WATERFRONT VILLA! See your 40' deeded deep-water boat slip (M1PB03-near tennis courts) from your deck! Welcome to the peaceful, gated community of Oyster Cove.The western exposure of this 1-level condo has beautiful sunsets night after night! It is situated on a protected marina and is near the pool! This first floor 2-bedroom , 2bath unit is completely updated with a contemporary design and boasts 9' ceilings and angled walls for your pleasure. The great room features 40' of floor-to-ceiling windows with attractive valence, bright, OPEN floor plan, wains coating, & crown molding. TV and fireplace with electric insert. Gorgeous country kitchen has side-by-side refrigerator, breakfast bar with 3 bar stools, pantry, lighted cabinets and Corian counters. The spacious primary suite includes a double vanity, W-I closet and W-I shower. The 2nd bedroom could be used as a home office or den. The large waterside deck has ample seating plus a storage closet. Luxurious clubhouse has been recently refurnished and features state-of-the art gym w/TV, handsome fireplace, full kitchen and monthly socials - a great opportunity to meet your neighbors! Holiday parties, game nights and "Oyster Talks" are also available for your entertainment. Enjoy a morning stroll on the 1.5 mile walking path along the water or a dip in the salt-water pool. The pool opens at 6AM so you can enjoy a swim before the heat of the day. There are multiple outdoor activities including tennis/pickleball, kayaks, jet skis and a dog park. Walk to 5 restaurants! Near 38-mile Cross Island Trail - great for biking, jogging, dog walking, etc. 1-YR WARRANTY! CHANGE YOUR ADDRESS AND CHANGE YOUR LIFESTYLE!
Contemporary home in Prospect Bay offering approximately 2,850 square feet of living space and available for the first time since 1999. Features 3 bedrooms, including 2 on the main level, and 2.5 baths. The family room includes a fireplace and triple sliders leading to the deck. Spacious primary suite. Loft overlooking the family room, ideal for a home office, sitting area, or additional living space. Separate dining room and dedicated mudroom with laundry. Complete with a 2-car garage and deck overlooking the backyard. Located in Prospect Bay Golf and Country Club. Club amenities include: golf, a swimming pool, boat ramp, tennis courts and a clubhouse with restaurant.
Are you looking for the perfect weekend summer house? Look no further! Welcome to 194C Beach Harbor conveniently located in Grasonville. Beach Harbor is a Co-Op RV Resort located right on the water packed with all the amenities you need. Community boat ramp, private beach front area, private pier, volley ball court, shuffle board, community pool and hot tub, club house and so much more. Imagine a weekend home away from home where you can escape the hustle and drive around on your golf cart eating crabs on your front porch overlooking the bay. Pool parties where you don't have to clean the pool or lift a finger! Pop the boat in at the ramp, or launch your kayak right from the beach which is only steps from your front door. This is a doublewide with a newly remodeled sunroom. Trailer is 12X33, attached sunroom 12X32. It has 2 bedrooms, 1 bath, new W/D. Large private driveway big enough for a boat or 3+ cars. Front deck comes with a screened room or remove it for unobstructed water views. Covered back deck has storage shed & boot box. Kitchen appliances are new and this home has been very well maintained and updated every year. Central heat and AC work great and the space is cozy and clean. This is a gated community which is open from mid March and closes the week after Thanksgiving. Community facilities include bathhouse w/showers, laundry, 2 pavillions, beach area, pier, boat launch, tennis court, pickleball, basketball, volleyball, 2 playgrounds. Great community with fun activities for the family like bingo, pig roasts, fireworks, and so much more! If you are looking for a summer spot that wont break the bank you could start enjoying right now! Yearly dues already paid for 2026, and this can come furnished so move right in and start your summer living! See attached disclosures for more details
Welcome to 123 Pixie Court at Perry's Retreat, where this beautifully upgraded Hudson model offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT backing to the woods. This home presents a rare opportunity to own one of the community's most desirable models on a premium lot on 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 flex room offers endless possibilities as a playroom, guest room, second office, 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 throughout the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a fully fenced backyard overlooking mature woods, creating a private setting for relaxation and entertaining. The outdoor living space includes a large hardscaped patio. Community amenities include a playground, open green space, neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!
