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Welcome to 125 Skippers Lane! Tucked away on the Queen Anne’s County side of Chestertown, this beautifully updated property offers the perfect blend of peaceful country living and modern improvements. Thoughtfully renovated and meticulously maintained, the home has seen extensive improvements, giving buyers peace of mind and the opportunity to simply move in and enjoy. Major updates include a completely renovated kitchen featuring quartz countertops, all-new appliances, and LVP flooring throughout. Beautifully renovated bedrooms and bathrooms create a fresh, updated feel. The property also includes an adjacent 1.78 acre lot, brining the total acreage to 2.79 acres and providing additional space, privacy, and endless possibilities to enjoy the outdoors. Inviting outdoor spaces, a screened in front porch, a new patio, and fence add even more comfort and enjoyment to the property. A maintenance free pollinator native wildflower garden provides a beautiful natural touch to the outdoor setting. The detached 18’x26’ garage and 9’x10’ shed provide plenty of extra space for storage, hobbies, or projects. New mini-split HVAC system, hot water heater, and water softener in 2021. New well pump in 2022. New metal roof in 2023. New whole-home reverse osmosis water filtration system in 2024. Full crawl space encapsulation with dehumidifier in 2025. New Harman pellet stove in 2026. With its extensive list of improvements, inviting outdoor spaces, and peaceful setting, this property offers a wonderful opportunity to enjoy the charm and tranquility of the Eastern Shore while remaining conveniently close to the shops, dining, and amenities of historic Chestertown.

125 Skippers Ln, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

$219,000

2 level condo with 1 car garage in Kent Cove. Priced well below appraised value this home is ready for you to enjoy the community pier, boat slips, and pool!

2 Beds ⋅ 2 Baths

2 level condo with 1 car garage in Kent Cove. Priced well below appraised value this home is ready for you to enjoy the community pier, boat slips, and pool!

13 Mariners Way Unit A2, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

$555,000

*BIG PRICE IMPROVEMENT ON THIS BEAUTY* Welcome to Bay Bridge Cove, an active adult 55+ community designed for comfort, convenience, and low-maintenance living. Residents enjoy exceptional amenities including a clubhouse with outdoor pool, fitness center, lounge, library, meeting space, and game room, along with walking trails, scenic ponds, pickleball and bocce courts, a crab shack, and community vegetable and herb gardens. Ideally located near Historic Annapolis, shopping, dining, recreation, and major commuter routes including Rt. 50, Rt. 97, the Bay Bridge, Washington, D.C., Baltimore, and the Eastern Shore. This beautifully upgraded Easton model by award-winning McKee Builders offers quality craftsmanship, energy efficiency, and thoughtful design throughout. A private gated paver courtyard creates a warm welcome, while the spacious rear deck overlooks open green space and mature trees for a peaceful outdoor setting. Inside, this meticulously maintained home offers approximately 2,000 square feet with 3 bedrooms, 3 full baths, a versatile loft, and a 2-car garage. The gourmet kitchen is appointed with upgraded cabinetry featuring pull-out shelving and soft-close doors and drawers, granite countertops, decorative backsplash, Kohler undermount stainless sink, and upgraded stainless steel appliances. Additional improvements include upgraded flooring, renovated baths, and a tankless on-demand water heater. The open and airy interior is filled with natural light from two skylights in the main living area. Architectural details include crown molding, chair rail accents, soaring foyer ceilings, cathedral ceilings in the dining and family rooms, and a tray ceiling in the primary suite. The spacious primary retreat includes two closets and a beautifully updated bath. Two additional bedrooms and two full baths, with one bedroom and bath on each level, offer flexibility for guests or multigenerational living. The loft provides ideal space for a home office, den, or reading area. A large conditioned crawl space with interior access offers excellent storage. Please note: public records do not reflect the correct square footage. Approximate finished living area is 2,000 square feet. CALL ME TODAY FOR YOUR SHOWING! Select photos have been virtually staged to illustrate potential furniture placement and décor. Furnishings and decorative items shown in those photos are digitally added and are not included with the property.

*BIG PRICE IMPROVEMENT ON THIS BEAUTY* Welcome to Bay Bridge Cove, an active adult 55+ community designed for comfort, convenience, and low-maintenance living. Residents enjoy exceptional amenities including a clubhouse with outdoor pool, fitness center, lounge, library, meeting space, and game room, along with walking trails, scenic ponds, pickleball and bocce courts, a crab shack, and community vegetable and herb gardens. Ideally located near Historic Annapolis, shopping, dining, recreation, and major commuter routes including Rt. 50, Rt. 97, the Bay Bridge, Washington, D.C., Baltimore, and the Eastern Shore. This beautifully upgraded Easton model by award-winning McKee Builders offers quality craftsmanship, energy efficiency, and thoughtful design throughout. A private gated paver courtyard creates a warm welcome, while the spacious rear deck overlooks open green space and mature trees for a peaceful outdoor setting. Inside, this meticulously maintained home offers approximately 2,000 square feet with 3 bedrooms, 3 full baths, a versatile loft, and a 2-car garage. The gourmet kitchen is appointed with upgraded cabinetry featuring pull-out shelving and soft-close doors and drawers, granite countertops, decorative backsplash, Kohler undermount stainless sink, and upgraded stainless steel appliances. Additional improvements include upgraded flooring, renovated baths, and a tankless on-demand water heater. The open and airy interior is filled with natural light from two skylights in the main living area. Architectural details include crown molding, chair rail accents, soaring foyer ceilings, cathedral ceilings in the dining and family rooms, and a tray ceiling in the primary suite. The spacious primary retreat includes two closets and a beautifully updated bath. Two additional bedrooms and two full baths, with one bedroom and bath on each level, offer flexibility for guests or multigenerational living. The loft provides ideal space for a home office, den, or reading area. A large conditioned crawl space with interior access offers excellent storage. Please note: public records do not reflect the correct square footage. Approximate finished living area is 2,000 square feet. CALL ME TODAY FOR YOUR SHOWING! Select photos have been virtually staged to illustrate potential furniture placement and décor. Furnishings and decorative items shown in those photos are digitally added and are not included with the property.

