Kent County Public Schools Homes with Traditional Style

Kent County Public Schools Homes with Traditional Style

Welcome to Kent County, Maryland, where the charm of small-town living meets the excellence of Kent County Public Schools. Nestled along the picturesque shores of the Chesapeake Bay, this region is not just a place to live; it’s a community that thrives on education, tradition, and a strong sense of belonging.

Kent County Public Schools is known for its commitment to providing quality education and fostering a nurturing environment for students. This school district prides itself on small class sizes, dedicated teachers, and a curriculum that emphasizes both academic achievement and personal growth. With a variety of extracurricular activities, students are encouraged to explore their interests, from arts to athletics, ensuring a well-rounded educational experience. Families here can take comfort in knowing that their children are receiving an education that prepares them for future success.

As you explore the housing options in Kent County, you'll discover a delightful array of traditional-style homes that reflect the area's rich history and character. These charming residences often feature classic architectural details, such as gabled roofs, inviting porches, and spacious yards, perfect for family gatherings and outdoor activities. Living in a traditional-style home not only enhances your lifestyle but also connects you to the community's heritage.

Whether you’re drawn to the top-notch schools, the beautiful homes, or the friendly atmosphere, Kent County is an ideal place to plant your roots. Discover your dream home in this vibrant community and experience the perfect blend of tradition and modern living!

Newest Kent County Public Schools Homes with Traditional Style

$189,000
2 Beds ⋅ 1 Baths
Welcome to this beautifully renovated 2-bedroom, 1-bath townhome offering the perfect blend of comfort, style, and convenience. Completely updated from top to bottom, this move-in-ready home features brand-new luxury vinyl plank flooring, fresh paint throughout, quartz countertops, an updated bathroom, and several new appliances. The fully equipped kitchen opens to a comfortable living and dining area, where a sliding glass door leads to your own private concrete patio; perfect for enjoying your morning coffee or relaxing outdoors. Upstairs, you'll find two generously sized bedrooms, a full bathroom, and additional storage space. All appliances convey, making this home truly turnkey. Nestled in a peaceful, wooded setting between Rock Hall and Chestertown, you'll enjoy a serene atmosphere while being just minutes from schools, shopping, beaches, marinas, and local dining. Whether you're a first-time homebuyer, looking to downsize, or searching for your next investment property, this beautifully updated townhome checks all the boxes. Don't miss your opportunity to own this hidden gem!

21324 Persimmon Dr, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$140,000
3 Beds ⋅ 2 Baths
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 8/11/2026, 10:00 AM. Bidding ends 8/13/2026, 11:40 AM. The list price is the suggested opening bid. Deposit: $25,000. This auction takes place on the Ashland Auction Group Website Bidding Platform. 1,184± SF ranch-style single family home located in the Knights Landing area of Worton, Maryland. The property is located in Kent County, within close proximity to local schools, neighborhood amenities, Chestertown-area shopping and services, and Eastern Shore recreation destinations including Betterton and the surrounding Chesapeake Bay region.

25028 Heather Ln, Worton

Listing courtesy of Ashland Auction Group LLC. Contact: 4104883124
$375,000
3 Beds ⋅ 2 Baths
Sweet corner property in downtown Rock Hall, right on the 4th of July parade route! Just two blocks from the Rock Hall Harbor/ Chesapeake Bay. A welcoming home with a spacious kitchen and formal dining room, or enjoy meals outside in the fenced-in back yard! The large living room has hardwood floors and a wood stove for cozy winter nights. This home features a hard to find first-floor primary bedroom! Upstairs offers two additional bedrooms, a full bath, and an additional office or activity room. The home is situated on a large corner lot, set back from Main St., offering privacy and nice yard space. The charming garage with a loft is a great space for storage or a workshop. Close to all Rock Hall has to offer: marinas, shops, restaurants, and the Chesapeake Bay! This popular vacation rental could continue as an income producer but would also make a fantastic full-time residence. Being sold turn-key, just unpack your bags and enjoy. The homes hot water heat has been updated, zoned to both floors. Tankless hot water heater.

