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17456 Clark And York St, Ruther Glen
$497,740
5 Beds ⋅ 4 Baths
The Verona is a 5 bedroom, 3.5 bathroom plan offering 2199 square feet. It features an open-concept floorplan, with a large great room, kitchen, laundry/mud room and powder room on the first floor. The chef-inspired kitchen offers a large peninsula and walk-in pantry, and flows into the expansive open-concept dining area and living room with plenty of room for entertaining. The second level includes a large owner's suite, with double vanities, water closet and an oversized walk-in closet. Th second level offers three more spacious bedrooms and a full bathroom. On the third level, an additional bedroom suite and finished storage space complete the home. Photos are from builder's library, actual finishes and features may vary.

17456 Clark And York St, Ruther Glen

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

310 Park Ave, Federalsburg
$199,000
2 Beds ⋅ 2 Baths
This charming farmhouse-style home, built in 1904 has undergone a major renovation in 2026. With 812 square feet of thoughtfully designed living space, this delightful residence features two cozy bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking comfort and style. Step inside to discover a beautifully updated interior adorned with luxury vinyl plank flooring, providing both elegance and durability. The heart of the home is the well-appointed kitchen, equipped with essential appliances including a built-in microwave, range, dishwasher, and refrigerator, ensuring meal preparation is a breeze. A convenient stacked washer and dryer on the main floor adds to the home's practicality. Nestled on a generous 0.17-acre lot that backs to trees, this property offers a peaceful outdoor setting perfect for relaxation or entertaining. Parking is hassle-free with a driveway and on-street options available. Experience the charm and warmth of this inviting property, where every detail has been considered for your comfort and enjoyment. Don't miss the opportunity to make this house your home!

310 Park Ave, Federalsburg

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

104 Charlotte Ave, Federalsburg
$479,000
3 Beds ⋅ 3 Baths
Custom Brick Rancher with 2500 sq ft of living space sitting on over half an acre just outside of downtown Federalsburg overlooking Chambers Park is waiting for you to come see to appreciate. Owners have done many improvements and upgrades to the property, but left some of it's timeless charm. New carpet has been installed on the porch, breakfast nook, and family room July 2026, new windows 2026, New refrigerator July 2026, new HVAC 2021, 3yr old whole house water treatment with R/O system, and a 40 breaker 4D electrical panel is new, too! With a mix of formal rooms and recreation areas all off the kitchen, but split from the generously sized Bedrooms, you will have no problem entertaining all year round. 2 Sheds, both with electric, one with garage door and workbenches help with all those indoor and outdoor projects. 3rd full bath is off the enclosed sunporch for ease of use from multiple areas and outside. In addition to Chambers Park the Federalsburg Park and Marina is just down the road for added recreation, along with shopping and restaurants in Federalsburg, Easton, Preston, or just over into Delaware not to mention multiple Beaches in both MD and DE that are close enough to spend the day and come back home. Don't miss your opportunity to see this one and call it yours!

104 Charlotte Ave, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

13340 Countyline Church Rd, Woodford
$297,900
3 Beds ⋅ 2 Baths
Sellers are offering $3,000 closing costs with an acceptable offer!!! A place that feels like home from the moment you pull in. Sitting on .72 acres with no HOA, this property gives you the space and freedom that's becoming harder to find. Enjoy evenings around the firepit, morning coffee on the back deck, and a partially fenced backyard with plenty of room to garden, play, or simply relax. Conveniently located just 20 minutes to Downtown Fredericksburg, 45 minutes to Short Pump, and 5–10 minutes to I-95 for an easy commute, and close to Kalahari resorts, Caroline County Park, Rt 639 Farmers Market, and amazing resturants. You'll have the best of both privacy and convenience. Inside, you'll find fresh paint throughout, updated LVP flooring, and an inviting layout that's both comfortable and functional. The living room welcomes you in with plenty of natural light, while the refreshed kitchen features thoughtful accent updates that make it a warm space to cook, gather, and entertain. Three spacious bedrooms provide room for family, guests, or a home office, while the updated full bathrooms offer a clean, modern feel. Whether you're buying your first home, downsizing, or simply looking for a move-in ready property with room to spread out, this home offers the perfect blend of character, comfort, and convenience.

