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$550,000
5 Beds ⋅ 4 Baths ⋅ CVR-2629398 MLS
Welcome home to 18015 Jackson Dr! This is one of the neighborhood’s original and best-loved homes, built by Aaronal Homes and set on a corner lot. The 5 bedroom, 3.5 bath colonial gives you room to spread out and quality you can feel, all less than 5 minutes from historic downtown Bowling Green. Grab a coffee at The Mix House, browse the shops on Main Street, and enjoy the small-town charm that makes this location so special. The pride of ownership shows the moment you step onto the front porch. The entryway has fresh paint, and inside, plenty of natural light and cathedral ceilings set the tone for a home that’s both beautiful and functional, built with comfort and growth in mind. The main level has a formal living room, a formal dining room, and a large family room with a cozy gas fireplace and bay windows. The gourmet eat-in kitchen is the real showstopper. It has granite countertops, a large center island, a cooktop, a spacious pantry, and plenty of counter space for cooking and hosting. The kitchen opens into a bright sunroom with windows all around, so there’s room for gatherings and the biggest table you can imagine. Upstairs, new carpet runs throughout. The primary suite is a true retreat, with a huge walk-in closet, a private sitting area, and a spa-like bath with a soaking tub, a separate shower and a linen closet. Three more bedrooms, a full bath and a convenient laundry room complete the upper level. The walkout basement can be used in many ways. It has a recreation area, a kitchenette, and a spacious bedroom with its own full bath, plus a gym area and lots of storage. It works well for multigenerational living, guests or a home business. Outside, you’ll find a fenced yard, a sparkling pool, a Trex deck and a patio, so there’s plenty of space for summer fun and entertaining. A 2 car garage rounds out this beautiful home. Come see 18015 Jackson Dr for yourself. You won’t be disappointed!

18015 Jackson Drive, Bowling Green

13110 Courtland Ln E Unit 00000, Ruther Glen
$375,000
5 Beds ⋅ 3 Baths ⋅ VACV2011142 MLS
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

5148 Fredericksburg Tpke Tpke, Woodford
$450,000
5 Beds ⋅ 2 Baths ⋅ VACV2010972 MLS
4.93 Acres of Possibility! Bring your vision and a little imagination to this charming Cape Cod nestled on 4.93 acres, where classic character meets endless potential. This spacious 5-bedroom, 2-full-bath home offers the perfect opportunity to restore, refresh, and create a home that truly reflects your style. Inside, you'll find original hardwood floors, an inviting eat-in kitchen, separate dining room, and a comfortable living room and family room featuring a classic brick fireplace—all the elements of a home with timeless charm and plenty of room to make it your own. With an unfinished basement full of possibilities. Outside is where this property really shines with possibilities. A 3-car detached carport provides ample covered parking, while the multi-room outbuilding offers flexible space for storage, a workshop, hobby space, or even the potential to be converted into stalls. And tucked away on the back side of the property sits the old cattle barn, patiently waiting for someone to bring it back to life. With nearly five acres, multiple outbuildings, and a home filled with original character, this property offers something increasingly hard to find—space, privacy, history, and potential all in one place. This isn't a cookie-cutter property. It's a diamond waiting for someone to give it its shine. Bring your ideas, your creativity, and your vision, and unlock everything this special property has to offer! Property is being sold "AS IS".

5148 Fredericksburg Tpke Tpke, Woodford

109 Walnut St, Ridgely
$419,000
5 Beds ⋅ 3 Baths ⋅ MDCM2007764 MLS
5 BEDROOMS — 2,250 SQ FT — MOVE-IN READY — 2-CAR GARAGE — ESTABLISHED LISTER ESTATES Looking for the space of a larger home without the wait, construction process, or uncertainty of new construction? Why wait for new construction when you can enjoy the space, comfort and established charm of a beautifully maintained Colonial in desirable Lister Estates? Offering 5 bedrooms, 2.5 baths and approximately 2,250 square feet, this spacious home provides the room today's buyers are looking for—whether you need bedrooms for family, guests, a home office, hobbies or simply more breathing room. From the moment you arrive, you'll appreciate the pride of ownership. The home features a beautiful newer front door that welcomes natural light, gleaming oak hardwood floors, freshly painted interiors and a well-maintained, move-in-ready presentation. The kitchen offers convenient everyday functionality, while the home's generous floor plan provides plenty of space for both comfortable living and entertaining. Need even more room? The lower level offers valuable additional unfinished space and storage with the potential to be customized to suit your needs, subject to buyer's plans and applicable requirements. Outside, enjoy the convenience of an attached 2-car garage, established landscaping and the ease of living in a neighborhood setting while remaining close to Ridgely's quaint town center, shopping, churches, schools, parks and major commuter routes. If you're comparing new construction, smaller homes or properties requiring major updates, be sure to see what 109 Walnut Street has to offer. Five bedrooms, generous living space, a 2-car garage and move-in-ready condition make this a home worth seeing in person!

