466 houses for sale in Grasonville

Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the outlets, all just minutes from the Bay Bridge. This beautifully updated home delivers the best of Eastern Shore living with 259' of waterfront, a community pier, a school district ranked #7 among the Best School Districts in Maryland, and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water effortless. The water views and natural wetlands of Winchester Creek offer sunsets, privacy and abundant birdlife. A mowed path leads to water's edge for kayak and paddleboard launches. This home features more than 4,400 square feet on three finished levels, with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim w

Enjoy broad water views and spectacular sunsets from this beautifully situated 1.02-acre waterfront property, with water views enjoyed throughout much of the home. Designed for comfortable one-level living, this spacious residence offers 4 bedrooms, 3.5 baths providing 3,137 square feet of living space. The bright kitchen features a skylight, center island with seating, and an open layout connecting seamlessly to the family room with fireplace. The waterfront primary suite takes full advantage of the views and includes a large walk-in closet, private bath with soaking tub, walk-in shower and dual vanities, plus primary has direct access to a semi-private deck. An additional guest bedroom features its own ensuite bath. Oversized 2 Car Garage. Outdoor living is a highlight, with a swimming pool, deck with awning, patio, generous backyard, riprapped shoreline, and a new pier completed in 2026, Roof New in 2021. This property offers an ideal setting for relaxing, entertaining, and enjoying

Located in the waterfront community of Prospect Bay, residents enjoy golf, swimming pool, boat ramp, tennis courts, and a clubhouse with restaurant. Welcome to this much-loved home, beautifully situated on 1.03 acres with sunset water views on one side and golf course views on the other. Quality built with 2x6 construction, the home features hardwood flooring, Andersen windows, and abundant natural light. The kitchen offers maple cabinetry, a center island, table space, and an open layout connecting to the family room with fireplace and efficient wood-burning insert. Separate living and dining rooms feature bow windows showcasing the water views. A main-level fourth bedroom with built-ins currently serves as a home office. Upstairs, the spacious primary suite features water views, a large bath, and generous walk-in closet, along with two additional bedrooms and a full bath. Enjoy a screened porch overlooking the golf course, a 16' x 12' Amish-built shed, and an oversized two-car garage

Welcome to 452 Timber Lane in Grasonville! This inviting 3-bedroom, 2-bath home offers comfortable living spaces along with a unique converted garage that provides additional finished space perfect for entertaining, relaxing, a home gym, game room, or whatever best fits your lifestyle. Step outside and enjoy the nice backyard, offering plenty of room for outdoor entertaining, gatherings, play, or simply relaxing and enjoying your own outdoor space. With its flexible layout, additional finished space, and inviting yard, this home offers plenty of opportunity to make it your own. Come see all that 452 Timber Lane has to offer!

Welcome home to 120 Pathfinder Circle in Perry's Retreat! Built in 2023 and meticulously maintained, this 4. Bedroom, 3.5 bath home offers approximately 3,010 sf of beautify designed living space, where thoughtful upgrades, custom touches, and everyday functionality come together. From the moment you walk in, the attention to detail is impossible to miss. The main level showcases a stunning three-sided fireplace topped with a custom walnut mantel. An eye catching centerpiece that makes the living space feel warm, inviting, and distinctly your own. The kitchen is made for gathering, cooking and entertaining, featuring two ovens and custom. Made pendant lighting that adds both function and personality. Throughout the home, an upgraded Craftsman trim package recessed lighting, luxury vinyl plank flooring, and ceiling fans in every room create a polished, comfortable feel. With Ethernet wiring throughout, this home is ready for everything from work from home days to movie nights and stream

Discover the perfect blend of modern elegance and comfort in this stunning Colonial-style home located in the desirable Perry's Retreat. Built in 2024, this residence boasts a pristine condition and an array of features designed to enhance your lifestyle. Step inside to find an inviting open floor plan that seamlessly connects the gourmet kitchen, dining area, and family room, creating an ideal space for entertaining and everyday living. The kitchen is a chef's dream, equipped with upgraded countertops, a double oven, built-in microwave, and ample pantry space. With four generous bedrooms and 2.5 baths, this home offers plenty of space for relaxation and privacy. The upper floor laundry adds convenience to your daily routine, while the elegant luxury vinyl plank flooring and tasteful window treatments throughout elevate the aesthetic. Outside, the property features a well-maintained exterior with sidewalks and a concrete driveway leading to a two-car attached garage, ensuring ample par