324 Moorings Cir Unit 108, Stevensville

Listing courtesy of Clark & Co Realty, LLC. Contact:

$2,350,000

A Rare Waterfront Masterpiece | Kent Island, Maryland Perched high above the Chesapeake Bay on a spectacular peninsula, this waterfront residence offers a perspective few homes can rival. With breathtaking 270-degree panoramic water views, the sensation is almost surreal—as though you’re floating between the sky and the sea. As one of Kent Island’s tallest residences, the home captures a remarkable infinity-edge effect, where expansive waters and endless horizons become part of everyday living. Meticulously maintained and impeccably cared for, this approximately 3,000-square-foot residence features four bedrooms, three full bathrooms, and one half bath. Custom finishes throughout include rich birchwood flooring, quartz countertops, designer lighting, and two gas fireplaces. A striking statement chandelier anchors the dining room, setting the tone for the home’s refined interiors. Expansive Andersen windows, backed by a lifetime warranty, frame the surrounding water like living works of art while filling the home with natural light. The home has expansive exterior living and entertaining with two decks in addition to the four seasons porches. Two inviting four-season porches provide year-round spaces to relax, entertain, and take in the ever-changing waterfront scenery. An additional main-level den with its own dedicated HVAC system offers flexibility for a private office or retreat. Abundant storage throughout, an approximately $8,000 premium water filtration system, and a thoughtfully designed floor plan bring comfort and practicality to everyday living.

4 Beds ⋅ 4 Baths

A Rare Waterfront Masterpiece | Kent Island, Maryland Perched high above the Chesapeake Bay on a spectacular peninsula, this waterfront residence offers a perspective few homes can rival. With breathtaking 270-degree panoramic water views, the sensation is almost surreal—as though you’re floating between the sky and the sea. As one of Kent Island’s tallest residences, the home captures a remarkable infinity-edge effect, where expansive waters and endless horizons become part of everyday living. Meticulously maintained and impeccably cared for, this approximately 3,000-square-foot residence features four bedrooms, three full bathrooms, and one half bath. Custom finishes throughout include rich birchwood flooring, quartz countertops, designer lighting, and two gas fireplaces. A striking statement chandelier anchors the dining room, setting the tone for the home’s refined interiors. Expansive Andersen windows, backed by a lifetime warranty, frame the surrounding water like living works of art while filling the home with natural light. The home has expansive exterior living and entertaining with two decks in addition to the four seasons porches. Two inviting four-season porches provide year-round spaces to relax, entertain, and take in the ever-changing waterfront scenery. An additional main-level den with its own dedicated HVAC system offers flexibility for a private office or retreat. Abundant storage throughout, an approximately $8,000 premium water filtration system, and a thoughtfully designed floor plan bring comfort and practicality to everyday living.

804 Bay Dr, Stevensville

Listing courtesy of Cummings & Co. Realtors. Contact:

$619,900

Welcome to 147 Raven Lane in beautiful Centreville, Maryland! Situated on approximately 1.5 acres, this spacious 4-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and entertainment. Inside, you'll find plenty of room to spread out, including a basement designed for entertaining, complete with a built-in bar and plenty of space for hosting friends, watching the big game, or simply relaxing. Step outside and enjoy your own backyard retreat, featuring a tiki bar that's perfect for summer gatherings, weekend cookouts, and making memories with family and friends. With 1.5 acres to enjoy, there's plenty of outdoor space for entertaining, recreation, or simply enjoying the peaceful Eastern Shore setting. Conveniently located near downtown Centreville, shopping, dining, and major commuter routes, this property offers the space you've been looking for while keeping everyday conveniences within reach. Don't miss your opportunity to call 147 Raven Lane home. Schedule your private showing today!

Welcome to 147 Raven Lane in beautiful Centreville, Maryland! Situated on approximately 1.5 acres, this spacious 4-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and entertainment. Inside, you'll find plenty of room to spread out, including a basement designed for entertaining, complete with a built-in bar and plenty of space for hosting friends, watching the big game, or simply relaxing. Step outside and enjoy your own backyard retreat, featuring a tiki bar that's perfect for summer gatherings, weekend cookouts, and making memories with family and friends. With 1.5 acres to enjoy, there's plenty of outdoor space for entertaining, recreation, or simply enjoying the peaceful Eastern Shore setting. Conveniently located near downtown Centreville, shopping, dining, and major commuter routes, this property offers the space you've been looking for while keeping everyday conveniences within reach. Don't miss your opportunity to call 147 Raven Lane home. Schedule your private showing today!

147 Raven Ln, Centreville

Listing courtesy of Samson Properties. Contact:

$829,990

Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

731 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$750,000

COMING SOON! Some homes simply check the boxes, this one exceeds expectations! Situated on just over 5 acres, this gorgeous rancher offers the perfect blend of space, style, and comfort. Featuring brand-new LVP flooring, fresh paint throughout, beautifully updated bathrooms, soaring vaulted ceilings, and a stunning gourmet kitchen with a massive island and high-end appliances. Enjoy a sunroom, expansive bonus room above the oversized 2-car garage, new roof, paver patios, and partially fenced acreage. One-level living with room to spread out, inside and out! Stay tuned, this is one you won't want to miss!

COMING SOON! Some homes simply check the boxes, this one exceeds expectations! Situated on just over 5 acres, this gorgeous rancher offers the perfect blend of space, style, and comfort. Featuring brand-new LVP flooring, fresh paint throughout, beautifully updated bathrooms, soaring vaulted ceilings, and a stunning gourmet kitchen with a massive island and high-end appliances. Enjoy a sunroom, expansive bonus room above the oversized 2-car garage, new roof, paver patios, and partially fenced acreage. One-level living with room to spread out, inside and out! Stay tuned, this is one you won't want to miss!

517 Kennersley Farm Ln, Church Hill

Listing courtesy of RE/MAX Executive. Contact:

$1,089,000

Welcome to this beautiful waterfront home on Chews Creek, where peaceful surroundings, scenic water views, and an impressive list of upgrades come together to offer the best of Eastern Shore living. Whether you're enjoying your morning coffee overlooking the creek, spending the afternoon kayaking or paddleboarding, or simply relaxing on the deck or patio while watching the local wildlife, this property offers a wonderful opportunity to enjoy life on the water. Thoughtfully updated throughout, this home features a beautifully remodeled kitchen and primary bathroom, along with numerous improvements for added comfort and peace of mind. Major exterior upgrades completed in 2024 include a new roof, windows, gutters, and exterior doors. The second floor received new luxury vinyl plank (LVP) flooring in 2024, while the third floor features updated drywall and trim completed in 2026, along with a dedicated mini-split heating and cooling system for year-round comfort. Step outside and enjoy your own waterfront oasis, complete with a saltwater swimming pool, spacious deck and patio areas perfect for entertaining or unwinding, and beautiful views of Chews Creek. The calm waters provide an ideal setting for kayaking and paddleboarding, while the natural surroundings offer plenty of opportunities to observe local wildlife right from your backyard. A 12' x 14' storage shed, added in 2022, provides additional storage. The property also features an upgraded BAT septic system. With its extensive updates, inviting outdoor spaces, and picturesque waterfront setting, this home offers the perfect combination of comfort, and relaxation. Experience the charm of Eastern Shore waterfront living!

