206

Homes for Sale near Kent County High School

Section Image
  • 0 3rd Ave, Betterton, MD 21610
    0 3rd Ave, Betterton, MD 21610
    0 3rd Ave, Betterton, MD 21610
    /4

    $25,000

    • Land
    • 1.03 Acres
    • $24,272 per Acre

    0 3rd Ave, Betterton, MD 21610

    One acre in Betterton with the beach and boat ramp just a few blocks away! While this lot could be buildable, one would have to build a bridge across a stream to access by vehicle and public utilities while available would need to be run out there as well. Priced as recreational land for the nature enthusiast, occasional tent camper, or hunter.

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 3rd Ave, Betterton, MD 21610
  • 10672 Worton Rd, Worton, MD 21678
    10672 Worton Rd, Worton, MD 21678
    10672 Worton Rd, Worton, MD 21678
    /87

    $1,195,000

    • 4 Beds
    • 2.5 Baths
    • 2,872 Sq Ft

    10672 Worton Rd, Worton, MD 21678

    This property has an amazing amount to offer! There are 3 parcels included with a total of just over 5.5 acres. The complex includes a 4 bedroom, 2.5 baths extremely well built home on 2.68+/- acres, a .35 acre lot and a commercially zoned 2.6+/- parcel with several large outbuildings. The house also offers a spacious kitchen with center island and granite counters, a family area, laminate

    Doug Ashley Doug Ashley Realtors, LLC

    10672 Worton Rd, Worton, MD 21678
  • 117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    117 N Water St Unit 2A, Chestertown, MD 21620
    /24

    $375,000

    • 2 Beds
    • 1 Bath
    • 787 Sq Ft

    117 N Water St Unit 2A, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 2A, Chestertown, MD 21620
  • 0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
    /3

    $150,000

    • Land
    • 2 Acres
    • $75,000 per Acre

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620

    Beautiful 2-Acre Lot – Build Your Dream Home! Come and experience the charm of this picturesque 2-acre lot, perfectly priced and ready for your dream home. Nestled among scenic farms and mature trees, this serene setting offers the perfect blend of privacy and natural beauty.Located just minutes from the water, you'll enjoy easy access to nearby Tolchester Beach—only about 2 miles west—and

    Sebrin Adem RE/MAX Allegiance

    0 Georgetown Rd SE Unit MDKE2005076, Chestertown, MD 21620
  • 21190 Green Ln, Rock Hall, MD 21661
    21190 Green Ln, Rock Hall, MD 21661
    21190 Green Ln, Rock Hall, MD 21661
    /8

    $850,000

    • Land
    • 10.4 Acres
    • $81,731 per Acre

    21190 Green Ln, Rock Hall, MD 21661

    Unique opportunity offering two adjoining parcels with exceptional potential in Rock Hall. Parcel 1 consists of approximately 1.4 acres located on Geen Lane and is zoned Critical Area Residential. Improvements include the foundation of a pre-existing structure, an existing well, and a grinder pump connected to public sewer already installed. Buyer to verify well usability and buildability. Parcel

    Cindy Genther Rock Hall Properties Real Estate

    21190 Green Ln, Rock Hall, MD 21661
  • 316 Middle St, Millington, MD 21651
    316 Middle St, Millington, MD 21651
    316 Middle St, Millington, MD 21651
    /11

    $25,000

    • 672 Sq Ft

    316 Middle St, Millington, MD 21651

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/17/2026, 10:00 AM. Bidding ends 7/21/2026, 11:40 AM. The list price is the suggested opening bid. Deposit: $5,000. This two-story detached house is located in Millington, MD within Kent County. Residents can enjoy the nearby attractions and facilities such as the Waterfront Park, Rob

    Adam Shpritz Ashland Auction Group LLC

    316 Middle St, Millington, MD 21651
  • 117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    117 N Water St Unit 1A, Chestertown, MD 21620
    /46

