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

$292,990
4 Beds 2 Baths
Welcome to 125 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.

125 Parkland Road, Greensboro

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

Selling Office: .

$269,950
3 Beds 2 Baths
Explore 123 Parkland Road, a new home under-construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms and two bathrooms. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along this hallway, you will also find a coat closet, a hall linen closet, and the laundry room. The well-appointed kitchen features an abundance of stylish gray cabinetry, stainless steel appliances, a corner pantry and a peninsula island with additional room for seating. The main bedroom is set apart in the back of the home and features a walk-in closet and full bathroom with a double-bowl vanity. 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.

123 Parkland Road, Greensboro

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

Selling Office: .

$1,200,000
6 Beds 3 Baths
Back on the Market due to Buyer's FSA financing falling through. SELLER NOW OFFERING A $20,000 CREDIT TOWARDS FRESH PAINT & NEW CARPET! Welcome to Thanksgiving Farm, an exceptional opportunity to own nearly 100 acres of prime Eastern Shore farmland just minutes from charming small towns and within easy reach of Ocean City, Annapolis, and major airports. This versatile estate includes two parcels – one is a separate, buildable 13.81-acre lot, offering future flexibility or potential multi-generational living. Tucked at the end of a long private drive, the main home is a thoughtfully designed farmhouse that perfectly blends classic charm and practical living. The home features four spacious bedrooms upstairs, including a private primary suite with a sitting area, large bathroom, and direct access to a massive bonus room – perfect for a home office, yoga studio, sewing room, or playroom. The bonus room also has its own private staircase, making it a truly flexible space. On the main level, enjoy hardwood floors throughout, a light-filled kitchen that opens to a casual dining area and cozy family room with a wood stove. Just off the family room, a large screened-in porch overlooks the property’s picturesque fields, gardens, mature trees, and classic barn. A formal living room and dining room round out the main level, ideal for gatherings and entertaining. There’s also a convenient first-floor bedroom. The unfinished attic—with walk-up stairs, windows, and skylights—offers the potential for a bunk room, office, or gym, while the walk-out basement is ideal for a workshop or storage and connects directly to the attached garage. Outdoors, the land itself is the true star. Of the 99.81± total acres, approximately 70 are tillable—ideal for row crops or converting to a regenerative farm. Several low-lying areas create opportunities for duck ponds or managed impoundments. The remainder of the property is wooded and absolutely teeming with wildlife—whitetail deer, turkey, and more—making it a hunter’s paradise. A large equipment shed offers ample space for tractors, ATVs, RVs, boats, and anything else you can imagine. Whether you’re looking to work the land, create a multigenerational retreat, or simply unwind in the heart of Maryland’s farm country, Thanksgiving Farm offers endless possibilities.

14271 Cedar Lane, Greensboro

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: .

$385,000
3 Beds 3 Baths
Nestled in the serene Meadow Wood subdivision, this charming brick Colonial home offers a perfect blend of comfort and tranquility. With 2.56+/- acres of partly wooded land, enjoy the peaceful ambiance of nature right in your backyard, complete with a picturesque pond view. This 3 Bedroom, 3 Bath home offers 2645 +/- sq ft living space and a true secluded and private country feel. The inviting interior features an open floor plan that seamlessly connects the family room to the country-style kitchen, ideal for gatherings. The kitchen boasts upgraded countertops, an island, and essential appliances, including a newer refrigerator, self-cleaning oven and dishwasher, making meal prep a delight. There are two generous bedrooms on the main floor with full baths nearby. The entire upper level functions as a private retreat with generous bedroom/sitting area and features a spacious open closet and a private bath with a walk-in shower. Cozy up by the pellet stove in the family room or enjoy the convenience of main-floor laundry. Step outside to your personal oasis, complete with an in-ground pool or enjoy wildlife by the pond. Plenty of yard space for gardens, pets or hobbies. The attached garage provides easy access and ample storage. The pool liner was replaced in 2024 and HVAC systems were replaced in 2020 and 2024. Located in a rural setting, this home is just a short drive from the Tuckahoe State Park, an arboretum, schools, and community amenities, all in a convenient Ridgely location with easy access to nearby towns and commuter routes across the Eastern Shore! Property is part of an Estate and is being sold "As Is, Where Is'.