4 Beds ⋅ 2 Baths

Welcome to this beautiful waterfront home on Chews Creek, where peaceful surroundings, scenic water views, and an impressive list of upgrades come together to offer the best of Eastern Shore living. Whether you're enjoying your morning coffee overlooking the creek, spending the afternoon kayaking or paddleboarding, or simply relaxing on the deck or patio while watching the local wildlife, this property offers a wonderful opportunity to enjoy life on the water. Thoughtfully updated throughout, this home features a beautifully remodeled kitchen and primary bathroom, along with numerous improvements for added comfort and peace of mind. Major exterior upgrades completed in 2024 include a new roof, windows, gutters, and exterior doors. The second floor received new luxury vinyl plank (LVP) flooring in 2024, while the third floor features updated drywall and trim completed in 2026, along with a dedicated mini-split heating and cooling system for year-round comfort. Step outside and enjoy your own waterfront oasis, complete with a saltwater swimming pool, spacious deck and patio areas perfect for entertaining or unwinding, and beautiful views of Chews Creek. The calm waters provide an ideal setting for kayaking and paddleboarding, while the natural surroundings offer plenty of opportunities to observe local wildlife right from your backyard. A 12' x 14' storage shed, added in 2022, provides additional storage. The property also features an upgraded BAT septic system. With its extensive updates, inviting outdoor spaces, and picturesque waterfront setting, this home offers the perfect combination of comfort, and relaxation. Experience the charm of Eastern Shore waterfront living!

124 Chews Manor Rd, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

$349,000

Detached five-unit multifamily property on Main Street in Grasonville with $1,500 in current monthly rent and three vacant apartments available to lease. Apartment 1 has two bedrooms and one bathroom, and Apartments 2 through 5 each have one bedroom and one bathroom. Apartments 1, 2, and 5 are vacant. Apartments 3 and 4 are occupied by long-term tenants at $750 per month each, with voucher assistance in place for Apartment 3. The three vacancies offer buyers the flexibility to set lease terms and bring additional units into income.

5122 Main St, Grasonville

Listing courtesy of ExecuHome Realty. Contact:

$349,000

Welcome home! This beautifully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and small-town charm. Completely renovated in 2026, no detail has been overlooked. Improvements include a new roof, siding, windows, a thoughtfully remodeled interior, kitchen, bathrooms plus 2026 new forced-air propane heating system and 2026 central air conditioning. Tastefully updated throughout, this home is fresh, inviting, and truly move-in ready. Enjoy the peaceful charm and relaxed feel of small-town country living while remaining conveniently close to Route 301 for an easy commute, shopping, dining, and entertainment. All that's missing is you! Come see all this lovely home has to offer and make it your own.

Welcome home! This beautifully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and small-town charm. Completely renovated in 2026, no detail has been overlooked. Improvements include a new roof, siding, windows, a thoughtfully remodeled interior, kitchen, bathrooms plus 2026 new forced-air propane heating system and 2026 central air conditioning. Tastefully updated throughout, this home is fresh, inviting, and truly move-in ready. Enjoy the peaceful charm and relaxed feel of small-town country living while remaining conveniently close to Route 301 for an easy commute, shopping, dining, and entertainment. All that's missing is you! Come see all this lovely home has to offer and make it your own.

222 N Church St N, Sudlersville

Listing courtesy of Coldwell Banker Realty. Contact:

$399,999

Commercial/Residential town zone CR also listed in residential MLS MDQA2018688. Well maintained and lots of charm. Large addition overlooking well landscaped court yard. Off street parking for multiple cars. Check with town for usage according to zoning. CR offers many opportunities for a small business or investment.

126 S Commerce St, Centreville

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

$649,000

Welcome to 403 Swan Cove Lane, where sweeping water views, breathtaking sunsets, and beautifully updated interiors come together to offer an exceptional Eastern Shore waterfront lifestyle. With stunning water views from both sides of the home, a rooftop deck, beach access, and a deeded boat slip, this remarkable property offers the perfect setting to enjoy life on the water. The heart of the home is the beautifully remodeled kitchen, featuring stylish cabinetry, premium Café appliances, and an induction range. The open-concept kitchen, living, and dining areas are surrounded by expansive windows showcasing spectacular water views from every angle. Whether preparing meals, entertaining guests, or simply relaxing, the ever-changing waterfront scenery creates an extraordinary backdrop for everyday living. Luxury vinyl plank flooring extends throughout the main level and stairs, while upgraded PVC windows and doors and fresh paint throughout enhance the home’s bright, inviting atmosphere. Upstairs, both bedrooms offer equally impressive water views, creating peaceful retreats where you can wake up to the beauty of the water each morning. Additional improvements include new cabinetry on the landing and a luxurious Jacuzzi air bath tub, adding comfort and thoughtful functionality throughout. The finished lower level provides additional living space with a bedroom, full bathroom, and spacious recreation area, ideal for hosting guests, entertaining, or creating a private retreat. Extensive updates also include a new water softener, water heater, washer, and dryer, offering added convenience and peace of mind. Outdoor living is truly exceptional. The rooftop deck is the perfect place to take in sweeping water views, spectacular sunsets, and unforgettable Fourth of July fireworks displays. With water views on both sides of the property, there is no shortage of beautiful scenery to enjoy throughout the day. Newly installed vinyl and composite exterior stairs with integrated lighting lead down to the shared grassy waterfront area and beach, providing easy access to the shoreline. Boating enthusiasts will appreciate the deeded boat slip at the end of the community pier, making it effortless to spend the day exploring the surrounding waterways. Ideally located to enjoy the best of Kent Island living, this waterfront retreat offers convenient access to Route 50, the Chesapeake Bay Bridge, and the vibrant Kent Narrows, known for its waterfront dining and boating lifestyle. Enjoy nearby restaurants, shopping, the scenic Cross Island Trail, and Ferry Point Park, offering opportunities for walking, biking, and exploring the natural beauty of the Eastern Shore. From sunset evenings on the rooftop deck to summer days spent boating and relaxing by the beach, this beautifully updated home captures the very best of waterfront living.