109 Walnut St, Ridgely

17031 Brookwood Dr, Bowling Green
$449,000
5 Beds ⋅ 4 Baths ⋅ VACV2010564 MLS
From the moment you arrive, this nearly new 2023 home offers the perfect blend of modern comfort, practical design, and exceptional outdoor living. Thoughtfully upgraded and meticulously maintained, every space has been designed to make everyday living feel effortless while creating the perfect setting for gathering with family and friends. The heart of the home is its open-concept main level, where seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere for entertaining or simply enjoying daily life. The first-floor primary suite offers the convenience of main-level living, while upstairs you'll find generously sized bedrooms and an expansive loft that serves as a second living area, ideal for movie nights, guests, a playroom, or a home office. Step outside and discover what truly sets this property apart. The custom stamped concrete patio is a showstopper, thoughtfully designed with separate spaces for dining, relaxing, and entertaining. A beautiful stone fire pit creates the perfect gathering spot on cool evenings, while built-in concrete lighting adds warmth and ambiance after sunset. Surrounded by low-maintenance white vinyl privacy fencing and backing to open space with no homes directly behind, the backyard offers a peaceful retreat that's as functional as it is beautiful. Working from home is effortless thanks to dedicated office space and a floor plan that provides room for everyone without sacrificing privacy. Whether enjoying your morning coffee or unwinding with a glass of wine on the patio, cozying up in the loft during the winter months, or hosting large celebrations, this home adapts beautifully to every season of life. Additional upgrades completed in 2023 include ceiling fans on both levels, updated kitchen and bathroom fixtures, stylish dining room lighting, vinyl privacy fencing, and solar panels for added energy efficiency and long-term savings. Located just minutes from the VRE, this home offers an ideal balance of peaceful small-town living and everyday convenience. Enjoy Bowling Green's charming Main Street with its locally owned coffee shop and small businesses while remaining close to shopping, dining, and commuter routes. Spacious, modern, cozy, and practical, this is more than just a house, it's a place where memories are made, celebrations are shared, and every day feels a little more comfortable than the last.

17031 Brookwood Dr, Bowling Green

4443 Jericho Rd, Ruther Glen
$630,000
5 Beds ⋅ 5 Baths ⋅ VACV2010400 MLS
Exceptional Private Retreat on 10 Acres! Welcome to your own slice of Virginia paradise in the heart of Caroline County. Nestled on 10 picturesque acres surrounded by mature trees, this beautifully updated home offers the perfect blend of privacy, comfort, and convenience. Whether you're looking for room to entertain, explore nature, garden, or simply unwind, this property delivers the lifestyle you've been dreaming of—all while being just minutes from Route 1 and I-95 for an easy commute to Fredericksburg and Richmond. From the moment you step inside, you'll be impressed by the grand two-story foyer and the stunning floor-to-ceiling flagstone fireplace with a custom mantel, creating a warm and inviting focal point. Elegant arched openings between the living and dining rooms add timeless architectural charm and character. Home Features: -Spacious floor plan with **4 bedrooms and 3 full bathrooms** on the upper level. -Luxurious primary suite featuring a private sitting area, oversized walk-in closet, and spa-inspired bath with a soaking tub, separate walk-in shower, and abundant counter space. -Second bedroom with its own private en-suite bathroom—ideal for guests or multi-generational living. -Bright walk-up lower level with a large recreation room, wet bar, full bathroom, and an additional room perfect for a home office, gym, or guest room. -Brand-new hardwood flooring throughout the main level. -Brand-new carpet throughout the upper level and all staircases. Step outside to enjoy the beautifully refinished patio, a basketball court, and a detached garage/large shed overlooking approximately 2 acres of cleared land, offering endless possibilities for outdoor entertaining, gardening, a future pool, or creating your own backyard oasis. Beyond that, the remaining acreage provides your own private playground—perfect for hiking, camping, wildlife watching, or simply enjoying the peace and beauty of nature right outside your door. Opportunities to own a beautifully upgraded home on 10 private acres at such a competitive price are exceptionally rare. If you've been searching for space, privacy, modern updates, and everyday convenience without sacrificing accessibility, this is the home you've been waiting for. Schedule your private showing today before it's gone!

