absolutely Charming Eastern Shore Home with Beautiful Farm Views! Experience the peaceful charm of Queenstown living in this beautifully updated home situated on a gorgeous .83 acre lot surrounded by the natural beauty of Maryland’s Eastern Shore. Enjoy the slower pace of life with open farmland views, plenty of outdoor space, and a setting that feels away from the congestion while still being convenient to nearby shopping, restaurants, waterfront areas, and commuter routes. The welcoming front porch is the perfect place to relax and take in the scenic farm views, while the screened porch overlooking the backyard provides another wonderful space to enjoy the outdoors. Inside, this home is full of warmth and character with luxury vinyl plank flooring throughout the main level and thoughtful updates throughout. The upgraded kitchen features white cabinetry, stainless steel appliances, and a convenient laundry room nearby. The inviting family room offers a cozy wood burning fireplace, creating a comfortable gathering space. A main level office with a beautiful French door entry offers flexibility and could also serve as an additional bedroom, guest space, or hobby room. Upstairs, you will find three spacious bedrooms with fresh carpeting, including the impressive primary suite featuring a large ensuite bathroom, walk-in shower, dual sink vanity, and generous closet space. The additional bathrooms have also been beautifully updated. With abundant parking, nearly an acre of land, peaceful surroundings, and views that capture the best of Eastern Shore living, this Queenstown charmer is truly a special place to call home.

223 Overlook Dr, Queenstown

Listing courtesy of Douglas Realty LLC. Contact:

216 Mainsail Dr, Stevensville
$549,999
3 Beds ⋅ 2 Baths
Enjoy the relaxed charm of Kent Island living at 216 Mainsail Drive in Stevensville! This inviting home offers comfortable one-level living with three bedrooms and two full bathrooms, including a primary bedroom with its own ensuite bath. A standout feature is the screened three-season room, an inviting spot to enjoy your morning coffee, unwind with a good book, or simply relax. Water views from the kitchen and a secondary bedroom add a special touch to the home's appeal. Recent improvements include a new roof and new windows, both completed in 2026. Inside, a gas fireplace adds warmth and character, while the fenced backyard, mature landscaping, and storage shed offer additional outdoor enjoyment and storage. The garage also features a ceiling-mounted retractable reel, an added convenience for hobbyists and DIY enthusiasts. Located in the Anchorage community, this property offers the opportunity to enjoy the Kent Island lifestyle, with community amenities and convenient access to local shopping, dining, and commuter routes. Come discover the possibilities and make this home your own!

216 Mainsail Dr, Stevensville

Listing courtesy of Patterson-Schwartz-Newark. Contact:

630 Warbler Way Unit 12, Chester
$549,950
2 Beds ⋅ 3 Baths
Experience everything Four Seasons at Kent Island has to offer without the wait! Less than one year old, this beautifully maintained home shows like new and offers one of the most desirable locations in the community, with exceptional water views, ground-level living, and an easy walk to the clubhouse and resort-style amenities. Plus, the home is still under warranty with the builder. Inside, you'll find an open-concept floor plan filled with natural light and beautiful water views. The gourmet kitchen features quartz countertops, upgraded cabinetry, GE Café appliances including double wall ovens, stainless steel appliances, tile backsplash, and plenty of space for entertaining. Luxury vinyl plank flooring flows through the main living areas, and an electric fireplace adds a cozy touch to the living room. The primary suite offers water views, private patio access, a large walk-in closet, and a spacious ensuite bath. A second bedroom suite provides a comfortable space for guests, while the private office offers flexibility for working from home or additional living space. Other upgrades include approximately $8,000 in remote-controlled window treatments, a private walk-out patio, climate-controlled storage, and an attached one-car garage. Step outside and enjoy the convenience of ground-level access and the waterfront lifestyle that makes Four Seasons so special. The 24,000-square-foot Chester House clubhouse is just a short walk away and features indoor and outdoor pools, a fitness center, yoga studio, game rooms, library, gathering spaces, and more. Residents also enjoy pickleball, tennis, bocce, walking and biking trails, a kayak and paddleboard launch, fishing and boat pier, dog park, waterfront beach area, fire pits, tiki bar, and a full calendar of clubs, fitness classes, and social events. Located on Kent Island just minutes from the Bay Bridge, Four Seasons offers easy access to Annapolis, Baltimore, DC, and Maryland's Eastern Shore. Waterfront dining, boating, golf, shopping, and the Chesapeake Bay lifestyle are all close by. Why wait for new construction when you can move right into a nearly new home with upgrades already completed?

