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Welcome to 208 Grasonville Cemetery Road, a very charming and well maintained home offering comfort, space and a relaxed lifestyle. Nestled on a large lot, the property provides the perfect blend of privacy and convenience, just minutes from Rt. 50, local marinas, dining and shopping at the Kent Narrows. With a designer renovation done in 2019, you will find a bright and inviting layout with generous living spaces designed for everyday living and entertaining. This home features 3 Bedrooms, 2 Full baths, Gourmet kitchen and granite counter tops, an oversized island, and SS applicances. Buy with ease knowing the home has a newer roof within the last 5 years, gutters, windows plus a 1 year home warranty. The outside also features a 1 car garage with electric, patio, built in fire pit and fenced in backyard making this also perfect for entertaining. Come and enjoy life on the Eastern Shore and experience all the charm, accessibility and value this home has to offer.

208 Grasonville Cemetery Rd, Grasonville

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

Selling Office: EXP Realty, LLC.

$450,000

This beautifully updated 3-bedroom, 2-bathroom home combines comfort and modern style in a bright, open-concept layout. Natural light pours in through the solar skylights (July 2025), creating a warm and inviting atmosphere throughout the living and dining spaces. The spacious primary suite offers its own private retreat with a full bathroom, while two additional bedrooms and another full bath provide flexibility for family, guests, or a home office. At the heart of the home, the updated kitchen (2023) shines with a new range, hood, dishwasher, and water filtration system – perfect for cooking, entertaining, and everyday living. Major improvements add peace of mind, including a new roof (July 2025) with transferable warranty, insulated pipes (2025), and French drains (2019) for long-term protection. Conveniently located near shopping, schools, and just minutes from the Bay Bridge, this move-in-ready home offers the ideal balance of small-town charm and easy access to Annapolis, D.C., and beyond.

This beautifully updated 3-bedroom, 2-bathroom home combines comfort and modern style in a bright, open-concept layout. Natural light pours in through the solar skylights (July 2025), creating a warm and inviting atmosphere throughout the living and dining spaces. The spacious primary suite offers its own private retreat with a full bathroom, while two additional bedrooms and another full bath provide flexibility for family, guests, or a home office. At the heart of the home, the updated kitchen (2023) shines with a new range, hood, dishwasher, and water filtration system – perfect for cooking, entertaining, and everyday living. Major improvements add peace of mind, including a new roof (July 2025) with transferable warranty, insulated pipes (2025), and French drains (2019) for long-term protection. Conveniently located near shopping, schools, and just minutes from the Bay Bridge, this move-in-ready home offers the ideal balance of small-town charm and easy access to Annapolis, D.C., and beyond.

725 Old Love Point Rd, Stevensville

Listing courtesy of Blackwell Real Estate, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$450,000

If you’ve had your eye on this home, now is your opportunity to make a move. Back on the market due to the buyer’s home sale contingency falling through—no fault of the seller. Priced below value and featuring a brand-new roof (completed 9/24/2025), this move-in ready home offers both value and peace of mind. Additional updates include a new well pump, HVAC system, stove, and refrigerator. For added confidence, a one-year home warranty is included. Offering approximately 1,900 sq ft of living space (buyer to verify), this 4-bedroom, 2-bath home provides the flexibility to fit a variety of lifestyles. Originally built in 1988 and thoughtfully expanded, it now includes a spacious family room with vaulted ceilings, perfect for everyday living and entertaining alike. Enjoy the outdoors from the welcoming front porch or one of the two decks, all surrounded by mature landscaping. The detached garage offers excellent storage and workspace, while the camper hook-up adds extra versatility for guests or those who love to travel. Located just one block from the water, with access to a community beach ideal for kayaking and paddleboarding, and in close proximity to the local marina and store—this home captures the essence of Eastern Shore living.

4 Beds ⋅ 2 Baths

If you’ve had your eye on this home, now is your opportunity to make a move. Back on the market due to the buyer’s home sale contingency falling through—no fault of the seller. Priced below value and featuring a brand-new roof (completed 9/24/2025), this move-in ready home offers both value and peace of mind. Additional updates include a new well pump, HVAC system, stove, and refrigerator. For added confidence, a one-year home warranty is included. Offering approximately 1,900 sq ft of living space (buyer to verify), this 4-bedroom, 2-bath home provides the flexibility to fit a variety of lifestyles. Originally built in 1988 and thoughtfully expanded, it now includes a spacious family room with vaulted ceilings, perfect for everyday living and entertaining alike. Enjoy the outdoors from the welcoming front porch or one of the two decks, all surrounded by mature landscaping. The detached garage offers excellent storage and workspace, while the camper hook-up adds extra versatility for guests or those who love to travel. Located just one block from the water, with access to a community beach ideal for kayaking and paddleboarding, and in close proximity to the local marina and store—this home captures the essence of Eastern Shore living.

116 Kent Point Rd, Stevensville

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

Selling Office: Intelligent Enterprises.

$449,000

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

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

458 Timber Ln, Grasonville

Listing courtesy of Rosendale Realty. Contact:

Selling Office: Red Cedar Real Estate, LLC.

$449,000

Fantastic Eastern Bay waterview from this wonderful Kent Island, 3 bedroom, 1.5 bathroom Ranch/Rambler in Romancoke on the Bay, with a near half acre. This cute home will surprise you with how spacious it is on the inside! Stepping in the front door, you'll notice the LVP flooring throughout the entire space. The front living area is quiet and cozy and faces the Eastern Bay water view! The open kitchen has stainless steel appliances and opens to the spacious dining room. Off the dining room you'll find the fantastic great room, perfect for large gatherings and plenty of cozy furniture. The sliders in the great room lead to a covered deck and patio centered on the fully fenced backyard. A stone pathway leads to a shed with electric. Back inside, down the hall from the kitchen is the remodeled full bath and the 3 bedrooms, two of which connect to a half bath. The property also offers an oversized attached single car garage, a fully encapsulated crawlspace, fresh paint throughout, established sunny raised garden beds, beautifully green spacious back yard (one side is fully treelined) and a circle driveway out front providing plenty of parking. Last but not least, the wide-open water view visible from the living room and two bedrooms! Romancoke on the Bay has wonderful amenities, including a Community Center that hosts regular events and can be rented out, a Boat Ramp, a Pier, a Beach and a Tot-Lot, all located right at the end of Allegany Rd. The Romancoke Pier is just up the street and so is the start of the South Island Trail which runs for miles through the trees and fields of Southern Kent Island. A list of updates follows. Don't miss this one! It is a perfect gem on Kent Island! Crawlspace encapsulated 2025, New sump pump 2025, New well pump 2026, New roof 2013, New HVAC 2013, SKI Sewer connected, New hot water heater 2016, New appliances 2016, Full bathroom renovation 2017 (Note; some photos are digitally staged)

Fantastic Eastern Bay waterview from this wonderful Kent Island, 3 bedroom, 1.5 bathroom Ranch/Rambler in Romancoke on the Bay, with a near half acre. This cute home will surprise you with how spacious it is on the inside! Stepping in the front door, you'll notice the LVP flooring throughout the entire space. The front living area is quiet and cozy and faces the Eastern Bay water view! The open kitchen has stainless steel appliances and opens to the spacious dining room. Off the dining room you'll find the fantastic great room, perfect for large gatherings and plenty of cozy furniture. The sliders in the great room lead to a covered deck and patio centered on the fully fenced backyard. A stone pathway leads to a shed with electric. Back inside, down the hall from the kitchen is the remodeled full bath and the 3 bedrooms, two of which connect to a half bath. The property also offers an oversized attached single car garage, a fully encapsulated crawlspace, fresh paint throughout, established sunny raised garden beds, beautifully green spacious back yard (one side is fully treelined) and a circle driveway out front providing plenty of parking. Last but not least, the wide-open water view visible from the living room and two bedrooms! Romancoke on the Bay has wonderful amenities, including a Community Center that hosts regular events and can be rented out, a Boat Ramp, a Pier, a Beach and a Tot-Lot, all located right at the end of Allegany Rd. The Romancoke Pier is just up the street and so is the start of the South Island Trail which runs for miles through the trees and fields of Southern Kent Island. A list of updates follows. Don't miss this one! It is a perfect gem on Kent Island! Crawlspace encapsulated 2025, New sump pump 2025, New well pump 2026, New roof 2013, New HVAC 2013, SKI Sewer connected, New hot water heater 2016, New appliances 2016, Full bathroom renovation 2017 (Note; some photos are digitally staged)

202 Allegany Rd, Stevensville

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

Selling Office: Keller Williams Flagship.

