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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
$435,000
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:

3 Boston Cv, Ruther Glen
$310,000
3 Beds ⋅ 2 Baths
The seller is motivated and covering your first full year of HOA fees. Now let's talk about the house. Every detail inside 3 Boston Cove has been thought through. This home has been fully renovated down to the crawl space... the seller spent real time and money making sure it was in tip-top shape so you're not worrying about structural surprises down the road. The kitchen is all new and open, but still has good separation from the main living space. You're not going to hear the dishwasher running while you're watching a movie. The full bath has modern, elegant finishes that are easy on the eyes with plenty of room to move around. The half bath shares with the laundry, which means you've got a built-in drop zone for the yard clothes after a day outside. And no millennial gray here. The seller went with 2026 finishes instead of that played-out 2020 gray. It feels current without trying too hard. Entertaining is easy. Circle driveway with plenty of parking, tucked in a cul-de-sac off the main road. Welcoming brick exterior. One level. A cute rancher that works whether you're just starting out or you're an empty nester looking for some community fun on the lake. Gated Lake Caroline community with lake access, a pool, and the kind of summers that keep people here. Under 10 minutes to I-95, easy access to Fredericksburg, Richmond, and historic Bowling Green. Caroline County schools. This one rewards the people who walk through the door

3 Boston Cv, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact:

156 Main St, Preston
$199,900
3 Beds ⋅ 2 Baths
Located in the heart of Preston, this classic 1900-built home offers a solid opportunity for both homeowners and investors alike. Inside, the home features 3 bedrooms and1.5 bathrooms and a functional layout that includes a combined laundry room, bath, and mudroom with direct access to the back deck—adding everyday practicality. The kitchen has been updated with durable luxury vinyl plank (LVP) flooring, offering a clean and low-maintenance foundation for the space. Enjoy outdoor living from both the covered front porch and the rear porch, providing comfortable areas to relax or entertain. With its central location and existing rental history, this property presents a strong investment opportunity or a chance to make it your own.

156 Main St, Preston

Listing courtesy of Benson & Mangold, LLC. Contact:

522 Market St, Denton
$225,000
4 Beds ⋅ 2 Baths
ATTENTION INVESTORS -- Incredible opportunity in the heart of Denton - Roomy DUPLEX with tons of potential - renovate and hold, fix and flip, or create a long-term income-producing asset. Featuring 2 separate units, each level includes 2 bedrooms and 1 full bathroom, ideal for rental income or multi-family living - OR - convert this home back to its original colonial charm as a single-family home. Denton is a quintessential Eastern Shore town on the banks of the Choptank River. 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. Sizes, taxes, distances approximate

522 Market St, Denton

Listing courtesy of EXP Realty, LLC. Contact:

624 Market St, Port Royal
$374,900
3 Beds ⋅ 2 Baths
Don’t miss this opportunity to build a brand-new 3-bedroom, 2-bath home on a .25-acre lot in the heart of the Town of Port Royal. This thoughtfully designed floor plan offers approximately 1,300+ square feet of easy, one-level living, complete with a one-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen—ideal for both everyday living and entertaining. The home comes standard with a welcoming front porch and a rear deck, with the option to upgrade to a covered deck for additional outdoor living space. Quality standard features include low-maintenance vinyl siding, architectural shingles, modern-finish oak cabinetry, attractive laminate countertops, and stainless steel appliances. Enjoy a comfortable blend of finishes with carpet in the bedrooms and durable luxury vinyl flooring throughout the main living and wet areas. Since this home is to be built, buyers have the opportunity to select colors, finishes, and upgrades to truly make it their own. Estimated build time is approximately 90 days from contract and permits. Build your new home exactly the way you want it—while still keeping the process simple and efficient.

624 Market St, Port Royal

Listing courtesy of Holt For Homes, Inc.. Contact:

1709 Cattail Commons Way, Denton
$415,000
4 Beds ⋅ 3 Baths
Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and entertaining. The gourmet kitchen serves as the heart of the home, complete with an oversized island, stainless steel appliances, a newer refrigerator and microwave (just 3 years old), and a huge walk-in pantry with custom wood shelving. The kitchen flows seamlessly into the family room, where a cozy gas fireplace and views of the fully fenced backyard create an inviting atmosphere. A dedicated home office and convenient powder room complete the first floor. Upstairs, you’ll find a versatile second living area—perfect for a media room, playroom, or additional lounge space. All four bedrooms are located on this level, including a spacious primary suite featuring a tiled walk-in shower with glass doors, a deep soaking tub, double vanities, and a large walk-in closet. Two full bathrooms upstairs provide ease for daily living. This home is loaded with valuable upgrades, including a whole-home soft water system and an under-the-counter reverse osmosis system for high-quality drinking water. The separate laundry room includes a brand new washer and dryer along with custom shelving for added storage. Additional features include a two-car garage and no carpet throughout the home. Situated on a premium corner lot, the outdoor space is designed for enjoyment with a fully fenced yard, a large Trex deck with solar lighting, and a storage shed—perfect for entertaining, pets, or relaxing evenings. Located just minutes from the Choptank River, enjoy easy access to boating, fishing, and waterfront activities—all while being outside of a flood zone. Denton offers a charming small-town atmosphere with local shops, restaurants, and community events, while still providing convenient access for commuters. The Chesapeake Bay Bridge is approximately 35–45 minutes away, and Delaware beaches such as Rehoboth, Lewes, and Bethany are within about 55–65 miles. If you're searching for a move-in ready home in Denton, MD with modern upgrades, flexible living space, and a prime location near the water, 1709 Cattail Commons Way is a must-see.

