Caroline County Public Schools Real Estate

Caroline County Public Schools Real Estate

Welcome to Caroline County, Virginia, where the charm of rural living meets the vibrancy of community spirit, especially when it comes to education. The Caroline County Public Schools district is dedicated to nurturing the minds of its students, providing a robust educational experience that prepares them for future success.

Caroline County Public Schools boasts a diverse array of programs designed to cater to the unique needs of each student. With a commitment to academic excellence, the district offers a range of Advanced Placement courses, vocational training, and extracurricular activities that encourage students to explore their passions and develop critical skills. The dedicated educators within the district work tirelessly to create an engaging and supportive learning environment, ensuring that every child has the opportunity to thrive.

Families in Caroline County appreciate the close-knit community feel that comes with living in this beautiful region. The schools are more than just places of learning; they are community hubs where parents, teachers, and students collaborate to foster a positive educational atmosphere. The district’s emphasis on character education and community service not only helps students excel academically but also instills values that last a lifetime.

In addition to the strong academic programs, Caroline County Public Schools promotes a healthy balance between education and extracurricular activities. With various sports teams, clubs, and arts programs, students are encouraged to explore their interests and develop well-rounded personalities.

Choosing Caroline County means choosing a place where education is valued, and community support is unwavering. Here, your family can thrive in a nurturing environment that prioritizes growth, learning, and a bright future. Welcome to a community that truly cares!

Newest Listings in Caroline County Public Schools

$375,000
2 Beds ⋅ 1 Baths
COUNTRY LIVING AT IT'S VERY BEST! THIS ADORABLE COTTAGE NESTLED ON OVER 4 ACRES OF LEVEL FIELD SURROUNDED BY MATURE TREES & SHRUBBERY IN CAROLINE COUNTY BEAUTIFUL COUNTRYSIDE! THIS CUTE HOUSE HAS BEAUTIFUL HARDWOOD FLOORING, 2 BEDROOMS, LIVING ROOM, KITCHEN & LARGE BATHROOM- LAUNDRY AREA. CEILING FANS THROUGHOUT, UPDATED KITCHEN, QUAINT FRONT PORCH & SIDE PORCH STOOP. BEAUTIFUL WOODED SCENERY FROM EVERY WINDOW BRINGING THE OUTSIDE IN! MAJORITY OF THE LAND IS OPEN FIELDS WITH WOODED AREA IN THE REAR OF THE HOME. 2 LARGE UTILITY SHEDS CONVEY WITH THIS PROPERTY. BRING YOUR HORSES & CHICKENS & LOTS OF ROOM FOR A GARDENING PARADISE. LOCATED NOT FAR FROM I-95 FOR COMMUTERS ALL AROUND RVA, DC & MD - GREAT STARTER HOME WITH ROOM TO ADD ON. COME CHECK IT OUT NOW!

18214 Minor Ln, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$375,000
5 Beds ⋅ 3 Baths
Imagine what you could create here—and turn this house into a home that’s entirely your own! Priced almost $60,000 below tax-assessed value, this spacious rambler offers almost 2,100 square feet, 5 bedrooms, 3 full baths, an oversized 2-car garage, a 0.55 acre double lot, and an exciting opportunity to make it your own while building equity from day one. The open living area flows into a generously sized kitchen already featuring granite countertops, abundant cabinetry, stainless steel appliances, and a center island. The large primary bedroom suite includes a walk-in closet and en-suite bathroom with soaking tub and separate shower. Choose your colors, finishes, and style to completely transform the space. Ramblers this large in Lake Caroline are rare—especially with a two-car garage—and this home offers considerably more space than the typical one-level. A 2-year-old deck and separate storage shed add even more value. Bring your ideas, see the potential, and transform this spacious home into something truly special! Home is being sold as-is.

151 Yorktown Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: (703) 378-8810
$99,000
3 Beds ⋅ 2 Baths
AS IS! GREAT INVESTMENT PROPERTY! This charming 3-bedroom, 1-bathroom traditional home, built in 1944, offers a solid investment opportunity with its AS IS condition gives you a blank slate to modernize this home to fit your needs! The traditional floor plan maximizes space, creating a warm and inviting atmosphere perfect for comfortable living. With a manageable lot size of 0.09 acres, maintenance is simplified, allowing for a focus on maximizing rental income or future resale value. The property features off-street parking, enhancing convenience for tenants or guests. Investors will appreciate the potential for appreciation in this desirable area, coupled with the opportunity to enhance the property further through updates or renovations. This home is not just a residence; it's a canvas for future growth and profitability. Don't miss the chance to add this gem with all its potential to your portfolio!

