1,285 houses for sale in Caroline County, Maryland

Investment Opportunity in a Prime Eastern Shore Location! Located at 22067 Dover Bridge Road, this 3-bedroom, 1-bathroom home sits on a spacious half-acre lot in a convenient location central to Easton, Preston, and Denton. Being sold as-is, this property offers an opportunity for investors, contractors, or buyers ready to bring their vision and creativity to the table

105 Noble Ave is proof that you don't have to sacrifice space to stay within budget! This massive home offers 3 bedrooms, 2 full bathrooms, and an incredibly flexible floor plan to fit your needs. Originally a 4-bedroom 1 bath home, the fourth upstairs bedroom has been converted into two oversized closets. Need another bedroom? The main level features two flex rooms off the dining area that could easily become a first-floor primary suite, home office, playroom, or guest space. Tall ceilings throughout make the home feel even more spacious, while the partial basement and full walk-up attic with high ceilings offer endless potential for storage or future finished living space. Outside, you'll love the large front porch, huge backyard, and hardscape patioperfect for relaxing or entertaining. Plus, enjoy peace of mind knowing the roof was replaced 8/24/26 and all the major items have been taken care of in the last 5 years including windows and HVAC

Enjoying a quiet cul-de-sac setting and a private wooded backdrop, this spacious 4-bedroom, 2.5-bath home offers approximately 3,117 square feet of comfortable, well-planned living space in Savannah Overlook. With no through traffic and woods beyond the rear yard, the setting is one of the home's standout features. Inside, a neutral color palette, some newer flooring and fresh paint create a warm, welcoming feel. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless-steel appliances, a generous center island and solid-surface countertops. This area flows to an adjoining casual dining area, where sliding glass doors bring in abundant natural light and provide an easy connection to the outdoor space. The kitchen and dining areas transition seamlessly into the family room, anchored by a dramatic floor-to-ceiling stone fireplace that serves as the focal point of the room. Upstairs, additional flex space adds even more versatility to t

Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, youll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

Discover effortless onelevel living in this newly constructed three-bedroom, two-bathroom rancher, completed in 2024 and perfectly positioned in the center of downtown Denton. Modern design, thoughtful upgrades, and an open, airy layout make this home stand out from the moment you step inside. The open-concept living, dining, and kitchen area creates a warm and welcoming flowideal for everyday living and entertaining. The gourmet chefs kitchen features upgraded finishes, ample counter space, and a layout designed for both cooking and gathering. Down the hall, two generously sized guest bedrooms share a beautifully appointed full bathroom. The primary suite offers a peaceful retreat with an upgraded tile ensuite bathroom and spacious closet, providing comfort and style. Outside, enjoy a large backyard with plenty of room to relax, garden, or play, plus a storage shed for added convenience. Located within walking distance to shops, restaurants, and all of Dentons intown amenities, this h

Investor Alert! This rancher, situated on over half an acre, is packed with value-add potential! With some TLC and the right vision, this property could be transformed into a strong income-producing asset or profitable flip in no time. Whether youre looking to renovate and rent or resell, the opportunity here is undeniableespecially with a motivated seller ready to make a deal. Located in Caroline County, youll benefit from an area known for its affordability, growth, and rural charm. Larger lot sizes, fewer restrictions, and strong rental demand make this a smart choice for investors. Plus, youre conveniently positioned within driving distance to Annapolis, Easton, and Dover, giving you access to major hubs while still enjoying a quieter, more laid-back setting. If youve been waiting for your next project with upside potential in a growing areathis is it

Nestled in the charming TOWN OF GREENSBORO, this beautifully renovated residence offers a perfect blend of classic elegance and modern luxury. Originally built in 1910, this home has undergone a major transformation, with renovations completed in 2026, ensuring that every detail reflects contemporary sophistication while maintaining its timeless appeal. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining. The rich hardwood flooring flows throughout, adding warmth and character to the home. Recessed lighting enhances the ambiance, illuminating the space with a soft glow. The heart of the home is undoubtedly the gourmet kitchen, designed for both functionality and style. Featuring energy-efficient stainless steel appliances, including an ENERGY STAR refrigerator and clothes washer, this kitchen is a chef's dream. With three well-appointed bedrooms and two full bath

Professional photos will be uploaded*. Welcome to 23491 Brunkhorst Road in Preston, Maryland! Situated on approximately 1.49 acres of countryside living, this 3-bedroom, 2.5-bath home offers comfortable living with plenty of additional space and versatility. Inside, youll find an open-concept kitchen and living area with an eat-in kitchen, updated countertops, stainless steel appliances, small kitchen island, and freshly painted kitchen and living room areas. Additional updates include a tankless hot water system, and a deck perfect for enjoying the outdoors with a cup of coffee, or outdoor gatherings! One of the standout features of this property is the impressive 40 x 60 pole building. In addition to abundant shop, workspace, hobby, and storage space, the building includes a county-permitted man cave/apartment area featuring a mini-split system for heating and cooling, a full bathroom with walk-in shower, kitchen area with sink, and additional finished space. This versatile area offe