Welcome to 350 Prospect Bay Drive, where space, flexibility, and lifestyle come together on a private 1+ acre lot in the sought-after Prospect Bay community. This beautifully updated 5-bedroom, 3.5-bath home offers over 2,700 square feet of living space and features a rare layout with two primary bedroom suites - ideal for multigenerational living, extended guests, or private owner retreats. Step inside to find a bright and open interior highlighted by cathedral ceilings and a thoughtfully refreshed design. The home features extensive updates throughout, including luxury vinyl plank flooring across the main living areas, updated kitchen cabinetry and a full suite of upgraded appliances including GE refrigerator, double wall oven, Bosch dishwasher, and range hood. Additional interior improvements include a renovated hall bath with new tile flooring, vanity, and fixtures, refreshed primary suite spaces, new ceramic tile in the foyer and hallway, and updated electrical throughout. A versatile bonus/office space has been fully renovated, offering flexibility for today’s work-from-home lifestyle. Major system and structural updates provide peace of mind, including a new HVAC system, updated gutters and downspouts, and newer chimney liner. The architectural shingle roof is approximately 10 years old. Outside, enjoy your own private retreat with a recently renovated Sylvan concrete pool and paver patio, enhanced landscaping, new fencing, and a spacious yard surrounded by mature trees for privacy. The home’s exterior has been freshly painted and enhanced with new storm doors, lighting, garage door, and improved front walkway, creating strong curb appeal. Conveniently located just minutes from the Bay Bridge, this home offers an easy commute to Annapolis, Baltimore, and Washington, D.C., while providing the peace and lifestyle of Maryland’s Eastern Shore. A rare opportunity to own a spacious, move-in-ready home with extensive updates and resort-style outdoor living in one of Grasonville’s most desirable communities.
Open house this Sunday, June 28th 1:30pm-3pm! Please join us!! Five bedrooms, move-in ready condition, a hot tub, and an incredible Eastern Shore location—all for under $600,000!! Experience the best of Maryland’s Eastern Shore lifestyle in this beautifully maintained 5-bedroom home, perfectly situated in a quiet cul-de-sac just minutes from the water. Whether you’re launching the boat for a day on the Chesapeake, exploring nearby trails, grabbing coffee at the beloved Dessert First Dockside Coffee, or enjoying fresh local seafood at one of the area’s waterfront restaurants, you’ll love having it all right at your fingertips. Inside, you’ll immediately appreciate how exceptionally well cared for this home is, it feels almost new!!! Fresh updates include brand-new carpet and newly painted living spaces, creating a clean, bright, move-in ready feel throughout. The spacious kitchen features updated countertops, propane cooking, and an island that opens to the heart of the home. Gather around the cozy pellet stove in the family room or retreat to the versatile third-floor bonus space, perfect as a 5th bedroom, home office, playroom, guest suite, or whatever fits your lifestyle. Step outside to your own private retreat, complete with a spacious patio and hot tub ideal for relaxing or entertaining. Private driveway with additional overflow and guest parking available!!! With generous living space, thoughtful updates, and an unbeatable location just minutes from marinas, boat ramps, waterfront dining, and the Bay Bridge, this home delivers everything buyers love about Eastern Shore living, without sacrificing convenience. You won't want to miss this one!
OPEN HOUSE Saturday 6/27 11am-1pm. Enjoy carefree WATERFRONT living in this Beautifully Updated first-floor condo in the sought-after Oyster Cove Community! Offering 3 bedrooms and 2 full bathrooms, this light-filled, one-level residence features an open floor plan designed for easy living and entertaining. Wide plank wood flooring flows throughout the main living areas, complemented by newer stone countertops, fresh interior paint throughout and new carpet in the bedrooms. The spacious living and dining areas open to a Waterfront Deck where you can relax and enjoy breathtaking Sunsets over Eastern Bay and The Narrows. The thoughtfully designed layout offers generous bedroom sizes and two updated baths. Recent exterior improvements include new siding and new windows. Oyster Cove residents enjoy an exceptional Waterfront lifestyle with access to two Marinas, Swimming Pool, two Tennis Courts, a walking/jogging path and a Clubhouse with a fitness room. Conveniently located within walking distance to many restaurants, coffee spots, ice cream parlors, shops and popular dock bars!! Hop on the Kent Island Cross Trail for a bike ride throughout the Island! Just minutes from the Chesapeake Bay Bridge, this is Eastern Shore living at its finest!