$449,000

Welcome to peaceful Eastern Shore living! Built in 2018 and situated on just under an acre, this beautifully maintained 3-bedroom, 2-bath rancher offers the perfect blend of modern comfort and rural charm. Step inside to an inviting open-concept floor plan featuring a bright and spacious living room, dining area, and kitchen designed for both everyday living and entertaining. A sliding glass door off the kitchen leads to a stunning paver patio overlooking the expansive backyard, creating the perfect space to relax and enjoy the tranquility of the surrounding countryside. The thoughtfully designed layout offers privacy and functionality, with a spacious primary suite featuring an en-suite bathroom and walk-in closet tucked away on one side of the home. Two additional bedrooms and a full bathroom are located on the opposite side, providing comfortable accommodations for family or guests. Nestled in a private setting yet conveniently located just a short drive from Easton, Centreville, and major commuter routes, this home offers the best of both worlds. The sellers are being relocated due to medical reasons and are saddened to leave this wonderful property. Don't miss your opportunity to own a newer home with room to breathe in one of the Eastern Shore's most desirable settings.

Welcome to peaceful Eastern Shore living! Built in 2018 and situated on just under an acre, this beautifully maintained 3-bedroom, 2-bath rancher offers the perfect blend of modern comfort and rural charm. Step inside to an inviting open-concept floor plan featuring a bright and spacious living room, dining area, and kitchen designed for both everyday living and entertaining. A sliding glass door off the kitchen leads to a stunning paver patio overlooking the expansive backyard, creating the perfect space to relax and enjoy the tranquility of the surrounding countryside. The thoughtfully designed layout offers privacy and functionality, with a spacious primary suite featuring an en-suite bathroom and walk-in closet tucked away on one side of the home. Two additional bedrooms and a full bathroom are located on the opposite side, providing comfortable accommodations for family or guests. Nestled in a private setting yet conveniently located just a short drive from Easton, Centreville, and major commuter routes, this home offers the best of both worlds. The sellers are being relocated due to medical reasons and are saddened to leave this wonderful property. Don't miss your opportunity to own a newer home with room to breathe in one of the Eastern Shore's most desirable settings.

322 Laurens Way, Queen Anne

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Meredith Fine Properties.

Offered for the first time in over 30 years, this lovingly maintained 2-bedroom, 2-bath residence is filled with warmth, history, and memories that have been cherished by the same family for decades. Perfectly positioned in sought-after Queen’s Landing, the home captures truly exceptional, direct views of the marina basin, marina fairway, and the Chester River—an ever-changing waterfront backdrop you’ll enjoy from both inside and out. Just steps away, the waterfront community pool adds to the effortless lifestyle this property offers. Inside, a beautiful, no-expense-spared renovation has transformed the home with a fresh, modern feel while maintaining its inviting character. The open-concept layout seamlessly connects the kitchen and living space, creating an ideal setting for both everyday living and entertaining, all anchored by those incredible water views and easy access to the balcony. Thoughtful details like custom wainscoting and brand new two-panel doors add architectural character and a polished finish throughout. Queen’s Landing is known for its unmatched amenities and vibrant waterfront lifestyle, including a recently renovated pool and clubhouse, tennis and pickleball courts, fitness and racquetball rooms, scenic walking paths, and a full-service marina with slips available for rent or purchase. Bring your boat, settle in, and start making your own memories—this is Chesapeake living at its best.

2 Beds ⋅ 2 Baths

Offered for the first time in over 30 years, this lovingly maintained 2-bedroom, 2-bath residence is filled with warmth, history, and memories that have been cherished by the same family for decades. Perfectly positioned in sought-after Queen’s Landing, the home captures truly exceptional, direct views of the marina basin, marina fairway, and the Chester River—an ever-changing waterfront backdrop you’ll enjoy from both inside and out. Just steps away, the waterfront community pool adds to the effortless lifestyle this property offers. Inside, a beautiful, no-expense-spared renovation has transformed the home with a fresh, modern feel while maintaining its inviting character. The open-concept layout seamlessly connects the kitchen and living space, creating an ideal setting for both everyday living and entertaining, all anchored by those incredible water views and easy access to the balcony. Thoughtful details like custom wainscoting and brand new two-panel doors add architectural character and a polished finish throughout. Queen’s Landing is known for its unmatched amenities and vibrant waterfront lifestyle, including a recently renovated pool and clubhouse, tennis and pickleball courts, fitness and racquetball rooms, scenic walking paths, and a full-service marina with slips available for rent or purchase. Bring your boat, settle in, and start making your own memories—this is Chesapeake living at its best.

23 Queen Victoria Way, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Engel & Volkers Annapolis.

Harbor View Community | Corner Lot | Renovated Rancher with Room to Grow If you’ve been searching for a home where the work is already done and you can move in without worrying about repairs or updates, this one deserves your attention. This fully renovated home in Harbor View offers exactly what so many first-time buyers are looking for—low maintenance living now, with room to grow later. One of the standout features is the rare double lot, giving you space that most homes simply don’t offer. Whether your future plans include a detached garage, pole barn, boat storage, or RV parking, you have the flexibility to make it happen without outgrowing your property. Inside, the layout is just as practical. With three bedrooms, two full baths, and two separate living areas, you have options—create a space for large gatherings, a playroom for children, or simply enjoy having separate areas for relaxing and entertaining. With so many updates, this is the kind of home that allows you to start smart—move in with confidence knowing major updates have already been completed, while still having the ability to build equity and expand over time. If your goal is to find a move-in ready first home with space, flexibility, and long-term potential, this is one you’ll want to see. The Harbor View community is known for its friendly setting and outdoor amenities. Residents enjoy five miles of walkable neighborhood roads for biking, jogging, or casual strolls, along with a community field, playground, and pavilion. Just two miles from the Chesapeake Bay Bridge, you’ll also have quick access to Kent Narrows, the Cross Island Trail, Queenstown Outlets, and local restaurants.

Harbor View Community | Corner Lot | Renovated Rancher with Room to Grow If you’ve been searching for a home where the work is already done and you can move in without worrying about repairs or updates, this one deserves your attention. This fully renovated home in Harbor View offers exactly what so many first-time buyers are looking for—low maintenance living now, with room to grow later. One of the standout features is the rare double lot, giving you space that most homes simply don’t offer. Whether your future plans include a detached garage, pole barn, boat storage, or RV parking, you have the flexibility to make it happen without outgrowing your property. Inside, the layout is just as practical. With three bedrooms, two full baths, and two separate living areas, you have options—create a space for large gatherings, a playroom for children, or simply enjoy having separate areas for relaxing and entertaining. With so many updates, this is the kind of home that allows you to start smart—move in with confidence knowing major updates have already been completed, while still having the ability to build equity and expand over time. If your goal is to find a move-in ready first home with space, flexibility, and long-term potential, this is one you’ll want to see. The Harbor View community is known for its friendly setting and outdoor amenities. Residents enjoy five miles of walkable neighborhood roads for biking, jogging, or casual strolls, along with a community field, playground, and pavilion. Just two miles from the Chesapeake Bay Bridge, you’ll also have quick access to Kent Narrows, the Cross Island Trail, Queenstown Outlets, and local restaurants.

1872 Harbor Dr, Chester

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Taylor Properties.

One of the largest lots in the community, fenced rear yard, area to expand, recent roof, siding and windows, updated bathroom, community beach, club house and boat ramp. Large family room with wood burning stove, brick fireplace n living room with pellet stove insert, propane and electric heat. Large gravel asphalt mixed driveway. New garage,

One of the largest lots in the community, fenced rear yard, area to expand, recent roof, siding and windows, updated bathroom, community beach, club house and boat ramp. Large family room with wood burning stove, brick fireplace n living room with pellet stove insert, propane and electric heat. Large gravel asphalt mixed driveway. New garage,

209 Olive Branch Rd, Stevensville

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

Selling Office: RE/MAX One.

