Caroline County Public Schools Real Estate

Caroline County Public Schools Real Estate

Welcome to Caroline County, a picturesque region in Virginia where community spirit and quality education come together seamlessly. At the heart of this vibrant area lies the Caroline County Public Schools, an educational institution dedicated to fostering academic excellence and nurturing the potential of every student.

Caroline County Public Schools is known for its commitment to providing a well-rounded education that prepares students for success in a rapidly changing world. With a focus on innovative teaching methods and a diverse curriculum, the district ensures that each child receives personalized attention and support. From early childhood education to high school, students benefit from a range of programs designed to enhance their learning experience, including advanced placement courses, vocational training, and extracurricular activities that encourage personal growth and teamwork.

The district prides itself on its dedicated and highly qualified educators who go above and beyond to inspire students. Small class sizes allow for individualized instruction, fostering an environment where students feel valued and engaged. Parents can take comfort in knowing that their children are receiving a quality education in a safe and nurturing environment.

Located amidst the serene landscapes of Caroline County, families can enjoy not just the advantages of a strong educational system but also the charm of a close-knit community. With easy access to parks, recreational facilities, and local events, residents can take advantage of a balanced lifestyle that promotes both academic and personal development.

If you're considering a move to Caroline County, rest assured that you’ll be joining a community that prioritizes education and the growth of its youngest residents. Explore the possibilities that await you in this thriving area, where the future is bright for students and families alike!

Newest Listings in Caroline County Public Schools

3 Beds ⋅ 2 Baths

COMING SOON! Nestled in a serene rural setting, this exquisite split-level home offers a perfect blend of comfort and sophistication. With 1.19 acres of partly wooded land, the property provides a tranquil retreat, while still being conveniently accessible. The exterior showcases a charming brick and Masonite façade, leading you into a warm and inviting interior. Step inside to discover a thoughtfully designed layout featuring three bedrooms and two full bathrooms, including a luxurious walk-in shower and a classic tub shower. The heart of the home is the combination kitchen and living area, where recessed lighting create an inviting atmosphere for gatherings. The kitchen boasts stainless steel appliances, an island for culinary creativity, and ample storage, making it a chef's delight. Enjoy the seamless flow from the family room off the kitchen to the outdoor porch, perfect for morning coffee or evening relaxation. The daylight basement offers additional living space with walkout stairs, ideal for entertaining or as a private retreat. With a detached garage and ample driveway parking for up to ten vehicles, convenience is at your fingertips. The property backs to lush trees, ensuring privacy and a picturesque backdrop. Experience the exclusive lifestyle this home offers, where luxury meets nature in perfect harmony. COMING SOON!

23417 Jordan Smith Rd, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442

5 Beds ⋅ 3 Baths

If you've been dreaming of peaceful country living without giving up the convenience of town, this beautifully maintained Colonial in the desirable Lister Estates community may be exactly what you've been waiting for. Enjoy the feeling of space and privacy while still being close to a quaint town square, local shopping, churches, schools, parks, and major commuter routes. From the moment you arrive, you'll appreciate how exceptionally clean and well cared for this 5-bedroom, 2.5-bath home is. Freshly painted interiors, almost-new gleaming oak hardwood floors, a beautiful newer front door that fills the entry with natural sunlight, and several recent updates make this home truly move-in ready. The inviting main level offers a comfortable, flexible layout designed for both everyday living and entertaining. The centrally located kitchen flows easily into the breakfast area and spacious family room, creating a wonderful gathering space. The kitchen features a new refrigerator, new dishwasher, and new garbage disposal. Just off the kitchen, you'll find a generous dining room plus a formal front room that can easily serve as a den, office, sitting room. Upstairs, the spacious primary suite provides a peaceful retreat with a walk-in closet and private bath featuring double vanities. Four additional bedrooms offer plenty of room for family, guests, hobbies, or working from home. The lower level provides even more possibilities. Finish or customize the basement/rec area to fit your lifestyle—whether you envision a recreation room, home gym, workshop, media area, or simply need additional storage. A two-car garage and abundant storage add to the home's functionality. Step outside to the spacious backyard, where you'll have room for summer cookouts, gardening, play, and outdoor gatherings. Additional comfort and efficiency features include a UV air-cleaning system that is professionally maintained twice yearly, helping improve indoor air quality as part of the home's HVAC system. This is the kind of home that offers the best of both worlds: room to breathe, a peaceful neighborhood setting, and the convenience of being close to the places you need and the small-town amenities you enjoy.