Much loved home sited on 1.03 acres offering sunset views over the water on one side and golf course views on the other. This spacious home features quality 2x6 construction, hardwood flooring, and Andersen windows that provide abundant natural light throughout. The kitchen measures approximately 19’ x 14’ and includes maple cabinetry, a center island, table space, and an open layout connecting directly to the family room. The family room features a fireplace with an efficient wood-burning insert and a wall mounted 77 inch LG OLED TV, about one year old. Separate living and dining rooms, both with bow windows, frame the beautiful water views. The main-level fourth bedroom includes built-in shelving and currently serves as a home office. The gracious primary suite features water views from a bow window, a large bath, and huge walk-in closet. Two additional good sized bedrooms and a full bath complete the upper level. The oversized two-car garage offers approximately 600 square feet with workshop space, pegboard walls, and extensive shelving. The blacktop driveway includes a large parking pad with room for up to six vehicles. Outdoor features include a screened porch overlooking the golf course and a 16’ x 12’ Amish-built shed designed to complement the home, complete with interior shelving. Additional features include a walk-in attic with shelving and extensive storage space, recently upgraded lighting, a built-in ironing board in the laundry area, and a Bruno stairlift on the wide staircase between the first and second floors, which can be removed if desired. Recent upgrades include new washer, dryer, refrigerator, microwave, dishwasher, and Trane heat pumps that are less than two years old.
Welcome to 336 Timber Lane, where comfort, space, and Eastern Shore convenience come together. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers over 2,100 square feet of living space designed for both everyday living and effortless entertaining. Inside, you'll find hardwood flooring, a cozy fireplace, generous living and dining areas, and an open layout that flows seamlessly from room to room. The spacious kitchen overlooks the family room, creating the perfect gathering space for family and friends. Upstairs, the primary suite offers a private retreat complete with an en-suite bath and walk-in closet, while three additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy your backyard oasis with space to relax, entertain, and enjoy all that Kent Island living has to offer. Located just minutes from the Bay Bridge, marinas, waterfront dining, shopping, and commuter routes, this home offers the perfect blend of small-town charm and everyday convenience.
Sellers have found home of choice. Welcome to the best value in Perry’s Retreat, where the first-ever resale of the sought-after Hudson model offers a rare opportunity to own a spacious, beautifully upgraded, and thoughtfully designed home located on a premier lot backing to the woods. The main level is designed for both comfortable everyday living and effortless entertaining, featuring an open-concept layout that seamlessly connects the living, dining, and kitchen spaces. This level also features a private office with French doors that creates the perfect work-from-home setup and an additional flex room offers endless possibilities as another office, playroom, guest space, or bonus room. The upgraded kitchen showcases quartz countertops, stainless steel appliances, an upgraded backsplash, and an extra wall oven, all overlooking the bright and inviting living room with a built-in electric fireplace. Upgraded LVP flooring throughout the main level adds style and durability. Upstairs, the spacious primary suite features a tray ceiling, two oversized walk-in closets, and a beautifully upgraded en-suite bathroom complete with dual sinks, a dual-head Roman shower, water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a fully fenced backyard overlooking the woods designed for relaxation and entertaining with a patio, retractable awning, mounted outdoor TV, and fire pit. Additional upgrades throughout the home include upgraded bathroom tile, upgraded lighting fixtures, storm door addition, and freshly painted interior. Community amenities include a playground, open field for activities, community social gatherings, and a soon-to-be-completed boat and RV storage lot (subject to availability). Perry’s Retreat is ideally located just over a mile from Route 50, providing convenient access to Kent Island, the Narrows, Annapolis, and Easton as well as commuter routes to Baltimore, Washington DC, and St. Michaels. Local shopping, dining, boat launches, golf courses, and more are all a short drive away. Directly across the street from the community is the Chesapeake Bay Environmental Center, where you can enjoy nearby hiking trails, kayaking, educational programs, and summer camps while embracing the best of Maryland’s Eastern Shore lifestyle. Schedule your tour today!