5686 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

$1,495,000
3 Beds ⋅ 2 Baths
DOG DAYS OF SUMMER * DEER DAYS OF FALL ** 106 Acre Property, surrounded by woods offers a unique lifestyle for Hunting, Fishing, Horses. This peaceful setting offers you a chance to forget the ever increasing congestion of modern day life. 26 ac grain farm plus acres of ponds and impoundments and deep woods. Hidden away at the end of a small country lane always a special lifestyle for the outdoor lover. Enjoy natures ever changing natural wonders. BIG BUCKS,, GAGGLE OF TURKEYS, WOOD DUCKS & GEESE All waiting as the snow geese just fly over as the desire larger, open fields, here we have narrow fields, hedgerows and curved woods giving lots of cover near the ponds and impoundments with and hunting sites spread throughout. Home was moved and redone approx 20 years siting on a new foundation then renovated to enjoy the views and ready for its new owners. Horses, we have some fencing, turn in shed, 4 stall to the rear of 3 level barn giving you plenty of room for storage of hay, straw and feed. And think how much fun to ride through and impoundment? Almost adjoins the 4,000 Millington Wildlife Preserve, with riding trails. Google what it offers. Haven’t work Hard all these Years? Now is the time to reward yourself with this special offering. Some says this property has been listed for years. That is incorrect. Listed June 20th of this year This is your chance, to find your Generational setup. Don’t let it slip away… Do not enter property without appointment and listing agent.

13235 Knotts Ln, Golts

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$298,000
3 Beds ⋅ 1 Baths
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 living. Situated on nearly an acre, the property includes a detached garage/shed and a spacious yard. Water conditioner is owned but not operational, and the dishwasher conveys but is not in connected. Property is being sold As-Is. A small area of wetlands is located in the far rear corner of the parcel.

4818 Piney Neck Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$239,900
3 Beds ⋅ 2 Baths
Price Improvement! Now offered at $239,900 Welcome to 104 Conley Drive in the heart of Chestertown! This move-in ready 3-bedroom, 1.5-bath townhome offers comfortable, low-maintenance living with a spacious layout and fenced rear yard. The main level features a bright living room, an eat-in kitchen with ample dining space, and a convenient half bath. Upstairs, you’ll find three bedrooms and a full bath. Notable updates include a new HVAC system installed in 2020 and a sewer line replacement completed approximately four years ago, providing added peace of mind for the next owner. Enjoy outdoor entertaining, gardening, or relaxing in the private fenced backyard. Conveniently located near shopping, dining, schools, parks, the YMCA, and historic downtown Chestertown, this home is an excellent opportunity for first-time buyers, downsizers, or investors alike. Schedule your showing today!

104 Conley Dr, Chestertown

Listing courtesy of Cummings & Co. Realtors. Contact: 4108230033
$275,000
3 Beds ⋅ 3 Baths
Embrace Eastern Shore living in this beautifully designed Oak Hollow townhome. Offering 1,900 square feet of spacious, three-level living, this property is perfectly positioned just minutes from historic downtown Chestertown, local schools, and the YMCA—blending everyday convenience with a welcoming community atmosphere. Enter through the ground floor, where a flexible bonus room and one-car garage offer endless possibilities for a home office, gym, or recreation space. The heart of the home sits on the main level, featuring a generous living room and an eat-in kitchen that opens to a private rear deck—the perfect spot to unwind and look out at the wooded backdrop. Upstairs, you will find three comfortable bedrooms, including a primary suite with a private bath, alongside a dedicated laundry area. Turn-key and low-maintenance, this property is a fantastic opportunity for first-time buyers, downsizers, and investors alike.

104 Acorn Dr, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453
$54,900
3 Beds ⋅ 2 Baths
Investor Alert - Classic 2-Story Colonial Packed with Potential! Welcome to this Charming Colonial Offering the Space, Layout, and Bones that Savvy Buyers Dream of. The Spacious Kitchen, Living Areas and Bedrooms Provide Room to Breathe and Personalize. Head Out Back to Enjoy the Enclosed Rear Porch, Yard and a Convenient Storage Shed that offers Ample Space for Tools, Equipment, and More. This Home is Ready for Your Personal Touches. A Little Cosmetic Love will go a Long Way in Unlocking Serious Equity and Making this Property Truly Shine. Whether you're an Investor, Flipper, or Savvy First-Time Buyer Looking to Build Sweat Equity, This is the Opportunity You've Been Waiting For. Sold As-Is.