14957 Cherry Lane, Ridgely

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: .

$310,000
3 Beds 3 Baths
If you're searching for affordability, but don't want to compromise on quality, 7120 Azalea Drive should be first in your home search! Located in the highly desirable Ladysmith Village community, this home boasts NEW carpet, NEW laminate vinyl plank flooring, and a FRESH coat of paint throughout. The heart of the home is certainly the kitchen where you will find stainless steel appliances (brand new, full-size fridge is not shown in pictures but is already installed), ample cabinet and counter space, room for a large kitchen table, and plenty of natural sunlight. The living room, dining room, and laundry room can also be found on the main level. The second floor holds a sizable primary bedroom with a private full bathroom and walk in closet. Just down the hall are two secondary bedrooms sharing their own full bathroom. The one-car, detached garage is located behind the home along with another designated, outdoor parking space. Both of these are easily accessed from the alleyway running behind the home and additional street parking is available in front of the home. For added peace of mind, the seller is transferring a SELLER-PAID HOME WARRANTY covering you through September 2027! All of this is nestled in a delightful community offering biking/walking trails, a recently updated playground, a large outdoor pool, a fitness center, a community center, a dog park, a community garden, a Caroline County library facility, and the Caroline Family YMCA! Act quickly to make 7120 Azalea Drive and the Ladysmith Village Community YOUR home for the holidays!

7120 Azalea Drive, Ruther Glen

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$415,000
3 Beds 4 Baths
Excellent opportunity to own a turn-key, move-in ready home in excellent condition! This home has three finished levels, all recently updated, and sits on a large, fully fenced yard that backs to the woods, giving you extra privacy and incredible views especially in the Fall --simply gorgeous! It’s located in the fun, amenity-filled, gated Lake Land’Or community, close to both the front entrance and the back exit for easy access. Step inside from the country front porch and you’ll find a bright entertainment room with a stone fireplace. The main level flows into the eat-in dining area and open kitchen. There’s also an extra room that can be used as a playroom, office, or whatever you need. The kitchen connects to the laundry room and a large storage area/garage perfect for the lawn mower, motorcycle, bicycles, etc. Upstairs are all three bedrooms with new carpet and fresh paint. The spacious main bedroom has a walk-in closet and an full bathroom with dual sinks, a soaking tub, and a stand-up shower. The walk-out basement gives you even more room, including a full bathroom, a rec room, and an extra NTC room you can use as a gym, craft room, or anything else you want. One of the best parts of this home is the HUGE Trex deck that spans the entire length of the house. It’s perfect for relaxing, grilling, and enjoying the beautiful views of the changing seasons. The home also offers additional parking, which is great for guests. You’re also within walking distance to the lake and close to the community nature trail. This spot is also known as a fantastic place to enjoy the annual July 4th fireworks show. Recent upgrades include HVAC (2022), hot water heater (2022), Trex decking (2021), interior paint, new LVP and carpet, granite countertops, refaced cabinets, and more. Schedule your showing today!