630 Warbler Way Unit 12, Chester

Listing courtesy of RE/MAX Executive. Contact:

211 Pathfinder Cir, Grasonville
$549,900
3 Beds ⋅ 2 Baths
Seller of 211 Pathfinder is offering up to $18,000 toward buyer’s allowable closing costs, prepaid expenses, and/or a lender-approved interest-rate buydown with a mutually accepted contract on or before November 24, 2026. Buyers may alternatively negotiate a price reduction in lieu of the closing-cost credit. All incentives are subject to seller-approved price and terms, lender approval, and applicable loan-program limits.Better than new and built in 2025, this beautifully appointed home sits on a quiet premium lot backing to woods and the community pond. Offering nearly 2,000 square feet of living space, three bedrooms, and two full baths, it pairs modern finishes with a peaceful setting. The kitchen features an expansive island, quartz countertops, subway tile backsplash, stainless steel appliances, and a walk-in pantry, with plenty of room for everyday meals and entertaining. Luxury vinyl plank flooring flows throughout the main living spaces. The primary suite offers a tray ceiling, walk-in closet, and spacious en suite bath with a double vanity and walk-in shower. A dedicated laundry room with a high-efficiency washer and dryer and a spacious garage add everyday convenience. Outside, the fully fenced backyard thoughtfully combines vinyl fencing along the sides for privacy with aluminum fencing across the rear to preserve the wooded and pond views. Located in a community across from the Chesapeake Bay Environmental Center, this move-in-ready home offers a beautiful place to settle in and enjoy life on the Shore.

211 Pathfinder Cir, Grasonville

Listing courtesy of Samson Properties. Contact:

347 Claiborne Dr, Centreville
$549,900
3 Beds ⋅ 3 Baths
Welcome to 347 Claiborne Fields Drive, situated on an impressive 1.26 acre lot in the sought-after Claiborne Fields community of Centreville! With over 2,000 square feet of living space, this 3 bedroom, 2.5 bath home has been well maintained and cared for by the original owner for many years. Fresh paint and new carpet throughout give the home a clean, refreshed feel, making it ready for its next chapter. An attached two car garage provides added convenience and plenty of space for parking and storage. Enjoy plenty of room to spread out both inside and out, with a spacious lot backing to woods for added privacy and a peaceful setting. Located in an established community with convenient access to Centreville and Route 301, this home offers a wonderful combination of space, privacy, and location. Come see all that 347 Claiborne Fields Drive has to offer!

347 Claiborne Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

329 Union Church Rd, Chestertown
$549,900
4 Beds ⋅ 3 Baths
Opportunities like this don't come along every day! Welcome to 329 Union Church Road, tucked away in a highly sought-after neighborhood in Queen Anne’s County where homes rarely become available.—a home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loft—providing plenty of room for storage, hobbies, a workshop, or all the extras. Inside, you’ll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new refrigerator, new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs adds a fresh look. All toilets throughout the home have also been replaced. Major mechanical updates include the upstairs HVAC system replaced in 2023 and the downstairs HVAC system replaced in 2026. The crawlspace has also been professionally serviced by DriGuys Restoration, including the installation of a new vapor barrier. The completed work comes with a transferable one-year warranty, providing additional peace of mind for the next owners. Outside, the 1.03-acre property gives you room to spread out, enjoy the outdoors, and create a space that fits the way you want to live. The detached pole barn adds even more versatility, while the attached and detached garage spaces provide plenty of options for parking, storage, projects, and more. Additional features include a tankless gas water heater, private well and septic, and an owned water-filtration system. Whether you’re looking for more room inside, space for your hobbies and projects, or simply a place you can put your own stamp on, 329 Union Church Road offers the space and flexibility to make it your own. Come take a look and imagine making this Queen Anne’s County property your next home!

329 Union Church Rd, Chestertown

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

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:

Baltimore Drive, Stevensville
$549,900
3 Beds ⋅ 2 Baths
Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout. The kitchen is planned to feature quartz countertops, stainless steel appliances, a center island, and ample cabinet space, opening to the spacious living and dining areas—ideal for everyday living and entertaining. The primary suite is designed as a private retreat with a spacious bedroom, walk-in closet, and ensuite bath featuring a double vanity and oversized shower. Additional bedrooms provide flexibility for guests, family, or a home office. Other highlights include a dedicated laundry room, generous storage, and an attached 2-car garage. Situated on a spacious lot, buyers may have the opportunity to make selections depending on the stage of construction. Get in early and make this upcoming new construction home yours before it’s built!