    $685,000

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft

    117 N Water St Unit 1A, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 1A, Chestertown, MD 21620
  • 105 N Water St Unit 2, Chestertown, MD 21620
    105 N Water St Unit 2, Chestertown, MD 21620
    105 N Water St Unit 2, Chestertown, MD 21620
    /49

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,011 Sq Ft

    105 N Water St Unit 2, Chestertown, MD 21620

    Open House Friday July 3rd 4-6pm! Located on Water Street in the heart of Chestertown's premier waterfront historic district, this beautiful two-bedroom, two-bath condominium offers an exceptional opportunity to enjoy life along the banks of the Chester River. Set within an architecturally significant 1800s building that reflects the timeless character of this remarkable town, the residence

    Missy Miller Aldave Northrop Realty

    105 N Water St Unit 2, Chestertown, MD 21620
  • 0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
    /15

    $49,000

    • Land
    • 1.09 Acres
    • $44,954 per Acre

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678

    Set on just over 1 acre in the Village zoning district, this partially wooded property offers a rare mix of flexibility and possibility. This zoning permits a wide range of uses from single-family, multi-family, and/or townhouses, to short-term vacation rentals, and even certain commercial spaces like restaurants (without drive-thru capabilities), you have room to bring your vision to life. The

    Micheal Vakas EXP Realty, LLC

    0 Lambs Meadow Rd Unit MDKE2005704, Worton, MD 21678
  • 21124 Striper Run, Rock Hall, MD 21661
    21124 Striper Run, Rock Hall, MD 21661
    21124 Striper Run, Rock Hall, MD 21661
    /69

    $374,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft

    21124 Striper Run, Rock Hall, MD 21661

    Location is EVERYTHING. Upgrades are EVERYTHING. And this stunning Rock Hall home offers BOTH. Perfectly positioned in the heart of Rock Hall, Maryland, this beautifully upgraded home delivers the coastal lifestyle buyers are searching for on Maryland’s Eastern Shore. Imagine hopping on your golf cart or bike and being just minutes from waterfront restaurants, marinas, local shops, live music,

    Crystal Smith RE/MAX Executive

    21124 Striper Run, Rock Hall, MD 21661
  • 22481 Goose Hollow Dr, Chestertown, MD 21620
    22481 Goose Hollow Dr, Chestertown, MD 21620
    22481 Goose Hollow Dr, Chestertown, MD 21620
    /88

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    22481 Goose Hollow Dr, Chestertown, MD 21620

    AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. This beautifully renovated 3-bedroom, 2-bath Fairlee home is a true gem, perfectly situated on a private 2-acre lot that offers both tranquility and privacy located just a few miles from historic Chestertown . Surrounded by mature trees and bordered by a serene cornfield, this property provides a peaceful retreat from the hustle and bustle of

    Tom Atwood Keller Williams Legacy

    22481 Goose Hollow Dr, Chestertown, MD 21620
  • Lot 1 Carroll Clark Rd, Galena, MD 21635
    Lot 1 Carroll Clark Rd, Galena, MD 21635
    Lot 1 Carroll Clark Rd, Galena, MD 21635
    /4

    $1,250,000

    • Land
    • 86 Acres
    • $14,535 per Acre

    Lot 1 Carroll Clark Rd, Galena, MD 21635

    Lot 1 is +/- 86 acres of prime development land in Kent County's Rt. 301 Growth Corridor. With +2,500 ft along Rt. 301 and 1,295 ft along Carroll Clark Rd, this property offers easy access to Middletown, DE and Rt. 1. The property is zoned Employment Center and qualifies for Kent County and Maryland State incentives. Approximately 46 acres are currently in ag use. There is a cell tower on the

    Cindy Genther Rock Hall Properties Real Estate

    Lot 1 Carroll Clark Rd, Galena, MD 21635
  • 21232 Rock Hall Ave, Rock Hall, MD 21661
    21232 Rock Hall Ave, Rock Hall, MD 21661
    21232 Rock Hall Ave, Rock Hall, MD 21661
    /36

