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12200 Azalea Ct, Worton
$535,000
3 Beds ⋅ 3 Baths
Custom-built rancher situated on more than 1.8 acres in the Kentfield community of Worton. Designed for one-floor living, the home offers a spacious, functional layout along with an unfinished basement that provides plenty of room for storage, a workshop, or other possibilities. The large kitchen features a breakfast area, generous cabinet and counter space, and a center island with propane cooktop. The living room includes built-in cabinetry, a propane fireplace, and a slider door leading to the screened porch overlooking the private backyard. The living room opens to the dining area and entry, creating an easy flow through the main living spaces. The primary suite includes an en-suite bath with two walk-in closets, dual vanities, a separate shower, and jetted tub. Two additional bedrooms share a full hall bath, while a separate office offers flexible space and could serve as a fourth bedroom. The two car, side entry garage has access to the basement. Outside, the large backyard is surrounded by mature trees and includes split-rail fencing, a storage shed, and covered pergola. The 1.8+ acre lot offers plenty of room for a future pool, larger outbuilding, gardens, or additional outdoor living space. Located near Still Pond Creek and just five minutes from Worton Elementary School and Kent County High School, the property offers a peaceful setting while remaining convenient to both Chestertown and Rock Hall. Middletown, Delaware is approximately 35 minutes away. Schedule a showing today.

12200 Azalea Ct, Worton

Listing courtesy of TTR Sotheby's International Realty. Contact:

25094 Reeds Mdw, Worton
$389,000
3 Beds ⋅ 3 Baths
Nestled in the community of Reeds Meadows, this contemporary residence offers a blend of modern convenience and comfortable living. Built in 2020, this meticulously maintained home spans 1,974 square feet, providing ample space for relaxation and entertainment. As you approach the property, you are greeted by a charming exterior with durable vinyl siding, complemented by well-maintained entry. The newly paved road invites leisurely strolls in a pleasant setting. An asphalt driveway leads to an attached garage featuring convenient inside access as well as access to the rear of the property. A garage door with remote opener ensures effortless entry and exit. Step inside to discover a thoughtfully designed layout that emphasizes both functionality and style. The heart of the home is the kitchen, equipped with stainless appliances including a built-in microwave, sleek dishwasher, and a classic range hood. The new refrigerator and stove make meal preparation a delight, while the adjacent laundry area with half bath is conveniently located on the main floor. Natural light pours through large windows, enhancing the warm ambiance throughout. The absence of a fireplace allows for a clean, modern aesthetic, while the contemporary design elements provide a timeless appeal. Retreat to the tranquil first floor master suite, complete with an en-suite bathroom featuring luxurious finishes. Two additional bedrooms, a bonus room, and a well-appointed full-bath ensure comfort and privacy for all. Step outside onto the custom deck, perfect for alfresco dining or simply enjoy the peaceful surroundings of your 0.32-acre lot. This outdoor space is ideal for hosting summer barbecues or unwinding with a good book in the fresh air. Experience the lifestyle that you deserve.  Don't miss the opportunity to make this residence your own. Located about 10 minutes from historic Chestertown on the Chester River, this tidy subdivision 's location offers quick access to public landings for fishing and boating fun, beautiful farms, including Red Acres, which offers beautiful produce, flowers, and retail products. Located between Chestertown/Galena, and Betterton, and also close to Rock Hall which boasts good shopping, restaurants and loads of fun on the Chesapeake Bay.

25094 Reeds Mdw, Worton

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

25213 Porters Grove Rd, Worton
$270,000
3 Beds ⋅ 2 Baths
Nestled in the charming WORTON subdivision, this delightful ranch-style home, built in 2020, offers a perfect blend of modern comfort and inviting warmth. With 1,144 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy yet functional environment. Step inside to discover an open floor plan that seamlessly connects the kitchen, dining, and living areas, creating an inviting atmosphere for gatherings and everyday living. The spacious kitchen features a convenient island, perfect for casual meals or entertaining guests. Equipped with stainless steel appliances, including a built-in microwave, dishwasher, and washer/dryer, this kitchen is both stylish and practical. The breakfast area is a lovely spot to enjoy your morning coffee while basking in the natural light that fills the space. This home boasts three well-appointed bedrooms, including a primary suite with an en-suite bathroom that features a tub shower, providing a serene retreat at the end of the day. Ceiling fans throughout the home ensure comfort year-round, while the combination of living and dining spaces enhances the sense of togetherness. Outside, the property is equally inviting. The exterior is adorned with low-maintenance vinyl siding and features exterior lighting that adds a warm glow to the evenings. A spacious deck invites you to enjoy outdoor living, whether it's hosting summer barbecues or simply unwinding with a good book. The lot backs to trees, offering a peaceful backdrop and a sense of privacy that is hard to find. The 0.14-acre lot provides ample space for gardening or play, while a handy shed offers additional storage for tools and outdoor equipment. Parking is a breeze with a dedicated driveway, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where comfort meets functionality. With its excellent condition and modern amenities, it's ready for you to make it your own. Don't miss the opportunity to experience the warmth and charm of this beautiful property in WORTON.

