This website uses cookies

Read our Privacy policy and Terms of use for more information.

Issue No. 76 · The Deal Drop

4

Properties

$670K

Top Revenue

28%

Top ROI

📋 What’s Inside This Drop

Four different angles, four different markets — here’s the quick read on what’s worth a deeper look this drop.

  1. Property 1 — Marathon, FL: $3.2M STR opportunity generating projected ~$670K/year (~21% ROI) with two turnkey 4BR/3BA units, two private pools, and direct water access—effectively two income-producing properties on one deed.

  2. Property 2 — Sevierville, TN: $1.5M STR opportunity generating projected ~$275K/year (~18% ROI) with 8 bedrooms, a private indoor pool, and significant value-add potential in the Smoky Mountains.

  3. Property 3 — Whitefish, MT: $950K STR opportunity generating projected ~$120K/year (~13% ROI) with no HOA, a 1-acre lot, and strong value-add potential near Whitefish and Glacier National Park.

  4. Property 4 — Asheville, NC: $630K STR opportunity generating projected ~$175K/year (~28% ROI) with Blue Ridge Mountain views, a private hot tub, and 1,545 SF of unfinished basement space ready for expansion.

🏠 The Properties

We pressure-tested hundreds of listings this week. Here’s the shortlist — ranked by projected ROI after expenses.

📋 8 Beds • 6 Baths • 3,680 sqft

🏷️ Price: $3,197,000

💵 Projected Annual: $670K

📈 Est. Gross ROI: 21%

Why it made the cut:

  • Two separately rentable STR units with private entrances and separate utilities

  • Each unit has its own private pool, creating two distinct guest experiences

  • 40-foot private dock adds boating appeal and potential additional income

  • Proven rental history and multifamily zoning provide a strong investment foundation

  • 8 bedrooms and 6 baths offer significant group-stay capacity

  • Prime Marathon location near beaches, dining, and shopping supports year-round demand

📋 8 Beds • 7 Baths • 6,208 sqft

🏷️ Price: $1,500,000

💵 Projected Annual: $275K

📈 Est. Gross ROI: 18%

Why it made the cut:

  • 8-bedroom, 6,208 SF property built for large groups and high occupancy

  • Private indoor pool creates a strong year-round guest amenity

  • Great bones with major design upside—refreshing the interiors could significantly improve performance

  • Projected ~$292K+ potential after a strategic design refresh

  • Strong opportunity to create a premium Smoky Mountain experience without starting from scratch

  • Attractive combination of scale, amenities, and value-add potential at a $1.5M entry price

📋 4 Beds • 2 Baths • 2,642 sqft

🏷️ Price: $950,000

💵 Projected Annual: $120K

📈 Est. Gross ROI: 13%

Why it made the cut:

  • STR-friendly zoning with proper permitting and no HOA or covenants

  • 1-acre lot with flexibility to enhance the property and guest experience

  • 36x38 shop/garage with 220V power—rare amenity for storing recreational equipment or adding value

  • Minutes from downtown Whitefish, Glacier National Park, and year-round outdoor recreation

  • Recent price improvement creates an attractive entry point for investors

  • Clear upside through design upgrades, revenue management, and amenity improvements

📋 3 Beds • 3 Baths • 2,492 sqft

🏷️ Price: $630,000

💵 Projected Annual: $175K

📈 Est. Gross ROI: 28%

Why it made the cut:

  • Just 15 minutes from downtown Asheville with long-range Blue Ridge Mountain views

  • 1,545 SF unfinished basement already plumbed for a bathroom—major opportunity to add bedrooms and living space

  • 3-bedroom home with flexible main-level living and an office

  • Private hot tub, covered porch, and expansive rear deck create strong guest appeal

Want the full deal packet? Reply “DEAL + Property #” and we’ll send the numbers, photos & comps.

Prefer to skip the reply and get matched to deals like these on autopilot?

📍 Market of the Week: Marathon, FL

Why Marathon continues to stand out in the Florida Keys: premium ADRs, strong occupancy, and steady revenue growth are supporting a high-value STR market with a relatively limited supply base.

The three levers driving performance right now:

  • Premium pricing with strong occupancy — ADR has reached approximately $457 per night (+2.6% YoY), while occupancy sits at 63% (+1.0%), creating a strong combination of rate and utilization.

  • Revenue continues to grow — Annual revenue is approximately $75.6K per listing, up 2.1% YoY, demonstrating continued demand for well-positioned Keys vacation rentals.

  • Limited inventory keeps the market concentrated — With just 286 active listings, supply remains relatively contained, while listings have grown at a measured 2.1% YoY.

Marathon is a premium Florida Keys STR market where high ADR, strong occupancy, and limited inventory continue to support attractive revenue potential.

🎯 YOUR SHORTCUT: THE MARKET MATCH CALL

Skip the guesswork. Tell us your budget, risk tolerance, and the kind of returns you’re chasing — we’ll match you with markets and deals that actually fit, before they hit the wider market.

💡Webinar Spotlight

That’s the pulse for today! Hit reply and tell us which headline surprised you most — real humans read every response.

— The Deal Drop Team 💧