Kent County Public Schools Homes under $900,000

Kent County Public Schools Homes under $900,000

Welcome to Kent County, Maryland, where the charm of small-town living meets the promise of a bright future, especially for families seeking an enriching environment for their children. The Kent County Public Schools district is renowned for its commitment to academic excellence and holistic development. With a focus on fostering creativity and critical thinking, these schools provide a nurturing atmosphere that prepares students for success in an ever-evolving world. The dedicated educators and supportive community ensure that every child receives the attention and resources they need to thrive.

Families will appreciate the diverse range of educational programs available, from advanced placement courses to engaging extracurricular activities that cater to various interests. The district’s emphasis on community involvement and parental engagement creates a strong support system, making it easier for parents to stay connected and actively participate in their children's education.

For those looking to settle down in this idyllic region, Kent County offers a variety of beautiful homes priced under $900,000. Whether you’re searching for a charming historic home or a modern property with all the latest amenities, you’ll find options that fit your lifestyle and budget. The picturesque landscapes, friendly neighborhoods, and proximity to schools make Kent County an ideal place to call home.

Explore the opportunities that await you in Kent County, where quality education and affordable living come together to create a wonderful community for families. Embrace the chance to build a bright future in this delightful corner of Maryland!

Newest Kent County Public Schools Homes under $900,000

5827 S Hawthorne Ave, Rock Hall
$396,700
3 Beds ⋅ 1 Baths
Just a 2 blocks from Rock Hall Harbor which accesses the Chesapeake Bay, this adorable Cape Cod is the retreat you’ve been dreaming of. Whether you’re looking for a peaceful primary residence, a weekend or vacation getaway, or an investment property to Airbnb, this home perfectly balances cozy character with nearby conveniences. Peace and quiet doesn’t mean being disconnected. You're just a short stroll or drive from downtown shops and dining, giving you the best of water community living and small-town convenience, such as quaint downtown shops, restaurants like Harbor Shack, Rock Hall Brewing Company, The Little Lemon Leaf Diner, Ford's Seafood, ice cream from Get the Scoop, and much more. Yearly Rock Hall events such as the renowned Pirates and Wenches Weekend, 4th of July Celebration, FallFest, Blessing of the Fleet, Waterman's Day, the Lighted Boat Parade (and so much more) will keep you entertained all year long. Inside the home, enjoy a roomy living room and dining room area that's perfect for hosting guests or quiet nights in. Three bedrooms make for ample space for you and your guests. The second floor bedroom can be left as is, turned into a primary suite, separated into two bedrooms, made into a game room, crafting room, or gathering space - light up your imagination with the possibilities. On the front and back of the home are enclosed porches, great for sipping your morning coffee or enjoy a cozy afternoon in the bright and welcoming space. The detached, oversized 1-car garage offers work and storage space and has an upstairs loft that provides incredible potential for a studio, apartment (plumbing needed), or additional storage. Don’t miss this rare opportunity to own a slice of paradise near the water! Tell your agent that this is the one and have them schedule your showing today. :) **Adjoining additional building lot available**

5827 S Hawthorne Ave, Rock Hall

Listing courtesy of Iron Valley Real Estate Premier. Contact:

5664 S South Main St, Rock Hall
$395,000
4 Beds ⋅ 3 Baths
Nice old home in Rock Hall located on Main Street that needs some TLC. 4 bedrooms, 2 1/2 baths, upgraded kitchen, bath, Florida room and rear deck. Maintenance free exterior (new shingles 2022) and fenced yard. Short walking distance to downtown, shopping, Churches. A short drive to the Chesapeake Bay, Public Landings and Eastern Neck Wildlife Refuge.

5664 S South Main St, Rock Hall

Listing courtesy of Davis Real Estate, Inc.. Contact:

21590 Pine Ln, Rock Hall
$624,900
1 Beds ⋅ 1 Baths
Exceptional custom live/work space located on 5 acres at the entrance of Rock Hall. Newly constructed in 2019. This home boasts a screened porch, open living space with hardwood floors, encapsulated crawl space, metal roof, efficient ductless mini-splits, and sophisticated vaulted ceilings. This professional artist studio was completed with architectural lighting, seamlessly lighting the space for the everyday or a special occasion. Currently used as an artist studio, this home and property have the potential to be whatever you desire. The open living space would make an inviting home, perfect for entertaining. The tucked-away loft bedroom is spacious and has exceptional views of the surrounding woods. There is plenty of room on the 5-acre parcel to expand or customize! Prime location with tons of privacy. This gem is tucked away, yet just a short jaunt to all Rock Hall has to offer: marinas, restaurants, Main Street shops, public boat launches, and the Ferry Park beach! Showings by appointment only.

21590 Pine Ln, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

5661 S Main St, Rock Hall
$250,000
3 Beds ⋅ 2 Baths
Classic home on South Main Street in the town of Rock Hall. Charming in-town farmhouse-style residence on a spacious lot, .36 acres, plus a large garage/ workshop with electric! Step inside to discover a warm and inviting interior. Original solid hardwood floors throughout, traditional floor plan with classic build-ins. The heart of the home is the large country-style kitchen, with ample table space and a pantry. The adjoining family room has a cozy propane fireplace with glass doors, which keeps this home very cozy! The formal dining room gets lots of natural light and leads to a large mudroom/ rear entry. There are three spacious bedrooms upstairs, as well as a half bathroom. There is a full bathroom downstairs. This home is ready for its next chapter. A great opportunity to renovate a property with solid bones in the heart of town! The large yard gives you privacy and room for activities while still being downtown. Walking distance to all Rock Hall has to offer, marinas, restaurants, Main Street shops, public boat launches, Ferry Park beach, and a front seat for the Rock Hall 4th of July parade! Additionally, this home is right across from the Rock Hall Civic Center. New water heater and plumbing throughout the home.

5661 S Main St, Rock Hall

Listing courtesy of Gunther-McClary Real Estate. Contact:

21008 Rock Hall Ave, Rock Hall
$599,900
3 Beds ⋅ 2 Baths
New construction opportunity in Rock Hall with time to make it your own. The current plans feature a 1,650-square-foot ranch-style home with 3 bedrooms, 2 bathrooms, a front porch, and rear deck, all situated on a .79-acre lot within town limits. The open living areas include a large kitchen with white cabinetry, quartz countertops, stainless steel appliances, and upgraded LVP flooring that continues through the living and dining rooms. The primary bedroom features a walk-in closet and en-suite bathroom with dual vanity and shower. Two additional bedrooms have upgraded carpet and share a guest bathroom with a tub/shower. Additional features include an energy efficiency heat pump, a conditioned crawl space and public water and sewer. There is still time to select finishes and add your own personal touches. Buyers may also have the option to make changes to the current plans or choose a different style of home, subject to new permit approval. Located just two blocks from Rock Hall Harbor and close to Haven Harbour and Swan Creek, the property puts boating, marinas, restaurants, shops, and the waterfront all within easy reach. It’s a convenient in-town location for enjoying the laid-back, waterfront lifestyle that makes Rock Hall such a popular Eastern Shore destination.

21008 Rock Hall Ave, Rock Hall

Listing courtesy of TTR Sotheby's International Realty. Contact:

206 N Mill St, Chestertown
$430,000
3 Beds ⋅ 3 Baths
Welcome to 206 North Mill Street. This spacious three-bedroom Victorian - set on a quiet, dead-end street - is just a few steps from everything downtown Chestertown has to offer. Timeless interior features include solid hardwood floor throughout all three floors, baseboard and crown molding, brick fireplace, marble countertops and much more. This home is great for everyday living or a weekend retreat. Enjoy easy summer evenings on the lovely front porch. Inside you are greeted by a large family room in front with a brick fireplace featuring a wonderful built-in wooden mantel surround. Moving back, the spacious kitchen has lots of of cabinets and countertop space with overhanging bar seating and a breakfast and dining space behind. A half bath and laundry room in the back complete the first floor. Moving upstairs, you will find the large primary suite with his and her closets and ensuite bath. A generously sized 2nd bedroom and shared full bath complete the second floor. The private 3rd bedroom on the third floor finishes the interior. Mature trees provide lots of shade and privacy in the private back yard with garden shed. Dual zoned heat pumps for heating and air. Dedicated parking on right side of street. Founded in 1706, Chestertown sits on the banks of the Chester River and is home to Washington College. Enjoy the historic architecture, local shopping, restaurants, art galleries, and waterfront parks. Chestertown is home to many festivals, an award-winning weekly Farmer's Market, and a laid-back lifestyle with an endless number of social or volunteer activities. Less than 90 minutes to Washington D.C. or Philadelphia.

206 N Mill St, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

13815 Still Pond Rd, Betterton
$685,000
3 Beds ⋅ 3 Baths
Imagine waking to golden light spilling across 7.25 acres of rolling hills, horses grazing in the distance, and the Chesapeake breeze drifting in from Betterton Beach just up the street. Mornings begin with coffee in the sun-drenched sunroom, and the first-floor primary suite turns every day into easy, one-level living. Evenings end with a warm escape to the sauna room in the full basement. Geothermal heating and cooling keeps every season effortlessly comfortable, and fiber optic internet keeps you connected to the world while it feels a million miles away. Beyond the 3 bedroom, 3 bath main house, an attached 2-car garage, a 3-bay garage with a charming 1 bedroom, 1 bath guest apartment, and a detached 2-bay workshop give you room for visiting friends, creative pursuits and every passion project. With historic Chestertown's waterfront dining and shops just a short drive away, this is the Eastern Shore dream, ready to be lived.

13815 Still Pond Rd, Betterton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

28036 Creamery St, Kennedyville
$224,900
3 Beds ⋅ 1 Baths
Welcome to 28036 Creamery Street in Kennedyville. Built in 1920, this two-story home offers 3 bedrooms, 1 full bath and 1,296 square feet of living space, along with two parcels totaling approximately .224 acre. The main level features a large kitchen with a sightline into the dining room, living room, full bath, and a convenient laundry/utility area located just off the dining room. All three bedrooms are located on the upper level. The home is functional and ready for its next owner, while also offering an opportunity for buyers who would like to make improvements and updates over time to suit their own style. The sale includes the .109-acre homesite plus an adjoining .115-acre parcel, providing additional outdoor space and possibilities. Located in the Eastern Shore community of Kennedyville, the property is a short drive to historic Chestertown for shopping, dining and everyday conveniences. Enjoy access to the area's outdoor recreation, including the Sassafras River, Turner's Creek and Sassafras Natural Resources Management Area, with opportunities for boating, fishing, kayaking and hiking. Betterton and Rock Hall provide additional Chesapeake Bay destinations within the surrounding area. Routes 213 and 301 also provides connections toward Middletown, Dover and surrounding employment and shopping areas. Property is being sold As-Is.

28036 Creamery St, Kennedyville

Listing courtesy of BHHS Fox & Roach-Christiana. Contact:

8986 Orchard Dr, Chestertown
$679,900
3 Beds ⋅ 4 Baths
COMING SOON! Welcome to 8986 Orchard Drive, tucked away in the sought-after Orchard Hill neighborhood just outside of Chestertown! This move-in-ready home offers comfortable one-level living with 3 bedrooms, 2 bathrooms, and a partially finished basement with endless possibilities. Enjoy a spacious living room with recessed ceilings, an inviting primary suite with a jetted soaking tub, and updates throughout, including a new roof in 2025 and an efficient HVAC system upgraded in 2022. The partially finished basement features a private, ground-level walkout entrance, studio-style living space with a pool table, an efficient mini-split system, and plenty of additional storage or workshop space. French drains and an automatic sump pump add peace of mind. Outside, enjoy multiple spaces to relax and entertain, including a screened-in porch, open deck, patio with a hot tub that conveys, and a partially fenced backyard surrounded by beautiful crepe myrtles. Additional highlights include a two-car garage, a large floored attic for extra storage, and a solar system installed in August 2025. Conveniently located within 10 minutes of Chestertown's everyday amenities, shopping, dining, and more, this property offers the perfect blend of comfort, flexibility, and convenience. Come see all that this home has to offer! **Interiors pics available on 10/14**

8986 Orchard Dr, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

234 N Kent St, Chestertown
$325,000
5 Beds ⋅ 2 Baths
Some houses are finished. This one is full of opportunity. Built circa 1920, this Victorian sits in one of Downtown Chestertown's most desirable neighborhoods — and it's waiting for someone who can see what it is meant to become. The hard work and the expensive work have already been done: new cedar siding, blown-in insulation, and original hardwood floors throughout. What remains is the fun part. The kitchen and baths are a genuine blank slate, ready for your design, your finishes, your vision. And the bones… remarkable. Solid construction, generous proportions, and historic detail at every turn — the kind of craftsmanship that simply isn't built anymore, and can't be bought back once it's gone. Start with a house of real character and your renovation adds value instead of merely keeping up. Upstairs, five generous bedroom and two full baths. A rare third-floor primary suite offers space and privacy set apart from the rest of the home — a true owner's retreat, a guest wing, or a quiet work-from-home floor of its own. Outside, a fully fenced backyard is ready for pets, play, and entertaining, a large shed could easily become a garage, studio, or workshop. The driveway provides off-street parking, a definite bonus for Chestertown. And the location is the whole point. You're roughly three blocks from everything Chestertown offers — the shops, restaurants and galleries along High Street, the Chester River waterfront, the farmers market, and the historic charm of one of the Eastern Shore's best-loved small towns. Bring your contractor, or be your own. Come see the possibility.

234 N Kent St, Chestertown

Listing courtesy of TTR Sotheby's International Realty. Contact:

8820 Cumberland St, Chestertown
$312,500
3 Beds ⋅ 2 Baths
Discover relaxed Eastern Shore living at 8820 Cumberland Street, a charming three-bedroom, two-full-bath home offering the ease and convenience of single-level living in the peaceful water-privileged community of Tolchester Beach. Built in 2006, this inviting residence combines a comfortable floor plan, desirable outdoor space, and an attached two-car garage with a setting that encourages you to slow down and enjoy the best of Maryland's Eastern Shore. The thoughtfully designed interior provides an easy flow for everyday living, with three well-proportioned bedrooms and two full baths all conveniently located on one level. Whether you're entertaining, working from home, or simply enjoying a quiet evening, the home's practical layout offers flexibility for a variety of lifestyles. Step outside to the rear deck, where a wooded backdrop creates a tranquil setting for morning coffee, outdoor dining, or relaxing at the end of the day. The surrounding natural scenery adds a welcome sense of privacy and peacefulness. The community's water-oriented amenities add to the appeal, with opportunities to enjoy the community beach, fishing, local marina, and the laid-back lifestyle that makes the Eastern Shore so desirable. Ideally positioned between historic Chestertown and waterfront Rock Hall, the home places shopping, dining, marinas, boating, and local recreation within convenient reach. Whether you're seeking a full-time residence, weekend retreat, or low-maintenance Eastern Shore escape, 8820 Cumberland Street offers an appealing blend of comfort, convenience, and coastal lifestyle. This property is being sold as-is, property is lender-owned and U.S. Bank National Association is making no representations or warranties. U.S. Bank National Association may have financing options available.

8820 Cumberland St, Chestertown

Listing courtesy of RE/MAX Advantage Realty. Contact:

103 Metcalf Rd, Chestertown
$259,900
3 Beds ⋅ 3 Baths
Ask about our SELLER-PAID RATE BUYDOWN — the builder is paying to permanently lower your interest rate when you finance with our preferred lender, who is also contributing toward your closing costs. The result: a dramatically lower monthly payment on a brand-new home, saving you well over a hundred dollars every month — even more on lower-down-payment financing. This is real payment relief in today's market — often the difference between watching and owning. Brand-new construction in the heart of Chestertown. Buydown applies with use of preferred lender; see agent for details. Brand new home in Historic Chestertown available for move-in now. This home features luxury vinyl plank flooring throughout, a spacious living room, eat-in kitchen with white shaker cabinets, granite countertops, and stainless steel appliances, plus a covered patio off the kitchen for outdoor enjoyment. Upstairs you’ll find generously sized bedrooms including a large primary suite with walk-in closet and private bath. Additional highlights include exclusive financing opportunities with zero down payment loans, paid closing cost programs, and discounted interest rates—making it possible to own this home for less than area rents. Delivered at the asking price as shown in the photos, this home combines modern style, comfort, and convenience in one of Chestertown’s most historic locations. Ask about Special Financing Offers and how to get $7,500 or more in closing help from the builder's preferred lender and on select models, while they last!

103 Metcalf Rd, Chestertown

Listing courtesy of Real Broker, LLC - Chester. Contact:

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