13340 Countyline Church Rd, Woodford

Listing courtesy of Genalo & Associates, LLC.. Contact:

122 Julie Ln, Federalsburg
$220,000
3 Beds ⋅ 3 Baths
Welcome to this beautifully maintained newer town home that has been virtually staged was built in late 2025, in the charming Riverwalk community of Federalsburg. Offering 3 bedrooms, 2.5 bathrooms, and modern construction, this home combines today's sought-after finishes with the warmth and small-town charm that make Maryland's Eastern Shore such a desirable place to call home. Close to Federalsburg Community Park & Marina, as well as walking Trails. Whether you're a first-time home buyer, looking to downsize, or searching for a newer home with minimal maintenance, this Riverwalk townhome offers exceptional value in a growing community. Experience modern construction, comfortable living, and the lifestyle that makes Federalsburg one of the Eastern Shore's best-kept secrets. Schedule your private tour today and discover why so many are choosing to call Riverwalk home.

122 Julie Ln, Federalsburg

Listing courtesy of Remax Vision. Contact:

504 Main St, Goldsboro
$324,900
3 Beds ⋅ 2 Baths
Welcome to this turn-key, eco-friendly rancher offering single-level living and a modern, open layout. Step inside to a fluid floor plan featuring striking dark wood-look laminate flooring throughout. The spacious living room features a designer green accent wall and flows seamlessly into the country kitchen and dining combination. The kitchen boasts sleek white cabinetry, stainless steel appliances, a center island, and a breakfast bar peninsula—ideal for casual dining or entertaining. The home includes three generous bedrooms, highlighted by a private primary suite with an en suite full bathroom. A dedicated laundry and utility room adds daily convenience. The rear exit leads to your own private outdoor oasis. The fully fenced backyard comes complete with an above-ground pool, a lush lawn, and a detached wooden storage shed. The wide gravel driveway offers ample multi-car parking. Best of all, say goodbye to high utility bills with the premium, fully paid-off, roof-mounted solar panel array providing massive, worry-free energy efficiency year-round.. Enjoy the quiet charm of a historic Eastern Shore crossroads community. This scenic location offers easy access to outdoor recreation, including kayaking and canoeing at nearby Tuckahoe Creek public landings, local municipal parks, and neighborhood general stores. Conveniently located near major commuter routes and the Delaware border for tax-free shopping and quick beach trips. Schedule your tour today!

504 Main St, Goldsboro

Listing courtesy of The Parker Group. Contact:

104 Chambers St, Federalsburg
$299,800
3 Beds ⋅ 3 Baths
Ready to own without the stress? This fully renovated home is one your friends will be drooling over. Move in and start your life, not your renovation. The kitchen steals the show: soft-close navy cabinets with gold hardware and quartz countertops, stainless steel appliances, a deep kitchen sink, stylish floating shelves, and a crisp white tile backsplash. It's the kind of space that makes cooking and gathering feel effortless. Your first-floor primary bedroom is your sanctuary: walk-in closet, walk-in tile shower that feels like a spa, beautiful quartz vanity. Wide plank LVP flooring keeps the whole home feeling fresh and connected. The two-car detached garage is insulated, has electric, and includes a storage room—practical space that actually works. The 0.325-acre lot sits across from Chambers Park, where you can enjoy a ball game, walking path, or tennis courts. Paved driveway, plenty of parking. This is what move-in ready actually feels like: fully updated, thoughtfully finished, zero projects waiting. And a seller who's willing to work with you on the numbers. Just unpack and live.

104 Chambers St, Federalsburg

Listing courtesy of Benson & Mangold, LLC. Contact:

13577 Countyline Church Rd, Woodford
$399,999
3 Beds ⋅ 2 Baths
Welcome to 13577 Countyline Church Road in Woodford, VA—a beautifully updated 3-bedroom, 2-bath home offering the perfect combination of modern upgrades and peaceful country living. Situated on 2.53 private acres, this move-in-ready property provides the space, comfort, and freedom you've been searching for. Inside, you'll find a bright, inviting floor plan featuring fresh paint, new flooring throughout, and an updated kitchen complete with modern cabinetry, countertops, and newer appliances. Both bathrooms have been tastefully renovated, creating stylish, functional spaces you'll enjoy every day. The spacious primary suite includes a private bath and plenty of closet space, while the additional bedrooms offer flexibility for family, guests, or a home office. Major system updates—including a newer roof and HVAC system—offer peace of mind and added value for years to come. while high-speed internet makes working from home or streaming your favorite shows a breeze. Step outside to enjoy the expansive property from the welcoming front porch or spacious back porch, ideal for morning coffee or evening sunsets. The yard provides space for pets and play. Whether you're dreaming of gardening, raising animals, or simply enjoying wide-open spaces, this property offers endless possibilities. Conveniently located between Fredericksburg and Richmond with easy access to major highways, you'll enjoy the tranquility of country living without sacrificing convenience to shopping, dining, schools, and commuter routes. If you've been looking for an updated home on acreage with no HOA, modern improvements, and room to live the lifestyle you want, this exceptional property is one you won't want to miss. Schedule your private showing today!

