Caroline Homes for Sale

Caroline Homes for Sale

Welcome to Caroline County, a hidden gem nestled in the heart of Virginia! Known for its picturesque landscapes and rich history, Caroline offers a unique blend of rural charm and modern conveniences. With its rolling hills, lush forests, and serene waterways, this county is perfect for those seeking a peaceful retreat while still being within reach of urban amenities.

Caroline County is steeped in heritage, with several historical sites and vibrant communities that reflect its storied past. Outdoor enthusiasts will find plenty to love here, from hiking trails and fishing spots to parks perfect for family picnics. The county is also home to a variety of local festivals and events that celebrate its culture and community spirit.

For those considering a move, Caroline County boasts an array of homes for sale that cater to diverse lifestyles and budgets. Whether you’re looking for a charming farmhouse with sprawling acreage, a cozy cottage near the river, or a modern family home in a friendly neighborhood, you'll find it all here. The real estate market is thriving, offering opportunities for first-time buyers, families, and retirees alike.

Living in Caroline means enjoying a slower pace of life without sacrificing convenience. With easy access to major highways, you can reach Richmond, Fredericksburg, and other nearby cities in no time. Experience the warmth and hospitality of Caroline County, where your dream home awaits! Explore our listings today and discover the perfect place to call home in this enchanting region.

Newest Caroline Homes for Sale

$299,999
3 Beds ⋅ 2 Baths
Country Living at Its Finest – Fully Updated Home on a Beautiful Fenced Property! Escape the hustle and discover your own private retreat at 26271 Dogwood Dr, Ruther Glen, VA! This beautifully updated home offers the perfect combination of modern upgrades, peaceful country living, and space to enjoy life both inside and out. From the moment you arrive, you'll appreciate the charm and privacy of this fully fenced property, complete with a large carport and two spacious storage sheds—ideal for hobbies, equipment, or additional storage. Whether you're looking for room for pets, gardening, or outdoor entertaining, this property has it all. Step inside to find a bright, open floor plan featuring stylish finishes throughout. The stunning kitchen is the heart of the home, boasting an oversized island, gorgeous quartz countertops, custom cabinetry, and plenty of space for cooking and gathering with family and friends. The spacious primary suite is your own private sanctuary, featuring a dedicated home office or sitting area, perfect for working remotely or creating a quiet retreat. The home also offers generously sized secondary bedrooms and beautifully updated living spaces designed for today's lifestyle. Enjoy peace of mind with major updates already completed, including a new septic system (2021) and a new heat pump (2022), allowing you to move in with confidence. Conveniently located with easy access to I-95, shopping, dining, and local amenities, this property offers the best of both worlds—a tranquil country setting with an easy commute to Richmond, Fredericksburg, and Northern Virginia. If you've been searching for a move-in-ready home with land, modern upgrades, and exceptional outdoor space, 26271 Dogwood Dr is the one you've been waiting for. Schedule your private tour today and experience everything this incredible property has to offer!

26271 Dogwood Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact: 5402996001
$540,000
4 Beds ⋅ 3 Baths
Looking for your own farm, a place with history, a peaceful pond and chicken coop, a multigenerational home, or a family compound with 3 build sites? This 1819 home on 14 acres has endless possibilities. Every once in a while, a property comes along that is so much more than just four walls—it is a place where stories are born, where friends become family, and where the hustle of the outside world just completely melts away. Welcome to your next great adventure, right here on Skinkers Neck Road. From the moment you step foot onto this charming 14-acre historic home, you are wrapped in a sense of genuine warmth and historic charm that you just can't replicate. It is the ultimate invitation to slow down, breathe in the fresh air, and start dreaming of the endless possibilities. Inside, every single room and every cozy corner tells a beautiful story. You’ll fall instantly in love with the timeless character that flows through the spaces, grounded by gorgeous, wide hand-milled wood floors that feel amazing underfoot. Imagine chilly Virginia evenings spent gathered together with your favorite people; with brick fireplaces in every room, there is always a cozy spot waiting to welcome you. It’s a home designed for connection, laughter, and making memories that last a lifetime. Step outside, and the magic continues. Nestled in 14 acres of complete wooded privacy, this property offers a beautiful, peaceful escape that is still just a quick 30-minute drive back to the heart of downtown Fredericksburg. Bask in panoramic views of rolling green pastures and your very own private pond. You'll find two perfectly cleared fields ready for whatever your heart desires. Use one cleared field for crops, sweet farm animals, or designated event parking, and the other cleared field as the ultimate outdoor event space. On hot summer days, you can take advantage of nearby river access to launch a kayak or just dip your toes in the water. Whether you are looking for a spectacular historic home to plant your own roots, a breathtaking wedding venue to host life's biggest celebrations, or a truly one-of-a-kind Airbnb that guests will rave about for years, this property is ready to be the backdrop for it all. Grab a warm drink, sit out by the water, and come see what makes this magical spot so incredibly special. Let's get started on your next chapter, friend!

