Comfort. Nature. Luxury. All are expressed in this Contemporary waterfront home on Southeast Creek. Listen to Ospreys from your screened porch or private second floor balcony. Cool off in the pool or practice yoga in the poolside studio space. Friends from far away can come use your detached guest cottage as a tranquil retreat. Walk down your dock and go sailing with easy access to the Chester River and beyond. Gather with the ones you care about most on the central open floor plan on the main floor. Upstairs has everything you need to decompress and take in the fine Eastern Shore lifestyle. The home is less than 15 minutes from Historic Downtown Chestertown by boat or car and less than 2 hours from Washington D.C., Philadelphia, or Baltimore.

This is your chance to own one of the most prominent homes in Chestertown's Historic District already completely upgraded and finished to suit. The Tilley Residence was rebuilt in 1863 and celebrates the Second Empire style reminiscent of the Champs-Élysées in Paris. The neighboring properties on this sought after corner are some of the area's most important including Widehall and the Custom House which was one of the original British Royal Ports of Entry to the Americas. The current owners include one of Kent County's renowned builders and craftsmen who decided to take on this restoration as a passion project to honor its beauty and significance in the community. The home was completely updated in 2024 with new HVAC, Electrical, Plumbing, roofing, and wood flooring. The floor plan was opened up to accommodate your lifestyle in 2025. New bathrooms and kitchen were custom designed. A grand 3 story staircase greets you at the foyer along with arched entryways to introduce you to the level of detail to be found throughout. The front porch allows you to sit back to watch everything happening in town or simply admire the water. The updated layout is designed for optimal flow and natural light. The primary suite captivates you with a fireplace, spacious walk in closet, and tiled shower room with views of the water from two sides. The Mansard roof allows for the full third floor. In the basement there is a partially finished space perfect for your wine cellar along with extra unfinished tidy space for storage. There is also a fenced in rear yard perfect for intimate gatherings, pets, and gardening. Off street parking is a huge plus as well with a detached garage connecting to the rear yard. Due to this property's grandeur and scope of work, the sellers are going to let you decide on some finishes to make you feel you spend wisely. Allowance lists to be provided to interested parties. Turn this important and updated piece of Chestertown History into your Legacy property.

Luxury Smart Home, High-End Upgrades & Off-Grid Solar. Prime Location with Waterviews and Water Access!Nestled on a 2.4-acre lot in the scenic Ingleton community, this custom-built smart homeoffers breathtaking water views and shared waterfront access, perfect for kayaking,paddleboarding, or simply enjoying the tranquil setting. Ideally located between Easton andSt. Michaels, you get the perfect balance of privacy and convenience.Smart, Sustainable, and Built for Comfort:This modern, high-tech home is designed for energy efficiency, luxury, and security.Featuring off-grid solar panels on the shed and a dual Eco-Flow in-house generator setup(Batteries not included), You will enjoy peace of mind during outages.With 3,500+ sq. ft. of finished space plus an additional 1,400+ sq. ft. of unfinished potential,this home offers room to grow and customize.Gourmet Kitchen with High-End Appliances, a dream for home chefs, boasts:✔ Viking stainless steel appliances, including a six-burner gas range with a Miele hood✔ Pot filler for added convenience✔ Quartz countertops and two functional center islands✔ Walk-in pantry for ample storage✔ Instant hot water faucet for quick meal prep✔ USB-C outlets for modern charging needsPrivate Suites & Expansive Living Spaces:✔ First-floor primary suite with a sitting area, dual walk-in closets, and spa-like en-suitebath featuring a jetted tub, separate shower, and dual vanities✔ First-floor in-law suite with a living area, kitchenette, large full bath, and direct access toA brand-new screened porch overlooking the backyard✔ Upstairs features a large bedroom, full bath, and a versatile bonus/game roomSmart Technology & Modern Upgrade:✔ 1GB wired Ethernet to every room + pre-wired connectivity to unfinished spaces✔ pre-wired outdoor security system, including shed solar-powered cameras and woodsnear the cornfield embedded with security wiring✔ New outdoor smart lighting system (including mailbox and vertical garage lights)✔ Built-in smart speaker system throughout the home✔ Upstairs 7.2 surround sound system for an immersive entertainment experience✔ Three Ecobee Smart Thermostats for energy-efficient climate control✔ Eufy Smart Security Door Locks on bedroom and garage side doorsBrand-New Mudroom & High-Performance Laundry:✔ Brand-new mudroom built off the garage for extra storage and easy entry✔ New Speed Queen dryer & Maytag washer✔ Samsung refrigerator in the garage for additional cold storage✔ GE refrigerator in the in-law suite for added convenienceUltimate Garage Setup for Car Enthusiasts:✔ Side-mount garage door openers allow space for up to six cars (lifts not included)✔ Utility sink for convenienceAdditional Highlights:✔ Finished crawl space with two new sump pumps✔ Recently sealed driveway (2024)✔ Brand-new tankless water heater (installed 3 months ago)✔ Bidets installed in bathrooms✔ Added landscaping in the rear and side of the home✔ 2023-2024 dead trees removed from property✔ All fans, lights, and blinds are brand new and were replaced in 2022✔ Brand new outdoor playsetThis one-of-a-kind smart home offers the perfect mix of luxury, energy efficiency, and state-of-the-art technology. Don’t miss this rare opportunity to own a high-tech, water viewretreat with modern upgrades and security features already in place!Schedule your private showing today!