MAJOR PRICE IMPROVEMENT! VA assumable mortgage at a very low rate available for eligible buyers! Welcome to this charming 3-bedroom, 2-bath Rancher sitting on nearly an acre (0.92 acres) in a private, peaceful Stevensville setting - an impressive lot size for Kent Island! With a fenced yard, paved driveway, and mature trees, you’ll enjoy the perfect blend of space, nature, and convenience. Inside, hardwood floors flow throughout with tile in the kitchen and baths. The kitchen features maple cabinetry, granite counters, and stainless steel appliances. A large deck and screened porch provide the ideal backdrop for entertaining or simply enjoying the outdoors. The spacious hallway bath includes a soaking jetted tub for relaxation. This home comes with valuable upgrades including: new roof, gutters & soffits (2023), new windows throughout except dining area (2023), septic and upgraded drainfield (approx. 7 years), plus a regularly serviced well and septic system. The solar panels installed in 2018 will be conveyed owned free and clear at settlement, providing long-term savings on electric bills on top of no water bill, a huge advantage with utility costs on the rise in Maryland. Additional highlights include ceiling fans throughout, a whole house fan, newer washer & dryer, and plenty of storage with a pull-down attic and large unfinished basement. With no HOA fees, energy-efficient living, and even the ability to charge your electric vehicle, this property offers the freedom to live smarter while enjoying the quiet of your own private retreat. Relax on the porch, watch nature unfold in the backyard, and enjoy the peace of mind that comes with both comfort and savings. Heading to Baltimore or D.C.? You’ll appreciate the convenience of this location positioned at the final exit before the Bay Bridge, you’ll skip the usual backups and enjoy faster, stress-free travel.

MAJOR PRICE IMPROVEMENT! VA assumable mortgage at a very low rate available for eligible buyers! Welcome to this charming 3-bedroom, 2-bath Rancher sitting on nearly an acre (0.92 acres) in a private, peaceful Stevensville setting - an impressive lot size for Kent Island! With a fenced yard, paved driveway, and mature trees, you’ll enjoy the perfect blend of space, nature, and convenience. Inside, hardwood floors flow throughout with tile in the kitchen and baths. The kitchen features maple cabinetry, granite counters, and stainless steel appliances. A large deck and screened porch provide the ideal backdrop for entertaining or simply enjoying the outdoors. The spacious hallway bath includes a soaking jetted tub for relaxation. This home comes with valuable upgrades including: new roof, gutters & soffits (2023), new windows throughout except dining area (2023), septic and upgraded drainfield (approx. 7 years), plus a regularly serviced well and septic system. The solar panels installed in 2018 will be conveyed owned free and clear at settlement, providing long-term savings on electric bills on top of no water bill, a huge advantage with utility costs on the rise in Maryland. Additional highlights include ceiling fans throughout, a whole house fan, newer washer & dryer, and plenty of storage with a pull-down attic and large unfinished basement. With no HOA fees, energy-efficient living, and even the ability to charge your electric vehicle, this property offers the freedom to live smarter while enjoying the quiet of your own private retreat. Relax on the porch, watch nature unfold in the backyard, and enjoy the peace of mind that comes with both comfort and savings. Heading to Baltimore or D.C.? You’ll appreciate the convenience of this location positioned at the final exit before the Bay Bridge, you’ll skip the usual backups and enjoy faster, stress-free travel.

1609 Love Point Rd, Stevensville

Listing courtesy of Realty Navigator. Contact:

Selling Office: TTR Sotheby's International Realty.

$444,000

Romancoke on the Bay – Water-Privileged Living on Kent Island’s South End There’s a moment—just as you turn onto Pennik Drive and the canopy of trees opens up—that you feel it. That gentle “ahh… this is home” kind of peace. It’s not just the way the sunlight filters through the leaves or how the bay breeze carries a hint of salt and pine—it’s the sense that life slows down here, just enough for you to savor it. Welcome to 213 Pennik Drive, a charming 3-bedroom, 2-bath ranch-style home tucked into one of Kent Island’s most loved waterfront communities—Romancoke on the Bay. Perfectly situated between the Chesapeake Bay and the Eastern Bay, this home combines everyday comfort with timeless coastal simplicity. Step inside and you’ll find a bright country kitchen—the kind that invites morning coffee refills and unhurried Sunday breakfasts. The heart of the home opens to a four-season sunroom, surrounded by windows and backyard views—ideal for reading, relaxing, or watching the seasons change in your own private piece of the Shore. The fenced backyard offers both privacy and space for gardens, gatherings, and furry friends, framed by mature trees that glow golden in the fall. When the weekend rolls around, you’re never far from the fun. This water-privileged neighborhood offers all the essentials of Eastern Shore living—a community clubhouse, beach and picnic area, boat ramp, and fishing pier, where neighbors still chat as the sun dips low over the bay. The South Island Trail ends right here in Romancoke, giving you easy access to miles of walking, biking, and exploring—all the way up to Matapeake and beyond. Golfers will love being minutes from Blue Heron Golf Course, while boaters, anglers, and beach lovers have endless access to the Bay. And when you pull into the driveway at night, with the porch light glowing and the crickets singing, you’ll know—you didn’t just find a house. You found your Maryland home base.

Romancoke on the Bay – Water-Privileged Living on Kent Island’s South End There’s a moment—just as you turn onto Pennik Drive and the canopy of trees opens up—that you feel it. That gentle “ahh… this is home” kind of peace. It’s not just the way the sunlight filters through the leaves or how the bay breeze carries a hint of salt and pine—it’s the sense that life slows down here, just enough for you to savor it. Welcome to 213 Pennik Drive, a charming 3-bedroom, 2-bath ranch-style home tucked into one of Kent Island’s most loved waterfront communities—Romancoke on the Bay. Perfectly situated between the Chesapeake Bay and the Eastern Bay, this home combines everyday comfort with timeless coastal simplicity. Step inside and you’ll find a bright country kitchen—the kind that invites morning coffee refills and unhurried Sunday breakfasts. The heart of the home opens to a four-season sunroom, surrounded by windows and backyard views—ideal for reading, relaxing, or watching the seasons change in your own private piece of the Shore. The fenced backyard offers both privacy and space for gardens, gatherings, and furry friends, framed by mature trees that glow golden in the fall. When the weekend rolls around, you’re never far from the fun. This water-privileged neighborhood offers all the essentials of Eastern Shore living—a community clubhouse, beach and picnic area, boat ramp, and fishing pier, where neighbors still chat as the sun dips low over the bay. The South Island Trail ends right here in Romancoke, giving you easy access to miles of walking, biking, and exploring—all the way up to Matapeake and beyond. Golfers will love being minutes from Blue Heron Golf Course, while boaters, anglers, and beach lovers have endless access to the Bay. And when you pull into the driveway at night, with the porch light glowing and the crickets singing, you’ll know—you didn’t just find a house. You found your Maryland home base.

213 Pennick Dr, Stevensville

Listing courtesy of Realty Navigator. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$442,500

Experience the best of Kent Island waterfront living in the sought-after Bayside community of Chester! This beautifully appointed end-unit townhome offers marina water views from every level, a wraparound porch, multiple outdoor living spaces, and three finished levels above grade—all within a resort-style waterfront community designed for easy, low-maintenance living. Step inside to a bright, open-concept main level featuring a spacious living area with a gas fireplace and direct access to the rear deck—the perfect spot to relax and take in the marina views. The kitchen offers a center island, 42" cabinetry, and plenty of space for everyday living and entertaining. A convenient half bath and under-stair storage complete this level. Upstairs, you'll find two generously sized bedrooms, each with its own private ensuite bath. The primary suite feels like a true retreat with a walk-in closet, skylight, separate soaking tub and shower, and a private balcony overlooking the marina. Laundry is conveniently located on the bedroom level as well. The top-floor loft adds even more flexibility, offering a spacious bonus area with its own full bath and 2 walk-in closets—ideal for a third bedroom, guest suite, home office, or additional living space. Additional highlights include brand NEW carpet throughout, plus a one-car garage with storage shelving and extra parking conveniently located just across the street. Even better, the condo fee covers the roof, siding, grounds, and community amenities, allowing you to spend less time on exterior maintenance and more time enjoying the Eastern Shore lifestyle. Residents of Bayside enjoy an impressive collection of amenities, including a clubhouse, fitness center, swimming pool, tennis courts, & walking trails. Ideally situated near the marina, waterfront dining, shopping, golf courses, and major commuter routes, 609 Blenny Lane offers the perfect blend of Eastern Shore charm, waterfront living, and everyday convenience. Come discover the Bayside lifestyle—where marina views, resort-style amenities, and low-maintenance living come together on Kent Island.