Rare opportunity to own TWO DEEDED BOAT SLIPS plus a jet ski lift. The slips convey with the property and are located on the nearby community dock maintained by the HOA—offering the perfect combination of boating convenience and low-maintenance waterfront living. Enjoy waterfront living on the shores of Winchester Creek, at the base of the Chester River in the sought-after waterfront community of Homeport. This exceptional residence with coastal flair offers sweeping water views, refined interior updates, and resort-style living designed to embrace Maryland's Eastern Shore lifestyle. Nestled on a beautifully landscaped homesite with direct water access, two deeded slips and a private natural shoreline, the property captures the beauty of waterfront living with peaceful views, ever-changing sunsets, and a seamless connection between indoor and outdoor spaces. Inside, more than 4,400 square feet of light-filled living space unfolds across three finished levels, where expansive windows frame the sparkling waterfront setting from nearly every angle. Curated upgrades including hardwood flooring, fresh interior paint, custom millwork and designer finishes create a relaxed luxury aesthetic throughout the home. The welcoming foyer is flanked by a cozy living room with fireplace and a formal dining room ideal for entertaining. Beyond, the foyer opens into a dramatic two-story family room anchored by an upgraded fireplace, soaring custom millwork surround and a waterside-wall of stacked windows that showcase breathtaking water views and fill the open plan home with natural light. Designed for everyday comfort and effortless entertaining, the gourmet kitchen has been beautifully updated with abundant cabinetry, a contrast center island in coastal blue with breakfast bar seating, quartz countertops, designer tile backsplash, pendant lighting, heated floors and ss appliances that are positioned to enjoy the waterfront backdrop at every meal. Multiple gathering spaces provide exceptional flexibility for modern lifestyles. An upper-level flex space serves perfectly as a reading lounge, hobby area, home office or secondary family room. The third floor features a wet bar, beverage cooler, and full bath, ideal for movie nights with surround-sound, game days, guest accommodations or multigenerational living. The main-level primary suite offers a luxurious retreat with peaceful water views, hardwood flooring, and a fully remodeled spa-inspired bath featuring Kohler fixtures, a sunlit soaking tub, glass-enclosed shower, designer tilework and walk-in California Closets. A second waterside ensuite bedroom on the main level also enjoys beautiful water views and a private bath. Outside, the serpentine paver walkway leads to an open front porch framed by two-story columns and custom coastal blue front door. The waterfront setting is a centerpiece of daily living where the waterside elevation includes a newly expanded dining deck, updated covered porch and grand stairs that lead to a comfortable backyard, side brick paver patio for grilling and professional planting areas create an outdoor retreat designed for relaxation and entertaining. Whether enjoying morning coffee overlooking the glistening water, afternoon siestas by the water, hosting sunset gatherings, heading out for water activities from the deeded boat slip from Homeport’s private pier, this property offers an exceptional opportunity to experience the very best of Eastern Shore waterfront living. Extensive recent improvements provide both comfort and peace of mind, including dual high- efficiency Bosch HVAC systems (2023 & 2024), a Rinnai Sensei tankless water heater, Honeywell smart thermostats on all three levels, whole-house water treatment and smart water management systems, updated baths with Kohler fixtures, ceiling fans, fresh interior paint, and professionally enhanced landscaping with regrading and privacy enhancements.
Estate Sale Opportunity in Grasonville, MD! 3 Bedrooms 2 Full Bathrooms Private Well & Public Septic . SOLD AS-IS, SELLER WILL MAKE NO REPAIRS. Don't miss this opportunity to purchase a single-family home tucked away on a quiet street in sought-after Grasonville, Queen Anne's County. This home sits on a spacious flat lot and has a detached 2 car garage. Buyer is responsible for all due diligence. Home will require major renovation to the floor structure of the home to include among other things floor joist, bandboard and sub flooring. !!! Inspection recommended !!!! Inspection for informational purposes Only. THERE ARE TWO SPOTS IN THE HOME THAT ARE MARKED WHERE THE FLOOR IS REALLY WEAK. BE EXTRA CAREFUL IN THOSE AREAS. ( LIVING ROOM AND BACK BEDROOM) Home is located in a quiet neighborhood with easy access to major highways, waterfront restaurants, public docks, and just a short drive to the Bay Bridge. Great opportunity to put your own vision and sweat equity in creating the home of your dreams or Great opportunity for a fix and flip or rental income generating property in a desirable area of Queen Anne's County.
