Caroline County, VA Real Estate Search

Caroline County, VA Recently Sold Homes

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Newest Caroline County, VA Recently Sold Homes for Sale

$495,000
4 Beds 3 Baths
Active Under Contract. Still accepting showings and backup offers! Welcome to 19370 Alps Drive, a 1930 farmhouse filled with character and charm, perfectly situated on 10 acres of fully cleared land in Caroline County. This property is a dream come true for horse lovers, livestock owners, and hobby farmers alike. With 4 bedrooms (3-bedroom septic, 1 NTC), 2.5 baths, and hardwood floors throughout, the home blends historic appeal with modern updates. The spacious kitchen features new flooring, granite countertops, updated appliances, and a beautiful center island, while a mudroom with laundry and half bath conveniently offers its own private entrance. Upstairs, you’ll find three comfortable bedrooms and a full bath. Outside is where this property truly shines. Approximately two acres are already fenced for animals, and the chicken coop with electric makes it easy to start or expand your flock. A large garage/barn with electric provides space for equipment, tractors, multiple cars or 4-wheelers, while the wide-open pasture is ideal for horses to graze or for planting crops and gardens. Two covered porches overlook breathtaking sunsets and provide the perfect place to unwind after a day on the farm. Nestled in the charming town of Milford, this location offers convenient access to both Richmond and Fredericksburg, with easy connectivity to I-95 and Route 301. Whether you’re seeking a horse property, space for livestock, or a place to embrace country living, this farmhouse offers endless possibilities and all the charm of rural Virginia life

19370 Alps Drive, Milford

Listing courtesy of King George Realty. Contact:

Selling Office: .

$215,990
3 Beds 3 Baths
Final townhome opportunity at Riverwalk Terrace! MODEL HOME NOW AVAILABLE! Come explore this enchanting model home, ready for its new owners, located at 100 Riverwalk Terrace in the Riverwalk Terrace community of Federalsburg, MD! This two-story Jefferson is an open-concept end-of-unit townhome with three bedrooms, two and a half bathrooms, custom paint, and on-street parking. The first floor is spacious with a large, thoughtfully designed kitchen with stylish crisp white cabinets, granite countertops, stainless steel appliances, a storage closet and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal space to entertain. The first floor also offers a powder room. The second floor has three large bedrooms, each with plenty of closet space, a hall bathroom, a linen closet, and a laundry closet with an included washer and dryer. The owner’s suite offers privacy away from the other bedrooms and features its own full bathroom and walk-in closet. The included model home window treatments, whole yard irrigation system, and the exclusive Smart Home® package will give you complete peace of mind. This is not a lease back. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

100 Riverwalk Terrace, Federalsburg

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

Selling Office: .

$450,000
3 Beds 2 Baths
Welcome to your dream home, where comfort meets charm! This delightful residence boasts a spacious layout featuring three inviting bedrooms and two bathrooms, including a luxurious primary en suite that ensures a private retreat and a guest bathroom for your visitors. As you step inside, you'll be greeted by stunning real wood flooring that flows beautifully throughout most of the home. The kitchen is a chef's paradise, featuring a cozy breakfast bar and a welcoming dining area. The living room and family room are perfect for entertaining, complete with a warm fireplace to create a cozy atmosphere on chilly evenings. Step outside to discover a meticulously landscaped yard, complete with a back deck that’s ideal for summer BBQs and a fenced-in backyard for privacy and play! For those in need of extra storage or workspace, you’ll love the impressive 480 sq ft pole barn/garage that can accommodate your vehicles or seasonal gear. But wait, there’s more! This property also features an expansive shop/garage that spans 2400 sq ft, equipped with three oversized garage doors, making it the perfect haven for more than six vehicles, large equipment, or even RVs! Need a workshop or additional storage space? There’s plenty of room, plus a loft for even more possibilities! Situated in the charming town of Milford, you'll enjoy convenient access to both Richmond and Fredericksburg, with easy connections to I-95 and 301. This property truly has it all – it’s a must-see!