13577 Countyline Church Rd, Woodford

Listing courtesy of Next Home Elite Plus. Contact:

11456 Chesterfield Rd, Ruther Glen
$449,999
4 Beds ⋅ 2 Baths
PRICE REDUCED!! Step into history when walking through the front entrance of this early 20th century home. This home still has the charm to bring you back in time with recent modern upgrades. Such as new oak hardwood floors installed downstairs in 2023, leaving the original wood upstairs underneath the recently professionally cleaned Berber carpet waiting to be revealed, new roof in 2021, stainless appliances, updated downstairs bathroom with walk-in shower and tankless water heaters for the entire house. Electrical was updated in the early 2000’s along with double hung windows and all plaster replaced with drywall. This home is nestled on 1.45 case and has the feel of country with the convenience of being situated between Fredericksburg and Richmond. You can enjoy your quiet evenings sitting on the wrap around porch or soaking in the hot tub listening to the birds sing throughout the many mature trees on the property. Bonus Spring house is ready to remodel to an in-law suite or She/he-shed.

11456 Chesterfield Rd, Ruther Glen

Listing courtesy of LJ Realty Company, Inc.. Contact:

28402 Liden School Rd, Denton
$585,900
3 Beds ⋅ 2 Baths
This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days. Large parking area for several vehicles and a boat. Run in shed for your lawnmower and other boat. 16x32 pool with screened pavilion for your crab feast or just hanging out. (Pool unused at present) Additional well for irrigation. You really need to come walk through and around this one! No AI was used in the creation of this description. (Though it probably would have been better) Tax IDs 03002187 03002101

28402 Liden School Rd, Denton

Listing courtesy of Benson & Mangold, LLC.. Contact:

306 Caroline Ave, Ridgely
$320,000
3 Beds ⋅ 2 Baths
Charming updated Farmhouse style home with hardwood floors throughout and tiled bathrooms. The open kitchen features quartz countertops, a center island for extra prep space and casual dining, stainless steel appliances, and a tile backsplash. The first floor includes a full bath with a tiled walk-in stall shower, plus a separate laundry/mud room. Dual-zone heating and air for year-round comfort. Major updates completed in 2021: new windows, plumbing, electrical, and LED lighting, Sliding doors open to a large backyard with a patio and a new storage shed. Located less than a block from the park, offering a playground, skate park, walking trails, ball fields, and tennis and basketball courts.

306 Caroline Ave, Ridgely

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

502 Kathryn Ct, Denton
$385,000
4 Beds ⋅ 3 Baths
Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious rooms throughout, and lots of great light. Great room with new LVP flooring offers living, dining, breakfast, and kitchen spaces. Bright + cheery kitchen - light gray cabinetry, new stainless steel appliances, gorgeous granite counters, new custom tile backsplash. Sliders out to the expansive deck overlooking your roomy yard. Separate flex room - perfect for a home office, study - whatever you like. A half bath completes the 1st floor. Upstairs, primary bedroom with vaulted ceiling, new carpet, walk-in closet, full, en-suite bath - new tile floors, step-in shower, double-sink vanity. 3 additional bedrooms - all with new carpet. 2nd full bath with tub/shower combo, tile flooring. Laundry room with new tile floors completes the home's interior. Attached 2-car garage with extra space for storage, concrete driveway, nice-sized storage shed. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. This home is ready for its new owner to just move in and enjoy. Sizes, taxes, distances approximate.