This Waterfront Contemporary home is nestled on a bluff with sweeping views of Still Pond Creek. The property checks all of the boxes for your retreat including a well maintained deck, screened river room for crab feasts, private sandy beach and dock with several boat lifts. The living room has a cathedral ceiling, wood burning fireplace, and glass sliders leading you to the deck with incredible views of nature and wildlife. One of the 3 main floor bedrooms, the primary suite has an ensuite bathroom, walk-in closet, and full length windows to celebrate the property's connection with the water. On the lower level you will find another bedroom, den, workshop, and garage. Upgrades include New Heating and Cooling (2024&2025), New Roof (2022), Garage Door (2024), Plumbing and Electrical Updates (2022), Generator, Rinnai Tankless hot water heater, and Reverse Osmosis water treatment. Still Pond Creek provides direct access to the open waters of the Chesapeake Bay for prime boating opportunities however is a protected tributary making it great for water sports. The property is located in the rolling farmlands of Worton, only 15 minutes from the shops, restaurants, and galleries of downtown historic Chestertown. Philadelphia, Washington D.C., and Baltimore are all less than a 2 hour drive making this perfect for a weekend getaway or year round residence.

This waterfront farmette is a rare find just a few minutes from downtown Chestertown and features extensive updating. The new kitchen, 2 new full bathrooms, and new roof all from 2024 just to name a few have you set up for many years to come. Most of the property is cleared and grassy making it perfect for your equestrian retreat on the water. A detached 2 car garage is perfect for vehicles or water toys. The river room is flooded with natural night and offers prime views of the surrounding wildlife. Stay cozy with the wood burning fireplace. Fishing and hunting are prime in this location. Feel a sense of peace and tranquility on this very private 9 acres while being able to drive to the historic district for the shops, art galleries, theatre, and restaurants in less than 10 minutes. Chestertown is located just 1.5 hours from Washington DC, Philadelphia, and Baltimore.

Big, bold, and beautiful! This wonderfully updated 2 story brick colonial in Chestertown is just minutes walking to the shops, restaurants, college, and waterfront. The first floor is enhanced with a finished sunroom with mini split, well appointed full bathroom adjacent to the office, and the kitchen of your dreams. Traditional aspects remain with a spacious dining room with built ins and living room with fireplace. The upstairs has 4 bedrooms including the primary suite with dressing room, private balcony and en suite bathroom equipped with radiant floor heat. Half of the third floor is finished as well with a mini split and skylights for hobbies while the other half is perfect for storage. Not that storage is a issue with this full basement including a workout room and dance studio as well. The lush grass yard is tastefully landscaped and easily enjoyed with privacy on your rear deck. Keep your cars and favorite toys clean with the 3 car garage. Spare no detail and live luxuriously in this Eastern Shore gem.

Welcome to 1600 Liberty Road: the perfect home for a growing family in a great location. Quality craftsmanship in this new construction truly shows while the list of features goes on and on: Brazilian Cherry hardwood floors, 9 foot tray ceilings, bay windows, ceramic tile kitchen and baths, brushed nickel fixtures, a electric fireplace, oversized back deck and so much more. This home has so much natural light and really celebrates the views of the surrounding farmland. The gourmet kitchen features quartz countertops with overhanging bar, stainless steel appliances, double sink, quiet-close drawers and more. The kitchen / breakfast area flow seamlessly into the expansive open concept living and formal dining rooms. Easily step out of the living room and onto the oversized back deck. The main floor also features a second living room / family room or an office space. Continuing upstairs, the luxurious owner's suite has great views of the surrounding farmland. The 3 additional comfortably sized bedrooms with large closets and another full bath complete the second floor. The fully finished basement has another bedroom with full bath and laundry room with separate exterior entrance. This completely separate space could easily be turned into a rental for extra income. Private backyard features a tall privacy fence: perfect for entertaining and plenty of space for the kids and pets. Plenty of parking with an oversized 2-car garage and concrete paved driveway. All systems and appliances come with a one-year manufacturer's warranty. Minutes away from shopping, dining, and entertainment: this property is ideally situated for an easy commuting lifestyle. Schedule an appointment today!

Stunning farmhouse circa 1880 with lovely views of the Corsica River. Located in historic Centreville, in walking distance to many attractions. Primary suite with huge bath and dressing room, balcony with water views. Double sided brick fireplace. Gorgeous kitchen with quartz countertops and stainless steel appliances. Lots of character and charm in this house! Very close to Centreville Landing and Wharf Park, with boat and kayak launch. You'll want to tour this property!