Welcome to Perrys Retreat, where spacious living meets modern comfort and Eastern Shore charm! *. Built in 2023, this pristine Ryan Homes Lehigh model offers the. *largest floor plan in the community*, featuring over 3,000 square feet of beautifully designed living space, five bedrooms, two-and-a-half bathrooms, and an exceptional open-concept layout. The heart of this home is its expansive main living area, thoughtfully designed for both everyday comfort and effortless entertaining. The open floor plan seamlessly connects the kitchen, dining, and gathering spaces, creating a bright and inviting atmosphere. The spacious kitchen features an oversized center island that serves as the perfect gathering spot for casual meals, entertaining guests, or simply enjoying time together. With generous room to spread out, this main level is truly an entertainers dream! Adding to the home's versatility is a main-level bedroom, ideal for guests or multigenerational living, along with a separate flex

Come experience the relaxed, resort-style lifestyle of Prospect Bay, one of the Eastern Shores most desirable golf course communities. Spend your days enjoying the 18-hole championship golf course, relaxing by the community pool, playing tennis or pickleball, or heading out on the water. Prospect Bay offers a community boat ramp and marina with access to navigable waters leading to Eastern Bay, putting St. Michaels, Kent Narrows, Annapolis, and other Chesapeake Bay destinations within reach by boat. Meet friends for dinner or drinks at the clubhouse restaurant, visit the pro shop, or take part in the communitys active social calendar. Ideally located on Marylands Eastern Shore, Prospect Bay offers a wonderful combination of golf, boating, recreation, and communityall just minutes from the Chesapeake Bay Bridge, approximately 25 minutes from Annapolis and one hour from BWI Airport. Set within this exceptional community, this beautiful custom home enjoys a prime setting overlooking the 1

Grasonville. Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades

This is not your average rancher! Welcome to 119-A Rebel Road in Grasonville, featuring a hard-to-find detached two-car garage with A/C and room for a woodstove. This renovated 3-bedroom, 2-bath home sits on nearly half an acre with space for boat storage. Pictures coming soon! Enjoy a huge eat-in kitchen with brand-new stainless appliances, XL sink, new fixtures, lighting and flooring. Fresh paint, new carpet, upgraded baths, and an owners suite with private bath and walk-in closet. Peaceful rural setting near waterfront parks, beaches, trails, kayaking, boating, restaurants and shopping

Open daily by appt. Space, comfort & location! (NOTE: Pictures with furniture are virtually staged). You really can have it all! Welcome to 336 Timber Ln in Grasonville! This well-maintained two story colonial offers 4 bedrooms, 2.5 bathrooms, and a 2 car garage, all just minutes from Kent Island and the Chesapeake Bay Bridge. An ideal location for an easy commute while enjoying everything the Eastern Shore has to offer! Inside, youll find a spacious, inviting layout with a well sized kitchen featuring a breakfast bar that opens to the family room and sunroom. Picture cozy evenings by the fireplace as the temperatures drop! The sunroom adds even more flexible living space, perfect for a breakfast nook, additional seating, or simply enjoying the natural light. Upstairs, the spacious primary suite features a large walk-in closet and private bath with dual sinks, a soaking tub, and a separate water closet. Three additional bedrooms, a full hall bath, and multiple closets provide plenty of

Welcome to 125 Forest Road in Grasonville! This beautifully fully remodeled home is move-in ready and offers modern updates throughout. The brand-new kitchen features fresh finishes and updated amenities, while the newly renovated bathrooms add style and functionality. Major improvements include a new HVAC system, new roof, new well, and refinished floors, providing both peace of mind and lasting value. Tucked away on a quiet cul-de-sac, this home offers a peaceful setting while remaining conveniently located near Route 50 for an easy commute and access to shopping, dining, and recreation. Located in a desirable area with access to good schools, this extensively updated home is an excellent opportunity for buyers looking for comfort, convenience, and a truly turn-key property

Custom Home with In-Ground Salt Water Pool, Private Backyard & Detached, Heated and Cooled Studio/Office in Greenwood Community. Discover the distinctive charm of this custom-built home in the sought-after Greenwood Community of Grasonville. Providing four bedrooms, and three-and-a-half. Bathrooms, this home combines thoughtful craftsmanship, architectural character, and inviting indoor-outdoor living. Step inside to a light-filled, open layout highlighted by a dramatic two-story family room, soaring ceilings, expansive windows, and an impressive stone fireplace. Hardwood floors, crown molding, decorative leaded-glass windows, rounded wall corners, and distinctive lighting add character throughout. The spacious kitchen features granite counter tops, a generous center island, under-cabinet lighting, and stainless steel appliances, including a double-oven range and beverage cooler. The adjoining dining room overlooks the backyard, creating a welcoming setting for everyday meals and enter

Grasonville. This 2 Bedroom duplex has been completely remodeled. New stainless-steel appliances, granite counter tops, luxury vinyl floor throughout. Nice back yard fenced with also a shed for storage. One level living with separate laundry room with access to backyard to deck and fenced. Call today for your showing

Just reduced $101k! Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functi

Priced to sell. Rare opportunity. Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful Golf Course Views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida (or four seasons) room, creating an ideal layout for everyday living and entertaining. Upstairs, youll find four generously sized bedrooms, including a spacious primary suite with tray ceiling,

Highly motived sellers enjoyed Prospect Bay and want you to as well-they just reduced again making it super attractive. Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchen/dining area, perfect for gatherings that can flow outside to the new expanded deck. With one bedroom, full bath and living room on lower level it could be the perfect in-law suite or college student apartment. Enjoy the serene 1.22-acre corner lot with firepit, trees perfect for hammock, backing to mature trees, offering a peaceful views. The community amenities include a pool, golf course, marina, community pool, tennis & pickleball courts and playgrounds, fostering a vibrant neighborhood spirit. Enjoy easy access to the Prospect Bay sanctuary for boating and fis

Tenant occupied, income producing two unit property in downtown Grasonville now available! The front house (B) rents for $1200 per month to a month to month tenant. The house (B) has 3 bedrooms and 2 baths. The 2 bed 1 bath second floor garage apt rents for $1378 per month to month to month tenants. All tenant spay their own utilities

Enjoy easy one-level living in the highly desirable Prospect Bay community at 12 Greenwood Shoals. Set on just over an acre, this inviting three-bedroom, two-bath home offers the convenience of having all of your main living spaces on one level, paired with a peaceful setting in one of Grasonvilles most sought after golf and waterfront communities. Inside, a functional floor plan creates comfortable spaces for everyday living and entertaining with an open concept living room and kitchen that opens up to a large deck overlooking the backyard. The primary suite has a large closet and the two additional bedrooms offer plenty of space for guests or a home office. An oversized two-car garage offers exceptional additional space with room for storage, a golf cart, kayaks, canoes, or other outdoor gear. Perfectly suited for the Prospect Bay lifestyle. A newer gutter system adds another thoughtful update to the home. Outside, the spacious fenced backyard is surrounded by mature trees, providing

Classic Colonial Overlooking the Golf Course in Prospect Bay. Brand new roof! Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The spacious primary suite offers a peaceful retreat with a walk-in closet and private bath. A three-car garage provides ample storage and convenience. Step outside to your private backyard oasis, where a heated swimming pool, expansive deck with a covered awning, and sweeping golf course

Welcome home to this beautifully maintained and fully updated 3-bedroom home, just 8 years young! Featuring like-new systems and roof, this home offers modern comfort and peace of mind. A 4-foot bump-out provides additional living space, while the upgraded kitchen boasts stainless steel appliances and sliding glass doors leading to a spacious 12x20 composite deckperfect for entertaining. Enjoy outdoor living with an above-ground pool, fully fenced backyard with white vinyl privacy fencing, and a crushed stone patio that leads to a cozy fire pit area. The long gravel driveway and oversized two-car garage offer ample parking and storage. Inside, youll find a spacious primary bedroom with a private full bath, plus an additional family room on the lower level with a convenient half bathideal for extra living space, guests, or a home office. Perfectly maintained from the front door throughout, this hidden gem is conveniently located near Route 50, making it an excellent choice for commuters

