Grasonville MD Real Estate & Homes for Sale

Welcome to your dream waterfront retreat in the sought-after golf community of Prospect Bay. Perfectly situated on a beautifully landscaped one-acre lot, this exceptional home offers the best of Eastern Shore living with resort-style amenities and breathtaking views. Step inside to discover a thoughtfully designed layout featuring a main-level primary suite, ideal for comfort and convenience. The heart of the home is a stunning great room with soaring arched ceilings and panoramic views of the water. The four-season room off the kitchen is the perfect spot to watch the sunset over the Bay. There is an additional living room off the kitchen perfect for social gatherings or relaxing in front of the large water-oriented windows. The multiple living and entertaining areas flow seamlessly, offering both elegance and flexibility for everyday living and special occasions. Upstairs, youll find three spacious guest bedrooms. The home also includes a walk-in pantry, multiple access points from the attached two-car garage, and a pool room complete with a full bath, ideal for indoor-outdoor entertaining. Enjoy the best of waterfront living with a private pier, expansive deck, and a waterfront pool-all designed to maximize your enjoyment of the serene surroundings. Located within the exclusive Prospect Bay Community, residents enjoy access to a wealth of amenities including an 18-hole golf course with pro shop, tennis and pickleball courts, a members-only clubhouse with restaurant and bar, community pool, playground, private boat launch, and more. Whether you're seeking a full-time residence or a weekend escape, this waterfront property offers an unmatched lifestyle in one of Maryland's most prestigious communities.

Built in 1971, this one level home offers approximately 960 finished square feet, three bedrooms and one full bath and rear deck. This home sits on an approximate 21666 sqft lot.

New custom kitchen cabinets granite tops and stainless appliances, new flooring and both bathrooms just updated too. This house is over 2200 sq ft large bedrooms and otpion of 4th bedroom which is now an office! Enclosed sunroom with trex decking adds to the charm of this home. 1 car detached garage plus a shed-all this situated on .466-acre corner level lot. Easy access to Rt 50

Welcome to 3724 Main Street....This Like New, Charming home offers the perfect blend of style, comfort and convenience. Step inside and you will see a well-designed open floor layout with beautiful LVP flooring, a kitchen boasting white cabinets, an island/breakfast bar & SS appliances, a spacious living room with a custom built-in wall unit and a dining combo adorned with a slider that floods the space with tons of natural light and creates a seamless connection to the outdoors. The 1st floor primary bedroom comes complete with a walk-in closet and en-suite bathroom with a double sink. Up the stairs you will find 2 comfortable size bedrooms with a shared full bathroom and a laundry area. Additional features include a first floor half bath and a floored attic for extra storage space. Make your way outside, this private backyard is an entertainer's dream and a personal retreat all in one. Just beyond the deck, the patio offers a cozy lounge area ideal for relaxing, entertaining, cookouts, crab feasts and bonfires. Lush raised garden beds line the yard, perfect for fresh herbs, colorful flowers and vegetable plants, adding both beauty and homegrown flavors to every meal. Let's not forget about the extra large shed for storing tools/equipment and the outdoor utility sink for cleaning veggies and washing hands. Within close proximity to local shopping, highly rated waterfront dining, water sports and the Cross Island Trail....Just minutes to Rt. 50 and the Bay Bridge. Bonus, zoned for Residential/Commercial use! Put this on your must see list!!

INVESTOR ALERT!!! PLEASE USE EXTREME CAUTION UPON ENTERING PROPERTY. HOUSE HAS BEEN GUTTED AND READY FOR A FULL REHAB. BEAUTIFUL LOT WITH MATURE TREES, BARN AND SHEDS.

Just Reduced - Now is the time to Make Your Move! Why not invest in this affordable rancher instead of paying rent? Located just a couple of minutes from the Kent Narrows, it offers easy access to some of the best Eastern Shore waterfront dining, seafood restaurants, walking trails, marinas, dock bars, entertainment, and more. Kent Narrows Landing features a public boat ramp, providing a gateway to the Chester River, Prospect Bay, Eastern Bay, and beyond. The home includes a primary bedroom with a private full bath, a spacious living room, kitchen, and dining area, which connects to a large breezeway and two-car garage. The breezeway has front and rear entrances, making it suitable for a home office or additional living space. Additionally, leased solar panels help reduce electricity costs, and the property has Public Sewer with no HOA fees.

