Caroline County Public Schools Homes under $500,000

Caroline County Public Schools Homes under $500,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Caroline County Public Schools and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Newest Caroline County Public Schools Homes under $500,000

20040 Paradise, Ruther Glen
$350,000
3 Beds ⋅ 2 Baths
Discover the charm of this beautifully maintained ranch-style home, perfectly designed for modern living. With 1,288 square feet of thoughtfully laid-out space, this residence features three spacious bedrooms and two full bathrooms, ensuring comfort and convenience for all. Step inside to find an inviting eat-in kitchen, equipped with essential appliances including a gas oven/range, refrigerator, and dishwasher, making meal prep a delight. The kitchen flows seamlessly into the living areas, where natural light dances across the laminated flooring, creating a warm and welcoming atmosphere. The entry-level bedroom offers flexibility for guests or a home office, while the walk-in closet provides ample storage. Enjoy the luxury of a main-floor laundry area, complete with a stacked washer and dryer, making chores a breeze. The bathrooms feature a tub shower combination, perfect for unwinding after a long day. Ceiling fans throughout enhance comfort, ensuring a pleasant environment year-round. Outside, the property boasts a generous 1.01-acre lot, providing plenty of space for outdoor activities or future landscaping dreams. The detached garage offers additional storage and covered parking, adding to the home's practicality. This residence is not just a house; it's a place to create lasting memories. Experience the perfect blend of comfort, functionality, and potential in this delightful home. Don't miss your chance to make it yours!

20040 Paradise, Ruther Glen

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

1111 Canvasback Ln, Denton
$390,000
4 Beds ⋅ 3 Baths
Discover this stunning contemporary four bedroom, 2.5 bath home located in a fantastic amenity rich and beautifully maintained community . As you step inside, you'll be greeted by a fresh, modern design as well as new neutral paint and flooring. The heart of the home is the open and inviting kitchen, complete with an island that opens up to a generous sized breakfast bar also featuring a large pantry, making meal prep and entertaining a delight. A sunny and bright breakfast room with a counter bar can double as a pass through or buffet service, perfect for entertaining guests. Fresh paint creates a neutral, welcoming atmosphere, while new luxury vinyl plank flooring and new plush carpeting give you both style and comfort. The spacious primary suite is a true retreat, featuring a very large layout, a walk-in closet, and a luxurious bath complete with a double vanity, walk -in shower, separate water closet, and relaxing corner soaking style tub. In addition to the primary suite, there are three generously sized bedrooms and full bath, ensuring ample space for family and guests. Enjoy cozy breakfasts in the well lit breakfast room or entertain in the formal dining room with bump out. A comfortable living room and a family room provide additional areas for relaxation and togetherness. Storage won't be an issue with a spacious pantry, a two car garage, and great green space in the rear for all of your outdoor needs. The exterior features mature landscaping and a rear patio creating a serene environment. With 2,388 +/- square feet of living space, you'll also appreciate the new roof, new HVAC, and new garage door, adding peace of mind and convenience to your life. Don't miss out on this amazing opportunity to call this beautiful home yours ! Schedule a showing today and enjoy all of the fantastic amenities that come with living in this vibrant community.

1111 Canvasback Ln, Denton

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

115 Mill, Greensboro
$189,900
3 Beds ⋅ 2 Baths
***This property is eligible under the Freddie Mac First Look Initiative through 11/25/2026.*** This home on more than a half acre, backing to woods, is located on a peaceful , newly paved road in the town of Greensboro, just a minute to walk to Curtis Harvey Memorial Park on the Choptank River, with picnic tables and fishing, and to the Choptank River Park and Boat Ramp, where there is plenty of shoreline and a floating fishing pier. The interior will require all new drywall, and flooring, and plumbing repairs. The windows have just been replaced. When finished being renovated by its new owners, it will be a lovely, welcoming home.

115 Mill, Greensboro

Listing courtesy of Village Real Estate Company LLC. Contact:

26085 Sparta Rd, Milford
$424,900
3 Beds ⋅ 2 Baths
10.10-ACRE FARMETTE WITH FENCED PASTURES, STABLES, AND ENDLESS POSSIBILITIES IN CAROLINE COUNTY! No HOA! Welcome to 26085 Sparta Road in Milford, VA, where peaceful country living meets the freedom to create your own homestead, hobby farm, or private rural retreat! Situated on 10.10 acres of mostly open, usable land, this charming 3-bedroom, 2-bath brick ranch offers the perfect combination of comfortable single-level living and versatile outdoor space. Whether you dream of raising animals, gardening, growing crops, or simply enjoying wide-open spaces, this property offers an incredible opportunity! Already equipped for a variety of agricultural and recreational uses, the property features multiple fenced areas, a horse barn with two stalls and dedicated tack storage area, and chicken coop. The open acreage provides flexibility for livestock, pasture, gardens, or future projects. Inside, you'll appreciate the home's inviting layout and recent cosmetic improvements, including fresh interior paint and updated flooring. With approximately 1,120 square feet of single-level living space, three bedrooms, and two full bathrooms, this ranch-style home offers practical comfort and easy everyday living. Step outside onto the front porch and take in breathtaking country sunsets, peaceful surroundings, and the beauty of your own acreage. Enjoy the privacy and freedom of rural living while remaining within reach of Bowling Green, Fredericksburg, and surrounding communities. Bring your vision, embrace the country lifestyle, and schedule your private showing today!