Baltimore Drive, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

618 Love Point Rd, Stevensville
$549,000
3 Beds ⋅ 3 Baths
Experience the charm of Eastern Shore living at 618 Love Point Road, where timeless farmhouse character meets modern comfort in the heart of Stevensville. Just moments from historic downtown Stevensville, Old Love Point Park, and Kent Island High School, this beautifully restored home offers an inviting combination of character, convenience, and coastal lifestyle. Offering more than 2,300 square feet of thoughtfully updated living space, this three-bedroom, two-and-a-half-bath residence blends classic architectural details with modern finishes. Hardwood floors, abundant natural light, fresh interior paint, and new window treatments create a warm and welcoming atmosphere throughout. The main level flows effortlessly from the inviting living room into the dining area and beautifully appointed kitchen. Designed for both everyday living and entertaining, the kitchen features custom cabinetry, a classic farmhouse sink, and a built-in coffee bar with wine cooler. A newer roof and previously updated major utilities provide additional peace of mind. Upstairs, three comfortable bedrooms and two tastefully renovated bathrooms offer inviting private retreats. Outside, the expansive, level backyard provides a wonderful setting for entertaining, recreation, or simply relaxing. Beautiful landscaping and a charming gazebo create an inviting outdoor retreat, while a detached bonus space offers exceptional versatility for a home office, fitness studio, creative workspace, or additional recreational space. The location is equally appealing. Enjoy morning coffee on the front porch, take a leisurely stroll through Old Love Point Park, or walk or bike into historic downtown Stevensville to explore its restaurants, coffee shops, and boutiques. Convenient access to Route 50 and the Chesapeake Bay Bridge makes commuting to Annapolis and beyond a breeze. With its classic farmhouse appeal, modern updates, generous outdoor space, and desirable Kent Island location, 618 Love Point Road offers an exceptional opportunity to enjoy the relaxed lifestyle of Maryland’s Eastern Shore.

618 Love Point Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

105 E Brook Dr, Centreville
$549,000
4 Beds ⋅ 4 Baths
Welcome to 105 E Brook Drive, located in the sought-after North Brook community of Centreville, MD! Situated on an oversized corner lot with plenty of room to expand, this beautifully refreshed home offers 4 bedrooms, 3.5 bathrooms, and the space and flexibility today's buyers are looking for! Step inside to discover gorgeous refinished hardwood floors, fresh paint throughout, and new carpeting (2026), creating a bright and inviting atmosphere. The kitchen features brand-new appliances (2026), while a new tankless water heater (2026) adds modern efficiency and convenience. Upstairs, the spacious primary suite offers a relaxing retreat, complete with two closets and a private bathroom featuring tile floors, a soaking tub, and a separate stand-up shower. The fully finished basement provides incredible additional living space, perfect for a recreation room, home office, entertaining, or hosting guests. Outside, enjoy the patio overlooking the expansive backyard, offering endless possibilities for outdoor entertaining, play, or future improvements. Beyond the home, the North Brook lifestyle is just as inviting! Enjoy a community designed for outdoor living and connection, featuring scenic walking paths, peaceful ponds, a community pavilion, playground, and soccer field. Whether you're enjoying an evening stroll, spending time outdoors, or gathering with neighbors, North Brook offers the perfect blend of neighborhood charm and everyday convenience. With thoughtful updates, generous living space, an exceptional corner lot, and a community you'll love coming home to, 105 E Brook Drive offers more than just a home, it's a lifestyle! Don't miss your opportunity to make it yours!

