The Best Neighborhoods in Oakland, FL (2026)
Looking for the best neighborhoods in Oakland? Instead of opinions, we ranked Oakland’s 10 communities by the numbers that actually matter when you’re choosing where to live — how fast homes sell, price per square foot, and how values are moving. Here’s where Oakland stands, by the data (as of 2026-06-16).
Fastest-selling neighborhoods in Oakland
Where homes sell quickest — a sign of strong buyer demand. (Lowest median days on market, communities with recent closings.)
- HULL ISLAND/OAKLAND — 15 days on market · $649,000
- OAKLAND TRAILS — 20 days on market · $482,000
- HULL ISLAND AT OAKLAND — 23 days on market · $646,000
- JOHNS LANDING — 39 days on market · $692,000
- JOHNS COVE 43/104 — 44 days on market · $1.50M
Most affordable neighborhoods in Oakland (price per sq ft)
The lowest median price per square foot in Oakland — where your dollar stretches furthest.
- JOHNS LANDING — $212/sq ft · $692,000
- OAKLAND TRAILS — $251/sq ft · $482,000
- LONGLEAF/OAKLAND REP — $268/sq ft · $432,000
- HULL ISLAND/OAKLAND — $280/sq ft · $649,000
- OAKLAND TOWN — $286/sq ft · $368,000
Top neighborhoods in Oakland by Momentum Score
Momentum’s overall 0-100 market score blends value, demand, and momentum.
- LONGLEAF/OAKLAND REP — score 59 · $432,000
- JOHNS COVE 43/104 — score 58 · $1.50M
- BRILEY FARM — score 56 · $3.32M
- OAKLAND TRAILS — score 56 · $482,000
- HULL ISLAND AT OAKLAND — score 53 · $646,000
How we ranked these
These lists come from Momentum’s MLS data for Oakland, limited to communities with recent closings so the numbers are meaningful. ‘Fastest-selling’ uses median days on market, ‘most affordable’ uses median price per square foot, ‘fastest-appreciating’ uses the 1-year price change, and the Momentum Score is our overall 0-100 read on each market. The right neighborhood for you also depends on schools, commute, and lifestyle — use these as a data-driven starting point.
Explore Oakland further
Common questions
What are the best neighborhoods in Oakland?
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How were these Oakland neighborhoods ranked?
Rankings are aggregates from Momentum Realty’s MLS data for Oakland, as of 2026-06-16, and change over time. A data-driven starting point, not a guarantee or an endorsement of any community. Equal Housing Opportunity.