Caroline County Public Schools Homes under $500,000

Caroline County Public Schools Homes under $500,000

Welcome to Caroline County, a hidden gem in the heart of Virginia, where charming homes and excellent educational opportunities come together to create a nurturing environment for families. The Caroline County Public Schools district is dedicated to providing a high-quality education, ensuring that students are not only prepared academically but also equipped with the skills necessary for success in life. With a commitment to fostering a supportive and engaging learning atmosphere, the district boasts a variety of programs and extracurricular activities designed to enrich the educational experience.

Families looking to settle down in this picturesque area will be delighted to discover a range of homes available for under $500,000. Whether you’re searching for a cozy starter home, a spacious family residence, or a tranquil retreat, Caroline County has something for everyone. These affordable housing options provide the perfect backdrop for your family’s next chapter, all while being conveniently located near top-rated schools.

The sense of community in Caroline County is palpable, with friendly neighbors and local events that foster connections. Enjoy the serene landscapes, parks, and recreational opportunities that this charming county has to offer, making it an ideal place to raise children.

If you're ready to make Caroline County your home, you’ll not only be investing in a beautiful property but also in a bright future for your family, backed by the strong educational foundation of Caroline County Public Schools. Explore the possibilities today and discover why this area is the perfect place to call home!

Newest Caroline County Public Schools Homes under $500,000

17450 Mill Run Ln, Bowling Green
$499,900
3 Beds ⋅ 2 Baths
Welcome to 17450 Mill Run Lane, where all the big-ticket items have already been taken care of. This home has been thoughtfully upgraded from top to bottom, so all you have to do is move in and make it your forever home. Need a little extra space? The bonus room gives you room to grow, whether you want an additional living area, a home office, or a cozy sitting room. Major updates include a new roof (2023), a whole-house propane standby generator, a tankless gas water heater, and a Culligan water neutralizer to keep your well water balanced and your plumbing protected. The HVAC system is set up for dual-fuel heating, automatically switching from electric to propane when outdoor temperatures drop, helping keep energy costs down all winter long. You'll also love the brand new 2-car carport with a finished storage area, gutters, and gutter guards. Inside, enjoy updated appliances including a refrigerator, gas cooktop, dishwasher, and microwave, plus updated electrical, GFCI outlets, and bathroom exhaust fans throughout. Outside, relax on the porch with a retractable awning, new back porch stairs, and added porch outlets. Location is everything here. You're just 3 minutes from Fort A.P. Hill and right off Route 301, with easy access to Maryland, Dahlgren, and Route 17. A full list of upgrades is available in the MLS documents.

17450 Mill Run Ln, Bowling Green

Listing courtesy of Samson Properties. Contact:

17391 Riverside Dr, Ruther Glen
$364,740
3 Beds ⋅ 3 Baths
Welcome to the Delmar in Ladysmith Village! This thoughtfully designed 3-bedroom, 2.5-bath home offers 1,509 sq. ft. of modern living space with a 1-car garage and elegant exterior. The open-concept first floor features a bright living room, dining area, and a well-equipped kitchen with ample cabinetry, pantry, and counter space, plus a convenient powder room. Upstairs, enjoy a spacious primary suite with a walk-in closet and private bath with double vanity, along with two additional bedrooms and a full hall bath. Photos and renderings are from builder's library, actual selections and finishes may vary.

17391 Riverside Dr, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

6329 Sterling Way, Ruther Glen
$463,740
4 Beds ⋅ 3 Baths
The Sidney offers over 1,841 square feet of thoughtfully designed living space with 4 bedrooms and 2.5 bathrooms, blending comfort and functionality for modern living. The first floor welcomes you with a spacious open-concept layout featuring a large family room and dining area—perfect for entertaining or everyday gatherings. The kitchen is designed for both style and convenience, with a peninsula that overlooks the dining space and a generous walk-in pantry for ample storage. Just off the rear-load garage, a practical laundry and mudroom creates the perfect drop zone and flows directly into the kitchen. A convenient powder room completes the main level. Upstairs, the expansive primary suite provides a relaxing retreat, highlighted by an oversized walk-in closet and a private en-suite bath with double vanities and a walk-in shower. Three additional bedrooms and a full bathroom with tub provide comfortable accommodations for family members or guests. With its open main living areas, smart storage solutions, and spacious bedrooms, the Sidney is designed to make everyday living easy and enjoyable. Renderings and photos are from builder's library, actual finishes and features may vary.

6329 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

6269 Sterling Way, Ruther Glen
$493,740
5 Beds ⋅ 4 Baths
The Verona is a 5 bedroom, 3.5 bathroom plan offering 2211 square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level includes a large owner's suite, with double vanities, water closet and an oversized walk-in closet. The second level offers three more spacious bedrooms and a full bathroom. On the third level, an additional bedroom suite and finished storage space complete the home. Renderings and photos are from builder's library, actual finishes and features may vary.