    $335,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    21232 Rock Hall Ave, Rock Hall, MD 21661

    Bring Your Best Offer! Welcome to this beautifully renovated 2-bedroom, 2-bath home sitting on a very large lot. This home in Rock Hall, a historic harbor town celebrated for its Chesapeake Bay shoreline, boating lifestyle and vibrant coastal charm, features 2 bedrooms, 2 bathrooms and 1200 square feet. It offers luxury vinyl floors, energy efficient windows, a spacious central island with

    Chris Traczyk RE/MAX Advantage Realty

    21232 Rock Hall Ave, Rock Hall, MD 21661
  • 321 West St, Millington, MD 21651
    321 West St, Millington, MD 21651
    321 West St, Millington, MD 21651
    /25

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,366 Sq Ft

    321 West St, Millington, MD 21651

    321 West Street in Millington, Maryland is now available for you. This lovely 5-year-old home features vinyl siding, three bedrooms and 2 full bathrooms; Inside, you'll find a formal living room, a dining area, and a fully equipped kitchen with stainless steel appliances, along with a nicely sized island that offers additional space for dining. The main level also includes a laundry room with

    Anne Menaquale RE/MAX Associates - Newark

    321 West St, Millington, MD 21651
  • 24274 Waterview Dr, Worton, MD 21678
    24274 Waterview Dr, Worton, MD 21678
    24274 Waterview Dr, Worton, MD 21678
    /48

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,006 Sq Ft

    24274 Waterview Dr, Worton, MD 21678

    Country elegance at its finest with this recently updated and spacious Cape Cod in the water oriented community of Clearview, just minutes from historic Chestertown. The amenities here are a major plus with Franklin pond and community access directly to Churn Creek. The home has had a transformation in the last 2 years with updated bathrooms, floors, kitchen, landscaping, and a new HVAC unit. The

    Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

    24274 Waterview Dr, Worton, MD 21678
  • 11729 Saint James Newtown Rd, Worton, MD 21678
    11729 Saint James Newtown Rd, Worton, MD 21678
    /2

    $58,000

    $20K PRICE INCREASE
    • Land
    • 1 Acre
    • $58,000 per Acre

    11729 Saint James Newtown Rd, Worton, MD 21678

    Dee Dee Miller Paul Wesley Real Estate

    11729 Saint James Newtown Rd, Worton, MD 21678
  • 20694 Mercer Ave, Rock Hall, MD 21661
    20694 Mercer Ave, Rock Hall, MD 21661
    20694 Mercer Ave, Rock Hall, MD 21661
    /34

    $650,000

    • 4 Beds
    • 2 Baths
    • 2,271 Sq Ft

    20694 Mercer Ave, Rock Hall, MD 21661

    Spacious in-town home with coastal charm, just 1 block from the Rock Hall beach on the Chesapeake Bay! This home offers a luxe front porch, as well as a screened-in porch, perfect for meals and entertaining. The large family room boasts a gas fireplace, built-in shelving, wood ceilings, and a sunny balcony featuring a striped awning. The eat-in kitchen has updated appliances and ample room; it

    Julia Hilfiker Gunther-McClary Real Estate

    20694 Mercer Ave, Rock Hall, MD 21661
  • 122 S Main St, Galena, MD 21635
    122 S Main St, Galena, MD 21635
    122 S Main St, Galena, MD 21635
    /49

    $399,800

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    122 S Main St, Galena, MD 21635

    WOW! What a transformation of this sturdy Four Square Colonial nestled in a peaceful small-town setting. Enjoy the convenience of being within walking distance to parks, schools, the post office, and local markets while still having the space and privacy of an oversized nearly half-acre lot. The exterior features a detached oversized two-car garage with pull-through access to the HUGE backyard —