Welcome to 403 Swan Cove Lane, where sweeping water views, breathtaking sunsets, and beautifully updated interiors come together to offer an exceptional Eastern Shore waterfront lifestyle. With stunning water views from both sides of the home, a rooftop deck, beach access, and a deeded boat slip, this remarkable property offers the perfect setting to enjoy life on the water. The heart of the home is the beautifully remodeled kitchen, featuring stylish cabinetry, premium Café appliances, and an induction range. The open-concept kitchen, living, and dining areas are surrounded by expansive windows showcasing spectacular water views from every angle. Whether preparing meals, entertaining guests, or simply relaxing, the ever-changing waterfront scenery creates an extraordinary backdrop for everyday living. Luxury vinyl plank flooring extends throughout the main level and stairs, while upgraded PVC windows and doors and fresh paint throughout enhance the home’s bright, inviting atmosphere. Upstairs, both bedrooms offer equally impressive water views, creating peaceful retreats where you can wake up to the beauty of the water each morning. Additional improvements include new cabinetry on the landing and a luxurious Jacuzzi air bath tub, adding comfort and thoughtful functionality throughout. The finished lower level provides additional living space with a bedroom, full bathroom, and spacious recreation area, ideal for hosting guests, entertaining, or creating a private retreat. Extensive updates also include a new water softener, water heater, washer, and dryer, offering added convenience and peace of mind. Outdoor living is truly exceptional. The rooftop deck is the perfect place to take in sweeping water views, spectacular sunsets, and unforgettable Fourth of July fireworks displays. With water views on both sides of the property, there is no shortage of beautiful scenery to enjoy throughout the day. Newly installed vinyl and composite exterior stairs with integrated lighting lead down to the shared grassy waterfront area and beach, providing easy access to the shoreline. Boating enthusiasts will appreciate the deeded boat slip at the end of the community pier, making it effortless to spend the day exploring the surrounding waterways. Ideally located to enjoy the best of Kent Island living, this waterfront retreat offers convenient access to Route 50, the Chesapeake Bay Bridge, and the vibrant Kent Narrows, known for its waterfront dining and boating lifestyle. Enjoy nearby restaurants, shopping, the scenic Cross Island Trail, and Ferry Point Park, offering opportunities for walking, biking, and exploring the natural beauty of the Eastern Shore. From sunset evenings on the rooftop deck to summer days spent boating and relaxing by the beach, this beautifully updated home captures the very best of waterfront living.

403 Swan Cove Ln Unit 403, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

$510,000

Welcome to 122 Pond Way in Church Hill's sought-after 55+ community! This well-maintained home offers comfortable, low-maintenance living with a thoughtfully designed floor plan and pride of ownership throughout. The home is in excellent condition, making it truly move-in ready for its next owner. Enjoy spacious living areas, a bright and inviting atmosphere. Located in a peaceful community designed for active adults, residents can enjoy a relaxed lifestyle while remaining close to shopping, dining, healthcare, and the charming towns of Maryland's Eastern Shore. For added peace of mind, the seller is including a one-year home warranty for the buyer. Don't miss this opportunity to own a beautifully kept home in one of Church Hill's desirable 55+ neighborhoods. Schedule your private tour today!

116 Hawk Circle Dr, Church Hill

Listing courtesy of Goldmine Realty. Contact:

$249,900

Welcome to 122 Pond Way in Church Hill's sought-after 55+ community! This well-maintained home offers comfortable, low-maintenance living with a thoughtfully designed floor plan and pride of ownership throughout. The home is in excellent condition, making it truly move-in ready for its next owner. Enjoy spacious living areas, a bright and inviting atmosphere. Located in a peaceful community designed for active adults, residents can enjoy a relaxed lifestyle while remaining close to shopping, dining, healthcare, and the charming towns of Maryland's Eastern Shore. For added peace of mind, the seller is including a one-year home warranty for the buyer. Don't miss this opportunity to own a beautifully kept home in one of Church Hill's desirable 55+ neighborhoods. Schedule your private tour today!

122 Pond Way, Church Hill

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

$280,000

Two-level 3 bedroom 1 1/2 bath townhouse walking distance to downtown Centreville. The interior boasts new flooring, fresh paint, and updated lighting and bath fixtures. The roof and heat pump were both replaced this year. Close to downtown shops, restaurants, Millstream Park’s paved trail, and the waterfront boardwalk at Centreville Wharf.

Two-level 3 bedroom 1 1/2 bath townhouse walking distance to downtown Centreville. The interior boasts new flooring, fresh paint, and updated lighting and bath fixtures. The roof and heat pump were both replaced this year. Close to downtown shops, restaurants, Millstream Park’s paved trail, and the waterfront boardwalk at Centreville Wharf.

114 Ridgeview Ct, Centreville

Listing courtesy of Save 6, Incorporated. Contact:

$50,000

Offering a half-acre of land, 229 Merganser Drive is an excellent opportunity for buyers interested in securing area just north of Chestertown to build their next home! With existing utilities connected, this property is best suited for buyers looking to explore the potential of the land and create something new. The existing mobile home is in disrepair and being sold in as-is condition.

1 Beds ⋅ 1 Baths

Offering a half-acre of land, 229 Merganser Drive is an excellent opportunity for buyers interested in securing area just north of Chestertown to build their next home! With existing utilities connected, this property is best suited for buyers looking to explore the potential of the land and create something new. The existing mobile home is in disrepair and being sold in as-is condition.

229 Merganser Dr, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

$799,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private workspace. The kitchen is designed for both everyday living and entertaining, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with seat and handheld shower wand, double sinks, and quartz countertops for added convenience and style. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

110 Boatswain Way Unit 3043, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$115,000

Opportunity awaits for the buyer with vision and a willingness to roll up their sleeves! Conveniently located in Queen Anne’s County but near the Delaware state line, this property offers a chance to take on a major renovation project and bring new life to a home with plenty of potential. The property also features several storage sheds (some equipped with electricity), offering additional space for storage, hobbies, or projects. The home is in need of extensive repairs and improvements, making it an ideal opportunity for an investor, experienced renovator, or buyer ready to put in the work. With a convenient location and room to explore the possibilities, this could be the project you've been waiting for. Bring your ideas, your tools, and your vision!

Opportunity awaits for the buyer with vision and a willingness to roll up their sleeves! Conveniently located in Queen Anne’s County but near the Delaware state line, this property offers a chance to take on a major renovation project and bring new life to a home with plenty of potential. The property also features several storage sheds (some equipped with electricity), offering additional space for storage, hobbies, or projects. The home is in need of extensive repairs and improvements, making it an ideal opportunity for an investor, experienced renovator, or buyer ready to put in the work. With a convenient location and room to explore the possibilities, this could be the project you've been waiting for. Bring your ideas, your tools, and your vision!

