Caroline County Public Schools Homes under $500,000

Caroline County Public Schools Homes under $500,000

Welcome to Caroline County, a charming area in the heart of Virginia that not only boasts beautiful landscapes and a tight-knit community but also offers an exceptional educational experience through the Caroline County Public Schools. Families looking to settle down in this picturesque county will find that the school district is dedicated to fostering a nurturing environment for students, with a strong emphasis on academic excellence and personal growth.

Caroline County Public Schools is committed to providing a well-rounded education, featuring a variety of programs that cater to diverse learning styles and interests. With highly qualified teachers and a range of extracurricular activities, students are encouraged to explore their passions while developing essential skills for their future. The district prides itself on maintaining small class sizes, ensuring that each child receives the attention they deserve.

For families considering a move to this delightful area, there are a variety of homes available for under $500,000. From charming single-family homes to modern townhouses, there is something for everyone without breaking the bank. These properties offer not only affordability but also access to the top-notch educational opportunities provided by Caroline County Public Schools.

Living in Caroline County means enjoying a harmonious blend of rural charm and modern conveniences. With easy access to nearby cities, you can experience the best of both worlds—serene country living with the amenities of urban life just a short drive away. Discover your dream home in Caroline County, where quality education and community spirit await!

Newest Caroline County Public Schools Homes under $500,000

20109 Paradise Ln, Ruther Glen
$324,900
3 Beds ⋅ 2 Baths
Enjoy the privacy and peaceful setting of country living without sacrificing convenience! Situated on a spacious 1.03-acre lot in Caroline County, this 3-bedroom, 2-full-bath home offers plenty of room to spread out and enjoy the outdoors, all with NO HOA! Inside, you'll find a comfortable, functional layout featuring fresh interior paint and brand-new carpeting throughout. The wooded lot provides a nice sense of privacy, while the front porch and rear deck offer great spaces to relax and enjoy the outdoors. Conveniently located just a few minutes from I-95, the property provides easy access to both Fredericksburg and Richmond, making it an excellent option for those looking for a little more space without giving up convenience. With its recent interior updates, generous lot size, and convenient location, this home offers a great combination of comfort, privacy, and accessibility!

20109 Paradise Ln, Ruther Glen

Listing courtesy of Belcher Real Estate, LLC.. Contact:

11502 Greensboro Rd, Greensboro
$384,900
3 Beds ⋅ 2 Baths
Stay tuned, professional photos and details coming soon!

11502 Greensboro Rd, Greensboro

Listing courtesy of Redfin Corp. Contact:

747 Lake Caroline Dr, Ruther Glen
$329,900
3 Beds ⋅ 2 Baths
Opportunity to enjoy the living you've been waiting for in a lake oriented community!! his ranch-style home with brand new carpet and some fresh paint, on a corner lot that offers some privacy and a sense of community. With approximately 1,504 sq. ft. of living space, this residence features a living area with plenty of leg room, a vaulted ceiling, three inviting bedrooms, 1 full bathroom, an additional primary bath with a jetted tub in more of a private setting and an easy access walk-in shower. The heart of the home is the spacious kitchen equipped with stainless steel appliances, including a built-in microwave and dishwasher. The open layout flows seamlessly from the different living areas, adorned with warm bamboo and new carpet flooring, creating an inviting atmosphere convenient for indoor socializing. Step outside your back door and onto your raised deck for possible grilling and outdoor socializing with canopy cover. Enjoy the landscaping around the property, the rear fenced in yard for privacy and open side yard. The attached garage boasts a loft for storage and also provides safe easy access to the inside of the house.The community amenities are also a true highlight, featuring access to the lake, pool, and clubhouse-ideal for even more social gatherings. Safety feature includes 24-hour security gate at the entrance of the community. Located within walking distance to Lake Caroline, the club house and other community amenities, this home may offer a blend of comfort and community fellowship. Not far from I-95 exit 110 for convenient commute to Northern VA or Richmond.

747 Lake Caroline Dr, Ruther Glen

Listing courtesy of American All Star Realty, LLC. Contact:

23255 Magnolia Hills Rd, Denton
$445,000
3 Beds ⋅ 2 Baths
Welcome home to this spacious 3-bedroom, 2-bath home offering over 2,000 square feet of comfortable living space, situated on a beautiful 1-acre lot! The inviting open floor plan provides a seamless flow between the main living areas, creating the perfect setting for everyday living and entertaining. The desirable split-bedroom floor plan offers added privacy, with the primary suite thoughtfully separated from the additional bedrooms. The spacious living area features a cozy gas fireplace, perfect for those cooler evenings, while the kitchen boasts stainless steel appliances and plenty of space for gathering with family and friends. Step outside and enjoy the wonderful patio area, ideal for outdoor dining, entertaining, or simply relaxing while overlooking the spacious rear yard enclosed with vinyl fencing. The attached 2-car garage provides convenient parking and additional storage space. Recent improvements include an Rinnai water heater for added efficiency and convenience. With over an acre to enjoy, generous living space, and a thoughtfully designed floor plan, this home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Don't miss your opportunity to make this wonderful property your new HOME!