Back on the Market at No Fault of the Seller! Welcome to Timeless Elegance Meets Modern Comfort. Step inside this stunning Cape Cod residence and immediately feel at home. A gracious foyer framed by classic columns invites you into a luminous interior that effortlessly blends traditional charm with modern openconcept living. To your right, a versatile flex room offers the perfect space for a home office, formal dining, or private study. Forward lies the heart of the home a spacious living area seamlessly connected to the kitchen and breakfast room beneath soaring vaulted ceilings with skylights and abundant natural light. Custom builtins add character and thoughtful storage, while generous cabinetry and direct access to the backyard and pool make the kitchen a chefs delight and entertainers dream. Enjoy floor heating throughout the family room, and sunroom for yearround comfort. The primary suite offers peaceful backyard views, a private bath, and a walkin closet a true owners retreat.

Almost new and absolutely gorgeous! Built in 2023, this beautiful 4-bedroom, 2.5-bath home offers a fabulous floor plan designed for comfortable everyday living and easy entertaining. Lovely luxury vinyl tile flooring flows throughout the main level and leads to the heart of the homethe family room, open to the kitchen. The kitchen is upgraded and features granite countertops, stainless appliances, abundant cabinetry, and a large center island that provides plenty of space for meal preparation, and gatherings with family and friends. The additional living room offers wonderful flexibility and can easily serve as a home office, music room, playroom, or whatever best suits your needs. Upstairs are four bedrooms, including the Owners Suite with a private bath and 2 walk-in closets. Three additional bedrooms, a full hall bath, and a conveniently located walk-in laundry room complete the second level. Step outside to a large backyard with plenty of room for entertaining, recreation, pets, g

Absolutely beautiful rancher, priced below appraised value! Why wait for new construction? Completed in 2025, this custom-built, move-in ready rancher offers 1,436 square feet of thoughtfully designed, single-level living-with no HOA. The bright, open-concept living, dining, and kitchen area features nine-foot ceilings, solid hardwood flooring and recessed LED lighting. The kitchen is finished with granite countertops, all-wood cabinetry, Samsung stainless-steel appliances, a Moen faucet and an instant hot-water system. Propane lines are already in place should the next owner prefer a gas range. The spacious primary suite includes a walk-in closet and private bath with a tiled walk-in shower and granite vanity. Two additional bedrooms, a second full bath, washer & dryer, window treatments, and ceiling fans make this home truly ready for its next owner. Each bedroom is prewired for television and internet service. Quality construction continues behind the scenes with a 200+ amp electric

This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with full bath, two additional guess rooms and a hall bath. Priced to sell quickly so don't let this one get away!

Seller incentive! Seller is offering a $5,000 credit toward buyer closing costs or an interest rate buydown! Take advantage of this opportunity to reduce your upfront expenses or potentially lower your monthly mortgage payment. Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious. 85-acre lot in the established community of Ashworth. Built in 2023 and gently used, this home combines the appeal of newer construction with significant Seller improvements made to further enhance its quality, comfort, functionality, and value. Recent investments include fresh interior paint, a newly installed whole-home water conditioning system and reverse osmosis drinking water system, a high-end Samsung smart refrigerator with built-in touchscreen, a GE smart washer and dryer, and a convenient kitchen pot filler. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home is truly move-in ready with many of the finishing touches an

As is! great investment property! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres, maintenance is simplified, allowing for a focus on maximizing rental income or future resale value. The property features off-street parking, enhancing convenience for tenants or guests. Investors will appreciate the potential for appreciation in this desirable area, coupled with the opportunity to enhance the property further through updates or renovations. This home is not just a residence; it's a canvas for future growth and profitability. Don't miss the chance to add this gem with all its potential to your portfolio!

