Why Kent Island Is Maryland’s Hidden Gem for STR Investment in 2025

by David J. Moore

 

🏡 Why Kent Island Is Maryland’s Hidden Gem for STR Investment in 2025

If you’ve been dreaming about owning a waterfront home that pays for itself, Kent Island might be the best-kept secret in Maryland real estate — but not for long.

Thanks to increasing tourism, infrastructure development around the Kent Narrows, and strong short-term rental (STR) performance in Stevensville and Chester, Kent Island is quickly becoming a top target for vacation home buyers and Airbnb investors.

Here’s why now is the time to get in.

 

📍 Why Kent Island Is a Top STR Market

From summer boaters to wedding guests to weekenders escaping DC and Baltimore, demand for short-term rentals on Kent Island is booming.

According to AirROI in July 2025:

  • 💰 Average nightly rate (ADR): $275–$375

  • 📅 Seasonal occupancy: 65%–85% (June–September)

  • 🏖️ Top-performing homes: Waterfront or marina access, 3+ bedrooms

  • 📍 Prime locations: Stevensville, Chester, and Kent Narrows

And with new community investment along the Kent Narrows — including walkable trails, parks, retail, and improved water access — the area is becoming more attractive by the month.

 

🏠 What Makes a Great Kent Island STR Property?

Not all vacation homes perform equally. Here’s what to look for in a high-performing Kent Island rental:

✅ Proximity to the water or a marina
✅ Outdoor living areas (decks, patios, fire pits)
✅ 3+ bedrooms and 2+ bathrooms
✅ Updated interiors with strong curb appeal
✅ Walkability to dining, trails, or nightlife
✅ Private guest suites or dual-purpose layouts

Want help finding properties like these? That’s where we come in.

 

📊 Kent Island STR Hot Zones to Watch

Here are the neighborhoods and areas our investor clients love:

  • Chester: Townhomes with marina access and strong appreciation

  • Stevensville: Historic charm and walkability to waterfront trails

  • Kent Narrows: Excellent for boating lifestyle and long-term appreciation

We even track off-market and reduced-price properties that other buyers miss.

 

 

🔧 How We Help STR Buyers Win

At David J. Moore & Associates, we’re not just agents — we’re your real estate investment partners.

When you work with us, you get:

  • 🔍 STR investment analysis before you buy (know your projected net income)

  • 🏠 Off-market listings and waterfront deals not found on Zillow

  • 🎯 STR-savvy negotiation that protects your ROI

  • 🤝 Preferred partners for design, management, insurance, and lending

  • 💎 Access to our VIP Buyer Program (including $5,000 buyer savings guarantee)

 

🚀 Ready to Build Your Waterfront Portfolio?

We’ve helped dozens of buyers make smart investments in Kent Island real estate — and we can help you too.

📩 Text “STR GUIDE” to 443-733-6477 or Call David on 443-733-6477 to get access to our private STR-ready home list.

 

📌 P.S.

Ask about our Home Trade-In Program and Fix & Rent strategy for properties that need a little TLC. You don’t need cash upfront — just a smart plan

David J. Moore

David J. Moore

Broker Associate | License ID: 609287

+1(410) 777-5848

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