Beautiful Waterfront Retreat in Homeport Community Welcome to your dream waterfront home, nestled in the highly sought-after community of Homeport. Perfectly situated as a gateway form Winchester Creek to the Chester River, the Narrows, and all the beauty and recreation the Shore has to offer, this stunning brick-front home combines spacious living with breathtaking views of natural wetlands and wildlife. Boasting over 4,400 sq. ft. of thoughtfully designed living space, this home features 5 bedrooms and 4.5 bathrooms, with a main-level Primary suite with fully renovated primary bath that is exquisite. There is an additional guest bedroom and full bath - perfect for visiting family and friends. Enjoy spectacular water views from all three levels, each offering ideal spaces for relaxation and entertainment. The first-floor family room showcases a striking stone fireplace and expansive windows that frame serene views of blue herons, ospreys, ducks, geese, and even the occasional eagle. The adjacent water-view kitchen and dining area invite lively gatherings and memorable meals. Hardwood floors grace the lower level, which also features a second fireplace and additional dining space. The second floor is dedicated to three bedrooms one full bath and a very large bonus space for the buyer needs, such as a 6th bedroom and bath, office, family room, exercise space and much more. Head to the third floor to discover a large entertaining area complete with a full bar, sink, beverage cooler, and full bath - the perfect setting for game nights or casual get-togethers. Outdoor living is just as spectacular, with a large covered deck, a second deck featuring a hot tub, and a patio area for soaking in the natural beauty. A spacious two-car garage adds convenience. Comfort is ensured year-round with three independent HVAC with back up propane system for energy efficiency, one for each floor. Homeport offers a community pier and dock, maintained through low HOA fees. This home includes a deeded 40 ft. boat slip with 4+ MLW, a dedicated 12,500-pound boat lift, and a separate 2,500-pound lift for jet skis or a small boat. Just steps away from your back door, its effortless to load up and head out for a day of fishing or boating adventures. The current Buffer Management Plan (BMP) allows a path to the water's edge for kayaking, fishing, and relaxing evenings by the shore. The current seller has added a landscape plan that raising the grade of the property, adding a French drain and landscape. Conveniently located with easy access to Route 50 and just a 10-minute drive to the Bay Bridge, this is waterfront living without the long commute. Dont miss the opportunity to make this exceptional property your new home. Schedule your tour today and start living the waterfront lifestyle you deserve!

Rarely offered, custom built colonial in the sought after Greenwood Community. Featuring a stunning remodeled kitchen with huge Quartzite center island with bar stools, double ovens, cooktop, built-in microwave drawer, pantry, additional butler area/coffee bar area and French doors to deck. The large, light filled family room is adjacent to the kitchen and also has French doors to the deck. On the main level you will also find a living room/den/bar room for entertaining, a separate laundry room, pool accessible 1/2 bath and additional half bath. Upstairs is the gorgeous primary suite with bamboo floors, attached sitting room or office, his and hers custom California closets, a primary bath with 2 sinks, a jetted soaking tub and separate shower. There are 3 additional bedrooms upstairs, one of which features an attached sitting room or game room. The backyard is an entertainers paradise with an oversized deck leading to the beautiful saltwater pool all in a private fenced back yard. This lovely home is situated in the Greenwood Community which offers a playground, a pavilion and huge ball/multi-purpose field. Don't miss your opportunity to view this spectacular home!

Welcome to 121 Bayview Drive-Where Waterfront Living Meets Everyday Luxury Perfectly positioned with panoramic views of the Chester River and Chesapeake Bay, this 3-bedroom, 3.5-bath coastal townhome offers the ideal blend of comfort, charm, and convenience. Whether you're sipping coffee from one of your three private outdoor spaces or toasting the 4th of July fireworks with friends on the balcony, life on the water here feels effortless. Inside, you'll find over 2,000 sq ft of living space with a bright, open-concept layout and thoughtful upgrades throughout-granite countertops, stainless steel appliances, stone-surround fireplace, custom built-ins, wainscoting, fresh paint, and stylish fixtures. The private primary suite features cathedral ceilings, two closets (including a walk-in), a spa-like en suite bath with soaking tub and sit-down vanity, and its own waterfront balcony-the perfect end-of-day retreat. Need space for guests or a home office? Each bedroom is on its own level, offering privacy and flexibility. Outside, this home comes with its own deeded boat slip, plus access to a community pool, green space, and unbeatable proximity to all your favorite Eastern Shore waterfront spots-Kent Narrows, St. Michaels, Annapolis, and beyond. Whether youre looking for a weekend getaway or full-time waterfront lifestyle, 121 Bayview is your chance to live the Maryland dream. Lets make the shore your home.

NEW PRICE on this Incredible TWO ACRE WATERFRONT Property on the Eastern Shore! Conveniently located at the Kent Narrows and the Kent Island Cross Trail! RARE OPPORTUNITY to OWN this kind of Acreage on DEEP WATER where you can enjoy the SUNRISE AND the SUNSET! No HOA here on this very unique property, so short term rental is possible! Sprawling 4 BR, 2.5 BA Rancher with a 2 car attached Garage, Detached Outbuilding and a Greenhouse for the gardener in you! All NEW neutral Paint and Carpet, detailed Clean and ready for you to make it your own. Stunning knotty pine cathedral ceilings, open floor plan and large bedrooms with plenty of space to entertain. There is a 3 seasons room to take in all the VIEWS and it's the perfect spot for those crab feasts! NEW spacious maintenance free deck to relax and sunbath, grill your fresh catch of the day and take in the nature abound... Seagulls, Blue Herons, Ospreys and Bald Eagles! Property includes your very own boat ramp to drop your boat, kayak or SUP board in the water. Jackson Creek flows into the Chester River and is a Boaters delight with a short trip to the Narrows, St. Michaels, Oxford, Rockhall, Chestertown, Annapolis and more! Perfect for a Family Compound, Get-Aways, Short Term Rentals, Summer and Weekend Home! Close to shopping, dining, parks, beaches, marinas, trails and is easily accessible to Rt 50.

Price improvement, Sellers have found â??Home of Choice.â? Available immediately, a significantly expanded and open Rancher in the sought after golf and marina neighborhood of Prospect Bay. Enjoy country club and coastal living in this 4 bedroom, 2 bath, spacious rancher, situated on a 1+ acre lot on the Prospect Bay Golf Course. Includes views of multiple golf tees and greens from your backyard. Open concept, one level living with crown moulding and wainscoting, reclaimed hard wood floors throughout, and two wood-burning fireplaces. Extensive remodeling done to create a peaceful and pleasant atmosphere. Beautiful large kitchen with plenty of storage, cherry cabinets, stainless steel appliances and granite countertops. An oversized island proves itself great for entertaining, as well as the detached wet bar in the family room with a built in wine fridge. The office/4th bedroom with French doors provides ample sunlight, as well as beautiful views of sunsets on Prospect Bay. Four double sliding doors surround the courtyard deck, with access from the Family Room, Kitchen, and Primary bedroom. Walking into the Primary bathroom transports you to tranquility, with a hand painted mural depicting the natural beauty of the Eastern Shore. Sleek, shiny and durable epoxied two car attached garage with overhead storage and golf cart parking bump out. Custom indoor and outdoor lighting. Community has many amenities including outdoor sports courts, marina, clubhouse, beach, golf simulator room, restaurant with bar, swimming pool, driving range, putting greens, and chipping greens, in addition to the full 18 hole golf course. Open your windows to the sound of nature calling. Make this your new home today!

NEW PRICE! WOW! Welcome to 141 Winchester Avenue, an exceptional waterfront property in the charming community of Grasonville, near Kent Island. This custom-built home, constructed in 2006, sited at the end of the peninsula facing Winchester Creek boasts 180-degree unobstructed water views, 265 feet of water frontage over one-third+ of an acre, offering an unparalleled sense of tranquility and natural beauty. Spanning an impressive 5400 square feet, this residence features 5 bedrooms and 4.5 bathrooms over three above grade levels, ensuring ample space for luxurious living, boundless entertaining and glorious warm weather memories. The open floor plan, accentuated by an abundance of sky high windows, allows for breathtaking water views from virtually every room, flooding the home with light, creating an ambiance of elegance and serenity within contemporary design. Throughout the home, you'll find 5-inch white oak floors, adding a touch of warmth and sophistication to the interior spaces. The professional kitchen is a culinary masterpiece, equipped with top-of-the-line contemporary features, including a Sub Zero side by side refrigerator, double ovens and a gas cooktop, making it an ideal space for both everyday cooking and entertaining. Custom drapery throughout the home adds a touch of sophistication and elegance to the interior spaces. The home also includes a private theater with theater seating and an Epson HD projection screen, providing the perfect setting for movie nights and entertainment. Multiple upgrades such as security cameras, Lutron dimmers throughout, built-in speakers in the primary suite show the thoughtfulness of the well designed spaces, adding a refined touch of luxury. Outside, the property has undergone significant improvements. The stunning outdoor spaces, which include multi-level decking, a screened gazebo and built in grill and kitchen food prep facilities, coupled with the private pier, provide the perfect backdrop for enjoying the waterfront lifestyle. Notably, this home is equipped with solar panels, offering eco-friendly energy solutions and reducing the environmental footprint along with a 2 car garage. Experience the epitome of waterfront living and indulge in the luxury of unobstructed water views from this remarkable residence with incredible amenities within reach including several country clubs (Cove Creek Country Club, Prospect Bay Country Club) and golf courses (Blue Heron Golf Course Queenstown Harbor Golf Prospect Bay), upscale waterfront dining establishments, yacht clubs (Kent Island Yacht Club, Corsica River Yacht Club) , marinas (Safe Harbor Narrows Point, Piney Narrows Yacht Haven, Wells Cove Marina, Kent Narrows Boat Club), equestrian trails (Price Creek Environmental Area/ Nemo Equestrian Trail Equestrian Trail at Conquest Preserve), local wineries and distilleries (Love Point Vineyards and Winery, Cascia Vineyards and Winery, Cult Classic Brewing, Ten Eyck Brewing Company, Big Truck Farm Brewery), and a variety of beaches, parks, and trails, including Cross Island Trail Terrapin Nature Park, Chesapeake Bay Environmental Center, Terrapin State Park, Ferry Point Park, Matapeake Clubhouse and Beach. The list goes on...Dont miss the opportunity to own this exquisite waterfront retreat in Grasonville. New AC System in place!

Bayview @ Kent Narrows - Waterfront Community - Renovated Contemporary Townhouse with Boat Slip - Located just over the Kent Narrows Bridge on Maryland's beautiful Eastern Shore this 3 Bedroom, 3.5 Bath Contemporary Townhouse with Garage awaits a very special buyer. Features beautiful NEW kitchen with gray shaker cabinets, granite counters and new stainless steel appliances, NEW Luxury Vinyl Plank flooring in the Living Room, Dining Area, Kitchen and Primary Bedroom. The Primary Bedroom is spacious and bright with vaulted ceilings, ceiling fan, double closet + walk-in closet and dressing area. Features a gorgeous NEW Primary Bathroom with luxury double shower with 2 shower heads, built-in niches, built-in benches and glass shower doors. There are 2 additional generous sized bedrooms & 2 additional Full Baths - one in the hall and one en suite to Bedroom 3. This spacious property offers you location to all the area Kent Island attractions, an assigned community boat slip + a storage lot for the off season and convenient access to Rt 50 going east or west. The community marina is at the far end of this private enclave of townhomes and you would launch into Muddy Creek which feeds directly into the Chester River. From there you are literally 5-10 minutes by boat to Red Eye Dock Bar, Harris' Crab House and the new Dock House Restaurant. The community marina has water and electric. The monthly condo fee includes use of the marina. It is on a community well, public sewer (no future septic headaches!) and NOT in a flood zone. That's a big WOW and gives you security and confidence your investment is solid. This is a true beauty and makes for a lovely year round or weekend home!

Welcome home to this custom-built waterfront home located in the sought-after golf community of Prospect Bay offering incredible boating access to Wye River and Chesapeake Bay, golf community pool and private club house & restaurant. Featuring 3/4 bedrooms, 2.5 baths, 3 fireplaces, spa inspired primary bath, granite counters, updated appliances and a 3-car garage. This home features large, oversized rooms and elevated deck overlooking the water and recently installed pier. Back on market with neutral updates throughout. Possible owner financing with 20% down, 7.5 financing with 7 year balloon to qualified Buyer

Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This incredible home boasts 1.5 bedrooms and one bathroom, perfect for weekend or monthly summer getaways. New vinyl flooring and fresh paint. Beautiful water views of the Jackson Creek and the majestic Chester River. Shed provides ample storage. Step outside onto the deck and enjoy your morning coffee or entertain for breakfast, lunch or dinner. Picture yourself lounging on the beach or embarking on thrilling adventures in your kayak or boat through the sprawling waterways of the area. If you're a paddle-boarder, the protected waters of the creek and river are an absolute dream! Indoors cool off with window air conditioners for personalized climate control. The "half bedroom" features 2 bunk beds and a window, while the primary bedroom offers ample space for a queen bed and includes a closet. Conveniently located just steps from the community beach, this community offers immediate access to a host of outdoor activities, from swimming and fishing to kayaking, paddleboarding, shuffleboard, basketball and tennis. The delightful community pool, hot tub and clubhouse provide the perfect place for social gatherings and community events. Don't let this opportunity slip away! Take the first step towards owning your slice of paradise in the Beach Harbor Camper Cooperative. Schedule a viewing today and prepare to experience the very best of waterfront living, all at an incredibly affordable price! Enjoy!