520 Redground Drive, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: .

$375,000
4 Beds 3 Baths
Nestled in the serene, gated community of Lake Land'Or in Ruther Glen, this delightful property offers the perfect blend of modern comfort and tranquil living. Conveniently located between Fredericksburg and Richmond, this home provides easy access to I-95, Route 1, King's Dominion, and the Virginia Railway Express, making it ideal for commuters and families alike. This well-maintained home features 4 bedrooms and 3 bathrooms across approximately 2,096 sq. ft. of living space, including a finished lower level perfect for entertainment and additional living quarters. The heart of the home boasts granite countertops, stainless steel appliances, a breakfast bar, island, and ample cabinetry, ideal for culinary enthusiasts and gatherings. There is space for an eat-in kitchen and the formal dining room is just around the corner. Enjoy the bright and airy living room with vaulted ceilings, creating a warm ambiance for relaxation. The upstairs primary bedroom includes a walk-in closet and a private bath with a large vanity, soaking tub, and shower. The lower level consists of two additional bedrooms, a large family room and the utility/laundry room. The washer and dryer, as well as an additional fridge will convey. The backyard with a deck and large gazebo is perfect for outdoor grilling, entertaining, or simply unwinding. There is also a large shed with power, suitable for a workshop, mancave, or just storage. The huge front-yard features temporary fencing to keep the owner's "best friends" in check. The roof was replaced in 2024 and the HVAC in 2020.. This home is situated on a double lot, at 612 and 614 Wright Dr. for a total of approximately 1.4 acres. Lake Land'Or offers an array of recreational opportunities, including an 87-acre lake for boating, fishing, and water skiing, plus a pool, clubhouse, pavilion, and ongoing neighborhood beautification efforts. This remarkable two-story transitional home shines with curb appeal and offers a lifestyle of comfort and leisure. Whether you're seeking a primary residence or a weekend retreat, 612 Wright Drive is a must-see! Schedule a tour today to experience the charm and convenience of this Lake Land'Or gem.

612 Wright Drive, Ruther Glen

Listing courtesy of Redfin Corporation. Contact:

Selling Office: .

$374,000
4 Beds 3 Baths
This charming Colonial-style home in the amenity-filled Lake Land Or community is ready for it's new owners! With 1,944 sq. ft. of thoughtfully designed space, this residence features four spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. The traditional floor plan includes a living room, formal dining room, and a cozy open-concept family room and kitchen, making it ideal for gatherings with family and friends. The kitchen is equipped with modern stainless steel appliances, including a built-in microwave, dishwasher, electric oven/range, soft-close cabinets, and two pantries! The master bedroom boasts a walk-in soaking tub, perfect for relaxing after a long days work. Enjoy the convenience of a dedicated laundry area on the lower floor, along with additional storage options in the attached 2 car garage and backyard shed. Step outside to your own personal green space, shaded with mature trees and a rear deck ready to hold your grill for summer barbecues. The 0.28-acre lot features a welcoming front yard and a spacious, fenced rear yard, providing plenty of outdoor space for play and relaxation. Living in Lake Land Or means enjoying a vibrant community with fantastic amenities, including a clubhouse, swimming pools, basketball courts, tennis courts, and access to beautiful lakes for boating and fishing. The gated neighborhood is well-maintained with common areas, security, and recreational facilities, promoting a safe and enjoyable environment. For commuters going North or South, this home is just 3 miles to Route 1 and only 5 miles to I-95. Bring your canoes, bring your fishing poles, and come see for yourself all that 227 Stafford Drive has to offer!

227 Stafford Drive, Ruther Glen

Listing courtesy of Samson Properties. Contact:

Selling Office: .

$467,000
3 Beds 3 Baths
Stunning 2-story home crafted by the respected builder Aronall Homes, set in the highly desirable Ladysmith Village community. Exceptional workmanship runs throughout, including custom crown molding in every room—even the bathrooms. The owners have impeccable taste, and it shows from the moment you step inside. The beautifully renovated kitchen (2023) features brand-new fixtures, elegant quartz countertops, and an impressive waterfall-edge peninsula with seating for four. Herringbone-tiled backsplash extends into the coffee station for a striking, cohesive look. The finishes and appointed details throughout the home are truly unique—next level in every way. The dining room boasts a standout Kaufman-style crown-molded ceiling and flows effortlessly into the living room, both enhanced by elaborate doorway moldings. Additional living spaces include a comfortable family room and a bright, inviting sunroom. Upstairs, both bathrooms have been refreshed with new countertops, new toilets, and contemporary glass shower doors in the primary bath. All three bedrooms offer brand-new carpeting. The unfinished walk-out basement provides even more opportunity for future expansion or customization, including roughed in plumbing for a full bath. From the sunroom, step out onto a charming bricked patio designed as a peaceful “secret garden” surrounded by thoughtful landscaping. A two-car garage adds everyday convenience and more storage space. All of this is nestled within a darling, charming community offering parks, a pool, and even its own library. A rare blend of character, thoughtful upgrades, and standout design—this is a special opportunity in Ladysmith Village.