25213 Porters Grove Rd, Worton

Listing courtesy of EXP Realty, LLC. Contact:

23911 Kinnards Point Dr, Worton
$1,495,000
5 Beds ⋅ 4 Baths
Discover the best of waterfront living in the sought-after community of Kinnairds Point. Set on 3.5 acres in a private, peaceful setting and thoughtfully designed for both everyday comfort and effortless entertaining, this home provides generous space for guests while maintaining inviting living areas that feel equally welcoming when it is just a few people, approximate square footage is close to 3,000. It is the best of both worlds: room to gather, comfortable spaces to unwind, and an exceptional waterfront setting. This home provides five bedrooms with an additional enclosed sleeping loft attached to one of the bedrooms, three and a half bathrooms, renovated kitchen and bathrooms, fireplace, a deck overlooking the water, easy access to a private dock with a boatlift, protected shoreline and the Bay is just around the corner. The outdoor spaces offer additional spots to take in the water views, watch the wildlife, entertain guests, or simply relax and enjoy the tranquility of Churn Creek. Mature trees, landscaping and hardscaping surround this waterfront oasis.  In addition to your own private dock and waterfront, Kinnairds Point offers two waterfront community areas with a beach, pavilion, kayak rack and a boat ramp. Located just outside of Chestertown and within easy reach of points north and south.

23911 Kinnards Point Dr, Worton

Listing courtesy of Gunther-McClary Real Estate. Contact:

11037 Bottom Rd, Worton
$305,000
3 Beds ⋅ 2 Baths
The house number is now 11037. Nestled among the farmland and waterways in Kent County is a cul-de-sac of new homes on Bottom Road just outside of Chestertown. The new 3 bedroom/2 bath single family home in a quiet, serene enclave is a perfect spot for your new home! This fresh and modern home offers glossy granite counters, SS appliances and a trendy color palette. The quality of this new construction shows in the engineered wood flooring and upgraded 5" baseboards and moldings. The primary bedroom is appointed with a walk-in closet and a shiny new full bath equipped with a double bowl sink/vanity. 2 additional bedrooms add options for an office or study. Enjoy the views of nature with your evening cocktail from the rear deck. Chestertown is a quaint, historic district on the Eastern Shore with an active art community and active boating society. The vast tributaries of the Chesapeake Bay and unspoiled land offer endless possibilities for hunting, fishing, kayaking, and canoeing. There is a front-foot fee of $15,000 that can be paid off with installments, annually over 15-20 years. The driveway of 10971 is an easement. The property line of 11037 goes beyond the driveway of 10971. See photos and site plan. PLEASE ENSURE ALL DOORS ARE LOCKED WHEN YOU LEAVE

11037 Bottom Rd, Worton

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

12613 Walnut Valley Ct, Worton
$559,500
3 Beds ⋅ 2 Baths
There's a joyful feeling here that takes you straight back to childhood summers on the water. The Kinnairds Point community and property itself delivers this on just over two private acres at the end of a quiet cul-de-sac in Worton. Fully remodeled in 2020, the home opens into a vaulted great room with an exposed beam ceiling and a brick fireplace, flowing into a gorgeous, move-in-ready kitchen finished in crisp white cabinetry and a farmhouse sink. The owner's suite offers a spacious walk-in closet and an amazing renovated bath, while a screened porch and picnic lawn keep everyday living just as easy outdoors. The screened porch is designed for sharing beautiful moments and taking in nature. The full basement allows you to keep all of your "toys" tucked away while still keeping your cars in the garage. Best of all, Kinnairds Point offers access to two private Chesapeake waterfronts each with its own beach, pavilion, and kayak storage, one with a boat ramp just a walk or golf cart ride from your door. Crab pots, boat cruises, and sunset chairs are all in your future. Come life the Eastern Shore lifestyle in a polished setting just minutes from Historic Chestertown.