Timeless Elegance Meets Modern Comfort – Stunningly Restored 1890s Victorian HomeStep into a piece of history with this beautifully restored six-bedroom, three-and-a-half-bath home, with a wraparound porch, initially built in 1890. Seamlessly blending classic charm with modern upgrades, this property offers the perfect combination of character and convenience.Key Features:✔ Meticulously Restored Interior & Exterior – Down to the Studs Restoration, Original heart pine and oak flooring refinished to perfection, complemented by restored window and door trim with original hardware.✔ Comprehensive Modern Upgrades – All-new electrical service and rewiring, brand-new plumbing, and a new hot water tank with a circulating pump ensure efficiency and reliability.✔ Energy Efficiency & Comfort – Spray foam insulation throughout, a four-zone heating system, and new double-pane windows provide year-round comfort.✔ Gourmet Kitchen – Designed for the modern chef, featuring live edge wood and quartz countertops, stainless steel appliances, and a 36 dual-fuel gas range.✔ Luxurious Bathrooms – Completely updated with elegant finishes Double Vanity, marble Shower, Original Clawfoot Tub in – Primary Bath✔ Outdoor Enhancements – Freshly scraped and painted heart pine exterior, new gutters, bluestone patio and cobblestone walkways, expanded gravel driveway, and updated landscaping create a stunning curb appeal.✔ Cozy & Inviting Living Spaces – A newly added ventless gas fireplace in the family room plus four decorative fireplaces add warmth and ambiance.✔ Scenic & Private Location – Enjoy peace of mind with protected farmland behind the home, preserving your serene surroundings.This exceptional home is a rare find—offering historic charm with every modern convenience. Don’t miss the opportunity to own a true masterpiece! Call Today for a Tour!

Queen Street Gem! Located in the historic section of Chestertown, walk to the restaurants, shops, theater, farmer's market, and waterfront. Beautiful woodwork and pocket doors. Spacious rooms, hardwood flooring, solid wood doors, thick moldings, and ample closet space. Featuring 5 bedrooms and 2.5 baths, with 3 bedrooms on the second floor and 2 additional bedrooms on the 3rd floor. Bathrooms have been updated. Wide front porch. Adorable fenced-in rear courtyard. This property has a ton of character and charm. Just waiting for its new owners!

Welcome to your private oasis! This charming home boasts mature landscaping that provides both beauty and privacy on a large corner lot. Custom built Cape Cod offers a first floor primary suite, living room with fireplace and built ins, formal dining room and a kitchen with granite counters and updated appliances. There’s an open area on the 2nd level ideal for reading or watching TV. Plus 2 more bedrooms and an office. Updates include: new carpet primary BR, garage door 2024, roof Dec 2022. Enjoy the serene ambiance from the large deck, overlooking a picturesque pond with not one, but two enchanting waterfalls. The soothing sound of cascading water creates a tranquil atmosphere, perfect for relaxation and unwinding. This property is a true retreat, offering an idyllic escape right in your backyard. Located just minutes from the Chester River and Chestertown’s historic district.

Welcome to 11960 Flour Mill Street. This is the perfect house for a growing family or a multi-generational household. Main House has 6 full bedrooms and 4 full bathrooms while the second floor above the garage is a spacious mother-in-law suite with a separate entrance, efficiency kitchen, full bath and walk-in closet. First floor has a bedroom and full bath and wide open floor plan in the kitchen and living rooms. Kitchen features stainless steel appliances, granite countertops and wood cabinets. Second floor has 5 bedrooms and 2 full baths. Partially finished full basement has another full bathroom and offers a range of possibilities for the next owner. This home has more room and storage than you could imagine. The Villages at Kennedyville is a quiet, local community. Less than 90 minutes to Philadelphia and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Close to Turners Creek State Park, Betterton Beach and the restaurants/marinas in Galena on the Sassafras River. Just a few minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Seller offering $7,000 credit at closing to repair the Air Conditioning units.