3 Beds ⋅ 4 Baths

Experience the best of Kent Island waterfront living in the sought-after Bayside community of Chester! This beautifully appointed end-unit townhome offers marina water views from every level, a wraparound porch, multiple outdoor living spaces, and three finished levels above grade—all within a resort-style waterfront community designed for easy, low-maintenance living. Step inside to a bright, open-concept main level featuring a spacious living area with a gas fireplace and direct access to the rear deck—the perfect spot to relax and take in the marina views. The kitchen offers a center island, 42" cabinetry, and plenty of space for everyday living and entertaining. A convenient half bath and under-stair storage complete this level. Upstairs, you'll find two generously sized bedrooms, each with its own private ensuite bath. The primary suite feels like a true retreat with a walk-in closet, skylight, separate soaking tub and shower, and a private balcony overlooking the marina. Laundry is conveniently located on the bedroom level as well. The top-floor loft adds even more flexibility, offering a spacious bonus area with its own full bath and 2 walk-in closets—ideal for a third bedroom, guest suite, home office, or additional living space. Additional highlights include brand NEW carpet throughout, plus a one-car garage with storage shelving and extra parking conveniently located just across the street. Even better, the condo fee covers the roof, siding, grounds, and community amenities, allowing you to spend less time on exterior maintenance and more time enjoying the Eastern Shore lifestyle. Residents of Bayside enjoy an impressive collection of amenities, including a clubhouse, fitness center, swimming pool, tennis courts, & walking trails. Ideally situated near the marina, waterfront dining, shopping, golf courses, and major commuter routes, 609 Blenny Lane offers the perfect blend of Eastern Shore charm, waterfront living, and everyday convenience. Come discover the Bayside lifestyle—where marina views, resort-style amenities, and low-maintenance living come together on Kent Island.

609 Blenny Ln, Chester

Listing courtesy of Compass. Contact:

Selling Office: RE/MAX Leading Edge.

$442,500

PRICE DROP! Motivated Seller! Escape to the water — without the waterfront price. This Chester River–front townhome in Queens Landing is the perfect second home or low-maintenance retreat, all for under $500K. Enjoy sunrise water views from your private patio and balcony, and lock-and-leave peace of mind when you head back home. Inside, the layout is easy and functional with luxury vinyl plank flooring, a gas fireplace, and a bright kitchen featuring white shaker cabinets, granite counters, stainless steel appliances, and an induction cooktop. Upstairs offers vaulted ceilings, skylights, a riverfront primary suite with private balcony and en-suite bath, plus a versatile loft for guests or a home office. Fresh paint, a newer roof, ample storage, and all special assessments already paid make this truly turnkey. Resort-style amenities include a waterfront clubhouse, pool, fitness center, pickleball and tennis courts, marina views, and direct access to the Cross Island Trail. Walk to dining, minutes to Route 50, and easy access to Annapolis, D.C., and Baltimore. Waterfront lifestyle. Lock-and-leave living.

2 Beds ⋅ 3 Baths

PRICE DROP! Motivated Seller! Escape to the water — without the waterfront price. This Chester River–front townhome in Queens Landing is the perfect second home or low-maintenance retreat, all for under $500K. Enjoy sunrise water views from your private patio and balcony, and lock-and-leave peace of mind when you head back home. Inside, the layout is easy and functional with luxury vinyl plank flooring, a gas fireplace, and a bright kitchen featuring white shaker cabinets, granite counters, stainless steel appliances, and an induction cooktop. Upstairs offers vaulted ceilings, skylights, a riverfront primary suite with private balcony and en-suite bath, plus a versatile loft for guests or a home office. Fresh paint, a newer roof, ample storage, and all special assessments already paid make this truly turnkey. Resort-style amenities include a waterfront clubhouse, pool, fitness center, pickleball and tennis courts, marina views, and direct access to the Cross Island Trail. Walk to dining, minutes to Route 50, and easy access to Annapolis, D.C., and Baltimore. Waterfront lifestyle. Lock-and-leave living.

15 Qun Ann Way Unit E, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Benson & Mangold, LLC.

$440,000

Enjoy the best of Eastern Shore Living at 711 Shi Lane! This charming 3 bedroom , 2 bath home offers 1,736 square feet of comfortable space, featuring an open floor plan with a seamless flow, perfect for both every day living and entertaining. The home boasts of hardwood flooring, brand new carpet, and vaulted ceilings that create a bright and airy feel throughout. You will love gathering around the spacious center island. The kitchen offers abundant storage, Corian countertops, a large center island, and double wall ovens, perfect for entertaining. Cozy up by the warm fireplace or take advantage of the attached garage for added convenience. Step outside to the spacious back deck, offering three access points and a partially screened in area. Idea for relaxing or hosting gatherings while enjoying the peaceful surroundings. Located in the desirable Cloverfield's community, residents enjoy access to an outdoor pool, private beach, boat ramp, clubhouse, pavilion, basketball courts, and playground. Offering a true waterfront lifestyle with exceptional amenities. Outdoor enthusiasts will appreciate being minutes from Terrapin Nature Park and Love Point Park, with easy access to the Cross Island Trail, and Kent Island South Trail. Explore the multi use flat trails while enjoying the natural beauty of the Eastern Shore. Just 15 mins drive, Kent Narrows offers a vibrant waterfront scene with dining, local crab shacks, and lively Tiki bar. Many waterfront restaurants offer dockside slips for boaters, enhancing the true Chesapeake Bay lifestyle experience. Welcome to Cloverfield on Kent Island. I look forward to introducing you to 711 Shi Lane, where comfort, community and coastal living come together.

Enjoy the best of Eastern Shore Living at 711 Shi Lane! This charming 3 bedroom , 2 bath home offers 1,736 square feet of comfortable space, featuring an open floor plan with a seamless flow, perfect for both every day living and entertaining. The home boasts of hardwood flooring, brand new carpet, and vaulted ceilings that create a bright and airy feel throughout. You will love gathering around the spacious center island. The kitchen offers abundant storage, Corian countertops, a large center island, and double wall ovens, perfect for entertaining. Cozy up by the warm fireplace or take advantage of the attached garage for added convenience. Step outside to the spacious back deck, offering three access points and a partially screened in area. Idea for relaxing or hosting gatherings while enjoying the peaceful surroundings. Located in the desirable Cloverfield's community, residents enjoy access to an outdoor pool, private beach, boat ramp, clubhouse, pavilion, basketball courts, and playground. Offering a true waterfront lifestyle with exceptional amenities. Outdoor enthusiasts will appreciate being minutes from Terrapin Nature Park and Love Point Park, with easy access to the Cross Island Trail, and Kent Island South Trail. Explore the multi use flat trails while enjoying the natural beauty of the Eastern Shore. Just 15 mins drive, Kent Narrows offers a vibrant waterfront scene with dining, local crab shacks, and lively Tiki bar. Many waterfront restaurants offer dockside slips for boaters, enhancing the true Chesapeake Bay lifestyle experience. Welcome to Cloverfield on Kent Island. I look forward to introducing you to 711 Shi Lane, where comfort, community and coastal living come together.

711 Shi Ln, Stevensville

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

Selling Office: Long & Foster Real Estate, Inc..