3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This campsite has a power, water and sewer connection on site and is ready to go for the upcoming camping season. This open campsite can be purchased separately or with the adjacent campsite (11F). Both lots back to the woods so they are very private. Call today for a private showing.

3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This camp site consists of a spacious 2 bed 1 bath manufactured home with large deck and multiple sheds. The adjacent lot is also available for purchase (13F) and is wide open for extra parking, water toys, or a space for your visiting guests to set up their camper. Both lots back to the woods so they are very private. Call today for a private showing.

REMARKABLE 21 ACRE WATERFRONT ESTATE WITH OVER 400' OF WATER FRONTAGE AND SEPARATELY DEEDED DEEP WATER SLIP IS INCLUDED, SLIP #16 AT THE FAR LEFT END OF PIER! APPROXIMATELY 6 CLEARED ACRES AND 15 WOODED ACRES. SPECTACULAR 3-STORY HOME WITH 4 LARGE BEDROOMS W/ENSUITE BATHROOMS. ATTACHED 2-CAR GARAGE AND A MONSTROUS DETACHED GARAGE WITH ROOM FOR 6 MORE CARS. PLENTY OF STORAGE. BEAUTIFUL, PRIVATE INGROUND GUNITE POOL. CALL LISTING AGENT FOR MANY MORE AMENITIES. GIVE 1-2 DAYS SHOWING NOTICE, PLEASE.

Seller is motivated to sell and is ready to move onto the next project. Seller will consider all offers. West facing waterfront to be built on Winchester Creek. Directly off of the Chester River at the head waters of Winchester Creek lies this 4+ acre private waterfront retreat (and it is a true retreat, NO-HOA). Fantastic water access provided by the boat ramp, pier, and partially bulk headed shore line that are already in place. By boat the world famous Kent Narrows is just minutes away, Rock Hall and Chestertown are just a short trip as well. Fishing is fantastic with the Chester producing some of the largest Catfish and Snakeheads on the shore, and all of the salt and brackish water fishing the Chesapeake has to offer. Winchester Creek offers calm sheltered waters to enjoy kayaking or paddle boarding. This is just one of the builders suggested home lot packages, prices will very based on options. If you have your own builder of are feeling brave and wish to DIY, the lot can be purchased for $589,000.00 call today for a private tour of the lot

Seller is motivated to sell and is ready to move onto the next project. Seller will consider all offers. West facing waterfront to be built on Winchester Creek. Directly off of the Chester River at the head waters of Winchester Creek lies this 4+ acre private waterfront retreat (and it is a true retreat, NO-HOA). Fantastic water access provided by the boat ramp, pier, and partially bulk headed shore line that are already in place. By boat the world famous Kent Narrows is just minutes away, Rock Hall and Chestertown are just a short trip as well. Fishing is fantastic with the Chester producing some of the largest Catfish and Snakeheads on the shore, and all of the salt and brackish water fishing the Chesapeake has to offer. Winchester Creek offers calm sheltered waters to enjoy kayaking or paddle boarding. This is just one of the builders suggested home lot packages, prices will very based on options. If you have your own builder of are feeling brave and wish to DIY, the lot can be purchased for $589,000.00 call today for a private tour of the lot

3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This camp site consists of 2 lots. One holds the spacious 2 bed 1 bath manufactured home with large deck and multiple sheds, the other adjacent lot is wide open for extra parking, water toys, or a space for your visiting guests to set up their camper. Both lots back to the woods so they are very private. Call today for a private showing.

3 Season living at its finest. Welcome to Beach Harbor your home away from home. This water front camper cooperative has all the amenities you will need to enjoy the spring summer and fall months. By boat or by car it is just minutes to the world famous Kent Narrows. Waterfront is on Jackson Creek and the Chester river, some of the best fishing the Chesapeake has to offer. This site offers a large (approx. 850 sqft) ranch style manufactured home, on one of the larger more private E lots. 1 bedroom 1 bathroom plus a large eat in kitchen and a nice sized living room will provide plenty of space to sleep when not enjoying all the outdoor amenities. There is a very large private deck out back with a fenced in yard. Home will come fully furnished. Whether your looking for a base camp for fishing, a beach house that's not crazy$$$, or just want an inexpensive getaway on the shore Beach Harbor is the place for you. Call today for a private tour.

Totally rehabbed in the past few years. Amazing opportunity for a mechanic who wants to work from home. 24x22 garage with lift, compressor, engine lift etc. Live in house, work from the garage Lots of options here for the right buyer. Only 2 existing bedrooms now but the 2nd floor has the potential for a large 3rd. bedroom for the creative renovator.