Welcome to the Johnson-Lindsey House, a rare opportunity to own a piece of Chesapeake City’s history. Located in the heart of the Historic District, this Federal-style home was built around 1850 by Joseph W. Lindsey, the town’s sawmill and lumber yard owner. Zoned Village Center (VC), the property offers incredible flexibility for residential or commercial use, making it ideal for those looking to blend history with modern living or business potential. Situated along the route of Chesapeake City’s beloved parades and festivals, it’s just a short walk to waterfront dining, boutique shopping, and local attractions.This charming home exudes character with its classic wood-sided Federal-style architecture and distinctive bump-out picture windows on the south side. The original cast and wrought iron fence still encloses the front courtyard, a space once adorned with a porch. With historic approval already granted, a new owner has the option to restore this feature. The front entrance welcomes you with intact stained glass and an old-style door ringer, setting the tone for the timeless beauty within.Inside, the home showcases original hardwood flooring, tall wood windows with storm covers, and six-inch floor moldings. The light-filled foyer leads into a spacious family room with floor-to-ceiling windows and an electric fireplace wired for propane. From there, the dining room offers built-in cabinetry and access to a covered side porch. The remodeled kitchen seamlessly blends old-world charm with modern updates, featuring Quartz Silestone countertops, Italian subway tile, luxury vinyl plank flooring, a new sink, stainless steel appliances, and professionally painted cabinets. Off the kitchen, a remodeled powder room and an enclosed laundry room with an antique sink provide added convenience.The second level offers a generously sized primary suite with a fully remodeled bath, including a tile walk-in shower and luxury vinyl plank flooring. Two additional bedrooms on this floor provide space for guests, family, or a potential additional full bath if desired. The third level features two more bedrooms, one currently used as storage, with ample space to add a third full bath.The backyard is a hidden retreat, offering a courtyard-style space with a side porch, a brick side patio, and a rear brick patio leading to the detached two-car garage. Very few homes in town offer garage parking, making this a rare and valuable feature. With electricity, a concrete floor, and a propane heating element, the garage could easily be transformed into a carriage house, Airbnb rental, or business space. A parking pad allows for two additional vehicles, making this property one of the few in the historic district with a backyard backing to woods and extra off-street parking.This home has been meticulously maintained with a series of updates, including five new mini-split heating and cooling units installed in 2024, along with a new storm door, professionally painted kitchen cabinets, and new ceiling fans. Recent improvements also include luxury vinyl plank flooring in the kitchen and primary bath, updated carpeting on the stairs and upper hallway, a new furnace, oil tank, and hot water heater, as well as professional interior painting. The main architectural shingle roof was replaced in 2019 with a 30-year warranty.The Johnson-Lindsey House has been featured on the Candlelight Tour and is prominently displayed on the cover of the Chesapeake City town map. Annual grant opportunities through the Maryland Historic Trust provide additional incentives for restoration and improvements. Whether you're looking for a distinctive home, a commercial opportunity, or a combination of both, this historic gem is truly one of a kind.

Don’t let the outside fool you—this beautifully renovated 3-bedroom, 1.5-bathroom home offers three levels of living space, with over 2,200 sq. ft. above ground and an additional 550 sq. ft. below ground! Every inch of this home has been thoughtfully updated to blend modern comfort with timeless charm.Step inside to discover a stunning custom kitchen, a true chef’s dream featuring a gas stove, upgraded quartz countertops, solid wood cabinetry, and stylish open shelving—perfect for both cooking and entertaining. The spacious living areas boast brand-new LVP flooring, fresh finishes, and an inviting atmosphere throughout.Upstairs, the primary bedroom is a private retreat, complete with a mini-split AC/heat unit, a large dressing room, and a convenient half bath.Head downstairs to a versatile lower level, where an open-concept space offers endless possibilities—whether you need a media room, game area, crafting space, or home gym. The large laundry area and utility room provide added functionality.Step outside to your own backyard oasis, enclosed by a beautiful privacy fence. Enjoy the spacious patio, detached garage/barn, and storage shed—ideal for hobbies, storage, or workshop space.This home is completely move-in ready and packed with upgrades—all it needs is you! Don’t miss your chance to see this hidden gem—schedule your private showing today!

Step into this one‑of‑a‑kind Dutch Colonial—no cookie‑cutter here! Full of charm and character, this beautifully maintained home sits on 1.40 private acres, has been professionally painted throughout, and offers a layout that’s both spacious and versatile.The main level features beautiful hardwood floors, while the expansive 21’ x 21’ family room boasts luxury vinyl plank flooring, combining comfort and style. A cozy sitting room with a wood‑burning fireplace invites you to relax, and the dining area includes a sliding glass door to the covered rear porch—perfect for easy indoor‑outdoor living.The oversized 26’ x 13’ kitchen is a chef’s dream with a brand‑new center island cooktop, pickled cabinets, granite countertops, and a wall oven. Also on the main level is a flex room with a closet—ideal as a home office, guest space, or bonus room—along with a convenient powder room.Upstairs offers 4 spacious bedrooms, hardwood floors, and 2 full baths. The upper level is full of charm with deep window wells, and the entire home is complete with vinyl tilt windows—easy to clean and energy‑efficient. The primary suite includes a walk‑in closet and a bathroom with a large shower.The partially finished, walk‑out basement offers endless potential for additional living space, a rec room, or home gym. Step outside to a covered rear porch, then head down to your private inground pool and pool storage—an entertainer’s dream! A detached 2‑car garage (24’ x 22’) and a peaceful setting with no HOA complete the package.All this just minutes from I‑95, shopping, dining, and marinas—an ideal location for commuters or weekend adventurers!A must‑see to appreciate the amazing work done on this home… pure perfection!!!