110 Prospect St, Chestertown

Listing courtesy of ANR Realty, LLC. Contact: 8773284400
$374,900
3 Beds ⋅ 3 Baths
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, and all the charm that makes downtown Rock Hall one of the Eastern Shore’s most beloved waterfront towns. And let’s talk about the upgrades… because they absolutely blow new construction away. From the moment you walk through the door, you’ll notice the difference. The level of craftsmanship, custom finishes, thoughtful details, and high-end touches throughout this home are the kind buyers WANT but rarely get from a builder at this price point. Simply put, you will NOT find these upgrades in new construction without spending significantly more. The stunning kitchen is the heart of the home, featuring upgraded finishes, custom details, and a layout designed perfectly for entertaining and everyday coastal living. Every space throughout the home feels warm, inviting, and move-in ready with details that immediately stand out. Whether you’re searching for a full-time residence, weekend getaway, vacation home, Airbnb investment opportunity, or second home near the Chesapeake Bay, this property checks every box. -High-end upgrades throughout -Stunning kitchen with custom finishes -Spacious layout designed for entertaining -Move-in ready with luxury details throughout -Golf cart or bike ride to marinas, restaurants, and downtown Rock Hall -Minutes to waterfront dining, boating, and the Chesapeake Bay -The perfect blend of location, lifestyle, and luxury upgrades Homes with THIS location and THIS level of upgrades rarely hit the market in Rock Hall… and when they do, buyers move FAST. If you’ve been searching for a beautifully upgraded home in Rock Hall, Maryland with close access to marinas, boating, waterfront restaurants, and Chesapeake Bay living, this is the one you do not want to miss.

21124 Striper Run, Rock Hall

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$799,000
4 Beds ⋅ 2 Baths
This charming traditional home, originally built in 1957 was renovated around 2000. It offers a blend of classic appeal and modern comfort. Spanning about 3,300 square feet, the spacious layout invites you to create lasting memories. Wood and ceramic tile flooring throughout provide a cozy atmosphere. The expansive outdoor space offers endless possibilities. Currently in ag use, the 25 acres at the rear of the property could remain in ag use as tilled land and/or be used for hunting or as a horse farm. With ample room to customize, this home is a canvas for your personal touch. Located in Kent County, you'll enjoy a peaceful retreat while still being close to local amenities. This property is not just a house; it's a place where you can truly feel at home. Don't miss the opportunity to make this inviting space your own! This property is being sold as-is.

4020 Eastern Neck Rd, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$550,000
5 Beds ⋅ 4 Baths
103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and meticulously maintained since – it has ALL the extras: generous breakfast nook bump out, gas fireplace, gleaming hardwood floors, upgraded carpet, oversized windows, granite countertops, stainless appliances, dedicated home office, and a finished basement with a full bath and expansive wet bar. * As you step inside, you’ll be greeted by a two-story foyer flooded with light, dining room and den or family room. The gourmet kitchen that is a chef’s paradise, featuring high-end appliances, custom hardwood cabinetry, and a small island for an ideal triangle of space for meal prep. The open concept layout flows effortlessly into the breakfast nook and living room, providing the perfect setting for family gatherings and celebrations with friends. Click on the propane fireplace for a cozy night watching the sunset or snow flurries outside the tall windows. * The spacious primary suite is an escape through a double door entry – featuring a lighted tray ceiling, a large walk-in closet, en suite bath with soaking tub, glass shower, and a separate water closet. Three additional bedrooms all have custom trim work, generous closets, and large windows. * The finished basement is a standout feature, complete with a stylish wet bar with stone walls that transforms it into the ultimate entertainment zone, perfect for hosting game nights or movie marathons. The backyard feels private with mature trees and a gentle slope, ideal for play space. * The proximity to local parks, playgrounds, restaurants, and shopping ensures that all your family’s needs are met within minutes. Additionally, the Coventry Farms neighborhood fosters a sense of community all while being a convenient distance from Middletown, DE, Philadelphia, PA, Washington DC, Baltimore, MD, and points beyond. * This home is not just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss the opportunity to make this stunning property your own. Schedule your private tour today and experience firsthand what this exceptional home has to offer.

103 Sutton Way, Chestertown

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$105,000
2 Beds ⋅ 2 Baths
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, subject to credit score and financing approval. Offered at $110,000. Buyer must be approved by the park. Ground rent is $550/month (buyer to verify). Contact us to schedule a tour.

5656 Circle Park Dr Park Unit ##5594, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

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