luxury house for sale Worton, United States

103 Sutton is perfectly situated just a stone’s throw from the vibrant heart of Downtown Chestertown. This exquisite 4+ bedroom residence is designed to cater to the diverse needs of today’s Buyers, offering a harmonious blend of comfort, style, and functionality. This home is ideal for those upsizing or seeking multi-generational living. * Originally built as the community model home – and meticulously maintained since – it has ALL the extras: generous breakfast nook bump out, gas fireplace, gleaming hardwood floors, upgraded carpet, oversized windows, granite countertops, stainless appliances, dedicated home office, and a finished basement with a full bath and expansive wet bar. * As you step inside, you’ll be greeted by a two-story foyer flooded with light, dining room and den or family room. The gourmet kitchen that is a chef’s paradise, featuring high-end appliances, custom hardwood cabinetry, and a small island for an ideal triangle of space for meal prep. The open concept layout flows effortlessly into the breakfast nook and living room, providing the perfect setting for family gatherings and celebrations with friends. Click on the propane fireplace for a cozy night watching the sunset or snow flurries outside the tall windows. * The spacious primary suite is an escape through a double door entry – featuring a lighted tray ceiling, a large walk-in closet, en suite bath with soaking tub, glass shower, and a separate water closet. Three additional bedrooms all have custom trim work, generous closets, and large windows. * The finished basement is a standout feature, complete with a stylish wet bar with stone walls that transforms it into the ultimate entertainment zone, perfect for hosting game nights or movie marathons. The backyard feels private with mature trees and a gentle slope, ideal for play space. * The proximity to local parks, playgrounds, restaurants, and shopping ensures that all your family’s needs are met within minutes. Additionally, the Coventry Farms neighborhood fosters a sense of community all while being a convenient distance from Middletown, DE, Philadelphia, PA, Washington DC, Baltimore, MD, and points beyond. * This home is not just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss the opportunity to make this stunning property your own. Schedule your private tour today and experience firsthand what this exceptional home has to offer.

A rare opportunity to own a classic two-story split-level home in Chestertown — set on a large, shaded corner lot just a few miles to Downtown Chestertown, Washington College, the weekly farmers market, the town's annual festivals, and only steps to locally loved restaurants and everyday conveniences. This is the kind of home that simply isn't built anymore: classic lines, original details, and the quiet character that comes from decades of careful ownership. Step inside and the home tells its story with original trim, classic proportions and timeless architectural touches. The two-story split-level floor plan offers a thoughtful separation of living and sleeping spaces, with a sun-filled sunroom that works beautifully as a screened porch when the doors are all open or as extra living space during the shoulder seasons. Two of the bedrooms sit on the upper level, while two large bedrooms flow comfortably below. Out back, the large, gently sloped corner lot offers privacy, mature trees, and room to garden, entertain, or simply enjoy a quiet afternoon. The setting feels tucked away, while the rest of Chestertown is just a short jaunt from the front door. The two-bay carport keeps your vehicles safe from the elements in the wide stone driveway. What truly sets this home apart is its condition. It has been maintained impeccably — spotlessly clean, carefully tended, and gently lived in. The HVAC system is new, and the kitchen and laundry appliances are all young as well, giving the next owner the best of both worlds: classic character on the outside, modern mechanicals where it counts. The remaining finishes offer a thoughtful canvas for the next owner to put their own stamp on it, with the confidence that the bones and the care have already been handled. Classic character, pristine condition, and convenience to it all.

Welcome to Mile Tree Village, one of Chestertown’s most desirable neighborhoods, where this beautifully maintained 1994 brick rambler sits proudly at the end of a quiet cul-de-sac on more than a half acre lot. Offering 3 bedrooms, 2.5 baths, and over 2,100 square feet of thoughtfully designed main level living, this home combines timeless Eastern Shore appeal in an absolutely turnkey package. * A freshly sealed asphalt drive curves to a welcoming front entry, where a classic brick facade sets a warm, distinctive tone. A two-car attached garage provides direct entry and everyday convenience. * Inside, the open kitchen—complete with breakfast area—flows seamlessly into a spacious family room, perfect for everyday living. A separate dining room makes entertaining easy. The family room is an elegant space for gatherings, while a dedicated sunroom and screened-in porch invite you to enjoy the serene, park-like backyard in every season. The large deck offers an additional outdoor retreat with tranquil wooded views. * The generous primary suite features an en-suite bath, while two additional bedrooms makes for flexible bedroom accommodations for family, guests, or a quiet work-from-home office space. A convenient half bath and main-floor laundry round out the practical layout. A full basement offers abundant storage and endless potential for an artist’s studio, workshop, recreation room, or finished expansion. * With its pristine landscaping, mature plantings, and verdant views, this exceptional home is a rare find. And the location is second to none—just minutes from historic downtown Chestertown. Stroll tree-lined streets to discover specialty shops, art galleries, restaurants, and the Saturday Farmers Market at Fountain Park. Washington College, the nation’s tenth-oldest college, anchors the community with year-round cultural events, lectures, and performances. Outdoor enthusiasts will love the nearby Rail Trail, Sultana Lawrence Wetlands Preserve, marinas, and public boat launches providing easy access to the Chester River and Chesapeake Bay. First Friday celebrations, waterfront festivals, and a vibrant arts scene make Chestertown one of the Eastern Shore’s most beloved places to call home.

