Caroline County Public Schools Homes under $400,000

Caroline County Public Schools Homes under $400,000

Welcome to Caroline County, Virginia—a charming community that seamlessly blends rural beauty with modern conveniences. One of the standout features of this area is the highly regarded Caroline County Public Schools, which is committed to fostering a nurturing and academically enriching environment for students. With a focus on innovative teaching and personalized learning, this school district is dedicated to preparing students for success both in and out of the classroom. Parents can feel confident knowing that their children are receiving a quality education in a supportive atmosphere.

Caroline County is not just about great schools; it also offers an array of housing options that cater to a variety of lifestyles. For those seeking affordable living, you'll be pleased to discover a selection of homes priced under $400,000. These properties provide excellent value, making it easier for families, first-time homebuyers, and investors to find their perfect fit. Imagine settling into a cozy single-family home with spacious yards, or perhaps a charming townhouse in a friendly neighborhood—all while enjoying the serene landscapes that Caroline County has to offer.

The community is rich in history and natural beauty, with plenty of parks, recreational activities, and local amenities to explore. Whether you’re drawn to the exceptional school district or the affordable housing market, Caroline County is a delightful place to call home. Discover your dream home today and become part of this vibrant community where education and family living thrive!

Newest Caroline County Public Schools Homes under $400,000

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:

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:

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:

16184 Melville Ln, Bowling Green
$349,900
4 Beds ⋅ 3 Baths
Welcome to 16184 Melville Ln in Bowling Green! Set on a spacious 0.69-acre lot, this well-maintained brick ranch offers 4 bedrooms, 2.5 bathrooms, and 2,260 square feet of living space. Inside, you'll find a comfortable and functional layout with plenty of room to spread out. The kitchen flows into the dining area, while the living space is anchored by a wood-burning fireplace that adds warmth and character to the home. The primary bedroom features its own private bath with a walk-in shower. The partially finished basement provides additional flexible space with walkout access, giving the next owner plenty of options for a recreation room, home office, workshop, or additional storage. Outside, the large, level yard offers room to entertain, garden, play, or simply enjoy the extra space. A gazebo and oversized storage shed add even more functionality to the property. With its classic brick construction, generous living space, and established setting, 16184 Melville Ln offers the space and versatility to make it your own. Schedule your showing and come see everything this Bowling Green home has to offer.

16184 Melville Ln, Bowling Green

Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact:

311 N Academy St, Greensboro
$364,900
3 Beds ⋅ 2 Baths
Built in 2022, this 3-bedroom, 2-bath home offers modern, easy one-level living with thoughtful upgrades throughout. The open living space features granite countertops, Samsung stainless steel appliances, an electric fireplace, and no carpet throughout the home. The kitchen provides a large walk-in pantry, while the spacious primary suite includes a walk-in closet, wireless speaker in the bathroom, and plenty of room to unwind. Additional conveniences include a front-load washer and dryer with pedestals, Ecobee smart thermostat, wireless garage door opener, and an attached 2-car garage with added cabinetry. Outside, enjoy a paved driveway and fenced backyard offering space for pets, entertaining, or relaxing outdoors. With a newer 2022 build and a move-in-ready interior, this Greensboro home is ready for its next owner. Additional Pictures coming soon.

311 N Academy St, Greensboro

Listing courtesy of EXP Realty, LLC. Contact:

23491 Brunkhorst Rd E, Preston
$399,999
3 Beds ⋅ 3 Baths
***professional photos will be uploaded**** Welcome to 23491 Brunkhorst Road in Preston, Maryland! Situated on approximately 1.49 acres of countryside living, this 3-bedroom, 2.5-bath home offers comfortable living with plenty of additional space and versatility. Inside, you’ll find an open-concept kitchen and living area with an eat-in kitchen, updated countertops, stainless steel appliances, small kitchen island, and freshly painted kitchen and living room areas. Additional updates include a tankless hot water system, and a deck perfect for enjoying the outdoors with a cup of coffee, or outdoor gatherings! One of the standout features of this property is the impressive 40’ x 60’ pole building. In addition to abundant shop, workspace, hobby, and storage space, the building includes a county-permitted man cave/apartment area featuring a mini-split system for heating and cooling, a full bathroom with walk-in shower, kitchen area with sink, and additional finished space. This versatile area offers numerous possibilities for entertaining, hobbies, a home office, guest accommodations, or potential income-producing use, subject to applicable county zoning, permitting, licensing, and occupancy requirements. With approximately 1.49 acres country dirt-road living , a comfortable 3-bedroom home, and an exceptional 40’ x 60’ pole building with additional finished amenities, this property offers a unique combination of residential living and flexible usable space. Schedule your private showing and discover the possibilities at 23491 Brunkhorst Road today!