6209 Sudlersville Rd, Sudlersville

Listing courtesy of RE/MAX Executive. Contact:

$409,900

Welcome to 451 Timber Lane, Grasonville! Nestled on a desirable corner lot in the sought-after The Woods neighborhood, this beautifully refreshed 3-bedroom, 2-bath rancher offers the perfect combination of comfort, style, and convenient single-level living. From the moment you arrive, the welcoming front porch invites you to sit back, relax, and enjoy the charm of this established neighborhood. Step inside to discover a bright, inviting home featuring a freshly painted interior, updated luxury vinyl plank flooring, and updated ceiling fans and light fixtures. The comfortable, functional floor plan is designed for easy everyday living. The heart of the home is the beautifully updated kitchen, featuring quartz countertops and updated appliances. The inviting living area is enhanced by a cozy electric fireplace, creating the perfect atmosphere for relaxing evenings at home. Three comfortable bedrooms and two full bathrooms provide plenty of flexibility for family, guests, or a home office. Step outside to enjoy the rear deck, an ideal spot for morning coffee, outdoor dining, or simply unwinding after a long day. Location is another standout feature! Conveniently situated in Grasonville, just approximately 15 minutes from the Chesapeake Bay Bridge, this home offers easy access to Route 50, Kent Island, Annapolis, and the surrounding Eastern Shore. Enjoy nearby shopping, dining, marinas, and all the recreational opportunities that make Eastern Shore living so special. Move-in ready, thoughtfully refreshed, and ideally located—451 Timber Lane is ready to welcome you home!

Welcome to 451 Timber Lane, Grasonville! Nestled on a desirable corner lot in the sought-after The Woods neighborhood, this beautifully refreshed 3-bedroom, 2-bath rancher offers the perfect combination of comfort, style, and convenient single-level living. From the moment you arrive, the welcoming front porch invites you to sit back, relax, and enjoy the charm of this established neighborhood. Step inside to discover a bright, inviting home featuring a freshly painted interior, updated luxury vinyl plank flooring, and updated ceiling fans and light fixtures. The comfortable, functional floor plan is designed for easy everyday living. The heart of the home is the beautifully updated kitchen, featuring quartz countertops and updated appliances. The inviting living area is enhanced by a cozy electric fireplace, creating the perfect atmosphere for relaxing evenings at home. Three comfortable bedrooms and two full bathrooms provide plenty of flexibility for family, guests, or a home office. Step outside to enjoy the rear deck, an ideal spot for morning coffee, outdoor dining, or simply unwinding after a long day. Location is another standout feature! Conveniently situated in Grasonville, just approximately 15 minutes from the Chesapeake Bay Bridge, this home offers easy access to Route 50, Kent Island, Annapolis, and the surrounding Eastern Shore. Enjoy nearby shopping, dining, marinas, and all the recreational opportunities that make Eastern Shore living so special. Move-in ready, thoughtfully refreshed, and ideally located—451 Timber Lane is ready to welcome you home!

451 Timber Ln, Grasonville

Listing courtesy of Compass. Contact:

$300,000

Renovated and ready to move in! Cathedral ceilings, built-ins, Open Concept kitchen with dining nook, Durable tile flooring and every little available space put to good use during renovation. Come take a look. Some furniture & décor may convey with acceptable offer.

2 Beds ⋅ 2 Baths

Renovated and ready to move in! Cathedral ceilings, built-ins, Open Concept kitchen with dining nook, Durable tile flooring and every little available space put to good use during renovation. Come take a look. Some furniture & décor may convey with acceptable offer.

108 Fox Run, Grasonville

Listing courtesy of Rosendale Realty. Contact:

$515,000

Welcome home! This spacious 4-bedroom, 2.5-bath home offers comfortable living, thoughtful updates, and wonderful outdoor spaces, all situated on a beautiful wooded lot of over half an acre. From the moment you arrive, you'll appreciate the inviting front porch, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step inside to a welcoming foyer featuring a large walk-in closet and a versatile room to the right that can easily serve as a formal dining room, living room, home office, or whatever best suits your needs. The main level features fresh paint and beautiful new luxury vinyl plank flooring throughout. The updated kitchen is sure to impress with gorgeous new granite countertops, stainless steel appliances, and plenty of workspace. An eat-at countertop provides additional seating and flows seamlessly into a generously sized dining area, making this space ideal for everyday living and entertaining. Just off the kitchen, the family room offers a cozy gathering space with a fireplace (currently non-operational). Enjoy even more living space outdoors with access to a screened-in porch that leads to a spacious wraparound porch overlooking the private, wooded setting. Completing the main level is a convenient half bath with laundry area and access to the two-car garage, which offers built-in shelving for additional storage. Upstairs, you'll find four freshly painted bedrooms, all featuring new carpet and ceiling fans, along with two full bathrooms. The primary suite offers ample closet space and an exciting opportunity to create something special! An exceptionally large unfinished storage room adjoining the primary bedroom provides endless possibilities for a future expanded primary bath, walk-in closet, or additional bedroom living space. Both the primary and hallway bathrooms have been refreshed with new laminate plank flooring. Bedroom two is also a standout with its impressive high ceilings. Beyond the home, enjoy all that this wonderful community has to offer, including a community pool, grills, sports courts, marina, and fishing pier. Conveniently located near downtown Stevensville, you'll love the charming local shops and restaurants, as well as nearby Terrapin Nature Park and the Cross Island Trail. For commuters, easy access to Route 50 and the Chesapeake Bay Bridge makes getting where you need to go a breeze. With its fresh updates, flexible living spaces, generous outdoor areas, and fantastic community amenities, this home offers a wonderful opportunity to enjoy the Eastern Shore lifestyle!