12613 Walnut Valley Ct, Worton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

25133 Smithville Rd, Worton
$357,997
4 Beds ⋅ 3 Baths
Welcome to 25133 Smithville Rd.! This spacious 4-bedroom, 3-bath traditional Colonial offers comfortable living with plenty of room to spread out. The main level features a desirable primary suite with a private full bath, along with an inviting eat-in kitchen and formal dining room perfect for everyday living and entertaining. Step outside to enjoy the spacious, level backyard with fencing for added privacy. There is plenty of room for entertaining, family gatherings, kids, pets, outdoor activities, and more—all while enjoying your own private outdoor space. With its spacious layout, convenient main-level primary suite, and private backyard, this home offers a wonderful opportunity to make it your own. Come see all that 25133 Smithville Rd. has to offer and make this home yours!

25133 Smithville Rd, Worton

Listing courtesy of Allfirst Realty, Inc.. Contact:

12118 Still Pond Creek Rd, Worton
$585,000
4 Beds ⋅ 3 Baths
Welcome to your dream home in Worton, MD! This stunning center hall Colonial-style property boasts 4 bedrooms, 2.5 bathrooms, and sits on over 6 acres of picturesque land. As you approach the home, you'll be greeted by a charming circular driveway and an oversized detached 2 car garage, perfect for storing all your vehicles and outdoor equipment. Inside, the home features beautiful hardwood floors throughout, adding warmth and character to the space. The kitchen is a chef's delight, with soapstone countertops, gas cooking and ample cabinet space for all your culinary needs. Cozy up by the fireplace; perfect for relaxing on chilly evenings. This property has a metal roof and owned solar panels, allowing for energy-efficient living and potential cost savings on utilities. With a shed for additional storage and plenty of space to roam on the expansive grounds, this property offers the perfect blend of comfort and tranquility and just a short drive to Chestertown. Don't miss your chance to make this idyllic retreat your own – schedule a showing today!

12118 Still Pond Creek Rd, Worton

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

10520 Worton Rd, Worton
$100,000
3 Beds ⋅ 1 Baths
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/22/2026, 10:00 AM. Bidding ends 10/26/2026, 1:30 PM. The list price is the suggested opening bid. Deposit: $15,000. This auction takes place on the Ashland Auction Group Website Bidding Platform. Pre-auction offers may be accepted. Located along Maryland’s Eastern Shore in Kent County, this single-family home offers approximately 1,896 square feet of living area on a 0.51± acre lot. The home is situated along Worton Road, approximately five miles north of historic Chestertown. The location provides convenient access to shopping, dining, employment centers, recreational amenities, and the surrounding waterfront communities of Kent County. Maryland Route 297 provides connectivity throughout the Worton and Chestertown areas, while nearby routes offer access toward Rock Hall, Betterton, Cecil County, and Delaware. Each person entering the property is required to complete a right of entry agreement prior to touring the property.

10520 Worton Rd, Worton

Listing courtesy of Ashland Auction Group LLC. Contact:

10540 Worton Rd, Worton
$90,000
3 Beds ⋅ 1 Baths
ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 10/22/2026, 10:00 AM. Bidding ends 10/26/2026, 1:40 PM. The list price is the suggested opening bid. Deposit: $15,000. This auction takes place on the Ashland Auction Group Website Bidding Platform. Pre-auction offers may be accepted. Located along Maryland’s Eastern Shore in Kent County, this single-family home offers approximately 1,056 square feet of living area on a 0.46± acre lot. The home is situated along Worton Road, approximately five miles north of historic Chestertown. The location provides convenient access to shopping, dining, employment centers, recreational amenities, and the surrounding waterfront communities of Kent County. Maryland Route 297 provides connectivity throughout the Worton and Chestertown areas, while nearby routes offer access toward Rock Hall, Betterton, Cecil County, and Delaware. Each person entering the property is required to complete a right of entry agreement prior to touring the property.

10540 Worton Rd, Worton

Listing courtesy of Ashland Auction Group LLC. Contact:

25124 E Kentfield Rd, Worton
$565,000
3 Beds ⋅ 3 Baths
Light-filled home with glowing wood floors, exposed beams, skylights, and open living space. This one-level home is nestled on just under two acres! The expansive yard offers room for many activities and provides scenic views from the home. Inside, the open living space is bright and airy, with skylights, bay windows, and vaulted ceilings with exposed beams. The large kitchen has beautiful updated granite countertops, a large pantry, kitchen island with seating, and ample cabinet space. From the dining room you can explore the raised deck with a hot tub! Or enjoy meals on the screened porch, finished with water and electricity. This one-level home boasts 3 spacious bedrooms and 2.5 bathrooms. The primary bedroom has a walk-in closet and opens to a sun-filled studio or office space, which has access to the raised deck. There is an attached two-car garage with ample storage space, which could also make a great workshop. Under 15 minutes to downtown Chestertown and less than an hour to Middletown DE. This home is move in ready! The sellers are selling turn-key with contents. Recent updates include: -Refinished hardwood floors throughout home -Granite countertops in kitchen -Updated kitchen appliances -Water treatment system - & more! Solar leased through Tesla