23491 Brunkhorst Rd E, Preston

Listing courtesy of Coldwell Banker Realty. Contact:

316 Land Or Dr, Ruther Glen
$359,999
4 Beds ⋅ 3 Baths

316 Land Or Dr, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

306 Sunrise Ave, Ridgely
$319,900
4 Beds ⋅ 2 Baths
Nestled on a charming corner lot, this delightful ranch-style home offers a perfect blend of comfort and community. Built in 1955, this residence boasts a spacious layout with 1,539 square feet of living space, featuring four inviting bedrooms and two full bathrooms. New $30,000 complete roof with 50 year transferable warranty, new The warm ambiance is enhanced by a mix of hardwood and carpet flooring, creating a cozy atmosphere throughout. The exterior, adorned with durable aluminum siding, complements the home's classic design while providing low-maintenance living. The generous lot size of 0.37 acres allows for ample outdoor space, perfect for gardening, play, or simply enjoying the fresh air. Located in a vibrant neighborhood, this home is surrounded by a welcoming community that values connection and engagement. The nearby schools are known for their commitment to education, providing a nurturing environment for students to thrive. Convenience is key in this location, with off-street and on-street parking available, making it easy for guests to visit. The neighborhood is well-served by public services, ensuring that residents have access to essential amenities and resources. This property is not just a house; it's a place where memories are made. The inviting layout and community-oriented surroundings create an ideal setting for gatherings, celebrations, and everyday moments. Whether you're enjoying a quiet evening at home or exploring the local parks, this residence offers a sense of belonging and comfort. With its charming features and prime location, this home is ready to welcome you into a lifestyle filled with warmth and community spirit. Experience the joy of living in a neighborhood that feels like home, where every day brings new opportunities to connect and create lasting memories.

306 Sunrise Ave, Ridgely

Listing courtesy of Samson Properties. Contact:

15531 School Rd, Bowling Green
$345,000
4 Beds ⋅ 3 Baths
Charming brick rambler on a beautiful one-acre lot just outside the Town of Bowling Green, lovingly enjoyed and cared for by the same owners for nearly 30 years. This well-maintained home offers the comfort and convenience of one-level living with the added versatility of a full walk-out basement. Inside, you’ll a traditional but welcoming layout, gleaming wood floors and a family room with a cozy fireplace—originally wood-burning but presently with gas logs. The kitchen features nice light and (here's some history for you) a huge center island, built by students at Caroline High School years ago. Between the living room, dining room, kitchen and family room, there's lots of room to spread out and enjoy on the main floor. In addition, there's "The Walkout Basement". This is huge area with pretty high ceilings. While there is a finished full bedroom with it's own bathroom, the remainder of the basement is unfinished. There's an area that's used for storage, another area used as more like a work shop complete with work bench and then another area that centers around another cozy fireplace. The possibilities are endless for this spacious area! And it conveniently walks out to a small covered patio. This area is ideal to spread out for entertaining, guest and family visits or even possibly an ideal home for multigenerational living. This is also a lovely place to enjoy the outdoors from the covered front porch or the spacious Trex-style rear deck, both featuring maintenance-friendly PVC railings. The backyard backs to trees and includes a magnificent mature fig tree . There’s plenty of room for gardening, relaxing, or simply enjoying the natural setting. The surrounding neighborhoods also offer easy opportunities for walking and meeting people. A large detached garage provides excellent space for vehicles, hobbies, projects, and additional storage. A whole-house generator provides added peace of mind, and the newer HVAC system is another valuable improvement. With no HOA, a spacious one-acre lot, a detached garage, walk-out basement, lovely outdoor space, and the character of a home that has been lovingly cared for for nearly three decades, this Bowling Green-area property offers a wonderful combination of comfort, flexibility, and country-town convenience. And Town is right around the corner with all the charm and friendliness of a small town. Pay a visit and prepare to fall in love.

15531 School Rd, Bowling Green

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact:

Start Your Search