Caroline County Homes under $500,000

Caroline County Homes under $500,000

Welcome to Caroline County, a hidden gem nestled in the heart of Virginia! Known for its rich history, vibrant community, and stunning natural landscapes, Caroline County is the perfect place for those seeking a serene lifestyle without sacrificing modern conveniences. Here, you can enjoy the charm of small-town living while being just a stone's throw away from the bustling cities of Richmond and Fredericksburg.

One of the most appealing aspects of Caroline County is the affordability of housing. With numerous homes available for under $500,000, this area offers an incredible opportunity for first-time buyers, families, and anyone looking to invest in a peaceful retreat. From cozy single-family homes to spacious properties with expansive yards, you’ll find a diverse array of options that cater to various tastes and lifestyles.

Imagine waking up to the gentle sounds of nature, with picturesque views right outside your window. Caroline County boasts beautiful parks, scenic trails, and recreational areas, perfect for outdoor enthusiasts and families alike. The community is known for its friendly atmosphere and strong sense of togetherness, making it easy to forge lasting connections with neighbors.

In addition to its natural beauty, Caroline County is rich in cultural heritage, with historic sites and local festivals that celebrate its unique identity. With a growing economy and excellent schools, it’s no wonder that families are choosing to call this charming county home. Discover the possibilities that await you in Caroline County, where your dream home under $500,000 is just waiting to be found!

Newest Caroline County Homes under $500,000

13110 Courtland Ln E Unit 00000, Ruther Glen
$375,000
5 Beds ⋅ 3 Baths
INVESTOR SPECIAL — WILL NOT QUALIFY FOR NORMAL FINANCING! Bring your vision to this property (OVER 4,000SQ. FT.) and situated on over 5 acres, offering recent improvements and an unfinished two-level addition with room to expand. Updates to the double-wide include a new roof, siding, and gutters. A new survey is also available. The main finished home’s heat pump is approximately 7 years old, and a new Mitsubishi unit serves the smaller double-wide addition. Built approximately 9 years ago, the unfinished addition features a brick fireplace on each level and sliding exterior doors on both levels. HVAC ductwork and much of the electrical wiring have already been run, and a heat pump/furnace has been installed but has never been operated. This space offers an opportunity for the next owner to complete the project to suit their needs, subject to county requirements and approvals. The county has the addition’s plans on file and has indicated that completing it to include an additional bedroom would require upgrading or replacing the septic system with a larger system. The current septic system serves a 3-bedroom, 2-bathroom home. The siding contractor lost the double-wide’s HUD certification label during siding replacement. With acreage, recent exterior improvements, and expansion potential, this property is ready for an investor with a plan. Buyers should verify permits, completion requirements, septic capacity, and HUD documentation.

13110 Courtland Ln E Unit 00000, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

21269 Dover Bridge Rd Unit LOT 15, Preston
$60,000
3 Beds ⋅ 2 Baths
Nestled in Dover Bridge Mobile Home Park—formerly Prettyman Manor.This large double-wide manufactured home offers plenty of space and potential. While it could use a bit of attention, it’s a wonderful opportunity to make this home your own in a quiet, welcoming setting. Conveniently located between Easton and Preston.

21269 Dover Bridge Rd Unit LOT 15, Preston

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

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:

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