Caroline County Homes under $400,000

Caroline County Homes under $400,000

Welcome to Caroline County, a hidden gem nestled in the heart of Virginia, where picturesque landscapes meet small-town charm. With its rich history, vibrant communities, and stunning natural beauty, Caroline County offers an inviting atmosphere for families, retirees, and everyone in between. Here, you can enjoy a slower pace of life while still being conveniently located near major cities like Richmond and Fredericksburg.

One of the most appealing aspects of living in Caroline County is the affordability of housing. If you’re searching for your dream home under $400,000, you’ll find a delightful array of options to suit your needs. From cozy single-family homes to spacious townhouses, the real estate market here is diverse and accommodating. Picture yourself in a charming colonial-style home with a wraparound porch, or perhaps a modern abode with open-concept living spaces – the possibilities are endless!

Families will appreciate the excellent school systems and community resources, while outdoor enthusiasts can revel in the abundant parks, lakes, and recreational activities available. Caroline County is perfect for those who enjoy hiking, fishing, and exploring nature trails.

Whether you're looking to settle down, invest, or find a weekend retreat, Caroline County’s homes under $400,000 provide an incredible opportunity to experience a fulfilling lifestyle without breaking the bank. Embrace the warmth and community spirit of this enchanting county, and discover why so many are proud to call Caroline County home. Your ideal property awaits!

Newest Caroline County Homes under $400,000

18207 Timothy Dr, Ruther Glen
$319,000
2 Beds ⋅ 1 Baths
Nestled on a generous 1.16-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern convenience. This home has been totally renovated from top to bottom. The following is a list of updates: New HVAC with 10 year warrany, windows, doors, vinyl siding, insulation in floor joist, well pump, water pressure tank, bathtub/shower, bathroom cabinet, paint, flooring, deck kitchen cabinets, sink, stainless steel appliances, electrical receptacles/switches and ceiling lights.This residence is poised to become a delightful sanctuary for its future owners. Step inside to discover a warm and inviting interior featuring two spacious bedrooms and a well-appointed full bathroom with a tub shower. The entry-level bedroom provides easy access and flexibility for various living arrangements. Natural light pours in through double-hung, insulated windows, creating a bright and airy atmosphere throughout the home. Cozy carpet underfoot adds a touch of warmth. The heart of the home is the kitchen, equipped with energy-efficient stainless steel appliances, including a built-in microwave, electric cooktop, and a refrigerator with an icemaker. The layout is designed for both functionality and style, making meal preparation a joy. The main floor laundry area, featuring front-loading washer and dryer units, adds to the convenience of daily living. Outside, the property boasts a well-maintained gutter system, ensuring that the home remains protected from the elements. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply enjoying the tranquility of nature. Located in a vibrant community, this home is surrounded by a wealth of neighborhood benefits. Residents can take advantage of nearby parks, perfect for leisurely strolls or picnics, and local schools that provide quality education. Public services are readily accessible, enhancing the overall convenience of daily life. This property is not just a house; it's a place to create lasting memories. With its thoughtful design, modern amenities, and a welcoming community, it invites you to experience the joys of homeownership. Embrace the opportunity to make this charming residence your own and enjoy all the comforts it has to offer. Within walking distance to Food Lion, Dollar General, restaurants, drug store and auto parts store. Internet available

18207 Timothy Dr, Ruther Glen

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

402 Maryland Ave, Ridgely
$310,000
2 Beds ⋅ 1 Baths
Welcome to 402 Maryland Avenue, a renovated two-bedroom, one-bath rancher on a generous one-third-acre corner lot in Ridgely. With approximately 1,351 square feet of living space, the home offers comfortable one-level living and inviting spaces to relax. The bright white kitchen features white quartz countertops, new cabinetry, stainless steel appliances, and a pantry with plenty of shelving. The spacious living room has a working fireplace, ready to bring a cozy feel to winter evenings, while a second fireplace adds character to the dining room. Large windows fill the sunroom with natural light, making it a welcoming spot for morning coffee, reading, or unwinding throughout the year. The main bedroom measures approximately 19' x 10' and has two closets. An updated bathroom and a utility room with extensive cabinetry and a new combination washer and dryer add everyday convenience. Recent improvements include new vinyl siding, an architectural shingle roof, new doors, approximately 160 feet of PVC sewer piping replacing Orangeburg piping, an overhaul of the heat pump, and a new Amish-built shed on a foundation. A paved driveway and carport near the back door complete the exterior features. There may be potential to explore adding another bedroom and/or bathroom, subject to buyer due diligence, feasibility, permits, and required approvals. Located near Ridgely’s everyday conveniences, including the post office, hardware store, gas station, and local businesses, the home is also close to Martin Sutton Park and its walking trail. Railroad Memorial Park, Tuckahoe State Park, and Adkins Arboretum offer additional opportunities to enjoy the outdoors nearby.

402 Maryland Ave, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

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:

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:

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