25124 E Kentfield Rd, Worton

Listing courtesy of Gunther-McClary Real Estate. Contact:

24050 Macs Ln, Worton
$895,000
3 Beds ⋅ 3 Baths
****NEW PATH TO WATER FOR YOUR GATOR OR UTV**** This over 5 acre waterfront estate on Churn Creek is a true Eastern Shore recreational property. Besides the home itself, the grounds include a board and batten cabin to serve as base camp for water sports down by the water, dock with direct access to the Chesapeake Bay, barn with a stall for your horse or sheep, and detached 2 car garage with lounge area above. Here you can enjoy the abundance and lifestyle of the Eastern Shore with crabbing, fishing, hunting, water skiing, sailing and hikes on the nature trail all available on site. Outdoor living is huge here with multiple spaces to connect with nature and enjoy the privacy of your own waterfront sanctuary. The home is the perfect size for a weekend getaway or full time residence with a floorplan that has been expanded and opened up to accommodate the amazing views and 2026 lifestyle. Storage is a breeze with a full basement including a shop and rec room for grandkids or guests to go enjoy with privacy. One floor living makes for an easy flow with the primary suite opening to a brick patio with sliders and including both an ensuite bathroom and walk in closet. The blend of amenities on site and proximity to Chestertown's Historic District make this the perfect "magnet house" to attract friends and family or an amazing investment opportunity.

24050 Macs Ln, Worton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

25133 Wymont Park Rd, Worton
$499,000
1 Beds ⋅ 2 Baths
Welcome to Wymont Park, a sought-after waterfront community on picturesque Still Pond Creek, where every day feels like a vacation on Maryland's Eastern Shore. From sipping your morning coffee while watching the sunrise over the water to enjoying breathtaking waterfront sunsets from your private floating dock, this unique property offers the lifestyle you dream about. Nestled on a beautiful waterfront lot, this versatile property features two separate living spaces, making it ideal for multi-generational living, guest accommodations, or potential rental opportunities. The charming waterfront cottage offers 1 bedroom, 1 full bath, and 1 half bath, highlighted by a spacious living room with cathedral ceilings and panoramic views of Still Pond Creek. The kitchen provides abundant cabinet and counter space, making it perfect for entertaining. Adding even more value is the oversized detached garage with a fully equipped second-floor apartment, complete with 2 bedrooms, a full kitchen, living room, and full bath. Whether you're hosting extended family, accommodating guests, or creating a private workspace, this additional living area offers endless possibilities. Step outside and discover what truly makes this property special. A large wraparound deck leads to a gazebo, creating the perfect place to relax and take in the peaceful creek views. Follow the path to your private floating dock, ideal for boating, kayaking, fishing, crabbing, paddleboarding, or simply enjoying life on the water. Located in one of Kent County's most desirable waterfront communities, this property offers the perfect combination of privacy, natural beauty, and Eastern Shore charm. Whether you're searching for a full-time waterfront residence or weekend getaway, this rare waterfront property is ready for its next owner to make it their own. Don't miss your chance to own a piece of Maryland's Eastern Shore waterfront lifestyle on Still Pond Creek.

25133 Wymont Park Rd, Worton

Listing courtesy of RE/MAX Chesapeake. Contact:

11167 Oak Ln, Worton
$269,900
3 Beds ⋅ 1 Baths
Move-in ready and packed with updates, this 3-bedroom, 1-bath home offers an affordable opportunity to enjoy Eastern Shore living without a long list of projects waiting for you. Major improvements include a newer roof, HVAC system, water heater, stainless steel appliances, luxury vinyl plank flooring, carpet, fresh paint, recessed lighting, plus a vapor barrier and insulation in the crawlspace. Inside, the home feels bright, clean, and refreshed, making it an easy choice for buyers looking for comfort, convenience, and low-maintenance living. The location makes it even better. In approximately 12 minutes, you can be exploring historic Chestertown, spending the day at Betterton Beach, or enjoying waterfront dining, boating, and sunsets at Great Oak Landing. With its extensive updates, convenient location, and newly improved price, this home offers a lot of value for buyers.

11167 Oak Ln, Worton

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