Caroline County Real Estate

Caroline County Real Estate

Welcome to Caroline County, a hidden gem nestled in the heart of Virginia! Rich in history and natural beauty, Caroline County offers a unique blend of rural charm and modern conveniences, making it an ideal place to call home.

With its picturesque landscapes, Caroline County is characterized by rolling hills, lush forests, and serene waterways. The Rappahannock River winds its way through the county, providing ample opportunities for outdoor enthusiasts to enjoy fishing, kayaking, and hiking. The area is also home to several parks and nature reserves, perfect for family picnics or leisurely strolls amidst nature’s splendor.

Caroline County boasts a vibrant community spirit, where neighbors become friends and local events bring everyone together. From the annual Caroline County Fair to farmers’ markets showcasing the best of local produce, there’s always something happening that fosters a sense of belonging. The county’s rich history is reflected in its charming small towns, where you can explore historic sites and enjoy quaint shops and eateries.

Education is a priority in Caroline County, with a strong school system dedicated to nurturing the minds of future generations. For those seeking higher education, numerous colleges and universities are just a short drive away.

Conveniently located along major highways, Caroline County provides easy access to larger cities like Richmond and Fredericksburg, offering the perfect balance between peaceful country living and urban amenities. Whether you’re looking for a cozy family home or a sprawling estate, Caroline County has a diverse range of real estate options to suit every lifestyle.

Discover the welcoming embrace of Caroline County – where history, community, and nature intertwine to create a truly enchanting place to live!

Newest Listings in Caroline County

3 Beds ⋅ 3 Baths

Beautiful, spacious and light filled 3 BD/2FB/1HB townhome with garage in the sought after Pendleton community in Ruther Glen VA. One mile from 95 south exit. Built in 2022 this Golf course community is quickly expanding and growing amenities. The townhome backs to the walking trail, tot lot, dog park, pickle ball court and more. Dont miss out!

7208 Senate Way, Ruther Glen

Listing courtesy of Samson Properties. Contact: 7033788810

5 Beds ⋅ 3 Baths

COMING SOON!! Discover your dream home in this newly built 2024 country ranch situated on 2 acres in picturesque Caroline County, where privacy meets luxurious living. This stunning 5-bedroom, 3-bathroom residence is a true architectural gem, designed for both modern functionality and elegance. Step inside to experience an open floor plan that brings abundant natural light into the spacious living areas. The vaulted ceiling, adorned with beautifully stained wood beams, infuses a rustic charm that perfectly complements the contemporary design. The kitchen is truly a chef's paradise, featuring luxurious granite countertops, top-of-the-line stainless steel appliances, and a charming farmhouse sink. Rich hardwood floors throughout the home add warmth and character to every room, while the meticulously tiled bathrooms exhibit exceptional attention to detail. One of the standout features of this remarkable residence is the stunning free-standing tub in one of the bathrooms, creating a tranquil retreat for relaxation after a long day. The finished basement enhances the home’s versatility, offering an additional bedroom, a full bathroom, an office/bedroom space, and a spacious recreation room ideal for entertaining family and friends. With an impressive 2,800 square feet of thoughtfully designed living space, this home provides ample room for both relaxation and entertaining. The expansive lot presents endless opportunities for outdoor enjoyment and potential future expansion. This hidden gem is only 6 minutes to Ruther Glen and Interstate 95, under 3 miles to Route 1, and 5 miles to Route 301. It’s just 10 minutes to Ladysmith, 13 minutes to Bowling Green/Fort A.P. Hill, and less than 40 minutes to Fredericksburg and the Dahlgren Naval Base. Additionally, it’s a 35-minute drive to Short Pump/Richmond, and commuter lots are less than 6 miles away. **Don’t miss out on this extraordinary home that effortlessly blends comfort and luxury in every detail**

22309 Great Falls Way, Ruther Glen

Listing courtesy of Story House Real Estate. Contact: 8554500442

4 Beds ⋅ 2 Baths

Welcome to this stunning Victorian gem built in 1900, gracefully resting on three combined lots totaling .76 acres of mature, beautifully planted grounds. From the moment you arrive, the home's presence is unmistakable; a sweeping wrap-around front porch invites you in, while a fully enclosed back porch offers a quiet retreat overlooking the private backyard. Step inside to discover soaring high ceilings and generously proportioned rooms that speak to a bygone era of craftsmanship. Original hardwood floors, pocket doors, and period fixtures and hardware remain lovingly preserved throughout, offering that rare, authentic character today's buyers dream of. Two separate staircases lead to the second floor, where you'll find four spacious bedrooms and a beautifully updated full bathroom. The home has been thoughtfully modernized where it counts most- a stylishly updated kitchen anchors the main level, complemented by a fully updated main-floor bathroom, so timeless charm meets everyday comfort. Recent mechanical updates provide additional peace of mind, including new heat pumps installed in 2020 and 2021, a new roof, and chimney repairs completed in 2022. Outdoor space is just as impressive as the home itself. The grounds include two outbuildings- a small horse barn with stall and a versatile storage shed with workshop area- along with an expansive 5-bay garage/shop, perfect for cars, boats, hobbies, or storage of every kind. This is a rare opportunity to own a true piece of history, thoughtfully updated for modern living, on nearly three-quarters of an acre of storybook grounds. Homes with this much land, character, and versatility simply don't come along often. Welcome home.

22040 Main St, Hillsboro

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

4 Beds ⋅ 2 Baths

Charming, one level home sits on over an acre just outside of Bowling Green town limits! This move-in-ready property features a private primary suite with an additional multi use space. Private bathroom with a spacious walk-in closet. The opposite wing houses three additional bedrooms. Enjoy a seamless open-concept flow between the large dining area and living room, perfect for entertaining. Neutral walls and carpet throughout create a bright, inviting atmosphere. Outside, the large backyard is lined with mature trees, providing privacy and space for outdoor gatherings. Located less than 30 minutes to shopping and dining in Fredericksburg's Cosner Corner/Massaponax or less than 5 minutes to the Town of Bowling Green if you prefer more of a small town feel. There you will find a coffee shop, gym, dining and shopping! Schedule your showing today!

14401 Crystal Ct, Woodford

Listing courtesy of Belcher Real Estate, LLC.. Contact: (540) 300-9669

5 Beds ⋅ 4 Baths

The Verona is a 5 bedroom, 3.5 bathroom plan offering 2199 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. Th 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.

6323 Sterling Way, Ruther Glen

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

Exceptional owner-user or investment opportunity in the heart of Federalsburg's primary retail corridor. This ±6,375 SF Class A end-cap commercial unit is located within the established Bloomingdale Square Shopping Center, surrounded by national and regional retailers including Food Lion, McDonald's, Domino's, Royal Farms, and the future Wawa development nearby. Offered as a vanilla shell, the property is ready for immediate customization and is well suited for retail, medical, professional office, educational, fitness, restaurant, or service-oriented uses. Features include six large storefront display windows, multiple customer entrances, four HVAC units, ADA-compliant restrooms, rear storage, monument signage, and access to more than 200 shared parking spaces.

3338 Hayman, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400

2 Beds ⋅ 1 Baths

Discover a hidden gem in this charming 2-bedroom, 1-bathroom ranch-style home, built in 1950 and brimming with potential. Nestled on a generous 0.48-acre lot, this property offers ample space for expansion or outdoor enjoyment, making it an ideal investment opportunity for those looking to enhance their portfolio. The detached structure, constructed with durable block materials, presents a solid foundation for your vision. While the home is currently in below-average condition, this offers a unique chance for savvy investors to renovate and increase its value significantly. With a little creativity and effort, you can transform this space into a cozy retreat or a lucrative rental property. The expansive driveway accommodates up to six vehicles, providing convenience for tenants or guests. Located in a peaceful neighborhood, this property is poised for appreciation, especially as the demand for rental homes continues to rise. With the right updates, you can create a warm and inviting atmosphere that appeals to a broad range of tenants, ensuring a steady stream of rental income. Seize this opportunity to invest in a property with great potential and make it your own. The possibilities are endless-turn this house into a home that generates returns for years to come!

6132 Harmony Rd, Preston

Listing courtesy of Exit Community Realty. Contact:

2 Beds ⋅ 2 Baths

Welcome to this Charming Home featuring two spacious bedrooms and 1.5 baths. Primary suite features French doors that lead to an extra-large deck. The layout extends to a versatile bonus room highlighted by a stunning arched window and an airy family room that offers natural light from two sky lights. Soaring cathedral ceilings elevate both spaces adding a dramatic sense of openness. Kitchen has a new refrigerator, stove, dishwasher and gleaming granite countertops. Accessible from the kitchen is a combined pantry and laundry room, equipped with shelves. Beautifully updated flooring throughout the home with laminate, carpeting and ceramic tile. Many new double -hung windows installed, 3 ceiling fans, new electrical sockets. Anterior of the home has recently been professionally painted. Roof and skylights replaced approximately 6 years ago. The property also features a custom pole building and small garage both with electrical on concrete slabs. BONUS: An additional 1.11 acres is included at no extra cost! Whether you are looking to build your dream home, expand your acreage, or just keep it as an investment, this property offers incredible versatility. The extra land provides endless possibilities for your future plans.

17263 New Baltimore Rd, Milford

Listing courtesy of Ascendancy Realty LLC. Contact: 5407675063

4 Beds ⋅ 3 Baths

Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality. The open-concept floor plan is perfect for both entertaining and daily living, featuring a gourmet kitchen with quartz countertops, a large center island, and a dedicated coffee station that adds both charm and convenience. The seamless flow from the kitchen to the dining and living areas creates an inviting space filled with natural light. Upstairs, you'll find three bedrooms, including a spacious owner's suite with a private bath and walk-in closet. Thoughtfully designed finishes, energy-efficient construction, and quality craftsmanship make this home move-in ready. Located in an established neighborhood, you'll enjoy the convenience of nearby shopping, dining, schools, parks, and easy access to major commuter routes while experiencing the charm of small-town living. Don't miss this opportunity to own a brand-new home with today's most sought-after features in one of Denton's desirable communities! Ask about our Builder Incentives, Free DECK and $ 10,0000 closing cost help or rate buy down options. Pictures are for illustrative purposes only. Homes will be ready in less than 60 days.

245 Briarwood Cir, Denton

Listing courtesy of Island Realty, LLC. Contact:

3 Beds ⋅ 2 Baths

Experience the perfect blend of modern updates and peaceful country living at this beautifully renovated residence situated on 1.79 private acres in the heart of Caroline County. Offering 2,424 finished square feet, 3 bedrooms, and 2 full bathrooms, this move-in ready home delivers the space, comfort, and upgrades today's buyers are seeking. From the moment you arrive, you'll appreciate the tranquil setting and expansive outdoor space, providing the ideal backdrop for entertaining, gardening, recreation, or simply enjoying the beauty of Virginia's countryside. Inside, thoughtful improvements create a fresh, contemporary feel throughout. Recent upgrades include new flooring throughout the home, fresh interior paint, energy-efficient replacement windows, new stainless steel appliances and a new HVAC system, offering both style and peace of mind for years to come. The spacious floor plan provides comfortable living areas filled with natural light and flexible spaces designed for both everyday living and hosting family and friends. The generous bedroom sizes, well-appointed bathrooms, and seamless flow between living spaces create an inviting atmosphere that feels like home from the moment you step inside. Located just minutes from major commuter routes, this property offers convenient access to Fredericksburg, Richmond, and I-95 while maintaining the privacy and serenity of a rural retreat. Whether you're searching for a primary residence, a weekend escape, or a property with room to grow, this exceptional home presents a rare opportunity to enjoy modern comfort on nearly two acres of picturesque Virginia countryside.

14279 Stonewall Jackson Rd, Woodford

Listing courtesy of RENOMAX Real Estate. Contact: (540) 737-5617

3 Beds ⋅ 3 Baths

Waterfront living doesn't get much better than this. Welcome to 280 Lake Caroline Drive—a beautifully updated lakefront retreat where every day feels like a vacation. Rare Deep-Water Lakefront Living—Turnkey, Updated, and Ready for Your Next Chapter at Lake Caroline.” Welcome to 280 Lake Caroline Drive, a private waterfront retreat where thoughtful updates, wide lake views, and true move-in readiness come together on one of Lake Caroline’s most desirable lots. Set on more than half an acre with breathtaking 180-degree lake views and deep-water access, this beautifully maintained home delivers the feel of a year-round resort with the comfort and practicality of everyday living. A long paved driveway leads to the attached two-car garage, with generous additional parking for guests, boats, and recreational vehicles. Professionally landscaped grounds, extensive irrigation, and a fully fenced backyard create a setting designed for privacy, ease, and outdoor enjoyment. Inside, the home has been extensively updated across both levels. Highlights include remodeled bathrooms, updated flooring, newer kitchen appliances, a 2024 HVAC system, 2022 water heater, and a whole-house water filtration system installed in 2025. Four large bay windows fill the home with natural light and frame spectacular water views from multiple rooms. The main level offers comfortable living spaces and direct access to an elevated three-season porch overlooking the lake. The primary suite includes its own private balcony, an ideal spot for morning coffee, sunrise views, and quiet evenings by the water. Two gas fireplaces add warmth and character on both levels. The finished lower level offers excellent flexibility for guests, extended stays, multigenerational living, remote work, hobbies, or entertaining. This level features a spacious family room, large bedroom, full bath, kitchenette, two bonus rooms, one currently used as a fourth bedroom, and additional storage space. Outdoor living is where this property truly shines. Enjoy an oversized lakeside deck, expansive lawn, attached storage shed, and private deep-water dock ready for boating, fishing, swimming, kayaking, paddleboarding, and quiet days on the water. Active lawn care and HVAC service contracts convey to the new owner, adding convenience from day one. Lake Caroline offers an outstanding waterfront lifestyle with a 277-acre full-service lake, two sandy beaches, swimming pool with lifeguards, clubhouse, playgrounds, tennis courts, pickleball courts, basketball courts, fishing, boating, water skiing, wakeboarding, jet skiing, kayaking, paddleboarding, and year-round community events. This is an exceptional fit for a full-time residence, relocation to the area, second home, weekend retreat, or move-up waterfront purchase. Located within a gated, amenity-rich community just minutes from I-95, shopping, dining, and schools, 280 Lake Caroline Drive is a rare opportunity to own one of Lake Caroline’s standout waterfront properties. Nothing left to do except move in and start enjoying lakefront living.

280 Lake Caroline Dr, Ruther Glen

Listing courtesy of Metro Premier Homes. Contact: 703606-4156

4 Beds ⋅ 4 Baths

Welcome home to your own private country paradise. Nestled on 2.43 peaceful acres, this beautifully renovated log cabin blends rustic charm with modern comfort. Designed to impress, the home features both a main-level primary suite and a spacious second-floor primary suite, offering exceptional flexibility for family or guests. Thoughtfully updated from top to bottom, you'll appreciate the brand-new roof, new HVAC systems, beautifully renovated bathrooms, and a stunning kitchen that flows seamlessly into the dining area. The dramatic two-story great room is the heart of the home, showcasing a soaring ceiling, a cozy fireplace, and access to both the inviting front porch and the screened rear porch—perfect for enjoying your morning coffee, entertaining friends, or simply taking in the peaceful surroundings. If you've been searching for privacy, comfort, and the timeless appeal of log cabin living, this exceptional property delivers the best of country living at its finest.

14631 Fox Chase Cir, Ridgely

Listing courtesy of RE/MAX Executive. Contact: 4432741900

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