105 E Brook Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

334 Eagle Manor Dr, Church Hill
$549,000
4 Beds ⋅ 3 Baths
Favorable rates. Flawless timing. Finalize your move before the holidays. This move-in-ready home offers the perfect opportunity to lock in a lower rate and settle in before the holidays! Why wait to build? This beautifully finished 2026 home is complete, move-in ready, and situated on a spacious one-acre lot in Church Hill’s desirable Condor Manor community. Offering 2,016 square feet, 4 bedrooms, 2.5 baths, and a two-car garage, this home combines modern finishes, energy-efficient construction, and the outdoor space today’s buyers are looking for. Step inside to a bright, open first floor featuring durable luxury vinyl plank flooring and plenty of room for everyday living and entertaining. The kitchen is the heart of the home with granite countertops, stainless steel appliances, and 42” American Woodmark cabinetry. Two generous living areas and a dining space provide flexibility for entertaining, relaxing, a home office, or play space, with peaceful views of the backyard. Upstairs, upgraded wall-to-wall carpeting creates a comfortable retreat. The spacious primary suite features a walk-in closet and private bath, while three additional bedrooms and a full hall bath provide plenty of room for family, guests, hobbies, or office space. Built with efficiency and convenience in mind, the home features enhanced insulation, Low-E windows and doors, energy-efficient mechanical systems, and a conditioned crawl space. The two-car garage is pre-wired for electric vehicle charging, and the large driveway provides ample additional parking. Enjoy your morning coffee on the covered front porch or entertain on the 12’ x 16’ rear deck overlooking the expansive backyard. With a full acre, there’s room for pets, gardening, recreation, outdoor entertaining, and future projects—or simply enjoy having more privacy and breathing room. Located just outside the town of Church Hill with convenient access to Routes 213 and 301, Condor Manor offers a peaceful Eastern Shore setting while keeping commuting routes within easy reach. Newly built. One full acre. Four bedrooms. Move-in ready. And now offered at a great new price. Schedule your private showing and see the value this home has to offer. This community consists of 26 homes/lots . NOTE: At the time of listing, the calculated taxes reflect the assessment on the property and do not yet include the newly built home/improvements. Buyers should verify future tax assessments.

334 Eagle Manor Dr, Church Hill

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

335 Overture Way, Centreville
$545,900
4 Beds ⋅ 3 Baths
SOME HOMES ARE SIMPLY BEAUTIFUL. OTHERS MAKE YOU FEEL AT HOME THE MOMENT YOU WALK THROUGH THE DOOR. WELCOME TO 335 OVERTURE WAY! Nestled within the highly desirable 55+ community of Symphony Village, this exceptionally beautiful home offers the perfect blend of timeless elegance, sophisticated style, and inviting warmth! From the moment you enter, you’ll appreciate the gorgeous flooring, rich designer-inspired colors, elegant architectural details, and beautiful plantation shutters throughout. The stunning formal dining room, with its dramatic navy walls and exquisite chandelier, creates a wonderful setting for memorable gatherings. The gorgeous kitchen is truly the heart of the home, featuring crisp white upper cabinetry, rich blue lower cabinetry, gleaming countertops, stainless steel appliances, and a beautiful tile backsplash. Opening to the inviting family room with its cozy fireplace and abundance of natural light, this space is perfect for both everyday living and entertaining. The spacious main-level primary suite offers a peaceful retreat with TWO walk-in closets and a beautifully appointed private bathroom featuring a soaking tub, separate walk-in shower, and double sinks. A second main-level bedroom provides wonderful flexibility for guests or a home office. AND THERE’S SO MUCH MORE! The expansive, beautifully finished WALKOUT lower level offers two additional bedrooms, a full bathroom, and a generously sized second family room, providing incredible flexibility for entertaining, overnight guests, hobbies, or simply relaxing. Abundant storage adds even more convenience to this thoughtfully designed home. Step outside onto the lovely deck overlooking a peaceful wooded setting, where you can enjoy your morning coffee, unwind after a long day, or simply watch the deer wander through the trees. It’s the perfect place to appreciate nature and the beauty of every season. Beyond your doorstep, Symphony Village offers an exceptional 55+ lifestyle with resort-style amenities, including a clubhouse, indoor and outdoor swimming pools, fitness facilities, and a wonderful variety of recreational and social activities. BEAUTIFULLY APPOINTED, THOUGHTFULLY DESIGNED, AND SURROUNDED BY NATURAL BEAUTY — 335 OVERTURE WAY IS MORE THAN JUST A HOUSE. IT’S A WONDERFUL PLACE TO CALL HOME!

335 Overture Way, Centreville

Listing courtesy of Chaney Homes, LLC. Contact:

100 Schooner Way, Chester
$545,000
3 Beds ⋅ 3 Baths
Beautiful 3BR/2.5BA Townhome nestled in the desirable waterfront community of Bayside Marina. Pull into your private driveway in front of the attached one-car garage, which offers convenient direct access into your home. Make your way to the covered front porch, open the door, and step inside a beautifully maintained, move-in-ready home. The main level welcomes you with an open-concept design, featuring beautiful wood-tone flooring, recessed lighting, elegant crown molding, abundant natural light, and a neutral color palette throughout. The spacious living room offers a cozy fireplace feature, creating a warm and inviting atmosphere while flowing seamlessly into the dining area and kitchen, making this an ideal space for everyday living and entertaining. The kitchen features abundant cabinetry accented with crown molding, a separate pantry closet, granite countertops, a complementary tiled backsplash, and stainless steel appliances. A center island with breakfast seating provides the perfect spot for casual dining or morning coffee. A conveniently located half bath completes the main level. Upstairs on the second floor, you'll find a spacious secondary bedroom featuring double closets, convenient access to a shared full bathroom, and second-floor laundry. Make your way upstairs to the second floor, where you'll find a spacious secondary bedroom featuring double closets and convenient access to a shared full bathroom. The grand-sized primary suite offers a relaxing retreat, complete with sliding glass doors that open to a private balcony overlooking the community, a large walk-in closet, and a private en suite featuring a jetted soaking tub and a separate walk-in shower. Continue to the third floor, where a generously sized bedroom provides flexible living space to suit your needs. Whether you envision a private home office, a child's playroom, or a comfortable guest bedroom, this versatile space offers endless possibilities. From the sliding glass doors on the main level, step outside onto a spacious covered deck, perfect for outdoor dining, entertaining, or simply relaxing while taking in the beautiful surrounding landscape and peaceful water sounds. The deck leads down to a green space, offering an inviting connection to the outdoors and the charm of waterfront community living. Beautifully maintained and move-in ready, this home offers comfort, versatility, and an inviting setting, all conveniently located near shopping, restaurants, and commuter routes.

100 Schooner Way, Chester

Listing courtesy of LPT Realty, LLC. Contact:

101 Oak St, Stevensville
$539,990
4 Beds ⋅ 3 Baths
NEW CONSTRUCTION IN KENT ISLAND ESTATES – FOUNDATION IS IN! Welcome to 101 Oakwood, a brand-new Schaefer Homes Eastport model featuring 4 bedrooms, 2.5 baths and an attached garage, with expected completion in early 2027. Best of all—there’s still time to pick your finishes and make it yours! Enjoy an open, functional floor plan with gorgeous cabinetry and quartz countertops included as standard features. Upstairs you'll find four spacious bedrooms, all with great closet space, including a beautiful primary suite with walk-in closet, double vanity and tiled shower with frameless glass enclosure. Located in Kent Island Estates, enjoy a voluntary community association with community beaches and social events, plus nearby access to the South Island Trail, Blue Heron Golf Course, pickleball courts and Romancoke Fishing Pier. Get the custom-home feel without the custom-home price! The foundation is in, so now is the time to choose your finishes. Ask about the opportunity for a 3.99% interest rate!* *Special financing subject to lender terms, eligibility and availability.

101 Oak St, Stevensville

Listing courtesy of Samson Properties. Contact:

112 Creek Point Rd, Centreville
$539,900
4 Beds ⋅ 3 Baths
Huge price reduction! OPEN HOUSE, Sun Nov 15, 1-4pm. Possible Closing Help! Rare opportunity to own in sought after Creek Point Estates with NO HOA. 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. Top it off with a one year home warranty.

112 Creek Point Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

200 Quail Run Dr, Centreville
$535,000
3 Beds ⋅ 2 Baths
Welcome home to this beautiful Cape Cod located in Corsica Landing Estates, along the Corsica River. This home features three ample sized bedrooms, two full baths, a separate kitchen, dining and living area. While it has plenty of space inside and out, the potential for more living area is yet to be discovered. This home has a fully framed unfinished second floor. While the current septic system is in perfect working order, QAC and a septic company have determined that with an upgrade to a BAT system and extension of the drain fields, you can have an additional one to two bedrooms and another bath. This home just needs you and your design plans! If that isn't enough the home is located just a stone's throw away from the Centreville Wharf where you can launch your boat, fish from the dock or just relax in the park area or let the children roam and enjoy the playground. There are so many other great amenities nearby from restaurants and shops to grocery stores, the YMCA and so much more.

200 Quail Run Dr, Centreville

Listing courtesy of Rosendale Realty. Contact:

639 Poplar School Rd, Centreville
$535,000
3 Beds ⋅ 2 Baths
SPACE, PRIVACY, NO HOA & A LARGE DETACHED POLE BARN! Welcome to 639 Poplar School Road, Centreville, where peaceful Eastern Shore living meets comfort, convenience, and room to spread out! Situated on a beautifully landscaped 1-acre lot, this well-maintained 3-bedroom, 2-bath home offers the space and flexibility today's buyers are looking for, all within an easy drive of downtown Centreville and the Chesapeake Bay Bridge. Inside, you'll find a warm and inviting home featuring fresh professional paint, updated lighting and ceiling fans, and a thoughtfully designed floor plan. The kitchen offers granite countertops and custom cabinetry, while the bathrooms also feature granite countertops. Upstairs, a finished bonus room provides flexible space for a home office, den, or hobby room, with additional unfinished space offering potential for future expansion. Major updates provide added peace of mind, including replacement windows (2018), a newer heat pump (approx. 3 years old), a newer water heater (approx. 1 year old), and a high-end water treatment and softener system (2024). Four new storm doors and other thoughtful improvements add to the home's appeal. Outdoor living is equally inviting! Enjoy your morning coffee on the screened-in porch, entertain on the beautiful paver patio, or relax in the partially fenced backyard. The 29' x 28' Amish-built detached pole barn, complete with electricity and plumbing rough-ins, offers incredible versatility for a workshop, storage, hobbies, or recreational equipment. An attached two-car garage with a finished epoxy floor provides even more storage and convenience. No HOA, a full acre of land, and room for your hobbies and outdoor lifestyle! Conveniently located near historic downtown Centreville, local shops, restaurants, parks, and the Centreville Wharf, with easy access to Route 50 and approximately 20 minutes to the Chesapeake Bay Bridge. If you've been searching for a well-maintained home with acreage, a substantial outbuilding, and the freedom to enjoy Eastern Shore living, 639 Poplar School Road deserves a closer look!

639 Poplar School Rd, Centreville

Listing courtesy of Compass. Contact:

306 Overlook Dr, Queenstown
$529,900
5 Beds ⋅ 3 Baths
Back on the market at No fault of the sellers. Previous buyers were unable to fulfill their contractual obligations. Nestled in a peaceful country setting in Queenstown, Maryland, this spacious 5-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and room to grow. Located in the heart of Queen Anne's County on Maryland's Eastern Shore, this beautiful home combines the tranquility of country living with the convenience today's buyers are searching for. Designed with everyday living and entertaining in mind, the home features generous living spaces filled with natural light. The large kitchen provides plenty of room for meal preparation and gathering with family and friends, while the adjoining family room with a cozy fireplace creates a warm and inviting atmosphere. Just off the family room, the screened-in porch offers the perfect space for outdoor dining, morning coffee, or relaxing while enjoying peaceful country views. The main level includes a versatile fifth bedroom, making it ideal for guests, multigenerational living, a private home office, or a flex space to fit your lifestyle. Upstairs, you'll find a spacious primary suite with an ensuite bath, along with three additional generously sized bedrooms and a newly renovated full bathroom. A finished bonus room over the two-car garage provides even more flexible living space—perfect for a home office, playroom, media room, home gym, or recreation area. Step outside to a fully fenced backyard that's ideal for pets, children, and outdoor entertaining. Backing to open farmland with no homes behind, the property offers exceptional privacy and scenic views rarely found in today's market. Additional highlights include a two-car attached garage, ample storage, and a functional floor plan designed for modern living. Conveniently located just minutes from the Queenstown Premium Outlets, Route 301, waterfront restaurants, marinas, and the many attractions of Maryland's Eastern Shore, this home also offers an easy commute to Annapolis, the Chesapeake Bay Bridge, and Delaware beaches. If you're searching for a spacious Queenstown home for sale with flexible living spaces, country charm, and a prime location, this exceptional property is one you won't want to miss.

