Under $100K Sunday – c.1920 Maryland’s Smith Island Fixer Upper Under $85K
$84,900
Have you ever wanted to live on an island? This Smith Island fixer upper actually is located on the three-by-five mile island chain in the Chesapeake Bay. The island has a total population of about 200 year-round residents and is only accessible by boat. The house is situated in one of the smaller waterman villages (pop. 50) that is known for its crab cakes and a local dialect derived from the dialects of the West Country of England and the dialect of Cornwall.

Agent Comments
A beautiful, historic home situated on a lovely, shady lot located in the heart of Tylerton, Smith Island, Maryland. This four bedroom, one bathroom gem has a ton of potential! A most timeless, beautifully etched glass front door greets you upon entering with unique artwork demonstrating craftsmanship from another era. All rooms are spacious and filled with lots of character. The original hardwood floors offer warmth and a rustic feel throughout the home. The plumbing has been replaced. The outside has many original architectural elements and designs with lovely ornate woodwork and trim abounding. The cozy shady porch on the front of the house is just waiting for you to come and sit and swing. Island life is beckoning you to come and experience this peaceful existence.
- 4 bed
- 1 bath
- 1,344 sqft
- 7,645 sqft lot
- Build date 1920

If interested in a property, please contact the realtor whose link is provided in the post below, or contact an agent of your own choosing. Independent verification of details and status is recommended.
3029 Union Church Rd, Tylerton, MD, 21866 Increased to $84,800
- Contact Realtor: Laura Annette Evans – Wilson Realty
- Google Map
- Niche

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Location of This Maryland Smith Island Fixer Upper
Tylerton, located on Smith Island in the Chesapeake Bay, Maryland, is a small, remote community known for its unique island culture and serene surroundings. Here are some pros and cons of living in or visiting Tylerton:
Pros:
- Peaceful Environment: Tylerton is quiet and free from the hustle and bustle of city life, providing a tranquil place for those seeking relaxation and solitude.
- Close-Knit Community: The island has a small population, fostering a strong sense of community where everyone knows each other.
- Natural Beauty: Surrounded by the Chesapeake Bay, Tylerton offers stunning views, beautiful sunsets, and opportunities for birdwatching, kayaking, and boating.
- Crabbing and Fishing: The local economy is centered around crabbing, and residents or visitors can enjoy fresh seafood and the island’s rich waterman culture.
- Low Crime: The small size and isolation of the island result in very low crime rates, creating a sense of safety.
Cons:
- Isolation: Access to Tylerton is only by boat, which can make travel difficult, especially in bad weather. The remoteness can feel isolating for some.
- Limited Services and Amenities: There are very few shops, restaurants, or medical facilities. Residents often have to travel off the island for basic supplies and healthcare.
- Vulnerability to Flooding: Smith Island is vulnerable to rising sea levels and flooding, which can pose challenges for residents in the long term.
- Limited Employment Opportunities: Most jobs on the island revolve around crabbing and fishing, so career options are limited.
- Harsh Winters: The island can feel more isolated during the winter months, when weather can be severe, limiting ferry services and activities.
Tylerton offers a peaceful and unique lifestyle but is best suited for those who appreciate a slower pace and are comfortable with its remote nature.


































Photos Below Are From The June 2023 Listing When the Home Was Sold For $45,000. Work Has been done since then by the new owner to reflect the new $84,900 price.

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