Caroline County Public Schools Real Estate

Caroline County Public Schools Real Estate

Welcome to Caroline County, Virginia, where education meets opportunity within the esteemed Caroline County Public Schools district. Nestled in the heart of the picturesque countryside, this vibrant community is dedicated to nurturing the minds of young learners and fostering a passion for lifelong education.

Caroline County Public Schools is renowned for its commitment to academic excellence and holistic development. The district serves a diverse population of students across several well-equipped schools, each providing a safe and supportive environment conducive to learning. With a focus on innovative teaching methods and a robust curriculum, students are encouraged to explore their interests and develop critical thinking skills that prepare them for future success.

Parents will be pleased to know that the district offers a variety of extracurricular activities, including sports, arts, and clubs, allowing students to thrive both in and out of the classroom. The dedicated faculty and staff work tirelessly to ensure that every child receives personalized attention, fostering an inclusive atmosphere that celebrates diversity and promotes respect.

In addition to strong academics, Caroline County Public Schools prioritize community engagement, encouraging families to participate in school events and initiatives. This collaborative spirit creates a sense of belonging and pride among residents, making it an ideal place to raise a family.

Choosing a home in Caroline County means investing in your child’s future. With a strong educational foundation, your family will flourish in this charming community, where the beauty of nature meets the warmth of a close-knit neighborhood. Discover the perfect home for your family in Caroline County today, and embrace the opportunities that await within Caroline County Public Schools!

Newest Listings in Caroline County Public Schools

$399,000
Exceptional owner-user or investment opportunity in the heart of Federalsburg's primary retail corridor. This ±6,375 SF Class A end-cap commercial unit is located within the established Bloomingdale Square Shopping Center, surrounded by national and regional retailers including Food Lion, McDonald's, Domino's, Royal Farms, and the future Wawa development nearby. Offered as a vanilla shell, the property is ready for immediate customization and is well suited for retail, medical, professional office, educational, fitness, restaurant, or service-oriented uses. Features include six large storefront display windows, multiple customer entrances, four HVAC units, ADA-compliant restrooms, rear storage, monument signage, and access to more than 200 shared parking spaces.

3338 Hayman, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$200,000
2 Beds ⋅ 1 Baths
Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid foundation for your vision. While the home is currently in below-average condition, this offers a unique chance for savvy investors to renovate and increase its value significantly. With a little creativity and effort, you can transform this space into a cozy retreat or a lucrative rental property. The expansive driveway accommodates up to six vehicles, providing convenience for tenants or guests. Located in a peaceful neighborhood, this property is poised for appreciation, especially as the demand for rental homes continues to rise. With the right updates, you can create a warm and inviting atmosphere that appeals to a broad range of tenants, ensuring a steady stream of rental income. Seize this opportunity to invest in a property with great potential and make it your own. The possibilities are endless-turn this house into a home that generates returns for years to come!

6132 Harmony Rd, Preston

Listing courtesy of Exit Community Realty. Contact:

$249,000
3 Beds ⋅ 2 Baths
Discover the timeless appeal of this classic Cape Cod, ideally situated just moments from the heart of historic Denton. Lovingly maintained over the years, this three-bedroom, two-bath home offers enduring character, thoughtful updates, and an exceptional backyard retreat rarely found at this price point. The inviting floor plan is filled with natural light and includes comfortable gathering spaces, while the rear Florida room provides the perfect vantage point for overlooking the backyard. Step outside to discover your own private oasis featuring an in-ground swimming pool, expansive concrete patio, covered entertaining area, fenced yard, and pool house with electricity—an ideal setting for summer entertaining, weekend relaxation, and creating lasting memories with family and friends. Significant improvements reflect years of attentive ownership and include replacement siding and many replacement windows in 2011, a new roof installed in 2021, and a regularly maintained heating system. The pool is open and operational, allowing the next owner to enjoy one of the property's signature amenities from day one. Located just minutes from Denton's charming historic downtown, you'll enjoy easy access to locally owned restaurants, shopping, medical services, parks, and community events. Convenient access to Routes 404 and 50 makes commuting to Easton, Annapolis, Dover, and the Delaware beaches practical while allowing you to enjoy the relaxed lifestyle and small-town charm of Maryland's Eastern Shore. Whether you're searching for a place to call home or an opportunity to personalize a property with lasting appeal, this well-cared-for Cape Cod offers comfort, character, and exceptional outdoor living in a convenient in-town location. Estate sale. Property is being sold strictly "As Is, Where Is"

222 S 3rd St, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$364,900
2 Beds ⋅ 2 Baths
Welcome to this Charming Home featuring two spacious bedrooms and 1.5 baths. Primary suite features French doors that lead to an extra-large deck. The layout extends to a versatile bonus room highlighted by a stunning arched window and an airy family room that offers natural light from two sky lights. Soaring cathedral ceilings elevate both spaces adding a dramatic sense of openness. Kitchen has a new refrigerator, stove, dishwasher and gleaming granite countertops. Accessible from the kitchen is a combined pantry and laundry room, equipped with shelves. Beautifully updated flooring throughout the home with laminate, carpeting and ceramic tile. Many new double -hung windows installed, 3 ceiling fans, new electrical sockets. Anterior of the home has recently been professionally painted. Roof and skylights replaced approximately 6 years ago. The property also features a custom pole building and small garage both with electrical on concrete slabs. BONUS: An additional 1.11 acres is included at no extra cost! Whether you are looking to build your dream home, expand your acreage, or just keep it as an investment, this property offers incredible versatility. The extra land provides endless possibilities for your future plans.

17263 New Baltimore Rd, Milford

Listing courtesy of Ascendancy Realty LLC. Contact: 5407675063
$309,900
4 Beds ⋅ 3 Baths
Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality. The open-concept floor plan is perfect for both entertaining and daily living, featuring a gourmet kitchen with quartz countertops, a large center island, and a dedicated coffee station that adds both charm and convenience. The seamless flow from the kitchen to the dining and living areas creates an inviting space filled with natural light. Upstairs, you'll find three bedrooms, including a spacious owner's suite with a private bath and walk-in closet. Thoughtfully designed finishes, energy-efficient construction, and quality craftsmanship make this home move-in ready. Located in an established neighborhood, you'll enjoy the convenience of nearby shopping, dining, schools, parks, and easy access to major commuter routes while experiencing the charm of small-town living. Don't miss this opportunity to own a brand-new home with today's most sought-after features in one of Denton's desirable communities! Ask about our Builder Incentives, providing closing cost help or rate buy down options. Pictures are for illustrative purposes only. Homes will be ready in less than 60 days.

245 Briarwood Cir, Denton

Listing courtesy of Island Realty, LLC. Contact:

$479,900
3 Beds ⋅ 2 Baths
Experience the perfect blend of modern updates and peaceful country living at this beautifully renovated residence situated on 1.79 private acres in the heart of Caroline County. Offering 2,424 finished square feet, 3 bedrooms, and 2 full bathrooms, this move-in ready home delivers the space, comfort, and upgrades today's buyers are seeking. From the moment you arrive, you'll appreciate the tranquil setting and expansive outdoor space, providing the ideal backdrop for entertaining, gardening, recreation, or simply enjoying the beauty of Virginia's countryside. Inside, thoughtful improvements create a fresh, contemporary feel throughout. Recent upgrades include new flooring throughout the home, fresh interior paint, energy-efficient replacement windows, new stainless steel appliances and a new HVAC system, offering both style and peace of mind for years to come. The spacious floor plan provides comfortable living areas filled with natural light and flexible spaces designed for both everyday living and hosting family and friends. The generous bedroom sizes, well-appointed bathrooms, and seamless flow between living spaces create an inviting atmosphere that feels like home from the moment you step inside. Located just minutes from major commuter routes, this property offers convenient access to Fredericksburg, Richmond, and I-95 while maintaining the privacy and serenity of a rural retreat. Whether you're searching for a primary residence, a weekend escape, or a property with room to grow, this exceptional home presents a rare opportunity to enjoy modern comfort on nearly two acres of picturesque Virginia countryside.

14279 Stonewall Jackson Rd, Woodford

Listing courtesy of RENOMAX Real Estate. Contact: (540) 737-5617
$789,000
3 Beds ⋅ 3 Baths
Waterfront living doesn't get much better than this. Welcome to 280 Lake Caroline Drive—a beautifully updated lakefront retreat where every day feels like a vacation. Rare Deep-Water Lakefront Living—Turnkey, Updated, and Ready for Your Next Chapter at Lake Caroline.” Welcome to 280 Lake Caroline Drive, a private waterfront retreat where thoughtful updates, wide lake views, and true move-in readiness come together on one of Lake Caroline’s most desirable lots. Set on more than half an acre with breathtaking 180-degree lake views and deep-water access, this beautifully maintained home delivers the feel of a year-round resort with the comfort and practicality of everyday living. A long paved driveway leads to the attached two-car garage, with generous additional parking for guests, boats, and recreational vehicles. Professionally landscaped grounds, extensive irrigation, and a fully fenced backyard create a setting designed for privacy, ease, and outdoor enjoyment. Inside, the home has been extensively updated across both levels. Highlights include remodeled bathrooms, updated flooring, newer kitchen appliances, a 2024 HVAC system, 2022 water heater, and a whole-house water filtration system installed in 2025. Four large bay windows fill the home with natural light and frame spectacular water views from multiple rooms. The main level offers comfortable living spaces and direct access to an elevated three-season porch overlooking the lake. The primary suite includes its own private balcony, an ideal spot for morning coffee, sunrise views, and quiet evenings by the water. Two gas fireplaces add warmth and character on both levels. The finished lower level offers excellent flexibility for guests, extended stays, multigenerational living, remote work, hobbies, or entertaining. This level features a spacious family room, large bedroom, full bath, kitchenette, two bonus rooms, one currently used as a fourth bedroom, and additional storage space. Outdoor living is where this property truly shines. Enjoy an oversized lakeside deck, expansive lawn, attached storage shed, and private deep-water dock ready for boating, fishing, swimming, kayaking, paddleboarding, and quiet days on the water. Active lawn care and HVAC service contracts convey to the new owner, adding convenience from day one. Lake Caroline offers an outstanding waterfront lifestyle with a 277-acre full-service lake, two sandy beaches, swimming pool with lifeguards, clubhouse, playgrounds, tennis courts, pickleball courts, basketball courts, fishing, boating, water skiing, wakeboarding, jet skiing, kayaking, paddleboarding, and year-round community events. This is an exceptional fit for a full-time residence, relocation to the area, second home, weekend retreat, or move-up waterfront purchase. Located within a gated, amenity-rich community just minutes from I-95, shopping, dining, and schools, 280 Lake Caroline Drive is a rare opportunity to own one of Lake Caroline’s standout waterfront properties. Nothing left to do except move in and start enjoying lakefront living.

280 Lake Caroline Dr, Ruther Glen

Listing courtesy of Metro Premier Homes. Contact: 703606-4156
$509,900
4 Beds ⋅ 4 Baths
Welcome home to your own private country paradise. Nestled on 2.43 peaceful acres, this beautifully renovated log cabin blends rustic charm with modern comfort. Designed to impress, the home features both a main-level primary suite and a spacious second-floor primary suite, offering exceptional flexibility for family or guests. Thoughtfully updated from top to bottom, you'll appreciate the brand-new roof, new HVAC systems, beautifully renovated bathrooms, and a stunning kitchen that flows seamlessly into the dining area. The dramatic two-story great room is the heart of the home, showcasing a soaring ceiling, a cozy fireplace, and access to both the inviting front porch and the screened rear porch—perfect for enjoying your morning coffee, entertaining friends, or simply taking in the peaceful surroundings. If you've been searching for privacy, comfort, and the timeless appeal of log cabin living, this exceptional property delivers the best of country living at its finest.

14631 Fox Chase Cir, Ridgely

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$534,740
4 Beds ⋅ 3 Baths
Welcome to the 2818 sq ft Hanover model, offering a modern open-concept living space designed to meet your family’s needs. The main level features a combined family room and casual dining area, creating a spacious area perfect for entertaining and daily activities. The chef-inspired kitchen boasts a large center island, a walk-in pantry, and ample counter space, making it ideal for cooking and gathering. A formal dining room and office provide additional spaces for both work and relaxation, while a convenient powder room completes the main floor. Upstairs, an additional living space provides even more flexibility, whether you need a home office, play area, or entertainment room. The primary suite is a true retreat, featuring a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of space for the whole family. Photos are from builder's library, actual selections and finishes may vary.

6235 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139
$530,740
5 Beds ⋅ 3 Baths
Welcome to the Salem, a beautifully designed 2,613 sq ft home offering a modern open-concept living space that meets all your family’s needs. This spacious home features a family room, kitchen, casual dining space, flex room, laundry room, and powder room on the main level, providing the perfect balance of comfort and functionality. The first-floor primary suite is a true retreat, offering a large walk-in closet and a luxurious bathroom with separate vanities and a private water closet for added convenience. Upstairs, you’ll find a huge bonus room with two walk-in closets, a full bathroom, and three additional bedrooms, offering ample space for your family to spread out and enjoy. This home combines open living spaces, modern design, and family-friendly features, making it the ideal choice for families seeking spacious living with plenty of storage and flexible space for all types of activities. Photos are from builder's library, actual selections and finishes may vary. Some selections/options may not be available.

6322 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139
$269,000
4 Beds ⋅ 2 Baths
This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and plenty of storage. Outside you will find a huge intown lot with a newly built shed the size of a one care garage that makes a perfect workshop. Price to sell! Be sure to schedule your personal tour today!

108 N Academy St N, Greensboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$37,999
Discover this 13,161 Sq. Ft. residential lot in the Lake Caroline subdivision of Caroline County, Virginia. Featuring flat, wooded terrain, the property offers a peaceful natural setting within an established HOA community. Public water is available, providing added convenience for future development. Enjoy the community amenities and tranquil surroundings while remaining conveniently located near shopping, dining, schools, and major roadways. The property also offers easy access to Richmond, Fredericksburg, and nearby outdoor recreation, making it a great opportunity to build your future home in a desirable Virginia community. Equitable Listing.

201 Minute Man Dr, Ruther Glen

Listing courtesy of PlatLabs, LLC. Contact: 2392362654
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