New Construction, Ready September, this new home features 4 bedrooms, 2.5 bathrooms, and the builders highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility. The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen features granite countertops, white shaker cabinets, stainless steel appliances, and a large breakfast bar, seamlessly connecting to a bright and airy sunroomperfect for casual dining and entertaining. The spacious family room offers a cozy retreat for relaxing evenings. A stylish mudroom with a barn door and built-in bench leads to the attached 2-car garage. Upstairs, the owners suite includes a spacious walk-in closet and a spa-inspired bath with double vanities. Three additional bedrooms and a full hall bath offer plenty of room for family or guests. The third-floor Sky-Basement is fully fini

Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

Beautifully maintained home tucked away in a small enclave of just 46 homes, conveniently located just off Route 50 in Grasonville. This spacious property offers a 2-car garage complete with a utility tub and whole-house water softener system. Major updates provide peace of mind, including a newer roof and HVAC system. The crawlspace features a dehumidifier and sump pump for added efficiency and protection. Step outside and enjoy your private backyard retreat featuring a deck, patio area, fire pit, hot tub, sunshade awning, storage shed, and fully fenced yardperfect for entertaining or relaxing. Inside, the kitchen is designed for gathering with abundant cabinet and counter space, a custom island, granite countertops, and an open, functional layout. The main level features LVP flooring, an updated powder room, spacious living room with a cozy wood-burning stove, dining area, and dedicated office/flex space. Upstairs youll find four generously sized bedrooms and an updated hall bath. Th

Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds bo

Some homes are simply places to live. This is a lifestyle. Welcome to 228 Prospect Bay Dr W, an exceptionally maintained and thoughtfully updated home where beautiful water views, resort-style outdoor living, and the coveted Prospect Bay community come together in one unforgettable property. From the moment you arrive, the setting makes an impression. Mature landscaping, a gracious exterior and glimpses of the water create a sense of arrival that feels distinctly Eastern Shore. Step inside and youll quickly see that this home has been meticulously cared for and intentionally improved, blending timeless coastal character with sophisticated, modern updates. Hardwood floors extend throughout both levels, while custom trim work, designer wall treatments, updated lighting and carefully selected finishes give each space its own personality. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring new countertops and backsplash, an enhanced island with

Reduced! Discover the desired WATERFRONT Chester River Beach Community! Just one block from the Boat landing with boat ramp, boat slips, playground, beach, pavilio, picnic area and kayak storage! This one level Rancher boasts 1,593 sqft. Of living space and features an open floor plan. The large kitchen boasts an eat-in area with plenty of room for a large dining table for all to gather! The heart of the home is the cozy wood stove, creating a warm atmosphere in the family room. Enjoy three spacious bedrooms and two full baths, which includes the ensuite bath in the primary! Step outside to your huge backyard and enjoy nights under the stars or unwind and grill dinner in your own little courtyard! One car garage is perfect for storage along with an extensive driveway for ample parking. Just take a very short stroll to the community landing and indulge in fishing, crabbing, kayaking or simply soaking in the tranquil views and the BEST SUNSETS! NEW Furnace'24, NEW Hot Water Heater'25, NE

New price a great opportunity in prospect bay! Offering approximately 2,850 square feet of living space, this contemporary presents an opportunity to enjoy the Prospect Bay lifestyle at an attractive price point. Available for the first time since 1999, this well-loved home is ready for its next chapter. The spacious family room features a brick fireplace, cathedral ceiling and triple sliders opening to the deck and backyard. The kitchen offers lovely cabinetry, generous counter and storage space, and plenty of room for casual dining. Two bedrooms are conveniently located on the main level, along with a separate dining room and dedicated mudroom with laundry. Upstairs, the spacious primary suite offers privacy, while a loft overlooking the family room provides flexible space for a home office, sitting area, or additional living area. Oversized 2-car garage, plus deck overlooking the backyard. Located in Prospect Bay Golf & Country Club, where residents enjoy golf, swimming pool, tennis

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank