Caroline County Public Schools Real Estate

Caroline County Public Schools Real Estate

Welcome to Caroline County, where families find the perfect blend of small-town charm and excellent education within the Caroline County Public Schools district. Nestled in the heart of the United States, Caroline County offers a picturesque setting for families looking to settle down and thrive.

Caroline County Public Schools are dedicated to providing top-notch education to students from diverse backgrounds. With a focus on academic excellence and individual growth, the district offers a range of programs to meet the needs of every student. From innovative teaching methods to a supportive learning environment, Caroline County Public Schools are committed to preparing students for success in higher education and beyond.

Families in Caroline County can take advantage of the district's strong sense of community and involvement. Parents are encouraged to participate in their children's education, whether through volunteering opportunities or parent-teacher associations. The district's close-knit community ensures that every student receives the support and resources they need to thrive.

With a reputation for high academic standards and a welcoming atmosphere, Caroline County Public Schools are the ideal choice for families seeking a quality education in a beautiful setting. Come discover all that Caroline County has to offer, and make your home in a place where education and community go hand in hand.

Newest Listings in Caroline County Public Schools

$574,900
4 Beds ⋅ 3 Baths
Beautifully Maintained Home with Private In-Law Suite, Pool & Exceptional Workshop Space This well-maintained property offers outstanding flexibility with a spacious private in-law suite connected to the main home by a bright sunroom with direct access to the deck and backyard. Perfect for multi-generational living, guests, or potential rental income. The main home features an updated kitchen with maple cabinetry, granite countertops, pantry, hardwood flooring, recessed lighting, and premium Jenn-Air, Viking, and LG Café stainless steel appliances. The living room showcases a stone wood-burning fireplace and opens to the dining area. The primary suite includes an updated walk-in shower, while two additional bedrooms and a bonus room provide flexible living space. A full-length composite front porch adds charm and curb appeal. The sunroom, with slate flooring and abundant natural light, leads to the deck, hot tub, and fully fenced backyard. Outdoor amenities include a saltwater in-ground pool and screened pool house with a ceiling fan and changing room, creating an ideal setting for entertaining and relaxation. The private in-law suite offers a living room, eat-in kitchen, spacious bedroom with ensuite bath, half bath, dedicated laundry room, and attached one-car garage with handicap-accessible ramp. Additional features include ceiling fans throughout the home, suite, workshop, and screened porch; a stone driveway with ample parking; a 12' x 20' shed; a 12' x 30' workshop with electric; an 18' x 30' RV/boat carport; and an insulated 24' x 30' garage/workshop with electricity, gas heat, built-in shelving, and custom workbench. Recent improvements include new concrete patios, walkways, and fire pit (2026), upgraded septic system, encapsulated crawl space with dehumidifiers, encapsulated attic, LeafFilter gutter protection, and a new hot water heater in the in-law suite (2026). The beautifully landscaped grounds feature excellent drainage, established gardens, and a secluded sitting area to enjoy nature and local wildlife. Surrounded by Lynch Preserve, the community offers miles of scenic walking trails. Combining comfortable living, versatile space, and resort-style outdoor amenities, this unique property truly has something for everyone. Within minutes to Neighborhood Ramp for all your boatig and fishing needs on the Choptank River. Less than 1 hour to the Bay Bridge. Easy commute to Easton, Delaware or Salisbury. Schedule your private tour today.

24308 Marlyn Dr, Preston

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$250,000
3 Beds ⋅ 2 Baths
Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full bathroom, while upstairs you'll find three bedrooms and another full bathroom. An unfinished basement provides additional storage space & laundry and the inviting front porch with swing is the perfect spot to relax and enjoy the charm of this walkable downtown location. Conveniently located near the Choptank River, shops, dining, and everything downtown Denton has to offer. This home offers plenty of space, character, and potential for someone looking for an opportunity to own rather than rent. Seller will need a short 1 week rent back & subject to finding a home of choice. Don't delay and schedule your showing on this adorable bungalow today!

216 S 3rd St, Denton

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

$200,000
3 Beds ⋅ 2 Baths
Bring your contractor, your vision, and your imagination—215 Hamilton Dr is ready for a complete transformation. This property needs a full renovation from top to bottom and is priced accordingly, offering an opportunity for an investor, experienced renovator, or buyer looking for a serious project. This is not a little paint-and-flooring makeover. The home needs substantial work, but the asking price reflects the condition and is positioned well below comparable renovated homes. For the right buyer, the value is in what this property can become. Renovate for resale, create a rental investment, or completely reimagine it for yourself. If you've been waiting for a true fixer-upper where you aren't paying for someone else's updates, this may be the one. Bring your ideas and take a look at the possibilities!