7230 John Taylor Mews, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

Selling Office: .

$385,000
4 Beds 3 Baths
Discover this charming home in the desirable Cattail Commons neighborhood. Lots of recent upgrades completed and ready for you to move-in. As you arrive, you will immediately notice the brand new white fence which is ideal for privacy and the cozy front porch for those days you wish to unwind. Open the door and you are greeted with an expansive and open floorplan with fresh paint throughout. To the right is the welcoming formal living room with new carpet and 2 large windows overlooking the quiet neighborhood. As you continue the tour, you will find the large family with a fireplace - ideal for cozy evenings and entertaining! To your left you will find the large kitchen overlooking the family room. From the kitchen, open the sliding glass door to your generous sized backyard and a personal favorite, the in-ground pool for relaxation and entertainment. For added convenience, a half bath and laundry room can be found on the main level. Ascend to the 2nd level and the spacious primary suite is a true retreat, featuring a very large layout, a walk-in closet, and a beautiful bath complete with walk -in shower and relaxing jacuzzi style tub. In addition to the primary suite, there are three generously sized bedrooms and full bath, ensuring ample space for family and guests. The attached side-entry garage accommodates two vehicles and storage space so storage won't be an issue. You'll also appreciate some of the recent updates such as new pool mechanical equipment, new HVAC system, new water heater, new carpet throughout the home, recent power-wash throughout the home, new smoke detectors and new switches. Located in a vibrant neighborhood, it’s a perfect blend of comfort and convenience. Don’t miss the opportunity to make this your new home! To help visualize this home’s floor plan and to highlight its potential, virtual furnishings may have been added to photos found in this listing. What an opportunity to own this desirable corner lot home in the desirable Savannah Overlook Development. With easy access to Route 404 for trips to the MD & DE beaches, Talbot, and Queen Anne's County, scenic walking trails and multiple fishing ponds nearby.

1612 Cattail Commons Way, Denton

Listing courtesy of Northrop Realty. Contact:

Selling Office: .

$295,900
2 Beds 2 Baths
Beautifully maintained and move-in ready 2BR/1.5BA expanded Rancher on a sprawling lot in the open landscape of Wright's Wharf. Pull into the long driveway that wraps around to the attached two-car garage, make your way past lush green lawns, adult trees and landscaping, on the way to the front door of your forever home. Step inside to a home with tons of natural light, recessed lighting, an open floor plan, a soft color palette, and hardwood floors. The main living space offers a spacious living room with a stacked stone wood burning fireplace surrounded by custom built-in shelving, a large dining room with chair railings, a half bath, and the heart of the home, an open concept family room, breakfast area, and kitchen. The kitchen offers plenty of cabinets and countertops, a separate pantry closet, newer appliances including an electric cooktop and a double wall oven, a double sink under a window, and an island with pendant lights. Down the hall is a large secondary bedroom, a larger primary bedroom featuring a walk-in closet, and a full bath. Just off the family room is an enclosed sunroom that looks out over the vast landscape and the wonder of nature. The lower level is clean and dry with so many possibilities as your family's needs grow. The yard offers plenty of acreage with so many possibilities. This home is ideal for any new homeowner and is located in close proximity to shopping, restaurants, and commuter routes.

3622 Choptank Road, Preston

Listing courtesy of VYBE Realty. Contact:

Selling Office: .

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