Set along the broad waters of the Choptank River, this remarkable 10.88± acre waterfront property in Talbot County offers an uncommon blend of scale, privacy, and panoramic open-water views. With approximately 600± feet of rip-rapped shoreline, the setting provides both protection and an impressive stretch of river frontage rarely available today. A current approval for a 6-bedroom residence allows for the creation of a substantial custom home tailored to your vision. Importantly, the property is not located in a flood zone, so flood insurance is not required—a meaningful advantage for long-term ownership and design flexibility. The wide river exposure captures expansive vistas, steady breezes, and ever-changing light across the water. Boating, sailing, and fishing are easily enjoyed from this stretch of the Choptank, with convenient access to the Chesapeake Bay and nearby waterfront towns such as Oxford and Cambridge. Beyond the river frontage, a scenic 2.5-acre pond enhances the landscape and creates opportunities for thoughtful estate planning. With nearly eleven acres, there is ample room for a guest house, pool, gardens, or additional outbuildings (subject to county approval), allowing the property to evolve into a true Eastern Shore compound. Private yet convenient to Easton and Route 50, this offering represents a rare opportunity to secure significant waterfront acreage in one of Maryland’s most sought-after coastal regions.
Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature hardwoods and softwoods, including pine and oak, providing privacy, scenic beauty, and excellent wildlife habitat. The property is zoned agricultural, offering flexibility for farming, recreation, or investment use. Property is being offered in cooperation with Casey Kennedy and Whitetail Properties. The tillable acreage carries an overall NCCPI rating of approximately 57.3, indicating solid, productive ground suitable for row crops, small grains, and conservation programs. The farm boasts over 2,500 feet of water frontage on Miles Creek, offering excellent duck and goose hunting opportunities. The property is located on a known migratory flyway for ducks and geese along the Chesapeake Bay, making it a proven waterfowl destination. A network of trails through the wooded areas leads to a cleared waterfront area on Miles Creek featuring a dock and picnic table, ideal for family activities, swimming, and fishing. A small point along the creek includes a strategically placed booby blind, positioned for effective duck and goose hunting. Additional amenities include multiple duck blinds on Miles Creek and a goose pit. The historic two-story farmhouse, dating to the early 1900s, offers five bedrooms and one full bathroom and features a new roof and siding. Beginning with the main floor, the home offers a large living room, dining room, kitchen, and the first of five bedrooms. The second floor includes four large bedrooms and a full bath. The residence is accessed by a private driveway off Saulsbury Road, providing convenient access while maintaining a high level of privacy. A small shed next to the home provides additional storage. This property is income-producing, with revenue potential from farming operations, CRP enrollment, and hunting leases, making it a versatile investment opportunity, productive farm, or private recreational retreat with waterfront access. Property is being offered through a sealed bid process. All bids must be submitted by February 26th at 5PM. Bids will be reviewed after the submission deadline. Seller will not respond to offers prior to that time.
Spanning 582.7- acres, this premier Talbot County farm offers a rare opportunity to acquire a highly productive Eastern Shore property with multiple tracts, quality improvements, and exceptional recreational value. The land has a long history of row crop production including corn, soybeans, and wheat and features a diverse soil profile with an overall NCCPI of approximately 59.3, supporting continued farming, conservation programs, and long term investment. Zoned agricultural, the property provides flexibility for farming, recreation, or future development. The home farm encompasses approximately 90± acres and is improved with a well maintained 1,966 sq. ft. brick rancher built in 1997, offering three bedrooms and two full bathrooms. The main living area includes a large living room with a knotty pine accent wall and bowed window, a spacious dining room with chair rail and tongue and groove paneling with a built in glass front cabinet, and a well appointed kitchen featuring wood cabinetry to the ceiling, crown molding, stainless steel appliances, a center island with seating, and a pass through to the dining room. French doors lead to a sunroom overlooking the surrounding cleared and wooded land. The primary suite includes a private bath with a deep jetted soaking tub, and additional features include a covered front porch and an attached two car garage. Adjacent improvements include a milk house and two additional outbuildings, including a custom built steel building, all suited for farm operations, equipment storage, and game processing. The home farm contains approximately 78± acres of tillable and CRP ground and features a large pond with a hunting pit that is heavily used by migratory Canada geese. Additional tracts further expand the operation and enhance both farming and recreational opportunities. An 82.54± acre tract at Bambury Road and Kate’s Point Road includes roughly 71± acres of tillable and CRP ground. A 245± acre tract offers approximately 150± acres of tillable and CRP ground, timber, frontage on both Bambury and Kate’s Point Roads, a pond with a strategically placed hunting pit supporting strong waterfowl activity, and creek frontage on Raccoon Creek. Across Kate’s Point Road, a 5.321± acre agricultural field is complemented by approximately 16.5± acres of mature timber, blending productive ground with high quality woodland. Two additional agricultural fields located between Clarks Wharf Road and Windy Hill Road total approximately 137.82± acres and include a hunting pit regularly used by both Canada and snow geese. In total, the property offers approximately 440± acres of tillable and CRP ground, supporting serious row crop production. Beyond its agricultural value, the farm provides excellent deer and waterfowl hunting, multiple ponds, wooded acreage, and strong long term investment potential through development opportunities and annual hunting and farming lease income. Property is being offered in cooperation with Casey Kennedy and Whitetail Properties. Property is being offered through a sealed bid process. All bids must be submitted by February 26th at 5PM. Bids will be reviewed after the submission deadline. Seller will not respond to offers prior to that time.
This 7.6 Acre Premier Commercial Parcel offers exceptional versatility in one of the Eastern Shore's most active growth corridors. Located along Rt. 50 between Easton and Cambridge, Maryland, the property features approximately 932 linear feet of frontage on a heavily traveled roadway, connecting the Chesapeake Bay Bridge and Ocean City. The site benefits from excellent Ingress and Egress, strong traffic counts, and outstanding visibility. The owner is willing to subdivide into smaller parcels for a qualified buyer, allowing flexibility for phased development, pad sites, or mixed-use configurations. Positioned directly in front of and adjacent to a 2,500 home development currently under construction, the property is surrounded by both established neighborhoods and rapidly emerging residential density. This location provides built-in demand and supports a wide range of high-performing commercial and service -oriented uses. Its current use is a gas station/convenience store that has thrived for many years. With scale, frontage, and development flexibility, this property presents a rare opportunity for investors and devlopers seeking long-term growth and multiple exit strategies along Route 50.
Ideally located in a prime cul-de-sac, this main level living home showcases a sophisticated interior with artisan trim and impressive 10-foot ceilings throughout. The welcoming covered entry leads you to the heart of the home: a spacious family room open to a chef-inspired kitchen and a comfortable dining area. The kitchen is a highlight, featuring a substantial island, abundant white cabinets, Carrara Morro quartz countertops, a gourmet stainless steel appliance package with range hood, and a large walk-in pantry. Extend your living space to the rear screened porch, accessible from the family room and dining room. A dedicated study offers a quiet sanctuary for work or hobbies. The primary suite offers a private retreat with dual walk-in closets and a deluxe primary en suite bathroom featuring a soaking tub. The opposite wing houses two secondary bedrooms and a full bathroom. A well-appointed laundry room with a sink, conveniently located off the two-car garage, also functions as a practical mudroom. Located in Lakeside at Trappe, a vibrant lakeside community with a plethora of amenities and ideally located on Maryland's Eastern Shore. Lakeside at Trappe is a private retreat to live, work, and play all in one place. Community currently offers a pool, bathhouse with fitness room, ping pong, corn hole and Bark park, playground and racquet sports courts. An immersive lakeside experience also in the works! Ask about special fixed rate financing and closing costs!
Amazing investment opportunity!! 23.06 Acres of commercial property situated with 500 +/- ft. of direct frontage along busy Rt. 50 with 30,000+ AADT. Located less than 2 miles from the heart of Cambridge, Maryland, this versatile property features 3 vehicular ingress / egress points and is zoned Limited Commercial (LC), which is characterized by low intensity commercial, neighborhood-oriented businesses. The once bustling Talbot Landing Motel, with more than 8,000 square feet, features 4 buildings with 19 total guest rooms plus a roomy owner's suite, and could be perfect for revitalization or redevelopment. There is existing well and septic in use on the property. This is a phenomenal opportunity to acquire significant acreage along Rt.50.
This brand new Douglas with main level living is Ready for Move In! Step inside the foyer to a bright open floorplan with 10' ceilings! The heart of the home is a chef's dream kitchen, with Gourmet Stainless Steel appliances, white cabinets and quartz counters. The rear of the home is the family room which leads to the screened in porch, perfect for relaxing. The primary bedroom has been extended for additional space and has an en-suite bath with double vanity. Oak stairs lead to the 2nd level where there is a loft, 3rd bedroom and 3rd full bath. Located in Lakeside at Trappe, a vibrant lakeside community with a plethora of amenities and ideally located on Maryland's Eastern Shore. Lakeside at Trappe is a private retreat to live, work, and play all in one place. Community currently offers a pool, bathhouse with fitness room, ping pong, corn hole and Bark park. Playground and racquet sports courts planned to open soon with an immersive lakeside experience also in the works! Ask about special fixed rate financing and closing costs!