    John Carroll Village Real Estate Company LLC

    122 S Main St, Galena, MD 21635
  • 6416 Edesville Rd, Rock Hall, MD 21661
    6416 Edesville Rd, Rock Hall, MD 21661
    6416 Edesville Rd, Rock Hall, MD 21661
    /43

    $389,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    6416 Edesville Rd, Rock Hall, MD 21661

    REICE REDUCED!! Completely renovated from the studs up, this beautifully updated 3-story home offers 2,200 square feet of thoughtfully designed living space just outside of Rock Hall. Featuring 3 spacious bedrooms and 3 full bathrooms — one on each level — this home provides flexibility and comfort for everyday living or guests. The open-concept main floor showcases luxury flooring, brand-new

    Sarah Ulrick Rock Hall Properties Real Estate

    6416 Edesville Rd, Rock Hall, MD 21661
  • 21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    21090 W Sharp St Unit 112, Rock Hall, MD 21661
    /28

    $469,000

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft

    21090 W Sharp St Unit 112, Rock Hall, MD 21661

    Back on the market. Spectacular Chesapeake Bay waterview condo located in the heart of Rock Hall. Beautiful upgrades include LVP flooring, tile bathrooms, kitchen cabinets, backsplash, granite countertops and appliances, plus new electric fireplace. Relax on the recently refinished Bayview deck or cuddle up next to the fireplace. The convenience of condo living lets you enjoy all the festivals

    Cindy Genther Rock Hall Properties Real Estate

    21090 W Sharp St Unit 112, Rock Hall, MD 21661
  • 21163 Chesapeake Ave, Rock Hall, MD 21661
    21163 Chesapeake Ave, Rock Hall, MD 21661
    21163 Chesapeake Ave, Rock Hall, MD 21661
    /48

    $649,900

    • 4 Beds
    • 3.5 Baths
    • 2,944 Sq Ft

    21163 Chesapeake Ave, Rock Hall, MD 21661

    This home has been meticulously maintained and is located in the heart of everything Rock Hall has to offer! The 2 story entrance foyer with tile floors is just the beginning of the surprise you will find in this special, 2,900+/- square foot, home. There are 4 bedrooms, 3.5 baths, a large living room with cathedral ceiling, 2 bedrooms upstairs and 2 bedrooms down, heat pump and mini-split

    Doug Ashley Doug Ashley Realtors, LLC

    21163 Chesapeake Ave, Rock Hall, MD 21661
  • 4818 Piney Neck Rd, Rock Hall, MD 21661
    4818 Piney Neck Rd, Rock Hall, MD 21661
    4818 Piney Neck Rd, Rock Hall, MD 21661
    /24

    $298,000

    • 3 Beds
    • 1 Bath
    • 1,892 Sq Ft

    4818 Piney Neck Rd, Rock Hall, MD 21661

    Charming home located just outside of town, extensively renovated between 2005-2008. Renovations included taking the home down to the studs and updating insulation, drywall, windows, furnace, plumbing, flooring, kitchen, and bathroom. The open floor plan creates a bright and airy living space, and a 2020 addition added a third first-floor bedroom on the main level, offering convenient one-level

    Cindy Genther Rock Hall Properties Real Estate

    4818 Piney Neck Rd, Rock Hall, MD 21661
  • 21384 E Sharp St, Rock Hall, MD 21661
    21384 E Sharp St, Rock Hall, MD 21661
    21384 E Sharp St, Rock Hall, MD 21661
    /22

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,574 Sq Ft

    21384 E Sharp St, Rock Hall, MD 21661

    Quintessential Rock Hall home with an abundance of charm! Located in the heart of Rock Hall, a short distance to Main Street shops, many fantastic restaurants, and seven marinas. Enjoy evenings and mornings on the screened porch, which runs the expanse of the home. Entering from the porch, you'll find a cosy living room and a galley kitchen with open dining space. This home offers a first-floor

    Julia Hilfiker Gunther-McClary Real Estate

    21384 E Sharp St, Rock Hall, MD 21661
  • 25 Landing Ln, Chestertown, MD 21620
    25 Landing Ln, Chestertown, MD 21620
    25 Landing Ln, Chestertown, MD 21620
    /22