16112 Healy Street, Milford

Listing courtesy of Pitts and Manns Realty, Inc.. Contact:

Selling Office: .

$405,000
4 Beds 2 Baths
New price on this move-in ready 204 build! Welcome to 135 New Providence Drive in Ruther Glen, VA. This beautifully maintained home offers the perfect blend of comfort, functionality, and convenience. Nestled in a quiet neighborhood just minutes from I-95, this property makes commuting to Fredericksburg or Richmond a breeze while still providing the peace of rural living. Step inside to find a bright and inviting layout with spacious living areas, perfect for gatherings or quiet nights at home. The kitchen features stainless steel appliances, tons of counter and cabinet space, flowing seamlessly into the dining area and family room. On this level,you will find the generously sized primary with en-suite as well as 2 secondary that share a hall bathroom. The lower level has an additional bedroom and a flex room that would be perfect for crafting or home office space. The lower level has the laundry/utility room as well as access to the 2 car garage with a spacious storage area. Outside, enjoy a large backyard ideal for entertaining, gardening, or simply soaking in the outdoors. Whether it’s a weekend barbecue, a morning coffee on the new TREX deck, or playtime in the yard you can have it all. Don't miss Lake Caroline’s offerings: a gated entrance, clubhouse, community pool, tennis courts, playgrounds, beach access, boat ramp, picnic areas, and scenic lake privileges.

135 New Providence Drive, Ruther Glen

Listing courtesy of Weichert, REALTORS. Contact:

Selling Office: .

$330,000
4 Beds 4 Baths
Nestled in the charming Pendleton community, this beautifully maintained townhouse offers a perfect blend of comfort and modern living. Built in 2018, the home features a classic Colonial design with inviting vinyl siding that enhances its low maintenance curb appeal. The well-appointed kitchen boasts an island, ample table space, and a pantry, making meal prep a delight. Enjoy the convenience of modern appliances, including a built-in microwave, dishwasher, and electric oven/range, all designed to meet your culinary needs. Retreat to the primary suite, complete with a luxurious soaking tub and a walk-in shower, providing a serene escape after a long day. Each of the three bedrooms offers generous closet space, ensuring everyone has their own sanctuary. The fully finished basement adds versatility, perfect for a home office, playroom, home gym or additional living space. Outside, the community amenities are a true highlight. Play a free round of golf during the day, Monday through Friday. Enjoy sunny days at the outdoor pool, take leisurely strolls along the jogging paths, socialize at the huge dog park or pickle ball courts, or gather with friends at the clubhouse. With off-street parking for two vehicles and a concrete driveway, convenience is at your fingertips. This home is not just a place to live; it’s a lifestyle waiting to be embraced. Experience the warmth and comfort of this inviting residence in Pendleton.

7262 Statesman Boulevard, Ruther Glen

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

Selling Office: .

$300,000
3 Beds 2 Baths
INCREDIBLE VALUE! Looking for a well maintained and move-in ready home with no HOA?! Look no further - this home is just awaiting your personal touch, and you can move in with peace of mind with the one-year home warranty the sellers are offering to the new buyer! Situated on a corner lot, 202 Maryland Avenue comes with a large back yard - perfect for entertaining, gardening, or turning into your own private oasis, and two sheds perfect for additional storage space! Inside you'll find a well-kept, cozy 3-bedroom, 2-bathroom interior with a functional layout and plenty of space to fit your needs! This charming home has also had some great updates - the roof was replaced in 2023, and energy efficient solar panels were added to help reduce electricity bills; the heat pump was replaced in 2021; new carpet, LVP flooring, and fresh paint have been added as well! This property location is minutes from route 404 providing access to Delaware beaches and route 50 to the Chesapeake Bay Bridge for easy commuting! Tuckahoe State Park is minutes where you can enjoy fishing, hiking, kayaking, and other outdoor activities. Also located nearby is the Martin Sutton Memorial Park where you can play tennis, basketball, baseball, skate, or enjoy the paved trail walking your dog. Schedule your in-person tour today! Property is subject to seller home choice and sellers are ready to move quickly!