$440,000

When life on Kent Island looks this good, it’s hard not to fall in love. Welcome to 132 Talbot Road in Kent Island Estates. This beautifully updated one-story home features 3 bedrooms, 2 full bathrooms, an attached garage, and a spacious detached garage/workshop—all situated on a beautifully flat lot with inviting outdoor living spaces. Step inside to find a bright, open floor plan that flows seamlessly from the living area—with a new electric fireplace and tiled surround—to the dining space and kitchen. The kitchen features granite countertops, stainless steel LG appliances, and a window over the sink that fills the room with natural light, framing a view of the backyard. Down the hall are three comfortable bedrooms, including a primary suite with two large closets, an ensuite bath with a standing shower, and a versatile den area that opens through sliding glass doors to the rear deck. A second full bath, featuring a large vanity and a tub/shower, serves the additional bedrooms. Outside is designed for relaxation and entertainment—a large wooden deck leads to a fenced yard complete with a fire pit, gazebo, and a new 12×10 shed. The property’s standout feature is the newly built 20×30 detached garage/workshop, which features its own HVAC system, along with a gravel driveway that provides ample parking. This home has undergone extensive updates from top to bottom. Improvements include new Brazilian Cherry EVP flooring, HVAC systems and ductwork, a ductless unit in the rear garage, new LG appliances, updated interior and storm doors, and expanded primary closets. The crawl space has been fully encapsulated with added drains and pumps, and a new Rheem tankless water heater, well pump and tank, and water-treatment system have all been installed. And that’s just the beginning—see the disclosures for the complete list of updates and improvements! Located in the desirable Kent Island Estates, just minutes from community parks, paths, and a boat launch, this home offers the perfect blend of comfort, convenience, and a coastal lifestyle. Please note there are three community associations in the area: Kent Island Estates Community Association (KIECA, a voluntary association), The Beach Recreation Association (a voluntary association), and the KIE Road Maintenance and Construction Association, with mandatory dues of $10/lot/year.

When life on Kent Island looks this good, it’s hard not to fall in love. Welcome to 132 Talbot Road in Kent Island Estates. This beautifully updated one-story home features 3 bedrooms, 2 full bathrooms, an attached garage, and a spacious detached garage/workshop—all situated on a beautifully flat lot with inviting outdoor living spaces. Step inside to find a bright, open floor plan that flows seamlessly from the living area—with a new electric fireplace and tiled surround—to the dining space and kitchen. The kitchen features granite countertops, stainless steel LG appliances, and a window over the sink that fills the room with natural light, framing a view of the backyard. Down the hall are three comfortable bedrooms, including a primary suite with two large closets, an ensuite bath with a standing shower, and a versatile den area that opens through sliding glass doors to the rear deck. A second full bath, featuring a large vanity and a tub/shower, serves the additional bedrooms. Outside is designed for relaxation and entertainment—a large wooden deck leads to a fenced yard complete with a fire pit, gazebo, and a new 12×10 shed. The property’s standout feature is the newly built 20×30 detached garage/workshop, which features its own HVAC system, along with a gravel driveway that provides ample parking. This home has undergone extensive updates from top to bottom. Improvements include new Brazilian Cherry EVP flooring, HVAC systems and ductwork, a ductless unit in the rear garage, new LG appliances, updated interior and storm doors, and expanded primary closets. The crawl space has been fully encapsulated with added drains and pumps, and a new Rheem tankless water heater, well pump and tank, and water-treatment system have all been installed. And that’s just the beginning—see the disclosures for the complete list of updates and improvements! Located in the desirable Kent Island Estates, just minutes from community parks, paths, and a boat launch, this home offers the perfect blend of comfort, convenience, and a coastal lifestyle. Please note there are three community associations in the area: Kent Island Estates Community Association (KIECA, a voluntary association), The Beach Recreation Association (a voluntary association), and the KIE Road Maintenance and Construction Association, with mandatory dues of $10/lot/year.

132 Talbot Rd, Stevensville

Listing courtesy of Compass. Contact:

Selling Office: Taylor Properties.

$439,000

This meticulously maintained Ellendale townhome with pond views offers modern living with premium location. The entry level features vinyl flooring and a flexible open space—perfect as an office, den, gym or playroom and internal access to the two-car garage. The main level impresses with 9-foot ceilings and an open-concept layout. A gourmet eat-in kitchen boasts granite countertops, a breakfast bar island, custom cabinetry, and a large pantry, flowing seamlessly into the living room area with hardwoods. Main level also features a powder room and a closet with stackable washer/dryer. Step outside to a private, oversized deck on the rear or look out front to a serene pond. Upstairs, the primary suite features a walk-in closet and ensuite bathroom. Two additional bedrooms and full guest bathroom are also on the upper level. Located just steps from the community pool, clubhouse, and kayak ramp, this move-in-ready home is an exceptional find.

This meticulously maintained Ellendale townhome with pond views offers modern living with premium location. The entry level features vinyl flooring and a flexible open space—perfect as an office, den, gym or playroom and internal access to the two-car garage. The main level impresses with 9-foot ceilings and an open-concept layout. A gourmet eat-in kitchen boasts granite countertops, a breakfast bar island, custom cabinetry, and a large pantry, flowing seamlessly into the living room area with hardwoods. Main level also features a powder room and a closet with stackable washer/dryer. Step outside to a private, oversized deck on the rear or look out front to a serene pond. Upstairs, the primary suite features a walk-in closet and ensuite bathroom. Two additional bedrooms and full guest bathroom are also on the upper level. Located just steps from the community pool, clubhouse, and kayak ramp, this move-in-ready home is an exceptional find.

119 Liam Thomas Ln, Stevensville

Listing courtesy of Gans Realty. Contact:

Selling Office: Benson & Mangold, LLC.

$437,000

Nestled in the award-winning Symphony Village Active Adult 55+ community, this beautifully maintained contemporary home offers the perfect balance of comfort, functionality, and space for both everyday living and entertaining. Designed for convenient main-level living, this move-in ready home features a spacious primary suite with dual walk-in closets and an en-suite bath complete with a soaking tub. A second bedroom, full bath, and versatile den/library provide ample space for guests or hobbies. The thoughtfully designed floor plan also includes a formal living room, dining room, laundry room with utility sink, and dedicated office/workstation area. At the heart of the home, the eat-in kitchen also offers bar seating and opens seamlessly to the inviting family room with a cozy gas fireplace, creating an ideal gathering space. Step outside to enjoy exceptional outdoor living beneath a motorized retractable awning overlooking a beautifully designed, lighted 11x39 paver patio—perfect for dining al fresco, entertaining friends, or simply relaxing in a peaceful setting. The attached two-car garage includes an additional refrigerator and storage closet. Recent updates include a newer HVAC system for added peace of mind. Residents of Symphony Village enjoy an impressive array of resort-style amenities, including indoor and outdoor swimming pools, a fitness center, clubhouse, game room, tennis and pickleball courts, bocce courts, a putting green, scenic walking trails, picnic areas, and a vibrant calendar of social activities, clubs, classes, and community events. Ideally located just minutes from downtown Centreville, you'll enjoy easy access to local restaurants, waterfront recreation and boating on the Chesapeake Bay, as well as nearby Chestertown, Easton, and Annapolis. Maryland and Delaware beaches are also within a convenient drive, making this an exceptional place to call home.

2 Beds ⋅ 2 Baths

Nestled in the award-winning Symphony Village Active Adult 55+ community, this beautifully maintained contemporary home offers the perfect balance of comfort, functionality, and space for both everyday living and entertaining. Designed for convenient main-level living, this move-in ready home features a spacious primary suite with dual walk-in closets and an en-suite bath complete with a soaking tub. A second bedroom, full bath, and versatile den/library provide ample space for guests or hobbies. The thoughtfully designed floor plan also includes a formal living room, dining room, laundry room with utility sink, and dedicated office/workstation area. At the heart of the home, the eat-in kitchen also offers bar seating and opens seamlessly to the inviting family room with a cozy gas fireplace, creating an ideal gathering space. Step outside to enjoy exceptional outdoor living beneath a motorized retractable awning overlooking a beautifully designed, lighted 11x39 paver patio—perfect for dining al fresco, entertaining friends, or simply relaxing in a peaceful setting. The attached two-car garage includes an additional refrigerator and storage closet. Recent updates include a newer HVAC system for added peace of mind. Residents of Symphony Village enjoy an impressive array of resort-style amenities, including indoor and outdoor swimming pools, a fitness center, clubhouse, game room, tennis and pickleball courts, bocce courts, a putting green, scenic walking trails, picnic areas, and a vibrant calendar of social activities, clubs, classes, and community events. Ideally located just minutes from downtown Centreville, you'll enjoy easy access to local restaurants, waterfront recreation and boating on the Chesapeake Bay, as well as nearby Chestertown, Easton, and Annapolis. Maryland and Delaware beaches are also within a convenient drive, making this an exceptional place to call home.

