Section Image Section Image Section Image

Explore Similar Condos Within 25 Miles of Hillsboro, MD

  • 4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    /70

    $560,000

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    ** New Listing! Four Seasons @ Kent Island - 55+ Community - Turnkey & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 390-0346

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • 0 Michaels Way Unit 2C, East New Market, MD 21631
    0 Michaels Way Unit 2C, East New Market, MD 21631
    0 Michaels Way Unit 2C, East New Market, MD 21631
    /3

    $210,000 New Construction

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    0 Michaels Way Unit 2C, East New Market, MD 21631

    55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen

    Gary Lucks

    Keller Williams Realty

    (410) 941-3381

    0 Michaels Way Unit 2C, East New Market, MD 21631
  • 0 Michaels Way Unit 2D, East New Market, MD 21631
    0 Michaels Way Unit 2D, East New Market, MD 21631
    /2

    $210,000 New Construction

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    0 Michaels Way Unit 2D, East New Market, MD 21631

    55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen

    Gary Lucks

    Keller Williams Realty

    (410) 650-6701

    0 Michaels Way Unit 2D, East New Market, MD 21631
  • 0 Michaels Way Unit 2B, East New Market, MD 21631
    0 Michaels Way Unit 2B, East New Market, MD 21631
    0 Michaels Way Unit 2B, East New Market, MD 21631
    /3

    $210,000 New Construction

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    0 Michaels Way Unit 2B, East New Market, MD 21631

    55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen

    Gary Lucks

    Keller Williams Realty

    (410) 877-6989

    0 Michaels Way Unit 2B, East New Market, MD 21631
  • 0 Michaels Way Unit 2E, East New Market, MD 21631
    0 Michaels Way Unit 2E, East New Market, MD 21631
    0 Michaels Way Unit 2E, East New Market, MD 21631
    /3

    $210,000 New Construction

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    0 Michaels Way Unit 2E, East New Market, MD 21631

    55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen

    Gary Lucks

    Keller Williams Realty

    (410) 618-1650

    0 Michaels Way Unit 2E, East New Market, MD 21631
  • 0 Michaels Way Unit BUILDING 2 A, East New Market, MD 21631
    0 Michaels Way Unit BUILDING 2 A, East New Market, MD 21631
    0 Michaels Way Unit BUILDING 2 A, East New Market, MD 21631
    /3

    $210,000 New Construction

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    0 Michaels Way Unit BUILDING 2 A, East New Market, MD 21631

    55+ Condominium Living in Historic East New Market Welcome to affordable, low-maintenance living in the heart of historic East New Market. This quiet 55-and-older condominium community offers thoughtfully designed residences perfect for those looking to downsize without sacrificing comfort or quality. Each building features five well-appointed units with spacious layouts, including large kitchen

    Gary Lucks

    Keller Williams Realty

    (410) 584-3417

    0 Michaels Way Unit BUILDING 2 A, East New Market, MD 21631
  • 131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    /12

    $499,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    Magothy Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open airy floorplan on the first floor with private patio. Large gourmet kitchen and dining area, great for entertaining. Wonderful home office for your telecommuting needs. Sumptuous owner’s suite with spa bath . Fantastic great room with large windows for your viewing pleasure. Large secondary bedroom with opt. door to access patio. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
  • 131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
    /33

    $499,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    Chester Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open floorplan with plenty of room for your family. Wonderful gourmet kitchen and formal dining area. Private home office for your personal space. Large great room off balcony with large windows to capture the day. Luxurious owner’s suite with spa bath and access to balcony. Large secondary bedroom with access to balcony. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493320, Chester, MD 21619
  • 4 Dover Hall, Dover, DE 19904
    4 Dover Hall, Dover, DE 19904
    4 Dover Hall, Dover, DE 19904
    /13

    $149,900

    • 2 Beds
    • 2 Baths
    • 848 Sq Ft

    4 Dover Hall, Dover, DE 19904

    Welcome to English Village on the west side of town. This convenient 2 bedroom, 2 bath unit is conveniently located on the first floor of Dover Hall. You'll find all you need with a good sized living area with a sliding door opening to a first floor patio with a glorious view of the adjacent wooded area. Decent sized bedrooms and two full baths plus washer and dryer in the condo. English Village

    Allan Rathbun Lester Realty

    4 Dover Hall, Dover, DE 19904
  • 110 Boatswain Way Unit 32, Chester, MD 21619
    110 Boatswain Way Unit 32, Chester, MD 21619
    110 Boatswain Way Unit 32, Chester, MD 21619
    /26