202 Maryland Avenue, Ridgely

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: .

$279,990
3 Beds 2 Baths
Discover 121 Parkland Road, a new home in Kinnamon Meadows in Greensboro, MD. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless steel appliances, stylish gray cabinetry, and granite countertops perfect for casual meals or entertainment. Across from the kitchen, a tucked-away hallway leads to the pantry, a convenient coat closet, and the laundry room, keeping everyday essentials neatly organized. The kitchen flows seamlessly into the dining area and great room, creating a bright, welcoming space ideal for gatherings or relaxing evenings. Set quietly at the back of the home, the large main bedroom serves as a peaceful retreat with a private bath, single vanity, walk-in shower, and an impressive walk-in closet. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

121 Parkland Road, Greensboro

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

Selling Office: .

$320,000
3 Beds 2 Baths
This inviting equestrian property offers the perfect balance of country peace and quiet and modern convenience. The home features a spacious and functional floor plan with warm living areas, and central AC. There are three Spacious bedrooms, two bedrooms have walk-in closets and the Oversized master bedroom Has its own large bathroom And a further full bath between the other two bedrooms. A well-appointed kitchen, appliances convey, and direct access to a 30’ x 20’ deck that extends the expansive living room with wood burning stove welcoming you to the beautiful outdoors. From here, you can relax or entertain while overlooking the beautifully landscaped yard with perfectly manicured rose Bushes, Decorative grasses and trees for shade and privacy. Wooded to the back and the sides of the property. For equestrian enthusiasts, the property includes two fenced paddocks, A field shelter, Haybarn, and two further sheds for workshops, tack or Storage. There is a separate fenced in garden area that provides the opportunity to grow fruits, vegetables, or flowers with well established grape vines That provide sweet grapes in the Summer and Fall. The setting combines open space for outdoor hobbies to include electric and water access for an RV for unexpected visitors or vacation rental income. This home is loved, well-maintained, and beautifully decorated. You can see that the owner takes pride in her home. Located just minutes from Harrington, Dover, DE, close to the Delaware beaches, and less than an hour from Annapolis, this property delivers rural tranquility without sacrificing accessibility. This property has its HUD certification, it has a concrete fixed foundation, a new roof and shingle, recently flushed well and brand new cap. Whether you’re looking for a place to keep your horses, start a hobby farm, or simply enjoy the quiet beauty of the countryside, this Marydel retreat offers a lifestyle that is both versatile and inviting.

17635 Cool Spring Road, Marydel

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: .

$738,000
3 Beds 3 Baths
Your 37-plus acre slice of equestrian heaven with a like-new residence (just three years- old!) has arrived on the market. Introducing 13264 Stonewall Jackson Road in Caroline County! The principal residence here was constructed in 2022 and includes three bedrooms, 2.5 baths and nearly 1,800 square feet of living space. It sits on a 37.5-acre lot with outbuildings and serene landscapes aplenty. Let’s zoom in on this breathtaking acreage, shall we? Among its highlights are Meadow Creek softly trickling through it and extensive hardwoods. The current owners put up two new outbuildings, one with a no-climb fence paddock spanning approximately two acres. A barn is currently used for staging and equipment storage, with a portion partitioned to be a run-in for a second pasture (approximately three acres). In addition to the principal residence (more on that newer home in a second!), there is an existing farmhouse in as-is condition with hardwood floors and electricity on site – it could be an excellent site for a new barn or a future, secondary residence! Otherwise, the broader land includes tons of level plains as well as wooded nooks for possible trails – it is a true country and equestrian oasis! Heading to the Mitchell Homes residence that anchors the property, it includes two above ground levels and garage parking. The home pops amid the landscape with stately white paneling, black shutters and a French blue front door. It backs up to the second pasture, with a two-line electric fence. Heading inside the residence, 9-foot ceilings and open spaces abound. Main level features include the carpeted dining and living rooms, a half bath and the contemporary kitchen. The kitchen includes LVP flooring, natural wood cabinets, stainless steel appliances, a dual sink, sizeable island and double doors to the back yard. Upstairs are three carpeted bedrooms as well as two full baths. The primary suite is sizeable with a deep closet, attic access and ensuite bath complete with dark cabinetry, a double sink set-up, a tile-surround shower and laminate floors. The additional full bath upstairs includes a tub/shower combo and cabinetry that matches the kitchen’s vibe. Worth noting, the bedroom over the garage is massive! For bonus storage, the home has a sizeable crawl space. With this residence, you have access to so much within the broader region. I-95 access (Thornburg exit) is within 10 minutes as are a number of grocery, shopping and dining selections. The Spotsylvania VRE station is within 15 minutes north and Downtown Fredericksburg is within 20 minutes. South of town, Bowling Green and Fort A.P Hill are within 15 minutes, too. Now is the time to act on the tranquil yet convenient paradise that is Stonewall Jackson Road!