Welcome home! This spacious 4-bedroom, 2.5-bath home offers comfortable living, thoughtful updates, and wonderful outdoor spaces, all situated on a beautiful wooded lot of over half an acre. From the moment you arrive, you'll appreciate the inviting front porch, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step inside to a welcoming foyer featuring a large walk-in closet and a versatile room to the right that can easily serve as a formal dining room, living room, home office, or whatever best suits your needs. The main level features fresh paint and beautiful new luxury vinyl plank flooring throughout. The updated kitchen is sure to impress with gorgeous new granite countertops, stainless steel appliances, and plenty of workspace. An eat-at countertop provides additional seating and flows seamlessly into a generously sized dining area, making this space ideal for everyday living and entertaining. Just off the kitchen, the family room offers a cozy gathering space with a fireplace (currently non-operational). Enjoy even more living space outdoors with access to a screened-in porch that leads to a spacious wraparound porch overlooking the private, wooded setting. Completing the main level is a convenient half bath with laundry area and access to the two-car garage, which offers built-in shelving for additional storage. Upstairs, you'll find four freshly painted bedrooms, all featuring new carpet and ceiling fans, along with two full bathrooms. The primary suite offers ample closet space and an exciting opportunity to create something special! An exceptionally large unfinished storage room adjoining the primary bedroom provides endless possibilities for a future expanded primary bath, walk-in closet, or additional bedroom living space. Both the primary and hallway bathrooms have been refreshed with new laminate plank flooring. Bedroom two is also a standout with its impressive high ceilings. Beyond the home, enjoy all that this wonderful community has to offer, including a community pool, grills, sports courts, marina, and fishing pier. Conveniently located near downtown Stevensville, you'll love the charming local shops and restaurants, as well as nearby Terrapin Nature Park and the Cross Island Trail. For commuters, easy access to Route 50 and the Chesapeake Bay Bridge makes getting where you need to go a breeze. With its fresh updates, flexible living spaces, generous outdoor areas, and fantastic community amenities, this home offers a wonderful opportunity to enjoy the Eastern Shore lifestyle!

804 Kimberly Way, Stevensville

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$545,900

SOME HOMES ARE SIMPLY BEAUTIFUL. OTHERS MAKE YOU FEEL AT HOME THE MOMENT YOU WALK THROUGH THE DOOR. WELCOME TO 335 OVERTURE WAY! Nestled within the highly desirable 55+ community of Symphony Village, this exceptionally beautiful home offers the perfect blend of timeless elegance, sophisticated style, and inviting warmth! From the moment you enter, you’ll appreciate the gorgeous flooring, rich designer-inspired colors, elegant architectural details, and beautiful plantation shutters throughout. The stunning formal dining room, with its dramatic navy walls and exquisite chandelier, creates a wonderful setting for memorable gatherings. The gorgeous kitchen is truly the heart of the home, featuring crisp white upper cabinetry, rich blue lower cabinetry, gleaming countertops, stainless steel appliances, and a beautiful tile backsplash. Opening to the inviting family room with its cozy fireplace and abundance of natural light, this space is perfect for both everyday living and entertaining. The spacious main-level primary suite offers a peaceful retreat with TWO walk-in closets and a beautifully appointed private bathroom featuring a soaking tub, separate walk-in shower, and double sinks. A second main-level bedroom provides wonderful flexibility for guests or a home office. AND THERE’S SO MUCH MORE! The expansive, beautifully finished WALKOUT lower level offers two additional bedrooms, a full bathroom, and a generously sized second family room, providing incredible flexibility for entertaining, overnight guests, hobbies, or simply relaxing. Abundant storage adds even more convenience to this thoughtfully designed home. Step outside onto the lovely deck overlooking a peaceful wooded setting, where you can enjoy your morning coffee, unwind after a long day, or simply watch the deer wander through the trees. It’s the perfect place to appreciate nature and the beauty of every season. Beyond your doorstep, Symphony Village offers an exceptional 55+ lifestyle with resort-style amenities, including a clubhouse, indoor and outdoor swimming pools, fitness facilities, and a wonderful variety of recreational and social activities. BEAUTIFULLY APPOINTED, THOUGHTFULLY DESIGNED, AND SURROUNDED BY NATURAL BEAUTY — 335 OVERTURE WAY IS MORE THAN JUST A HOUSE. IT’S A WONDERFUL PLACE TO CALL HOME!

SOME HOMES ARE SIMPLY BEAUTIFUL. OTHERS MAKE YOU FEEL AT HOME THE MOMENT YOU WALK THROUGH THE DOOR. WELCOME TO 335 OVERTURE WAY! Nestled within the highly desirable 55+ community of Symphony Village, this exceptionally beautiful home offers the perfect blend of timeless elegance, sophisticated style, and inviting warmth! From the moment you enter, you’ll appreciate the gorgeous flooring, rich designer-inspired colors, elegant architectural details, and beautiful plantation shutters throughout. The stunning formal dining room, with its dramatic navy walls and exquisite chandelier, creates a wonderful setting for memorable gatherings. The gorgeous kitchen is truly the heart of the home, featuring crisp white upper cabinetry, rich blue lower cabinetry, gleaming countertops, stainless steel appliances, and a beautiful tile backsplash. Opening to the inviting family room with its cozy fireplace and abundance of natural light, this space is perfect for both everyday living and entertaining. The spacious main-level primary suite offers a peaceful retreat with TWO walk-in closets and a beautifully appointed private bathroom featuring a soaking tub, separate walk-in shower, and double sinks. A second main-level bedroom provides wonderful flexibility for guests or a home office. AND THERE’S SO MUCH MORE! The expansive, beautifully finished WALKOUT lower level offers two additional bedrooms, a full bathroom, and a generously sized second family room, providing incredible flexibility for entertaining, overnight guests, hobbies, or simply relaxing. Abundant storage adds even more convenience to this thoughtfully designed home. Step outside onto the lovely deck overlooking a peaceful wooded setting, where you can enjoy your morning coffee, unwind after a long day, or simply watch the deer wander through the trees. It’s the perfect place to appreciate nature and the beauty of every season. Beyond your doorstep, Symphony Village offers an exceptional 55+ lifestyle with resort-style amenities, including a clubhouse, indoor and outdoor swimming pools, fitness facilities, and a wonderful variety of recreational and social activities. BEAUTIFULLY APPOINTED, THOUGHTFULLY DESIGNED, AND SURROUNDED BY NATURAL BEAUTY — 335 OVERTURE WAY IS MORE THAN JUST A HOUSE. IT’S A WONDERFUL PLACE TO CALL HOME!