    $1,099,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,784 Sq Ft

    25 Landing Ln, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 2,784 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 4 bedrooms and 3.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. There is a first floor primary bedroom for one-floor living

    Julia Hilfiker Gunther-McClary Real Estate

    25 Landing Ln, Chestertown, MD 21620
  • 8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    8620 Park Dr, Chestertown, MD 21620
    /66

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,524 Sq Ft

    8620 Park Dr, Chestertown, MD 21620

    Two Story Colonial on 1.37+/- acre lot, rectangular 200 x 300 ft. Approximately 2,700 sq ft. of living area in house (estimate). 4 bedrooms, 2.5 Bathrooms. 1⁄2 basement with laundry room and fix-it shop/work bench with 2 crawl spaces. Attached two-car garage with abundant built-in shelving and free-standing cabinets for lots of storage space with garage door opener on each of 2 doors. Forced Hot

    Doug Ashley Doug Ashley Realtors, LLC

    8620 Park Dr, Chestertown, MD 21620
  • 104 Little Harbor Way, Chestertown, MD 21620
    104 Little Harbor Way, Chestertown, MD 21620
    104 Little Harbor Way, Chestertown, MD 21620
    /23

    $849,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    104 Little Harbor Way, Chestertown, MD 21620

    **To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large

    Julia Hilfiker Gunther-McClary Real Estate

    104 Little Harbor Way, Chestertown, MD 21620
  • 5656 Circle Park Dr Unit 5594, Rock Hall, MD 21661
    5656 Circle Park Dr Unit 5594, Rock Hall, MD 21661
    5656 Circle Park Dr Unit 5594, Rock Hall, MD 21661
    /9

    $105,000

    New Construction $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    5656 Circle Park Dr Unit 5594, Rock Hall, MD 21661

    Brand new 2025 Clayton Ruby Z located in the Circle Park mobile home community in Rock Hall. This 2-bedroom, 2-bathroom home features a spacious open floor plan with a full bedroom and bathroom on either end, offering privacy and flexibility. The home comes complete with brand-new appliances and is ready for its first owners. Public water and sewer. Financing available through Clayton Homes,

    Sarah Ulrick Rock Hall Properties Real Estate

    5656 Circle Park Dr Unit 5594, Rock Hall, MD 21661
  • 7 Wilson Point Rd, Galena, MD 21635
    7 Wilson Point Rd, Galena, MD 21635
    7 Wilson Point Rd, Galena, MD 21635
    /3

    $175,000

    • Land
    • 32,670 Sq Ft
    • $233,333 per Acre

    7 Wilson Point Rd, Galena, MD 21635

    Build your custom Eastern Shore home at Wilson Point Estates, this intimate 14-lot community minutes from the Sassafras River and local marinas. Homesites feature a builder tie-in with Concierge Homes, offering a fully custom design experience guided by Construction Concierge by Conestoga. Design review and minimum building requirements apply. Pricing varies by lot and home design.

    Aaron Clark Patterson-Schwartz-Middletown

    7 Wilson Point Rd, Galena, MD 21635
  • 25428 Worton Lynch Rd, Worton, MD 21678
    25428 Worton Lynch Rd, Worton, MD 21678
    25428 Worton Lynch Rd, Worton, MD 21678
    /31

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    25428 Worton Lynch Rd, Worton, MD 21678

    Welcome to 25428 Worton Lynch Road in Worton, Maryland! Situated on 1.28 acres, this charming 3-bedroom, 2.5-bath home offers comfortable living with thoughtful features throughout. The heart of the home is the kitchen, featuring granite countertops, LVP flooring, and ample cabinet space for cooking and entertaining. Just off the kitchen, the inviting living room boasts beautiful hardwood floors,

