Trappe Homes under $500,000

Trappe Homes under $500,000

Welcome to Trappe, Maryland—a charming town nestled in the heart of Talbot County that perfectly captures the essence of Eastern Shore living. Known for its rich history and picturesque landscapes, Trappe offers a serene escape while still providing convenient access to nearby urban amenities. With its friendly community atmosphere and beautiful surroundings, it’s no wonder that this quaint town is becoming a sought-after destination for homebuyers.

In Trappe, you’ll find a delightful selection of homes available for under $500,000, making it an attractive option for first-time buyers, families, and retirees alike. These homes boast a range of styles, from cozy single-family residences to modern townhomes, ensuring there's something for everyone. Many properties feature spacious yards, perfect for outdoor gatherings or quiet evenings under the stars.

Living in Trappe means enjoying the best of both worlds—peaceful rural living with easy access to the vibrant culture and recreational activities of the Eastern Shore. Spend your weekends exploring local parks, indulging in farm-to-table dining, or taking in the scenic beauty of the nearby Chesapeake Bay. With excellent schools and a close-knit community, Trappe is an ideal place to plant roots and create lasting memories.

Whether you’re looking for a charming starter home or a tranquil retreat, Trappe has something to offer everyone. Experience the warmth and charm of this beautiful town, and discover why so many are choosing to call Trappe home. Your dream home awaits!

Newest Trappe Homes under $500,000

4072 Main St, Trappe
$349,900
3 Beds ⋅ 2 Baths
Totally updated within the past year. Move-in ready, this one-level home offers 3 bedrooms and 2 full baths with LVP flooring throughout most of the home, Appliances replaced in kitchen, freshly painted, separate dining area, and a spacious living room. The primary bedroom includes a private bath. Major 2025 -2026 improvements include a HVAC system with all ductwork replaced in 2026. Return vents in every room. An encapsulated crawl space, new roof 2025 with warranty, new siding, new windows, new doors and new hardware. Fluharty electric replaced all outlets, and switches. Plumbing updated with new shut off valves in utility area. Comfort height toilets added in renovated bathrooms. Outside, you'll find a storage shed and a gravel driveway with ample parking. Conveniently located near downtown Trappe with fabulous dining options and two parks. See list of improvements. Close to public boat ramp. This home is ideally situated between Easton and Cambridge. A well-maintained, updated home offering excellent value and easy living on Maryland's Eastern Shore.

4072 Main St, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

3759 Rumsey Dr, Trappe
$250,000
4 Beds ⋅ 3 Baths
Welcome to 3759 Rumsey Drive, Trappe, MD, located in the “La Trappe Heights” community; within the town limits of Trappe and connected to public water and sewer. This spacious home offers 4 bedrooms and 2.5 bathrooms, making it an excellent opportunity for buyers looking to add their personal touches. Being sold strictly sold AS-IS! Will not pass FHA, or VA. A great fixer-upper or investment property. Cash or Conventional only! Sold as is. This property is being sold strictly AS IS. The seller will make no repairs or improvements. Buyers are encouraged to conduct any inspections they deem necessary for informational purposes. This is a great opportunity for investors, renovators, or buyers looking to build equity while enjoying the convenience of an in-town location. The main level features a comfortable spacious living area with a wood-burning fireplace, a formal dining area, along with a kitchen/dining combo area as well. A convenient half bath, and access to the rear deck, perfect for relaxing or entertaining. The home also includes an attached one-car garage for parking and additional storage. Upstairs, you'll find all four bedrooms. The primary suite includes a private bathroom with a walk-in shower, while the second full bathroom, located off the hallway, features a tub/shower combination to accommodate family and guests. Outside, enjoy a spacious rear yard complete with a storage shed for lawn equipment, tools, or seasonal items. Please note that the HVAC system provides heating and cooling to the first floor only that was installed six years ago. The hot water tank is two years old. With some TLC this home is truly a gem in the lovely town of Trappe, Maryland.

3759 Rumsey Dr, Trappe

Listing courtesy of Coldwell Banker Realty. Contact:

2669 Ocean Gtwy, Trappe
$485,000
4 Beds ⋅ 3 Baths
QUICK SALE!! Reasonable offers will be considered. 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.

2669 Ocean Gtwy, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!