2349 Skinkers Neck Rd, Rappahannock Academy

Listing courtesy of Nest Realty Fredericksburg. Contact:

$449,900
3 Beds ⋅ 2 Baths
Professional photos and remarks coming soon

421 W Sunset Ave, Greensboro

Listing courtesy of Coldwell Banker Realty. Contact: 3025391777
$585,000
5 Beds ⋅ 4 Baths
Welcome home to 18015 Jackson Dr! Tucked on a corner lot, this is one of the neighborhood's original and best-loved homes. This stunning 5 bedroom, 3.5 bath colonial offers the space, quality, and lifestyle that most dream of, all less than 5 minutes from historic downtown Bowling Green. Grab a coffee at The Mix House and browse local shops on Main Street, or enjoy the small town charm that makes this location so special, all just minutes from your front door. From the moment you step onto the inviting front porch, you'll feel the pride of ownership that's gone into this home. Inside; abundance of natural light and cathedral ceilings set the tone for a home that's as beautiful as it is functional. This home has been beautifully crafted with comfort in mind. The main level offers a formal living room , a formal dining space, and a large family room centered around a cozy gas fireplace with beautiful bay windows. The gourmet eat in kitchen is the true showstopper; featuring granite countertops, a large center island, a cooktop, spacious pantry, plenty of counter space for cooking and hosting. The kitchen flows into a stunning sunroom/ eat in space with loads of natural light from windows all around, perfect for gathering with family and friends. Upstairs, retreat to a luxurious primary suite complete with a huge walk-in closet, a private sitting area, and a spa-like bathroom with a soaking tub, separate shower, and linen closet. Three additional bedrooms, a full bath, and a convenient laundry room complete the upper level. The walkout basement adds incredible versatility, with a recreation area, kitchenette, and spacious bedroom with a full bath. Basement also offers incredible storage and gym area; this basment is perfect for multigenerational living, guests, or even a home business. Outside, enjoy a fenced-in yard, a sparkling pool, a Trex deck, and a patio. all the space you need for summer fun and outdoor entertaining. Home also offers a 2 car garage and solar! Come checkout this beautiful home!!

18015 Jackson Dr, Bowling Green

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 5403715220
$249,000
2 Beds ⋅ 1 Baths
Welcome to 1210 Market Street. Located just minutes from shopping and downtown. This charming bungalow is charming and has been well maintained. Adjoining bedrooms or bedroom and deidcated home office space. Wood accents through the home make it warm and welcoming. Efficient oil heat . All appliances convey. This is the perfect home for starting out, slowing down. More afforable than renting. This home has detached shed for storage and a wonderfully shaded rear yard. Recent termite inspection and seller maintenance add to peace of mind when buying.

1210 Market St, Denton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000
$600,000
6 Beds ⋅ 4 Baths
Welcome to 11592 Holly Road in Ridgely, MD! This spacious 6-bedroom, 3.5-bath home offers plenty of room inside and out, with a flexible layout to fit a variety of needs. Inside, you'll find a bright kitchen with premium appliances, a comfortable living room with a gas fireplace, and a primary suite featuring a separate sitting area and attached office. The home also includes an in-law suite, providing additional space for family or guests. Outside, enjoy a nice-sized yard with a paver patio, gazebo, and stone fire pit. An attached garage provides additional parking and storage. With plenty of living space and convenient access to local schools and amenities, 11592 Holly Road is ready for its next owner.

11592 Holly Rd, Ridgely

Listing courtesy of Samson Properties. Contact: 7033788810
$380,000
3 Beds ⋅ 2 Baths
Welcome to 737 Glen Cove Drive, a 3-bedroom, 2-bath home located in the desirable Lake Land’Or community. This spacious split-foyer offers a functional layout with comfortable living areas and plenty of potential. The upper level features a bright living room, an eat-in kitchen, two bedrooms, and a full bath. New carpet adds a fresh touch and enhances the home's move-in appeal. The lower level provides additional living space with a family room, laundry area, and a private primary suite complete with a walk-in closet and en-suite bath. Enjoy the convenience of an attached two-car garage and the outdoor space this property provides, perfect for relaxing or entertaining. Located in the Lake Land’Or community with access to recreational amenities, this home offers an opportunity to enjoy a convenient location, community amenities, and make the space your own. Schedule your showing today!