    $759,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining. Home office with double doors adds privacy & style. Dining area enhanced by a convenient dry bar. Great room centered around an electric fireplace. Balcony extends living space off the great room. Owner’s suite with private balcony access for relaxation. Spa-like owner’s bath with dual sinks & sleek finishes.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 32, Chester, MD 21619
  • 176 Flagstaff Way Unit 2433, Chester, MD 21619
    176 Flagstaff Way Unit 2433, Chester, MD 21619
    176 Flagstaff Way Unit 2433, Chester, MD 21619
    /52

    $829,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 2433, Chester, MD 21619

    The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2433, Chester, MD 21619
  • 176 Flagstaff Way Unit 33, Chester, MD 21619
    176 Flagstaff Way Unit 33, Chester, MD 21619
    176 Flagstaff Way Unit 33, Chester, MD 21619
    /29

    $829,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 33, Chester, MD 21619

    Gourmet kitchen with central island for prep & gathering. Home office with French doors for focused work. Dining area with built-in dry bar for easy entertaining. Great room with fireplace as a cozy focal point. Balcony off the great room extends living space outdoors. Owner’s suite with spacious walk-in closet. Owner’s spa bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 33, Chester, MD 21619
  • 110 Boatswain Way Unit 3043, Chester, MD 21619
    110 Boatswain Way Unit 3043, Chester, MD 21619
    110 Boatswain Way Unit 3043, Chester, MD 21619
    /52

    $859,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 3043, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, 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

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3043, Chester, MD 21619
  • 106 Merganser Ct, Chester, MD 21619
    106 Merganser Ct, Chester, MD 21619
    106 Merganser Ct, Chester, MD 21619
    /7

    $285,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft

    106 Merganser Ct, Chester, MD 21619

    First floor unit is coming available and those do not come around often! Freshly painted, new hardwood floors, new carpet in bedrooms, new light fixtures in bathrooms, updated kitchen cabinets, fireplace, and the convenience of first floor living! Don't hesitate on this one!

    Crystal Smith RE/MAX Executive

    106 Merganser Ct, Chester, MD 21619
  • 900 Marshy Cove, Cambridge, MD 21613
    900 Marshy Cove, Cambridge, MD 21613
    900 Marshy Cove, Cambridge, MD 21613
    /39

    $239,000

    • 2 Beds
    • 2 Baths

    900 Marshy Cove, Cambridge, MD 21613

    This cozy 2 bedroom, 2 bath condo is nestled in the sought-after waterside community of Deep Harbour. As you enter, you'll be greeted by a bright and spacious living area that flows seamlessly into the kitchen, equipped with modern appliances, sleek countertops, and ample cabinet space. The primary features a private en-suite bath and plenty of closet space, while the second bedroom offers

    Alicia Gannon Dulin Benson & Mangold, LLC

    900 Marshy Cove, Cambridge, MD 21613
  • 5 Oakley St Unit 102, Cambridge, MD 21613
    5 Oakley St Unit 102, Cambridge, MD 21613
    5 Oakley St Unit 102, Cambridge, MD 21613
    /35

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,158 Sq Ft

    5 Oakley St Unit 102, Cambridge, MD 21613

    Located in Cambridge’s sought-after Historic West End District, and previous homesite of the Oakley Beach Hotel, this waterfront condo on the Choptank River is THE place to catch stunning sunrises over the water. Where a riverfront dance pavilion once stood accompanying the Oakley Beach Hotel, this 1st-floor 2BR/2BA condo now offers covered patio views, as well as a community accessible pool and

    Sharon Spedden Sharon Real Estate P.C.

    5 Oakley St Unit 102, Cambridge, MD 21613
  • 110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    110 Warbler Way Unit 3032, Chester, MD 21619
    /52

    $759,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Warbler Way Unit 3032, Chester, MD 21619

    The Chester offers a thoughtfully designed open floorplan with a projected settlement date of October 2026. Ideal for modern living, this home features 2 bedrooms, 2.5 baths, and a 1-car garage. The main living area is anchored by an electric fireplace, while a dry bar adds both function and style for entertaining. A dedicated home office with lighted French doors provides a flexible space

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3032, Chester, MD 21619
  • 900 Marshy Cove, Cambridge, MD 21613
    900 Marshy Cove, Cambridge, MD 21613
    900 Marshy Cove, Cambridge, MD 21613
    /35

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    900 Marshy Cove, Cambridge, MD 21613

    Welcome to Marshy Cove Unit 409, considered by many as the most desirable in the building, for the reasons that it's a top floor penthouse in excellent condition, a corner location of 1720 sq ft, among the building's largest, with direct views of the Cambridge Creek as it flows into the Great Choptank River, said views available from all rooms plus an outstanding view from the private balcony.

    Richard Harrington Sharon Real Estate P.C.

    900 Marshy Cove, Cambridge, MD 21613
  • 2700 Willow Oak Dr, Cambridge, MD 21613
    2700 Willow Oak Dr, Cambridge, MD 21613
    2700 Willow Oak Dr, Cambridge, MD 21613
    /18

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,540 Sq Ft

    2700 Willow Oak Dr, Cambridge, MD 21613

    Residences at River Marsh offers carefree living. Enjoy sunrises and sunsets from your private balcony overlooking the 18th fairway and the Choptank River. Your condominium building offers secure entrance to a welcoming lobby and a main level parking garage. On the 2nd floor you'll find #206 tastefully decorated with gleaming hardwood flooring, chair and crown moldings, tray ceilings and stunning

    Debbie Luthy Benson & Mangold, LLC

    2700 Willow Oak Dr, Cambridge, MD 21613
  • 700 Cattail Cove, Cambridge, MD 21613
    700 Cattail Cove, Cambridge, MD 21613
    700 Cattail Cove, Cambridge, MD 21613
    /41

    $238,000

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    700 Cattail Cove, Cambridge, MD 21613

    Welcome to 700 Cattail Cove Unit #408! If you are seeking a simplified yet elegant living situation with a great view of the Cambridge Harbour, you need look no farther. #408 has been meticulously maintained and cared for by the current owner. The unit features a separate dining room, large kitchen, well-appointed living room, 2 bedrooms and 2 baths separated by the living room for ultimate

    Mary Losty Compass

    700 Cattail Cove, Cambridge, MD 21613
  • 1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    1000 Herons Nest Way Unit 32, Chester, MD 21619
    /28

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1000 Herons Nest Way Unit 32, Chester, MD 21619

    Step into the good life in the sought-after Four Seasons on Kent Island, where low-maintenance living meets waterfront vibes. This 2-bedroom, 2-bath home offers spacious one-level living with an open, airy layout, freshly painted interiors, and a stylish kitchen featuring a modern glass subway tile backsplash—perfect for entertaining or unwinding after a day on the Shore. The 1-car garage plus

    Jennifer Thomas RE/MAX Executive

    1000 Herons Nest Way Unit 32, Chester, MD 21619
  • 110 Boatswain Way Unit 3041, Chester, MD 21619
    110 Boatswain Way Unit 3041, Chester, MD 21619
    110 Boatswain Way Unit 3041, Chester, MD 21619
    /44

    $1,039,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 3041, Chester, MD 21619

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3041, Chester, MD 21619
  • 110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    110 Boatswain Way Unit 31, Chester, MD 21619
    /18

    $889,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 31, Chester, MD 21619

    Home office with double doors for privacy. Great room with an electric fireplace for warmth & charm. Large central island anchors the gourmet kitchen. Dry bar in dining area creates a perfect hosting space. Owner’s suite with a serene sitting room & balcony access. Dual walk-in closets for organized living. Owner’s bath with sleek dual sinks & spacious layout.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 31, Chester, MD 21619
  • 230 Switchgrass Way Unit 21, Chester, MD 21619
    230 Switchgrass Way Unit 21, Chester, MD 21619
    230 Switchgrass Way Unit 21, Chester, MD 21619
    /16

    $694,500 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    230 Switchgrass Way Unit 21, Chester, MD 21619

    --------------------------------------EXCEPTIONAL PANORAMIC VIEWS -------------------------------------Immediate Move In Ready. Nature, water and sunshine abound in this beautifully situated, stunning 3BR corner unit at Four Seasons. Flexible closing available. South, west and north exposures through 17 windows and two sets of sliding doors assure that this condo is drenched in sunshine, water

    Lawrence Doyle Long & Foster Real Estate, Inc.

