Refine Search
Map
Sort by
$609,999
4 Beds ⋅ 4 Baths ⋅ VACV2007304 MLS
Richmond American Home best Seller from Coast to Coast! Welcome to this elegant Hemingway home, ready for quick move-in! Included features: a charming living room off the entry; a thoughtfully designed great room with an electric fireplace; a well-appointed Gourmet kitchen with Cooktop & Hood, Single Wall Oven boasting a center island, a roomy walk-in pantry and an adjacent sunroom & 21 x 12 Trek Deck a main-floor powder room; an airy loft Living room; a serene primary suite offering a spacious walk-in closet and a deluxe bath with double sinks; three secondary bedrooms; a shared hall bath; an upstairs laundry; a walkout Basement onto 21 x 12 Concrete Patio. Stair & Rec-room finished basement with Space for bedrooms and 3-pc rough in. Basements is temperature controlled.

7103 Resolution Way, Ruther Glen
$479,740
4 Beds ⋅ 3 Baths ⋅ CVR-2606408 MLS
Now selling in the newest section of the Ladysmith Subdivision! The contemporary Calhoun is a 4 bedroom, 2.5 bathroom plan offering 2,623 square feet. It features a formal dining room perfect for entertaining or flexible as a home office. The chef-inspired kitchen offers an oversized island and Butler's pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The first level also includes Primary Bedroom, with double vanities, water closet and an oversized walk-in closet. The second level offers second Primary Bedroom and 2 more spacious bedrooms, (two with walk-in closets), a bonus room, and a full bathroom and a full-size laundry room. Photos and renderings are from builder's library and not a representation of the actual house.

6295 Sterling Way, Ruther Glen
$506,990
4 Beds ⋅ 3 Baths ⋅ VACV2009726 MLS
Now selling in the newest section of the Ladysmith Subdivision! The contemporary Calhoun is a 4 bedroom, 2.5 bathroom plan offering 2,623 square feet. It features a formal dining room perfect for entertaining or flexible as a home office. The chef-inspired kitchen offers an oversized island and Butler's pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The first level also includes Primary Bedroom, with double vanities, water closet and an oversized walk-in closet. The second level offers second Primary Bedroom and 2 more spacious bedrooms, (two with walk-in closets), a bonus room, and a full bathroom and a full-size laundry room.

6265 Sterling Way, Ruther Glen
$513,740
5 Beds ⋅ 3 Baths ⋅ VACV2009710 MLS
Now selling in the newest section of the Ladysmith Subdivision! Welcome to the 2511 sq ft Hayden model, offering a modern open-concept living space designed for both comfort and flexibility. The main level features a welcoming living room, a spacious dining room, and a well-appointed kitchen with walk-in pantry, perfect for family gatherings and entertaining. The main floor also includes a full bedroom, a bathroom, and a versatile flex room, allowing you to create the ideal space for your family’s needs. Upstairs, an additional living space offers even more flexibility for a home office, playroom, or entertainment area. The large primary suite is a true retreat, featuring 2 large walk-in closets and a luxurious bathroom with separate vanities and a private water closet. The second floor also includes a laundry room, a full bathroom, and three additional spacious bedrooms, ensuring plenty of room for everyone. The Hayden model is the perfect live-play-work home, offering flexible living spaces and modern amenities for today’s family, providing everything you need to live, work, and play in comfort.

6334 Sterling Way, Ruther Glen
$384,900
4 Beds ⋅ 3 Baths ⋅ MDCM2006918 MLS
2 Acre cleared lot. Great opportunity for a fixer upper. Home needs a fair amount of work but it has a great layout. Main level primary, office/den separate dining room. Additional main level bedroom and full bath on main level. Spacious living room with access to the large screened porch. Corner eat-in kitchen & main level laundry. Cash or 203(K). ***The property is being sold in its current “as-is” condition, and Seller will not be responsible for any costs related to the repair, improvement, or modification of the property, including but not limited to any lender-required repairs.

25331 Adams Landing Rd, Denton
$375,000
3 Beds ⋅ 3 Baths ⋅ MDCM2006432 MLS
Peaceful Country Living on 3.2 Acres – Recently Renovated Home with Expansive Pole Barn! Welcome to 21405 Tanyard Rd in Preston, MD – where modern updates meet serene country living. This beautifully renovated 3-bedroom, 3-bath home sits on 3.2 acres—perfect for gardening, raising animals, or simply enjoying wide-open space and quiet surroundings. Step inside to find a bright, freshly updated interior with modern finishes throughout. The spacious layout offers room for everyone, with a beautifully refreshed kitchen, inviting living spaces, and well-appointed bedrooms and bathrooms designed for comfort and convenience. Outside, the property truly shines. A massive 47x70 pole barn provides endless possibilities—featuring a workshop area, abundant storage for vehicles, equipment, or hobbies, and space that’s ideal for anyone who needs room to work or play. Enjoy the best of both worlds: peaceful country life and the convenience of Easton being just 10 minutes away. Whether you’re looking for a homestead, hobby farm, or your own private retreat, this property offers it all. PROPERTY IS BEING SOLD AS-IS AND Inspections are for informational purposes ONLY. Cash and Conventional Financing

21405 Tanyard Road, Preston
$585,000
4 Beds ⋅ 3 Baths ⋅ VACV2008760 MLS
Incredible opportunity to own lakefront property - below market value!! Rare Waterfront Opportunity – 300+ Feet of Lakefront with 2 Docks and Private Beach! The best view in the community with the right-sized home. Ample space for additional renovations to turn your investment into a million dollar home! Need main level living? Convert garage to a primary suite or add a suite to the left side of the home. Welcome to your ultimate lake retreat in the gated community of Lake Land’Or in Caroline County, VA! This 4-bedroom, 2.5-bath lakefront home offers the best seat in the house for the 4th of July fireworks and delivers the lifestyle you’ve been waiting for—boating, fishing, swimming, and entertaining from the comfort of your own backyard. Situated on a private, expansive park-like setting with over 300 feet of shoreline, this home includes: Two private docks perfect for launching your boat, casting a line, or just lounging by the water; A sandy beach area ideal for soaking in the sun or gathering by the fire pit; A huge entertainer’s deck with open lake views—ideal for grilling, relaxing, or watching the sunset! AMAZING VIEWS OF NOTHING BUT WATER! Inside, a fully equipped bar area overlooking the lake for game days, celebrations, or a laid-back evening with friends. You'll find a spacious open floor plan with four bedrooms plus a bonus room over the garage—perfect for a home office, guest space, or rec room. Enjoy a bright kitchen with updated appliances, a large living area, and multiple windows showcasing incredible water views. Other highlights: Oversized 2-car garage with extra space for water toys or storage; Plenty of parking for guests; Beautiful yard with room to play, relax, or garden; A detached Workshop. Located in a community with amenities like security, boat ramps, beaches, tennis courts, and more! Just a short drive from I-95, Richmond, and Fredericksburg, this home offers the perfect blend of privacy, community, and convenience. Whether you're seeking a full-time lake home or a weekend getaway, this rare lot and location are unmatched in Lake Land’Or. Don’t miss your chance to live the lake life in one of the most scenic spots on the water. The property has 2 docks and a you're own beachy area! In addition, the community beach area is located on Lake Land 'Or, the largest lake in the community at eighty-seven (87) acres. Water skiing is allowed. There are two (2) community boat ramps for launching boats. A General Campground area where residents and guest can reserve one of ten (10) camping lots is also located on the Land 'Or side. These camping lots contain barbeque pits and areas for campfires. In this same area is the fenced in dog park for your best friend's use. Schedule your private tour today!

373 Land Or Drive, Ruther Glen
$359,900
4 Beds ⋅ 2 Baths ⋅ MDCM2006876 MLS
Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton
$449,000
4 Beds ⋅ 3 Baths ⋅ MDCM2006730 MLS
Step into this absolutely beautiful 2-story home with a basement, where pride of ownership shines from the moment you walk through the front door. Offering approximately 3,900 finished square feet, this home features stylish LVP flooring and cozy carpet throughout, with spacious bedrooms and a layout that’s both functional and inviting. The heart of the home is the large kitchen, complete with leathered granite countertops, stainless steel appliances, and plenty of space to cook, gather, and entertain. Plus, enjoy the convenience of a brand new washer and dryer already in place! Downstairs, the sellers have finished a large portion of the basement—currently used as additional living space and a bedroom—with a bathroom rough-in already in place, giving you endless options to customize. Create the ultimate movie theater, man cave, home office, gym, or guest suite—the possibilities are wide open. To top it off, a new electric garage door will be installed prior to settlement. This home has been well cared for and it truly shows—move-in ready and waiting for you!

282 Tidewater Circle, Preston
$589,999
4 Beds ⋅ 4 Baths ⋅ VACV2008700 MLS
Discover this stunning Hemingway home! Included features: a wide porch, an immense great room, a gourmet kitchen showcasing a center island and a walk-in pantry, an adjacent sunroom, a convenient powder room, and a quiet living room. Upstairs, an inviting big bonus room, a lavish primary suite boasting a walk-in closet and a deluxe private bath, three secondary bedrooms, a full bath, an airy loft, and a convenient laundry. This home also offers a finished basement featuring bathroom, recreation room & place to add study or other room!

7280 Founders Hill Avenue, Ruther Glen
$455,000
4 Beds ⋅ 4 Baths ⋅ CVR-2604483 MLS
Welcome to this beautifully maintained home in a highly sought-after planned community, offering an ideal balance of style, functionality, and everyday comfort. Featuring 4 spacious bedrooms and 3.5 baths, this thoughtfully designed residence provides plenty of room for everyday living and entertaining. The spacious main level boasts abundant natural light, a well-appointed kitchen with ample cabinetry and counter space, and a seamless flow into the dining and living areas. Upstairs, you’ll find generously sized bedrooms, including a private primary suite complete with a full bath and ample closet space.The finished basement adds exceptional versatility, featuring a full bath, the 4th bedroom, a living area and bar area—ideal for guests, a home office, gym, or additional living space. Enjoy all the benefits of planned community living, including beautifully maintained common areas and nearby amenities. This move-in-ready home offers comfort, flexibility, and the lifestyle you’ve been looking for.

7254 Azalea Drive, Ruther Glen
$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 Road, Denton
$215,000
3 Beds ⋅ 2 Baths ⋅ VACV2009018 MLS
Home Ready for Renovation/Rehab or rebuild...Opportunity Awaits in Caroline County! This single-family home is almost like a blank canvas, offering an incredible opportunity for investors or homebuyers with a vision. The property needs renovation, roof needs replacing and Central AC not working. Property sits on a 2.15 acre lot with 3 BR and Den, 2 full baths, private well & septic, and over 2700 sqft all on one level. SO....bring your creative ideas and transform this house into a modern dream home. Property is being sold AS-IS. Seller will not make any repairs. Buyer responsible for all inspections. Don't miss out on this hot potential opportunity! Agent friendly!

6316 Fredericksburg Turnpike, Woodford
$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 Court, Denton
$614,999
4 Beds ⋅ 4 Baths ⋅ VACV2007846 MLS
New Construction, ready for quick move-in! Included features: an elegant study with French doors off the entry; an immense great room with an electric fireplace; a beautiful kitchen offering a center island, a walk-in pantry and an adjacent sunroom; a convenient powder room; an eye-catching primary suite showcasing a sizable walk-in closet and a deluxe bath with double sinks; a large loft; three secondary bedrooms; a shared hall bath with double sinks; a central laundry and a basement with rec-room & bathroom with space for extra rooms. The home also includes a 12 x 12 covered deck. Below Market Rates available !

7127 Braxton Court, Ruther Glen
$1,200,000
6 Beds ⋅ 3 Baths ⋅ MDCM2005608 MLS
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
$740,000
3 Beds ⋅ 3 Baths ⋅ MDCM2006328 MLS
**Accepting other offers** Situated on 4.14± private acres, this 3-bedroom, 2.5-bath home couples serene country living with exceptional craftsmanship. Inside, the first floor offers a formal dining room, large eat in kitchen with stainless steel appliances, vaulted ceiling living room with two story stone fireplace, first floor primary with walk in closet and Whirlpool tub, office with built ins, and sunroom. Upstairs, 2 well sized bedrooms sit at each side of the home, connected by an overlook to the living room. The oversized 2-car attached garage provides plenty of storage and includes a finished room above with mini-splits, creating a flexible space for guests, office, or hobbies. Outside, the property is equipped for both recreation and function, featuring an in-ground pool, a large pole barn with electric, and two additional sheds. The rural setting provides privacy and a quiet environment while still allowing convenient access to nearby towns.

3485 Gallagher Road, Preston
$514,900
5 Beds ⋅ 4 Baths ⋅ VACV2009238 MLS ⋅ Newland Communities BLDG.
Welcome to 17182 Perinchief Street! A beautifully refreshed and thoughtfully upgraded home in the heart of Ladysmith Village, where modern comfort meets timeless community charm. Step inside to soaring 10-foot ceilings, freshly painted rooms, new carpet throughout, and new hardwood flooring on the main level, creating a warm, bright, and welcoming atmosphere from the moment you arrive. The home has been meticulously maintained and enhanced, featuring a whole-house water softener, reverse osmosis system, and a 2021 water heater, offering everyday comfort and peace of mind. Major systems are in great shape as well, with the roof and HVAC both replaced in 2011. The gourmet kitchen is ideal for both relaxed weeknights and lively gatherings, complete with a butler’s pantry and seamless flow into the open living spaces. The home is pre-wired for HDMI and CAT5, and the downstairs media room comes wired for surround sound, making movie nights and game days feel like a true cinematic experience. Curtain rods and curtains will convey for an effortless move-in. Outdoor living shines here: enjoy a newer deck with pergola (2024) constructed using locally sourced treated lumber from Madison Wood Preservers, a new rear door leading outside, and an expansive stamped concrete patio with fire pit, perfect for quiet evenings under the stars or entertaining friends all weekend long. Upstairs, soaring 9-foot ceilings enhance the spacious bedrooms with an airy openness, filling them with natural light while offering comfort and versatility—perfectly completing the home’s inviting design. Beyond your front door, Ladysmith Village offers some of the region’s best community amenities: an outdoor theater, multiple playgrounds, a dog park, pools, fitness room, clubhouse, walking trails, and even a YMCA on site. With quick access to I-95 and Route 1, commuting, shopping, and weekend adventures are easy and convenient. At 17182 Perinchief Street, every detail has been thoughtfully selected to elevate your lifestyle! Whether you’re hosting, relaxing, or enjoying the vibrant community around you.

17182 Perinchief Street, Ruther Glen
$385,000
3 Beds ⋅ 3 Baths ⋅ MDCM2006554 MLS
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
$590,000
3 Beds ⋅ 3 Baths ⋅ MDCM2005008 MLS
Hunters Paradise: 3 Br, 3 Baths, 3 car garage all on 16.60 acres with very large machine shop /workshop. Acreage is mostly wooded with a stream running through the back of the property. Great deer and turkey hunting. Room for horses, chickens, goats or whatever your heart's desire. The 2,565 sq ft home offers Living room w/ fireplace (wood stove insert), Country kitchen w/attached breakfast area and island, separate dining room, first floor primary w/hot tub in primary bath, open staircase leads to 2 bedrooms, 1 full bath and bonus room on second floor. Also, there's a bonus room over garage w/exterior entry that can be used for studio, office, game room or man cave. Enjoy watching the wildlife on the rear screened porch. Located just 30 minutes from the Bay Bridge and 30 minutes to the Delaware and Maryland beaches. Home is being sold as is.

8197 Detour Road, Denton
$400,000
3 Beds ⋅ 3 Baths ⋅ MDCM2006528 MLS
New Construction Feel—Without the Wait! Welcome to the highly sought-after Sandy Meadows community, where this beautifully maintained home—just 4 years young—is move-in ready and waiting for its next owners. Offering over 2,500 sq. ft. of living space, this property is designed for comfort, functionality, and effortless entertaining. Step inside to a spacious open-concept living room and kitchen, featuring a double oven, ample cabinetry, and an oversized dining room perfect for hosting gatherings. An additional sitting room and a bright bumped-out sunroom provide even more space for relaxation or entertaining. Double sided fireplace in the living areas make for a cozy and comfortable space. A convenient half bath completes the main level. Upstairs, retreat to the massive primary suite, showcasing a luxurious bathroom with a double-headed shower, soaking tub, and a large double vanity. You’ll also love the his-and-hers walk-in closets. Two additional bedrooms and a second full bathroom offer plenty of room for family or guests. The home also includes a large 2-car garage with high ceilings, ideal for extra storage or oversized vehicles. This property has the modern feel of new construction—without the wait. Come see why this is the perfect place to call home!

106 Briarwood Circle, Denton
$750,000
5 Beds ⋅ 4 Baths ⋅ CVR-2600132 MLS
**ASSUMABLE LOAN***Welcome to Lakeside Living! This Stately Brick Waterfront Home on Beautiful Lake Caroline offers more than what you see from a picture or from the street! Take a real look at this 1.15-acre entertaining paradise that offers 180 feet of shoreline with beautiful lake views. This renovated raised ranch features 2-level living including 5-bedrooms, 3.5-baths with space for all your family & friends to enjoy. Lovely open concept living spaces, The Custom Kitchen features granite countertops, SS appliances, tons of storage and a spacious island for entertaining. The primary suite is complete with custom marble, double vanity, large Oval Soaker Tub. The basement offers a "NEW FULL BATH" entertaining areas, media room, lots of storage wood fireplace and more. And don't forget the MULTI-CRAFT DOCK , firepits, horseshoe pit, fruit trees, flower / vegetable gardens and... the icing on the Cake.... The detached garage! 24’x24’ with 200-amp service, with a 24' x 16' added workshop in the back! With a fenced area for any additional storage needs. Side area on the right of the garage was created for an RV/Bus in mind. Plenty of room for all of your toys, cars and equipment! 24/7 Gated community, 2 boat ramps, 2 sandy beaches, playgrounds, pool, clubhouse and courts for tennis, pickleball, and basketball—all while embracing an active lake lifestyle with boating, swimming, and kayaking at your doorstep. Your Lakeside Paradise Awaits! This extraordinary waterfront retreat blends luxury, comfort, and recreation into one breathtaking property. Schedule your private showing today! Lake Caroline is located just off I-95 between Ashland & Fredericksburg for easy commuting all around. Close by you will find: Shopping, Pendleton Golf, Library, Community Theatre, Farmer's Market & YMCA, Just down the road a bit - Kings Dominion, the Virginia State Fair, Dominion Raceway & New Kalahari Water Park Coming Soon ! Come check out this gorgeous property in Caroline County's Best Kept SECRET ! LAKE CAROLINE

20 LAKE CAROLINE DRIVE, Ruther Glen
$781,000
4 Beds ⋅ 4 Baths ⋅ VACV2008336 MLS
This stunning waterfront home in the gated community of Lake Caroline sits on 1.3 acres on a triple lot with 220 feet of shoreline and a boat dock. It features an open floor plan with vaulted ceilings and seven skylights throughout. You will love the abundance of natural light throughout! Custom kitchen includes granite countertops, stainless steel appliances, a double-door pantry, and a large island adjoining the great room with its four retractable skylights. From the great room step onto the screen porch or spacious deck which open to the luxuriously landscaped backyard. Easy-care perennial plantings throughout the property. The primary bedroom on main level includes full bath with custom shower and a walk-in closet. Second floor features a bedroom, full bath and a loft overlooking the great room. A major remodel in 2008 added a suite above the attached side-loaded two-car garage. The suite includes two bedrooms, a large sitting room, full bath, and is equipped with separate heating and AC. This serene home is a beautiful place to live, entertain and relax.

210 Lake Caroline Drive, Ruther Glen
$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 Road, Denton
$402,000
4 Beds ⋅ 3 Baths ⋅ MDCM2006308 MLS
Some homes just have that “stop everything and take a closer look” vibe and this is one of them. Discover a home that blends space, comfort, and small-town charm on Maryland’s beloved Eastern Shore. This 4-bedroom, 2.5-bath beauty offers thoughtful design, oversized rooms, and a backyard retreat you’ll never want to leave. Step inside through the soaring two-story foyer and you’re greeted by hardwood floors that flow through the kitchen, breakfast area, and entryway. The kitchen is the heart of the home—complete with an expansive center island, coffee bar, abundant prep space, and a pantry large enough to hold everything you need and then some!. A spacious laundry room doubles as additional storage, while a versatile main-level flex room is perfect for a home office, guest suite, or in-law living space. Upstairs, the open loft fills the home with natural light and connects four oversized bedrooms—each with its own walk-in closet. The primary suite is a true retreat, featuring a spa-like bath with soaking tub, separate shower, an enormous walk-in closet, and even room for a cozy sitting area. Out back, you’ll find your private sanctuary: a vinyl-fenced yard with specialty trees, shrubs, and plants, a patio with built-in BBQ, and plenty of room for entertaining or relaxing outdoors. The rare three-car garage offers unparalleled convenience and storage. Tucked away on a quiet street yet minutes from everything, this home gives you the best of both worlds: peaceful surroundings with easy access to nearby parks, Martinak State Park, Tuckahoe State Park, and Adkins Arboretum. Enjoy the charm of Denton’s historic downtown, or take a short drive to the beaches of Ocean City and Delaware. Here, you’ll experience small-town living with a strong sense of community, surrounded by nature, recreation, and all the beauty of the Eastern Shore.

1111 Daylily Lane, Denton
$369,900
3 Beds ⋅ 3 Baths ⋅ MDCM2005934 MLS
*COUNTRY living on 1 acre across from Adkins Arboretum. *HORSE farm fields surround. *HOT TUB in covered Gazebo. *60x40 POLE BARN w/200amp and wood stove for winter comfort. RUN A BUSINESS! *LARGE 2BR, 2 BA Rancher w/front porch for sitting & relaxing. *LARGE master suite. *LARGE Living room with Dining "L". *LARGE kitchen w/breakfast bar. *LARGE Sun or Game room. *SEPARATE laundry room. *********HUGE REDUCTION********A LOT OF PROPERTY AND POSSIBILITY FOR THE MONEY! *SEPARATE IN-LAW QUARTERS or RENTAL unit. *PRIVATE entrance. *NICE FRONT PORCH. * 1 BR, 1 BA, Living room, Kitchen and Separate Laundry. Easy access to all the beaches and shopping. COME ON OUT TO THE COUNTRY!!!!!

12615 Eveland Road, Ridgely
$940,000
4 Beds ⋅ 4 Baths ⋅ MDCM2005578 MLS
Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural light and showcasing stunning views of the surrounding landscape. Perfect for both relaxation and entertaining, the open-concept main living area flows seamlessly into the dining room and a gourmet kitchen equipped with a large center island, custom cabinetry, abundant storage, and a bright breakfast area. Four fireplaces—including one in the cozy family room—add warmth and character throughout the home. A dedicated billiard room with direct outdoor access offers a versatile space that could also serve as an art studio, media room, or more. The expansive primary suite is a true retreat, featuring a private marble bath, separate workout and tanning rooms, and peaceful garden views. Bedroom flexibility, built-in features, and an upstairs suite with en suite bath offer options for multi-generational living or hosting guests with ease. Outdoors, enjoy your private, fenced backyard oasis complete with a sparkling in-ground pool and a deep-water dock—ideal for boating, kayaking, or simply soaking in the tranquil beauty of the riverfront setting. Additional amenities include a detached garage with a second-floor loft perfect for storage, studio space, or a workshop, and a separate shed for tools and equipment. Located just outside the town of Denton, you’re only minutes from charming shops, dining, and state parks, all while enjoying the privacy and serenity of a secluded waterfront lifestyle. This is a rare opportunity to own a truly remarkable Eastern Shore property where luxury meets nature.

8816 Dorothy Lane, Denton
$215,000
3 Beds ⋅ 2 Baths ⋅ CVR-2531651 MLS
Home Ready for Renovation/Rehab or rebuild...Opportunity Awaits in Caroline County! This single-family home is almost like a blank canvas, offering an incredible opportunity for investors or homebuyers with a vision. The property needs renovation, roof needs replacing and Central AC not working. Property sits on a 2.15 acre lot with 3 BR and Den, 2 full baths, private well & septic, and over 2700 sqft all on one level. SO....bring your creative ideas and transform this house into a modern dream home. Property is being sold AS-IS. Seller will not make any repairs. Buyer responsible for all inspections. Don't miss out on this hot potential opportunity! Agent friendly!

6316 Fredericksburg Turnpike, Woodford
$450,000
6 Beds ⋅ 4 Baths ⋅ VACV2008884 MLS
Wow, just wow! Walking up to this home you're greeted by beautiful landscaping which is assisted by an inground sprinkler system. This home has a two-car garage and a large front porch where you can sit, relax, and watch your neighbors go to and fro. Enter the home, you're greeted by a grand staircase on your right and a formal livingroom on your left. Adjacent to the livingroom, you'll find the formal diningroom. Back to the foyer, you can saunter down the expansive hallway to the rear of the home where you'll find the eat-in kitchen equipped with stainless steel appliances, granite counter tops, and an island where you can sit and enjoy watching the chef prepare the day's meals, and a butlers pantry. Off to the right past the kitchen, the familyroom invites you to sit and enjoy a cozy fire or chill. Back to the grand staircase, you'll ascend to the 2nd level and encounter the laundry closet. Swing to your right and you'll find the primary bedroom complete with a walk-in closet and an ensuite bathroom. This bathroom has a double vanity, soaking tub, stand-up shower, and water closet. Back down the hall, you'll find 3 bedrooms and the 2nd full bathroom. Go up the 2nd flight of stairs and you walk into the 5th bedroom that could also be used as an office, den, or craftroom. Back to the main level, you'll descend the stairs into the basement, also known as the entertainment hub. It has a pool table, built-in bar, 6th bedroom, full bathroom, and a theater room that is equipped with risers, a projector, and screen creating the perfect movie night. Walk out the basement in to the fenced-in backyard where you can entertain or just sit on the composite decking.

10629 Gallant Fox Way, Ruther Glen
$609,999
5 Beds ⋅ 4 Baths ⋅ VACV2008436 MLS
Discover this stunning Hemingway home! Included features: a wide porch, an immense great room with a fireplace, a well-appointed kitchen showcasing a center island and a walk-in pantry, an adjacent sunroom, a convenient powder room, and a quiet study with French doors. Upstairs, you'll find a lavish primary suite boasting a walk-in closet and a deluxe private bath, three secondary bedrooms, a full bath, an airy loft, and a convenient laundry. This home also offers a finished basement featuring bedroom, bathroomand Recreation room.

7123 Resolution Way, Ruther Glen