502 Kathryn Ct, Denton

Listing courtesy of EXP Realty, LLC. Contact:

17207 Begonia Dr, Ruther Glen
$425,000
4 Beds ⋅ 4 Baths
ROOM TO LIVE. ROOM TO GROW. ROOM TO MAKE IT YOUR OWN. Welcome to 17207 Begonia Drive in Ladysmith Village, where approximately 2,800 square feet, 4 bedrooms, 4 full bathrooms, and a 2-car garage come together in a home offering exceptional space, flexibility, and potential. Space is a true highlight of this home, with two oversized bedrooms on the upper level, including a generously sized primary suite with plenty of room to create a comfortable private retreat. The second oversized bedroom offers something buyers rarely find—a truly generous secondary bedroom with ample space for large furniture and comfortable everyday living. The main level includes the fourth bedroom, offering excellent flexibility as a home office, den, playroom, hobby room, or guest space. Because this room is positioned along the path to the basement, it must be passed through to access the lower level—a layout worth knowing and one that may make the room particularly well suited for a flex-space use. Throughout the main living areas, hardwood flooring, crown molding, chair rail detailing, and a fireplace add warmth, character, and an elevated finishing touch. Downstairs is where this home becomes an opportunity to create something uniquely yours. The partially finished basement already features a bedroom and full bathroom, providing a private area for guests or extended family. The remaining unfinished space offers a substantial blank canvas for future expansion. With the appropriate permits and county approvals, possibilities could include additional living space, a multigenerational setup, an in-law-style area, or another configuration designed around your lifestyle and long-term goals. Located in Ladysmith Village, you'll enjoy a welcoming community atmosphere with a library and a variety of amenities, while still having the convenience of a community designed for everyday living. Four full bathrooms. Two oversized upstairs bedrooms. A flexible main-level room. A partially finished basement with a bedroom and full bath. A 2-car garage. And plenty of space left to create. If you've been searching for a home where you don't have to compromise on space—and where there is still room to add your own vision—17207 Begonia Drive is worth a closer look. Come see the possibilities.

17207 Begonia Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact:

202 Central Ave, Ridgely
$465,900
3 Beds ⋅ 4 Baths
Charming Victorian home in the heart of Ridgely, ideally situated on a picturesque, tree-shaded corner lot. This timeless property offers classic character, curb appeal, and a prime location close to local amenities. An expansive wraparound front porch sets the stage for this beautiful home, featuring a gracious entryway, stunning columned foyer, and gleaming hardwood floors that enhance its classic charm and elegance. The kitchen boasts new warm hardwood floors, granite countertops, and a new refrigerator. Thoughtfully designed with a custom center island, stunning decorative copper farmhouse sink, and a charming stone hearth with wine cooler, this space is both stylish and functional. The adjacent family room features a vaulted wood-plank ceiling, creating a warm and inviting atmosphere, and is conveniently complemented by a full bath. Additional features include a convenient side entrance, laundry room, and pantry. Just off the kitchen, the sunroom opens to a beautiful, shady backyard that is fully fenced and complete with a storage shed—perfect for outdoor enjoyment and storage. The attached one-car garage offers valuable bonus space above, featuring a half bath and flexible living area that could serve as an additional bedroom, home office, hobby room, or guest retreat. Upstairs, you'll find a spacious primary suite featuring vaulted wood-plank ceilings, abundant natural light, and a private half bath. Two additional charming bedrooms offer beautiful wood flooring and share a hall bath highlighted by a classic clawfoot tub. A large walk-up attic provides excellent potential for future expansion and could be finished to create additional living space, a fourth bedroom, home office, or recreational area. Modern comforts include central air conditioning throughout the home, a new heat pump installed in 2023, and a traditional oil furnace that provides dependable supplemental heat during the coldest winter months. Please be sure to mark your calendars for the upcoming open house Saturday from 11 to 2 pm. I look forward to seeing you there. If you can not make the open house please give me a call to schedule a private tour!

202 Central Ave, Ridgely

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

612 Market St, Denton
$325,000
4 Beds ⋅ 2 Baths
NEW PRICE FOR A NEW SEASON! Now offered with a $20,000 price improvement, 312 Market Street combines approximately 2,300 square feet of living space with significant updates, a flexible four-bedroom floor plan, and the character of a beautifully maintained historic Denton home. While this home dates to the early 1900s, important improvements have already been completed to bring modern comfort and functionality to the property. Replacement windows were installed in 2019, while roof and kitchen renovations were completed in 2009. A split HVAC system provides zoned heating and cooling for added comfort and efficiency, and the spacious primary suite includes an updated bath. These improvements allow buyers to enjoy the personality and craftsmanship of an older home without sacrificing many of the conveniences expected today. The thoughtfully updated kitchen serves as the heart of the home, featuring granite countertops, a farmhouse-style stainless steel sink, breakfast bar seating, and a beautiful greenhouse window that fills the space with natural light. The home offers four bedrooms and two full baths, with three bedrooms upstairs and an additional main-level bedroom connected to a convenient Jack-and-Jill-style full bath. This flexible space could easily accommodate guests, multi-generational living, a home office, playroom, or den. Generous room sizes and abundant storage continue throughout the home, including walk-in closets in three of the bedrooms. A formal dining room provides plenty of space for holiday dinners and special occasions, while the pellet stove in the family room creates a warm and inviting atmosphere during the cooler months and can help supplement the home's heat. And then there is the character that simply can't be recreated in most newer construction. Original hardwood floors, detailed moldings, tall ceilings, oversized windows, substantial room proportions, and the craftsmanship of another era give this home an unmistakable sense of personality. Rather than a cookie-cutter floor plan, you'll find individual spaces with architectural detail and versatility, offering the opportunity to make each room your own. Outside, the expansive front porch is a natural extension of the home's historic charm and an inviting place for morning coffee, evening conversations, or simply enjoying small-town life. The approximately .22-acre property also offers a backyard with a surprising sense of privacy while maintaining the convenience of an in-town location. Located approximately one mile from Route 404, the home provides convenient access toward Easton, the Chesapeake Bay Bridge, Delaware beaches, Annapolis, and surrounding areas. Denton's local shops, restaurants, parks, waterfront recreation, and community events are also within easy reach. With its new price, approximately 2,300 square feet of living space, substantial improvements, flexible floor plan, and architectural details rarely found in today's construction, 312 Market Street offers something increasingly difficult to find: a home with modern conveniences, room to grow, and a character all its own.

612 Market St, Denton

Listing courtesy of Cross Street Realtors LLC. Contact:

3894 Old Denton Rd, Federalsburg
$230,000
2 Beds ⋅ 1 Baths
Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, you’ll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

3894 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact:

206 Lake Caroline Dr, Ruther Glen
$625,000
2 Beds ⋅ 2 Baths
Always dreamed of living in a tree house on a Lake? Here's your opportunity....lovely A-frame home on Lake Caroline with Lake views from Living, dining room and Loft/Bedroom! This charming, updated home has a large, stone fireplace and large deck off the living room; for cozy nights and morning coffee. Well equipped kitchen with stove, microwave, dishwasher, stove top and refrigerator; open to expansive dining area. Main floor bedroom with ample closet space and adjacent bath; that has been updated w/large walk-in shower. Upstairs you find an open, loft/bedroom with vaulted, beamed ceiling and attached, updated bath w/walk-in shower; along with a mini-split to control your room temp. Covered lower patio leads into the basement & crawl space which is climate controlled; perfect for storing your Kayaks and water toys. Follow the paved steps/walkway down to the large yard and dock. Dock has steps for ease into the water. The large garage (26 feet long) has room for cars, as well as a shop! New Roof in 2024. Come enjoy all the amenities that lovely, Lake Caroline has to offer! Close to Highways, shopping, restaurants and the new Kalahari Resort (12/26); making this perfect for a week-end getaway or a primary home!

206 Lake Caroline Dr, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

110 N School St, Greensboro
$309,900
3 Beds ⋅ 2 Baths
Absolutely beautiful rancher, priced below appraised value! Why wait for new construction? Completed in 2025, this custom-built, move-in ready rancher offers 1,436 square feet of thoughtfully designed, single-level living--with no HOA. The bright, open-concept living, dining, and kitchen area features nine-foot ceilings, solid hardwood flooring and recessed LED lighting. The kitchen is finished with granite countertops, all-wood cabinetry, Samsung stainless-steel appliances, a Moen faucet and an instant hot-water system. Propane lines are already in place should the next owner prefer a gas range. The spacious primary suite includes a walk-in closet and private bath with a tiled walk-in shower and granite vanity. Two additional bedrooms, a second full bath, washer & dryer, window treatments, and ceiling fans make this home truly ready for its next owner. Each bedroom is prewired for television and internet service. Quality construction continues behind the scenes with a 200+ amp electrical service, energy-efficient appliances, spray-foam and batt insulation, floored attic storage, and a professionally encapsulated crawlspace with concrete flooring, lighting, dehumidifier, French drains, and sump pump. Outside, enjoy welcoming front and rear porches, a level backyard with privacy fencing, parking for up to six vehicles and convenient hot & cold exterior water connections plus an electric hookup for a camper or RV. This is not a basic builder-grade home -- it is a carefully constructed, nearly new home with upgrades, storage and practical features already in place. Schedule your private showing and see the difference for yourself. Come see this exceptional home today and become the new owners in just a few weeks!

110 N School St, Greensboro

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

222 S 2nd St, Denton
$314,000
5 Beds ⋅ 2 Baths
This is 222 S. 2nd Street, a recently renovated home with historic charm. Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history. Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding. The house offers something that many two-story homes do not - a spacious first floor bedroom with a full bathroom nearby. Kids and guests will have the privacy of their own floor with 4 bedrooms and a full bathroom upstairs. The walk up attic, air-conditioned and heated, provides storage and an opportunity to create more living space. The partial basement offers storage plus utility access. Outdoor lovers can relax on the screened porch, or in the fenced backyard that is big enough for activities, but small enough for easy maintenance. And it’s a short walk to the library, restaurants, and shops. Check out 222 S. 2nd St. and see what it has to offer you.-- Within walking distance to Shops, Restaurants, Library, and Parks. Minutes to Public Boat ramp, Choptank River, and State Parks. Come check this out... You won't be disappointed!

222 S 2nd St, Denton

Listing courtesy of Brenton Realty Group. Contact:

733 Canterbury Dr, Ruther Glen
$295,000
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 1.5‑bath property located in the amenity‑rich community of Lake Land’ Or. The inviting front porch welcomes you in, while the cozy screened back porch offers the perfect spot to unwind and enjoy peaceful evenings. A large fenced yard provides plenty of room for outdoor fun, pets, gardening, or weekend gatherings — a true extension of your living space. Living in Lake Land’ Or means access to incredible amenities including lakes, beaches, pools, playgrounds, walking trails, security, and more. And for even more fun and adventure, you’re just a short drive from the Kalahari Resort, giving you access to world‑class entertainment, dining, and one of the largest indoor waterparks around. Seller will pay the HOA fees through 2026, offering added value and peace of mind for the new owner. This home blends comfort, outdoor living, and unbeatable community perks — a wonderful opportunity you won’t want to miss.

733 Canterbury Dr, Ruther Glen

Listing courtesy of Samson Properties. Contact:

305 Old Denton Rd, Federalsburg
$89,900
2 Beds ⋅ 1 Baths
Investor Alert!! This rancher, situated on over half an acre, is packed with value-add potential! With some TLC and the right vision, this property could be transformed into a strong income-producing asset or profitable flip in no time. Whether you’re looking to renovate and rent or resell, the opportunity here is undeniable—especially with a motivated seller ready to make a deal. Located in Caroline County, you’ll benefit from an area known for its affordability, growth, and rural charm. Larger lot sizes, fewer restrictions, and strong rental demand make this a smart choice for investors. Plus, you’re conveniently positioned within driving distance to Annapolis, Easton, and Dover, giving you access to major hubs while still enjoying a quieter, more laid-back setting. If you’ve been waiting for your next project with upside potential in a growing area—this is it.

305 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty Delmarva. Contact:

7397 Cedar Fork Rd, Ruther Glen
$299,501
3 Beds ⋅ 1 Baths
Seller $5,000 credit being offered to buyer. Welcome to 7397 Cedar Fork Rd in Ruther Glen, a charming country home offering a peaceful setting, comfortable living spaces, and plenty of room to enjoy both indoors and out. Surrounded by mature trees and seasonal blooms, this property provides the quiet feel of country living while remaining conveniently located between Fredericksburg and Richmond. The main level features two bedrooms and one full bathroom, along with a spacious living room, dining area, kitchen, and laundry area. The living and dining spaces flow comfortably together, creating an inviting setting for everyday living and entertaining. Large windows throughout the home bring in plenty of natural light and showcase views of the surrounding greenery. The kitchen offers ample cabinetry and counter space along with a Frigidaire refrigerator purchased new in January 2025 and a Frigidaire range featuring a gas cooktop and electric oven. Just off the kitchen is a convenient laundry area with a GE stackable washer and dryer purchased new in January 2025. One of the home's standout features is the entire upper level, which adds a third bedroom along with a versatile sitting/bonus area and walk-in closet. Whether used as a private retreat, home office, exercise area, music space, reading room, or combination of uses, this flexible second floor provides valuable additional living space and character. Outside, the home offers multiple places to relax and enjoy the peaceful surroundings. Start your morning on the covered front porch or gather with friends and family on the spacious rear deck, perfect for cookouts and outdoor entertaining. The property is surrounded by mature trees and comes alive throughout the seasons with established flowers including daffodils, peonies, lilies, baby's breath, and wild roses. Additional outdoor features include a storage shed and a chicken coop, providing extra space and versatility for those who enjoy gardening, outdoor projects, or a more country-oriented lifestyle. Important improvements include a JES crawl space encapsulation and support system, which conveys with a two-year service plan and lifetime warranty. The home is served by a Trane HVAC system, Ruud water heater, private well, and central heating powered by propane through Tiger Fuel, with the propane tank conveying with an almost full tank. The location offers a great balance between privacy and convenience. Enjoy the peaceful surroundings of Ruther Glen while still being within easy reach of shopping, dining, and entertainment in Fredericksburg and Ashland. Kings Dominion is approximately 15 minutes away, with the new Kalahari indoor water park also nearby. Local favorites in the Ladysmith area include restaurants, thrift and consignment shopping, and everyday conveniences. If you've been searching for a home with country charm, flexible living space, inviting outdoor areas, and convenient access to major cities, 7397 Cedar Fork Rd offers a wonderful opportunity to enjoy a quieter pace without feeling disconnected from everything you need.

7397 Cedar Fork Rd, Ruther Glen

Listing courtesy of Keller Williams Capital Properties. Contact:

132 Deep Shore Rd, Denton
$629,000
4 Beds ⋅ 3 Baths
Welcome to 132 Deep Shore Rd—an inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swing—perfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chef’s kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side of the home—one showcasing a custom bedframe with built-in storage, another featuring a clever Murphy bed and its own half bath. The private primary suite is tucked on the opposite side and includes a walk-in closet with custom built-ins and an en suite bath. Outdoors, the property is a hobbyist’s dream. You’ll find multiple outbuildings for storage and projects, along with 5 frost-proof yard spigots plus 2 additional spigots on the home for effortless garden care. A 50' x 30' garage is paired with an attached 10' x 30' sunroom. The main shop includes a large storage area, parking, a substantial wood shop, and an additional garage bay equipped with a 7,000 lb. lift. Enjoy all the comforts of home in the shop and sunroom as they offer Heat and Air. Electric as well in all other outbuildings as well. Location is the finishing touch: directly across from the front entrance to Martinek State Park, offering camping, trails, a playground, picnic areas, a public boat ramp, and fishing on Watts Creek with direct access to the Choptank River. Here, you’re surrounded by nature, recreation, and room to grow—an exceptional blend of comfort, craft, and country living at 132 Deep Shore Rd.

132 Deep Shore Rd, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

25485 Hignutt Rd, Denton
$425,000
3 Beds ⋅ 3 Baths
RENOVATED ONE-LEVEL LIVING WITH YOUR OWN BACKYARD ENTERTAINMENT SPACE! Welcome to 25485 Hignutt Road, where a beautifully updated 3-bedroom, 2.5-bath home meets nearly half an acre of peaceful country surroundings—just minutes from Denton’s shopping, dining, and everyday conveniences. Move right in and enjoy a bright, modern interior featuring luxury vinyl plank flooring, beautifully renovated bathrooms, and a spacious living room with custom built-ins and an updated fireplace with a granite hearth. Comfortable one-level living keeps daily essentials within easy reach, while an encapsulated basement adds to the home’s extensive improvements. The appeal continues outside. Extensive tree work has opened up the yard, creating more usable space for gardening, outdoor gatherings, or simply enjoying the setting. The renovated detached outbuilding is a standout feature, complete with a custom bar and entertainment space. Host game day, invite friends over, or make it your own place to unwind. POTENTIAL SAVINGS ON YOUR INITIAL MORTGAGE PAYMENTS! With an acceptable offer, the sellers will consider contributing toward a temporary interest-rate buydown, which could reduce your monthly mortgage payments during the initial buydown period. Subject to loan program and lender approval—ask your agent and lender for details. An updated home, room to enjoy the outdoors, and an entertainment space that sets it apart—schedule your showing and experience everything Hignutt Road has to offer!

25485 Hignutt Rd, Denton

Listing courtesy of Taylor Properties. Contact:

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