335 Overture Way, Centreville

Listing courtesy of Chaney Homes, LLC. Contact:

$385,000

Kent Island Waterfront Living! Spectacular sunsets, breathtaking water views, and an exceptional location on Thompson Creek. Conveniently located just minutes from the Chesapeake Bay Bridge, Kent Island Medical Center and an abundance of fabulous waterfront restaurants, shopping and scenic parks. Discover your own peaceful waterfront retreat in Creekside Commons, where tranquility, privacy, and spectacular year-round water views take center stage. Perfectly positioned at the end of a quiet cul-de-sac, this desirable end-unit residence arguably offers one of the finest locations and floor plans in the entire community. Relax on your expansive waterfront deck and take in unforgettable sunsets over Thompson Creek or unwind on the charming wraparound front porch. With unobstructed water views instead of neighboring homes, this exceptional setting offers a wonderful sense of openness and serenity. The entire main level features beautiful recently finished 31/4-inch solid maple plank hardwood flooring, adding warmth and timeless elegance throughout. The kitchen is outfitted with contemporary white cabinetry, complete suite of brand-new Frigidaire Gallery stainless steel appliances, Quartz countertops, tile backsplash, a large box bay window including a counter-depth French-four door refrigerator. Upstairs you��ll find 2 almost 20' long bedrooms each with a spacious walk-in closet, another additional storage closet both en-suite with private bathrooms. Just about everything is new including plumbing fixtures, upstairs patterned carpet, paint, countertops and waterside bathroom vanity and LVT Flooring. Enjoy all the benefits of this beautiful waterfront setting with a remarkably affordable condominium homeowners association fee of just $175 per month. Why settle for views of neighboring homes when you can enjoy sweeping, unobstructed waterfront vistas and spectacular sunsets all year long. Owner is Agent.

Kent Island Waterfront Living! Spectacular sunsets, breathtaking water views, and an exceptional location on Thompson Creek. Conveniently located just minutes from the Chesapeake Bay Bridge, Kent Island Medical Center and an abundance of fabulous waterfront restaurants, shopping and scenic parks. Discover your own peaceful waterfront retreat in Creekside Commons, where tranquility, privacy, and spectacular year-round water views take center stage. Perfectly positioned at the end of a quiet cul-de-sac, this desirable end-unit residence arguably offers one of the finest locations and floor plans in the entire community. Relax on your expansive waterfront deck and take in unforgettable sunsets over Thompson Creek or unwind on the charming wraparound front porch. With unobstructed water views instead of neighboring homes, this exceptional setting offers a wonderful sense of openness and serenity. The entire main level features beautiful recently finished 31/4-inch solid maple plank hardwood flooring, adding warmth and timeless elegance throughout. The kitchen is outfitted with contemporary white cabinetry, complete suite of brand-new Frigidaire Gallery stainless steel appliances, Quartz countertops, tile backsplash, a large box bay window including a counter-depth French-four door refrigerator. Upstairs you��ll find 2 almost 20' long bedrooms each with a spacious walk-in closet, another additional storage closet both en-suite with private bathrooms. Just about everything is new including plumbing fixtures, upstairs patterned carpet, paint, countertops and waterside bathroom vanity and LVT Flooring. Enjoy all the benefits of this beautiful waterfront setting with a remarkably affordable condominium homeowners association fee of just $175 per month. Why settle for views of neighboring homes when you can enjoy sweeping, unobstructed waterfront vistas and spectacular sunsets all year long. Owner is Agent.

350 Creekside Commons Ct, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$265,000

Two parcel lots in Barclay zoned Town Center offers a great opportunity to build a warehouse, business office, or other structure. The seller will pay for a basic sewer hookup! Please call the Town of Barclay with any questions about building restrictions, etc.

1511 Barclay Rd, Barclay

Listing courtesy of Benson & Mangold, LLC. Contact:

$195,000

Great country location in the middle of Queen Anne County, just north of Centreville and just south of Church Hill. This property is being sold AS-IS ,WHERE-IS with no warranties or guarantees. House may have some historical value but needs a complete restoration and rebuild unless one wants to remove present dwelling and start over. It is the buyers responsibility to verify any and all aspects of restoration or rebuilding on the property with the proper Q/A authorities.

2 Beds ⋅ 1 Baths

Great country location in the middle of Queen Anne County, just north of Centreville and just south of Church Hill. This property is being sold AS-IS ,WHERE-IS with no warranties or guarantees. House may have some historical value but needs a complete restoration and rebuild unless one wants to remove present dwelling and start over. It is the buyers responsibility to verify any and all aspects of restoration or rebuilding on the property with the proper Q/A authorities.

507 Flat Iron Square Rd, Church Hill

Listing courtesy of Select Land & Homes, LLC. Contact:

$599,990

Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Welcome to the Magothy, a beautifully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home blends modern comfort with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting setting for everyday living and entertaining. The owner’s suite includes a private sitting room and large walk-in closets, offering a spacious and relaxing retreat. The kitchen is designed for both style and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Laminate flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath is thoughtfully designed with a walk-in shower featuring a seat and handheld shower wand, double sinks, and quartz countertops for added comfort and functionality. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

148 Flagstaff Way Unit 2312, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$1,800,000

A RARE OPPORTUNITY TO OWN OVER 17 SPRAWLING ACRES ON KENT ISLAND! Discover the beauty, privacy, and endless possibilities of this extraordinary estate nestled in the picturesque countryside of Stevensville. Surrounded by nature, abundant wildlife, and beautiful water views, this stately Georgian Colonial offers over 4400 square feet of living space, including a spacious great room, generous living areas, a beautiful sunroom, an impressive office surrounded with built-ins, and a first-floor guest suite. Imagine starting your mornings with a cup of coffee in the sunroom, watching the sunrise over the water as herons glide across the shoreline and nature comes to life right outside your windows. It's the kind of peaceful setting that makes every day feel like a getaway! This remarkable property offers a horse barn, expansive grounds, and plenty of room to roam. Whether you're an equestrian enthusiast, nature lover, or simply seeking the peace and privacy of country estate living, this one-of-a-kind setting offers something truly special. Enjoy picturesque views of two tidal lakes and a canal leading to Eastern Bay, complete with your own private pier for launching kayaks, canoes, jet skis, and small boats. Outdoor living and entertaining are equally impressive! Relax by the in-ground swimming pool, pick fruit from the fruit trees, eat crabs on the screened in porch, enjoy the expansive deck or gather with family and friends in the outdoor kitchen and entertainment area, featuring a built-in grill, wet bar, granite countertops, and two TV connections—perfect for watching the big game while enjoying the beautiful surroundings. Extensive landscaping, multiple patios, and a picturesque view add to the charm and tranquility of this exceptional property. Offering a rare combination of acreage, equestrian amenities, waterfront recreation, and resort-style outdoor living, this sprawling estate is truly a special find on Kent Island. Enjoy the serenity of your own private retreat while remaining conveniently located near shopping, dining, marinas, and the Chesapeake Bay Bridge. An extraordinary property where peaceful mornings, unforgettable gatherings, and the beauty of nature become part of everyday life!