251 Opera Ct, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Blue Crab Realty LLC.

$435,100

Welcome to 109 Price Lane, a beautifully maintained original-owner split foyer home built in 2013. This home offers comfort, space, and convenience in one of the Eastern Shore’s most popular locations—Kent Island. This 3-bedroom, 2.5-bath home features a bright, open layout with hardwood flooring in the entry, family room, kitchen, and hallway. The kitchen offers tall cabinetry, granite countertops, a classic stone backsplash, and an eat-in area with access to the maintenance-free second-level deck. The primary suite includes a full ensuite bath, while two additional bedrooms and a full hall bath complete the upper level. The finished lower level offers a second living space, laundry, half bath, and access to both the garage and backyard. Outside, enjoy white vinyl fully fenced yard, stamped concrete patio, and a stand out feature of a 12 x 16 climate-controlled shed/workshop with electric—perfect for hobbies, a home office/studio, gym or flex space. The extended driveway provides ample parking for multiple vehicles, boats, or guests. Enjoy no HOA and a prime location less than a mile to the grocery store and minutes from the vibrant Kent Narrows, known for waterfront dining, dock bars, and entertainment with easy access to the Chesapeake Bay Bridge. Additional features include a reverse osmosis system at the kitchen sink and refrigerator, a water treatment and softening system, and a new water heater—adding comfort and peace of mind. With fresh paint and brand-new carpeting already done for you, this home is truly move-in ready and waiting for its next chapter on Kent Island.

Welcome to 109 Price Lane, a beautifully maintained original-owner split foyer home built in 2013. This home offers comfort, space, and convenience in one of the Eastern Shore’s most popular locations—Kent Island. This 3-bedroom, 2.5-bath home features a bright, open layout with hardwood flooring in the entry, family room, kitchen, and hallway. The kitchen offers tall cabinetry, granite countertops, a classic stone backsplash, and an eat-in area with access to the maintenance-free second-level deck. The primary suite includes a full ensuite bath, while two additional bedrooms and a full hall bath complete the upper level. The finished lower level offers a second living space, laundry, half bath, and access to both the garage and backyard. Outside, enjoy white vinyl fully fenced yard, stamped concrete patio, and a stand out feature of a 12 x 16 climate-controlled shed/workshop with electric—perfect for hobbies, a home office/studio, gym or flex space. The extended driveway provides ample parking for multiple vehicles, boats, or guests. Enjoy no HOA and a prime location less than a mile to the grocery store and minutes from the vibrant Kent Narrows, known for waterfront dining, dock bars, and entertainment with easy access to the Chesapeake Bay Bridge. Additional features include a reverse osmosis system at the kitchen sink and refrigerator, a water treatment and softening system, and a new water heater—adding comfort and peace of mind. With fresh paint and brand-new carpeting already done for you, this home is truly move-in ready and waiting for its next chapter on Kent Island.

109 Prices Ln, Chester

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Maryland Residential Realty.

Beautifully renovated and move-in ready in the heart of Stevensville! This 3-bedroom, 1-bath rancher has been thoughtfully updated throughout, featuring brand-new LVP flooring, a completely renovated kitchen, updated bathroom, new fixtures, fresh paint, and modern finishes throughout. Enjoy the convenience of being just blocks from downtown Stevensville, with local shops, restaurants, schools, and parks nearby. The Cross Island Trail is just a short walk around the corner, offering miles of paved walking and biking trails across Kent Island, while the Chesapeake Bay Bridge is just minutes away for an easy commute to the western shore. Served by public water and sewer, this beautifully updated home combines modern finishes with a convenient Kent Island location. Nothing left to do but move in and enjoy!

3 Beds ⋅ 1 Baths

Beautifully renovated and move-in ready in the heart of Stevensville! This 3-bedroom, 1-bath rancher has been thoughtfully updated throughout, featuring brand-new LVP flooring, a completely renovated kitchen, updated bathroom, new fixtures, fresh paint, and modern finishes throughout. Enjoy the convenience of being just blocks from downtown Stevensville, with local shops, restaurants, schools, and parks nearby. The Cross Island Trail is just a short walk around the corner, offering miles of paved walking and biking trails across Kent Island, while the Chesapeake Bay Bridge is just minutes away for an easy commute to the western shore. Served by public water and sewer, this beautifully updated home combines modern finishes with a convenient Kent Island location. Nothing left to do but move in and enjoy!

126 State St, Stevensville

Listing courtesy of Samson Properties. Contact:

Selling Office: Corner House Realty.

Great location across from the Post Office. Will accommodate multiple business opportunities including retail or wholesale. Main level currently has retail store with great tenant. Property includes a vacant recently renovated 2 + bedroom, 1 full bath with tiled walls and tub/shower combo apt (2nd floor) with sunroom and large deck area. Gound level has paved loading dock, 3 walk in coolers (no units), workshop area and 2 connex boxes for ample storage. Live upstairs and work downstairs or use for rental income

4300 Main St, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Sampson Properties.

Location, Location, Location! This GVC zoned property offers multiple possibilities to both investors and businesses located across from Grasonville Post Office. Perfect for anyone looking to expand their business in a growing area or investor looking for a great multiuse rental property. This corner property features 1000 sf storefront with additional warehouse, loading dock and storage containers, remolded 2nd floor 2 bedroom/ 1 full bath with deck and sunroom. Recent renovations include new roof and skylights, siding, new upper level and warehouse windows, new kitchen, new bath with tiled floor/shower bath and walls and flooring throughout 2nd floor apartment. Rare find with possible owner financing to qualifying Buyers.

Location, Location, Location! This GVC zoned property offers multiple possibilities to both investors and businesses located across from Grasonville Post Office. Perfect for anyone looking to expand their business in a growing area or investor looking for a great multiuse rental property. This corner property features 1000 sf storefront with additional warehouse, loading dock and storage containers, remolded 2nd floor 2 bedroom/ 1 full bath with deck and sunroom. Recent renovations include new roof and skylights, siding, new upper level and warehouse windows, new kitchen, new bath with tiled floor/shower bath and walls and flooring throughout 2nd floor apartment. Rare find with possible owner financing to qualifying Buyers.

4300 Main, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Sampson Properties.

Grasonville - This home offers 3 bedroom and 3 baths located on 1.2 acres. The garage space is amazing for all of your projects. Featuring two garages, one car oversized attached is heated and with an oversized two car detached 24x 30 with heat and AC. The house roof is a 50-year shingle with about 7 years on it. You will enjoy the fall and the rest of the summer in the large screened in porch. NO Hoa or restrictions. This is the home you have been looking for. Call today for your showing appointment.

Grasonville - This home offers 3 bedroom and 3 baths located on 1.2 acres. The garage space is amazing for all of your projects. Featuring two garages, one car oversized attached is heated and with an oversized two car detached 24x 30 with heat and AC. The house roof is a 50-year shingle with about 7 years on it. You will enjoy the fall and the rest of the summer in the large screened in porch. NO Hoa or restrictions. This is the home you have been looking for. Call today for your showing appointment.

407 Sawmill Ln, Grasonville

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

Selling Office: Rosendale Realty.

BUYERS LOSS IS YOUR GAIN!! This charming ranch-style home in the desirable Cloverfields community offers a perfect blend of comfort and modern living and comes completed with brand new HVAC! With 3 bedrooms and 1.5 baths (half bath in primary), the interior features a traditional floor plan that seamlessly connects the kitchen, dining, and living areas, ideal for gatherings. The country kitchen boasts an island and ample appliances, including a built-in microwave and dishwasher. Enjoy the luxury vinyl plank flooring throughout, enhancing the home's inviting atmosphere. Step outside to a spacious 0.43-acre lot, beautifully landscaped and backing to mature treelike, providing a peaceful retreat. The community amenities include a pool, community beach, fishing pier, marina, clubhouse, tot lot and ballfields... perfect for outdoor enthusiasts. Located just blocks from the Chester River, enjoy scenic views and water activities. Cloverfields is known for its friendly neighborhood vibe, excellent schools, and nearby parks, ensuring a fulfilling lifestyle. Seller has performed a number of renovations, elevating the homes overall vibe and asthetics, creating a warm and inviting place to call home.