6269 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

17490 Clark & York Boulevard, Ruther Glen
$463,740
4 Beds ⋅ 4 Baths
Welcome to The Sidney in Ladysmith Village, where style, space, and everyday convenience come together in one thoughtfully designed home. Offering over 1,841+ sq f, this 4-bedroom, 2.5-bath residence delivers modern living with an open-concept layout perfect for both entertaining and daily life. Step inside to discover a spacious main level featuring a bright family room and dining area that seamlessly flow together. The kitchen is the heart of the home, complete with a large peninsula overlooking the living space and a generous walk-in pantry for ample storage. Just off the rear-load garage, a dedicated laundry and mudroom provides the perfect drop zone, while a convenient powder room completes the first floor. Upstairs, retreat to the expansive primary suite, showcasing an oversized walk-in closet and a private en-suite bath with double vanities and a walk-in shower. Three additional bedrooms and a full hall bath with tub offer flexibility for guests, family, or a home office setup. Thoughtful storage solutions and well-sized rooms make this home as functional as it is comfortable. Located in the desirable Ladysmith Village community in Ruther Glen, VA, residents enjoy access to exceptional amenities including a pool, clubhouse, and playground, designed for relaxation and connection. Situated between Richmond and Fredericksburg, this charming Caroline County location offers a peaceful, rural feel with convenient access to major highways, shopping, dining, and historic attractions. Take advantage of exclusive in-house lender incentives, featuring competitive rates that are hard to beat, along with a streamlined, hassle-free financing process. Our experienced sales team is dedicated to guiding you every step of the way, making your homebuying journey as smooth and enjoyable as possible. Photos and renderings are for illustrative purposes only. Actual home features, finishes, colors, and selections may vary.

17490 Clark & York Boulevard, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

95 Albertson Ct, Ruther Glen
$427,000
5 Beds ⋅ 3 Baths
Welcome to your spacious retreat in a quiet, gated lake community! This very large 5-bedroom, 3-bath home features generously sized bedrooms, an attached 2-car garage, and a large back deck–perfect for relaxing or entertaining. Freshly painted throughout with new flooring throughout, this home is move-in ready and offers plenty of space for comfortable living. Enjoy the peaceful feel of country living, with friendly deer frequently roaming the community, while still being conveniently located just 20���25 minutes from shopping and the VRE. The home is conveniently located near a back-gate entrance and only about 10 minutes from the upcoming Kalahari Resort, adding to the area’s future appeal and recreational opportunities and cutting off your travel time to shopping by about 8 minutes! Come enjoy the space, privacy, and peaceful setting this wonderful home has to offer!

95 Albertson Ct, Ruther Glen

Listing courtesy of Virginia Real Estate. Contact:

23554 Jonestown Ln, Preston
$270,000
3 Beds ⋅ 2 Baths
Freshly renovated and move-in ready home on an acre! This 3-bedroom, 2-bath home offers a refreshed interior in a convenient Preston location. The renovation work is already complete, giving the next owner the chance to settle in and make the home their own. If you’re looking for a turnkey home on Maryland’s Eastern Shore, this one is worth a look.

23554 Jonestown Ln, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

133 New Providence Dr, Ruther Glen
$294,900
2 Beds ⋅ 2 Baths
Welcome to 133 New Providence Drive, where everyday living comes with a little more room to relax, unwind, and enjoy the Lake Caroline lifestyle. Located in the gated Lake Caroline community, this charming one-level home offers 2 bedrooms, 2 full baths and approximately 1,186 square feet with a comfortable layout designed for easy living. Step inside to a home that feels fresh and ready for its next chapter. Recent improvements include a new roof, new rear deck and fresh interior paint, giving buyers several important updates from day one. With several major improvements already completed, there is still an opportunity for the next owner to add their own style and finishing touches over time. The spacious eat-in kitchen offers plenty of storage and room to gather, while the separate laundry area keeps everyday tasks tucked away. A vaulted ceiling adds an open feel to the living space, and the gas fireplace brings warmth and character. The primary bedroom features its own private bath and walk-in closet, creating a comfortable retreat at the end of the day. Out back, the new deck gives you a great place for morning coffee, grilling with friends or simply enjoying a quiet evening at home. But living here is about more than the house. Lake Caroline is centered around an approximately 277-acre lake extending more than two miles, with two sandy beaches, two marinas and multiple recreation areas providing residents with opportunities for swimming, boating, fishing and time on the water. The community also offers a swimming pool, clubhouse, pickleball courts, tennis courts, basketball courts, security and more. There is plenty to enjoy away from the water, too. Lake Caroline hosts community activities throughout the year, including holiday gatherings, beach parties, movie nights, Bingo, yard sales and other neighborhood events—making it easy to enjoy the community as much or as little as you choose. Convenient access toward I-95, Bowling Green, Fredericksburg and Richmond, 133 New Providence offers peaceful everyday living without feeling disconnected from everything you need. Whether you are buying your first home, looking for easier one-level living, or simply want a more manageable footprint, this property offers flexibility without giving up the lifestyle and amenities that make Lake Caroline special. Fresh updates, one-level living, lake access and a community built around enjoying where you live—come see what life at Lake Caroline could look like.