13258 Stonewall Jackson Road, Woodford

Listing courtesy of Porch & Stable Realty, LLC. Contact:

Selling Office: .

$940,000
4 Beds 4 Baths
Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural light and showcasing stunning views of the surrounding landscape. Perfect for both relaxation and entertaining, the open-concept main living area flows seamlessly into the dining room and a gourmet kitchen equipped with a large center island, custom cabinetry, abundant storage, and a bright breakfast area. Four fireplaces—including one in the cozy family room—add warmth and character throughout the home. A dedicated billiard room with direct outdoor access offers a versatile space that could also serve as an art studio, media room, or more. The expansive primary suite is a true retreat, featuring a private marble bath, separate workout and tanning rooms, and peaceful garden views. Bedroom flexibility, built-in features, and an upstairs suite with en suite bath offer options for multi-generational living or hosting guests with ease. Outdoors, enjoy your private, fenced backyard oasis complete with a sparkling in-ground pool and a deep-water dock—ideal for boating, kayaking, or simply soaking in the tranquil beauty of the riverfront setting. Additional amenities include a detached garage with a second-floor loft perfect for storage, studio space, or a workshop, and a separate shed for tools and equipment. Located just outside the town of Denton, you’re only minutes from charming shops, dining, and state parks, all while enjoying the privacy and serenity of a secluded waterfront lifestyle. This is a rare opportunity to own a truly remarkable Eastern Shore property where luxury meets nature.

8816 Dorothy Lane, Denton

Listing courtesy of The Parker Group. Contact:

Selling Office: .

$291,990
4 Beds 2 Baths
Welcome to 119 Parkland Road, a new home under-construction in our newest community Kinnamon Meadows in Greensboro, MD. The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or spend time together with loved ones. The main bedroom is privately tucked away from the great room and features a walk-in closet and a private, full bathroom. The functional kitchen offers plenty of stylish white cabinet space, granite countertops, stainless steel appliances, a sizeable island with room for seating and a pantry closet. The homes' fourth bedroom is positioned away from the other bedrooms providing the opportunity for a home office, hobby room or playroom. The laundry room is nestled off the kitchen. The included white blinds and an innovative Smart Home® package will give you complete peace of mind living in your new home. Pictures, artist renderings, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Image representative of plan only and may vary as built. Images are of model home and include custom design features that may not be available in other homes. Furnishings and decorative items not included with home purchase.

119 Parkland Road, Greensboro

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

Selling Office: .

