Welcome to Gulfport Living
Gulfport is a small, artsy waterfront town on Boca Ciega Bay in Pinellas County — known for its bohemian village, local arts scene, and laid-back coastal character. Home prices in 2026 are volatile by source, generally ranging from the low $300,000s to mid-$400,000s, with a distinctive 55+ waterfront condo community. It suits buyers wanting character, walkable village life, and waterfront access — with flood risk a major factor.
What is Wesley Chapel known for?
A charming, artsy downtown village — local boutiques, galleries, waterfront restaurants, live music, art walks, and a farmers market — plus the waterfront and the well-known Town Shores of Gulfport, a resort-style 55+ community with pools, a marina, and clubhouse amenities. Distinctly bohemian and walkable for its size. [AGENT INSIGHT: the village vs. Town Shores vs. single-family trade-offs; James’s read on the vibe.]
How much do homes cost in Wesley Chapel?
Highly volatile by source in 2026: Redfin ~$305K, RealLiving ~$359K, Rocket ~$381K (2025), Orchard ~$415K, Movoto ~$425K. Price/sq ft ~$308–$351. The huge spread reflects the small market, the mix of condos and single-family homes, and Town Shores’ 55+ condos pulling figures around.
What's it like to live in Gulfport?
Walkable, artsy, and waterfront-focused — a tight-knit small-town feel with an active social and arts calendar, unusual for the area. Pinellas County schools (smaller selection). Strong appeal for those wanting character over newness. [AGENT INSIGHT: daily-life feel; the community character.]
What's the market like right now?
Neutral/balanced in 2026 — homes stay on the market a typical length (~62–79 days), inventory is modest (small market), and many homes sell below asking. A small market where individual sales swing the stats. [AGENT INSIGHT: what’s actually moving; condo vs. single-family dynamics in this small market.]
Who is Gulfport best for?
Buyers wanting character, walkable village life, waterfront access, and an artsy community — including 55+ buyers (Town Shores), downsizers, and second-home buyers. Less ideal for those wanting new construction, large lots, top-rated schools, or to avoid flood exposure. [AGENT INSIGHT: client type placed here.]
Flood risk is major — about 47% of Gulfport properties carry severe flood risk over 30 years, given the waterfront setting. This is the central consideration: verify flood zones and budget carefully for flood and homeowners insurance. Town Shores condos carry monthly fees (covering many utilities/amenities) and milestone-inspection/reserve considerations.
Bottom line: A one-of-a-kind artsy waterfront village with character you won’t find elsewhere in Tampa Bay — with flood and insurance as the real trade-offs. The Rothfuss Team can help you weigh flood zone, insurance, and condo fees before you buy.
Featured Properties
Discover Your Next Dream Home
Explore these exceptional homes, each ready for you to make lasting memories.
This spacious 4-bedroom home offers a perfect blend of comfort and style, featuring a lush backyard ideal for entertaining.
Embrace the coastal lifestyle in this lovely 2-bedroom cottage, featuring airy spaces and beautiful ocean views.
Newer homes, top schools, resort amenities, and value relative to South Tampa or the beaches. The Rothfuss Team knows the communities and can match you to the right one.
What Our Clients Say
Client Testimonials
Frequently Asked Questions
Have questions? We have answers to help you navigate your real estate journey.
Yes, for those wanting an artsy, walkable waterfront village and a tight-knit community; flood and insurance are the main trade-offs.
Volatile by source — roughly low $300,000s to mid-$400,000s in 2026.
Neutral/balanced, with homes selling in a typical timeframe in a small market.
Yes — about 47% of properties carry severe flood risk; flood zones and insurance are essential to check.