🏡 Water-Oriented Home with BOAT SLIP included with this property in Earleville, MDThis beautifully crafted home offers 3 bedrooms, along with 1 additional rooms on the upper level currently used as bedrooms. The property features 2 stunning full bathrooms, thoughtfully designed by the builder-owner with exceptional quality. The main level showcases barnwood floors and stainless steel appliances, all within an open-concept layout accentuated by cathedral ceilings.Additional highlights include Marvin windows throughout, Cedar Impressions siding, a deep one-car garage, a full basement, composite decking, an outdoor shower, newer well and a 30-year roof. The second-floor family room provides a spacious area for relaxation and entertainment.Located in a desirable water-oriented community, this home is just steps from scenic water views and offers convenient access to various water activities. The community features a beautiful beach, perfect for swimming, sunbathing, and family gatherings. Residents can also enjoy golf cart-friendly streets, a nearby restaurant/bar, a convenience store, and a public boat ramp.With a boat slip included, this property is ideal for water enthusiasts seeking a tranquil, community-focused lifestyle.

Rigbie Bluff is the perfect maintenance-free community in the quiet waterfront town of Betterton; known as the Jewel of the Chesapeake. Located at the confluence of the Sassafras River and Chesapeake Bay, Betterton got its reputation for its picturesque sunsets and wonderful public beach. Embrace the waterfront lifestyle and so much more without the waterfront taxes. This 3 bedroom, 2 bathroom unit is being sold fully furnished. As one of the larger units; it has plenty of room for the whole family. Natural light abounds with water views from both balconies or anywhere inside. Galley kitchen with granite countertops and stainless steel appliances. The main floor has an open floor plan, two bedrooms and a full bathroom. Large primary bedroom with ensuite bath and office space upstairs. Plenty of closet space throughout. Full basement has plenty of room for storing outdoor toys and equipment. Recent upgrades include: primary bathroom remodel, waterproof luxury vinyl plank flooring (original hardwoods underneath), carpets, Anderson windows, washer/dryer, water heater, interior doors, paint, and much more. Condo Association just finished renovating the decks and siding. Condo amenities include: private pier with water and electric, designated boat slip with 6,000 pound lift, community pool and kayak storage. Just a few steps from the water. This is the perfect weekend getaway or primary residence on the Eastern shore. Come see all that the Jewel of the Chesapeake has to offer.

Historic charm with a modern floor plan. Live just around the corner walking to the shops, galleries, and restaurants of downtown Chestertown in this beautifully updated Victorian on quiet Mill Street. High end appliances such as Miele and Bosch adorn the kitchen and laundry. Easily converted back into a 3 bedroom. The backyard is well landscaped, has a covered outdoor living space, and a spacious detached hobby shed or office space. This low maintenance property with walkable lifestyle works perfectly for a weekend retreat or year round residence. Chestertown is located less than 1.5 hours from Washington D.C, Philadelphia, and Baltimore.

THERE ARE MORE PICTURES COMING. This charming 2-bedroom, 1-bathroom waterfront home is the perfect getaway for those who love the water. Nestled along the river, it offers a peaceful and relaxing atmosphere with stunning views right from your living room, thanks to the beautiful bay windows that frame the water. Enjoy the convenience of your own private boat ramp and dock, making it easy to set off on a day of boating, fishing, or crabbing. Whether you're watching the sunrise over the river, casting a line from the dock, or simply unwinding with the soothing sounds of the water, this home is a serene retreat for nature lovers and water enthusiasts alike.

Are you looking for a historic farm home with modern charm and Acreage? .5.03 acres to be exact! This home was originally built in the 1700's and is situated in picturesque rural Frederica. It's the perfect location for a mini farm, already set up with a small stable and barn. This home also features a 1st floor primary, 3 additional bedrooms upstairs and a recently upgraded kitchen. This unique home has endless possibilities. Make sure to put this one on your must see list. Seller is Motivated!!

Coming Soon!Completely Remodeled Water Oriented Home in Easton. Gutted down to the studs, this house is turn-key ready for its new owners. New roof, new siding, new electric and plumbing, new insulation and drywall, new doors and windows, new floorings and fixtures. New HVAC. Contemporary kitchen featuring stainless steel appliances, quartz countertops, and a huge island. Even the waterfront shed has new shingles and siding. Water views of the Tred Avon River with easy access steps from your front door to launch a kayak or paddleboard. One level laid-back living on the Eastern Shore!

Charming & Spacious Home in Easton, MD – Backs to Woods!Welcome to 29296 Corbin Pkwy., Easton, MD 21601 – a beautifully updated 4-bedroom, 2.5-bath home offering modern comfort and a serene natural backdrop. Designed with an open floor plan, this home is perfect for both relaxation and entertaining.Step into a stylish kitchen featuring granite countertops, stainless steel appliances, a brand-new refrigerator and dishwasher, ample cabinet space, and a center island. Luxury flooring flows seamlessly throughout the home, enhancing its contemporary appeal. A new HVAC, a Washer and Dryer, and a Hot Water heater are also included.Enjoy outdoor living on the spacious back deck, perfect for gatherings or peaceful mornings overlooking the beautiful, expanded backyard. The property also includes two storage sheds, providing plenty of space for tools, hobbies, or extra storage.With generous living spaces, modern finishes, and a private setting backing up to the woods, this home is a rare find in Easton. Don’t miss the opportunity to make it yours—schedule your showing today!

Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts!Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike. Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential.Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless. While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts.This property is a bona fide fixer-upper and is exclusively offered in its current as is condition, awaiting the transformative touch of its next custodian. With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted.Seize the chance to breathe new life into this home and craft a future brimming with possibility. Embrace the challenge, unleash your creativity, and make your mark on Chestertown's captivating tapestry of history and culture.Schedule your viewing today and prepare to embark on an unforgettable journey of restoration and renewal!

Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts! Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike.Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential. Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless.While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts. This property is a bona fide fixer-upper and is exclusively offered in its current as is condition, awaiting the transformative touch of its next custodian.With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Seize the chance to breathe new life into this home and craft a future brimming with possibility. Embrace the challenge, unleash your creativity, and make your mark on Chestertown's captivating tapestry of history and culture. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted.Schedule your viewing today and prepare to embark on an unforgettable journey of restoration and renewal!

Welcome to Deep Harbour Townhomes in beautiful Cambridge, Maryland! Situated within a gated community, this Energy Star and Indoor Air Plus Certified end-unit townhome, built in 2022, effortlessly combines coastal charm with modern comfort. Featuring three spacious bedrooms and two and a half bathrooms, this home is thoughtfully designed to deliver both style and functionality. The walk-out first floor terrace and two upper decks provide an inviting space for relaxation or entertaining, offering serene views of the peaceful surroundings.The current owners have enhanced the home with numerous upgrades, including stylish kitchen cabinets and backsplash, LED lighting, a tankless water heater, beautifully upgraded bathrooms and powder room, updated flooring throughout the entire townhome and more.Deep Harbour offers residents exceptional amenities, including a community pool, clubhouse, and walking trails, all designed to enhance your lifestyle. With its meticulously crafted interiors, prime location, and community features, this townhome presents an unmatched combination of elegance, convenience, and comfort. Don’t miss the opportunity to call this exceptional property your new home!The gate will be open for all Open Houses.

Discover this beautifully updated 3-bedroom, 2-bathroom rancher situated on a generous 1.28-acre corner lot in Preston, Maryland. Boasting 1,200 sq. ft. of comfortable living space, this home features newer flooring, fresh interior paint, and modern appliances for a move-in-ready experience.Enjoy an open and inviting layout with surround sound throughout the house, perfect for entertaining. The property includes a 2-car carport and a detached workshop, ideal for hobbies or extra storage. A security system adds peace of mind.Don't miss this opportunity to own a well-maintained home with plenty of outdoor space and modern conveniences. Schedule your showing today!

Charming Single-Level Living in a Prime Location! $2,000 seller credit available!Welcome to this inviting single-family home, offering the ease of one-level living in a beautifully designed space. This residence features a thoughtfully laid-out floor plan with ample natural light and open, flowing spaces. The heart of the home is the spacious living area, seamlessly connected to a large kitchen with room for an island, perfect for entertaining. With 3 bedrooms and 2 full bathrooms, each room is designed for comfort and convenience, making it ideal for anyone seeking a low-maintenance lifestyle either as a first time home buyer or for aging in place. A split bedroom layout is ideal as the main bedroom suite adorns the entire one side of the home with a walk in closet and bath. New carpet has been installed in the living room as of 12/3/24, The home is located a few minutes from Killens Pond State Park, Harrington Raceway & Casino, and a short distance to Delaware Beaches. Make your appointment today to take advantage of owning single level living in a quiet neighborhood.

Welcome to the Village of Fountainview 55+ Community! This spacious home offers 2,500+ sq. ft. of comfortable living in a sought-after active adult community. The open floor plan and serene wooded views make it perfect for relaxing or entertaining. The main level features a welcoming foyer with a half bath, a large kitchen with a center island that opens to the family room, and a main-level bedroom with dual closets and a private full bathroom. A slider from the family room leads to a deck overlooking a peaceful wooded area. The upper level includes a loft area, a second bedroom, a full bathroom, and a bonus area that could easily be converted into a third bedroom. The home also includes a full unfinished basement for additional storage or future finishing and an attached two-car garage. HOA fees are approximately $2600/Quarterly. Seller to pay one year of dues at settlementThe condo association takes care of all exterior maintenance, including lawn care, snow removal, and trash services. Community amenities include a pool and walking trails, ensuring a convenient and enjoyable lifestyle.

Move right in and make yourself at home! Located just a stones throw from Worton Park, Kent County Community Center and Kent County High School, this 3 bedroom 1 bathroom home has been updated, well maintained and nicely landscaped. The property is on town water and sewer and is .87 acres comprised of 3 lots zoned village. There are sewer allocations available in the area so subdivision may be possible. The size of the property also provides plenty of room for a garage, pole barn or an addition. Check with the County for more information. From the front of the house there are views of farm fields and in the back there are historic train tracks. Enjoy the rural character of the location with the convenience of being just minutes from Chestertown.