$499,900
3 Beds 3 Baths
Peaceful Living in Portobago Bay!! Welcome to your own slice of serenity in the highly desirable waterfront community of Portobago Bay. Nestled on a private 2.0-acre lot, this charming home offers the perfect blend of comfort, character, and seclusion. This home has been completely renovated just this year 2025! Home also includes over 1100sq feet in the huge unfinished basement to make the additional space whatever your heart desires! From the moment you arrive, the inviting front porch sets the tone for laid-back living. Sip your morning coffee or unwind in the evening breeze while enjoying the sounds of nature. The spacious rear deck is ideal for entertaining or simply soaking in the peaceful, wooded surroundings and lovely landscapes. Step inside to warm, welcoming luxury vinyl plank floors throughout. The cozy living room features a beautiful fireplace—perfect for chilly evenings—and newly added doors that lead directly to the deck for effortless indoor-outdoor flow. Enjoy nature watching the deer roam in your serene backyard oasis. The bright, open kitchen is a joy for any home chef with granite countertops and stainless steel appliances, with easy access to the sunlit living room area featuring a lovely bay window. Hosting is a breeze on the expansive deck—perfect for BBQs, gatherings, or quiet evenings under the stars. The primary bedroom offers comfort and convenience with direct access to a full en-suite bathroom complete with double sinks and soaking tub. You will find generously sized bedrooms with gorgeous LVP floors, ample natural light, and tranquil views of the surrounding woods. A second full bathroom and additional storage space complete the upper level. Outdoor Highlights Include: • Covered front porch for relaxing and unwinding • Expansive rear deck for entertaining and enjoying nature • Secluded 2-acre lot surrounded by peaceful greenery and landscaping As a resident of Portobago Bay, you’ll enjoy exclusive access to fantastic community amenities just moments away: Take your golf cart for a spin around the neighborhood or take a minute walk to.. • Private beach with picnic area and pavilion • Community pier with boat slips and river access • Filled with a huge variety of fish and private boat ramp to enjoy cruising on the Rappahannock River Whether you’re seeking a tranquil place to call home or the perfect escape from the hustle and bustle, 9431 Bay Breeze Ct. offers the best of both worlds: privacy, natural beauty, and an unbeatable waterfront lifestyle. Surrounded by million-dollar homes, this is your chance to own an incredible home in a luxury community with all the amenities—but without the luxury price tag! Conveniently located just a short drive to Dahlgren Naval Base and the VRE, this home also offers easy access to Fredericksburg, King George, Colonial Beach, Richmond Virginia or a over the 301 bridge into Maryland—making it an ideal location for commuters and those seeking both charm and convenience. Enjoy the local restaurants & Shopping!! Don’t miss your chance to own this special home—schedule your private showing today! 3262 is the total home square footage including basement.

9431 Baybreeze Court, Port Royal

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: .

$314,000
3 Beds 1 Baths
✨ IMPROVED PRICE + MORE UPGRADES = INCREDIBLE VALUE! ✨ Don’t miss out on this move-in-ready gem! Welcome to peace, privacy, and modern comfort in this beautifully renovated 3-bedroom, 1-bathroom home, perfectly situated on nearly an acre of land. Thoughtfully updated from top to bottom—just move in and enjoy worry-free living! ✅ Major Upgrades Include: Brand NEW roof Updated flooring throughout Fully renovated kitchen & bathroom New water heater New gutters New distribution box Upgraded electrical panel + outlets throughout Weatherproofed crawlspace for added protection and energy efficiency That’s right—all the big-ticket items are DONE! This home has been carefully upgraded to provide lasting comfort and low-maintenance ownership. Step inside to a bright, welcoming layout featuring: Separate living & dining rooms Spacious main-level primary bedroom Two light-filled upstairs bedrooms A modern kitchen with newer appliances and sleek finishes A beautifully updated bathroom with clean, contemporary style 🌳 Outdoor Living: Set on nearly an acre, this open, level lot offers plenty of space for gardening, outdoor entertaining, or animals. Enjoy the freedom and flexibility of country living with room to grow. 📍 Location: Tucked away in a quiet rural area with convenient access to town, you’ll enjoy the best of both worlds—peaceful surroundings with modern convenience. 🎯 Seller is MOTIVATED — Priced to SELL! This is your chance to own a fully updated, turn-key home with land—at a great value.

15231 Hilldale Avenue, Bowling Green

Listing courtesy of Samson Properties. Contact:

Selling Office: .

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