    230 Switchgrass Way Unit 21, Chester, MD 21619
  • 700 Cattail Cove Unit 302, Cambridge, MD 21613
    700 Cattail Cove Unit 302, Cambridge, MD 21613
    700 Cattail Cove Unit 302, Cambridge, MD 21613
    /39

    $225,000

    • 2 Beds
    • 2 Baths

    700 Cattail Cove Unit 302, Cambridge, MD 21613

    Are you looking for a place centrally located on the Eastern Shore of Maryland, secure, water oriented, and well maintained ? A place with easy commuting to beaches , wildlife areas, and major metropolitan areas. Don't like steps? How about an elevator from garage, lobby to your condo with one level living. Then, welcome to 700 Cattail Cove #302 in the sought-after Cattail Cove community in

    Katelin Murphy Benson & Mangold, LLC

    700 Cattail Cove Unit 302, Cambridge, MD 21613
  • 176 Flagstaff Way Unit 12, Chester, MD 21619
    176 Flagstaff Way Unit 12, Chester, MD 21619
    176 Flagstaff Way Unit 12, Chester, MD 21619
    /10

    $659,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 12, Chester, MD 21619

    Welcoming foyer leads to open concept living spaces. Efficient gourmet kitchen featuring designer cabinetry & wall oven. Vast center island overlooking dining area with dry bar. Electric fireplace adds warmth & character to great room. Private owner's suite for rest & relaxation. Pristine owner's spa bath featuring framless shower door. Organized home office with lited double doors. Versatile

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 12, Chester, MD 21619
  • 200 Harrier Way Unit 21, Chester, MD 21619
    200 Harrier Way Unit 21, Chester, MD 21619
    200 Harrier Way Unit 21, Chester, MD 21619
    /44

    $669,900

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    200 Harrier Way Unit 21, Chester, MD 21619

    Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile

    shannon Gompers Long & Foster Real Estate, Inc.

    200 Harrier Way Unit 21, Chester, MD 21619
  • 39 Par Haven Dr Unit E23, Dover, DE 19904
    39 Par Haven Dr Unit E23, Dover, DE 19904
    39 Par Haven Dr Unit E23, Dover, DE 19904
    /19

    $138,500

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    39 Par Haven Dr Unit E23, Dover, DE 19904

    2nd Floor 2 bed 1.5 bath condo in the community of Brandywine Court. This condo is rather spacious inside and the living room offers some flexible space for decorating and placing furniture. Enjoy warm or cool evenings relaxing on the balcony overlooking the rear open space of the community. The monthly condo fee is $384/m and that includes the heat and hot water for the condo unit.

    Karen Waters RE/MAX Horizons

    39 Par Haven Dr Unit E23, Dover, DE 19904
  • 118 Little Harbor Way Unit 202, Chestertown, MD 21620
    118 Little Harbor Way Unit 202, Chestertown, MD 21620
    118 Little Harbor Way Unit 202, Chestertown, MD 21620
    /51

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    118 Little Harbor Way Unit 202, Chestertown, MD 21620

    Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the

    Kaitlyn Collins Benson & Mangold, LLC

    118 Little Harbor Way Unit 202, Chestertown, MD 21620
  • 110 Warbler Way Unit 3031, Chester, MD 21619
    110 Warbler Way Unit 3031, Chester, MD 21619
    110 Warbler Way Unit 3031, Chester, MD 21619
    /44

    $889,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Warbler Way Unit 3031, Chester, MD 21619

    The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat,

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3031, Chester, MD 21619
  • 110 Boatswain Way Unit 33, Chester, MD 21619
    110 Boatswain Way Unit 33, Chester, MD 21619
    110 Boatswain Way Unit 33, Chester, MD 21619
    /27

    $759,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 33, Chester, MD 21619

    Private home office with elegant French doors. Chef-worthy gourmet kitchen with sprawling island. Exquisite dining area with dry bar, perfect for entertaining. Gorgeous great room with cozy electric fireplace. Sophisticated owner's suite with triple windows. Stunning owner's spa bath featuring split vanities. Beautiful balcony has access through primary suite & great room.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 33, Chester, MD 21619
  • 111 Marshgrass Way Unit 22, Chester, MD 21619
    111 Marshgrass Way Unit 22, Chester, MD 21619
    111 Marshgrass Way Unit 22, Chester, MD 21619
    /100

    $539,000

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    111 Marshgrass Way Unit 22, Chester, MD 21619

    Rare resale condo, turnkey! Your dream retreat awaits in this stunning luxury condo, where modern elegance meets breathtaking natural beauty. This exquisite residence features two spacious bedrooms, each with its own en-suite bath, and an additional half bath for guests. The thoughtfully designed office boasts custom built-in cabinets, providing both functionality and style.--Step into the heart

    Dee Dee Miller Long & Foster Real Estate, Inc.

