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$40,000

Looking to own your boat slip instead of paying a hefty lease that could increase year after year? Slip 8-E at Piney Narrows Yacht Haven offers an ownership opportunity in a convenient, community-oriented marina condominium. Measuring 50' x 18' with power, the slip is set beyond a large turnaround area that makes maneuvering easier for larger vessels, including sailboats and sportfish. Located in the heart of Kent Narrows, Piney Narrows Yacht Haven offers a community pool, picnic area with BBQ grill, Yachtsman’s Club lounge, fuel dock with gas and diesel, and complimentary pump-out with fuel purchase. Water, electricity, and Wi-Fi are included. Marina amenities also include winter bubbling at all dock facilities, climate-controlled heads and showers, two laundromats, parking for slip holders and guests, and an on-site canvas shop for new work and repairs. Enjoy convenient access to Kent Narrows restaurants, nearby trails, and popular cruising destinations. Whether you’re seeking a weekend getaway or a home port for the boating season, Slip 8-E offers a comfortable place to enjoy all that Kent Island and the Chesapeake Bay have to offer.

8-E Piney Narrows Rd, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

$1,199,900

COMING SOON. It's rare to find a designer home on a 1.4 acre lot with an in-ground saltwater pool and direct waterfront access on Kent Island at this price tag. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own 90 foot pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Imagine walking outside, breathe in the fresh air with morning coffee in hand, walk across your beautiful flat yard, pick a fresh apple along the way, and step onto your own dock to enjoy the classic Chesapeake Bay lifestyle you've been craving. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen (currently under construction for new light countertops, ceramic tile backsplash, and fresh hardware) with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise. The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water. The neighborhood is an easy 5 min drive to Bay Bridge. This is a WOW property that you must see in person to appreciate how special it would be to call this your home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

5 Beds ⋅ 3 Baths

COMING SOON. It's rare to find a designer home on a 1.4 acre lot with an in-ground saltwater pool and direct waterfront access on Kent Island at this price tag. From the moment you arrive, the outdoor setting feels like a private resort. A sparkling saltwater pool is surrounded by a newly hardscaped stone terrace, mature lawn & landscaping, apple tree, fig tree, cypress tree, and even strawberries! The rear backs up to farmland creating a secluded, private feel. Walk out your front door, directly to the left of the house to access your own 90 foot pier extends out offering direct access to Kirwan Creek for small boats, kayaking, paddle boarding, fishing, crabbing, wildlife and sunset watching. Imagine walking outside, breathe in the fresh air with morning coffee in hand, walk across your beautiful flat yard, pick a fresh apple along the way, and step onto your own dock to enjoy the classic Chesapeake Bay lifestyle you've been craving. Moving inside the 3,000 square foot home, the original intent of the owner was to create coastal inspired retreat for anyone who walked through the front doors. Each space has been re-imagined with professional interior designer style throughout with coastal wallpaper, nautical colors, custom curtains, trim work, updated light fixtures and more. The main level heart of the home you'll find an updated kitchen (currently under construction for new light countertops, ceramic tile backsplash, and fresh hardware) with a sweet breakfast table nook. Off the kitchen is a dedicated dining room space with gorgeous wallpaper and updated lighting overlooking the backyard. Step down to the airy main living room centered by electric fireplace and opening to a stunning all window sunroom overlooking your backyard paradise. The main level front room has been converted to functional main level bedroom and the bathroom was updated to a full main level bathroom. Upstairs, the oversized primary suite is designed as a true private retreat, complete with a dedicated lounge area and dreamy spa inspired bathroom. The stunning bath features a freestanding soaking tub, double vanity, large-format tile, and a beautiful tiled shower with dual shower heads. Three additional bedrooms including a custom-designed bunk room with a beautifully renovated hall full bathroom, while a dedicated laundry space off the upstairs hallway adds everyday convenience. The garage was converted into a recreational space (2026) similar to what could be offered by a "finished basement" with versatility to be additional living room, game room, playroom, gym, or easily converted back to the 2 car garage for covered parking. Notable system updates: insulated and added vapor barrier to crawlspace (2026), installed HVAC in garage (2026), main house HVAC (2020), added mini split in sunroom (2022), hot water heater (2022), full primary bathroom renovation (2026), kitchen updated (2026), main level bathroom (2026), hallway renovation bathroom (2026), refinished/stained hardwood floors (2026), newer pool equipment, painted brick on exterior with special masonry paint (2026), and much more (see full list). Nestled within in close-knit community of Kirwans Landing on Kent Island, you are surrounded by homes on large, manicured lots with a strong sense of pride to the overall appearance of the neighborhood. You are walking distance to the community marina with access to private boat slip in deep water. The neighborhood is an easy 5 min drive to Bay Bridge. This is a WOW property that you must see in person to appreciate how special it would be to call this your home. Living on Kent Island offers a waterfront, relaxed lifestyle with a little more space than other waterfront areas in Maryland.

162 Kirwans Landing Ln, Chester

Listing courtesy of Next Step Realty. Contact:

$549,000

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 Grasonville’s 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 wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

3 Beds ⋅ 2 Baths

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 Grasonville’s 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 wonderful shade and creating a private, peaceful setting for relaxing, entertaining, pets, or play. Updated landscaping enhances the home’s curb appeal, while shallow water access from the property provides an ideal spot to launch a kayak or canoe and explore the surrounding waterways. Living in Prospect Bay means enjoying a lifestyle centered around recreation and community, with amenities including an 18-hole golf course, swimming pool, tennis and pickleball courts, clubhouse with restaurant and bar, marina, boat ramp, social activities, and more. Owner/Agent.

12 Greenwood Shls, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$599,900

KENT ISLAND WATERFRONT • GOURMET KITCHEN • TWO PRIVATE DECKS • LUXURIOUS PRIMARY SUITE • CLUBHOUSE + FITNESS CENTER • MARINA ACCESS Experience Kent Island waterfront living in this beautifully appointed townhome in sought-after Bayside of Chester. The open-concept interior offers abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring generous cabinetry, ample counter space, and a large center island with seating that flows seamlessly into the dining and living areas. The spacious primary suite offers a walk-in closet and luxurious ensuite bath, while additional bedrooms and flexible spaces provide room for guests, a home office, or recreation. Enjoy TWO PRIVATE DECKS for outdoor dining, morning coffee, or relaxing in the peaceful surroundings. An attached garage, additional storage, and parking spaces across the street add convenience. Bayside amenities include a clubhouse, fitness center, pool, tennis courts, walking trails, and marina access. Castle Marina slips are available for short-term or annual rental, with select slips near Queens Landing potentially available for purchase. Close to waterfront dining, shopping, golf, and major commuter routes.

3 Beds ⋅ 4 Baths

KENT ISLAND WATERFRONT • GOURMET KITCHEN • TWO PRIVATE DECKS • LUXURIOUS PRIMARY SUITE • CLUBHOUSE + FITNESS CENTER • MARINA ACCESS Experience Kent Island waterfront living in this beautifully appointed townhome in sought-after Bayside of Chester. The open-concept interior offers abundant natural light, spacious living areas, and stylish finishes throughout. The gourmet kitchen is designed for both everyday living and entertaining, featuring generous cabinetry, ample counter space, and a large center island with seating that flows seamlessly into the dining and living areas. The spacious primary suite offers a walk-in closet and luxurious ensuite bath, while additional bedrooms and flexible spaces provide room for guests, a home office, or recreation. Enjoy TWO PRIVATE DECKS for outdoor dining, morning coffee, or relaxing in the peaceful surroundings. An attached garage, additional storage, and parking spaces across the street add convenience. Bayside amenities include a clubhouse, fitness center, pool, tennis courts, walking trails, and marina access. Castle Marina slips are available for short-term or annual rental, with select slips near Queens Landing potentially available for purchase. Close to waterfront dining, shopping, golf, and major commuter routes.

1012 Auckland Way, Chester

Listing courtesy of Redfin Corp. Contact:

$829,966

THIS HOUSE HAS NOT BEEN BUILT YET! Timberlake Homes Design|Build provided the description of the home and features. Renderings/elevations are not community-specific and may show features/elements/materials that are not offered in your community of choice. Please see your sales manager to confirm the specific house type elevations available. BEECH - Discover this new design which offers farmhouse-Craftsman charm and a flexible, open layout. This design features a main-level owner’s suite, three upstairs bedrooms, and a convenient first-floor laundry off the two-car garage. The spacious great room flows into a large kitchen island and dining space perfect for entertaining, with stainless steel appliances and a walk-in pantry. Customize with an optional fifth bedroom, sunroom, or screened porch, and a versatile flex space perfect for a home office or playroom. The Beech is designed for comfort, versatility, and easy living. FEATURES include: Main level owner’s suite, Sunroom or screened porch, 4 – 5 bedrooms; 2.5-3.5 bathrooms. Starting from 2,827 base square feet, Island kitchen with stainless appliances, walk-in pantry, and breakfast area Four standard bedrooms, Second-level loft (customizable to a fifth bedroom), two buddy-bath options, owner’s-choice flex space on the main level. Please refer to builders website for more details. This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas that provide both privacy and a natural aesthetic, enhancing the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location along the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential development. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

4 Beds ⋅ 3 Baths

THIS HOUSE HAS NOT BEEN BUILT YET! Timberlake Homes Design|Build provided the description of the home and features. Renderings/elevations are not community-specific and may show features/elements/materials that are not offered in your community of choice. Please see your sales manager to confirm the specific house type elevations available. BEECH - Discover this new design which offers farmhouse-Craftsman charm and a flexible, open layout. This design features a main-level owner’s suite, three upstairs bedrooms, and a convenient first-floor laundry off the two-car garage. The spacious great room flows into a large kitchen island and dining space perfect for entertaining, with stainless steel appliances and a walk-in pantry. Customize with an optional fifth bedroom, sunroom, or screened porch, and a versatile flex space perfect for a home office or playroom. The Beech is designed for comfort, versatility, and easy living. FEATURES include: Main level owner’s suite, Sunroom or screened porch, 4 – 5 bedrooms; 2.5-3.5 bathrooms. Starting from 2,827 base square feet, Island kitchen with stainless appliances, walk-in pantry, and breakfast area Four standard bedrooms, Second-level loft (customizable to a fifth bedroom), two buddy-bath options, owner’s-choice flex space on the main level. Please refer to builders website for more details. This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas that provide both privacy and a natural aesthetic, enhancing the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location along the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential development. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

Touhey Drive, Stevensville

Listing courtesy of Realty Navigator. Contact:

$540,000

Beautifully updated 4-bedroom, 3-full-bath split-level home offering flexible living space in a sought-after water-access community! Nearly every major update has already been completed, including a new roof in 2024, new HVAC in 2026, beautifully renovated kitchen and bathrooms, new flooring, fresh paint, and a newly fenced backyard. The upper level features three bedrooms and two full bathrooms, while the spacious lower level offers a separate au pair or guest suite with a fourth bedroom, full bathroom, second partial kitchen, and additional living space. This versatile layout is ideal for guests, extended family, a home office, or anyone looking for a little extra privacy. Outside, enjoy the newly fenced backyard with plenty of room to relax, entertain, or play. Located in a wonderful water-access community with amenities that make it easy to enjoy the Eastern Shore lifestyle. With so many recent improvements already completed, this home offers the perfect combination of updated interiors, flexible space, and a fantastic community setting!

4 Beds ⋅ 3 Baths

Beautifully updated 4-bedroom, 3-full-bath split-level home offering flexible living space in a sought-after water-access community! Nearly every major update has already been completed, including a new roof in 2024, new HVAC in 2026, beautifully renovated kitchen and bathrooms, new flooring, fresh paint, and a newly fenced backyard. The upper level features three bedrooms and two full bathrooms, while the spacious lower level offers a separate au pair or guest suite with a fourth bedroom, full bathroom, second partial kitchen, and additional living space. This versatile layout is ideal for guests, extended family, a home office, or anyone looking for a little extra privacy. Outside, enjoy the newly fenced backyard with plenty of room to relax, entertain, or play. Located in a wonderful water-access community with amenities that make it easy to enjoy the Eastern Shore lifestyle. With so many recent improvements already completed, this home offers the perfect combination of updated interiors, flexible space, and a fantastic community setting!

807 Worcester Dr, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$425,000

Photos coming soon! Nestled in the charming community of Romancoke on the Bay, this delightful Cape Cod home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-designed living space, this residence features four inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in through thoughtfully placed window treatments, creating a bright and welcoming ambiance throughout. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and a spacious three seasons room that invites outdoor enjoyment. The 0.45-acre lot is adorned with mature trees, providing a serene backdrop and a sense of privacy. Enjoy the convenience of off-street parking and easy access to community amenities, including walking path, beach, boat ramp and playground. For water enthusiasts, the Chesapeake Bay is just a short stroll away, offering endless opportunities for recreation. Experience the perfect blend of comfort, community, and coastal living.

4 Beds ⋅ 2 Baths

Photos coming soon! Nestled in the charming community of Romancoke on the Bay, this delightful Cape Cod home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-designed living space, this residence features four inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in through thoughtfully placed window treatments, creating a bright and welcoming ambiance throughout. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and a spacious three seasons room that invites outdoor enjoyment. The 0.45-acre lot is adorned with mature trees, providing a serene backdrop and a sense of privacy. Enjoy the convenience of off-street parking and easy access to community amenities, including walking path, beach, boat ramp and playground. For water enthusiasts, the Chesapeake Bay is just a short stroll away, offering endless opportunities for recreation. Experience the perfect blend of comfort, community, and coastal living.

105 Touhey Dr, Stevensville

Listing courtesy of Kelly and Co Realty, LLC. Contact:

$425,000

Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor plan with vaulted ceilings, creating an inviting sense of space and natural light throughout the softly painted interior. The large living room flows seamlessly into the dining area and kitchen, making this the perfect space for everyday living and entertaining. The kitchen offers abundant cabinet and counter space, stainless steel appliances, and a separate pantry closet with convenient laundry. A sink positioned beneath the window provides a pleasant view while preparing meals and adds to the functionality of this inviting kitchen. Down the hall, you’ll find three sizable secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a double closet and a private full bathroom. From the sliding glass doors in the dining room, step outside onto a large wood deck featuring a convenient roll-up awning that overlooks the expansive yard. The beautifully maintained outdoor space offers plenty of green space, two storage sheds, and abundant possibilities for gardening, entertaining, and more. This home is move-in ready and ideal for any new homeowner. Located near shopping, restaurants, and commuter routes, this adorable rancher offers the perfect combination of comfort, convenience, and outdoor space.

4 Beds ⋅ 2 Baths

Welcome to this adorable, move-in-ready 4BR/2BA Rancher, nestled on a sprawling manicured lot (including an in-ground sprinkler system) in a community with fantastic amenities, including a community pool and beach and marina access. Pull into the double-wide driveway, make your way to the covered front porch, and step inside your new home. The main living area offers a spacious open-concept floor plan with vaulted ceilings, creating an inviting sense of space and natural light throughout the softly painted interior. The large living room flows seamlessly into the dining area and kitchen, making this the perfect space for everyday living and entertaining. The kitchen offers abundant cabinet and counter space, stainless steel appliances, and a separate pantry closet with convenient laundry. A sink positioned beneath the window provides a pleasant view while preparing meals and adds to the functionality of this inviting kitchen. Down the hall, you’ll find three sizable secondary bedrooms that share a full bathroom, along with a spacious primary suite featuring a double closet and a private full bathroom. From the sliding glass doors in the dining room, step outside onto a large wood deck featuring a convenient roll-up awning that overlooks the expansive yard. The beautifully maintained outdoor space offers plenty of green space, two storage sheds, and abundant possibilities for gardening, entertaining, and more. This home is move-in ready and ideal for any new homeowner. Located near shopping, restaurants, and commuter routes, this adorable rancher offers the perfect combination of comfort, convenience, and outdoor space.

909 Petinot Pl, Stevensville

Listing courtesy of LPT Realty, LLC. Contact:

$349,900

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, NEW Dishwasher '25 and No Flood Zone here! Top-rated schools, nearby parks and Kent Island Cross Trail is just an added bonus! Close to Marinas, Waterfront Dining, the Narrows, Boutique Shopping this location is perfect for those seeking a vibrant lifestyle on the Shore! Easy on and off RT 50 for the commuter. Don't miss your opportunity to be in Chester River Beach at this great price!

3 Beds ⋅ 2 Baths

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, NEW Dishwasher '25 and No Flood Zone here! Top-rated schools, nearby parks and Kent Island Cross Trail is just an added bonus! Close to Marinas, Waterfront Dining, the Narrows, Boutique Shopping this location is perfect for those seeking a vibrant lifestyle on the Shore! Easy on and off RT 50 for the commuter. Don't miss your opportunity to be in Chester River Beach at this great price!

815 Chester River Dr, Grasonville

Listing courtesy of RE/MAX Executive. Contact:

$120,000

SEASONAL LIVING ONLY! April through November! Great camper cooperative in the Kent Narrows! SEASONAL LIVING ONLY, from April through November! Enjoy a fantastic vacation getaway and the relaxed Eastern Shore lifestyle. This updated park model camper is ready for you to enjoy life at Beach Harbor. It is fully furnished, except for the large grey sectional. The camper sleeps at least 4, and depending on the sofas, it can accommodate 6-8 people. New sunroom, new roof, new siding, updated flooring, updated heat and A/C, new windows, extra parking, and golf cart conveys with full-price offer. The golf cart is in great condition and is newer. For park purposes, it is considered a 2-bedroom. Some photos are lighting-enhanced with AI. Must make an appointment to view. Owner to arrange for showings. Parking for showings is in the guest parking outside the gate. Cash or personal loan only. No mortgage financing available, cash or personal loan onlyu. Vacation rentals are allowed, but ONLY self-managed! The owner must register guests with the office. Rules do apply!

1 Beds ⋅ 1 Baths

SEASONAL LIVING ONLY! April through November! Great camper cooperative in the Kent Narrows! SEASONAL LIVING ONLY, from April through November! Enjoy a fantastic vacation getaway and the relaxed Eastern Shore lifestyle. This updated park model camper is ready for you to enjoy life at Beach Harbor. It is fully furnished, except for the large grey sectional. The camper sleeps at least 4, and depending on the sofas, it can accommodate 6-8 people. New sunroom, new roof, new siding, updated flooring, updated heat and A/C, new windows, extra parking, and golf cart conveys with full-price offer. The golf cart is in great condition and is newer. For park purposes, it is considered a 2-bedroom. Some photos are lighting-enhanced with AI. Must make an appointment to view. Owner to arrange for showings. Parking for showings is in the guest parking outside the gate. Cash or personal loan only. No mortgage financing available, cash or personal loan onlyu. Vacation rentals are allowed, but ONLY self-managed! The owner must register guests with the office. Rules do apply!

111 Beach Harbor Dr Unit 236-E, Grasonville

Listing courtesy of Realty Navigator. Contact:

$495,000

Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, and new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

3 Beds ⋅ 2 Baths

Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, and new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

912 Buckingham Dr, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$565,000

Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access to nearby trails, shopping, dining and everything Kent Island has to offer. Coming soon — stay tuned for your opportunity to see this spacious, updated Cloverfields home!

4 Beds ⋅ 4 Baths

Welcome to 624 Davol Road, a beautifully updated 4-bedroom, 3.5-bath home offering nearly 2,500 square feet in the sought-after Cloverfields community. Recent 2026 improvements include updated flooring, a renovated kitchen, new lighting and a new roof, creating a fresh, move-in-ready feel throughout. Outside, you’ll appreciate the garage, large parking pad and fenced backyard with plenty of space to relax, entertain or play. Cloverfields offers an incredible Eastern Shore lifestyle with a community pool, private beach, playgrounds and marina with boat slips available for rent when offered. Conveniently located just off the first exit over the Bay Bridge, the home provides easy access to nearby trails, shopping, dining and everything Kent Island has to offer. Coming soon — stay tuned for your opportunity to see this spacious, updated Cloverfields home!

624 Davol Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

$835,000

Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

3 Beds ⋅ 3 Baths

Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

201 Switchgrass Way Unit 34, Chester

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,199,000

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 views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Extra large driveway, fresh paint, all upgraded bathrooms are just some of the upgrades besides the brand new roof. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle.

5 Beds ⋅ 3 Baths

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 views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Extra large driveway, fresh paint, all upgraded bathrooms are just some of the upgrades besides the brand new roof. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle.

4 Prospect Bay Dr W, Grasonville

Listing courtesy of Coldwell Banker Realty. Contact:

$439,900

Seller incentive! Seller is willing to contribute toward a mortgage rate buy-down for the buyer with an acceptable offer. Welcome to 102 Sophie Lane in the sought-after Ellendale community of Stevensville! A beautiful end-unit townhome. Inside, you’ll find a functional layout that’s perfect for everyday living and entertaining, with inviting living spaces, a seamless flow throughout, and natural light that enhances the home’s warm and welcoming feel. The living room is highlighted by a stylish shiplap accent wall with an electric fireplace, creating a warm and inviting focal point. The kitchen features granite countertops and an island, while the composite rear deck provides the perfect space to relax, entertain, or enjoy your morning coffee. The bedroom closets are thoughtfully outfitted with custom California Closets® organization systems, offering both style and exceptional storage. Located in the amenity-rich Ellendale community, residents enjoy access to a community pool, piers, walking trails, playgrounds, and beautifully maintained common areas, creating the perfect setting for an active lifestyle and family-friendly living. Conveniently located just minutes from shopping, dining, schools, and with easy access to Route 50, this home offers the ideal balance of neighborhood charm and convenience. Don’t miss your opportunity to own this beautiful home in one of Kent Island’s most desirable communities!

4 Beds ⋅ 3 Baths

Seller incentive! Seller is willing to contribute toward a mortgage rate buy-down for the buyer with an acceptable offer. Welcome to 102 Sophie Lane in the sought-after Ellendale community of Stevensville! A beautiful end-unit townhome. Inside, you’ll find a functional layout that’s perfect for everyday living and entertaining, with inviting living spaces, a seamless flow throughout, and natural light that enhances the home’s warm and welcoming feel. The living room is highlighted by a stylish shiplap accent wall with an electric fireplace, creating a warm and inviting focal point. The kitchen features granite countertops and an island, while the composite rear deck provides the perfect space to relax, entertain, or enjoy your morning coffee. The bedroom closets are thoughtfully outfitted with custom California Closets® organization systems, offering both style and exceptional storage. Located in the amenity-rich Ellendale community, residents enjoy access to a community pool, piers, walking trails, playgrounds, and beautifully maintained common areas, creating the perfect setting for an active lifestyle and family-friendly living. Conveniently located just minutes from shopping, dining, schools, and with easy access to Route 50, this home offers the ideal balance of neighborhood charm and convenience. Don’t miss your opportunity to own this beautiful home in one of Kent Island’s most desirable communities!

102 Sophie Ln, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$749,000

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, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

4 Beds ⋅ 3 Baths

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, you’ll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home’s practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

116 Prospect Bay Dr W, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$179,000

Big Price Reduction - Hurry before its gone! Welcome to the water privileged community of Chester River Beach where you will find this water view lot just waiting to have a new home built on it or save as an investment. Enjoy the added bonus of having a large existing garage or stroll down to the beautiful waterfront park and boat ramp. This lot has public sewer access. Embrace the lifestyle you've always wanted on MDs beautiful eastern shore. Wonderful location, just minutes away from local parks, marina’s, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. Sold As Is. Price to sell in this market!! Opportunity to purchase 4 lots totaling 18 acres (including this one) for a reduced price.

903 Chester River Dr, Grasonville

Listing courtesy of Taylor Properties. Contact:

$575,000

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 courts, boat ramp, and clubhouse with restaurant. Bring your ideas and make this home your own while enjoying all that Prospect Bay has to offer.

3 Beds ⋅ 3 Baths

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 courts, boat ramp, and clubhouse with restaurant. Bring your ideas and make this home your own while enjoying all that Prospect Bay has to offer.

24 Fairway Is, Grasonville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$429,900

Marina views, waterfront surroundings, and the Bayside lifestyle—all at a new price of $429,900! Welcome to 106 Bodys Neck Road in Chester, where everyday living comes with a view. This 3-bedroom, 2.5-bath home offers upper and lower decks overlooking the marina, creating inviting spaces to enjoy your morning coffee, unwind at the end of the day, or simply watch the activity along the water. Inside, you'll find a comfortable and functional layout featuring a gas fireplace, spacious living areas, and an attached 1-car garage. New carpet in the lower level adds a fresh touch, while a new roof installed in 2023 offers an important recent update. The front foot fee was paid in full in 2024, and the seller is also providing a one-year home warranty for added peace of mind. Bayside offers a resort-style setting with amenities that include a clubhouse, outdoor pool, fitness center, tennis and volleyball courts, and scenic walking and jogging trails. Marina and water access add to the Chesapeake Bay lifestyle that makes this community so appealing. Conveniently located on Kent Island with easy access to Route 50, the Bay Bridge, dining, shopping, and nearby waterfront destinations. Now offered at $429,900. Come experience the marina view and see what life at Bayside could look like for you.

3 Beds ⋅ 3 Baths

Marina views, waterfront surroundings, and the Bayside lifestyle—all at a new price of $429,900! Welcome to 106 Bodys Neck Road in Chester, where everyday living comes with a view. This 3-bedroom, 2.5-bath home offers upper and lower decks overlooking the marina, creating inviting spaces to enjoy your morning coffee, unwind at the end of the day, or simply watch the activity along the water. Inside, you'll find a comfortable and functional layout featuring a gas fireplace, spacious living areas, and an attached 1-car garage. New carpet in the lower level adds a fresh touch, while a new roof installed in 2023 offers an important recent update. The front foot fee was paid in full in 2024, and the seller is also providing a one-year home warranty for added peace of mind. Bayside offers a resort-style setting with amenities that include a clubhouse, outdoor pool, fitness center, tennis and volleyball courts, and scenic walking and jogging trails. Marina and water access add to the Chesapeake Bay lifestyle that makes this community so appealing. Conveniently located on Kent Island with easy access to Route 50, the Bay Bridge, dining, shopping, and nearby waterfront destinations. Now offered at $429,900. Come experience the marina view and see what life at Bayside could look like for you.

106 Bodys Neck Rd, Chester

Listing courtesy of Realty Navigator. Contact:

$819,000

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 with workshop space and extensive storage. The large driveway and parking pad accommodate up to six vehicles. Additional storage is available in the walk-in attic. Recent updates include a washer, dryer, refrigerator, microwave, dishwasher, and Trane heat pumps less than two years old.

4 Beds ⋅ 3 Baths

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 with workshop space and extensive storage. The large driveway and parking pad accommodate up to six vehicles. Additional storage is available in the walk-in attic. Recent updates include a washer, dryer, refrigerator, microwave, dishwasher, and Trane heat pumps less than two years old.

108 Prospect Bay Dr W, Grasonville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$487,500

Cloverfields - Location, Location, Location! Welcome to a home that truly offers the best of convenience, community, and Eastern Shore living. Ideally situated just one mile from the Bay Bridge, this property places you within walking distance of all local schools—from pre-kindergarten through 12th grade—as well as the Cross Island Trail and Love Point Park, both just a 3-minute stroll away. Shopping, dining, and everyday conveniences are only minutes from your doorstep, making it easy to enjoy everything Kent Island has to offer while embracing the relaxed coastal lifestyle. Located in the highly desirable Cloverfield's community, residents enjoy exceptional amenities including a community pool, clubhouse, private beach, and marina—all included with the remarkably low HOA. Inside, you'll find a spacious and flexible floor plan offering 4–5 bedrooms and the option for a second-floor laundry area. Thoughtful updates and improvements throughout make this home truly move-in ready. Features include beautiful bamboo flooring, granite countertops, Andersen windows, fresh paint, new luxury vinyl plank flooring in the foyer and primary bathroom, and new carpet in the primary bedroom. Major improvements provide peace of mind for years to come. The front porch has been professionally repointed, the garage door is brand new, and the expansive 16' x 20' deck has recently been redecked—perfect for outdoor entertaining. Additionally, the crawl space has been professionally encapsulated, and a sump pump and dehumidifier have been installed. The heart of the home is the large kitchen, offering ample space for a dining table and everyday gathering. An open dining and living area creates the perfect setting for holidays, celebrations, and family get-togethers. From the welcoming beveled-glass entry door to the beautifully established perennial flower beds, every detail adds warmth and charm. This is more than just a house—it's a lifestyle. Come experience the perfect blend of comfort, convenience, and community in one of Kent Island's most sought-after neighborhoods.

4 Beds ⋅ 3 Baths

Cloverfields - Location, Location, Location! Welcome to a home that truly offers the best of convenience, community, and Eastern Shore living. Ideally situated just one mile from the Bay Bridge, this property places you within walking distance of all local schools—from pre-kindergarten through 12th grade—as well as the Cross Island Trail and Love Point Park, both just a 3-minute stroll away. Shopping, dining, and everyday conveniences are only minutes from your doorstep, making it easy to enjoy everything Kent Island has to offer while embracing the relaxed coastal lifestyle. Located in the highly desirable Cloverfield's community, residents enjoy exceptional amenities including a community pool, clubhouse, private beach, and marina—all included with the remarkably low HOA. Inside, you'll find a spacious and flexible floor plan offering 4–5 bedrooms and the option for a second-floor laundry area. Thoughtful updates and improvements throughout make this home truly move-in ready. Features include beautiful bamboo flooring, granite countertops, Andersen windows, fresh paint, new luxury vinyl plank flooring in the foyer and primary bathroom, and new carpet in the primary bedroom. Major improvements provide peace of mind for years to come. The front porch has been professionally repointed, the garage door is brand new, and the expansive 16' x 20' deck has recently been redecked—perfect for outdoor entertaining. Additionally, the crawl space has been professionally encapsulated, and a sump pump and dehumidifier have been installed. The heart of the home is the large kitchen, offering ample space for a dining table and everyday gathering. An open dining and living area creates the perfect setting for holidays, celebrations, and family get-togethers. From the welcoming beveled-glass entry door to the beautifully established perennial flower beds, every detail adds warmth and charm. This is more than just a house—it's a lifestyle. Come experience the perfect blend of comfort, convenience, and community in one of Kent Island's most sought-after neighborhoods.

606 Kimberly Way, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$377,400

Move-in ready rancher in Cloverfields, one of Kent Island’s desirable water-oriented communities with access to an impressive list of neighborhood amenities. This 3-bedroom home offers comfortable one-level living with updated flooring, fresh paint, a renovated bathroom, generous bedroom closet space, and a bright living area that feels clean, practical, and easy to maintain. There is professionally installed alarm and camera system, and the seller is including one free year of monitoring for the new owner. Outside, the .35 acrre lot offers a large yard with mature trees and plenty of space for outdoor living, gardening, play, pets, or future improvements. The real standout is the Cloverfields lifestyle. Community amenities include a beach, marina with rental slips, boat ramp, fishing pier, swimming pool, kiddie pool, clubhouse, playgrounds, basketball court, picnic areas, grills, pavilions, and more. Enjoy Eastern Shore living with everyday convenience, just minutes from the Chesapeake Bay Bridge, shopping, restaurants, dock bars, parks, and The Cross Island Trail. Whether you want a primary residence, weekend retreat, or an easy-to-maintain home close to the water, this property offers a rare combination of value, location, and community amenities on Kent Island. Schedule your showing and come see why Cloverfields is such a special place to call home.

3 Beds ⋅ 1 Baths

Move-in ready rancher in Cloverfields, one of Kent Island’s desirable water-oriented communities with access to an impressive list of neighborhood amenities. This 3-bedroom home offers comfortable one-level living with updated flooring, fresh paint, a renovated bathroom, generous bedroom closet space, and a bright living area that feels clean, practical, and easy to maintain. There is professionally installed alarm and camera system, and the seller is including one free year of monitoring for the new owner. Outside, the .35 acrre lot offers a large yard with mature trees and plenty of space for outdoor living, gardening, play, pets, or future improvements. The real standout is the Cloverfields lifestyle. Community amenities include a beach, marina with rental slips, boat ramp, fishing pier, swimming pool, kiddie pool, clubhouse, playgrounds, basketball court, picnic areas, grills, pavilions, and more. Enjoy Eastern Shore living with everyday convenience, just minutes from the Chesapeake Bay Bridge, shopping, restaurants, dock bars, parks, and The Cross Island Trail. Whether you want a primary residence, weekend retreat, or an easy-to-maintain home close to the water, this property offers a rare combination of value, location, and community amenities on Kent Island. Schedule your showing and come see why Cloverfields is such a special place to call home.

920 Cloverfields Dr, Stevensville

Listing courtesy of Benson & Mangold, LLC.. Contact:

$1,125,000

Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring upgraded countertops and a spacious island, flows seamlessly into the family room, perfect for entertaining. Relax in the primary suite with a lavish bath or unwind in the inviting family room by the fireplace with views out to Crab Alley. Three additional bedrooms (or two bedrooms and an office) and two baths round out the main level that offers sweeping scenic views from every vantage point. Step outside to discover a private oasis on 1.25 acres, complete with extensive hardscaping, a heated in-ground pool, and a soothing hot tub. Enjoy picturesque water views out the front and back, with access for kayaking and boating. The community amenities, including a beach, clubhouse, and tennis courts, elevate your living experience. This home is not just a residence; it's a lifestyle waiting to be embraced and enjoyed. Start living your best 'Shore Life' at 2855 Cox Neck Rd.

4 Beds ⋅ 5 Baths

Located in the prestigious Southwind community, a penisula between Crab Alley Bay & Cox Creek, this elegant contemporary ranch-style home offers an unparalleled lifestyle of luxury and comfort. Spanning over 4,400 sq. ft. of finished space, the interior boasts elegant marble flooring, complemented by crown moldings and built-ins that enhance its sophisticated charm. The gourmet kitchen, featuring upgraded countertops and a spacious island, flows seamlessly into the family room, perfect for entertaining. Relax in the primary suite with a lavish bath or unwind in the inviting family room by the fireplace with views out to Crab Alley. Three additional bedrooms (or two bedrooms and an office) and two baths round out the main level that offers sweeping scenic views from every vantage point. Step outside to discover a private oasis on 1.25 acres, complete with extensive hardscaping, a heated in-ground pool, and a soothing hot tub. Enjoy picturesque water views out the front and back, with access for kayaking and boating. The community amenities, including a beach, clubhouse, and tennis courts, elevate your living experience. This home is not just a residence; it's a lifestyle waiting to be embraced and enjoyed. Start living your best 'Shore Life' at 2855 Cox Neck Rd.

2855 Cox Neck Rd, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$174,000

This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas, providing both privacy and a natural aesthetic that enhances the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location alongside the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential building projects. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

Touhey Drive, Stevensville

Listing courtesy of Realty Navigator. Contact:

$287,000

HERE IS THE CHANCE YOU HAVE BEEN WAITING FOR. WATERFRONT LOT FOR SALE WITH NO BUILDER TIE IN. NOT MANY LOTS REMAINING FOR SALE. TOWER GARDENS HAS SO MUCH TO OFFER. BOAT RAMP, PLAYGROUND ANDA RARE CHANCE TO BEING ABLE TO BUILD THAT DREAM HOUSE YOU HAVE BEEN WAITING FOR. PUBLIC SEWER ASSESSMENT IS TO BE TRANSFERRED TO BUYER.

114 N Lake Dr, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$439,900

PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a basketball court, a picnic pavilion, a fishing pier, and plenty of opportunities for gatherings. This is the perfect place to create lasting memories!

3 Beds ⋅ 2 Baths

PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a basketball court, a picnic pavilion, a fishing pier, and plenty of opportunities for gatherings. This is the perfect place to create lasting memories!

1340 Queen Anne Dr, Chester

Listing courtesy of RE/MAX Executive. Contact: