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13539 Hokum Dr, Greensboro
$840,000
6 Beds ⋅ 4 Baths ⋅ MDCM2006562 MLS
A Private Eastern Shore Compound Designed for Living, Relaxing & Entertaining! Welcome to 13539 Hokum Drive, a rare Eastern Shore retreat offering privacy, amenities, and “room to breathe” on a gorgeous, partially wooded landscape. This isn’t just a home — it’s a full lifestyle setting, complete with multiple outbuildings, an in-ground pool, wooded trails, and incredible outdoor living spaces, and did we mention an Island! From the moment you enter the long, tree-lined gravel driveway, the property unfolds like a private estate. Mature oaks frame the entrance, opening onto a wide parking courtyard with easy access to the home, the detached garage, and the recreational spaces. A Property with Endless Possibilities The parcel is beautifully laid out: open yard areas, wooded privacy in the rear, and functional spaces placed precisely where you want them. The main house sits comfortably elevated, overlooking the grounds and positioned to enjoy every season of the Eastern Shore. A standout feature is the in-ground pool complex — completely fenced, surrounded by clean concrete decking, and flanked by green-roofed outbuildings including a pool house/shed and a pavilion. Whether for hosting summer gatherings or quiet weekend lounging, the setup is turnkey and impressive. Multiple Outbuildings & Flexible Space A large two-bay detached garage with an upper windowed loft offers serious utility: car storage, workshop potential, hobby space, or equipment housing. Additional smaller structures throughout the property expand your options even further. Riverside Recreation Area Toward the wooded rear of the property, you step into a different world entirely — a waterfront camp-style hangout zone along a calm creek or river bend. The video shows: An open sandy area steps from the water A pergola-style structure with multiple swing benches A ring of Adirondack chairs for gatherings A large central fire pit A dock or walkway leading toward the water This area alone feels like a vacation property — perfect for evenings by the fire, fishing, quiet coffee mornings, or hosting large outdoor gatherings. A True Outdoor Lifestyle The acreage is open enough for play, gardening, pets, and recreation, yet wooded enough to give real privacy. Kids (or adults—no judgment) will love the playground structures and soccer goal visible in the drone shots, and the entire layout encourages outdoor living from sunrise to sundown. The Home The main residence is a spacious, multi-level layout with: A long upper deck overlooking the backyard Large -Light-filled casement windows Lower-level walkout areas perfect for storage, hobbies, expansion or rental! A warm, neutral exterior well-maintained around the entire perimeter Perfect for Buyers Craving Space, Freedom & a Multi-Use Property Whether you want a homestead, an entertainer’s paradise, multi-generational potential, or simply acreage with every amenity already built in, 13539 Hokum Drive delivers. Opportunities like this rarely hit the open market. Schedule your private showing and come experience the lifestyle for yourself.

13539 Hokum Dr, Greensboro

24712 Tribbett Cir, Ridgely
$592,500
4 Beds ⋅ 5 Baths ⋅ MDCM2006542 MLS
Welcome to 24712 Tribbett Circle — a beautifully appointed 2016-built home set on 2.43 pristine acres in one of Ridgely’s most desirable neighborhoods. This luxurious 4-bedroom, 4-bathroom property seamlessly blends timeless style with modern comfort, offering an exceptional living experience both inside and out. The main level is adorned with rich bamboo flooring, creating a warm and sophisticated ambiance throughout. At the heart of the home, the spacious and thoughtfully updated kitchen features abundant cabinetry, premium finishes, and an intuitive layout ideal for everyday living as well as elevated entertaining. Its open design enhances natural light and promotes a seamless flow between rooms. A main-floor bedroom with an adjacent full bathroom adds valuable versatility—perfect for an in-law suite, private guest accommodations, or a first-floor primary suite for long-term convenience. The partially finished basement extends the home’s functionality even further, offering ample room for a recreation area, media space, home gym, or entertainment lounge. A standout highlight is its direct outdoor access, allowing effortless movement between indoor and outdoor living spaces. Outside, the property truly shines. Step into your own private backyard oasis, complete with a low-maintenance composite deck and a generous concrete patio ideal for outdoor dining, grilling, or relaxing by a firepit. Beyond the patio, the home features an expansive, open backyard that provides exceptional opportunities for future enhancements—such as a pool, children’s play area, gardens, or any outdoor amenity you envision. The acreage offers both privacy and unmatched flexibility, a rare find in a neighborhood setting. With its upscale finishes, thoughtful layout, modern 2016 construction, and premier homesite, 24712 Tribbett Circle offers an elevated lifestyle in a peaceful, sought-after community. This is a property that truly stands out—schedule your private tour today.

24712 Tribbett Cir, Ridgely

12110 Loblolly Rd, Ruther Glen
$350,000
4 Beds ⋅ 3 Baths ⋅ VACV2009140 MLS
Welcome home to 12110 Loblolly Rd, a charming Cape Cod featuring 4 bedrooms, 3 full baths, and 1,700 sq ft on a flat, level lot tucked away in Caroline Pines, with easy access to I-95 for commuting. Step inside to an inviting living room highlighted by gleaming hardwood floors and abundant natural light. From there, the flooring transitions to LVP as you enter the eat-in kitchen, complete with recessed lighting, a spacious island, dining area and stainless steel appliances. The main floor offers convenient one-level living with 2 carpeted bedrooms and 2 full baths, including a primary suite with a full bathroom featuring a double vanity, extra cabinetry for linens, and a generous closet. The second main-level bedroom is freshly painted, nicely sized, and located just across the hallway from another full bathroom. Upstairs, you’ll find a loft area, two additional rooms, a walk-in closet, and another full bathroom perfect for guests, office space, or hobbies. Outside, enjoy your fully fenced in backyard perfect for large dogs, kids, and entertaining. The shed at the back of the property offers space for all your storage needs. Enjoy all the community has to offer! Lake access, boat ramp, community pool, clubhouse, fitness center, playgrounds, and more!

12110 Loblolly Rd, Ruther Glen

5585 Harmony Woods Dr, Preston
$533,900
4 Beds ⋅ 3 Baths ⋅ MDCM2006520 MLS
Set on a private, wooded 1.37± acre lot in Harmony Woods, this beautifully maintained home offers a warm, inviting layout with abundant natural light and thoughtful updates throughout. A welcoming front porch leads into the main level with hardwood floors, detailed trim work, and easy flow from the kitchen and breakfast area to the living room with a wood-burning fireplace. Full-view doors open to a spacious screened-in porch and adjoining deck overlooking the fenced backyard and mature trees. The spacious first-floor primary suite includes direct access to the screened porch, a private primary bathroom with two granite-topped vanities, a jetted soaking tub, a tiled walk-in shower, a private water closet, and a walk-in closet with attic access. Upstairs you’ll find three additional bedrooms, a full bath, and a bright bonus room offering flexible use. A fully finished third-floor loft provides exceptional additional living space—ideal for a family room, game room, or creative studio. Fresh interior paint, newly painted exterior shutters, and a new roof add to the move-in-ready presentation. The home benefits from meaningful system updates, including a recently replaced HVAC unit and a new well pump. A peaceful setting convenient to both Easton and Denton, this property offers space, privacy, and a beautifully maintained home ready for its next owner.

5585 Harmony Woods Dr, Preston

26091 Hokum Dr, Greensboro
$429,900
4 Beds ⋅ 3 Baths ⋅ MDCM2006526 MLS
OPEN HOUSE Sat Dec 6th 11am-1pm. Discover peaceful Eastern Shore living in this beautiful 4-bedroom, 2.5-bath detached home, set on 7.55 private acres bordering the Choptank River. Tucked away at the end of a quiet cul-de-sac with mature woods, this property offers exceptional privacy, nature views, and seasonal glimpses of the river during the fall and winter months. Inside, the home has been thoughtfully refreshed with brand-new carpet and luxury vinyl plank flooring throughout, along with a complete interior repaint for a bright, clean, move-in-ready feel. The main level features generous living and dining spaces, a comfortable family room, and a bright open eat-in kitchen. Upstairs, you’ll find four spacious bedrooms, including a primary suite with an en-suite bath. A two-car garage adds convenience, and the expansive acreage offers endless possibilities—gardens, trails, outdoor entertaining, or simply enjoying the tranquility of the surrounding landscape. With river access take your kayak or canoe for a paddle and enjoy the wildlife all around, this property is the perfect blend of comfort, seclusion, and Eastern Shore charm. A rare opportunity to own acreage and privacy with the Choptank River at your doorstep—schedule your showing today.

26091 Hokum Dr, Greensboro

1208 Painted Fern Rd, Denton
$400,000
4 Beds ⋅ 3 Baths ⋅ MDCM2006504 MLS
Welcome home to this beautifully updated 4-bedroom, 2.5-bath Colonial tucked away in a peaceful neighborhood just minutes from historic downtown Denton! Enjoy the best of both worlds — a quiet suburban setting with easy access to Rt. 404, Rt. 50, and Rt. 301, and only about 30 minutes to the Bay Bridge for commuters or weekend getaways. Built in 2006 and thoughtfully refreshed with modern updates, this home truly shines. Recent improvements include a brand-new water heater (2024), new carpeting throughout (2024), contemporary lighting inside and out, remodeled bathrooms (2024), new laundry appliances (2024), white vinyl fencing (2025) and a premium 50-year architectural roof (installed 2022). Step inside the welcoming two-story foyer, where formal living and dining rooms set the tone . The open-concept kitchen and family room are the heart of the home, filled with natural light and perfect for everyday gatherings. A laundry room with a thoughtful coat and storage shelving leads you out to the 2-car garage. Upstairs, a spacious bonus area provides extra hangout space, while the large primary suite features a walk-in closet and en-suite bath. Three additional bedrooms and another full bath complete the upper level. Outside, the fenced in yard with new white vinyl fencing is ready for fun with a roomy deck and nice grassy yard space. With all the upgrades already done, this home is truly move-in ready and waiting for its next chapter! For further peace of mind there is a home warranty until July 2026 that can be transferred to buyer.

1208 Painted Fern Rd, Denton

15510 Church St, Milford
$399,000
4 Beds ⋅ 2 Baths ⋅ VACV2009102 MLS
Everything you need on the first floor with plenty of room for the kids or quests upstairs! Spacious 4 bedroom 2.5 bath home in Milford. This home features large 1st floor bedroom, walk in closet and bath complete with soaking tub and separate shower. Country kitchen with bar seating, Tons of cabinets and counter space. Large pantry space or storage under the stairs. 1st floor 1/2 bath as well as laundry. Attached 2 car garage with entrance to the 1st floor as well. Well appointed living room with gas fireplace and wooden floor. Plenty of bright sunshine ! Upstairs there are 3 bedrooms and 1 full bath, again the natural sun light will make you smile! Full country porch across the front waiting for your swing. Fenced back yard with a small deck. Large attached 2 car garage for additional storage. No HOA ! Please excuse our mess as home is being professionally clean and some additional landscaping is in progress.

15510 Church St, Milford

4218 Harmony Rd, Preston
$2,560,000
8 Beds ⋅ 16 Baths ⋅ MDCM2006492 MLS
A truly rare offering for the discerning auto enthusiast, this exceptional 58.48-acre Eastern Shore estate is a masterfully designed luxury compound where architectural elegance meets world-class automotive accommodations. Introduced by a private gated entrance and tree-lined circular drive, the stately brick home immediately conveys the scale, privacy, and prestige of this one-of-a-kind property. The main residence spans over 9,364 square feet and is thoughtfully designed for refined living and grand-scale entertaining. A dramatic two-story foyer with sweeping double staircases opens to richly appointed formal and informal living spaces accented by custom millwork, crown moldings, hardwood flooring, and four fireplaces. At the heart of the home, the chef’s kitchen impresses with coffered ceilings, expansive island, commercial-grade range, double wall ovens, and premier Viking, Sub-Zero, and Wolf appliances, along with an induction cooktop and icemaker. A well-appointed butler’s pantry ensures seamless entertaining, while the adjoining Grill Room—featuring an infrared grill, Viking beverage cooler, and Sub-Zero icemaker—offers a relaxed gathering space. The primary suite is a private retreat with fireplace, mood lighting, generous walk-in closets, and dual doors leading to a private balcony overlooking the grounds. The spa-inspired bath includes double vanities, a tiled shower, and soaking tub. All additional bedrooms in the main residence are ensuite, offering comfort and privacy for family and guests. Outdoor living rivals a private resort, highlighted by a 40’ x 20’ heated saltwater infinity pool with swim ledge, hot tub, outdoor kitchen, covered porch, expansive patios, and firepit—perfect for year-round enjoyment amid mature landscaping, a tranquil pond, and sweeping rural views. Automobile collectors will appreciate the estate’s unparalleled garage facilities. A detached brick automotive gallery features a nine-bay, climate-controlled showcase garage with CHI aluminum tinted glass doors, polished concrete floors, and premium climate control—ideal for preserving and displaying a museum-quality collection. Above, a fully appointed three-bedroom, two-bath guest residence offers a kitchen and multiple living spaces. Two additional fully insulated, climate-controlled 50’ x 75’ garages with 12-foot overhead doors and professional-grade lifts provide exceptional flexibility. An oversized storage building and run-in to the rear further enhances the property’s versatility. Hobbyists, from automobile collectors to equestrian enthusiasts, will be delighted to make use of the many large accessory structures on the property. Additional features include a comprehensive security and surveillance system, private gated entrance, 60-zone irrigation system, whole-property surround sound, & Comcast fiber internet. This is more than a home—it is a destination estate offering an elevated lifestyle for those who value privacy, craftsmanship, and automotive excellence in a refined Eastern Shore setting. IMPORTANT NOTES: Property consists of three parcels with separate addresses/taxes, portions of which are leased for agricultural use through December 2025. The irrigation system has a mainline break beneath a garage and will not be repaired by the seller. Quotes for repair or replacement are available for review.in documents. Front garage has suffered water damage and in the process of being remediated but seller will not be making repairs to the garage or apartment. Estimates for the remediation (which seller is doing) and the repair of damaged area is uploaded in MLS disclosure docs. All agents/buyers touring MUST sign a Hold Harmless Document prior to entering the garage/apartment. Property is being sold AS-IS/WHERE-IS with all faults. Contact listing agent(s) with any questions. ***Please do not enter lane to property without a confirmed appointment.

4218 Harmony Rd, Preston

129 Lake Caroline Dr, Ruther Glen
$385,900
4 Beds ⋅ 2 Baths ⋅ VACV2009072 MLS
Welcome to your personal sanctuary in the highly sought-after gated Lake Caroline community, where modern luxury meets serene lake living. This newly renovated split-level masterpiece isn’t just a house. It’s an experience, carefully designed to exude warmth, elegance, and comfort from the moment you arrive. The heart of the home, a fully updated kitchen, combines style and function with gleaming granite countertops, custom cabinetry, and top-of-the-line modern appliances, offering a cozy eat-in area perfect for morning coffee overlooking the backyard. Step outside through sliding glass doors to your private deck. The lower level featuring a spacious new patio for summer barbecues, family gatherings, or relaxing evenings under the stars, surrounded by a brand-new vinyl fence for privacy. The newly paved driveway offers ample space for multiple vehicles—or even a boat—while the brand-new one-car garage provides remote access and additional storage. With four generously sized bedrooms and two fully updated, spa-inspired bathrooms featuring granite-topped vanities and modern fixtures, comfort and sophistication are found in every corner. Major upgrades include a new HVAC system (2024), new roof (2024) and updated kitchen. Living in Lake Caroline means enjoying a vibrant lifestyle with 24-hour gated security, private access to the lake, swimming pools, tennis courts, beaches, playgrounds, walking trails, and a welcoming clubhouse—all designed for recreation, relaxation, and connection. Every upgrade, every view, and every detail of this home was crafted to offer the perfect blend of luxury and tranquility. Once you step inside, you’ll know you’ve found your forever home.

129 Lake Caroline Dr, Ruther Glen

24276 Asbury Dr, Denton
$595,000
5 Beds ⋅ 3 Baths ⋅ MDCM2006490 MLS
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

24276 Asbury Dr, Denton

1626 Blue Heron Dr, Denton
$285,000
4 Beds ⋅ 4 Baths ⋅ MDCM2006486 MLS
Welcome to this beautifully appointed 2,640 sq ft townhouse, offering a comfortable and well-planned layout across three levels. This home features four generous bedrooms and four bathrooms, along with a stylish kitchen complete with bar seating and a separate formal dining room—perfect for gatherings and everyday living. Upon entering, you’ll appreciate the open feel and ample room sizes, including a first floor bedroom with a walk-in closet. Enjoy the private back deck—great for hosting friends, grilling out, or simply unwinding outdoors. The custom garage is unique to this home, and will be enjoyed by the new owner. Situated in the growing town of Denton, this property offers convenient access to beaches in under an hour and quick commutes to Easton, Dover, Baltimore, and Washington, D.C. Come discover the charm, convenience, and comfort this home has to offer.

1626 Blue Heron Dr, Denton

14440 Fredericksburg Tpke, Woodford
$445,000
5 Beds ⋅ 3 Baths ⋅ VACV2009046 MLS
Completed New construction - The Boxwood from Ironwood Homes on 1.77 acres. Simple, yet elegant, this modern reinterpretation of country chic is the perfect home in which a young family can grow. The Boxwood’s open floor plan creates a bright and airy atmosphere. Each home is expertly fashioned with a luxury primary bathroom, farmhouse sink, exposed natural beams, and much more to give it a uniquely custom feel. Gorgeous 5 bedroom 3 full bath ranch home! Granite countertops and stainless steel appliances in the kitchen. There are tons of upgrades throughout the home- free-standing tub, hardwood floors, custom-look light fixtures, and gorgeous tiles! A completely finished basement provides another bedroom, a full bath, and a large recreation area! You don't want to miss this opportunity!

14440 Fredericksburg Tpke, Woodford

131 Hobbs St, Greensboro
$292,990
4 Beds ⋅ 2 Baths ⋅ MDCM2006456 MLS ⋅ None Available BLDG.
Welcome to 131 Hobbs Street, a new home soon to be 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 home’s fourth bedroom is situated 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.

131 Hobbs St, Greensboro

24800 Pealiquor Rd, Denton
$1,150,000
4 Beds ⋅ 4 Baths ⋅ MDCM2006446 MLS
Experience timeless elegance and Eastern Shore charm at this beautifully restored 4-bedroom, 3.5-bath colonial retreat set on 7 acres along the Choptank River. Once known as “Hazelwood,” this historic Governor’s Mansion is one you don’t want to miss! Inside, you’ll find expansive formal and informal rooms flow seamlessly for entertaining and family living alike. This estate features refinished wood floors (2023), freshly replastered / painted walls (2023), updated marble bathrooms, brand new gas stove (2025), HVAC split systems (2019), roof (2016), septic (2009), well (2013), pool liner (2020), and a new propane tank and pool heater (2022) for the in-ground pool. Additional outlets, recessed lighting, and ceiling fans have also been added for modern convenience (2022). Outdoors, enjoy the best of Eastern Shore living—fishing, boating, kayaking, or swimming right from your backyard dock on the scenic Choptank River. Relax poolside, gather around the firepit, or simply take in the tranquil water views. With a strong history as an income-generating Airbnb, this property offers exceptional versatility as a private retreat, family estate, or investment opportunity. And to top it off, enjoy a day of golf right next door at Caroline Country Club! Don’t miss your chance to own a piece of Maryland history—and let the riverfront veranda echo with history while you sip your morning coffee.

24800 Pealiquor Rd, Denton

1233 Painted Fern Rd, Denton
$435,000
5 Beds ⋅ 4 Baths ⋅ MDCM2006444 MLS
Welcome to this spacious beautiful family home in a desirable subdivision. This 5 bedroom 3.5 bathroom home is inviting the inut you walk through the door. This home boats a first and second floor primary suite tha is perfect for in laws or guests. If closet space is essential to you than you will love the closet space in the 2nd floor primary suite. It's a dream space for anyone with an expansive wardrobe because there is more than enough room for every thing. This stunning home is the largest in the community and provides over 4000 sq feet in addition to a three car garage. This beautiful home is overloaded with so much character as well as a commodious entertainment/recreation room. There's a patio that overlooks the mature trees for a peaceful and serene setting for entertaining, grilling. or just relaxing outside.

1233 Painted Fern Rd, Denton

31207 Portobago Trl, Port Royal
$505,000
6 Beds ⋅ 4 Baths ⋅ VACV2009034 MLS
6 BEDROOMS! ( 2 PRIMARY SUITES ) THIS AMAZING "WATER ACCESS" COLONIAL ON THE BEAUTIFUL RAPPAHANNOCK RIVER! THIS SPACIOUS HOME SITS ON A GORGEOUS 3 ACRE LOT IN THE PRESTIGOUS "PORTOBAGO BAY" COMMUNITY WITH EASY ACCESS TO THE RIVER & ANOTHER SMALLER FISHING LAKE RIGHT DOWN THE STREET. NICE OPEN GROUNDS WITH OVERSIZED GARAGE & A GARAGE WORKSHOP OR 3RD GARAGE. INSIDE YOU WILL FIND 2 PRIMARY SUITES - ONE ON THE MAIN FLOOR, FORMAL LIVING ROOM, DINING ROOM, KITCHEN - DINING - FAMILY ROOM WITH CONNECTING FLORIDA ROOM TO ENJOY YOUR MORNING COFFEE WHILE WATCHING ALL THE HUMMINGBIRDS FLOCKING TO THE BEAUTIFUL FLOWERS & NECTAR. UPSTAIRS YOU WILL FIND 4 BEDROOMS ALONG WITH 2ND PRIMARY SUITE WITH A WOODBURNING FIREPLACE. GRANITE COUNTERTOPS THROUGHOUT, HARDWOOD FLOORING, CARPET & VINYL. SPACE FOR EVERYONE INSIDE & OUT. ENJOY RIVERFRONT LIVING WO RIVERFRONT PRICES WITH ACCESS TO COMMUNITY BOAT RAMP, PIER & BEACH. FISHING, SWIMMING, WATERSKI, WAKEBOARD, JETSKI OR TAKE IN THE RIVER WILDLIFE ON YOUR KAYAK ON THIS BEAUTIFUL PART OF THE RAPPAHANNOCK RIVER. PROPERTY IS LOCATED JUST SOUTH OF HISTORIC PORT ROYAL & NOT FAR FROM FREDERICKSBURG, TAPPAHANNOCK, KING GEORGE, BOWLING GREEN & THE MARYLAND BRIDGE.

31207 Portobago Trl, Port Royal

771 Lake Caroline Dr, Ruther Glen
$399,900
4 Beds ⋅ 2 Baths ⋅ VACV2009032 MLS
TRUE WATERVIEW CAPE IN BEAUTIFUL LAKE CAROLINE! THIS SPACIOUS HOME SITS RIGHT ACROSS STREET FROM THE WATER WITH VIEWS FROM EVERY ROOM IN THE HOUSE. NESTLED ON A LEVEL LOT, LONG PAVED DRIVE, FENCED IN BACK YARD WITH LOTS OF ROOM BOTH INSIDE & OUT FOR YOUR LAKE HOUSE GUESTS. IT'S LIKE YOU ARE LIVING ON THE WATER WITHOUT PAYING WATERFRONT PRICES! INSIDE YOU WILL FIND NICE LVP FLOORING, NEWER APPLIANCES, LIGHT FIXTURES, VANITIES & CEILING FANS & SHOWS LIKE A MODEL HOME. MAIN FLOOR BOASTS 2 NICE SIZE BEDROOMS, KITCHEN, LIVING ROOM ON MAIN FLOOR WITH PRIMARY BEDROOM UPSTAIRS & AN ADDITIONAL ROOM AS WELL. *** LOCATION - LOCATION *** JUST A FEW STEPS AWAY FROM THE LAKE'S MAIN BEACH, POOL, TENNIS COURTS/PICKELBALL & CLUBHOUSE. LAKE CAROLINE IS A FULL-SERVICE LAKE OFFERING: SWIM, FISH, WATERSKI, WAKEBOARD, JET SKI, KAYAK & PONTOONING. 2 SANDY BEACHES, PICNIC SHELTERS & PLAYGROUND ALL AROUND. ENJOY LOTS OF ACTIVITIES LIKE MOVIES & CONCERTS ON THE BEACH & MORE. LAKE CAROLINE IS LOCATED JUST OFF I-95 BETWEEN ASHLAND & FREDERICKSBURG & IS PERFECT FOR COMMUTERS ALL AROUND. CLOSE TO SHOPPING, COUNTY LIBRARY, YMCA, FARMERS MARKET, WINERIES, GOLF & NOT FAR FROM KINGS DOMINION, VA STATE FAIR & THE NEW KALAHARI WATERPARK COMING NEXT YEAR! COME CHECK IT OUT & ENJOY YOUR TIME AT THE LAKE!

771 Lake Caroline Dr, Ruther Glen

294 Tidewater Cir, Preston
$380,000
5 Beds ⋅ 3 Baths ⋅ MDCM2004860 MLS
NEW ROOF was installed 03/22/2025, Warranty will transfer to buyer with purchase of the home. Looking for more space? This is the one that checks all the boxes. 5-Bedroom, 2.5-Bath Home in a wonderful community in the charming town of Preston. This open kitchen layout is amazing, truly is the heart of this home! Open to the large family room that features a cozy gas fireplace, the kitchens center island is the best viewpoint for everyday living. Everything you need in a kitchen, stainless steel appliances, a pantry closet, adjacent dining area room, breakfast bar with seating area that incorporates this stunning beautiful, vaulted ceiling sunroom. Direct access to the newly added deck overlooking the generously sized fence enclosed back yard. Newly installed fencing (summer 2024). The Laundry/mudroom provides direct entrance off the kitchen to the two-car garage. The first level of the home also provides a half bath and designated home office space! Upstairs you will discover a spacious primary bedroom with double door entryway, vaulted ceilings, walk-in closet as well as an additional standard size closet for extra storage. The ensuite features double sink vanity, soaking tub and a stand-alone shower. 3 additional nice size bedrooms, full main hall bathroom and a large completely finished bonus space located above the garage (currently used as a 5th bedroom). Located in the community of Tidewater Farms, enjoy small town living and easy access commuting. Less than 8 miles to Choptank River public boat launch!

294 Tidewater Cir, Preston

210 Hollyside Drive, Ruther Glen
$445,000
4 Beds ⋅ 3 Baths ⋅ CVR-2529047 MLS
JUST FINISHED stunning colonial home is almost move-in ready! Located on one of the small community ponds ! As you step inside, you’re welcomed by an inviting foyer and a large flex space that can be your formal dining, office, or play area. The family room flows effortlessly into a beautifully designed kitchen featuring granite countertops, upgraded cabinetry, stainless steel appliances, barn door pantry, and a generous island. The main living area showcases 9-foot ceilings for an open, airy feel. Upstairs, the primary suite offers tray ceilings, recessed lighting, and a spa-like ensuite with a tiled shower, soaking tub, dual vanities, and a linen closet. A large walk-in closet provides abundant storage. Three additional bedrooms with sizable closets, a full bathroom, and a convenient laundry room complete the upper level. Don't forget the two-car garage, a sought after feature in the community. Additionally, this build comes with an unfinished 900 sqft walkout basement that is plumbed for a bathroom and ready for you to finish later ! Located in the Lake Land Or community, you’ll have access to fantastic amenities and endless opportunities for relaxation and recreation. Schedule a tour today and make this incredible home your own!

210 Hollyside Drive, Ruther Glen

406 Morning Glory Dr, Denton
$400,000
4 Beds ⋅ 3 Baths ⋅ MDCM2006342 MLS
SUPER PRICE IMPROVEMENT!! 2020-BUILT EASTERN SHORE COLONIAL. On the outskirts of historic Denton, you will find this 4-bedroom, 2.5 bathroom home in the pleasant neighborhood of “The Gardens!" This one-owner home offers high-end detailing including a fresh decorator neutral paint palette, free-flowing open concept floor plan, beautiful NEW carpeting, as well as luxury vinyl tile flooring, a chef’s dining bar/island, stainless steel appliances, granite countertops and attractively appointed Baths! The Great Room, adjoining the kitchen, encompasses an airy Dining Area and a window encased Sunroom spilling out to the alfresco picnic/grilling patio & yard! The upper level Primary Bedroom retreat offers a walk-in closet & en suite Bath. This level also includes 3 additional BRs (possible Home Office or Gym), separate Laundry Room, Full Family Bath. A third level, known as a "sky basement", offers a large flexible area to fashion to your needs! A multi-vehicle driveway, roomy 2-car garage, and quaint detached storage shed complete this turnkey, active living package. (The $425.00 amount is a front foot fee.) Enjoy Denton’s historic brick sidewalks to shops, bistros, & galleries, the rich maritime heritage of the Choptank River, and easy access to the Bay Bridge (35 mins.), Annapolis (50 mins.), and ocean beaches (90 mins.) via RTs 404/50/301. SIMPLY IRRESISTIBLE! Agents, please turn off all lights and lock doors. Thank you.

406 Morning Glory Dr, Denton

384 Land Or Dr, Ruther Glen
$365,000
4 Beds ⋅ 4 Baths ⋅ VACV2008980 MLS
Don’t miss your chance to own a recently updated 4 bedroom home with 2 ensuites and a bonus room in the amenity filled Lake Land'Or community. When you arrive for your showing you’ll be greeted with a two lane driveway that leads to the 1 car attached garage & covered front porch. Upstairs includes a spacious kitchen dining combo, with a pantry & island, open concept living area with vaulted ceilings & fireplace, rear entry to the newly painted deck, 3 bedrooms, and 2 full bathrooms. Upstairs ensuite has a larger bedroom with a walk-in closet & dual vanity bathroom with separate tub & shower. Downstairs includes 1 large bedroom with a full bathroom, 1 bonus room with a half bathroom, laundry & utility room combo, access to the garage, and rear entry to the backyard. Downstairs ensuite has an oversized walk-in closet, an additional closet, and larger dual vanity bathroom with separate tub & shower. Each floor has it's own designated HVAC zone. Shed on concrete pad will convey. Located minutes away from shopping, parks, restaurants, I-95 - 18 miles from Cosner’s Corner and 10 miles from the new Kalahari Resort & Convention Center.

384 Land Or Dr, Ruther Glen

7125 Durrette Rd, Ruther Glen
$300,000
4 Beds ⋅ 4 Baths ⋅ VACV2008582 MLS ⋅ Ladysmith Village BLDG.
Welcome to the amenity-rich community of Ladysmith Village! Enjoy resort-style living with access to a clubhouse, fitness center, county library, YMCA, dog park, and more. This spacious three-level townhouse offers 4 bedrooms and 3.5 bathrooms with thoughtfully designed living spaces throughout. The gourmet kitchen features stainless steel appliances and granite countertops, perfect for cooking and entertaining. An enormous family room and recreation room provide ample space for relaxation, while vaulted ceilings add an open and airy feel. Convenient laundry on the bedroom level ensures ease of daily living. The lower-level in-law suite includes a private entrance and a full bath, offering ideal flexibility for guests or multigenerational living. Offered as-is and priced to reflect current condition an excellent opportunity to make it your own!

7125 Durrette Rd, Ruther Glen

20 Greenvale Ct, Ruther Glen
$975,000
7 Beds ⋅ 4 Baths ⋅ VACV2008906 MLS
Welcome to your own private retreat on the water! Tucked away at the end of a peaceful cul-de-sac, this stunning waterfront home sits proudly on a peninsula—offering sweeping water views from every window in the house. Whether you’re enjoying your morning coffee or hosting friends for a sunset dinner, the scenery is simply unforgettable. Step outside to your beautifully designed stamped concrete patio, perfect for outdoor entertaining, or take a stroll down to your private dock—launch a kayak, fish, or just unwind while soaking in the serene surroundings. Inside, the home strikes a balance between cozy comfort and tasteful updates. Natural light pours in through updated windows (2017), creating a bright and airy feel throughout. Major systems have all been thoughtfully replaced within the last 8 years, including the roof, HVAC, water heater, and windows, giving you peace of mind and energy efficiency for years to come. Whether you’re searching for a weekend getaway or year-round lakefront living, this is more than a home—it’s a lifestyle. Come experience the calm, beauty, and joy of life on the water at 20 Greenvale Ct. Mortgage savings may be available for buyers of this listing.