LOCATION! LOCATION! LOCATION! A rare opportunity! Welcome to this sought-after WATERFRONT END townhouse with SPECTACULAR PANORAMIC VIEW! This southern exposure is ideal for watching the boats head toward St. Michaels, Oxford & Annapolis. Oyster Cove is a gated community with beautiful fountains at the entrance. Nothing soothes the soul like looking at gorgeous, blue water! Enjoy the outdoors from any of your 3 decks - front, rear & primary suite. OPEN floor plan with fresh paint throughout! Great room has hardwood floors, gas FP and spacious deck with electric, retractable awning & gate. Kitchen has Corian counters, window seat, backsplash, ss appliances, convection oven, breakfast bar, large refrigerator with freezer drawer at bottom and TV to enjoy while preparing your favorite dishes for your family and friends. Bonus room also features hardwood floors & an entertainment center with large TV - possible uses are an office/den/bedroom. A big plus for the first floor is a FULL BATH! 2nd floor has LVP flooring & laundry room. Primary suite offers a waterfront deck, large W-I closet, jacuzzi, W-I shower & spacious vanity. A guest bath serves the second and third bedrooms which have water views and wonderful light. Third floor loft has a great water view, carpet and may serve as a 2nd primary suite with bath. Great for guests/den/office with wonderful storage space! This townhouse has 4 FULL BATHS!!! Furniture on both decks included if buyer desires. 1-year WARRANTY. Beautiful clubhouse has been completely remodeled with new furniture, gym w/TV, kitchen for socials & rental occasions. Monthly get togethers & holiday parties are an opportunity to meet your neighbors. Take in the morning sun on the 1.5 mile waterside walking path. Also there are 2 marinas (1 in protected, deep water) with 100+ 35'-60' slips available to rent/buy. Take a dip in the salt-water pool, rent 1 of the 6 jet ski docks or play a game of tennis/pickleball. Storage is available for > 100 kayaks. Walk to 5 restaurants! Near 38-mile Cross Island Trail - great for biking, jogging, dog walking, etc. Pet-friendly community - check with HOA on breed restrictions. Only 20 minutes to Annapolis. Change your address & change your LIFESTYLE!
Welcome to your perfect Eastern Shore escape in the highly sought-after Beach Harbor Camper Cooperative! This is your opportunity to own a true waterfront lifestyle without the waterfront price tag. Located just steps from Jackson Creek with access out to the Chester River, this property is ideal for boating, kayaking, paddleboarding, or simply relaxing by the water all season long. Beach Harbor is known as one of the best-kept secrets on the Shore—a gated, amenity-rich community offering a private beach, boat ramps, marina access, pool, clubhouse, playground, and more. Whether you’re looking for a weekend getaway, summer retreat, or an affordable place to enjoy 3-season living, this community delivers. Spend your days on the water, your evenings with friends and family, and your weekends escaping the stress of everyday life. With easy access on and off Kent Island and just a short drive from the bridge, this location makes getting away effortless. Properties like this don’t come around often—especially with limited availability in Beach Harbor. Don’t miss your chance to own your own slice of the Eastern Shore lifestyle.
You are going to love this stunning custom home overlooking the 10th green in the prestigious Prospect Bay community. Offering over 3,000 square feet, this beautifully designed residence provides 4-5 bedrooms and has a perfect floor plan. Thoughtfully designed and architecturally pleasing, offering a dramatic two-story foyer, tray and vaulted ceilings. The kitchen is bright and features abundant cabinetry, an island, pantry, morning room, plus there is a separate dining room. The family room is open to the kitchen and showcases bamboo flooring, a gas fireplace, built-ins, and offers access to the deck and backyard. The spacious primary bedroom includes a lovely private bath complete with soaking tub, dual vanities and a walk in shower plus a large walk-in closet. There are 4 additional bedrooms, one of them is located on the main level. Dedicated laundry room on main level too. Barbeque on the large deck or enjoy crabs in the screened gazebo, a winning combination for enjoying the Eastern Shore lifestyle. Large parking pad plus a 3 Car Garage! All on 1 acre. Both heat pumps replaced in 2021. Crawl space encapsulated in 2025. Residents enjoy Prospect Bay’s resort-style amenities, including an 18-hole championship golf course, marina, clubhouse restaurant, pool, tennis and pickleball courts, driving range, pro shop, and vibrant social calendar. Ideally located on Maryland’s Eastern Shore just minutes from the Chesapeake Bay Bridge, this home offers the perfect blend of golf, waterfront recreation, and relaxed coastal living.