Attention investors. Incredible opportunity in the heart of Denton. Roomy DUPLEX with tons of potential. Renovate and hold, fix and flip, or create a long-term income-producing asset. Featuring 2 separate units, each level includes 2 bedrooms and 1 full bathroom, ideal for rental income or multi-family living. OR. convert this home back to its original colonial charm as a single-family home. Denton is a quintessential Eastern Shore town on the banks of the Choptank River. Minutes to the best that Denton and Caroline County offers. Great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks. A true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore. From the beaches to the bays and beyond! Great central location on the Delmarva Peninsula. 15m

Welcome to 132 Deep Shore Rdan inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swingperfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chefs kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side

Discover the potential in this ranch-style home situated on a spacious lot in Caroline County. This property is ready for renovation and offers a great opportunity to update and customize to your vision. Major improvements have already been completed, including a newer roof and updated windows, providing a solid starting point for your renovation plans. The home is served by a private well and septic system and offers the charm of country living with convenient access to Preston and surrounding areas. Bring your ideas and restore this property to its full potential

Charming 3-bedroom, 2-bath home in the heart of Greensboro. This is an incredible opportunity to build instant equity. Enjoy outdoor living with a generous backyard perfect for entertaining and relax on the porch. Conveniently located near local shops, schools, and parks, this home combines small-town charm with everyday convenienceideal for families or first-time buyers

Discover the charm of this double-wide home nestled in the serene Harmony countryside, where rural living meets comfort in a picturesque rural setting. Spacious 1,344 square feet, this thoughtfully designed residence features three spacious bedrooms and two full bathrooms, perfect for relaxation and rejuvenation. Step inside to find a warm and inviting atmosphere, accentuated by traditional floor plans that seamlessly blend functionality with style. The eat-in kitchen, equipped with modern appliances including a dishwasher, electric oven/range, and refrigerator, invites culinary creativity and casual dining. Enjoy the convenience of main-floor laundry, ensuring that daily tasks are effortlessly managed. The property boasts a generous 28-acre farmette, offering a cleared and level landscape that provides endless possibilities for outdoor activities or serene retreats. With unrestricted land, you can truly make this space your own, whether it's gardening, entertaining, or simply enjoying

This inviting Victorian offers 4 bedrooms and 1.5 baths, thats perfect for unwinding at the end of the day. Inside, natural light fills the main level, highlighting warm hardwood floors and comfortable living spaces. The living and dining areas connect seamlessly, creating an easy flow for everyday living. The kitchen features ample cabinet and counter space, stainless steel appliances, and a window over the sink that brings in soft daylight. Just beyond, a mudroom with laundry and a half bath adds everyday convenience. The main floor also includes a bedroom and a bright sunroom with vaulted ceilings and walls of windows; an ideal spot to relax or enjoy a quiet morning. Upstairs, the primary bedroom offers a spacious walk-in closet, along with two additional bedrooms and a full bath with a double vanity. Out back, the fenced yard provides room to enjoy the outdoors, along with a oversized outbuilding for extra storage. With updates like newer windows, appliances, and a water heater, an

This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!

Welcome to 1 Central Ave, perfectly positioned in the heart of downtown Ridgely! This versatile mixeduse building offers endless potential with both commercial and residential spaces under one roof. The firstfloor commercial unit features an inviting open foyer/reception area, four private office spaces, a half bathroom, and a spacious office/conference room toward the rearideal for professional services, retail, or a small business operation. A private entrance leads to the upstairs residential unit, which includes a generous open Kitchen/Living area, two spacious bedrooms, a full bathroom, a laundry/pantry room, and an additional flex room that could serve as a third bedroom or office. The kitchen, flooring, and minisplits have all been updated within the last 10 years, offering modern comfort and convenience. The building itself has been well maintained with newer siding and a newer roof, giving future owners peace of mind. Zoned C2, the property supports a wide range of potential u

Ready to own without the stress? This fully renovated home is one your friends will be drooling over. Move in and start your life, not your renovation. The kitchen steals the show: soft-close navy cabinets with gold hardware and quartz countertops, stainless steel appliances, a deep kitchen sink, stylish floating shelves, and a crisp white tile backsplash. It's the kind of space that makes cooking and gathering feel effortless. Your first-floor primary bedroom is your sanctuary: walk-in closet, walk-in tile shower that feels like a spa, beautiful quartz vanity. Wide plank LVP flooring keeps the whole home feeling fresh and connected. The two-car detached garage is insulated, has electric, and includes a storage roompractical space that actually works. The 0.325-acre lot sits across from Chambers Park, where you can enjoy a ball game, walking path, or tennis courts. Paved driveway, plenty of parking. This is what move-in ready actually feels like: fully updated, thoughtfully finished, z

Charming 3-bedroom, 2-bath Cape Cod located just outside Denton in desirable Riverview Estates. Situated on nearly 3 acres, this property offers plenty of privacy and a peaceful setting surrounded by nature. The owner has enjoyed deer hunting on the property, adding to its appeal for outdoor enthusiasts. Large screened porches at both the front and rear of the home provide ample space for relaxing, entertaining, and enjoying the tranquil surroundings. The first-floor primary bedroom offers convenient one-level living. A hot tub is also included and conveys with the property. A wonderful opportunity to enjoy the space, privacy, and serenity of country living while remaining close to Denton

378,500! Looking for a little more house, a little more land and a lot more room to enjoy life? Welcome to 5716 Bethlehem Road, where Mid-Shore living comes with 4 bedrooms plus a den, 2 full baths and approximately 1.14 acres to spread out and make your own. Inside, the flexible floor plan gives you plenty of options. The owners suite has its own private bath, and the eat-in kitchen is ready for morning coffee, weeknight dinners and those conversations that somehow turn into an hour. Need a home office? Guest room? Hobby space? Workout room? Or maybe just one room where you can close the door and pretend the to-do list doesnt exist for ten minutes. Theres space for that too. And then theres the attic space, perfect for storage and all the stuff you dont necessarily want to look at every day but somehow still arent ready to part with. Outside, the house keeps delivering. Start the morning on the front porch, move to the deck when its time to relax or entertain, and enjoy the beautiful

Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot water baseboard heat as backup. The full basement provides approximately 2,864 total square feet of living and storage potential, ideal for entertaining, hobbies, or additional flex space. Relax on the screened-in porch overlooking the private backyard and large detached garage/shop. Enjoy easy walking access to schools, shopping, restaurants, and parks, making this property a rare combination of space, convenience, and charm. Seller to find home of choice

Welcome to S Quail Ct in Greensboro! The model home is located across the street and can be toured 13926 S Quail Ct. This to-be-built home offers just over 1,800 square feet of thoughtfully designed living space on more than an acre, backing to mature trees for added privacy. Tucked away on a dead-end street with no through traffic, the setting offers plenty of space and privacy while still providing the convenience of a beautiful new home. From the moment you arrive, you'll notice the attention to detail, including an inviting covered front porch, large driveway, oversized two-car garage, and exterior soffit lighting surrounding the home for an impressive look after dark. Step inside to a bright, open floor plan filled with upgraded finishes. The spacious kitchen is designed to be the heart of the home and features a large center island, stainless steel appliances, upgraded lighting, and plenty of room for gathering and entertaining. Pella windows and doors, high-end LVP flooring, rec

Seller concession of $5,000 available to assist with buyers closing expenses or rate buy-down! Motivated sellers! Welcome home to this beautifully updated 3-bedroom, 2-bath ranch offering over 2,000 square feet of comfortable living space. Thoughtfully improved throughout, this home features stylish board-and-batten accents, quartz countertops, and a functional layout designed for everyday living and entertaining. Enjoy generous-sized bedrooms, a spacious second living area, and plenty of room to spread out. Step outside to relax on the screened side porch or entertain from the patio overlooking mature trees that provide a peaceful, private backdrop. The partially fenced yard is ideal for pets, while the above-ground pool offers the perfect place to cool off during the summer months. Additional highlights include a roof that is less than 10 years old, attractive finishes throughout, and a property that combines charm, comfort, and outdoor enjoyment. Move-in ready and full of character,

Move in ready! Newly renovated. This is one you wont want to miss. Step inside this newly renovated 2,200 sq. Ft. townhome located in the heart of Denton, MD. Featuring four spacious bedrooms and 3.5 bathrooms, this home offers a perfect blend of comfort, functionality, and modern design. The entry level includes a versatile first-floor bedroom with a walk-in closetideal for guests, a home office, or flexible living space. The main living level boasts a stylish kitchen with a center island, perfect for casual dining and entertaining, along with a separate formal dining area for more intimate gatherings. Upstairs, youll find additional well-appointed bedrooms designed for comfort and privacy, along with a convenient walk-in laundry room and ample linen storage throughout. Enjoy outdoor living on your private rear deckperfect for grilling, entertaining, or unwinding at the end of the day. A custom garage, unique to this home, adds both convenience and character. Situated in the growing t

Welcome to affordable, clean and peaceful livingl! Situated on a corner lot, this clean and well-maintained home offers numerous recent improvements. Interior updates include fresh paint, a new ceiling fan, luxury vinyl plank flooring in two bedrooms and the hallway, and an updated full bathroom featuring a tub-and-shower combination. The kitchen includes a new dishwasher, and the home also features a new washer, dryer, and hot water heater. Outside, enjoy the new deck, a spacious storage shed, and a newly installed 12-foot gate providing convenient access to the backyard for a camper, boat, or other recreational equipment. Additional highlights include newer windows, central heating and air conditioning, and a roof that is approximately five years old. The property is served by community water and a private septic system, which was pumped in January and fitted with a riser for easier future maintenance. Move-in ready and thoughtfully cared forschedule your showing today!