This parcel is located between Trappe and Easton is almost 3/4 of an acre. A great piece of land in a sought-after Talbot County with buildable potential. The property is currently undergoing evaluation for SDA/perc. Convenient to shopping, dining, and local amenities. Enjoy all that the Eastern Shore has to offer!
Nearly one acre of land ideally located along Ocean Gateway (Route 50) between Trappe and Easton, Maryland. This property offers excellent visibility and convenient access to major routes. Situated in a central location on the Eastern Shore, you are just minutes from shopping, dining, and local amenities. Offered at $40,000, this is an affordable chance to secure land in a highly traveled corridor. Perc and water tables may need to be re-tested for the SDA approved in 2007.
Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine acres in Talbot County, this once-in-a-lifetime landholding features 1.8 miles of shoreline and a world-class infrastructure for luxury living and elite conservation. The Residences & Amenities: The centerpiece of the Estate is the Tidewater Colonial Main Residence, meticulously renovated in 2025. Blending Coastal Charm with modern luxury, the home features: Gourmet Kitchen, equipped with custom cabinetry and top-tier luxury appliances. Waterfront Great Room, an architectural masterpiece with floor-to-ceiling glass offering expansive views of the Chesapeake Bay. Owner’s Wing, a first-floor primary suite featuring dual bathrooms and dual walk-in closets. Refined Finishes: Time-period hardwood flooring throughout, four brick wood-burning fireplaces, and durable HardiePlank siding with a metal roof. Outdoor Living: A tree-lined drive leads to a resort-style grounds featuring a swimming pool, pool house, built-in hot tub, and dedicated pickleball and basketball courts. Estate Infrastructure: 3-car garage, geothermal heating, backup generator, professional hardscaping and multiple barns and storage buildings . Additional Housing: The compound includes three private guest houses and a dedicated caretaker’s residence . The Land & Conservation: Comprised of five distinct parcels, the acreage is a diverse blend of productive agriculture and natural sanctuary. Acreage Breakdown: 390+/- acres of fertile, income-producing cropland and 175+/- acres of mature forest. Waterfowl & Wildlife: A premier destination for sportsmen, the property includes a 7+ acre stocked fishpond/waterfowl holding and six well-fed, water-controlled waterfowl impoundments designed for quality game management. Shoreline & Pier: Over 1,200 feet of shoreline revetment protects the coast. The private pier is equipped with two boat lifts and additional mooring capacity. Middleville is a "turn-key" legacy estate on Maryland’s Eastern Shore, offering a rare fusion of historic significance, 2025 modern luxury, and vast natural resources. In an era where land is the ultimate luxury, this is a unique opportunity to secure one of the region's most significant holdings.
Country Living. This charming Colonial home offers a perfect blend of comfort and style. With 2 acres of private land, the property is a tranquil retreat, featuring picturesque views of lush pastures that invite relaxation and outdoor enjoyment. Step inside to discover a spacious interior, boasting 2,878 sq. ft. of thoughtfully designed living space. The heart of the home is the inviting family room, seamlessly connected to the eat-in kitchen, making it ideal for gatherings and everyday living. The eat-in kitchen is equipped with new LG stainless appliances, including a built-in microwave, electric oven/range, refrigerator and dishwasher. Enjoy cozy evenings by the gas fireplace, creating a warm ambience in the family room. The main level features a living room, formal dining room and laundry room. The upper level hosts four generously sized bedrooms, including a primary suite with an en-suite bath and a bonus room or 5th bedroom. Wood floors and ceramic tile enhance the home's aesthetic on the first floor. Outside, the side-entry garage offers ample parking, complemented by a crushed stone driveway. The expansive patio is perfect for entertaining or simply soaking in the peaceful surroundings. With no thru street, this home provides a sense of seclusion while remaining accessible to nearby amenities. This property is not just a house; it's a place to create lasting memories. Experience the warmth and charm that awaits you in this delightful home. White Marsh Elementary school district. Conveniently located to Easton, Trappe and Cambridge.
1.28 Acres of vacant land on Route 50 Eastbound between Almshouse Road and Sanderstown Road. Undergrowth and small trees have been cleared and woodchips spread for easy access. Property does not have a SDA and therefore is not a buildable lot at this time. A 3 bedroom SDA application has been made for this 2026 wet season testing. Property will also need a driveway connection to Route 50 (an approved SDA will block access from the existing shared driveway). A variance from the 150’ state highway setback will need to be obtained also. The site plan has an area designated as non-tidal wetlands. MDE has indicated that they will allow an up to 5,000 sq ft encroachment into that area for a larger building footprint. PLEASE DO NOT drive back onto the neighbor property to the back left.
Built in 1919 and offering approximately 3,448 square feet of living space, this stately farmhouse sits on a generous .44-acre lot and is filled with timeless architectural details and remarkable potential to be restored to its original beauty. A spacious front foyer welcomes you inside and offers the perfect place for a coat nook or shoe station, all while framing a stunning view of the home’s original grand staircase. Rich hardwood floors and elegant crown molding flow throughout the main level, where you’ll find two inviting sitting rooms — each featuring a fireplace — one of which has previously served as a home office. The formal dining room is truly a showstopper, with large floor-to-ceiling windows overlooking the wraparound porch, creating a light-filled space ideal for gatherings and entertaining. Throughout the first floor, classic wood pocket doors add both charm and function, allowing rooms to flow together or be closed off as needed. Toward the back of the home, you’ll find a large kitchen with a walk-in pantry, a nearby laundry area, a convenient half bath, and an additional small room perfect for extra storage or a future butler’s pantry. A secondary staircase from the kitchen leads upstairs, along with access to the basement. Upstairs, a long and beautiful hallway lined with original wood doors leads to five generously sized bedrooms and two full bathrooms, along with multiple linen closets for added storage. The third floor offers a spacious sixth bedroom and an additional flex room that could be used as an office, hobby space, or storage. With its classic farmhouse presence, expansive layout, and rare original details, this home offers an incredible opportunity for someone with vision to thoughtfully restore and reimagine it while preserving its historic character. A truly special property with space, charm, and endless potential. Home is being sold as-is.
Welcome to seclusion! This home is at the end of a private lane that backs to a large farm. 1 owner has enjoyed this home and all the tranquil that it provides. 3 bed room and 1.5 baths, living room provides a fireplace with insert. Many updates thru the years, including hvac, roof, kitchen, and baths. Large front porch to watch the wildlife roam.
This unique and well maintained home is located in the heart of Trappe and has a lot to offer. Main home features formal living and dining areas, family room, kitchen, laundry, 1.5 baths on the first floor. 2nd floor has 3 spacious bedrooms and bath. Wood floors throughout home and all windows are currently being replaced (Dec. 2025). Warm radiator oil heat and mini-split units heat and cool the home. In the rear of the lot there is a large 2 car garage with 2nd floor studio apartment/office with kitchenette and bath, heat pump and wood flooring. The .54 acre lot is lavishly landscaped with 2 garden sheds, gazebo and patio area. Home also has a screened porch. Seller prefers February 1, 2026 occupancy.
Enjoy the serenity of country living just minutes from both downtown Easton and Cambridge! This spacious four bedroom, two and a half bath home offers over 3,400 square feet of living space and sits on nearly an acre (.96+/-) with covered front porch and nice rear deck with views of open fields/farmland. This solid house offers a comfortable layout on both levels and it's perfect for both everyday living and entertaining. The main level features a large two story foyer with beautiful staircase, large family room, open kitchen with breakfast nook and beautiful bay window, separate dining room, and sunroom with vaulted ceiling, skylights, wood burning fireplace and beautiful open views of farmland. Upstairs, the primary suite is like a private retreat with it’s own bathroom, walk in closet and balcony. Three additional bedrooms and bath complete the second floor. Attached two car garage with private circular drive surrounded by mature trees for privacy. The home features a new roof (2025), a new well, new septic system (2025) and new HVAC (2022). Within a mile of Ferry Point Marina, Waterfront State Park and Choptank Fishing Pier. Close to all of downtown Trappe/Easton/Cambridge shopping, restaurants, churches and medical facilities.
The median home value in Trappe, MD is $388,000. This is lower than the county median home value of $397,400. The national median home value is $338,100. The average price of homes sold in Trappe, MD is $388,000. Approximately 64.32% of Trappe homes are owned, compared to 28.43% rented, while 7.26% are vacant. Trappe real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Trappe real estate agent to arrange a tour today!
Trappe, Maryland 21673 has a population of 1,098. Trappe 21673 is more family-centric than the surrounding county with 23.42% of the households containing married families with children. The county average for households married with children is 22.67%.
The median household income in Trappe, Maryland 21673 is $66,181. The median household income for the surrounding county is $79,349 compared to the national median of $69,021. The median age of people living in Trappe 21673 is 44 years.
The average high temperature in July is 89.2 degrees, with an average low temperature in January of 28.2 degrees. The average rainfall is approximately 45.5 inches per year, with 11.3 inches of snow per year.