Waterfront living on Grays Inn Creek, just five minutes from Rock Hall. Situated on a private half-acre lot with protected western-facing views, this home offers beautiful sunsets, 3–4 feet MLW, and easy boating access to the Chester River, Chestertown, Kent Narrows, and Rock Hall. The home has seen numerous updates over the past six years, including new siding, roof, HVAC, LVP flooring, carpet, an updated kitchen and main-level bathroom, appliances, and improvements to the pier. Water views take center stage from the dining area, living room, and main bedrooms, while the manageable size and low-maintenance updates make this an easy waterfront property to enjoy. The property offers plenty of privacy and parking, along with a detached garage and carport. The protected setting on Grays Inn Creek combines peaceful waterfront living with convenient access to town and some of the best boating destinations on the Upper Eastern Shore. An affordable opportunity to own waterfront near Rock Hall without taking on a large property or extensive upkeep.

This charming 4-bedroom cottage in Rock Hall offers an easy Eastern Shore getaway with the option to purchase completely turnkey with furnishings. Situated on .31 acres, the home has seen several recent updates, including new flooring, fresh paint, quartz countertops and backsplash, new dishwasher, refrigerator and microwave, updated fixtures and ceiling fans, and more. A screened porch provides additional space to relax. Outdoor improvements include new landscaping, an updated fire pit area, and a new storage shed. Located close to Rock Hall’s restaurants, bars, marinas, and Ferry Park Beach, the property puts you within easy reach of everything that makes this waterfront town such a popular destination. The low-maintenance setup makes it well suited as a full-time residence, second home, or investment/short-term rental opportunity. Move right in and start enjoying Rock Hall.

Sassafras Riverfront Retreat , Log cabin custom-built home with Deep Water Pier (the seller had their 70 ft boat docked there for 10 years) with space for several boats to be docked as well. An indoor pool looking to the outdoors with a glass enclosure and loads of space to entertain! There are 2 separate upper-level quarters, one for guests, which includes a family room, a sitting room, and a full bath. So much potential to utilize at least 2 of the rooms for bedrooms. The primary suite on the other side of the home includes 2 walk-in closets and a dressing room. full bath with soaking tub, an office space, and a sitting area with waterfront views. Set on the tranquil shores of the Sassafras River, this striking log cabin residence blends timeless craftsmanship with resort-style amenities-perfect for effortless entertaining and relaxed waterfront living. The great room includes soaring beams, walls of glass, and panoramic river views. Deep water frontage with a private pier, 3,000 lb. boat lift and ideal for larger boats as well, crabbing, fishing, and sunset cruising. Year-round indoor pool pavilion with lounge seating, beverage bar, and easy walk-out. Chef's kitchen featuring premium appliances, an expansive island, and seamless flow to dining and outdoor spaces. Multiple decks and patios for al fresco dining, plus a level lawn to the water's edge. There is even a small kitchenette in the garage for those hardcore entertainers! A full house generator is also present, as are 3 HVAC units to cool the home. This home would make an amazing Airbnb! There is an additional cabin with sleeping bunks and amenities for those overnight guests that never want to leave. Please click on the walkthrough tour, and floor plans are also available.

Welcome to 35 Neptune Drive, a stunning 4-bedroom, 3-bathroom home on Rumsey Island with an expansive waterfront. Surrounded by water views and outdoor living spaces, this property offers an opportunity to enjoy the beauty, tranquility, and lifestyle that life on the water provides. Outdoor living is a highlight of this home. Step outside onto the patio, which opens to a spacious backyard and leads to a large waterfront deck overlooking the water. Continue down to your private dock, offering direct access for boating, fishing, kayaking, or simply relaxing while taking in the views. Inside, spacious living areas and tons of natural light create a welcoming atmosphere throughout the home. The primary suite includes a private sunroom overlooking the water, while a second sunroom on the main level provides additional space to relax and enjoy the scenery. Located on historic Rumsey Island, where the Big and Little Gunpowder Falls meet, residents enjoy a community known for its scenic surroundings, rich history, and coastal atmosphere. Whether you're spending the day on the water, entertaining guests on the deck, or enjoying a quiet evening watching the sunset from your backyard, 35 Neptune Drive offers a rare opportunity to enjoy waterfront living on Rumsey Island.

This brand-new Brookvale Farmhouse by Greenspring Homes is officially finished, polished, and ready for immediate move-in at the Water's Edge on Sue Creek community. Step straight into a modern layout featuring a gourmet kitchen with stainless appliances, a dedicated home office, and a mudroom designed for daily convenience. The interior is highlighted by a firelit family room and a primary suite with a massive walk-in closet and spa-style shower. Skip the construct timeline and move straight into a home that backs to serene woods. Walk through the private community gate directly into the marina with waterfront dining and boat slips.

Nestled in the vibrant new community of Greenleigh at Crossroads, this gorgeous colonial home offers 4,760 square feet of modern comfort and inviting warmth. Built in 2020, with 5 bedrooms and 4 full and 1 half bath, once you step up onto the front porch, this home will welcome you in. Enjoy the light and space with the open floor plan, large windows, tall ceilings, and easy flow from kitchen to dining to living areas. The kitchen features stainless steel appliances, 2 wall ovens, a huge island with quartz counters, pantry, and ample workspace. The living room centers around a beautiful fireplace, creating a cozy atmosphere, and the dining room is a beautiful space to enjoy special holiday meals or everyday dining with family and friends. An additional room on the main floor is a great space for a study, home office, or just private space to use as you please. Upstairs are 4 spacious bedrooms and 3 full baths. The primary suite includes double walk-in closets and luxurious bath with a huge soaking tub. In addition to the primary, there are 3 charming bedrooms - 1 with an en suite and 2 bedrooms that share a hall bath. The upstairs also holds the washer and dryer for extra convenience in your daily routine. The lower level offers a large, finished area for entertainment or play as well as the 5th bedroom and another full bath. This is an ideal set up for guests or family members who would like more privacy. There's extensive storage in the lower level in several rooms, which is so helpful in our busy lives. The 2-car garage with very high ceilings offers more space not only for your cars but for storage of bikes, outdoor gear, or equipment. The lovely front porch overlooks the Greenleigh pool and community center, the heart of the neighborhood. Enjoy the pool, fitness center, dog park, playground, and scenic bike trails. Close to White Marsh, shopping, restaurants, 95 and 695 for commuting, as well as water activities, boating, and marinas. This bustling location is a great place to call home, come visit this beautiful home today.

Welcome home to this newly renovated four-bedroom, two-and-a-half-bath split-level located in the sought-after water-oriented community on Cape May Road. This move-in-ready property features a bright and modern kitchen with white cabinetry, granite countertops, and stainless steel appliances, perfect for everyday living and entertaining. Step outside to the large backyard and expansive deck, ideal for outdoor gatherings, relaxing evenings, and weekend barbecues. Enjoy freshly painted bedrooms with new carpet and updated bathrooms featuring new vanities and luxury vinyl flooring. The spacious layout includes a finished lower level with a bonus fourth bedroom, offering flexibility for guests or a home office. The property also offers plenty of parking and a detached shed for added convenience. Situated on a quiet street that ends at Crescent Yacht Club on Middle River, this home is the perfect spot for boating and water enthusiasts and is a wonderful opportunity to enjoy comfort, updates, and a peaceful waterfront community setting!

Welcome home to this newly renovated four-bedroom, two-and-a-half-bath split-level located in the sought-after water-oriented community on Cape May Road. This move-in-ready property features a bright and modern kitchen with white cabinetry, granite countertops, and stainless steel appliances, perfect for everyday living and entertaining. Step outside to the large backyard and expansive deck, ideal for outdoor gatherings, relaxing evenings, and weekend barbecues. Enjoy freshly painted bedrooms with new carpet and updated bathrooms featuring new vanities and luxury vinyl flooring. The spacious layout includes a finished lower level with a bonus fourth bedroom, offering flexibility for guests or a home office. The property also offers plenty of parking and a detached shed for added convenience. Situated on a quiet street that ends at Crescent Yacht Club on Middle River, this home is the perfect spot for boating and water enthusiasts and is a wonderful opportunity to enjoy comfort, updates, and a peaceful waterfront community setting!

**Now Offered at $4,850,000.** A rare opportunity to own one of the Mid-Atlantic's most private luxury estates. Tucked away on 65 breathtaking acres, 928 Fenario Circle offers complete seclusion without sacrificing accessibility. From the moment you enter the winding private drive, the outside world disappears—yet you're just minutes from I-95, approximately 15 minutes to the nearest Amtrak/MARC station, 40 minutes to Baltimore, and within easy reach of Washington, D.C. and Philadelphia. Thoughtfully designed across more than 10,000 square feet, this newly constructed estate blends timeless architecture with refined modern design, creating exceptional spaces for entertaining, everyday living, and multi-generational enjoyment. Expansive interiors, seamless indoor-outdoor living, and extraordinary privacy combine to create an estate experience rarely found in such a convenient location. Recently repositioned to $4,850,000, this is an exceptional opportunity to acquire one of the region's premier private estates. Private showings by appointment only.