Welcome to Perry’s Retreat, an exquisite coastal-inspired community in the heart of Grasonville, where luxury living meets the charm of the Chesapeake Bay lifestyle. Built by Ryan Homes, this stunning Craftsman-style residence showcases exceptional curb appeal with a covered front entry, handsome stone accents, classic siding details, and a spacious two-car garage, creating a warm and timeless first impression. Inside, a spacious and welcoming foyer sets the tone for the home’s thoughtfully designed interior. Nearby, elegant French doors open to a versatile flex room, perfect as a private home office, formal dining room, or optional guest bedroom. Beautiful luxury vinyl plank flooring spans the main level, complemented by recessed lighting throughout the home and plush carpeting upstairs for added comfort. The thoughtfully designed open floor plan is anchored by an extraordinary great room and show-stopping chef’s kitchen that truly define the heart of the home. Designed with impeccable attention to detail, the gourmet kitchen features crisp white cabinetry beautifully contrasted by a striking navy center island, a stunning blue herringbone tile backsplash, and premium Wolf appliances including an induction cooktop and M Series double wall ovens. A custom coffee station with pull-out drawers and pocket doors offers both convenience and seamless style, while the floor-to-ceiling pantry with pull-out storage provides exceptional organization. The oversized island with breakfast bar seating and adjoining dining area flow effortlessly into the spacious family room, highlighted by a dramatic floor-to-ceiling board and batten accent wall with a 50” Dimplex linear electric fireplace. The main-level primary suite is a luxurious retreat featuring a coffered ceiling, expansive walk-in closet, and spa-inspired ensuite bath with dual vanities and a beautifully appointed walk-in shower. A second sunny main-level bedroom is conveniently served by a full hall bath with a tiled tub/shower combination. Upstairs, flexible loft space offers endless possibilities for a media room, family room, hobby space, or playroom. An additional bedroom featuring custom millwork headboard detailing capped off with a picture shelf, and a spacious walk-in closet provides both charm and functionality. A third full bath and a large storage room complete the upper level. Outdoor living is equally impressive. Step from the dining area onto the covered patio, ideal for relaxing evenings, entertaining, and cookouts overlooking the beautifully landscaped, fully fenced backyard. Stone garden beds, dual side gates, privacy vinyl fencing, and a 10x14 storage shed add both beauty and functionality to the outdoor space. Perry’s Retreat offers the charm of a quaint, thoughtfully designed neighborhood complete with sidewalks, classic lamppost lighting, beautifully maintained green spaces, and a neighborhood park with playgrounds that create a warm and inviting community atmosphere perfect for evening strolls, outdoor recreation, and connecting with neighbors. Perfectly situated in Grasonville, a picturesque Chesapeake Bay waterfront town known for its proximity to the Kent Narrows marinas, waterfront dining, boutique shopping, and coastal charm, Perry’s Retreat offers an unmatched lifestyle. Enjoy the peaceful beauty and Eastern Shore tranquility of a bucolic waterfront setting while being just a hop, skip, and a jump across the Bay Bridge to Annapolis in approximately 15 minutes, with convenient commuting access to both Washington, D.C. and Baltimore. This exceptional location truly offers the best of both worlds, an idyllic Eastern Shore lifestyle paired with effortless access to all the conveniences and opportunities of Maryland’s Western Shore.
Tucked away in a peaceful community on the Chesapeake Bay, this 2 bedroom, 2.5 bathroom townhouse with a loft offers the perfect mix of comfort, charm, and bay living. Situated on a desirable corner lot, the home features beautiful hardwood floors, a spacious kitchen with plenty of room to cook and gather, and a cozy fireplace that makes the living space feel warm and inviting on a winter day. **Boat Slip Included & Dredging has been started!** Step outside onto the large deck and take in the views — the perfect spot for morning coffee or relaxing evenings by the Bay. The loft adds extra flexible space for a home office, guest area, or additional lounge space. Residents also enjoy access to a private community pool, making it easy to enjoy everything this lifestyle has to offer.