BUYERS LOSS IS YOUR GAIN!! This charming ranch-style home in the desirable Cloverfields community offers a perfect blend of comfort and modern living and comes completed with brand new HVAC! With 3 bedrooms and 1.5 baths (half bath in primary), the interior features a traditional floor plan that seamlessly connects the kitchen, dining, and living areas, ideal for gatherings. The country kitchen boasts an island and ample appliances, including a built-in microwave and dishwasher. Enjoy the luxury vinyl plank flooring throughout, enhancing the home's inviting atmosphere. Step outside to a spacious 0.43-acre lot, beautifully landscaped and backing to mature treelike, providing a peaceful retreat. The community amenities include a pool, community beach, fishing pier, marina, clubhouse, tot lot and ballfields... perfect for outdoor enthusiasts. Located just blocks from the Chester River, enjoy scenic views and water activities. Cloverfields is known for its friendly neighborhood vibe, excellent schools, and nearby parks, ensuring a fulfilling lifestyle. Seller has performed a number of renovations, elevating the homes overall vibe and asthetics, creating a warm and inviting place to call home.

952 Monroe Manor Rd, Stevensville

Listing courtesy of Wilson Realty & Staging LLC. Contact:

Selling Office: Engel & Volkers Annapolis.

Beautiful, Well-Maintained 3BR/2.5BA Home with Upgrades – 215 Fairview Drive Owner pride shines inside and out in this exceptional home located in the charming town of Chestertown, nestled in Queen Anne's County. Built in 2004 and offering 1,784 sq ft of living space, this property blends comfort, functionality, and thoughtful updates—perfect for today’s lifestyle. This inviting home features 3 bedrooms and 2.5 baths, along with a 2-car garage and a newly paved blacktop driveway. Inside, enjoy a bright, functional layout with brand-new carpet throughout the entire upstairs, giving the home a fresh, move-in-ready feel. Additional updates include a new roof, offering peace of mind for years to come. The spacious living areas flow seamlessly, making it ideal for both everyday living and entertaining. Step outside to a large backyard with plenty of space to relax and enjoy. The property includes a children’s play area and a vegetable garden, perfect for outdoor fun and homegrown produce. Highlights: 3 Bedrooms | 2.5 Bathrooms 1,784 Sq Ft | Built in 2004 2-Car Garage New Roof New Carpet Upstairs Blacktop Driveway Large Backyard Children’s Play Area Vegetable Garden Conveniently located just minutes from downtown Chestertown, Washington College, local shops, dining, and the waterfront, this home offers the perfect balance of peaceful living and accessibility. Schedule your showing today—this move-in-ready home won’t last long! Professional pictures coming 5/7 .

Beautiful, Well-Maintained 3BR/2.5BA Home with Upgrades – 215 Fairview Drive Owner pride shines inside and out in this exceptional home located in the charming town of Chestertown, nestled in Queen Anne's County. Built in 2004 and offering 1,784 sq ft of living space, this property blends comfort, functionality, and thoughtful updates—perfect for today’s lifestyle. This inviting home features 3 bedrooms and 2.5 baths, along with a 2-car garage and a newly paved blacktop driveway. Inside, enjoy a bright, functional layout with brand-new carpet throughout the entire upstairs, giving the home a fresh, move-in-ready feel. Additional updates include a new roof, offering peace of mind for years to come. The spacious living areas flow seamlessly, making it ideal for both everyday living and entertaining. Step outside to a large backyard with plenty of space to relax and enjoy. The property includes a children’s play area and a vegetable garden, perfect for outdoor fun and homegrown produce. Highlights: 3 Bedrooms | 2.5 Bathrooms 1,784 Sq Ft | Built in 2004 2-Car Garage New Roof New Carpet Upstairs Blacktop Driveway Large Backyard Children’s Play Area Vegetable Garden Conveniently located just minutes from downtown Chestertown, Washington College, local shops, dining, and the waterfront, this home offers the perfect balance of peaceful living and accessibility. Schedule your showing today—this move-in-ready home won’t last long! Professional pictures coming 5/7 .

215 Fairview Dr, Chestertown

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

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

Welcome to this beautifully updated 4-bedroom, 2 full bathroom starter home on sought-after Kent Island! Located just one block from the water at the end of the street, this home offers the perfect blend of modern upgrades and relaxed Eastern Shore living. Inside, you’ll find a bright and functional layout with plenty of space for family, guests, or a home office. The fully remodeled kitchen (2025) features quartz countertops, new cabinetry, and Whirlpool stainless steel appliances, creating a clean and modern space ideal for everyday living and entertaining. The home also features a fully remodeled primary suite (2024) complete with a large walk-in closet, double vanity, and beautifully tiled shower, along with a dedicated laundry area—offering comfort and convenience rarely found in a starter home. Step outside to a fully fenced backyard, perfect for pets, along with a nice patio area with a bar setup, making it ideal for entertaining or relaxing. The huge lot with tons of parking provides plenty of space for multiple vehicles, boats, or trailers, and a brand new storage shed adds extra functionality. Located just minutes from marinas, waterfront dining, and the Chesapeake Bay Bridge, this home offers easy commuting while still enjoying the laid-back Kent Island lifestyle.

4 Beds ⋅ 2 Baths

Welcome to this beautifully updated 4-bedroom, 2 full bathroom starter home on sought-after Kent Island! Located just one block from the water at the end of the street, this home offers the perfect blend of modern upgrades and relaxed Eastern Shore living. Inside, you’ll find a bright and functional layout with plenty of space for family, guests, or a home office. The fully remodeled kitchen (2025) features quartz countertops, new cabinetry, and Whirlpool stainless steel appliances, creating a clean and modern space ideal for everyday living and entertaining. The home also features a fully remodeled primary suite (2024) complete with a large walk-in closet, double vanity, and beautifully tiled shower, along with a dedicated laundry area—offering comfort and convenience rarely found in a starter home. Step outside to a fully fenced backyard, perfect for pets, along with a nice patio area with a bar setup, making it ideal for entertaining or relaxing. The huge lot with tons of parking provides plenty of space for multiple vehicles, boats, or trailers, and a brand new storage shed adds extra functionality. Located just minutes from marinas, waterfront dining, and the Chesapeake Bay Bridge, this home offers easy commuting while still enjoying the laid-back Kent Island lifestyle.

202 Baltimore Dr, Stevensville

Listing courtesy of Willow Oaks Realty, LLC.. Contact:

Selling Office: Kerr Realty Services LC.

Welcome to 220 Pennick Drive, a charming 3-bedroom ranch-style home nestled in one of Kent Island's most desirable waterfront communities, Romancoke on the Bay. Conveniently located between the Chesapeake Bay and Eastern Bay, this low-maintenance lot allows you to fully enjoy a variety of outdoor pursuits. Just a short walk or bike ride away, you’ll find the Romancoke fishing pier, along with a boat ramp, beach access, picnic areas, and a community clubhouse. The Kent Island South trail culminates at Romancoke, offering countless scenic pathways for walking and biking. Golf lovers will be thrilled with the proximity to Blue Heron Golf Course. With three public beaches, parks, marinas and a sports complex all nearby there are endless possibilities to pursue a variety of different activities. There is a diverse selection of local shops and restaurants, many of the restaurants with waterfront views just a short drive away on Kent Island. Step inside this inviting 1,500 sq ft home from the welcoming front porch into a bright and airy living room that transitions effortlessly into an open-concept kitchen and dining area. The heart of the home is the all-season family room, showcasing a vaulted ceiling, recessed lighting, and a newly installed wood-burning stove—ideal for year-round relaxation while enjoying views of the serene backyard and mature woodlands. The main bathroom has been thoughtfully updated with an ADA-compliant walk-in shower. Additional updates include newly installed interior doors, a crawl space with a new sump pump and encapsulation, a new front storm door, and a french drainage system. This home beautifully merges original charm, including hardwood floors, with modern enhancements, making it ready for you to move in and enjoy immediately!