1709 Cattail Commons Way, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

16032 Grant Ct, Bowling Green
$374,000
3 Beds ⋅ 2 Baths
*Ignore DOM. Home in Excellent Condition. Previous buyer financing fell through after a lot of time wasted** Move-In Ready One-Level Ranch in Bowling Green – $30K+ Updates! NOW AVAILABLE! This beautifully updated 2021 DR Horton Lismore model at 16032 Grant Ct offers 1,531 sqft of comfortable one-level living with 3 bedrooms and 2 full baths. Fresh custom paint throughout and over $30,000 in recent upgrades (2022-2023 luxury vinyl plank flooring, stone paver patio & walkway, aluminum fencing, generator rough-in, new AC unit, and more) make this home truly turnkey. Highlights Include: Open Kitchen & Living: Granite counters, upgraded stainless appliances, oversized island, spacious pantry—perfect for entertaining or everyday meals. Primary Suite: Private bath with walk-in closet for ultimate convenience. Outdoor Oasis: Fully fenced rear yard with paver patio, irrigation system—ideal for pets, relaxation, or BBQs. Practical Perks: 2-car garage, main-level laundry with washer/dryer included, functional layout ideal for starters, downsizers, or commuters. Located minutes from downtown Bowling Green shops, restaurants (try Mixing Bowl Bakery!), and with easy access to I-95 (quick trips to Fredericksburg or Richmond) and Route 17. Enjoy the upcoming Kalahari Resorts & Conventions—Virginia’s largest indoor waterpark just 15 minutes away! Priced at $374,000 with low HOA ( $47/mo). Don’t miss this opportunity—schedule your showing today and move right in! *Some photos staged using AI*

16032 Grant Ct, Bowling Green

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

6289 Sterling Way, 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. Renderings and photos are from builder's library, actual finishes and features may vary.

6289 Sterling Way, Ruther Glen

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

107 Smith St, Federalsburg
$174,000
3 Beds ⋅ 2 Baths
Move-In Ready & Beautifully Remodeled! This charming 3-bedroom, 1.5-bath home offers the perfect blend of comfort and convenience. Enjoy a spacious living room, separate dining area, and a dedicated laundry room for added functionality. The kitchen is designed for both everyday living and entertaining, featuring dual bar seating areas with open views to the living and dining spaces. One bedroom includes a private half bath—ideal for guests or added flexibility. Relax on the inviting front porch, perfect for evening unwinding. Conveniently located near shopping, grocery stores, a public boat ramp, park, and walking trails—with the added bonus of tax-free shopping just a short drive away in Delaware. A must-see home ready for its new owners!

107 Smith St, Federalsburg

Listing courtesy of Mabry Real Estate LLC. Contact:

1108 Camp Rd, Denton
$669,000
4 Beds ⋅ 3 Baths
Price Reduction! Motivated Seller. Welcome to 1108 Camp Street, sits on over 14 acres of land where modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and style. Secluded in a great location for Dirt biking, bow hunting. The included outbuilding is great for car enthusiast. This home features stunning stone work on both the front and back, framing the house in natural beauty and providing a warm welcome. The meticulously crafted stone walls create an inviting outdoor ambiance. Venture beneath the home and discover a 4-foot rat trap encapsulated crawl space, ensuring a clean and dry environment for your peace of mind. The home includes a spacious full-size garage attached garage equipped with a stand-up freezer, making it easy to store extra food and supplies. Step into luxury in the master bath, which boasts a steam shower and a freestanding tub, perfect for unwinding after a long day. The home is designed with accessibility in mind, featuring ADA-compliant doors and hallways for ease of movement. Never worry about power outages again with the whole-house generator, powered by underground propane that activates automatically when there is a power outage. Throughout the home, ceiling fans grace each bedroom and the dining area, providing comfort and a refreshing breeze. The kitchen is a chef’s dream, showcasing soft-close cabinets, a double full-size Frigidaire oven, a General Electric flat-top stove, a Whirlpool microwave, and a sleek Samsung refrigerator with a freezer, complete with four ice settings and a convenient water dispenser. All appliances are stainless steel, adding a modern touch to your culinary space. The unique kitchen sink is Embossed Stainless Steel Nano Black raindance Waterfall Drop in sink with pressurizing cup washer and two waterfalls. 29.5 x 18 For added luxury, towel warmers are installed in the bathrooms, ensuring a cozy experience year-round. The home's smart features include Bluetooth-enabled thermostats, providing efficient climate control, while two thermostats manage temperature zones for optimal comfort. Access to the home is convenient with a combo/key access front door. The living area is designed with practicality in mind, featuring electrical outlets conveniently located on the floor—no more stretching cords across the room! Motion detector lights outside enhance security and illuminate your outdoor spaces. The property also boasts a three-car detached garage, complete with windows and a wood-burning stove, perfect for hobbies or storage. Additionally, there are two storage sheds on the property, providing ample space for all your belongings. Horses ok. Limit on number of chickens. Experience the perfect blend of luxury, convenience, and practicality at 1108 Camp Street, where every upgrade has been thoughtfully selected to enhance your living experience. Come see for yourself and discover your new home! The back porch is ready to be converted to a three season room. Has outlet for fan, sprinklers and connections for tv.

1108 Camp Rd, Denton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

112 S 5th Ave, Denton
$359,000
4 Beds ⋅ 2 Baths
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

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

1204 Blue Heron Dr, Denton
$230,000
3 Beds ⋅ 3 Baths
***NEWLY ADJUSTED PRICE***Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenience and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been updated with fresh paint, new appliances and more to ensure it's move-in ready for you. Each level offers its own distinct living space providing flexibility for various lifestyle needs. Location is everything, and this home delivers convenience. Situated in a premium location with ideal access to both Route 404 and Route 50 for effortless commuting and easy access to shopping, dining and entertainment. Whether you're headed to work or exploring the area, everything you need is just minutes away.

1204 Blue Heron Dr, Denton

Listing courtesy of Shore Results Realty. Contact:

309 N Main St, Greensboro
$279,900
3 Beds ⋅ 2 Baths
This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the home is the gourmet kitchen, equipped with high-end appliances including a sleek electric oven/range, a spacious refrigerator, and a convenient dishwasher, making meal preparation a delight. With three generously sized bedrooms and one and a half bathrooms, this home provides ample space for relaxation and rejuvenation. The layout is designed for comfort, ensuring that every corner feels like a retreat. The property sits on a charming 0.15-acre lot, providing a cozy outdoor space for gatherings or quiet evenings under the stars. Enjoy the convenience of driveway parking, ensuring easy access for you and your guests. This home is not just a place to live; it's a lifestyle choice that embodies comfort, elegance, and modern convenience. Experience the perfect blend of luxury and warmth in this exceptional property, where every detail has been curated for your enjoyment.

309 N Main St, Greensboro

Listing courtesy of Benson & Mangold, LLC. Contact:

211 Bloomingdale Ave, Federalsburg
$289,000
2 Beds ⋅ 2 Baths
Back on the market, buyer didn't qualify for their loan. Welcome to 211 Bloomingdale Ave. This custom‑built Brick Williamsburg‑style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‑ins, and detailed moldings. The spacious living room offers an inviting wood‑burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third bedroom if desired. The bright, well‑appointed kitchen is ideal for anyone who loves to cook, offering ample room for a kitchen table and direct access to a separate formal dining room—perfect for hosting guests. A convenient half bath is located on the main level, with a full bath upstairs along with two generously sized bedrooms and a large walk‑in storage area. Outside, a concrete driveway leads to an attached garage. There is a brick walkway from house to the town sidewalk. Spacious private backyard with mature trees and a newer roof. This home is truly move‑in ready and waiting for you to enjoy.

211 Bloomingdale Ave, Federalsburg

Listing courtesy of Meredith Fine Properties. Contact:

23629 Willow Pond Rd, Denton
$450,000
1 Beds ⋅ 3 Baths
Back on the market!! A Unique Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel). The 2.18 acre parcel hosts an impressive 1,596 Sq. Ft. building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Kitchen, SS appliances. Top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, or guest quarters. ...and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build, if so desired. The grounds are partially wooded, with majestic mature trees and a peaceful pond, creating a picturesque setting that inspires both productivity and relaxation. Additional amenities include a spacious Workshop, ample storage, a fabulous fenced garden area, greenhouse, fenced firewood supply area, a fully fenced lot and a full home generator for convenience and peace of mind. Whether you are an entrepreneur, a creative professional, or someone who values space and serenity, this property delivers a rare balance of beauty and purpose. Take the opportunity to come and see for yourself.

23629 Willow Pond Rd, Denton

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

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