306 Overlook Dr, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

15 Qun Ann Way Unit E, Chester
$529,000
2 Beds ⋅ 3 Baths
Located in the beautiful Queens Landing community, this Spanish-style waterfront townhouse offers a luxurious lifestyle with stunning river views. The interior boasts an open floor plan, featuring a combination dining and living area with recessed lighting and a corner gas fireplace. The kitchen is equipped with upgraded countertops and high-end appliances, including a built-in microwave and new additional cabinet and countertop space. Upstairs you will find 2 spacious bedrooms both with private balconies, 2 full bathrooms, and a large loft space above the primary bedroom. Outside you can enjoy your private balcony or relax on the patio, surrounded by beautifully landscaped grounds. The community amenities include an in-ground pool, tennis courts, walking trails, and access to the Chester River. Come tour this waterfront property today!

15 Qun Ann Way Unit E, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

142 Harmony Way, Centreville
$529,000
4 Beds ⋅ 4 Baths
NEW PRICE ....Welcome to 142 Harmony and this beautiful Beethoven model home featuring 4 bedrooms and 3 and one half bath. Situated on a lot that is just a short walk to the community club house, pools and all amenities, this home is designed with a beautiful brick front. As you enter, the floor inviting floor plan welcomes you with the living and dining area on the front of the home and stairs to the side to the upper level. Moving through you'll enter the very large family room with fireplace and the oversized gourmet kitchen with additional cabinets. The breakfast area off of the kitchen allows for relaxing views of the rear patio. The master suite is also located on the main level with master bath featuring a walk-in shower and a walk-in jetted tub. This suite also has two walk-in closets and additional stairs to the upper level. To complete the main level of the home is a half bath and laundry room with access to the garage which includes a sky basement for storage above. The second level of the home offers a very large additional area that can be utilized in many ways along with a carpeted walk-in storage area that can be utilized as a closet or utility room. To complete the upper level is a sitting room overlooking the family room below along with another bedroom and full bath. This home is move in ready and available for a quick settlement.

142 Harmony Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

125 Encore Ct, Centreville
$529,000
3 Beds ⋅ 2 Baths
Seller will pay the capital contribution fee of $3240 with an acceptable contract. Welcome to resort-style living in this beautifully appointed home nestled in the back of a desirable 55+ community, offering serene pond views and exceptional amenities. Rich cherry hardwood flooring flows throughout the main living areas, including the formal living and dining rooms, creating warmth and elegance from the moment you enter. The gourmet eat-in kitchen is a true highlight, featuring granite countertops, stainless steel appliances, and an open layout that seamlessly connects to the family room—perfect for everyday living and entertaining. Relax by the cozy gas fireplace or step outside to the private patio overlooking the tranquil pond for peaceful outdoor enjoyment.This home offers three spacious bedrooms and two full baths, including a luxurious primary suite with a large walk-in shower, soaking tub, and generous closet space. A custom built-in buffet with glass cabinetry adds both beauty and functionality, while the separate laundry room and two-car garage provide everyday convenience. Enjoy unparalleled community amenities including indoor and outdoor pools, billiards room, meeting room, bar, bocce ball and tennis courts, and a tot lot—everything you need for an active and social lifestyle. This exceptional home combines comfort, style, and resort-like living in a prime setting.

125 Encore Ct, Centreville

Listing courtesy of Rosendale Realty. Contact:

807 Worcester Dr, Stevensville
$525,000
4 Beds ⋅ 3 Baths
Welcome to this beautifully updated 4-bedroom, 3-full-bath split-level home in a desirable water-access community on Kent Island! Offering a versatile floor plan, thoughtful improvements, and plenty of room to spread out, this home is ready for its next owners to move right in and enjoy. Step inside to discover a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh paint throughout. Major improvements include a new roof in 2024, a new HVAC system in 2026, and a newly fenced backyard, providing peace of mind for years to come. The upper level features three comfortable bedrooms and two full bathrooms, while the spacious lower level offers an entirely different level of flexibility. Complete with a fourth bedroom, full bathroom, additional living area, and a second partial kitchen, this space is perfect for extended family, overnight guests, an au pair, or simply creating a private retreat. Outside, the newly fenced backyard offers plenty of space for entertaining, gardening, pets, or relaxing at the end of the day. Beyond the property, enjoy the benefits of living in a water-access community and all that the Eastern Shore lifestyle has to offer. With extensive updates already completed, flexible living spaces, and a wonderful Kent Island location, this home offers an incredible opportunity to enjoy comfortable living near the water. Come see the possibilities for yourself!

807 Worcester Dr, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

404 Victoria Way, Stevensville
$525,000
4 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:

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