Welcome to 220 Pennick Drive, a charming 3-bedroom ranch-style home nestled in one of Kent Island's most desirable waterfront communities, Romancoke on the Bay. Conveniently located between the Chesapeake Bay and Eastern Bay, this low-maintenance lot allows you to fully enjoy a variety of outdoor pursuits. Just a short walk or bike ride away, you’ll find the Romancoke fishing pier, along with a boat ramp, beach access, picnic areas, and a community clubhouse. The Kent Island South trail culminates at Romancoke, offering countless scenic pathways for walking and biking. Golf lovers will be thrilled with the proximity to Blue Heron Golf Course. With three public beaches, parks, marinas and a sports complex all nearby there are endless possibilities to pursue a variety of different activities. There is a diverse selection of local shops and restaurants, many of the restaurants with waterfront views just a short drive away on Kent Island. Step inside this inviting 1,500 sq ft home from the welcoming front porch into a bright and airy living room that transitions effortlessly into an open-concept kitchen and dining area. The heart of the home is the all-season family room, showcasing a vaulted ceiling, recessed lighting, and a newly installed wood-burning stove—ideal for year-round relaxation while enjoying views of the serene backyard and mature woodlands. The main bathroom has been thoughtfully updated with an ADA-compliant walk-in shower. Additional updates include newly installed interior doors, a crawl space with a new sump pump and encapsulation, a new front storm door, and a french drainage system. This home beautifully merges original charm, including hardwood floors, with modern enhancements, making it ready for you to move in and enjoy immediately!

220 Pennick Dr, Stevensville

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Samson Properties.

Offer Submission Deadline is Sunday, 3/28/26 at 5 pm. Lovely one-level home just minutes from Route 213, shopping, restaurants, 4-H Park, and the Centreville Wharf on the Corsica River. This charming ranch-style home offers 4 bedrooms, 2½ bathrooms, an eat-in kitchen, and a living/dining room combination perfect for everyday living and entertaining. Step outside to the fabulous screened porch overlooking the backyard—complete with a shed and play equipment—an ideal space to relax or host gatherings. Parking is no issue here with a front-loading two-car garage, a paved driveway that easily accommodates six vehicles, and a side pad perfect for your boat or RV. With nearly 1,600 square feet of living space and no HOA, this home offers comfort, convenience, and flexibility in a great location.

4 Beds ⋅ 3 Baths

Offer Submission Deadline is Sunday, 3/28/26 at 5 pm. Lovely one-level home just minutes from Route 213, shopping, restaurants, 4-H Park, and the Centreville Wharf on the Corsica River. This charming ranch-style home offers 4 bedrooms, 2½ bathrooms, an eat-in kitchen, and a living/dining room combination perfect for everyday living and entertaining. Step outside to the fabulous screened porch overlooking the backyard—complete with a shed and play equipment—an ideal space to relax or host gatherings. Parking is no issue here with a front-loading two-car garage, a paved driveway that easily accommodates six vehicles, and a side pad perfect for your boat or RV. With nearly 1,600 square feet of living space and no HOA, this home offers comfort, convenience, and flexibility in a great location.

2920 4h Park Rd, Centreville

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

Selling Office: Rosendale Realty.

$434,900

PRICE REDUCTION!! Welcome home, to this inviting, lovely new construction home, just completed in water-oriented Kent Island Estates. 3 bedrooms and 2 full bathrooms wait for you to move in and enjoy the KI lifestyle. The spacious family room boasts a cathedral ceiling and is open to the kitchen with plenty of extra room to add a dining area or make the space to suit your own needs/wants. The kitchen has SS appliances, granite countertops, a stylish backsplash and crown molding on the crisp white cabinets. The kitchen island has plenty of room for seating for a quick meal or snack. The kitchen also includes 2 pantries for plenty of storage. The primary bedroom has an ensuite bathroom with a double vanity and a custom tiled walk-in shower. It also includes a walk-in closet. The other full bathroom features a tub/shower combo. This home has LVP flooring throughout, which will make cleaning a breeze. This home also has 9ft ceilings in its entirety, except the cathedral in the family room (referenced earlier). All the bedrooms have upgraded closest systems. Also, for your peace of mind it includes a fully encapsulated crawlspace, which has a sump pump. 104 Cecil Road is almost 1,500 sqft with a Lot size that will be super easy to maintain. Leaving you more time to go boating, kayaking, SUP, fishing, crabbing or take a short stroll or bike ride to the Romancoke Pier. Be on the water within minutes of arriving home. One of my favorite parts of this home is the proximity to the pier and beaches! The Blue Heron golf course, South Island Trail (a 7-mile paved trail), beaches, marinas and parks are all minutes away. Don't forget all the amazing restaurants, coffee shops, and other local small businesses that are what make KI special! Call today to schedule your private showing! MHBR: 7172

PRICE REDUCTION!! Welcome home, to this inviting, lovely new construction home, just completed in water-oriented Kent Island Estates. 3 bedrooms and 2 full bathrooms wait for you to move in and enjoy the KI lifestyle. The spacious family room boasts a cathedral ceiling and is open to the kitchen with plenty of extra room to add a dining area or make the space to suit your own needs/wants. The kitchen has SS appliances, granite countertops, a stylish backsplash and crown molding on the crisp white cabinets. The kitchen island has plenty of room for seating for a quick meal or snack. The kitchen also includes 2 pantries for plenty of storage. The primary bedroom has an ensuite bathroom with a double vanity and a custom tiled walk-in shower. It also includes a walk-in closet. The other full bathroom features a tub/shower combo. This home has LVP flooring throughout, which will make cleaning a breeze. This home also has 9ft ceilings in its entirety, except the cathedral in the family room (referenced earlier). All the bedrooms have upgraded closest systems. Also, for your peace of mind it includes a fully encapsulated crawlspace, which has a sump pump. 104 Cecil Road is almost 1,500 sqft with a Lot size that will be super easy to maintain. Leaving you more time to go boating, kayaking, SUP, fishing, crabbing or take a short stroll or bike ride to the Romancoke Pier. Be on the water within minutes of arriving home. One of my favorite parts of this home is the proximity to the pier and beaches! The Blue Heron golf course, South Island Trail (a 7-mile paved trail), beaches, marinas and parks are all minutes away. Don't forget all the amazing restaurants, coffee shops, and other local small businesses that are what make KI special! Call today to schedule your private showing! MHBR: 7172

104 Cecil Rd, Stevensville

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

Selling Office: Douglas Realty LLC.

$432,500

If you’ve been looking for a home you can truly make your own, this is the opportunity. This property offers a large, open floor plan with all the square footage and layout you’ve been wanting. It simply needs the right buyer to bring it back to life. Inside, you’ll find a dedicated office, a formal dining room, and an expansive kitchen and family room that make everyday living and entertaining effortless. Upstairs, all 4 bedrooms are generously sized, including a massive primary suite complete with a large bathroom and a huge walk-in closet. The full basement offers even more potential — whether you envision a rec room, gym, theater, or additional living space, it’s ready for your ideas and finishing touches. This home is ready for your vision and with its size, layout, and location, the value is here, and the chance to customize it exactly the way you want is a rare find. Bring your creativity, roll up your sleeves, and transform this house into the home you’ve always imagined. Add your touches and make it yours!

4 Beds ⋅ 3 Baths

If you’ve been looking for a home you can truly make your own, this is the opportunity. This property offers a large, open floor plan with all the square footage and layout you’ve been wanting. It simply needs the right buyer to bring it back to life. Inside, you’ll find a dedicated office, a formal dining room, and an expansive kitchen and family room that make everyday living and entertaining effortless. Upstairs, all 4 bedrooms are generously sized, including a massive primary suite complete with a large bathroom and a huge walk-in closet. The full basement offers even more potential — whether you envision a rec room, gym, theater, or additional living space, it’s ready for your ideas and finishing touches. This home is ready for your vision and with its size, layout, and location, the value is here, and the chance to customize it exactly the way you want is a rare find. Bring your creativity, roll up your sleeves, and transform this house into the home you’ve always imagined. Add your touches and make it yours!

143 Long Creek Way, Centreville

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: RE/MAX Executive.

$430,000

Coveted Cloverfields has an opening & this cutie won't last! Enjoy the Kent Island lifestyle with water access, Sandy community beach, double concrete boat ramp, community pool, pavilion, snack shack, clubhouse & swim team, and all just walking distance from this move-in ready ONE-LEVEL rancher. Recently updated throughout, this charming home features an updated kitchen and bathrooms, new flooring, fresh paint, spacious family room off the kitchen and dining area that opens to a cozy deck and fenced backyard. A large outbuilding provides plenty of extra storage, while the asphalt driveway offers room for ample parking & boat! Offering three bedrooms, including a primary suite with updated en-suite bath, two full baths- this beauty is ideal for those seeking easy one-level living in one of Kent Island's most desirable water-oriented communities just minutes from the Bay Bridge!