4443 Jericho Rd, Ruther Glen

225 S 2nd St, Denton
$410,000
5 Beds ⋅ 3 Baths ⋅ MDCM2007474 MLS
Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd St, Denton

7323 Legacy Ln, Ruther Glen
$478,000
5 Beds ⋅ 4 Baths ⋅ VACV2010484 MLS
Welcome to 7323 Legacy Lane, a beautifully maintained 5-bedroom, 3.5-bath home nestled on a quiet cul-de-sac in the sought-after Pendleton Golf Community. Offering three finished levels of living space, this move-in ready home has been freshly painted and thoughtfully updated, including a stunning new primary bath shower. The open-concept main level is designed for both everyday living and entertaining, featuring a spacious family room with a cozy gas fireplace, a gourmet kitchen with granite countertops, stainless steel appliances, tile backsplash, abundant cabinetry, and a large pantry. Upstairs, the expansive primary suite offers dual closets, including a generous walk-in closet, and a beautifully updated bath. Four additional bedrooms provide flexibility for family, guests, home offices, or hobbies. The fully finished walk-out lower level offers immense additional living space—perfect for a recreation room, media area, fitness space, guest suite, or multi-generational living. Located less than 1.5 miles from I-95, Pendleton residents enjoy outstanding amenities including a championship golf course, walking trails, playgrounds, community green spaces, and a convenient location between Fredericksburg and Richmond. Enjoy the benefits of a well-established community while still feeling tucked away from the hustle and bustle. This immaculate home combines space, comfort, convenience, and lifestyle—schedule your showing today!

7323 Legacy Ln, Ruther Glen

13023 Stonewall Jackson Rd, Woodford
$995,000
6 Beds ⋅ 5 Baths ⋅ VACV2010424 MLS
Assumable VA Loan 3.375% for qualified buyers, current balance is approximately $549,000. Sitting on nearly 30 Acres in beautiful Caroline County, 3 finished levels await in this well appointed and meticulously maintained 2006 built Colonial. 25k in recent upgrades mean new LVP flooring through majority of basement and a New 3.5 ton RUUD Seer-2 Heat pump/AC. With an attached oversized 2 car garage, additional 3 bay workshop with 7,000 lb lift and 200 amp service, 50 amp RV hookup, and further storage sheds for all the extra toys! From the grand front porch you'll witness the hummingbirds at work or wrap up your days star gazing from the front lawn. Across the threshold an inviting 2 story foyer with charming slate floors and a well appointed main floor master means no steps up or down stairs after long days in the garden. The large Master suite boasts double walk in closets, jetted soaker tub, walk in shower and abundant light throughout. The kitchen at the heart of the main floor features unique marble countertops complementing the slate floors surrounding. Formal dining room to the one side, breakfast nook and bar seating to the left and easy access to the large deck overlooking trees and trails. Conveniently just inside the garage entrance are the large powder room and laundry room with abundant cabinet space. The family room with pellet stove insert allows for the warmth without the mess. The grand staircase within the 2 story foyer take us to the 2nd level landing and further well appointed bedrooms. Flexible floor plan with multiple bonus rooms, this home shows as 6-bedroom configuration, with 4.5 baths; septic perc approved for 4 bedrooms. Upstairs includes an au pair suite and attached bath with both soaker tub and walk in shower. The 3 additional bedrooms and full bath overlook the properties huge deck or surrounding grounds. Tons of storage throughout the home with multiple attic areas and tons of closet space on all 3 floors. Fully finished basement includes media room with Projector equipment conveying, an amazing space for a pool table, bar, or whatever you desire. Not one but TWO walkouts to the rear of property for outdoor entertaining, fireside gatherings or a stroll down established trails through the rolling acreage under a mature tree canopy. The outdoors is appreciated from every angle here with an enormous front porch, large rear deck, shaded under deck area ready for your swinging chairs and accessible from the 2 basement walkouts. Lot is devisable, check with Caroline County for approval of any intended land uses. Tax record does not reflect correct square footage of over 5400. Close proximity to downtown Fredericksburg and the convenience of 95 access mean local attractions are all at your reach. Room to roam indoors and out, versatility for all the hobbyists in your household and NO HOA. This is the place for those desiring proximity to the perks of the Fredericksburg region while still maintaining access to the nature and space of the countryside. Privacy and versatility without sacrificing proximity.

13023 Stonewall Jackson Rd, Woodford

322 S 2nd St, Denton
$1,500,000
5 Beds ⋅ 5 Baths ⋅ MDCM2006964 MLS
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in. Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area. All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding. The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors. A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear. A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.

322 S 2nd St, Denton

1181 Caroline Street, Port Royal
$1,175,000
5 Beds ⋅ 5 Baths ⋅ CVR-2611659 MLS
Welcome to your waterfront retreat on the Rappahannock River—where comfort, nature, and thoughtful design meet. This custom all-brick Colonial sits on 3.44 acres, directly across from the Rappahannock River Valley National Wildlife Refuge, offering sweeping river and wildlife views. At the heart of the home, the chef’s kitchen features Silestone countertops, a spacious island for six, a Wolf 5-burner gas range with hood, stainless steel appliances, a butler’s pantry, and elegant tile floors. Whether preparing a meal or entertaining, the river views from the kitchen make it a favorite spot for gathering. The family room is designed for relaxation, with a see-through gas fireplace and floor-to-ceiling windows framing the water. In the primary suite, enjoy trey ceilings, hardwood floors, a wet bar, a see-through fireplace, a custom bath with oversized jetted tub, and your own sitting area—perfect for peaceful river views each morning. Host gatherings or quiet evenings on the brick terrace or covered porch. Launch your boat from the private covered boathouse, with electric and jet ski lifts, or head out for kayaking, paddleboarding, fishing, or just soaking in the sights of ospreys and bald eagles. The dock is perfect for lunch or enjoying sunrises and sunsets. Downstairs, a full basement offers storage, finished living spaces with a kitchenette, a full bath, and separate private access. The Savaria elevator connects all three levels. Upstairs, four large bedrooms with Jack-and-Jill baths welcome family and guests. The fenced wrought iron yard is ideal for pets or children, while the refuge across the street offers hiking and endless views. Located in Port Royal, you’re only 25 miles from Fredericksburg, 17 miles from the Massaponax VRE, 16 miles from Dahlgren, and about an hour from Richmond or DC—a rare blend of privacy, natural beauty, and easy access.

1181 Caroline Street, Port Royal

5394 Gatewood Road, Woodford
$645,000
5 Beds ⋅ 4 Baths ⋅ CVR-2611399 MLS
Welcome to 5394 Gatewood Rd.! This Custom built 5 bedroom, 3.5 bath home with an oversized 2 car garage sitting on 8.8 acres will not disappoint! On the exterior you will find a mostly wooded lot, large driveway area with plenty of parking, two carports(one large enough for an RV), an oversized 32'x32' garage, a covered front porch, maintenance free vinyl siding, and a large rear deck surrounding an above ground POOL that is ready for the summer season! Once inside you will find a spacious living room featuring updated LVP flooring and two ceiling fans. This flows nicely into the kitchen area. The eat-in kitchen boasts stainless appliances, tile backsplash, and a large bay window bringing in tons of natural light. The laundry/utility room is off of the kitchen and features plenty of cabinetry and shelving for storage. The large primary bedroom features a HUGE walk-in closet, carpet, ceiling fan, and a spacious primary bath with an oversized tub/shower. On the opposite side of the home you will find another potential primary bedroom outfitted with it's own private bath, carpet, and a ceiling fan. This could be another primary bedroom suite, a teenage suite, or a great setup for multi-generational living. Rounding out the first floor is a separate half bath with update LVP flooring. Upstairs you will find a spacious bedroom featuring a HUGE walk-in closet, ceiling fan, and carpet. You will also find two other bedrooms with carpet, ceiling fans, and ample closet space. This is a very private country setting, but you are very close to Route 1, I-95, Fredericksburg, Ladysmith, the new Kalahari water park, and so much more! Put this one on your list to see!

5394 Gatewood Road, Woodford

20029 Jericho Woods Ln, Ruther Glen
$890,000
5 Beds ⋅ 4 Baths ⋅ VACV2010028 MLS
**BACK ON THE MARKET AT NO FAULT OF SELLER** Discover the perfect blend of luxury, comfort, and country living with this exceptional NO HOA 10-acre estate—fully equipped and ready for horses, chickens, and all the animals you can dream of! There is still plenty of wooded area that would be perfect for riding trails or subdivided if you wish. The spacious home features 5 bedrooms, including two large primary suites. One of the primary bedrooms is massive with a sitting room and upgraded designer walk-in closet. All bathrooms have been renovated. New wood flooring on the lower level and upstairs there are elegant Red Oak wood floors. You will also see nice touches throughout such as crown molding and wainscoting. The gourmet kitchen is a chef’s dream, boasting an oversized quartz island, a 6-burner commercial-grade gas range, new kitchen flooring, and a walk-in pantry. Step outside to your private oasis, featuring a heated in-ground pool and hot tub—both only one year old—along with a pool house perfect for entertaining. The deck boards were replaced just two years ago, and roof is only 5 years old with upgraded shingles. Equestrian enthusiasts will appreciate the impressive 4-stall barn complete with water, electricity, storage, a tack room, and a wash stall with a tankless water heater. The property also includes fencing, a chicken coop, and ample space for livestock, making it truly turnkey for farm and animal lovers. Additional highlights include a deep well, a cozy gas fireplace, a Generac whole-home generator for peace of mind, and a spacious three-car garage. Many items will convey with the home such as chicken coop, pool lounges, deck furniture, all lawn equipment (big mower, commercial weed eater, blower, elite drag) and some equestrian items. This extraordinary property offers the ultimate in refined rural living—where luxury meets tranquility. Schedule your private tour today!

20029 Jericho Woods Ln, Ruther Glen

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