215 Hamilton Dr, Ruther Glen

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact: (540) 786-0088
$389,900
3 Beds ⋅ 2 Baths
Welcome to 155A Wright St, Preston, MD 21655! This newly completed 3-bedroom, 2-bath home is situated on a large, quiet in-town lot conveniently located near parks and schools. Offering approximately 1,626 square feet of comfortable living space, this beautiful home features a conditioned crawl space, 42-inch cabinetry with under-cabinet lighting, quartz countertops, and a tankless water heater. With modern finishes and thoughtful details throughout, this home is move-in ready and waiting for its new owner. Schedule your private showing today!

155A Wright St, Preston

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$724,900
4 Beds ⋅ 4 Baths
Welcome home to peaceful waterfront living! Set in a beautiful Rappahannock River waterfront community, this spacious home offers over 3,800 finished square feet, wonderful privacy, and plenty of room to enjoy life inside and out. Designed for easy one-level living, the main floor features a split-bedroom plan that gives everyone their own space. A separate office or den is perfect for working from home, reading, or hobbies. At the heart of the home is a large, open kitchen with plenty of countertop space for cooking, gathering, and entertaining. A walk-in pantry provides even more storage and keeps everything close at hand. Step outside and enjoy your own peaceful waterfront setting. The home sits on a partly wooded lot with lush landscaping, beautiful natural surroundings, and plenty of wildlife. Relax on the rear deck or screened porch while taking in the quiet views. Your private dock sits along a stocked lake known for large bass—perfect for fishing right from your own backyard. The community adds even more ways to enjoy the water. Spend summer days at the community beach, launch your boat from the boat ramp, enjoy the community dock, or gather with friends and family at the picnic area. With access to the Rappahannock River, every day can feel a little like a vacation. Inside, the finished basement adds even more living space along with tons of storage for everything from seasonal décor to outdoor gear. The three-car garage offers plenty of room for vehicles, tools, and toys, while floored attic storage with permanent steps makes it easy to keep everything organized. Whether you are enjoying morning coffee on the screened porch, fishing from your dock, watching wildlife wander through the yard, or heading out for a day on the river, this home offers space, privacy, and a wonderful waterfront lifestyle. Come discover a place where there is room to spread out, room to slow down, and plenty of ways to enjoy the outdoors—all from the comfort of home.

31188 Portobago Trl, Port Royal

Listing courtesy of Coldwell Banker Elite. Contact:

$290,000
4 Beds ⋅ 2 Baths
Step into a charming piece of history with this beautiful Colonial home in the desirable Denton area. Built in 1900, this 2,759-square-foot residence offers the character and craftsmanship of a bygone era while providing the space and conveniences today's buyers desire. From the moment you arrive, the large wrap-around front porch with beautiful wood decking welcomes you home. It's the perfect spot to enjoy your morning coffee, relax on a summer evening, or simply take in the charm of small-town living. And with local festivals, parades, and community events passing right by your front porch, you'll have a front-row seat to all that makes Denton special! Inside, you'll find four spacious bedrooms and two full bathrooms, along with generously sized living areas featuring a mix of hardwood and carpet flooring. The large dining room provides plenty of space for holiday gatherings and entertaining, while a separate office offers the perfect setting for working from home, hobbies, or a quiet study. The well-appointed kitchen features a built-in range, cooktop, dishwasher, and disposal, making everyday cooking and entertaining a pleasure. A cozy fireplace adds warmth and character to the home, creating an inviting place to gather on chilly evenings. Step outside and discover the property's unique carriage house, offering additional storage, workshop space, or the opportunity for a creative project. The approximately 0.19-acre lot also provides an asphalt driveway with ample parking. If you've been dreaming of a home filled with character, space, and front-porch charm, this Denton Colonial deserves a closer look. Enjoy the history, embrace the community, and experience the best of small-town living—all from your own front porch!

105 S 5th Ave, Denton

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

$360,000
Location, Location, Location! Exceptional visibility and high traffic exposure on Rt. 313 make this an excellent commercial opportunity. Zoned HC (Highway Commercial), this property offers a wide variety of potential uses and endless possibilities for investors, entrepreneurs, and business owners. Formerly a car wash and later a boat, watercraft, and ATV repair shop, the site is ready to be revitalized or transformed into your next venture. The property features a private well with a new well pump, one bay equipped with heat and air conditioning, and the option to connect to town water and sewer utilities. Boasting dual road frontage on Greensboro Rd and Main St, this highly visible location is strategically situated between Quick Stop Gas Station and Dollar General, and located near schools, residential communities, and the fire department/community center. Whether you're considering a car wash, automotive business, contractor storage, self-storage facility, or another commercial use, this property offers tremendous potential in a growing, high-traffic location, Bring your vision to life!! Buyer to perform their own due diligence regarding zoning, permitted uses, and development possibilities. Be sure to explore the virtual concept showcasing a car wash, automotive shop, and storage facility to help envision the property's potential. These illustrative concepts highlight just a few of the many possibilities this Highway Commercial-zoned property may offer. Note: Images shown are conceptual renderings and are for illustrative purposes only. They depict potential future uses and/or redevelopment possibilities and do not represent the property's current condition, improvements, or any approved plans. Call today for more information or to schedule your private tour!

13740 Greensboro Rd, Greensboro

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183
$489,900
3 Beds ⋅ 3 Baths
Welcome home in the sough-after Lake Caroline community! This beautiful 3 bedroom, 2.5 bathroom home offers the perfect blend of comfort, functionality, and neighborhood amenities. Step inside to discover a warm and inviting layout with spacious living areas, a separate office space, and plenty of room for both everyday living and entertaining. Outside, enjoy the peaceful setting while taking advantage of everything Lake Caroline has to offer, including a private lake, sandy beaches, a swimming pool, tennis courts, playgrounds, and community events throughout the year. Whether you are looking for your first home, or room to grow, this home is for you.

156 American Dr, Ruther Glen

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5403717653
$379,900
3 Beds ⋅ 1 Baths
Work and save. Handy person's dream purchase. Commercial Potential. Future Land Use Map calls for B-1 or B-2 zoning uses in this area. Many other uses with a special exception permit. Contact the Town Zoning Office for all of the details. Adjacent to Multifamily Zoning to the North. R-3 Zoning to the East. INVESTORS or DIY's-basement can be a duplex or apartment with a special use permit. Much potential to create in the unfinished basement. Newer dimensional shingles on roof. Wood flooring in kitchen. Ceramic tile flooring and half wall in bath. Hardwood floors throughout the main level-even under the carpet in the LR. FR is an add on and has WW carpet only. Stained trim throughout. Ceiling fans, sump pump in basement. Can be a second kitchen in the basement. Can be a minor event facility with a special use permit.

147 Chase St, Bowling Green

Listing courtesy of ASJ Realty, LLC. Contact: 8043479347
$399,900
3 Beds ⋅ 2 Baths
This 20 year young home sits on a private 3 acre lot, just outside downtown Bowling Green. This modern A Framed House was designed to feel like you are on vacation everyday. A true private and large master bedroom occupies the third level. While the main level is simply breathtaking on an open concept. Yes the home is beautiful, but having over 3 acres a balcony off of your master and a wrap around porch guarantees peaceful and stunning views. This much acreage, almost 2,000 sq ft of living, over sized 2 car garage i'ts not all. You can have this and still be close to shopping, dining, and everyday conveniences in Downtown Bowling Green.

13187 Rolling Hills Dr, Woodford

Listing courtesy of Spring Hill Real Estate, LLC.. Contact: 7038914520
$429,900
4 Beds ⋅ 2 Baths
Freshly updated and ready for its next owner! This beautiful four-bedroom, two-bath rambler is situated on 1.95 acres and offers a wonderful combination of comfortable living spaces, thoughtful updates, and peaceful wooded views. The home has just been freshly painted and features new carpet and updated hardware, giving the interior a clean, refreshed feel. The fantastic kitchen offers plenty of counter space, a convenient breakfast bar, updated appliances, ample cabinet storage, and a custom backsplash. The adjoining breakfast room features a bump-out overlooking the backyard, creating a bright and inviting space for casual dining. The foyer opens to beautiful hardwood floors that continue through the hallways and into the separate dining room, which features elegant chandelier lighting. The impressive great room is the heart of the home, showcasing high cathedral ceilings, a gas fireplace with a wood mantel, sliding-door access to the rear deck, and an abundance of natural light. The spacious owner's suite provides a relaxing retreat with a soaking jetted tub, separate shower, and double vanity. Additional bedrooms offer plenty of space for family, guests, or a home office. Outside, enjoy the large covered front porch and spacious rear deck overlooking the expansive backyard and beautiful wooded surroundings. The attached, side-loading three-car garage provides exceptional parking and storage, complemented by a large driveway offering additional parking. With fresh interior updates, generous living spaces, a three-car garage, and nearly two acres of beautiful property, this home is ready for you to move in and make it your own. Schedule your showing today! *Some photos include virtual staging*

15399 Paige Rd, Woodford

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669
$285,000
Well-maintained duplex in the heart of Hillsboro offering an excellent opportunity for an owner-occupant or investor. The property features two separate units, with the upper-level unit offering 2 bedrooms and 1 full bath and the lower-level unit offering 4 bedrooms and 1 full bath. Both units have been consistently rented, providing an established investment opportunity. Recent improvements include new carpet and kitchen flooring in the lower-level unit installed this week, along with a new hot water heater, side doors, and fresh paint completed within the past year. The property also features newer doors, a newer shed, and separate utility meters for each unit. Conveniently located on Main Street in the established Hillsboro community.

22033 Main St, Hillsborough

Listing courtesy of The Parker Group. Contact: 3022176692
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