101 S University Ave, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$955,000
3 Beds ⋅ 3 Baths
Private Waterfront Retreat on the Choptank River Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of refined living and peaceful seclusion. Featuring 2,376± square feet of beautifully designed living space with modern finishes throughout, this home was thoughtfully crafted for effortless entertaining and everyday comfort. The open concept design seamlessly connects the kitchen, dining, and living areas, including a spacious sunroom with expansive windows for a bird's eye view of the river frontage. The main floor also includes an easily accessible large primary suite. Two additional bedrooms, full bath, and a dedicated pocket office or potential walk in closet can be found on the second level. Over the large garage, a full staircase provides access to a spacious bonus room, providing storage space currently, though could potentially serve as flexible space for guests, a media room, home gym, or playroom, per county approval. Step outside to discover a true waterfront oasis. Fresh landscaping complements the natural beauty of the property, while three acres of manicured lawn blend seamlessly into five acres of mature woods, creating ideal privacy and a picturesque setting. Whether hosting gatherings with family or friends, enjoying dinner or cocktails on the patio or dock, or relaxing with your morning coffee overlooking the peaceful scenery, every moment is enhanced by the tranquil surroundings. A new private pier with approximately 12 feet of water depth offers outstanding access to the Choptank River, making it easy to spend your days boating, fishing, kayaking, paddleboarding, or simply taking in spectacular sun painted skies from your own backyard. Ideally located near the town of Denton with lovely shops and restaurants, the location of this sanctuary is just a short drive to the Eastern Shore's most desirable destinations where there is convenient access to the boutique shopping, award winning restaurants, galleries, and downtown charm of Easton, the historic waterfront town of St. Michaels, and even excellent ocean beaches only one hour away. This property provides the perfect blend of privacy while keeping you close to everything that makes Maryland's Eastern Shore so special. More than just a home, this is a lifestyle where every day feels like a getaway and every season brings new opportunities to relax, entertain, and enjoy the beauty of private waterfront living.

8851 New Bridge Rd, Denton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$170,000
2 Beds ⋅ 1 Baths
Escape the noise and reconnect with what matters most. Nestled on a peaceful 1-acre country setting surrounded by mature trees and open skies, this charming cottage offers the perfect opportunity to embrace the simplicity and serenity of tiny home living. Whether you’re searching for a full-time residence, a weekend retreat, or a place to slow down and enjoy nature, this property delivers a lifestyle that’s becoming increasingly hard to find. Thoughtfully cared for and recently improved, the home features updated insulation, an upgraded electrical box, several newer windows, and the added comfort of a wall-mounted propane heater, providing a secondary heat source for cozy winter days. Outside, you’ll find endless possibilities with three detached outbuildings. Two are ideal workshop spaces for woodworking, hobbies, crafting, or storing equipment, while the detached one-car garage provides additional parking and storage. The expansive yard offers room for gardening, outdoor entertaining, or simply enjoying the sights and sounds of the surrounding countryside. Located just a short drive from historic downtown Denton, you’ll enjoy local restaurants, shops, community events, parks, the Choptank River, Martinak State Park, kayaking, fishing, hiking, and easy access to Maryland’s Eastern Shore attractions while still coming home to the peace and privacy of rural living. If you’ve been dreaming of a slower pace, simpler living, and a place where nature becomes part of your everyday routine, this inviting country cottage is ready to welcome you home. Conventional or cash sale only due to ceiling height.

6140 Laurel Grove Rd, Denton

Listing courtesy of Compass. Contact: 3022029855
$199,000
The Possibilities Are Endless!! Zoned CBC. This property has been Residential and Commercial in the past. Building has over 5000sq ft. Building needs some TLC- However, with some new touches this can be a One of A Kind! Conveniently located in Downtown Denton! Walking Distance to Courthouse, Restaurants, Shopping, Parks, Post office and Welcome Center. 1/4 mile to public Boat Ramp for all your Fishing and Boating needs on the Choptank River. Bring your imagination and turn this Building into something Awesome!

103 Gay St, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$769,000
3 Beds ⋅ 3 Baths
Beautiful landscaped WATERFRONT

520 Lake Caroline Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: (703) 378-8810
$429,499
6 Beds ⋅ 3 Baths
LOVELY Tidewater Farms home with a light, open layout and plenty of space to enjoy. The main level features a spacious breakfast room, open kitchen and great room with a center island, eat-at bar, and gas fireplace. There is also a 19' x 15' bonus room and convenient upstairs laundry. The primary suite offers walk-in closets, a soaking tub, separate shower, and double sink vanity. Outside, enjoy the patio, storage shed, and white panel fence. The home has a brand-new roof from last year, HVAC upgraded approximately five years ago, brand-new washer and dryer, good plumbing, and a finished crawl space. Appliances are under warranty. The sellers are in the process of transitioning into their new home, so buyers should plan for a few months before possession. Reach out for additional information and pictures of the property!

304 Tidewater Cir, Preston

Listing courtesy of Samson Properties. Contact: 3018500255
$130,000
Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water is on site and sewer is available. Any interested buyer should perform their own suitable level of due diligence.

707 W Sunset Ave, Greensboro

Listing courtesy of The Land Group. Contact: (410) 934-3478
$310,000
3 Beds ⋅ 4 Baths
Welcome to 18436 Congressional Circle, Ruther Glen, VA, located in the desirable Pendleton Golf Community. This three-level townhome offers a functional floor plan with spacious living areas, a bright kitchen with ample cabinet space, a private primary suite, and a finished lower level that provides additional living or recreation space. The home is ready to be loved and offers an excellent opportunity for buyers to add their own personal touches while building equity. Enjoy all that the Pendleton HOA has to offer, including an 18-hole golf course, community pool, walking trails, parks, playgrounds, pickleball courts, dog park, and beautifully maintained common areas. Conveniently located just minutes from I-95, shopping, dining, and local amenities, this home combines value, convenience, and a fantastic community lifestyle. Don't miss this opportunity!

18436 Congressional Cir, Ruther Glen

Listing courtesy of Samson Properties. Contact: (703) 378-8810
$435,000
3 Beds ⋅ 2 Baths
Possibilities! This Caroline County 3-bedroom 2 bath Victorian sitting on almost 4 acres with fencing and plenty of usable buildings in a country setting. Nearby points of interest include Tuckahoe state park with equestrian trails, hiking trails, even a lake to paddle or fish. Gooden Airpark is just down the road along with a few boat ramps to the Choptank River. The property offers several mechanical upgrades including a recent new boiler for the hot water and heating system, recent BATT septic system installation, recent cooling system upgrades, a car charging hookup with upgraded service. The property is offered in as-is condition. Let's set up an appointment to take a look

13166 Oakland Rd, Ridgely

Listing courtesy of The Land Group. Contact: (410) 934-3478
$629,900
4 Beds ⋅ 3 Baths
Private waterfront retreat less than 90 minutes from Washington DC & Richmond in amenity rich Lake Caroline. Fully renovated home with private lakefront living on one of the community’s most desirable DOUBLE Lots (nearly one acre w/space for parking, RV, detached garage etc.) This beautifully remodeled home offers over 120 feet of private water frontage w/your own dock, creating a perfect backdrop for boating, fishing, or soaking in peaceful views. This home features a new roof, new HVAC, and luxury vinyl plank flooring throughout. Stunning chef’s kitchen, complete with custom cabinetry, under-cabinet lighting, quartz countertops, a spacious island, wine cooler, and a premium KitchenAid gas cooktop with electric oven—designed to impress and built for entertaining. The open dining area captures picturesque lake views, while the all-brick gas fireplace adds warmth to the living space. Redesigned mudroom/laundry area offers custom built-ins for added convenience, along with a large half bath and a versatile 4th bedroom—perfect for guests, a home office, or flex space. The primary suite is features a beautifully updated bathroom w/modern finishes and a tiled walk-in shower. Upgraded fully encapsulated crawl space w/dehumidifier & alarm making a moisture free added storage area. Enjoy lake life w/gatherings on the expansive back deck, relax in the fenced backyard, or explore your green thumb with the custom-built 12x12 greenhouse, mature landscaping, fruit trees, & thoughtfully designed garden beds leading down to the water. Freshly painted storage shed. This expansive lot has incredible potential—add a detached garage, or create your dream outdoor oasis. All of this is located within the amenity-rich Lake Caroline community, offering a pool, clubhouse, tennis and basketball courts, security, and more. This is more than a home—it’s a Lake lifestyle. Enjoy boating, fishing, paddleboarding, gas powered boats and jet skis permitted. INCLUDES FREE HOME WARRANTY & 1 YEAR HOA PREPAID DUES! Don't miss this rare opportunity!

448 Lake Caroline Dr, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442
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