Just 3 blocks from the beach, this 4 bed and 2 bath home is perfect as a full time residence or as a vacation home! With a first floor bedroom and bath makes this home ideal for one floor living. The second floor offers two large bedrooms and an additional/bonus room allows for an office, yoga studio space for whatever your needs/desires may be. The large kitchen is open to the dining and living room with another room for your private office/TV room/craft room or whatever you need it to be! A walkout basement like garage sits on the side of the home that enters into the kitchen. A tankless/instant water heater was recently installed. Update to your liking and make it your dream home by the beach! This home is being sold as is. Lender repairs could potentially be addressed for repairs by the Seller. Please note that this home will need interior paint and new carpets. it’s priced accordingly for those needs!

Welcome to this beautifully updated end-unit townhouse in the heart of Chestertown! Featuring 3 bedrooms and 2.5 bathrooms, this home is fresh, bright, and ready for you to move right in. The kitchen shines with freshly painted cabinets and brand-new appliances, while new flooring throughout adds a modern touch.Enjoy the convenience of a patio out back—perfect for relaxing or entertaining. Located just minutes from town, you’ll love the easy access to shopping, dining, and everything Chestertown has to offer. Easy to show—schedule your tour today!

A home finished your way with what could be over 3,078 square feet of living space! Complete your new Victorian style home with the finishes & colors you enjoy! Located within a .3 mile walk to Betterton Beach and the Town Dock! Public showers, rest rooms and transient boat slips are all at your disposal! The interior of the home is a blank slate and has been protected from the elements. The home features a full concrete basement, a large kitchen space with access to the garage and the wrap around porch, formal dining, living room with an octagon window setting allowing natural light to fill the room and full bath on the 1st floor. Moving up the stairs to the 2nd floor are 3 bedrooms 2 full baths, laundry and the possibility for a large 4th bedroom or playroom/game room! The large two car garage has ample space for your bikes, jet ski and all your water toys! A builder/contractor is awaiting your call, with enough notice I can have a Builder/contractor walk through with you as you discuss your needs, likes and wants along with your budget! This is not a rehab, the home was built and never finished.

Welcome to the charming and well-maintained rancher nestled in the heart of Cambridge. This inviting 3-bedroom, 1-bathroom home offers a cozy and functional layout, making it the perfect place for anyone looking to settle into a peaceful neighborhood with a generous lot size. Located on a large 0.33-acre lot, this home provides ample outdoor space for gardening, relaxation, or recreational activities. The neighborhood offers a quiet, residential atmosphere with convenient access to local amenities.Recent upgrades include new kitchen granite countertops, new kitchen appliances, new sink and faucet. Bathroom is upgraded with a new bathtub and new fixtures. New light fixtures, ceiling fans, and fresh paint throughout are also among the recent upgrades.

Charming 3-Bedroom Home in Rock Hall, MD – Recently Remodeled with NEW ROOF on a Spacious Lot!Welcome to this beautifully remodeled gem, originally built in 1920, located in the picturesque water-oriented town of Rock Hall. With 1,024 square feet of thoughtfully designed living space, this home seamlessly blends historic charm with modern comforts.This recently remodeled 3-bedroom, 1-bath residence offers a perfect blend of modern comfort and classic charm. Situated on a generous lot, this property provides ample outdoor space for gardening, entertaining, or simply enjoying the serene surroundings. An outdoor cinder block shed provides storage for all of your gardening and outdoor supplies. New roof just installed!Step inside to discover an inviting floor plan that showcases stunning new finishes throughout. The kitchen boasts updated appliances and countertops making it ideal for culinary enthusiasts. The three bedrooms offer cozy retreats at the end of the day. The tastefully renovated bathroom includes modern fixtures and a relaxing atmosphere.Outside, the expansive yard is a blank canvas, ready for your personal touch—whether it’s a garden, play area, or outdoor living space. Located just minutes from local shops, restaurants, and the scenic waterfront, this home combines convenience with the tranquility of small-town living.Located just moments from the picturesque waterfront and vibrant local shops, this property is an ideal retreat for those seeking a tranquil lifestyle. Don’t miss your chance to own a piece of Rock Hall’s history, fully modernized for today’s living. Schedule your showing today!

ATTENTION Investors! Unlock the incredible potential of this 3-bedroom, 1-bath home—ripe for transformation. Featuring original hardwood floors throughout and vintage charm in every room, this property is brimming with character and opportunity. The open-layout design offers flexibility, while a brand-new hot water heater and a backyard storage shed add to its appeal. Nestled just minutes from the heart of Aberdeen, you’ll enjoy easy access to shopping, dining, and major routes. With undeniable potential for future growth and development, this is a rare chance to create something truly special in a highly desirable location—don’t miss out!

Charming Bungalow by the Bay!Discover the perfect coastal retreat in this delightful 2-bedroom bungalow, just one block from the beach! Nestled in a quaint town of only 283 residents, this home boasts beautiful hardwood ceilings, a screened front porch for relaxing evenings, and spacious back and side decks ideal for outdoor entertaining. The lower-level laundry and ample storage provide convenience, with plenty of space for kayaks, beach chairs, and more.Enjoy the town’s public docks, showers, and restrooms, or explore the nearby Hopkins Game Farm for outdoor adventures. Wine lovers will appreciate Crow Vineyard just a short drive away, while history enthusiasts can visit charming Chestertown. With a local park, tennis/pickleball courts, and a scenic picnic area, this bayfront community has something for everyone. Don’t miss your chance to own a slice of paradise!