737 Glen Cove Dr, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$99,500
2 Beds ⋅ 1 Baths
This cottage is being sold in "As Is" condition and can be renovated into a beautiful home. Bring your ideas of how you can renovated it and make an offer.

4669 Gadow Road Unit #`, Preston

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

$330,000
3 Beds ⋅ 2 Baths
Welcome to 20121 Sparta Rd — a cozy split foyer home offering 3 bedrooms and 1.5 baths. Enjoy the peace of country living just minutes from the quaint town of Bowling Green. This move-in ready home has been thoughtfully updated with a newer roof, hot water heater, appliances, windows, and HVAC system, giving you peace of mind for years to come. Being sold as-is, the sellers are offering a $10,000 credit toward paint and doors — giving you the chance to personalize the home to your own style and taste. Don't miss this opportunity to own this home with major updates already in place, in a peaceful setting close to town amenities.

20121 Sparta Rd, Milford

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$309,000
2 Beds ⋅ 1 Baths
Across from the boat ramp and water view of 3 ponds on the property! Outdoor enthusiasts, nature lovers, and adventure seekers — welcome to your dream retreat. This one‑of‑a‑kind property offers an extraordinary blend of privacy, recreation, and natural beauty that is nearly impossible to find elsewhere. Set on gently rolling terrain overlooking multiple deep‑water ponds, this property delivers exceptional fishing, peaceful kayaking, scenic hiking trails, and endless opportunities to observe local wildlife. Deer roam the back woods, birds frequent the water’s edge, and the entire landscape offers a sense of tranquility that feels worlds away — yet still close to everything you need. The property also includes a 2‑bedroom home (possibly a 3rd). Enjoy all the benefits of living near the water without the added taxes of owning water‑privileged property. Recent enhancements include a charming decorative three‑rail fence and a privacy fence accented with topiary evergreens, adding both character and curb appeal. With its natural setting and recreational features, this property is perfectly suited for those seeking adventure or considering investment potential such as cabin rentals or VRBO. The possibilities are wide open. Just a quarter mile away, you’ll find two boat ramps, a pavilion picnic park, an additional launch area, playground, splash pad, basketball courts, river trails, an electric vehicle charging station, and more — making this location even more desirable for outdoor enjoyment. Don’t miss this rare opportunity. Schedule your visit and experience firsthand the peace, beauty, and uniqueness of this exceptional property. It truly is a retreat like no other.

2766 Veterans Dr, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415
$554,000
4 Beds ⋅ 3 Baths
Welcome to 22677 Camryn’s Way, where timeless Colonial charm, thoughtful updates, and a peaceful setting come together on more than one spacious, private acre. Built in 2010 and meticulously maintained, this four-bedroom, two-and-a-half-bath home is truly move-in ready. Beautifully refinished hardwood floors have been extended throughout the main level, stair treads, and upper landing, creating a polished and seamless look. Natural light fills the home, highlighting its warm and inviting living spaces. The completely updated kitchen is sure to impress with timeless Shaker-style cabinetry, solid-surface countertops, and a fresh, modern design. Upstairs, four generously sized bedrooms provide plenty of room, including an expansive primary suite with a walk-in closet and private bath featuring a double vanity and separate shower. A two-car garage offers ample parking and storage. With its exceptional condition, stylish improvements, and private country setting, this Queen Anne home offers the space and comfort you’ve been waiting for.

22677 Camryns Way, Queen Anne

Listing courtesy of Taylor Properties. Contact:

$755,000
3 Beds ⋅ 2 Baths
This is your farmette dream come true! This beautiful 3 bed, 2 full bath home is situated on 6+ acres of partially fenced in land, has a barn with a tack room, a large screened-in back porch, a 2 car garage and an in-ground saltwater pool. The barn features 3 stalls, a hay loft with elevator, washroom, a tack room with a closet and shelves for storage. The water to the barn is sourced from a 290 foot well that also sources to the home. There is also a paddock area for riding and training for your equestrian dreams. The saltwater pool goes up to 6 feet deep. Solar panels were installed in the yard to heat the pool which extends the months of use. The home has a nice front porch perfect for enjoying your country living setting. As you enter the home, the living room has a stand alone Argon gas stove. You'll love cooking and entertaining in the large eat-in kitchen with stainless steel appliances. The second living room has a gas fireplace perfect for cozy evenings. The updated bathrooms have walk in showers. Other features include newer Anderson windows, newer siding, tankless water heater and a semi-floored attic. You don't want to miss the opportunity to enjoy country living at it's best! Schedule your showing today.

3769 Bradley Rd, Federalsburg

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
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