First Time Offered on the Market - Welcome to this beautifully maintained, custom-built Colonial located in the highly sought-after Greenwood Community. Nestled on a quiet cul-de-sac on Rilian Court, this exceptional home offers the perfect blend of comfort, privacy, and timeless charm. Proudly owned and meticulously cared for by the original owners, this move-in-ready residence showcases quality craftsmanship throughout. Enjoy peace of mind with a brand-new roof just installed, adding significant value and curb appeal. Enjoy outdoor living in the large, fully fenced backyard featuring a spacious deck overlooking a serene wooded area—perfect for relaxing or entertaining. Step onto the inviting front porch and into a two-story foyer. The main level features a bright and open layout, including a living and dining area that flows seamlessly into the kitchen with a breakfast bar. The sunny breakfast area opens directly to the deck and overlooks the backyard, while the expansive family room offers a cozy gas fireplace. Upstairs, the spacious primary suite boasts two walk-in closets and a luxurious en-suite bath—your own private retreat. Three additional generously sized bedrooms, a full hall bath, and a conveniently located laundry room complete the upper level. Residents of Greenwood Community enjoy fantastic amenities, including a large playground, pavilion, sports field, and boat/RV storage. Whether you're looking for spacious living, a desirable neighborhood, or a home that has been lovingly maintained from day one, this Greenwood gem is a rare opportunity you won't want to miss.
Luxury Waterfront Living in a Gated Community SELLER OFFERING TO PAY CONDO FEES FOR FIRST YEAR AT CLOSING with acceptable offer/contract. Enjoy the best of waterfront living in this beautiful gated community, perfectly situated between the Chester River and Safe Harbor Marina. This stunning home offers breathtaking water views and an open, airy floor plan designed for both relaxing and entertaining. Inside, you'll find rich hardwood floors and spacious bedrooms, each featuring its own private bath and walk-in closet, offering comfort and privacy for everyone. The upgraded kitchen boasts high-end appliances, including a wine fridge, making it perfect for hosting. Step outside to the two rear decks, both equipped with remote-controlled screens, allowing you to enjoy the incredible views in comfort any time of day. Neighborhood has a living shore line and 3 piers. Additional highlights include: • Cozy fireplace for chilly evenings • Jetted soaking tub for spa-like relaxation • Condo association will be putting a fresh coat of paint on the exterior in May • New roof • 2 car garage • Tankless water heater * New washer and dryer • Located just 20 minutes from Annapolis This exceptional home combines luxury, comfort, and unbeatable waterfront scenery—truly a must-see! And so much more!
This charming ranch-style home in the desirable Prospect Bay community offers a perfect blend of comfort and elegance. With 4 spacious bedrooms and 3 full baths, the traditional floor plan features a cozy family room off the gourmet kitchen, ideal for gatherings. Enjoy upgraded countertops and a pantry, complemented by modern stainless steel appliances and huge center island. The large 3 Season room offers great flex space and views of the course. Enjoy the benefits of a tankless hot water, too! Step outside to a serene 1.01-acre lot with a rear yard, perfect for outdoor activities. The expansive deck invites you to relax while taking in stunning views of the nearby golf course. Community amenities include a refreshing pool and easy access to Prospect Bay, where you can enjoy canoeing, kayaking, and fishing. Conveniently located less than 10 miles from the airport, this home also boasts an oversized attached garage and ample driveway parking. Experience the warmth of this inviting residence, where every detail is designed for comfort and enjoyment.
Welcome to 612 Pathfinder Circle in Perry’s Retreat — where modern style, everyday comfort, and Eastern Shore living come together beautifully. Built in 2024, this nearly new 4-bedroom, 2.5-bath home offers the advantage of new construction without the wait, stress, or added upgrade costs. Step inside to discover a bright, open-concept floor plan designed for the way people truly live today. The spacious kitchen flows effortlessly into the dining and living areas, creating the perfect setting for entertaining guests, hosting holidays, or simply enjoying everyday moments at home. Natural light pours throughout the home, giving every space an airy and inviting feel. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite designed for comfort and relaxation, along with the convenience of second-floor laundry exactly where you need it most. Outside, enjoy your fully fenced backyard retreat complete with a covered patio/gazebo — ideal for summer evenings, morning coffee, cookouts, or simply unwinding after a long day. The attached two-car garage and thoughtfully designed layout add both functionality and convenience. Perry’s Retreat offers a welcoming neighborhood feel with sidewalk-lined streets, a community tot lot/playground, and spaces to enjoy walks, bike rides, and outdoor living. Conveniently located just minutes from the Chesapeake Bay, Chesapeake Bay Environmental Center, shopping, dining, marinas, and Route 50, you’ll enjoy easy access to Annapolis, Kent Island, and beyond while still embracing the relaxed lifestyle of Maryland’s Eastern Shore. Why wait to build when you can move right into a beautifully finished, nearly new home in one of the Eastern Shore’s most convenient locations?
MAJOR PRICE IMPROVEMENT! Just in time to enjoy your Prospect Bay waterfront home this summer! Welcome home to this waterfront property in the Eastern Shore’s premier golf course community of Prospect Bay. Set on just over an acre overlooking Little Greenwood Creek, this home offers peaceful views, spacious living areas, and direct water access. From the moment you enter, the welcoming foyer with coat closet opens to a bright living room with large windows plus a stone fireplace, and a dining area that overlooks the backyard and water, creating a light-filled space ideal for everyday living and entertaining. The remodeled eat-in kitchen features abundant natural light, granite countertops, and direct access to the deck, where you can enjoy relaxing water views or dine outdoors. The home’s thoughtful layout continues on the lower level with an additional living area, half bathroom, laundry room, and convenient access to the spacious three-car garage. Sliding doors off the lower living area lead directly to the backyard and patio, seamlessly connecting indoor and outdoor living. Upstairs, you’ll find four generously sized bedrooms, including a primary suite with beautiful water views, a walk-in closet, double vanity, and an electric fireplace that adds a cozy touch to the space. Situated on a large lot, the backyard provides plenty of room for outdoor entertaining and offers the potential for a pool overlooking the water. The recently redone pier allows for easy access to Little Greenwood Creek and the Chesapeake Bay, making this an excellent opportunity for those who enjoy waterfront living and boat rides to the Narrows, Saint Michaels, Annapolis, and beyond. Prospect Bay community offers an array of amenities, including an 18-hole golf course, a clubhouse with a members-only restaurant and bar, a marina with a launch, a pool, tennis and pickleball courts, a playground, and year-round social activities. Here, every day feels like a vacation.
Welcome to 114 Bayview—where your boat days get a serious upgrade. This home includes a private boat slip in the community marina with direct access to Kent Narrows, putting you just a 30-minute ride to St. Michaels, Rock Hall, or Cambridge. If you’ve been dreaming about pulling up to waterfront restaurants or spending full days on the water… this is your launch point. Back at home, enjoy front-row views of the 4th of July fireworks, all without leaving your property. Inside, this home is completely turn-key with LVP flooring, fresh paint, and an updated primary bath. Each bedroom features its own private bath, making it ideal for guests, roommates, or weekend hosting. The garage offers the storage every boater needs—perfect for kayaks, paddleboards, bikes, and all your gear. Even better? This home can be sold furnished, making it a true move-in-ready or weekend getaway opportunity. All of this—boat slip, water access, views, updates, garage, and flexibility—offered at just $540,000. If you’ve been waiting for an easy, low-maintenance way to live the Eastern Shore boating lifestyle… this is it.
This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront community—golf, boating, dining, and social events are just steps from your door. The community features a welcoming clubhouse with a restaurant and event space, a pool, and courts for pickleball and tennis. Enjoy a pro shop and driving range, plus a private marina and boat ramp providing direct access to Prospect Bay!
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 fishing enthusiasts. Located in a friendly community with excellent schools and nearby parks, this home is perfect for those seeking comfort and convenience. BONUS: Outdoor Office with private entrance on back right corner of house.
Grasonville is located in Maryland. Grasonville, Maryland 21638has a population of 3,388. Grasonville 21638 is less family-centric than the surrounding county with 30.67% of the households containing married families with children. The county average for households married with children is 31.88%.
The median household income in Grasonville, Maryland 21638 is $104,762. The median household income for the surrounding county is $99,597 compared to the national median of $69,021. The median age of people living in Grasonville 21638 is 35.1 years.
The average high temperature in July is 86.5 degrees, with an average low temperature in January of 28 degrees. The average rainfall is approximately 46.1 inches per year, with 13 inches of snow per year.