Charming home nestled in the desirable 55+ Hyde Park community just off Route 50 in Easton, this well-maintained 2-bedroom, 2-bathroom double-wide home offers comfort, convenience, and a peaceful setting. Featuring an open floor plan with cathedral ceilings, this home is filled with natural light and designed for easy living.The bright and airy living room flows seamlessly into a well-appointed kitchen and a dedicated dining area, creating a welcoming space for entertaining or everyday living. The spacious primary suite includes an ensuite bath with double sinks, providing both comfort and functionality. An enclosed porch offers the perfect spot to unwind while enjoying the serene wooded backdrop. The home backs up to a partially private wooded area with shed, adding an extra sense of tranquility.Modern amenities include central A/C, ceiling fans along with a full laundry room equipped with a washer and dryer. A double parking pad and exterior storage shed add to the home’s convenience.Residents of Hyde Park enjoy an active and social lifestyle with access to a newly renovated clubhouse and pool area, shuffleboard courts, disc golf, a dog park, fitness center, Boat/ RV storage lot, and a catch-and-release pond.Lot rent includes water, sewer, trash/recycling, and snow removal up to the driveway, providing added convenience and value.Don’t miss this opportunity to own a home in this vibrant 55+ community! Schedule your private tour today.

Two fantastic building parcels just off the Chester River. 1.36 acres total on a cul-de-sac at the end of a quiet road. Perc approved and ready for you to design your dream home on the Eastern Shore. Crabbing, fishing, swimming, birdwatching, you name it! Bring your house plans or just camp out and build a fire. Level building area sits on a small bluff well above the water: no flood zone! Public boat landing only a few blocks away. Easy access to Route 301. 90 minutes to Philadelphia, South Jersey, and Washington D.C. 30 minutes to Middletown, Delaware and tax-free shopping. Less than 15 minutes to historic downtown Chestertown. Founded in 1706, Chestertown sits on the banks of the Chester and is home to Washington College. Enjoy the historic homes, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals and an award-winning weekly Farmer's Market. Property is marked by sign. Perc approval and survey on file. Parcels sold together, not separate. Drive-bys permitted. Do not enter property without an appointment.

Live just down the road from Fairlee Creek! Public access is less than a mile away allowing the Chesapeake Bay at your fingertips! Great Oak Marina sits at the inlet of Fairlee Creek and The Bay offering a full service resturant, marina and Tiki Beach Bar. A summer full of entertainment, boating, fishing, crabbing, jet skiing, tubing, skiing or anything else your heart deserves! Public water and sewer has been confirmed as available to purchase for each lot.Lot #2 - .286 acresLot #3 - .268 acresLot #4 - .431 acresLot #5 - .452 acres

Almost 200 feet of Choptank River frontage! Live where the white perch spawn & kayak out your back door! Site plans and septic approval for a 4 bedroom home has already been completed! Steps to the waters edge are there for your convenience to start enjoying what this lot has to offer now! A 40 X 8, 9.5’ tall shipping container conveys with the property for your storage needs. It’s foundation is leveled with 15 tons of millings & comes with a 25 year warranty. Easy and quick access to Historic Greensboro and Ridgely! Spring is here and now is the time to start enjoying it here on Drapers Mill Road!

DO NOT ENTER THE PROPERTY. View property at your own risk. House on site is a complete demo.Property was previously a 2 bedroom, 1 bath. Buyer is responsible for all clean up and removal of debris, belongings, etc. Clear lot and build your dream home or weekend getaway spot. Buyers responsible for all due diligence. Priced for land value.Seller financing available. 15-20% Down. Low bank rate for initial term. Potential interest payment Moratorium until Demo-ed. Terms Subject to Credit Verification.

Discover this cozy 2-bedroom, 1-bathroom mobile home, perfect for comfortable living. Featuring a large screened-in porch, you can enjoy fresh air year-round without the hassle of bugs! Conveniently located near restaurants, shops, and essential services, this home offers both comfort and convenience. Don't miss out on this affordable and well-located gem!

(Lot 2 - .685 acres & Lot 3 - .689 acres) Conveniently located slightly off 291, in a private area on a dead-end road, this property is close to Chestertown and minutes away from route 301. Lots sit high off the road level and adorned with young saplings. Soil evaluation from 2011 approved for 3 beds and a 2,000 sq ft home, located just outside the critical area. Lots being sold together!

One parcel comprised of 2 cleared lots in Tolchester Estates. The community is on the Chesapeake Bay and the residents have access to the beach and there is a marina close by.County states water/sewer allocation is available. Buyer to confirm with due diligence.

Great opportunity to own a lot in Chesapeake Landing! Currently does not have a valid perc. Water access to Worton Creek if you join the voluntary civic association! Close to Worton Marina and Chestertown.