109 Walnut St, Ridgely

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

5 Beds ⋅ 3 Baths

PROFESSIONAL PHOTOS COMING SOON! Space, flexibility, and outdoor living come together at 2792 Meadowbrook Road! This spacious 5-bedroom, 2.5-bath split-level home sits on a beautiful .46-acre lot. The upper level features three bedrooms, including a primary bedroom with its own private bath. The living room offers an open feel and an opportunity to create an even more unique space with the potential for an upper balcony. The kitchen provides abundant cabinet storage and plenty of natural light. Downstairs, you'll find two additional bedrooms, a large family room with an electric fireplace, and a charming stone sitting area with a large sliding glass door that opens directly to the backyard and expansive concrete patio. The layout provides great flexibility for guests, a home office, recreation space, or whatever fits your lifestyle. Step outside and enjoy the privacy of the backyard, complete with an above-ground pool and deck, large patio, and plenty of room to create your own outdoor retreat. Imagine summer afternoons by the pool, gatherings on the patio, or adding a firepit area to make the backyard your own. The home is in good condition and is ready for its next owner to add their own personal touches to make the space their next home sweet home. Conveniently located in a quiet neighborhood setting while still offering easy access to Federalsburg, Bridgeville, Seaford, and Denton.

2792 Meadowbrook Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: 3023600300

3 Beds ⋅ 2 Baths

Bring your vision and make this spacious Preston home your own! Offering more than 1,800 square feet, this property features three bedrooms, two full bathrooms, and plenty of room to create a home that fits your style. While the interior is ready for updates, the generous floor plan provides a great foundation for renovation and personalization. Located in the Colonel Richardson School District, this home is an exciting opportunity for a buyer who isn’t afraid of a little work and can see the potential beyond the wallpaper. With the right improvements, this could become one seriously charming home!

158 Wright St, Preston

Listing courtesy of Keller Williams Realty. Contact: 3023600300

4 Beds ⋅ 3 Baths

Welcome to this spacious ranch-style home situated on approximately 1.98 private, wooded acres, offering an exceptional combination of space, privacy, and versatility. With approximately 3,258 square feet of living space, including two additions to the original home, this expansive property features 4 bedrooms and 3 full bathrooms, along with flexible living areas that can accommodate a home office, guest quarters, home gym, studio, or potential in-law suite. The home provides a great foundation with generous living spaces and a beautiful setting. Some finishes and cosmetic updates are still needed, giving the next owner an opportunity to add their own style and personal touches. For buyers willing to complete these improvements, the property offers tremendous potential to make it their own. The updated kitchen features white cabinetry, butcher-block countertops, a 36-inch farmhouse sink, Samsung range and refrigerator, and GE dishwasher. Generous living and gathering spaces provide plenty of room to spread out, while the wood-burning fireplace adds warmth and character to the home. Step outside and enjoy the peaceful wooded setting from the covered porch and deck. Nearly two acres provide privacy, mature trees, and plenty of room for outdoor enjoyment. The property also features a small asphalt recreation area with a basketball goal, perfect for shooting hoops, outdoor play, or additional recreational use. This property offers a unique opportunity for buyers looking for peace , privacy room to live, work, entertain, and enjoy the outdoors. This property is being offered as a short sale and is subject to third-party/lender approval. Property is being sold as-is.

14671 Fox Chase Cir, Ridgely

Listing courtesy of Conway Real Estate. Contact: 4109639284

3 Beds ⋅ 2 Baths

Tucked away between Preston and Easton, this charming one-level ranch home offers comfortable living, inviting outdoor spaces and a peaceful setting on 1+/- acre. The spacious rear yard backs to a tidal stream that flows to Little Creek and the Choptank River. A welcoming front porch leads into the foyer, which opens to a dining room that could easily serve as a second living space. The spacious kitchen offers ample cabinet and counter space, room for a table and a closet that could be converted to a pantry. The adjacent family room is a favorite gathering space with vaulted ceilings, hardwood floors and a wood-burning fireplace with brick hearth. The primary suite features a walk-in tile shower, while two additional bedrooms, a full bath and a convenient laundry room complete the main level. A large screened porch overlooks the rear yard and provides the perfect spot to relax, dine or enjoy the peaceful surroundings. The full unfinished basement offers abundant storage and flexible space for hobbies. A detached two-car garage provides additional storage and makes an ideal workshop space. Mature trees, a spacious yard and the tranquil setting along the tidal stream make this a wonderful place to call home, all just 10 miles from Easton.

4928 Edmondson Creek Rd, Preston

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

4 Beds ⋅ 3 Baths

Nestled on 11+ private acres, this updated & freshly painted colonial says Welcome Home! * 2026 improvements include: New Roof & Gutters, New Interior Garage Door, New Stall Shower in MasterBath, New Carpet on upper level, New Gravel on driveway! No HOA or Covenants, the 11+ acres is partially open and wooded, the possibilities are endless! This property is completely private with a gated entrance, move to the country and enjoy the peace and quiet!

5144 Gatewood Rd, Woodford

Listing courtesy of CENTURY 21 New Millennium. Contact: 7037537910

3 Beds ⋅ 1 Baths

Charming Greensboro bungalow ready to welcome you home! This 3-bedroom, 1-bathroom property offers a warm blend of character and modern updates throughout. The dining area features a beautiful wood‑burning fireplace, creating a cozy focal point for gatherings. The remodeled 2024 kitchen brings fresh style and functionality, while the new roof (2019) and all‑new flooring add peace of mind and comfort. A partial basement provides additional storage and houses the laundry area. Outside, enjoy the convenience of a one‑car detached garage and a lovely yard perfect for relaxing or outdoor hobbies. This well‑maintained home is the perfect place to settle in and enjoy small‑town Eastern Shore living.

315 Main St, Greensboro

Listing courtesy of Brenton Realty Group. Contact: 4104794663

3 Beds ⋅ 3 Baths

Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations. Designed with comfort and functionality in mind, the home features a spacious sunken family room ideal for gathering with family and friends, while the living room's gas fireplace creates a warm and inviting atmosphere during the cooler months. Recent improvements include a new roof and modern updates throughout, offering peace of mind and turnkey convenience. Step outside to your own private backyard retreat, where an inground pool awaits for summer relaxation and entertaining. Residents of Forest Landing enjoy community access to Tuckahoe Creek, providing opportunities for fishing, kayaking, and exploring the scenic waterway that leads to the Tuckahoe River. Combining privacy, thoughtful updates, water-oriented amenities, and a prime Eastern Shore location, this exceptional property offers the perfect blend of comfort, lifestyle, and recreation. Your private Eastern Shore retreat awaits at 7884 Laural Lane. Don't wait!

7884 Laurel Ln, Denton

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

ONLINE REAL ESTATE AUCTION TO THE HIGHEST BIDDER OVER $2,500!! Online Bidding Opens - Tuesday, September 15, 2026. Bidding Closes - Thursday, September 17, 2026 at 12:00 PM. List price is opening bid only. Unimproved parcel comprising 0.459 ± acres in Federalsburg, Caroline County. The parcel is primarily surrounded by the State owned Idylwild State Wildlife Management Area. The secluded lot is proximate to both Delaware, downtown Federalsburg, and other surrounding towns. The auction provides an opportunity to acquire an almost half acre rural parcel surrounded by State-preserved land. Full auction terms of sale below.

Houston Branch Rd, Federalsburg

Listing courtesy of A.J. Billig & Company. Contact:

3 Beds ⋅ 2 Baths

Welcome to 11509 Reed Cir, a charming 3-bedroom, 2-bathroom rancher nestled on 1.10 acres in Ridgely, Maryland. Set against a peaceful, tree-lined backdrop, this home offers comfortable one-level living with plenty of space to enjoy both indoors and out. A covered front porch welcomes you inside, where the inviting living room makes a statement with a floor-to-ceiling brick propane fireplace, creating a warm focal point for everyday living and entertaining. The kitchen features stainless steel appliances, a convenient dining area, and direct access to the backyard. The attached front garage provides convenient parking and storage, and a propane heater was added to offer added versatility for the space. Out back, enjoy your own private retreat with a patio, deck, hot tub, and storage shed, all surrounded by the natural beauty of the expansive, tree-lined property. The backyard is partially fenced with a privacy fence, and an underground pet fence is installed around the entire property. Recent improvements include an encapsulated crawl space with a dehumidifier and a new roof. Located in Caroline County on Maryland's Eastern Shore, Ridgely offers a relaxed small-town setting with convenient access to surrounding communities. MD Route 404 provides connections toward Denton, Easton, and the Chesapeake Bay Bridge, as well as east toward Delaware. Outdoor enthusiasts will appreciate nearby Tuckahoe State Park and Martinak State Park, which features a boat launch area, along with the area's abundance of parks, trails, waterways, and natural spaces. With its generous acreage, inviting outdoor spaces, classic rancher layout, recent improvements, and convenient Eastern Shore location, 11509 Reed Cir is ready to welcome you home.

11509 Reed Cir, Ridgely

Listing courtesy of Keller Williams Realty. Contact: (302) 360-0300

3 Beds ⋅ 2 Baths

Country Living at Its Finest – Fully Updated Home on a Beautiful Fenced Property! Escape the hustle and discover your own private retreat at 26271 Dogwood Dr, Ruther Glen, VA! This beautifully updated home offers the perfect combination of modern upgrades, peaceful country living, and space to enjoy life both inside and out. From the moment you arrive, you'll appreciate the charm and privacy of this fully fenced property, complete with a large carport and two spacious storage sheds—ideal for hobbies, equipment, or additional storage. Whether you're looking for room for pets, gardening, or outdoor entertaining, this property has it all. Step inside to find a bright, open floor plan featuring stylish finishes throughout. The stunning kitchen is the heart of the home, boasting an oversized island, gorgeous quartz countertops, custom cabinetry, and plenty of space for cooking and gathering with family and friends. The spacious primary suite is your own private sanctuary, featuring a dedicated home office or sitting area, perfect for working remotely or creating a quiet retreat. The home also offers generously sized secondary bedrooms and beautifully updated living spaces designed for today's lifestyle. Enjoy peace of mind with major updates already completed, including a new septic system (2021) and a new heat pump (2022), allowing you to move in with confidence. Conveniently located with easy access to I-95, shopping, dining, and local amenities, this property offers the best of both worlds—a tranquil country setting with an easy commute to Richmond, Fredericksburg, and Northern Virginia. If you've been searching for a move-in-ready home with land, modern upgrades, and exceptional outdoor space, 26271 Dogwood Dr is the one you've been waiting for. Schedule your private tour today and experience everything this incredible property has to offer!

26271 Dogwood Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: 5402996001

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