20 Greenvale Ct, Ruther Glen

14301 Lester Ln, Milford
$377,000
4 Beds ⋅ 3 Baths ⋅ VACV2008792 MLS
This charming double-wide manufactured home, built in 2008 and beautifully renovated in 2017, offers a perfect blend of comfort and modern living. Nestled on a spacious 1.46-acre lot, this ranch-style residence boasts 2,280 sq ft of inviting living space, ideal for creating lasting memories. Step inside to discover an open floor plan that seamlessly connects the family room and kitchen, making it perfect for entertaining. The kitchen features a delightful breakfast area, an island for additional prep space, and a pantry for all your culinary needs. Enjoy cozy evenings by the fireplace in the family room, or host gatherings in the dining area that flows effortlessly from the kitchen. With four generous bedrooms, including an entry-level option, and three full bathrooms, there’s ample space for everyone. The master suite is a true retreat, complete with a walk-in closet for all your storage needs. Additional highlights include modern appliances such as a dishwasher, stove, washer, and dryer, ensuring convenience at every turn. The home is adorned with vinyl-clad windows that invite natural light, enhancing the warm ambiance throughout. Step outside to relax on the deck, perfect for morning coffee or evening sunsets. A shed provides extra storage for outdoor equipment or hobbies. With off-street parking and a driveway, accessibility is a breeze. This home is not just a place to live; it’s a sanctuary where comfort meets functionality. Don’t miss the opportunity to make it yours!

14301 Lester Ln, Milford

1111 Ruddy Duck Ct, Denton
$390,000
4 Beds ⋅ 3 Baths ⋅ MDCM2006430 MLS
I’m thrilled to introduce you to this absolutely stunning home, perfectly situated on a private lot and surrounded by mature trees and vibrant landscaping! The updated kitchen is a true gem, featuring solid surface countertops and a charming tile backsplash—it's an inviting space that's perfect for both cooking and entertaining! You’re going to fall in love with the spacious master suite, which boasts a large walk-in closet, a luxurious double bowl vanity, a relaxing jetted tub, and a generous stand-up shower. The open layout is designed for modern living and showcases beautiful solid hardwood flooring and a cozy gas fireplace. The wonderful great room flows seamlessly to a private patio—an ideal spot for savoring your morning coffee or hosting evening gatherings with friends and family. And let’s not forget the adorable storage shed for all your outdoor essentials! This home is truly a must-see and is move-in ready! I can’t wait for you to experience all the amazing features it has to offer!

1111 Ruddy Duck Ct, Denton

306 S Main St, Federalsburg
$270,000
4 Beds ⋅ 2 Baths ⋅ MDCM2006340 MLS
Bring Your Fishing Pole! Nestled along the tranquil waters of Marshyhope Creek, this waterfront retreat offers peaceful views and the rare opportunity to fish or kayak directly from your own private shoreline. This charming 2,820 sq. ft. Victorian home features 4 spacious, freshly painted bedrooms and 1.5 baths and is ready for you to add your special touches. Begin your mornings with coffee on the inviting front porch or host memorable gatherings with family and friends in the generous outdoor living space. Inside, the thoughtfully designed layout offers expansive rooms ideal for everyday living and entertaining. Enjoy cozy evenings by the gas fireplace in the living room, relax in the separate family room, or find inspiration in the sun-filled sunroom, perfect for a home office or reading nook. Additional highlights include a dedicated office and flexible living areas that easily adapt to your lifestyle. Ideally located just minutes from a public boat ramp, walking trails, pavilion, playground, and basketball courts, this home is great for nature lovers and those with active lifestyles.

306 S Main St, Federalsburg

975 Swan Ln, Ruther Glen
$355,000
4 Beds ⋅ 2 Baths ⋅ VACV2008976 MLS
Beautifully updated and move-in ready, this 4-bedroom, 2-bath home offers comfort and modern convenience throughout. Enjoy brand-new flooring in bedrooms and throughout the basement, a recently renovated bathroom, and a stylish custom coffee bar. The kitchen features new appliances, while the large laundry room and attached single-car garage add functionality and storage space. The finished lower level includes a bedroom that can also serve as a flex space—ideal for a home office, gym, or guest suite. Outside, the spacious, fenced backyard provides the perfect setting for relaxation or recreation. Located within a gated community offering premier amenities to include pool, fitness center, boat dock and ramp, playgrounds, volleyball and basketball courts, and water access. Road maintenance, snow removal, and 24-hour security are all included for peace of mind.

975 Swan Ln, Ruther Glen