133 New Providence Dr, Ruther Glen

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

18290 Winston Loop, Hanover
$300,000
2 Beds ⋅ 1 Baths
This charming 1929 gem is ready for its next chapter. Perfect for first-time buyers or those looking to downsize without giving up land and privacy, this adorable 2-bedroom home offers timeless character in a peaceful setting. Conveniently located near Route 301 and I-95, commuting north or south is a breeze while still enjoying the tranquility of country living. Set on 3.3 picturesque acres, the property features a partially fenced area ideal for pets, along with beautiful natural scenery in every direction. Inside, you’ll find brand-new carpet installed in December 2025, and major peace-of-mind upgrades including a new alternative septic system and drainfield (2025). These improvements allow you to enjoy the charm of an older home with the confidence of modern updates. Start your mornings on the front porch with a cup of coffee, listening to the birds and soaking in the quiet. This is the kind of place that simply feels like home.

18290 Winston Loop, Hanover

Listing courtesy of EXP Realty, LLC. Contact:

104 Riverton Ave, Denton
$467,900
3 Beds ⋅ 3 Baths
Be sure to schedule a tour of this beautiful home in the heart of Denton, small town living at it's best! Built in 1916 and lovingly updated and maintained throughout the years! Beautiful hardwood floors throughout! Lovely updated custom kitchen with soaring vaulted ceilings, radiant heat flooring, walk in pantry, recessed lighting, farm sink and granite counter tops. Mud room with built-in storage and slide out shelving. Replacement windows, mini-split in TV room heats and cools the downstairs, leaded mahogany front door and lovely entry foyer leads to a formal living room. Upstairs you will find three gracious sized bedrooms, a full bath with jacuzzi style tub and laundry room with newer washer and dryer in 2021. A fully insulated attic. A/C is just 3 years old with 2 yrs left on warranty. The basement has been converted into a yoga studio with private entrance, 1/2 bath with room to ad a tub or shower, LVP flooring and electric heat. Additional storage and work room on the other side. This expandable space has endless possibilities, guest suite, art studio, rec room. A glass enclosed atrium is a perfect place to relax and read a book or have a glass of wine or both. Outside is a gardeners paradise with endless mature plantings that come back year after year. 4 large rain barrels keep the water bill in check. The back yard is fully fenced with a brick patio, deck and pavilion for outside entertaining and an inground pool with concrete surround patio and a rock edged goldfish pond. The front of the home features wide brick steps and brick walk way leading up to a freshly painted home with a welcoming front porch with vinyl maintenance-free flooring. Solar panels are leased and will help with the electric costs. Located just a block from the Choptank River and within walking distance to local shops and restaurants this home won't disappoint! Please be sure to stop by the open house on Sunday Oct 4th 11 to 2 pm and if you can't make it be sure to schedule your private tour!!

104 Riverton Ave, Denton

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

3325 Sharon Ct, Federalsburg
$335,000
3 Beds ⋅ 2 Baths
Welcome to 3525 Sharon Court, a well-maintained home offering comfortable living spaces, thoughtful updates, and an inviting outdoor setup in Federalsburg, Maryland. The main level features a spacious living room with LVP flooring that continues into the kitchen and dining area. The updated kitchen offers quartz countertops, a large island, soft-close cabinetry and drawers, pantry storage, and newer appliances including a dishwasher, electric range, and built-in microwave. Sliding doors lead to the rear deck, while a convenient half bath completes the main level. Upstairs, you'll find three bedrooms with carpeting and ample closet storage, along with a shared full bathroom featuring a tub/shower and updated finishes. A laundry closet with hookups is located in the hallway, and an attic access panel provides additional storage potential. Recent improvements include a new heat pump, new LVP and carpet flooring, updated bathroom, newer kitchen appliances, exterior lighting, and new receptacle covers and switches. Outside, enjoy a tree-lined yard with partial wood fencing and an expansive outdoor living area designed for entertaining and relaxing. The rear deck features a pergola, while a gazebo with a patio and grill provides additional space for gatherings. An above-ground pool, storage shed, and gravel driveway add to the functionality of the property. Located in Federalsburg, this home offers convenient access to MD Routes 313 and 318, connecting to surrounding Eastern Shore communities. Local recreation includes Federalsburg Marina & Recreation Park and the Marshyhope Hike and Bike Trail, while Tuckahoe State Park offers boating, fishing, hiking, biking, and equestrian trails nearby. Some Images have been Virtually Staged

3325 Sharon Ct, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

24671 Mattaponi Trl, Milford
$278,000
3 Beds ⋅ 2 Baths
Welcome to this quaint ranch home, perfect for first-time homebuyers looking for space, privacy, and the charm of country living. This 3-bedroom, 2-bath home sits on 2.5 acres, offering plenty of room to enjoy the outdoors and create your own peaceful retreat. Upgrades include a new well pump and heating and air conditioning compressor. The kitchen offers a large pantry closet, and the dining area includes a french door to the backyard. The home does require TLC and is being offered AS IS. Make this home your own!!

24671 Mattaponi Trl, Milford

Listing courtesy of LPT Realty, LLC. Contact:

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