4 Beds ⋅ 4 Baths

A RARE OPPORTUNITY TO OWN OVER 17 SPRAWLING ACRES ON KENT ISLAND! Discover the beauty, privacy, and endless possibilities of this extraordinary estate nestled in the picturesque countryside of Stevensville. Surrounded by nature, abundant wildlife, and beautiful water views, this stately Georgian Colonial offers over 4400 square feet of living space, including a spacious great room, generous living areas, a beautiful sunroom, an impressive office surrounded with built-ins, and a first-floor guest suite. Imagine starting your mornings with a cup of coffee in the sunroom, watching the sunrise over the water as herons glide across the shoreline and nature comes to life right outside your windows. It's the kind of peaceful setting that makes every day feel like a getaway! This remarkable property offers a horse barn, expansive grounds, and plenty of room to roam. Whether you're an equestrian enthusiast, nature lover, or simply seeking the peace and privacy of country estate living, this one-of-a-kind setting offers something truly special. Enjoy picturesque views of two tidal lakes and a canal leading to Eastern Bay, complete with your own private pier for launching kayaks, canoes, jet skis, and small boats. Outdoor living and entertaining are equally impressive! Relax by the in-ground swimming pool, pick fruit from the fruit trees, eat crabs on the screened in porch, enjoy the expansive deck or gather with family and friends in the outdoor kitchen and entertainment area, featuring a built-in grill, wet bar, granite countertops, and two TV connections—perfect for watching the big game while enjoying the beautiful surroundings. Extensive landscaping, multiple patios, and a picturesque view add to the charm and tranquility of this exceptional property. Offering a rare combination of acreage, equestrian amenities, waterfront recreation, and resort-style outdoor living, this sprawling estate is truly a special find on Kent Island. Enjoy the serenity of your own private retreat while remaining conveniently located near shopping, dining, marinas, and the Chesapeake Bay Bridge. An extraordinary property where peaceful mornings, unforgettable gatherings, and the beauty of nature become part of everyday life!

200 High Thicket Ln, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact:

$339,900

Open House, Saturday, 11/14, 11:00am - 1:00pm. Welcome to 227 New Street, Church Hill—where the charm of small-town Eastern Shore living meets the comfort and convenience of an extensively renovated home! RENOVATED IN 2026, this stunning 3-bedroom, 1.5-bath home has undergone an extraordinary transformation, with nearly everything replaced from the studs out. Far beyond a typical renovation, this property features new electrical and plumbing systems, new roof, siding, windows, insulation, drywall, flooring, and so much more. The result is a beautifully updated, move-in-ready home offering modern finishes and peace of mind for years to come. Step inside and immediately fall in love with the bright, inviting interior, featuring beautiful luxury vinyl plank flooring, fresh paint, updated lighting, and thoughtful finishes throughout. The gorgeous new kitchen is sure to impress, showcasing quartz countertops, 42-inch cabinetry with soft-close doors and drawers, and a complete suite of stainless steel appliances. Both bathrooms have been completely renovated with stylish new vanities, fixtures, and finishes. The improvements extend well beyond what meets the eye. Major upgrades include new floor joists, subflooring, framing, architectural roof shingles, upgraded 200-amp electrical service with underground connection, new HVAC system, all-new plumbing, a new water heater, well tank, and insulation throughout. Outside, enjoy the spacious .22-acre lot, featuring a new Trex front porch, rear steps, paver walkway, newly seeded yard, and fresh gravel driveway. Whether you're relaxing outdoors, entertaining friends, or enjoying the peaceful surroundings, there's plenty of room to make this property your own. Ideally located near Church Hill Park and the historic Church Hill Theatre, this home offers the charm of small-town Eastern Shore living with the convenience of nearby Route 301. Enjoy easy access south toward the Chesapeake Bay Bridge or north toward Middletown, making commuting, shopping, dining, and everyday travel a breeze. Beautifully renovated inside and out, thoughtfully updated from top to bottom, and ready for its next owner—227 New Street is a home you won't want to miss!

Open House, Saturday, 11/14, 11:00am - 1:00pm. Welcome to 227 New Street, Church Hill—where the charm of small-town Eastern Shore living meets the comfort and convenience of an extensively renovated home! RENOVATED IN 2026, this stunning 3-bedroom, 1.5-bath home has undergone an extraordinary transformation, with nearly everything replaced from the studs out. Far beyond a typical renovation, this property features new electrical and plumbing systems, new roof, siding, windows, insulation, drywall, flooring, and so much more. The result is a beautifully updated, move-in-ready home offering modern finishes and peace of mind for years to come. Step inside and immediately fall in love with the bright, inviting interior, featuring beautiful luxury vinyl plank flooring, fresh paint, updated lighting, and thoughtful finishes throughout. The gorgeous new kitchen is sure to impress, showcasing quartz countertops, 42-inch cabinetry with soft-close doors and drawers, and a complete suite of stainless steel appliances. Both bathrooms have been completely renovated with stylish new vanities, fixtures, and finishes. The improvements extend well beyond what meets the eye. Major upgrades include new floor joists, subflooring, framing, architectural roof shingles, upgraded 200-amp electrical service with underground connection, new HVAC system, all-new plumbing, a new water heater, well tank, and insulation throughout. Outside, enjoy the spacious .22-acre lot, featuring a new Trex front porch, rear steps, paver walkway, newly seeded yard, and fresh gravel driveway. Whether you're relaxing outdoors, entertaining friends, or enjoying the peaceful surroundings, there's plenty of room to make this property your own. Ideally located near Church Hill Park and the historic Church Hill Theatre, this home offers the charm of small-town Eastern Shore living with the convenience of nearby Route 301. Enjoy easy access south toward the Chesapeake Bay Bridge or north toward Middletown, making commuting, shopping, dining, and everyday travel a breeze. Beautifully renovated inside and out, thoughtfully updated from top to bottom, and ready for its next owner—227 New Street is a home you won't want to miss!

227 New St, Church Hill

Listing courtesy of Compass. Contact:

$420,000

Welcome to 331 Utah Rd. This well-maintained home is being offered for the first time and is conveniently located so close to the water in Kent Island Estates. Featuring 3 bedrooms and 2 full bathrooms, the property includes an updated primary bedroom, spacious living room and dining room, and an inviting kitchen. The finished lower level provides additional living space and includes a woodstove for added warmth and comfort. Enjoy the outdoors year-round with a large lot and rear fence, as well as a sunroom and a screened porch—perfect for relaxing, entertaining, and enjoying the surrounding setting. Don’t miss the opportunity to make this your forever home.