Homes for Sale in Oakland, FL
30 homes are for sale in Oakland, FL as of 2026-09-06, with 4 more under contract. The median list price is $804,500 ($250/sq ft), most homes list between $435K to $2.58M, and the median listing has been on the market 86 days. 6 homes came on the market this week and 46 sold in the last 12 months at a median of $548,500.
Newest homes for sale in Oakland
The most recently listed homes in Oakland, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Oakland homes for sale by price
Every active listing in Oakland grouped by price, with the newest listings in each band. The median is $804,500; the busiest band is $1M and up.
Under $200K: 1 home
$300K – $400K: 2 homes
- $364,500 · 3 bd / 2.5 ba / 1,620 sq ft · 1511 SWEET APPLE STREET (Longleaf/Oakland Rep)
- $350,000 · 2 bd / 2.5 ba / 1,497 sq ft · 2117 GOPHER TORTOISE TERRACE
$400K – $500K: 2 homes
- $435,000 · 3 bd / 2 ba / 1,170 sq ft · 521 W HERRIOTT AVENUE (Oakland Town)
- $454,900 · 3 bd / 2.5 ba / 1,838 sq ft · 2247 WHITE FEATHER LOOP
$500K – $750K: 8 homes
- $540,000 · 4 bd / 2.5 ba / 2,486 sq ft · 223 LARGOVISTA DR. (Johns Landing)
- $559,000 · 4 bd / 2.5 ba / 2,854 sq ft · 2471 SKY STONE COURT
- $640,000 · 4 bd / 2.5 ba / 2,614 sq ft · 1750 STANDING ROCK CIRCLE (Oakland Trails)
- $659,900 · 5 bd / 4 ba / 3,285 sq ft · 710 REGINA CIRCLE
$750K – $1M: 5 homes
- $809,000 · 6 bd / 4 ba / 4,001 sq ft · 1603 JOHNS COVE LN
- $825,000 · 5 bd / 4 ba / 4,240 sq ft · 14001 RUGBY STREET
- $799,999 · 5 bd / 3 ba / 3,413 sq ft · 16 OAKLAND POINTE CIRCLE (Oakland Pointe)
- $995,900 · 5 bd / 4 ba / 3,951 sq ft · 219 LARGOVISTA DRIVE (Johns Landing)
$1M and up: 12 homes
- $3.29M · 6 bd / 6.5 ba / 5,144 sq ft · 312 BRILEY AVENUE (Briley Farm)
- $1.40M · 4 bd / 3.5 ba / 3,562 sq ft · 1112 HULL ISLAND DRIVE (Hull Island At Oakland)
- $2.62M · 6 bd / 6.5 ba / 4,658 sq ft · 1152 PRADO LANE (Grove/Oakland)
- $2.58M · 5 bd / 6 ba / 4,210 sq ft · 1155 PRADO LANE (Grove/Oakland)
Homes for sale in Oakland by ZIP code
Where the inventory is: active listings and the median asking price by ZIP. ZIPs link to their housing scorecard.
Oakland communities with the most homes for sale
The Oakland neighborhoods and subdivisions with active listings, the median asking price in each, and what homes there actually sold for over the last 12 months. Community names open the community guide with live inventory, sales history, HOA and schools.
| Community | For sale | Median list | Median sold (12 mo) | Days on market |
|---|---|---|---|---|
| Oakland Town | 4 | $527,500 | — | — |
| Grove At The Harvest District | 3 | $2.31M | — | — |
| Grove/Oakland | 3 | $2.58M | — | — |
| Oakland Park | 1 | $2.10M | — | — |
| Oakland Pointe | 1 | $799,999 | — | — |
| Oakland Trails | 1 | $640,000 | — | — |
| Briley Farm | 1 | $3.29M | — | — |
| Hull Island At Oakland | 1 | $1.40M | — | — |
| Hull Island/Oakland | 1 | $689,900 | — | — |
| Johns Cove 43/104 | 1 | $2.55M | — | — |
| Longleaf/Oakland Rep | 1 | $364,500 | — | — |
| Johns Landing | 2 | $767,950 | — | — |
What is for sale in Oakland: property types
- Single-family homes: 28
- Townhouses: 2
The Oakland housing market right now
Over the last 12 months 46 homes sold in Oakland at a median of $548,500 (+18.2% year over year), $251 per square foot. Sellers received 95% of list price and homes took a median 51 days to go under contract. With 30 homes for sale against that sales pace, months of supply is 7.8, a buyer’s market by the six-month rule. Cash buyers accounted for 24% of sales. New construction was 15% of sales.
Oakland supply by price band
| Price band | Active | Sold, 12 mo | Months of supply | DOM |
|---|---|---|---|---|
| $300K–$500K | 4 | 20 | 2.4 | 55 |
| $750K+ | 10 | 23 | 5.2 | 22 |
Oakland home prices by year
Median sold price, closed sales, days on market and sale-to-list ratio by year, from Momentum’s MLS record.
| Year | Median sold price | Homes sold | Days on market | Sale-to-list |
|---|---|---|---|---|
| 2016 | $281,838 | 34 | 85 | 92% |
| 2017 | $346,645 | 31 | 47 | 95% |
| 2022 | $478,872 | 85 | 9 | 100% |
| 2023 | $525,083 | 38 | 17 | 98% |
| 2024 | $542,987 | 93 | 32 | 96% |
| 2025 | $584,148 | 66 | 45 | 96% |
| 2026 | $961,680 | 81 | 60 | 95% |
What a home in Oakland costs to own
Take the median $804,500 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $4,157/month. Orange County’s typical millage of 16.67 puts property tax near $12,580/year after the $50,000 homestead exemption — and that is the reset bill a buyer pays, not the seller’s capped one. Citizens’ average premium in Orange County is about $1,409/year; newer roofs and inland addresses usually quote below it. All in, plan on roughly $5,323/month plus any HOA or CDD assessment.
Explore Oakland
- All homes for sale in Orange County, FL
- Oakland market intelligence: prices, supply and trends
- Moving to Oakland: the data guide
- Cost of living in Oakland
- New construction homes in Oakland
- Best neighborhoods in Oakland
- Orange County property tax guide
- Search every Oakland community
- All Florida cities and counties
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Common questions
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Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Oakland as of 2026-09-06 and refresh as homes list and sell. Listings courtesy of Stellar MLS as distributed by MLS GRID. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.