    111 Marshgrass Way Unit 22, Chester, MD 21619
  • 176 Flagstaff Way Unit 43, Chester, MD 21619
    176 Flagstaff Way Unit 43, Chester, MD 21619
    176 Flagstaff Way Unit 43, Chester, MD 21619
    /29

    $979,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 43, Chester, MD 21619

    Central island anchors the gourmet kitchen for everyday use. Home office with lited French doors add character. Dining area includes a convenient dry bar for hosting. Fireplace highlights the great room’s inviting design. Private balcony off the great room for outdoor relaxation. Owner’s suite features a generous walk-in closet. Spa-inspired owner’s bath with dual sinks & glass-enclosed shower.

    K. Hovnanian Homes Builder
    176 Flagstaff Way Unit 43, Chester, MD 21619
  • 110 Boatswain Way Unit 3044, Chester, MD 21619
    110 Boatswain Way Unit 3044, Chester, MD 21619
    110 Boatswain Way Unit 3044, Chester, MD 21619
    /44

    $1,134,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 3044, Chester, MD 21619

    Welcome to the Severn, a beautifully designed home offering 3 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in November 2026, this home combines modern style with functional living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. The owner’s suite includes a sitting room and large walk-in closets, providing a

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3044, Chester, MD 21619
  • 176 Flagstaff Way Unit 2443, Chester, MD 21619
    176 Flagstaff Way Unit 2443, Chester, MD 21619
    176 Flagstaff Way Unit 2443, Chester, MD 21619
    /52

    $979,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    176 Flagstaff Way Unit 2443, Chester, MD 21619

    The Chester at Lot 2443 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it a great opportunity for buyers planning ahead. This home includes 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Highlighted features include a dedicated home office with lighted French doors, a stylish dry

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2443, Chester, MD 21619
  • 110 Warbler Way Unit 3021, Chester, MD 21619
    110 Warbler Way Unit 3021, Chester, MD 21619
    110 Warbler Way Unit 3021, Chester, MD 21619
    /44

    $789,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Warbler Way Unit 3021, Chester, MD 21619

    The Severn is thoughtfully designed for comfort and everyday entertaining, with a projected settlement of November 2026. This home offers 3 bedrooms, 2.5 baths, and a 1-car garage, all wrapped in a smart, functional layout. Inside, you’ll find stylish touches like an electric fireplace and a built-in dry bar, perfect for hosting or winding down at home. The owner’s suite is a true retreat,

    Mary Anne Kowalewski KOVO Realty

    110 Warbler Way Unit 3021, Chester, MD 21619
  • 110 Boatswain Way Unit 3042, Chester, MD 21619
    110 Boatswain Way Unit 3042, Chester, MD 21619
    110 Boatswain Way Unit 3042, Chester, MD 21619
    /52

    $859,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 3042, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, 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

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3042, Chester, MD 21619
  • 131 Flycatcher Way Unit 36503530, Chester, MD 21619
    131 Flycatcher Way Unit 36503530, Chester, MD 21619
    131 Flycatcher Way Unit 36503530, Chester, MD 21619
    /21

    $584,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    Severn Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Expansive end home condominium with 3 bedrooms. Lavish gourmet kitchen and formal dining area. Huge great room with large corner balcony. Fantastic owner’s suite and sitting room with access to balcony. Extravagant owner’s spa bath with two walk-in closets. Large secondary bedrooms for all of your company. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36503530, Chester, MD 21619
  • 110 Boatswain Way Unit 21, Chester, MD 21619
    110 Boatswain Way Unit 21, Chester, MD 21619
    110 Boatswain Way Unit 21, Chester, MD 21619
    /18

    $789,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 21, Chester, MD 21619

    Gourmet kitchen with spacious central island. Dining area includes a convenient dry bar. Great room features an electric fireplace. Beautiful balcony extends off of the great room. Owner’s suite with dual walk-in closets. Private sitting room with balcony access. Luxurious owner’s bath with dual sinks.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 21, Chester, MD 21619
  • 1000 Herons Nest Way Unit 23, Chester, MD 21619
    1000 Herons Nest Way Unit 23, Chester, MD 21619
    1000 Herons Nest Way Unit 23, Chester, MD 21619
    /31

    $494,900 Open Sun 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    1000 Herons Nest Way Unit 23, Chester, MD 21619

    Welcome to 1000 Herons Nest Way, where you can live the good life at an great price. This immaculate two bedroom condo, with two and a half baths and additional flex space, provides turn key convenience and resort style amenities. This home is a MUST SEE! This FORMER MODEL is like new and includes features that other condos won’t - including decorator upgrades, custom designed closets, plantation

    Nola Meyers EXP Realty, LLC

    1000 Herons Nest Way Unit 23, Chester, MD 21619
Maryland Caroline County Hillsboro

Condos for Sale in Hillsboro, MD

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group