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    25428 Worton Lynch Rd, Worton, MD 21678
  • 0 Map 36 Parcel 80 Watertower Rd Unit MDKE2006592, Chestertown, MD 21620
    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2006592, Chestertown, MD 21620
    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2006592, Chestertown, MD 21620
    /3

    $55,000

    • Land
    • 30,492 Sq Ft
    • $78,571 per Acre

    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2006592, Chestertown, MD 21620

    Discover the potential of this open .69-acre lot in Fairlee! Whether you’re looking to build your dream home, create a weekend retreat, or invest in future development, this property offers endless possibilities. Zoned Village, this lot could potentially allow for a duplex or multiple dwellings, making it an excellent opportunity for builders, investors, or buyers seeking additional flexibility.

    Andrew Meikle Doug Ashley Realtors, LLC

    0 Map 36 Parcel 80 Watertower Rd Unit MDKE2006592, Chestertown, MD 21620
  • 8796 Maryland Pkwy, Chestertown, MD 21620
    8796 Maryland Pkwy, Chestertown, MD 21620
    8796 Maryland Pkwy, Chestertown, MD 21620
    /60

    $1,650,000

    • 9 Beds
    • 6.5 Baths
    • 4,776 Sq Ft

    8796 Maryland Pkwy, Chestertown, MD 21620

    Circa 1743 with a stately 1825 addition, The Inn at Mitchell House is a rare pre-Revolutionary manor home on 9+ manicured acres on Maryland's Eastern Shore. Listed on the National Star-Spangled Banner Trail and just a mile from the Chesapeake Bay, this storied property offers a once-in-a-generation chance to own one of the region's most beloved historic estates.The grounds unfold past

    Tracy Stone Coldwell Banker Chesapeake Real Estate Company

    8796 Maryland Pkwy, Chestertown, MD 21620
  • 6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    6202 Rock Hall Rd, Rock Hall, MD 21661
    /49

    $425,000

    Open Sun 1PM - 3PM
    • 2 Beds
    • 1.5 Baths
    • 2,368 Sq Ft

    6202 Rock Hall Rd, Rock Hall, MD 21661

    This unique mixed-use property offers exceptional flexibility and opportunity just outside the town of Rock Hall. The first floor features a versatile storefront currently operating as a bookstore, with a history of successful uses including a fabric studio, pottery studio, marine engine shop, and appliance store—showcasing its adaptability for a wide range of business ventures. The second-floor

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    6202 Rock Hall Rd, Rock Hall, MD 21661
  • 26663 Maple Ave, Still Pond, MD 21667
    26663 Maple Ave, Still Pond, MD 21667
    26663 Maple Ave, Still Pond, MD 21667
    /12

    $239,900

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    26663 Maple Ave, Still Pond, MD 21667

    Price Reduced! Three bedroom home in Still Pond. This renovated home has new kitchen, HVAC, baths, carpet, paint flooring and more! Located on .38 acres amenities include covered front and side porch, shed, 1.5 baths, Chestertown is a short drive away with restaurants and shopping. This is a Fannie Mae home, submit all offers on Homepath site.

    Aaron Butler Real Estate Consultants

    26663 Maple Ave, Still Pond, MD 21667
  • 0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
    /8

    $90,000

    • Land
    • 3.92 Acres
    • $22,959 per Acre

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620

    Nearly 4 Acres of Wooded Privacy!Bring your vision to life on this beautiful, almost 4-acre parcel surrounded by nature. The water and sewer allocation has already been paid—a $16,200 value! The lot is mostly level with a few natural clearings throughout, offering several great options for a home site. Enjoy the peace and quiet of the woods, with plenty of deer and wildlife all around. Buyer

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    0 Georgetown Rd SE Unit MDKE2005844, Chestertown, MD 21620
  • 31001 Chesterville Bridge Rd, Millington, MD 21651
    31001 Chesterville Bridge Rd, Millington, MD 21651
    /2