26085 Sparta Rd, Milford

Listing courtesy of Q Real Estate, LLC. Contact:

27165 Oaklawn Cir, Ruther Glen
$170,000
2 Beds ⋅ 2 Baths
INVESTORS-Opportunity knocks with this 2 bedroom 2 full bath Split Entry Colonial waiting for you to update and revitalize-located in Caroline Pines Neighborhood. The eat-in kitchen is open to living room. The primary bedroom is well proportioned-the remaining rooms in the base area are also good sized-bathrooms feature tub/shower combinations-the pull-detached shed is there for extra storage. SOLD AS-IS, with no repairs by Seller. This property may qualify for Seller Financing (Vendee). If Property was built prior to 1978, Lead Based Paint Potentially Exists.

27165 Oaklawn Cir, Ruther Glen

Listing courtesy of Warrior Realty of Virginia LLC. Contact:

109 Fisher Ave, Federalsburg
$269,900
3 Beds ⋅ 1 Baths
Welcome to this charming 3BR/1BA home on a quiet dead end street. Recent upgrades with fresh paint throughout and remodeled bathroom with beautiful hardwood floors.

109 Fisher Ave, Federalsburg

Listing courtesy of Hawkins Real Estate Services. Contact:

320 Powder Horn Dr, Ruther Glen
$359,900
3 Beds ⋅ 2 Baths
Welcome to Lake Caroline! This updated split-foyer home offers 3 bedrooms, 2 bathrooms, and flexible living space with two separate living areas, one on each level, plus a dedicated office space downstairs. Enjoy peace of mind with new flooring, fresh paint, new windows, new exterior doors, and updated light fixtures. The kitchen features LG appliances that convey, including a smart refrigerator and smart stove/oven. Stackable washer and dryer also convey for added convenience. The fully fenced rear yard features a doggy door, making it easy for your four-legged family members to enjoy the outdoors. Located in the gated, Lake Caroline community with 24-hour security, this home is within walking distance of Little Beach, featuring a boat ramp and playground. The community also provides additional amenities such as multiple playgrounds, beach access, community pool and kiddie pool, tennis and pickle ball courts, and more! Conveniently situated near I-95, Fredericksburg, and Richmond, this home offers a great combination of community amenities, convenient access, and comfortable living!

320 Powder Horn Dr, Ruther Glen

Listing courtesy of Ladysmith Realty, Inc.. Contact:

20525 Point Eastern Dr, Ruther Glen
$425,000
3 Beds ⋅ 2 Baths
Thoughtfully renovated while preserving its original charm, this home features extensive improvements, including updated electrical, new flooring, a beautifully remodeled kitchen, and renovated bathrooms! Inside, you'll find inviting living spaces accented by classic beadboard, charming interior doors, and carefully selected finishes that pay homage to the home's history. The spacious kitchen features beautiful two-tone cabinetry, quartz countertops, stainless steel appliances, a farmhouse sink, and elegant brass accents. The adjoining living and dining areas provide a comfortable, open layout, while an enclosed porch offers the perfect place to relax and take in the surrounding countryside. But what truly sets this property apart is everything waiting beyond the front door! Spread across five beautiful acres, the property features an impressive collection of outbuildings offering an abundance of space and endless possibilities. The oversized two-car garage is a standout feature, complete with electricity and permanent stairs leading to a spacious unfinished upper level. Whether you've been dreaming of an expansive workshop, woodworking studio, home-based business space, hobby room, or simply need room for all your tools, toys, and equipment, this building offers incredible flexibility. The unfinished upper level provides even more space to bring your vision to life! And then there's a truly special piece of history: an original schoolhouse, complete with a vintage piano! Bursting with character and nostalgia, this unique building is just waiting for someone with imagination to appreciate its history and envision its future. From a creative studio or charming retreat to a potential guest space or short-term rental, the possibilities for restoration and repurposing are as exciting as they are plentiful. Additional outbuildings provide even more opportunities for storage, workshops, gardening, or whatever hobbies and projects your heart desires. With multiple structures already in place, there's room to dream big, create, and truly make this property your own. Outside, mature trees, open green space, and peaceful countryside views create a beautiful setting. A koi pond, home to mature koi, adds another unique and tranquil element to the landscape. Imagine enjoying your morning coffee overlooking the property, spending afternoons tending to your gardens, or simply appreciating the peace and quiet of country living. Despite its peaceful rural setting, the property is conveniently located approximately 40 minutes from Fredericksburg and 30 minutes from Richmond, offering a wonderful balance of privacy and accessibility. Properties offering this much character, usable space, and potential don't come along every day and 20525 Point Eastern Drive is ready for its next chapter. The home has been beautifully brought into the present, while the rest of the property invites you to imagine what comes next. Come explore the possibilities!

20525 Point Eastern Dr, Ruther Glen

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

14317 Mcbryant Rd, Ruther Glen
$425,000
3 Beds ⋅ 2 Baths
10 ACRES!!!! COMING SOON - PHOTOS COMING SOON!! GREAT OPPORTUNITY! AS IS SALE

14317 Mcbryant Rd, Ruther Glen

Listing courtesy of Samson Properties. Contact:

22718 Deep Branch Dr, Denton
$345,000
2 Beds ⋅ 3 Baths
Nestled on a serene 1.51-acre lot, this exquisite Cape Cod-style residence offers a harmonious blend of comfort and luxury, perfect for those seeking an exclusive lifestyle. Built in 1984, this charming home has been thoughtfully designed to provide a warm and inviting atmosphere, enhanced by modern conveniences and high-end features. As you step inside, you are greeted by an open and airy layout that seamlessly connects the living spaces. The heart of the home boasts a well-appointed kitchen. The main living areas are adorned with elegant laminate plank flooring, creating a cohesive and stylish aesthetic throughout. With two generously sized bedrooms and two and a half bathrooms, this home provides ample space for relaxation and privacy. Step outside onto the expansive deck, where you can unwind and soak in the tranquility of your private surroundings. The property backs to lush trees, offering a serene backdrop that enhances the sense of seclusion and peace. Whether hosting gatherings or enjoying quiet evenings under the stars, this outdoor space is perfect for creating lasting memories. Parking is a breeze with a detached garage and a stone driveway, ensuring that you and your guests always have ample space. Experience the perfect blend of luxury and comfort in a setting that feels like a retreat from the everyday hustle. Recent updates include a Tankless water heater, HVAC and new well (2021). Embrace the opportunity to make this stunning home your own and enjoy the exclusive lifestyle it offers. Property is sold "as is".

22718 Deep Branch Dr, Denton

Listing courtesy of Brenton Realty Group. Contact:

14044 Kennedy St, Woodford
$324,000
3 Beds ⋅ 2 Baths
Welcome to 14044 Kennedy Street in Woodford, VA! Enjoy the convenience of one-level living with a SPLIT BEDROOM DESIGN in this charming 3-bedroom, 2-full-bath home featuring recently updated flooring and fresh interior paint. With over an acre of land that is all level there is plenty of room for the kids to play. A wheelchair RAMP provides easy access to the WELCOMING FRONT PORCH, while a beautiful mature magnolia tree adds character and curb appeal to the front yard. A standout feature of this property is the SPACIOUS DETACHED WORKSHOP, formerly a two-car carport that has been fully enclosed and is ready for electricity to be added. This versatile building offers endless possibilities for a workshop, HOBBY SHOP, MAN CAVE, or additional storage, or can be transformed back to carport parking. A separate storage shed provides even more space for your outdoor essentials. Conveniently situated near Routes 1 and 2 with access to I-95, this location is ideal for commuters traveling to Fredericksburg, Richmond, or Northern Virginia plus the VRE (Virginia Railway Express) and Commuter parking lots are only 7 miles away. With recent interior updates, COMFORTABLE SINGLE LEVEL LIVING, and exceptional space for hobbies and storage, this property has plenty to offer. Come see the possibilities for yourself!

14044 Kennedy St, Woodford

Listing courtesy of Your Home Sold Guaranteed Realty - At Your Service. Contact:

8691 Mitchell Rd, Denton
$469,000
3 Beds ⋅ 2 Baths
Nestled in a partially wooded and private setting, this delightful Cape Cod-style home offers a perfect blend of comfort and community. With 1,704 square feet of living space, this residence features three bedrooms and two full bathrooms, with the primary suite located on the first floor. Set on a generous 3.38-acre lot and included in the sale is an adjoining 1.079 parcel. Come enjoy the outdoors with ample outdoor space for gardening, play, or simply enjoying the serene surroundings. The side-entry garage and driveway provide convenient parking for you and your guests, ensuring easy access. The Denton community is known for its welcoming atmosphere and vibrant local culture. Residents enjoy nearby parks, perfect for leisurely strolls or weekend picnics, and a variety of recreational activities. With its rich history and friendly neighbors, the Denton area fosters a strong sense of belonging. Local shops and eateries are just a short drive away, offering a taste of the community's unique charm. Schools and public services are readily accessible, ensuring that all your needs are met with ease. This home is not just a place to live; it's a gateway to a lifestyle filled with warmth, connection, and the joys of community living. Experience the comfort and convenience of this lovely property, where every day feels like a retreat.

8691 Mitchell Rd, Denton

Listing courtesy of Wright Real Estate. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!