23255 Magnolia Hills Rd, Denton

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

201 E 6th St, Ridgely
$425,000
4 Beds ⋅ 3 Baths
Coming soon!

201 E 6th St, Ridgely

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

100 American Dr, Ruther Glen
$289,990
3 Beds ⋅ 1 Baths
Looking for a cozy home in a lake community for under $300K? Here it is!!! Come see this refreshed 3 BD, 1B ranch-style home in Lake Caroline! With almost 1,000 FSF, this home is just right for first time buyers, downsizers, or those who want to live the relaxing lake lifestyle. As you step onto the inviting front porch, you enter the front door and are ushered into the light and airy living room. Flowing off the living room is the spacious eat-in kitchen - with access to the small deck. Down the hallway to the right, you will find 3 bedrooms and a full bathroom. This sweet home has all new windows (2026), new flooring installed throughout (2026), new kitchen countertops (2026), freshly painted kitchen cabinets (2026), a brand new hot water heater (2026), and all-new vapor barrier and insulation in the crawlspace (2026) for improved comfort and energy efficiency year-round. Also, the roof is from (2020), and the HVAC was installed in (2021). The septic tank was last serviced / pumped in 2025, but is being completely replaced. All the heavy lifting has been done for you, and this home is ready for you to add your personal touches to make it your own. The lot is mostly level with trees peppered across the backyard. And, the shed in the backyard offers extra storage space. As part of the Lake Caroline Community, you’ll have access to fantastic amenities including a community pool, basketball, pickleball, and tennis courts, beach access, and more — you’ll never get bored! Don’t miss this move-in ready home in a community that truly delivers on lifestyle and location!

100 American Dr, Ruther Glen

Listing courtesy of Keller Williams Capital Properties. Contact:

17258 Oliver Latney Ln, Bowling Green
$424,900
3 Beds ⋅ 3 Baths
***Assumable VA Loan at 5.75%! *** LIKE-NEW 2024 CONSTRUCTION ON A CORNER LOT WITH A FULLY FENCED BACKYARD, CLIMATE-CONTROLLED GARAGE, AND OUTDOOR ENTERTAINING SPACE! Welcome to 17258 Oliver Latney Lane in the Brookwood community of Bowling Green! Built in 2024 by LGI Homes, this beautifully maintained 3-bedroom, 2.5-bath home offers modern finishes, thoughtful upgrades, and exceptional indoor and outdoor living spaces—all without the wait for new construction! Step inside to discover a comfortable, functional floor plan designed for everyday living and entertaining. The kitchen features granite countertops and stainless steel appliances, combining modern style with everyday convenience. Three spacious bedrooms and two-and-a-half bathrooms provide plenty of flexibility for today's lifestyles. The backyard is a true standout! Situated on a desirable corner lot, this property features a fully fenced backyard with low-maintenance vinyl fencing, offering a wonderful setting for relaxing, entertaining, and outdoor activities. Enjoy your own backyard retreat complete with a gazebo, outdoor furniture, and TV—all conveying with the home! Whether hosting weekend cookouts, watching the game outdoors, or unwinding after a long day, this outdoor space is already set up for enjoyment. A convenient storage shed adds even more functionality. The attached, insulated two-car garage is equipped with its own dedicated mini-split heat pump HVAC system! This climate-controlled space offers incredible versatility for a workshop, hobby area, home gym, or comfortable year-round projects while still providing convenient parking and storage. With 2024 construction, granite countertops, stainless steel appliances, an upgraded climate-controlled garage, vinyl-fenced corner lot, storage shed, and a fully equipped outdoor entertaining area, this home offers features and improvements that set it apart from typical new construction. Call or email today to schedule your showing!

17258 Oliver Latney Ln, Bowling Green

Listing courtesy of Q Real Estate, LLC. Contact:

14502 Nelson Hill Rd, Milford
$285,000
3 Beds ⋅ 1 Baths
Beautifully remodeled rambler situated on over an acre in Caroline County! This move-in-ready home has been thoughtfully updated throughout, offering a fresh, modern feel with plenty of space to enjoy both inside and out. Recent upgrades include new cabinets and vanities, new countertops, new appliances, new flooring, a new HVAC system, new hot water heater, and new tile backsplash and surrounds. With major systems and finishes already updated, this home is ready for its next owner. Enjoy peaceful country living with the convenience of a fully renovated home at 14502 Nelson Hill Road! Some photos are virtually staged

14502 Nelson Hill Rd, Milford

Listing courtesy of Samson Properties. Contact:

8275 New Bridge Rd, Denton
$379,900
3 Beds ⋅ 1 Baths
COMING SOON!! Well-maintained and updated 3 bedroom rancher offering over 1,300 square feet of living space on over 1.5 acres. Enjoy comfortable living with a spacious living room, a nice-sized kitchen, and a designated dining area with access to the back deck — perfect for grilling, entertaining, or simply relaxing outdoors. The large backyard is partially fenced and offers plenty of room to spread out and enjoy the space. Need extra storage? This property has you covered with two sheds and a metal outbuilding, ideal for storing equipment, tools, and outdoor essentials. The interior has been freshly painted in a neutral color and new flooring is being installed. And, the roof is just 8 years old, offering added peace of mind for years to come. Conveniently located between Routes 50 and 404, making commuting to Easton and Denton a breeze, with easy access to the Bay Bridge and Maryland/Delaware's beautiful beaches. This property offers a great combination of space, updates, storage, and convenience! Make sure you add this one to your MUST SEE list when it officially hits the market!

8275 New Bridge Rd, Denton

Listing courtesy of Clark & Co Realty, LLC. Contact:

15395 Oakland Rd, Goldsboro
$355,000
3 Beds ⋅ 2 Baths
Enjoy the freedom of country living on 2 beautiful acres with **no HOA and no restrictions!** This renovated 3-bedroom, 2-bath rancher offers the convenience of one-level living, a spacious lot, and thoughtful updates that make settling in that much easier. The updated kitchen features granite countertops, while fresh paint and new flooring in 2026 give the interior a refreshed feel. Major improvements include a new HVAC system in 2023, dishwasher in 2024, washer in 2023 and metal roof installed in 2016, along with updated crawlspace insulation and a new vapor barrier in 2026. Outside, enjoy new fencing, ample parking, and a welcoming patio with a grill and fire pit—perfect for entertaining or unwinding under the open sky. A wood stove adds cozy charm, while the water softener offers everyday convenience. The shed with electric provides excellent space for hobbies, projects, or extra storage. Whether you’re dreaming of a little more room to spread out, space to enjoy the outdoors, or the flexibility that comes with owning acreage without HOA restrictions, this property offers country charm, practical updates, and room to make it your own! *More Pics Coming Soon!*

15395 Oakland Rd, Goldsboro

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

1111 Whistling Pine Rd, Denton
$409,000
4 Beds ⋅ 3 Baths
Enjoying a quiet cul-de-sac setting and a private wooded backdrop, this spacious 4-bedroom, 2.5-bath home offers approximately 3,117 square feet of comfortable, well-planned living space in Savannah Overlook. With no through traffic and woods beyond the rear yard, the setting is one of the home's standout features. Inside, a neutral color palette, some newer flooring and fresh paint create a warm, welcoming feel. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless-steel appliances, a generous center island and solid-surface countertops. This area flows to an adjoining casual dining area, where sliding glass doors bring in abundant natural light and provide an easy connection to the outdoor space. The kitchen and dining areas transition seamlessly into the family room, anchored by a dramatic floor-to-ceiling stone fireplace that serves as the focal point of the room. Upstairs, additional flex space adds even more versatility to the floor plan and can easily function as a home office, exercise room, den, media area or second family room, depending on your needs. Important improvements include a new roof in 2021 and a new HVAC system in 2025, featuring an electric heat pump with propane backup. Outside, enjoy established hardscaping, a fully fenced rear yard, a newer storage shed and an existing rough-in for a hot tub. The remarkably versatile two-car garage is another distinctive feature, enhanced with an epoxy-coated floor, extensive organized storage and an easy-to-use retractable screened-door system. This thoughtful setup allows the garage to transition into additional indoor-outdoor living, entertaining or hobby space while retaining its everyday functionality. Thoughtfully maintained and improved over time, 1111 Whistling Pine Road combines generous living space, a desirable lot and the appeal of an established neighborhood community. Conveniently located near Denton's historic downtown, enjoy the charm of a true hometown-USA setting with local shops, restaurants, parks and access to the Choptank River. Route 404 is also nearby, with the Chesapeake Bay Bridge approximately 45 minutes away, providing convenient access toward Annapolis, Baltimore and the Washington metropolitan are

1111 Whistling Pine Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

14279 Stonewall Jackson Rd, Woodford
$469,900
3 Beds ⋅ 2 Baths
$5K Price Improvement! Over 2,400 finished square feet. 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:

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