    $289,000

    • 1,874 Sq Ft

    31001 Chesterville Bridge Rd, Millington, MD 21651

    Bring your vision to this rare 15-acre property offering privacy, natural beauty, and endless possibilities. Mostly wooded with a picturesque pond, this property is an ideal setting for those seeking a private retreat, recreational getaway, or future homesite. An original structure dating back to 1980 remains on the property and includes a full basement. The condition existing home is believed

    Terri Murray RE/MAX Executive

    31001 Chesterville Bridge Rd, Millington, MD 21651
  • 6520 Swan Creek Rd, Rock Hall, MD 21661
    6520 Swan Creek Rd, Rock Hall, MD 21661
    6520 Swan Creek Rd, Rock Hall, MD 21661
    /62

    $3,150,000

    $350K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 12,520 Sq Ft

    6520 Swan Creek Rd, Rock Hall, MD 21661

    All showings require pre screening and financial capability prior to scheduling any showing. Rarely does a property of this sort come available in Kent County Maryland! This incredible 139+/- acre Chesapeake Bay property is available in it's entirety, however the seller may consider selling the primary residence with a reduced amount of acreage under the right conditions, providing the purchaser

    William Norris Select Land & Homes, LLC

    6520 Swan Creek Rd, Rock Hall, MD 21661
  • 117 N Water St Unit 1B, Chestertown, MD 21620
    117 N Water St Unit 1B, Chestertown, MD 21620
    117 N Water St Unit 1B, Chestertown, MD 21620
    /20

    $200,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    117 N Water St Unit 1B, Chestertown, MD 21620

    117 N Water Street, originally built prior to the mid-1800s, is an incredible opportunity to own a small slice of Downtown Chestertown, or to dive into the investment aspect that this multi-unit building provides. Offering a total of FOUR units for sale as a package, or as individuals. Each unit has been remodeled and upgraded meticulously and thoughtfully with attention to the historical aspects

    Liddy Campbell TTR Sotheby's International Realty

    117 N Water St Unit 1B, Chestertown, MD 21620
  • 23741 L Rd, Chestertown, MD 21620
    23741 L Rd, Chestertown, MD 21620
    /2

    $15,000

    • Land
    • 1 Acre
    • $15,000 per Acre

    23741 L Rd, Chestertown, MD 21620

    Discover the potential of this 1-acre wooded parcel, offering a peaceful setting with mature trees and plenty of privacy. Buyer to verify all information and perform all due diligence regarding perc testing, building suitability, zoning, utilities, and intended use.

    Taylor Leaverton Benson & Mangold, LLC

    23741 L Rd, Chestertown, MD 21620
  • 896 Washington Ave, Chestertown, MD 21620
    896 Washington Ave, Chestertown, MD 21620
    896 Washington Ave, Chestertown, MD 21620
    /34

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    896 Washington Ave, Chestertown, MD 21620

    A rare find! This rancher on Washington Ave has dual use: zoned residential and commercial. Full finished basement. More details and pictures coming soon!

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    896 Washington Ave, Chestertown, MD 21620
  • 2 Sassafras Cove Rd, Galena, MD 21635
    2 Sassafras Cove Rd, Galena, MD 21635
    2 Sassafras Cove Rd, Galena, MD 21635
    /16

    $95,000

    • Land
    • 35,719 Sq Ft
    • $115,854 per Acre

    2 Sassafras Cove Rd, Galena, MD 21635

    Welcome to Wilson Point Estates! A 14 Lot Custom Home Eastern Shore Community. Designed for those who value craftsmanship and intention, Wilson Point Estates is not a production neighborhood, it’s a place where each home is purposefully designed to complement the character of the Shore. Picture gracious porches, elevated coastal details, and interiors tailored to how you truly live, entertain,

    Jenyne Ward Patterson-Schwartz Real Estate

    2 Sassafras Cove Rd, Galena, MD 21635

Showing Results 161 - 200, Page 5 of 6

Maryland Kent County Worton Kent County High School

Real Estate & Homes for Sale near Kent County High School

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